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Details for Patent: 8,058,262

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Details for Patent: 8,058,262

Title:Proteasome inhibitors and methods of using the same
Abstract: The present invention provides boronic acid compounds, boronic esters, and compositions thereof that can modulate apoptosis such as by inhibition of proteasome activity. The compounds and compositions can be used in methods of inducing apoptosis and treating diseases such as cancer and other disorders associated directly of indirectly with proteasome activity.
Inventor(s): Bernardini; Raffaella (Calci, IT), Bernareggi; Alberto (Concorezzo, IT), Cassara; Paolo G. (Monza, IT), Chatterjee; Sankar (Wynnewood, PA), D'Arasmo; Germano (Novate Milanese, IT), De Munari; Sergio (Milan, IT), Ferretti; Edmondo (Ravenna, IT), Iqbal; Mohamed (Malvern, PA), Menta; Ernesto (Cernusco sul Naviglio, IT), Messina McLaughlin; Patricia A. (Glen Mills, PA), Oliva; Ambrogio (Saronno, IT)
Assignee: Cephalon, Inc. (Frazer, PA)
Filing Date:Feb 03, 2011
Application Number:13/020,425
Claims:1. A method for treating cancer comprising administering to a mammal having or predisposed to said cancer a therapeutically effective amount of a compound of Formula (I) ##STR00682## or pharmaceutically acceptable salt, stereoisomeric or tautomeric form thereof, wherein: R.sup.1 is C.sub.1-C.sub.8 alkyl, C.sub.2-C.sub.8 alkenyl, C.sub.2-C.sub.8 alkynyl, or C.sub.3-C.sub.7 cycloalkyl; R.sup.2 is --(CH.sub.2).sub.aCH.sub.2NHC(.dbd.NR.sup.4)NH--Y, --(CH.sub.2).sub.bCH.sub.2CONR.sup.5R.sup.6, --(CH.sub.2).sub.cCH.sub.2N(R.sup.4)CONH.sub.2, --(CH.sub.2).sub.dCH(R.sup.7)NR.sup.9R.sup.10, or --(CH.sub.2).sub.eCH(R.sup.7)ZR.sup.8; a, b, and c are each, independently, 0, 1, 2, 3, 4, 5, or 6; d and e are each, independently, 0, 1, 2, 3, or 4; R.sup.4 is H or C.sub.1-C.sub.10 alkyl; R.sup.5 and R.sup.6 are each, independently, H, C.sub.1-C.sub.10 alkyl, carbocyclyl, heterocarbocyclyl, or an amino protecting group; alternatively, R.sup.5 and R.sup.6 together with the N atom to which they are attached form a heterocarbocyclyl group; R.sup.7 is H or C.sub.1-C.sub.10 alkyl; R.sup.8 is H, C.sub.1-C.sub.10 alkyl, alkyl-S(.dbd.O).sub.2--, aryl-S(.dbd.O).sub.2--, H.sub.2NS(.dbd.O).sub.2--, --SO.sub.3H, or a protecting group; R.sup.9 is H, C.sub.1-C.sub.10 alkyl, carbocyclyl, or heterocarbocyclyl; R.sup.10 is H, C.sub.1-C.sub.10 alkyl, carbocyclyl, heterocarbocyclyl, C.sub.1-C.sub.10 alkyl-C(.dbd.O)--, C.sub.2-C.sub.10 alkenyl-C(.dbd.O)--, C.sub.2-C.sub.10 alkynyl-C(.dbd.O)--, carbocyclyl-C(.dbd.O)--, heterocarbocyclyl-C(.dbd.O)--, carbocyclylalkyl-C(.dbd.O)--, heterocarbocyclylalkyl-C(.dbd.O)--, C.sub.1-C.sub.10 alkyl-S(.dbd.O).sub.2--, carbocyclyl-S(.dbd.O).sub.2--, heterocarbocyclyl-S(.dbd.O).sub.2--, carbocyclylalkyl-S(.dbd.O).sub.2--, heterocarbocyclylalkyl-S(.dbd.O).sub.2--, C.sub.1-C.sub.10 alkyl-NHC(.dbd.O)--, carbocyclyl-NHC(.dbd.O)--, heterocarbocyclyl-NHC(.dbd.O)--, carbocyclylalkyl-NHC(.dbd.O)--, heterocarbocyclylalkyl-NHC(.dbd.O)--, C.sub.1-C.sub.10 alkyl-OC(.dbd.O)--, carbocyclyl-OC(.dbd.O)--, heterocarbocyclyl-OC(.dbd.O)--, carbocyclylalkyl-OC(.dbd.O)--, heterocarbocyclylalkyl-OC(.dbd.O)--, C.sub.1-C.sub.10 alkyl-NH--C(.dbd.O)--NHS(.dbd.O).sub.2--, carbocyclyl-NH--C(.dbd.O)--NHS(.dbd.O).sub.2--, heterocarbocyclyl-NH--C(.dbd.O)--NHS(.dbd.O).sub.2--, C.sub.1-C.sub.10 alkyl-S(.dbd.O).sub.2--NH--C(.dbd.O)--, carbocyclyl-S(.dbd.O).sub.2--NH--C(.dbd.O)--, heterocarbocyclyl-S(.dbd.O).sub.2--NH--C(.dbd.O)--, or an amino protecting group; wherein R.sup.10 is optionally substituted with 1, 2 or 3, R.sup.23; alternatively, R.sup.9 and R.sup.10 together with the N atom to which they are attached form a heterocarbocyclyl group optionally substituted with 1, 2 or 3 R.sup.23; Y is H, --CN, --NO.sub.2, --S(.dbd.O).sub.2R.sup.11, or a guanidino protecting group; R.sup.11 is C.sub.1-C.sub.6 alkyl, aryl, or NR.sup.12R.sup.13; R.sup.12 and R.sup.13 