Claims for Patent: 8,927,710

Summary for Patent: 8,927,710

Title:	Substituted polycyclic carbamoylpyridone derivative
Abstract:	This invention provides compounds having antiviral activities especially inhibiting activity for influenza virus, more preferably provides substituted 3-hydroxy-4-pyridone derivatives having cap-dependent endonuclease inhibitory activity.
Inventor(s):	Toshiyuki Akiyama, Kenji Takaya, Makoto Kawai, Yoshiyuki Taoda, Minako Mikamiyama, Kenji Morimoto, Chika Kageyama, Kenji Tomita, Hidenori Mikamiyama, Naoyuki Suzuki
Assignee:	Shionogi and Co Ltd
Application Number:	US13/378,334
Patent Litigation and PTAB cases:	See patent lawsuits and PTAB cases for patent 8,927,710
Patent Claims:	1. A CAP dependent endonuclease inhibitor compound represented by formula (I), a pharmaceutically acceptable salt, or a solvate thereof: wherein: R1 is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, lower alkyloxy optionally substituted by substituent group A, lower alkenyloxy optionally substituted by substituent group A, lower alkylcarbonyl optionally substituted by substituent group A, lower alkyloxycarbonyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, carbocyclecarbonyl optionally substituted by substituent group A, carbocycleoxy optionally substituted by substituent group A, carbocycleoxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, heterocyclecarbonyl optionally substituted by substituent group A, heterocycleoxy optionally substituted by substituent group A, heterocycleoxycarbonyl optionally substituted by substituent group A, —Z—N(Rx1)(Rx2), —Z—N(Rx3)-SO2—(Rx4), —Z—C(═O)—N(Rx5)—SO2—(Rx6), —Z—N(Rx7)—C(═O)—Rx8, —Z—C(═O)—N(Rx9)(Rx10), —Z—S—Rx11, —Z—SO2—Rx12, —Z—S(═O)—Rx13, —Z—N(Rx14)—C(═O)—O—Rx15, —Z—N(Rx16)—C(═O)—N(Rx17)(RX18), —Z—C(═O)—N(Rx19)—C(═O)—N(Rx20)(Rx21), and —Z—N(Rx22)—C(═O)—C(═O)—Rx23, wherein: Rx1, Rx2, Rx3, Rx5, Rx7, Rx8, Rx9, Rx10, Rx11, Rx14, Rx15, Rx16, Rx17, Rx18, Rx19, Rx20, Rx21, Rx22, and Rx23 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, Rx4, Rx6, Rx12, and Rx13 are each independently selected from a substituent group consisting of, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, Rx1 and Rx2, Rx9 and Rx10, Rx17 and Rx18, and Rx20 and RX21 each may be taken together with an adjacent atom to form heterocycle, and Z is a bond or straight or branched lower alkylene; R2 is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, lower alkyloxy optionally substituted by substituent group A, lower alkenyloxy optionally substituted by substituent group A, lower alkylcarbonyl optionally substituted by substituent group A, lower alkyloxycarbonyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, carbocyclecarbonyl optionally substituted by substituent group A, carbocycleoxy optionally substituted by substituent group A, carbocycleoxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, heterocyclecarbonyl optionally substituted by substituent group A, heterocycleoxy optionally substituted by substituent group A, heterocycleoxycarbonyl optionally substituted by substituent group A, —Z—N(Ry1)—SO2—Ry2, —Z—N(Ry3)—C(═O)—Ry4, —Z—N(Ry5)—C(═O)—O—Ry6, —Z—C(═O)—N(Ry7)(Ry8), —Z—N(Ry9)(Ry10), and —Z—SO2—Ry11, wherein: RY1, RY3, RY4, RY5, RY6, RY7, RY8, RY9, and RY10 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, RY2 and RY11 are each independently selected from a substituent group consisting of lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, RY7 and RY8, and RY9 and RY10 may be taken together with an adjacent atom to form heterocycle, and a Z is a bond or straight or branched lower alkylene; R3 is chosen from hydrogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, lower alkyloxy optionally substituted by substituent group A, lower alkenyloxy optionally substituted by substituent group A, lower alkylcarbonyl optionally substituted by substituent group A, lower alkyloxycarbonyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, carbocycleoxy lower alkyl optionally substituted by substituent group A, carbocyclecarbonyl optionally substituted by substituent group A, carbocycleoxy optionally substituted by substituent group A, carbocycleoxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, heterocycleoxy lower alkyl optionally substituted by substituent group A, heterocyclecarbonyl optionally substituted by