are, independently, H, C.sub.1-C.sub.10 alkyl, carbocyclyl, heterocarbocyclyl, or an amino protecting group; alternatively, R.sup.12 and R.sup.13 together with the N atom to which they are attached form a heterocarbocyclyl group; Z is O, S, Se, or Te; Q is --B(OH).sub.2, --B(OR.sup.14).sub.2, or a cyclic boronic ester wherein said cyclic boronic ester contains from 2 to 20 carbon atoms, and, optionally, a heteroatom which can be N, S, or O; R.sup.14 is H, C.sub.1-C.sub.4 alkyl, cycloalkyl, cycloalkylalkyl, aryl, or aralkyl; X is R.sup.AC(.dbd.O)--, R.sup.ANHC(.dbd.O)--, R.sup.AS(.dbd.O).sub.2--, R.sup.AC(.dbd.O)--, R.sup.ASC(.dbd.O)--, or R.sup.A; R.sup.A is morpholino, thiomorpholino, piperazinyl, tetrahydrofuranyl, tetrahydrothienyl, piperidinyl, pyrrolidinyl, isoxazolidinyl, isothiazolidinyl, pyrazolidinyl, oxazolidinyl, thiazolidinyl, imidazolidinyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furyl, thienyl, imidazolyl, thiazolyl, pyrrolyl, oxazolyl, isoxazolyl, pyrazolyl, triazolyl, tetrazolyl, 1,2,4-thiadiazolyl, isothiazolyl, or purinyl, each optionally substituted with 1-5 R.sup.21; R.sup.21 is selected from the group consisting of: C.sub.1-C.sub.20 alkyl, C.sub.2-C.sub.20 alkenyl, C.sub.2-C.sub.20 alkynyl, --OR.sup.21a, --SR.sup.21a, --CN, halo, haloalkyl, --NH.sub.2, --NH(alkyl), --N(alkyl).sub.2, --NHC(.dbd.O)O-alkyl, --NHC(.dbd.O)alkyl, --COOH, --C(.dbd.O)O-alkyl, --C(.dbd.O)alkyl, --C(O)H, --S(.dbd.O)-alkyl, --S(.dbd.O).sub.2-alkyl, --S(.dbd.O)-aryl, --S(.dbd.O).sub.2-aryl, carbocyclyl optionally substituted with 1-5 R.sup.22, and heterocarbocyclyl optionally substituted with 1-5 R.sup.22; R.sup.21a is H, C.sub.1-C.sub.20 alkyl, C.sub.2-C.sub.20 alkenyl, C.sub.2-C.sub.20 alkynyl, carbocyclyl or heterocarbocyclyl; R.sup.22 is selected from the group consisting of: C.sub.1-C.sub.10 alkyl, C.sub.2-C.sub.10 alkenyl, C.sub.2-C.sub.10 alkynyl, phenyl, halo, haloalkyl, alkoxy, thialkoxy, amino, alkylamino, dialkylamino, carboxyl, alkyl-OC(.dbd.O)--, alkyl-C(.dbd.O)--, aryl-OC(.dbd.O)--, alkyl-OC(.dbd.O)NH--, aryl-OC(.dbd.O)NH--, alkyl-C(.dbd.O)NH--, alkyl-C(.dbd.O)O--, (alkyl-O).sub.r-alkyl, HO-(alkyl-O).sub.r-alkyl-, --OH, --SH, --CN, --N.sub.3, --CNO, --CNS, alkyl-S(.dbd.O)--, alkyl-S(.dbd.O).sub.2--, H.sub.2NS(.dbd.O)--, and H.sub.2NS(.dbd.O).sub.2--; R.sup.23 is selected from the group consisting of: C.sub.1-C.sub.6 alkyl, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl, F, Cl, Br, I, haloalkyl, --NH.sub.2, --NHR.sup.23a, --N(R.sup.23a).sub.2, --N.sub.3, --NO.sub.2, --CN, --CNO, --CNS, --C(.dbd.O)OR.sup.23a, --C(.dbd.O)R.sup.23a, --OC(.dbd.O)R.sup.23a, --N(R.sup.23a)C(.dbd.O)R.sup.23a, --N(R.sup.23a)C(.dbd.O)OR.sup.23a, --C(.dbd.O)N(R.sup.23a).sub.2, ureido, --OR.sup.23a, --SR.sup.23a, --S(.dbd.O)--(C.sub.1-C.sub.6 alkyl), --S(.dbd.O).sub.2--(C.sub.1-C.sub.6 alkyl), --S(.dbd.O)-aryl, --S(.dbd.O).sub.2-aryl, --S(.dbd.O).sub.2--N(R.sup.23a).sub.2; carbocyclyl optionally substituted with 1-5 R.sup.24; and heterocarbocyclyl optionally substituted with 1-5 R.sup.24; R.sup.23a is H or C.sub.1-C.sub.6 alkyl; alternatively, two R.sup.23a may be combined, together with the N atom to which they are attached, to form a 5 to 7 membered heterocyclic group; and R.sup.24 is selected from the group consisting of: C.sub.1-C.sub.4 alkyl, C.sub.2-C.sub.4 alkenyl, C.sub.2-C.sub.4 alkynyl, phenyl, halo, haloalkyl, alkoxy, thialkoxy, amino, alkylamino, dialkylamino, carboxyl, alkyl-OC(.dbd.O)--, alkyl-C(.dbd.O)--, aryl-OC(.dbd.O)--, alkyl-OC(.dbd.O)NH--, aryl-OC(.dbd.O)NH--, alkyl-C(.dbd.O)NH--, alkyl-C(.dbd.O)O--, (alkyl-O).sub.r-alkyl, HO-(alkyl-O).sub.r-alkyl-, --OH, --SH, --CN, --N.sub.3, --CNO, --CNS, alkyl-S(.dbd.O)--, alkyl-S(.dbd.O).sub.2--, H.sub.2NS(.dbd.O)--, and H.sub.2NS(.dbd.O).sub.2--; and r is 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; and with the proviso that when Q is a 1,1,2,2-tetramethylethanediol boronic ester, and R.sup.1 is cycloalkyl, then R.sup.2 is not --CH.sub.2CONH.sub.2.