substituent group A, heterocycleoxy optionally substituted by substituent group A, heterocycleoxycarbonyl optionally substituted by substituent group A, —Z—N(Rz1)—SO2—Rz2, —Z—N(Rz3)—C(═O)—Rz4, —Z—N(Rz5)—C(═O)—O—Rz6, —Z—C(═O)—N(Rz7)(Rz8), —Z—N(Rz9)(Rz10), —Z—SO2—Rz11, and —Z—N(Rz12)—O—C(═O)—Rz13 wherein: Rz1, Rz3, Rz4, Rz5, Rz6, Rz7, Rz8, Rz9, Rz10, Rz12, and Rz13 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, Rz2 and Rz11 are each independently selected from a substituent group consisting of lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, Rz7 and Rz8, and Rz9 and Rz10 each may be taken together with an adjacent atom to form heterocycle, and Z is a bond or straight or branched lower alkylene, and; wherein: a) either A1 or A2 is CR5R6, and the other is NR7, wherein: R5, R6, R7, R8, R9, R10, and R11 are each independently selected from a substituent group consisting of hydrogen, carboxy, cyano, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, lower alkyl carbonyl optionally substituted by substituent group A, lower alkyl oxycarbonyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, carbocycleoxy lower alkyl optionally substituted by substituent group A, carbocyclecarbonyl optionally substituted by substituent group A, carbocycleoxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, heterocycleoxy lower alkyl optionally substituted by substituent group A, heterocyclecarbonyl optionally substituted by substituent group A, heterocycleoxycarbonyl optionally substituted by substituent group A, —Z—S—Rv1, —Z—S(═O)—Rv2, —Z—SO2—Rv3, —C(═O)—C(═O)—Rv4, —C(═O)—N(Rv5)(Rv6), —Z—N(Rv7)—C(═O)—O—Rv8, and —Z—N(Rv9)—C(═O)—Rv10 wherein: Rv1, Rv4, Rv5, Rv6, Rv7, Rv8, Rv9 and Rv10 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, Rv2 and Rv3 are each independently selected from a substituent group consisting of lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A, Rv5 and Rv6 may be taken together with an adjacent atom to form heterocycle, and Z is a bond or straight or branched lower alkylene, and R5 and R6 may be taken together with an adjacent atom to form carbocycle; wherein: 1) when A1 is CR5R6 and A2 is NR7, R3 and R7 may be taken together with an adjacent atom to form heterocycle optionally substituted by substituent group B or may form a condensed ring, 2) when A1 is NR7 and A2 is CR5R6, R3 and R6 may be taken together with an adjacent atom to form heterocycle optionally substituted by substituent group B or may form condensed ring, with a proviso that c) R5, R6, and R7 are not all hydrogens; and wherein Substituent group A is chosen from halogen, cyano, hydroxy, carboxy, formyl, amino, oxo, nitro, lower alkyl, halogeno lower alkyl, lower alkyloxy, lower alkylthio, hydroxy lower alkyl, carbocyclic group, heterocyclic group, heterocyclic group substituted by oxo, carbocycle lower alkyloxy, carbocycleoxy lower alkyl, carbocycle lower alkyloxy lower alkyl, heterocycle lower alkyloxy, heterocycleoxy lower alkyl, heterocycle lower alkyloxy lower alkyl, halogeno lower alkyloxy, lower alkyloxy lower alkyl, lower alkyloxy lower alkyloxy, lower alkylcarbonyl, lower alkylcarbonyloxy, lower alkyloxycarbonyl, lower alkylamine, lower alkylcarbonylamino, halogeno lower alkyl carbonylamino, lower alkylaminocarbonyl, lower alkylsulfonyl, lower alkylsulfinyl, and lower alkylsulfonylamino; and Substituent group B is chosen from halogen, cyano, hydroxy, carboxy, formyl, amino, oxo, nitro, lower alkyl, halogeno lower alkyl, lower alkyloxy, carbocycle lower alkyloxy, heterocycle lower alkyloxy, halogeno lower alkyloxy, lower alkyloxy lower alkyl, lower alkyloxy lower alkyloxy, lower alkylcarbonyl, lower alkyloxycarbonyl, lower alkylamine, lower alkylcarbonylamino, lower alkylaminocarbonyl, lower alkylsulfonyl, lower alkylsulfonylamino, carbocyclic group optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, and heterocycle lower alkyl optionally substituted by substituent group A. 2. The CAP dependent endonuclease inhibitor according to claim 1, wherein R1 is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, lower alkyloxy optionally substituted by substituent group A, lower alkenyloxy optionally substituted by substituent group A, lower alkylcarbonyl optionally substituted by substituent group A, lower alkyloxycarbonyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, carbocycleoarbonyl