2. The method of claim 1 wherein R.sup.1 is C.sub.1-C.sub.4 alkyl.

3. The method of claim 1 wherein R.sup.1 is 2-propyl.

4. The method of claim 1 wherein R.sup.2 is --(CH.sub.2).sub.aCH.sub.2NHC(.dbd.NR.sup.4)NH--Y.

5. The method of claim 4 wherein a is 1, 2, 3, or 4.

6. The method of claim 4 wherein a is 2.

7. The method of claim 1 wherein R.sup.2 is --(CH.sub.2).sub.dCH(R.sup.7)NR.sup.9R.sup.10.

8. The method of claim 7 wherein d is 0, 1, or 2.

9. The method of claim 7 wherein d is 0.

10. The method of claim 7 wherein R.sup.9 is H.

11. The method of claim 1 wherein R.sup.2 is --(CH.sub.2).sub.eCH(R.sup.7)ZR.sup.8.

12. The method of claim 11 wherein Z is O.

13. The method of claim 12 wherein e is 0, 1, or 2.

14. The method of claim 12 wherein e is 0.

15. The method of claim 1 wherein Q is B(OH).sub.2 or a cyclic boronic ester wherein said cyclic boronic ester contains from 6 to 10 carbon atoms and contains at least one cycloalkyl moiety.

16. The method of claim 15 wherein Q is pinanediol boronic ester.

17. The method of claim 15 wherein Q is bicyclohexyl-1,1'-diol boronic ester.

18. The method of claim 15 wherein Q is 1,2-dicyclohexyl-ethane-1,2-diol boronic ester.

19. The method of claim 1 wherein X is R.sup.AC(.dbd.O)--.

20. The method of claim 1 wherein X is R.sup.ANHC(.dbd.O)--.

21. The method of claim 1 wherein X is R.sup.AS(.dbd.O).sub.2--.

22. The method of claim 1 wherein R.sup.2 is --CH.sub.2NH--C(.dbd.O)OCH.sub.2(C.sub.6H.sub.5).

23. The method of claim 1, wherein: R.sup.10 is H, C.sub.1-C.sub.10 alkyl, carbocyclyl, heterocarbocyclyl, C.sub.1-C.sub.10 alkyl-C(.dbd.O)--, carbocyclyl-C(.dbd.O)--, heterocarbocyclyl-C(.dbd.O)--, carbocyclylalkyl-C(.dbd.O)--, heterocarbocyclylalkyl-C(.dbd.O)--, C.sub.1-C.sub.10 alkyl-S(.dbd.O).sub.2--, carbocyclyl-S(.dbd.O).sub.2--, heterocarbocyclyl-S(.dbd.O).sub.2--, carbocyclylalkyl-S(.dbd.O).sub.2--, heterocarbocyclylalkyl-S(.dbd.O).sub.2--, C.sub.1-C.sub.10 alkyl-NHC(.dbd.O)--, carbocyclyl-NHC(.dbd.O)--, heterocarbocyclyl-NHC(.dbd.O)--, carbocyclylalkyl-NHC(.dbd.O)--, heterocarbocyclylalkyl-NHC(.dbd.O)--, C.sub.1-C.sub.10 alkyl-OC(.dbd.O)--, carbocyclyl-OC(.dbd.O)--, heterocarbocyclyl-OC(.dbd.O)--, carbocyclylalkyl-OC(.dbd.O)--, heterocarbocyclylalkyl-OC(.dbd.O)--, or an amino protecting group; wherein R.sup.10 is optionally substituted with 1, 2, or 3 R.sup.23; alternatively, R.sup.9 and R.sup.10 together with the N atom to which they are attached form a heterocarbocyclyl group; R.sup.A is morpholino, thiomorpholino, piperazinyl, tetrahydrofuranyl, tetrahydrothienyl, piperidinyl, pyrrolidinyl, isoxazolidinyl, isothiazolidinyl, pyrazolidinyl, oxazolidinyl, thiazolidinyl, imidazolidinyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furyl, thienyl, imidazolyl, thiazolyl, pyrrolyl, oxazolyl, isoxazolyl, pyrazolyl, triazolyl, tetrazolyl, 1,2,4-thiadiazolyl, isothiazolyl, or purinyl, each optionally substituted with 1-2 R.sup.21; R.sup.21 is selected from the group consisting of: C.sub.1-C.sub.20 alkyl, C.sub.2-C.sub.20 alkenyl, C.sub.2-C.sub.20 alkynyl, C.sub.1-C.sub.20 alkoxy, C.sub.1-C.sub.20 thialkoxy, --OH, --CN, halo, haloalkyl, --NH.sub.2, --NH(alkyl), --N(alkyl).sub.2, --NHC(.dbd.O)O-alkyl, --NHC(.dbd.O)alkyl, --C(.dbd.O)O-alkyl, --C(.dbd.O)alkyl, --S(.dbd.O)-alkyl, --S(.dbd.O).sub.2-alkyl, --S(.dbd.O)-aryl, --S(.dbd.O).sub.2-aryl, carbocyclyl optionally substituted with 1-5 R.sup.22; and heterocarbocyclyl optionally substituted with 1-5 R.sup.22; R.sup.23 is selected from the group consisting of: C.sub.1-C.sub.6 alkyl, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl, F, Cl, Br, I, haloalkyl, --NH.sub.2, --NHR.sup.23a, --N(R.sup.23a).sub.2, --N.sub.3, --NO.sub.2, --CN, --CNO, --CNS, --C(.dbd.O)OR.sup.23a, --C(.dbd.O)R.sup.23a, --OC(.dbd.O)R.sup.23a, --N(R.sup.23a)C(.dbd.O)R.sup.23a, --C(.dbd.O)N(R.sup.23a).sub.2, ureido, --OR.sup.23a, --SR.sup.23a, --S(.dbd.O).sub.2--(C.sub.1-C.sub.6 alkyl), --S(.dbd.O).sub.2-aryl, and --S(.dbd.O).sub.2--N(R.sup.23a).sub.2; and r is 2, 3, 4, 5, 6, 7, 8, 9, or 10.