optionally substituted by substituent group A, carbocycleoxy optionally substituted by substituent group A, carbocycleoxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, heterocyclecarbonyl optionally substituted by substituent group A, heterocycleoxy optionally substituted by substituent group A, heterocycleoxycarbonyl optionally substituted by substituent group A, —Z—N(Rx1)(Rx2), —Z—N(Rx3)—SO2—(Rx4), —Z—C(═O)—N(Rx5)—SO2—(Rx6), —Z—N(Rx7)—C(═O)—Rx8, —Z—C(═O)—N(Rx9)(Rx10), —Z—S2—Rx11, —Z—SO2—Rx12, —Z—S(═O)—Rx13, —Z—N(Rx14)—C(═O)—O—Rx15, —Z—N(Rx16)—C(═O)—N(Rx17)(RX18), and —Z—N(Rx22)—C(═O)—C(═O)—Rx23, (Substituent group A, Rx1, Rx2, Rx3, Rx4, Rx5, Rx6, Rx7, Rx8, Rx11, Rx12, Rx13, Rx14, Rx15, Rx16, Rx17, Rx18, Rx22, Rx23, and z are same meaning as those of claim 1). 3. The CAP dependent endonuclease inhibitor according to claim 1, wherein R1 is chosen from hydrogen, halogen, hydroxy, carboxy, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkyloxy optionally substituted by substituent group A, lower alkylcarbonyl optionally substituted by substituent group A, lower alkyloxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, —Z—N(Rx1)(Rx2), —Z—N(Rx7)—C(═O)—Rx8, and —Z—N(Rx14)—C{═O)—O—Rx15 (Substituent group A, Rx1, Rx2, Rx7, Rx8, Rx14, Rx15, and Z are same meaning as those of claim 1). 4. The CAP dependent endonuclease inhibitor according to claim 1, wherein R1 is chosen from hydrogen, halogen, hydroxy, carboxy, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkyloxy optionally substituted by substituent group A, lower alkyl carbonyl optionally substituted by substituent group A, lower alkyloxycarbonyl optionally substituted by substituent group A, heterocyclic group optionally substituted by substituent group A, and —Z—N(Rx1)(Rx2) (Substituent group A, Rx1, Rx2, and Z are same meaning as those of claim 1). 5. The CAP dependent endonuclease inhibitor according to claim 1, wherein R1 is hydrogen or carboxy. 6. The CAP dependent endonuclease inhibitor according to claim 1, wherein R2 is chosen from hydrogen, lower alkyl optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, and —Z—N(RY9)(RY10) (Substituent group A, RY9, RY10, and z are same meaning as those of claim 1). 7. The CAP dependent endonuclease inhibitor according to claim 1, wherein R2 is chosen from hydrogen and lower alkyl optionally substituted by substituent group A (Substituent group A is same meaning as that of claim 1). 8. The CAP dependent endonuclease inhibitor according to claim 1, wherein R3 is chosen from hydrogen, lower alkyl optionally substituted by substituent group A, lower alkenyl optionally substituted by substituent group A, lower alkynyl optionally substituted by substituent group A, carbocyclic group optionally substituted by substituent group A, carbocycle lower alkyl optionally substituted by substituent group A, carbocycleoxy lower alkyl optionally substituted by substituent group A, heterocycle lower alkyl optionally substituted by substituent group A, —Z—N(Rz1)—SO2—Rz2, —Z—N(Rz3)—C(═O)—Rz4, —Z—N(Rz5)—C(═O)—O—Rz6, —Z—C(═O)—N(Rz7)(Rz8), and —Z—N(Rz9)(Rz10) (Substituent group A, Rz1, Rz2, Rz3, Rz4, Rz5, Rz6, Rz7, Rz8, Rz9, Rz10, and Z are same meaning as those of claim 1). 9. The compound represented by formula or a pharmaceutically acceptable salt thereof or a solvate thereof: wherein: R1a is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, lower alkyloxy optionally substituted by substituent group C, lower alkenyloxy optionally substituted by substituent group C, lower alkylcarbonyl optionally substituted by substituent group C, lower alkyloxycarbonyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocycleoxy optionally substituted by substituent group C, carbocycleoxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, heterocycleoxy optionally substituted by substituent group C, heterocycleoxycarbonyl optionally substituted by substituent group C, —Z—N(RA1)(RA2), —Z—N(RA3)—SO2—(RA4), —Z—C(═O)—N(RA5)—SO2—(RA6), —Z—N(RA7)—C(═O)—RA8, —Z—S—RA9, —Z—SO2—RA10, —Z—S(═O)—RA11, —Z—N(RA12)—C(═O)—O—RA13, —Z—N(RA14)—C(═O)—N(RA15)(RA16), —Z—C(═O)—N(RA17)—C(═O)—N(RA18)(RA19), and —Z—N(RA20)—C(═O)—C(═O)—RA21 wherein: RA1, RA2, RA3, RA5, RA7, RA8, RA9, RA12, RA13, RA14, RA15, RA16, RA17, RA18, RA19, RA20, and RA21 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, RA4, RA6, RA10, and