24. The method of claim 23 wherein R.sup.1 is 2-propyl.

25. The method of claim 23 wherein Q is --B(OH).sub.2.

26. The method of claim 23 wherein Q is pinanediol boronic ester.

27. The method of claim 23 wherein X is R.sup.AC(.dbd.O)--.

28. The method of claim 23 wherein R.sup.2 is --CH.sub.2NH--C(.dbd.O)OCH.sub.2(C.sub.6H.sub.5).

29. The method of claim 1, wherein: R.sup.1 is C.sub.1-C.sub.8 alkyl; R.sup.2 is --(CH.sub.2).sub.aCH.sub.2NHC(.dbd.NH)NH--Y, --(CH.sub.2).sub.cCH.sub.2NHCONH.sub.2, --(CH.sub.2).sub.dCH(R.sup.7)NR.sup.9R.sup.10, or --(CH.sub.2).sub.eCH(R.sup.7)ZR.sup.8; a is 1, 2, 3, 4, or 5; c is 1, 2, 3, 4, or 5; d is 0, 1, or 2; e is 0, 1, or 2; R.sup.7 is H or methyl; R.sup.10 is H, C.sub.1-C.sub.10 alkyl, carbocyclyl, heterocarbocyclyl, C.sub.1-C.sub.10 alkyl-C(.dbd.O)--, carbocyclyl-C(.dbd.O)--, heterocarbocyclyl-C(.dbd.O)--, carbocyclylalkyl-C(.dbd.O)--, heterocarbocyclylalkyl-C(.dbd.O)--, C.sub.1-C.sub.10 alkyl-S(.dbd.O).sub.2--, carbocyclyl-S(.dbd.O).sub.2--, heterocarbocyclyl-S(.dbd.O).sub.2--, carbocyclylalkyl-S(.dbd.O).sub.2--, heterocarbocyclylalkyl-S(.dbd.O).sub.2--, alkyl-NHC(.dbd.O)--, carbocyclyl-NHC(.dbd.O)--, heterocarbocyclyl-NHC(.dbd.O)--, carbocyclylalkyl-NHC(.dbd.O)--, heterocarbocyclylalkyl-NHC(.dbd.O)--, C.sub.1-C.sub.10 alkyl-OC(.dbd.O)--, carbocyclyl-OC(.dbd.O)--, heterocarbocyclyl-OC(.dbd.O)--, carbocyclylalkyl-OC(.dbd.O)--, heterocarbocyclylalkyl-OC(.dbd.O)--, or an amino protecting group; wherein R.sup.10 is optionally substituted with 1, 2 or 3 R.sup.23; alternatively, R.sup.9 and R.sup.10 together with the N atom to which they are attached form a heterocarbocyclyl group; Z is O or S; Q is --B(OH).sub.2, --B(OR.sup.14).sub.2, or a cyclic boronic ester wherein said cyclic boronic ester contains from 6 to 20 carbon atoms and contains at least one cycloalkyl moiety; R.sup.14 is H, C.sub.1-C.sub.4 alkyl, or cycloalkyl; R.sup.A is morpholino, thiomorpholino, piperazinyl, tetrahydrofuranyl, tetrahydrothienyl, piperidinyl, pyrrolidinyl, isoxazolidinyl, isothiazolidinyl, pyrazolidinyl, oxazolidinyl, thiazolidinyl, imidazolidinyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furyl, thienyl, imidazolyl, thiazolyl, pyrrolyl, oxazolyl, isoxazolyl, pyrazolyl, triazolyl, tetrazolyl, 1,2,4-thiadiazolyl, isothiazolyl, or purinyl, each optionally substituted with 1-2 R.sup.21; R.sup.21 is selected from the group consisting of: C.sub.1-C.sub.20 alkyl, C.sub.2-C.sub.20 alkenyl, C.sub.2-C.sub.20 alkynyl, C.sub.1-C.sub.20 alkoxy, C.sub.1-C.sub.20 thialkoxy, --OH, --CN, halo, haloalkyl, --NH.sub.2, --NH(alkyl), --N(alkyl).sub.2, --NHC(.dbd.O)O-alkyl, --NHC(.dbd.O)alkyl, --C(.dbd.O)O-alkyl, --C(.dbd.O)alkyl, --S(.dbd.O)-alkyl, --S(.dbd.O).sub.2-alkyl, --S(.dbd.O)-aryl, --S(.dbd.O).sub.2-aryl, carbocyclyl optionally substituted with 1-5 R.sup.22, and heterocarbocyclyl optionally substituted with 1-5 R.sup.22; R.sup.23 is selected from the group consisting of: C.sub.1-C.sub.6 alkyl, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl, F, Cl, Br, I, haloalkyl, --NH.sub.2, --NHR.sup.23a, --N(R.sup.23a).sub.2, --N.sub.3, --NO.sub.2, --CN, --CNO, --CNS, --C(.dbd.O)OR.sup.23a, --C(.dbd.O)R.sup.23a, --OC(.dbd.O)R.sup.23a, --N(R.sup.23a)C(.dbd.O)R.sup.23a, --C(.dbd.O)N(R.sup.23a).sub.2, ureido, --OR.sup.23a, --SR.sup.23a, --S(.dbd.O).sub.2--(C.sub.1-C.sub.6 alkyl), --S(.dbd.O).sub.2-aryl, and --S(.dbd.O).sub.2--N(R.sup.23a).sub.2; r is 2, 3, 4, 5, 6, 7, 8, 9, or 10.

30. The method of claim 1, wherein: R.sup.1 is C.sub.1-C.sub.4 alkyl; R.sup.2 is --(CH.sub.2).sub.aCH.sub.2NHC(.dbd.NH)NH--Y, --(CH.sub.2).sub.cCH.sub.2NHCONH.sub.2, or --(CH.sub.2).sub.dCH(R.sup.7)NR.sup.9R.sup.10; a is 1, 2, or 3; c is 1, 2, or 3; d is 0 or 1; R.sup.7 is H or methyl; R.sup.9 is H or C.sub.1-C.sub.10 alkyl; R.sup.10 is H, C.sub.1-C.sub.10 alkyl, or an amino protecting group; Y is H, CN, or NO.sub.2; Q is --B(OH).sub.2, pinanediol boronic ester, bicyclohexyl-1,1'-diol boronic ester, or 1,2-dicyclohexyl-ethane-1,2-diol boronic ester; R.sup.21 is selected from the group consisting of: C.sub.1-C.sub.20 alkyl, C.sub.2-C.sub.20 alkenyl, C.sub.2-C.sub.20 alkynyl, C.sub.1-C.sub.20 alkoxy, C.sub.1-C.sub.20 thialkoxy, --OH--CN, halo, haloalkyl, --NH.sub.2, --NH(alkyl), --N(alkyl).sub.2, --NHC(.dbd.O)O-alkyl, --NHC(.dbd.O)alkyl, --C(.dbd.O)O-alkyl, --C(.dbd.O)alkyl, --S(.dbd.O)-alkyl, --S(.dbd.O).sub.2-alkyl, --S(.dbd.O)-aryl, --S(.dbd.O).sub.2-aryl, carbocyclyl optionally substituted with 1-5 R.sup.22, and heterocarbocyclyl optionally substituted with 1-5 R.sup.22; r is 2, 3, 4, or 5.

31. The method of claim 30 wherein R.sup.1 is 2-propyl.

32. The method of claim 30 wherein Q is --B(OH).sub.2.

33. The method of claim 30 wherein Q is pinanediol boronic ester.

34. The method of claim 30 wherein X is R.sup.AC(.dbd.O)--.

35. The method of claim 30 wherein R.sup.2 is --CH.sub.2NH--C(.dbd.O)OCH.sub.2(C.sub.6H.sub.5).

36. The method of claim 1, wherein: R.sup.1 is C.sub.1-C.sub.6 alkyl, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl, or C.sub.3-C.sub.7 cycloalkyl; R.sup.2 is --CH.sub.2NH.sub.2 or --CH.sub.2NR.sup.9R.sup.10; R.sup.9 is H or C.sub.1-C.sub.10 alkyl; R.sup.10 is H, C.sub.1-C.sub.10 alkyl, carbocyclyl, heterocarbocyclyl, C.sub.1-C.sub.10 alkyl-C(.dbd.O)--, carbocyclyl-C(.dbd.O)--, heterocarbocyclyl-C(.dbd.O)--, carbocyclylalkyl-C(.dbd.O)--, heterocarbocyclylalkyl-C(.dbd.O)--, C.sub.1-C.sub.10 alkyl-S(.dbd.O).sub.2--, carbocyclyl-S(.dbd.O).sub.2--, heterocarbocyclyl-S(.dbd.O).sub.2--, carbocyclylalkyl-S(.dbd.O).sub.2--, heterocarbocyclylalkyl-S(.dbd.O).sub.2--, C.sub.1-C.sub.10 alkyl-NHC(.dbd.O)--, carbocyclyl-NHC(.dbd.O)--, heterocarbocyclyl-NHC(.dbd.O)--, carbocyclylalkyl-NHC(.dbd.O)--, heterocarbocyclylalkyl-NHC(.dbd.O)--, C.sub.1-C.sub.10 alkyl-OC(.dbd.O)--, carbocyclyl-OC(.dbd.O)--, heterocarbocyclyl-OC(.dbd.O)--, carbocyclylalkyl-OC(.dbd.O)--, heterocarbocyclylalkyl-OC(.dbd.O)--, or an amino protecting group; wherein R.sup.10 is optionally substituted with 1, 2 or 3, R.sup.23; alternatively, R.sup.9 and R.sup.10 together with the N atom to which they are attached form a heterocarbocyclyl group; R.sup.21 is selected from the group consisting of: C.sub.1-C.sub.20 alkyl, C.sub.2-C.sub.20 alkenyl, C.sub.2-C.sub.20 alkynyl, C.sub.1-C.sub.20 alkoxy, C.sub.1-C.sub.20 thialkoxy, --OH--CN, halo, haloalkyl, --NH.sub.2, --NH(alkyl), --N(alkyl).sub.2, --NHC(.dbd.O)O-alkyl, --NHC(.dbd.O)alkyl, --C(.dbd.O)O-alkyl, --C(.dbd.O)alkyl, --S(.dbd.O)-alkyl, --S(.dbd.O).sub.2-alkyl, --S(.dbd.O)-aryl, --S(.dbd.O).sub.2-aryl, carbocyclyl optionally substituted with 1-5 R.sup.22, and heterocarbocyclyl optionally substituted with 1-5 R.sup.22; R.sup.23 is selected from the group consisting of: C.sub.1-C.sub.6 alkyl, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl, F, Cl, Br, I, haloalkyl, --NH.sub.2, --NHR.sup.23a, --N(R.sup.23a).sub.2, --N.sub.3, --NO.sub.2, --CN, --CNO, --CNS, --C(.dbd.O)OR.sup.23a, --C(.dbd.O)R.sup.23a, --OC(.dbd.O)R.sup.23a, --N(R.sup.23a)C(.dbd.O)R.sup.23a, --C(.dbd.O)N(R.sup.23a).sub.2, ureido, --OR.sup.23a, --SR.sup.23a, --S(.dbd.O).sub.2--(C.sub.1-C.sub.6 alkyl), --S(.dbd.O).sub.2-aryl, and --S(.dbd.O).sub.2--N(R.sup.23a).sub.2; r is 2, 3, 4, or 5.