RA11 are each independently selected from a substituent group consisting of, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group c, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, RA1 and RA2, RA15 and RA16, and RA18 and RA19 each may be taken together with an adjacent atom to form heterocycle, and Z is a bond or straight or branched lower alkylene; R2a is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, lower alkyloxy optionally substituted by substituent group C, lower alkenyloxy optionally substituted by substituent group C, lower alkylcarbonyl optionally substituted by substituent group C, lower alkyloxycarbonyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocyclecarbonyl optionally substituted by substituent group C, carbocycleoxy optionally substituted by substituent group C, carbocycleoxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, heterocyclecarbonyl optionally substituted by substituent group C, heterocycleoxy optionally substituted by substituent group C, heterocycleoxycarbonyl optionally substituted by substituent group C, —Z—N(RB1)—SO2—RB2, —Z—N(RB3)—C(═O)—RB4, —Z—N(RB5)—C(═O)—O—RB6, —Z—C(═O)—N(RB7)(RB8), —Z—N(RB9)(RB10), and —Z—SO2—RB11 wherein: RB1, RB6, RB7, RB8, and RB10 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally, substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, RB2 and RB11 are each independently selected from a substituent group consisting of lower alkyl optionally substituted by substituent group c, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group c, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, RB7 and RB8, and RB9 and RB10 each may be taken together with an adjacent atom to form heterocycle, and Z is a bond or straight or branched lower alkylene; R3a is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, lower alkyloxy optionally substituted by substituent group C, lower alkenyloxy optionally substituted by substituent group C, lower alkylcarbonyl optionally substituted by substituent group C, lower alkyloxycarbonyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocycleoxy lower alkyl optionally substituted by substituent group C, carbocyclecarbonyl optionally substituted by substituent group C, carbocycleoxy optionally substituted by substituent group C, carbocycleoxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, heterocycleoxy lower alkyl optionally substituted by substituent group C, heterocyclecarbonyl optionally substituted by substituent group C, heterocycleoxy optionally substituted by substituent group C, heterocycleoxycarbonyl optionally substituted by substituent group C, —Z—N(Rc1)—SO2—Rc2, —Z—N(Rc3)—C(═O)—Rc4, —Z—N(Rc5)—C(═O)—O—Rc6, —Z—C(═O)—N(Rc7)(Rc8), —Z—N(Rc9)(Rc10), —Z—SO2—Rc11, and —Z—N(Rc12)—O—C(═O)—Rc13 wherein: Rc1, and, Rc13 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group c, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, Rc2 and Rc11 are each independently selected from a substituent group consisting of lower alkyl optionally substituted by substituent group C, ower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, Rc7 and Rc8, and Rc9 and Rc10 each may be taken together with an adjacent atom to form heterocycle, and Z is a bond or straight or branched lower alkylene and; wherein: a) either B1 or B2 is CR5aR6a, and the other is NR7a, wherein: R5a, R6a, and R7a are each independently selected from a substituent group consisting of hydrogen, carboxy, cyano, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, lower alkyl carbonyl optionally substituted by substituent group C, lower alkyl oxycarbonyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocycleoxy lower alkyl optionally substituted by substituent group C, carbocyclecarbonyl optionally substituted by substituent group C, carbocycleoxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, heterocycleoxy lower alkyl optionally substituted by substituent group C, heterocyclecarbonyl optionally substituted by substituent group C, heterocycleoxycarbonyl optionally substituted by substituent group C, —Y—S—RD1, —Z—S(═O)—RD2, —Z—SO2—RD3, —C(═O)—C(═O)—RD4, —C(═O)—N(RD5)(RD6), —Z—C(RD7)(RD8)(RD9), —Z—CH2—RD10, —Z—N(RD11)—C(═O)—O—RD12, and —Z—N(RD13)—C(═O)—RD14 wherein: RD1, RD4, RD5, RD6, RD9, RD11, RD12, RD13, and RD14 are each independently selected from a