37. The method of claim 36 wherein R.sup.1 is 2-propyl.

38. The method of claim 36 wherein Q is --B(OH).sub.2.

39. The method of claim 36 wherein Q is pinanediol boronic ester.

40. The method of claim 36 wherein X is R.sup.AC(.dbd.O)--.

41. The method of claim 36 wherein R.sup.2 is --CH.sub.2NH--C(.dbd.O)OCH.sub.2(C.sub.6H.sub.5).

42. A method for treating cancer comprising administering to a mammal having or predisposed to said cancer a therapeutically effective amount of a compound of Formula (I): ##STR00683## or pharmaceutically acceptable salt, stereoisomeric or tautomeric form thereof, wherein: R.sup.1 is 2-propyl; R.sup.2 is --CH.sub.2CH.sub.2CH.sub.2NHC(.dbd.NH)NH--NO.sub.2, --CH.sub.2CH.sub.2CH.sub.2NHC(.dbd.O)NH.sub.2, --CH(CH.sub.3)OH, --CH.sub.2CONH.sub.2, --CH.sub.2NH.sub.2, or --CH.sub.2NR.sup.9R.sup.10; R.sup.9 is H; R.sup.10 is methyl-C(.dbd.O)--, ethyl-C(.dbd.O)--, propyl-C(.dbd.O)--, butyl-C(.dbd.O)--, pentyl-C(.dbd.O)--, 2-(ethoxycarbonyl)ethyl-C(.dbd.O)--, 4-methyl-phenyl-C(.dbd.O)--, cyclopropyl-C(.dbd.O)--, 4-fluoro-phenyl-C(.dbd.O)--, 4-H.sub.2NSO.sub.2-phenyl-C(.dbd.O)--, 4-H.sub.3CSO.sub.2-phenyl-C(.dbd.O)--, 4-phenyl-phenyl-C(.dbd.O)--, 3,4-dimethoxy-benzyl-C(.dbd.O)--, 3-pyridinyl-C(.dbd.O)--, 2-(hydroxy)-pyridin-3-yl-C(.dbd.O)--, 6-(morpholino)-pyridin-3-yl-C(.dbd.O)--, 2-(pyridin-4-yl)thiazol-4-yl-C(.dbd.O)--, 2-pyrazinyl-C(.dbd.O)--, 2,5-dimethyl-pyrazolyl-C(.dbd.O)--, N-methyl-2-pyrrolyl-C(.dbd.O)--, 2-pyrrolidinyl-C(.dbd.O)--, 2-thiophenyl-C(.dbd.O)--, 5-isoxazolyl-C(.dbd.O)--, 4-(tetrazol-5-yl)phenyl-C(.dbd.O)--, (5-tetrazolyl)CH.sub.2--C(.dbd.O)--, N--H.sub.3CSO.sub.2-piperidinyl-C(.dbd.O)--, butyl-OC(.dbd.O)--, (benzyl)-OC(.dbd.O)--, (9-fluorenylmethyl)-OC(.dbd.O)--, pentyl-NHC(.dbd.O)--, propyl-NHC(.dbd.O)--, phenyl-NHC(.dbd.O)--, 4-methyl-phenyl-NHC(.dbd.O)--, methyl-S(.dbd.O).sub.2--, 4-fluoro-phenyl-S(.dbd.O).sub.2--, 4-cyano-phenyl-S(.dbd.O).sub.2--, 1-methyl-imidazol-4-yl-S(.dbd.O).sub.2--, 2-thiophenyl-S(.dbd.O).sub.2--, (4-methyl-phenyl)-NHC(.dbd.O)NH--S(.dbd.O).sub.2--, and (4-methyl-phenyl)-S(.dbd.O).sub.2NHC(.dbd.O)--, alternatively, R.sup.9 and R.sup.10 together with the N atom to which they are attached form pyrrolyl or pyrazolyl; Q is --B(OH).sub.2, pinanediol boronic ester, bicyclohexyl-1,1'-diol boronic ester, or 1,2-dicyclohexyl-ethane-1,2-diol boronic ester; X is R.sup.AC(.dbd.O)--, R.sup.ANHC(.dbd.O)--, R.sup.AS(.dbd.O).sub.2--, or R.sup.AC(.dbd.O)--; R.sup.A is CH.sub.3--, C.sub.2H.sub.5--, C.sub.3H.sub.7--, C.sub.4H.sub.9--, C.sub.5H.sub.11--, C.sub.6H.sub.13--, C.sub.7H.sub.15--, C.sub.8H.sub.17--, C.sub.9H.sub.19--, C.sub.10H.sub.21--, C.sub.11H.sub.23--, C.sub.12H.sub.25--, C.sub.13H.sub.27--, adamantyl-, bicycloheptanyl-, cyclopropyl substituted with 0-3 R.sup.21; cyclopentyl substituted with 0-2 R.sup.21; cyclohexyl substituted with 0-2 R.sup.21; pyrazinyl substituted with 0-1 R.sup.2; imidazolyl substituted with 0-1 R.sup.21; tetrahydrofuranyl substituted with 0-1 R.sup.2; oxothiazolidinyl substituted with 0-1 R.sup.21; thiazolyl substituted with 0-2 R.sup.21; furanyl substituted with 0-2 R.sup.21; pyrrolidinyl substituted with 0-1 R.sup.21; piperidinyl substituted with 0-1 R.sup.21; piperazinyl substituted with 0-1 R.sup.21; or pyridinyl substituted with 0-1 R.sup.21; and R.sup.21 is selected from the group consisting of: methyl-, ethyl-, propyl-, butyl-, pentyl-, hexyl-, heptyl-, ethenyl-, propenyl-, butenyl-, methoxy-, ethoxy-, propoxy-, phenoxy-, fluoro-, chloro-, bromo-, methyl-C(.dbd.O)--, butyl-OC(.dbd.O)--, butyl-OC(.dbd.O)NH--, phenyl-, methoxyphenyl-, fluorophenyl-, chlorophenyl-, bromophenyl-, pyrrolyl-, and pyridinyl-.

43. A method for treating cancer comprising administering to a mammal having or predisposed to said cancer a therapeutically effective amount of a compound selected from: TABLE-US-00033 Example No Compound Name D.1.1 Naphthalen-2-carboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.1.2 2-Pyrazinecarboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- - 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl]- D.1.3 3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propanamide,N-[(1S)-1-[[[(1R- )-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.1.4 4-Butylbenzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5- ,5- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.1.5 3-[(1,1-dimethylethoxy)carbonylamino]benzamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl]- D.1.6 2-(2-methoxyethoxy)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl D.1.7 2-[2-(2-methoxyethoxy)ethoxy]acetamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl D.1.8 (E)-3-(Ethoxycarbonyl)acrylamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7a- R)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.1.9 2-Piperidin-1-yl-acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.1.10 4-(1-Methyl-piperidin-4-yl)-butanamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.1.11 2-Acetylamino-acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahy- dro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.2.1 4-(methoxycarbonyl)butanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.2.2 4-(1-Butyl-piperidin-4-yl)-butanamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.2.3 2-Butoxyacetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.1 Decanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.2 Naphthalen-1-carboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.3 2-Phenylacetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.4 1-Phenylcyclopentanecarboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR- )- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.5 (2R)-2-Phenylbutanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.6 (2S)-2-Phenylbutanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahy- dro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.7 Dodecanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.8 Octanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.9 Acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.10 4-(1,1-Dimethylethyl)cyclohexanecarboxamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.11 trans-4-Pentylcyclohexanecarboxamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.12 4-Phenylbutanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.13 2-(3-Methoxyphenyl)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.14 4-(1,1-Dimethylethyl)benzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- - hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.15 Nonanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.16 (RS)-2-Cyclopentylhexanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.17 Thiophene-2-carboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.18 2,3-Difluorobenzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydr- o- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.19 2-(2-Iodophenyl)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl D.3.20 Cyclohexanecarboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahyd- ro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.21 2-(4-Bromophenyl)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.22 Benzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.23 2-Methylbenzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.24 4-Bromobenzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.25 (2S)-2-Phenylpropanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.26 (E)-2-Methyl-3-phenyl-acrylamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7a- R)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.27 2-[(Naphthalen-2-yl)oxy]acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7- aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.28 2,2-Dimethylbutanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahyd- ro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.29 2-(2-Chlorophenyl)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.30 5-Methylthiophene-2-carboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR- )- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.31 cis-3-(2-Methoxyphenyl)acrylamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7- aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.32 (2-Methylphenoxy)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.33 2-(2,5-Dimethylphenyl)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR- )- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.34 trans-3-(2-Bromophenyl)acrylamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7- aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.35 4-Isopropylbenzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- - 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.36 4-(4-methylphenyl)butanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.37 2-(2-Naphthylsulfanyl)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR- )- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.38 5-Methylhexanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.39 3-Thiophen-2-yl-propanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.40 2,4-Dimethylthiazole-5-carboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,- 7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.41 Furan-3-carboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.42 (2R)-2-Phenylpropanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.43 2-Cycloheptylacetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahyd- ro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.44 1-Methylcyclopropanecarboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR- )- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.45 1-Methyl-cyclohexanecarboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR- )- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.46 2-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl]oxyacetamide,N-[(1S)-1- - [[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.47 (E)-2-Butenamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,- 5,5- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.48 3-Methylbutanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.49 3-Phenylpropanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.50 4-(4-Methoxyphenyl)-butanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- - hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.51 Thiophene-3-carboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.52 2-Thiophen-3-yl-acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl D.3.53 (E)-Penta-2,4-dienoic acid amide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.54 2-(4-Isopropylphenoxy)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR- )- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3-

methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.55 2-(4-Ethylphenoxy)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.56 (E)-2-Methylhex-2-enoic acid amide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.57 3-(3-Methylphenyl)acrylamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.58 2-Adamantan-1-ylacetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.59 (RS)-2-Cyclopent-2-enylacetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7a- R)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl D.3.60 4-Diethylaminobenzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.61 (RS)-2-Methylbutanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.62 3-(4-Methylphenyl)acrylamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.63 Hexa-2,4-dienoic acid amide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.64 4-Pyrrol-1-yl-benzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahy- dro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.65 (E)-3-Thiophen-3-yl-acrylamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- - hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.66 Hept-2-enamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,- 5- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.67 2-(3,4-Dimethylphenoxy)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7a- R)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.68 Dec-9-enamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5- - trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.69 (E)-Undec-2-enoic acid amide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.70 (E)-Dec-3-enoic acid amide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.71 2,2-Dimethyl-3-(2-methylpropenyl)-cyclopropanecarboxamide,N-[(1S)-1- - [[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.72 2-Methylcyclohexanecarboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- - hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.73 5-Cyclohexylpentanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.74 3-Methoxycyclohexanecarboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR- )- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.75 (3R)-3,7-Dimethyl-oct-6-enoic acid amide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl D.3.76 3-[(4-methylbenzyl)sulfanyl]propanamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.77 (3S)-3,7-Dimethyl-oct-6-enoic acid amide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.78 (RS)-4-Ethyloctanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahyd- ro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.79 5-Fluoro-2-methoxybenzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.80 2-(4-Bromophenoxy)-acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.81 2-(1-Methyl-1H-indol-3-yl)acetamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.82 Hexahydro-2,5-methanopentalene-3a(1H)-carboxamide,N-[(1S)-1-[[[(1R)- - 1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.83 Bicyclo[2.2.1]heptane-2-carboximide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.84 (RS)-2-(4-Chlorophenyl)propionamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.85 (2S)-2-methylbutanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahy- dro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.86 (4RS)-1-[(1,1-dimethylethoxy)carbonyl]-piperidine-4-carboxamide,N-[- (1S)- 1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano- 1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.87 (RS)-4-Methyloctanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.88 2-Fluoro-5-methylbenzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.89 2-(Bicyclo[2.2.1]hept-2-yl)acetamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.90 Cyclopropanecarboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.91 4-Ethoxybenzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.92 (E)-3-(4-Bromophenyl)acrylamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR- )- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.93 (2S)-2-(6-Methoxynaphthalen-2-yl)-propanamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.94 3-Fluoro-4-methoxybenzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.95 4-Fluoro-3-methylbenzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.96 Non-2-enoic acid amide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.97 (E)-3-(Naphthalen-2-yl)acrylamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,- 7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.98 Quinoline-2-carboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexah- ydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.99 1-(4-Methoxyphenyl)-cyclopropanecarboxamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.101 3-Butenamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5- - trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.102 Tetradecanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,- 5,5- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.103 3-(1H-Indol-3-yl)-propanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- - hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.104 4-Phenoxybutanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- - 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.105 5-Oxo-5-phenyl-pentanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.106 (2RS)-1-((1,1-dimethylethoxy)carbonyl)-piperidine-2-carboxamide,N-- [(1S)- 1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano- 1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.107 Pyridine-2-carboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahy- dro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.108 Pyridine-3-carboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahy- dro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.109 Pyridine-4-carboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahy- dro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.110 (2S)-1-((1,1-dimethylethoxy)carbonyl)-piperidine-2-carboxamide,N-[- (1S)- 1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano- 1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.111 (2R)-1-((1,1-dimethylethoxy)carbonyl)-piperidine-2-carboxamide,N-[- (1S)- 1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano- 1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.112 3,3-Dimethyl-butanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexah- ydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.113 4-[(Phenylamino)carbonyl]butanamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.114 2,2-Dimethylpentanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.115 5-Thiophen-2-yl-pentanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.116 (3RS)-1-((1,1-dimethylethoxy)carbonyl)-piperidine-3-carboxamide,N-- [(1S)- 1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano- 1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.117 8-Phenyl-octanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- - 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl D.3.118 3-[[(1,1-dimethylethoxy)carbonyl]amino]propanamide,N-[(1S)-1-[[[(1- R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.119 Tridecanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,- 5- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.120 Succinamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.121 Pentanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3-