substituent group consisting of hydrogen, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, RD2, and RD3 are each independently selected from a substituent group consisting of lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group c, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C, RD7, RD8, and RD10 are each independently selected from a substituent group consisting of carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, RD5 and RD6 may be taken together with an adjacent atom to form heterocycle, Y is straight or branched lower alkylene, and Z is a bond or straight or branched lower alkylene; and RD5 and RD6 may be taken together with an adjacent atom to form carbocycie; wherein: 1) when B1 is CR5aR6a and B2 is NR7a, R3a and R7a may be taken together with an adjacent atom to form heterocycle optionally substituted by substituent group D, 2) when B1 is NR7a and B2 is CR5aR6a, R3a and R6a may be taken together with an adjacent atom to form heterocycle optionally substituted by substituent group D; and with a proviso that c) R5a, R6a, and R7a are not all hydrogens; and wherein; Substituent group C is chosen from halogen, cyano, hydroxy, carboxy, formyl, amino, oxo, nitro, lower alkyl, halogeno lower alkyl, lower alkyloxy, lower alkylthio, hydroxy lower alkyl, carbocyclic group, heterocyclic group, heterocyclic group substituted by oxo, carbocycle lower alkyloxy, carbocycleoxy lower alkyl, carbocycle lower alkyloxy lower alkyl, heterocycle lower alkyloxy, heterocycleoxy lower alkyl, heterocycle lower alkyloxy lower alkyl, halogeno lower alkyloxy, lower alkyloxy lower alkyl, lower alkyloxy lower alkyloxy, lower alkylcarbonyl, lower alkylcarbonyloxy, lower alkyloxycarbonyl, lower alkylamine, lower alkylcarbonylamino, halogeno lower alkyl carbonylamino, lower alkylaminocarbonyl, lower alkylsulfonyl, lower alkylsulfinyl, and lower alkylsulfonylamino; Substituent group D is chosen from halogen, cyano, hydroxy, carboxy, formyl, amino, oxo, nitro, lower alkyl, halogeno lower alkyl, lower alkyloxy, carbocycle lower alkyloxy, heterocycle lower alkyloxy, halogeno lower alkyloxy, lower alkyloxy lower alkyl, lower alkyloxy lower alkyloxy, lower alkylcarbonyl, lower alkyloxycarbonyl, lower alkylamine, lower alkylcarbonylamino, lower alkylaminocarbonyl, lower alkylsulfonyl, lower alkylsulfonylamino, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, and heterocycle lower alkyl optionally substituted by substituent group C. 10. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R1a is chosen from hydrogen, halogen, hydroxy, carboxy, cyano, formyl, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, lower alkyloxy optionally substituted by substituent group C, lower alkenyloxy optionally substituted by substituent group C, lower alkylcarbonyl optionally substituted by substituent group C, lower alkyloxycarbonyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocyclecarbonyl optionally substituted by substituent group C, carbocycleoxy optionally substituted by substituent group C, carbocycleoxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, heterocyclecarbonyl optionally substituted by substituent group C, heterocycleoxy optionally substituted by substituent group C, heterocycleoxycarbonyl optionally substituted by substituent group C, —Z—N(RA1)(RA2), —Z—N(RA3)—SO2—(RA4), —Z—N(RA7)—C(═O)—RA8, —Z—S—RA9, —Z—SO2—RA10, —Z—N(RA12)—C(═O)—O—RA13, and —Z—N(RA20)—C(═O)—C(═O)—RA21 (substituent group C, RA3, RA4, RA12, RA13, RA20, RA21, and Z are same meaning as those of claim 9). 11. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R1a is chosen from hydrogen, halogen, hydroxy, carboxy, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkyloxy optionally substituted by substituent group C, lower alkylcarbonyl optionally substituted by substituent group C, lower alkyloxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, —Z—N(RA1)(RA2), —Z—N(RA7)—C(═O)—RA8, and —Z—N(RA12)—C(═O)—O—RA13 (substituent group C, RA1, RA2, RA7, RA8, RA12, RA13, and Z are same as those of claim 9). 12. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R1a is chosen from hydrogen, halogen, hydroxy, carboxy, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkyloxy optionally substituted by substituent group C, lower alkyloxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, and —Z—N(RA1)(RA2) (substituent group C, RA1, RA2, and Z are same as those of claim 9). 13. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R1a is chosen from hydrogen and carboxy. 14. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R2a is chosen from hydrogen, lower alkyl optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, and —Z—N(RB9)(RB10) (substituent group C, RB9, RB10), and Z are same as those of claim 9). 15. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R2a is chosen from hydrogen and lower alkyl optionally substituted by substituent group C (substituent group C is same as that of claim 9). 16. The compound according to claim 9 or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R3a is chosen from hydrogen, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocycleoxy lower alkyl optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, —Z—N(Rc1)—SO2—Rc2, —Z—N(Rc3)—C(═O)—Rc4, —Z—N(Rc5)—C(═O)—O—Rc6, —Z—C(═O)—N(Rc7)(Rc8), and —Z—N(Rc9)(Rc10) (substituent group C, Rc1, Rc2, Rc3, Rc4, Rc5, Rc6, Rc7, Rc8, Rc9, Rc10 and Z are same as those of claim 9). 17. The compound according to claim 9 or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R3a is chosen from hydrogen, lower alkyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, and carbocycle lower alkyl optionally substituted by substituent group C, (substituent group C is same as that of claim 9). 18. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein: B1 is NR7a, B2 is CR5aR6a, and R5a, R6a and R7a are each independently hydrogen, carboxy, cyano, lower alkyl optionally substituted by substituent group C, lower alkenyl optionally substituted by substituent group C, lower alkynyl optionally substituted by substituent group C, lower alkyl carbonyl optionally substituted by substituent group C, lower alkyl oxycarbonyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, carbocycleoxy lower alkyl optionally substituted by substituent group C, carbocyclecarbonyl optionally substituted by substituent group C, carbocycleoxycarbonyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, heterocycleoxy lower alkyl optionally substituted by substituent group C, heterocyclecarbonyl optionally substituted by substituent group C, heterocycleoxycarbonyl optionally substituted by substituent group C, —Y—S—RD1, Z—S(═O)—RD2, —Z—SO2—RD3, —C(═O)—C(═O)—RD4, —C(═O)—N(RD5)(RD6), —Z—C(RD7)(RD8)(RD9) —Z—N(RD11)—C(═O)—O—RD12, and —Z—N(RD13)—C(═O)—RD14) (substituent group C, RD1, RD2, RD3, RD4, RD5, RD6, RD7, RD8, Y, and Z are same as those of claim 9). 19. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein: B1 is NR7a, B2 is CR5aR6a, R5a is hydrogen, R6a is chosen from hydrogen and lower alkyl optionally substituted by substituent group C, and R7a is chosen from lower alkyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycleoxy lower alkyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, and —Z—C(RD7)(RD8)(RD9) (substituent group C, RD7, RD8, RD9, and Z are same as claim 9). 20. The compound according to claim 9, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein: B1 is CR5aR6a, B2 is NR7a, R5a is hydrogen, R6a is chosen from hydrogen and lower alkyl optionally substituted by substituent group C, and R7a is chosen from lower alkyl optionally substituted by substituent group C, carbocyclic group optionally substituted by substituent group C, carbocycleoxy lower alkyl optionally substituted by substituent group C, heterocyclic group optionally substituted by substituent group C, carbocycle lower alkyl optionally substituted by substituent group C, heterocycle lower alkyl optionally substituted by substituent group C, and —Z—C(RD7)(RD8)(RD9) (Substituent group C, RD7, RD8, RD9, and Z are same as claim 9). 21. The compound according to claim 19, or the pharmaceutically acceptable salt thereof or the solvate thereof, wherein R7a is a group chosen from: (wherein RE6 and m are same as those of claim 9). 22. A pharmaceutical composition comprising a compound according to any one of claims 9-21, or a pharmaceutically acceptable salt thereof or a solvate thereof, and a pharmaceutically acceptable carrier or diluent. 23. A method for treating influenza infectious disease characterized in administering a compound according to any of claims 9-21, or a pharmaceutically acceptable salt thereof or the solvate thereof.