methylbutyl]amino]carbonyl]-4-[imino(nitroamino)methyl]amino]butyl] D.3.122 [[[(9H-fluoren-9-yl)methoxy]carbonyl]amino]butanamide,N-[(1S)-1- [[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.123 2-(Dimethylamino)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.124 5-(4-Fluorophenyl)-pentanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR- )- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.125 8-Oxo-8-phenyloctanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.126 4-(Thiophen-2-yl)butanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.127 5-Oxo-5-(thiophen-2-yl)pentanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S- ,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.128 2-(3-Chlorophenyl)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.129 Undecanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5- - trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.130 4-Heptylbenzamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.131 6-Phenylhexanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.132 5-Phenylpentanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- - 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.133 10-Hydroxydecanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydr- o- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.134 5-Oxo-5-(4-phenylpiperazin-1-yl)pentanamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.135 2-(1H-Tetrazol-5-yl)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- - hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.136 2-(Tetrazol-1-yl)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.137 2-(Pyrimidin-2-ylsulfanyl)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6- S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.138 3-Methylsulfanylpropanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.139 3-(Naphthalen-2-ylsulfanyl)-propanamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.140 2-[(Phenylmethyl)sulfanyl]acetamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.141 6-Oxoheptanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.142 4-(4-Methanesulfonylphenyl)-4-oxobutanamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.143 (2S)-1-Acetylpyrrolidine-2-carboxamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.144 3-Hydroxy-2,2-dimethylpropanamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.145 2-Ethylsulfanylacetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexa- hydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.146 3-Ureidopropanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- - 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.147 3-Methoxypropanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydr- o- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.148 2-Methylsulfanylacetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.149 3H-Imidazole-4-carboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.150 7-Oxo-octanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a- ,5,5- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.151 (E)-3-(Imidazol-4-yl)acrylamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7a- R)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.152 (RS)-Tetrahydrofuran-3-carboxamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.153 (E)-3-(2-Methoxyphenyl)acrylamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,- 7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.154 2-Ethoxyacetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.155 -Furan-2-yl-propanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexa- hydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.156 -(Benzenesulfonyl)propanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR- )- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.157 -Sulfamoylbutanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahyd- ro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.158 (4S)-2-Oxo-1,3-thiazolidine-4-carboxamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.159 (2R)-1-Acetylpyrrolidine-2-carboxamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.160 -[(Acetylamino)methylsulfanyl]-propanamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.161 -(Acetylsulfanyl)hexanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.162 (Thiophene-2-sulfonyl)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7- aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.163 -(Acetylamino)butanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.164 (2Z)-3-(Propylaminocarbonyl)-2-propenamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.165 -(Octylsulfonyl)propanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.166 -(Octylsulfanyl)propanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.167 ,2-Dimethylhexanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahyd- ro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.168 -Hydroxyhexanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.169 -Oxopentanamide,N-[(1S)-1-[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5- ,5- trimethyl]4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.170 -Oxohexanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5- ,5- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.171 Benzothiazole-6-carboxamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.172 -(Octyloxy)propanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahy- dro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.173 -(2-Oxo-pyrrolidin-1-yl)-acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S- ,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.174 Benzamide,N-[(1S,2R)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5- - trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-2-hydroxypropyl] D.3.175 -[2-(2-Methoxyethoxy)ethoxy]acetamide,N-[(1S,2R)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-2-hydroxypropyl] D.3.176 -Phenylbutanamide,N-[(1S,2R)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydr- o- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-2-hydroxypropyl] D.3.177 (4-Methylphenoxy)acetamide,N-[(1S,2R)-1-[[[(1R)-1-[(3aS,4S,6S,7aR- )- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-2-hydroxypropyl] D.3.178 Hexanamide,N-[(1S,2R)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5- ,5- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-2-hydroxypropyl] D.3.179 -Butylbenzamide,N-[(1S,2R)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- - 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-2-hydroxypropyl] D.3.180 Naphthalene-2-carboxamide,N-[(1S,2R)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- - hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-2-hydroxypropyl] D.3.181 Hexanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-- trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.182 -(4-Methylbenzenesulfonyl)acetamide,N-[(1S)-1-[[[(1R)-1- [(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2- benzodioxaborol-2-yl]-3-methylbutyl]amino]carbonyl]-4- [[imino(nitroamino)methyl]amino]butyl] D.3.183 Heptanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5- - trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.184 1-(Carbamoyl)undecanamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.3.185 -(Benzenesulfonyl)acetamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.4.1 Naphthalene-1-sulfonamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.4.2 Naphthalene-2-sulfonamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)- hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.4.3 Decane-1-sulfonamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl]

D.4.4 Octanesulfonamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imino(nitroamino)methyl]amino]butyl] D.4.5 Benzenesulfonamide,N-[(1S)-1-[[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro- 3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3- methylbutyl]amino]carbonyl]-4-[[imin
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