Responsive image

Common name


Atazanavir

IUPAC name


methyl N-[(1S)-1-{[(2S,3S)-3-hydroxy-4-[(2S)-2-[(methoxycarbonyl)amino]-3,3-dimethyl-N'-{[4-(pyridin-2-yl)phenyl]methyl}butanehydrazido]-1-phenylbutan-2-yl]carbamoyl}-2,2-dimethylpropyl]carbamate

SMILES


COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C=C1)C1=CC=CC=N1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)C(C)(C)C

Compound class


Anti-HIV Agents; Protease Inhibitors; HIV Protease Inhibitors; Antiinfectives for Systemic Use; Direct Acting Antivirals; Antivirals for Systemic Use; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; CYP3A4 Inhibitors; Combined Inhibitors of CYP3A4 and P-glycoprotein;

Therapeutic area


Used in combination with other antiretroviral agents for the treatment of HIV-1 infection, as well as postexposure prophylaxis of HIV infection in individuals who have had occupational or nonoccupational exposure to potentially infectious body fluids of a person known to be infected with HIV when that exposure represents a substantial risk for HIV transmission.

Common name


Atazanavir

IUPAC name


methyl N-[(1S)-1-{[(2S,3S)-3-hydroxy-4-[(2S)-2-[(methoxycarbonyl)amino]-3,3-dimethyl-N'-{[4-(pyridin-2-yl)phenyl]methyl}butanehydrazido]-1-phenylbutan-2-yl]carbamoyl}-2,2-dimethylpropyl]carbamate

SMILES


COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C=C1)C1=CC=CC=N1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)C(C)(C)C

INCHI


InChI=1S/C38H52N6O7/c1-37(2,3)31(41-35(48)50-7)33(46)40-29(22-25-14-10-9-11-15-25)30(45)24-44(43-34(47)32(38(4,5)6)42-36(49)51-8)23-26-17-19-27(20-18-26)28-16-12-13-21-39-28/h9-21,29-32,45H,22-24H2,1-8H3,(H,40,46)(H,41,48)(H,42,49)(H,43,47)/t29-,30-,31+,32+/m0/s1

FORMULA


C38H52N6O7

Responsive image

Common name


Atazanavir

IUPAC name


methyl N-[(1S)-1-{[(2S,3S)-3-hydroxy-4-[(2S)-2-[(methoxycarbonyl)amino]-3,3-dimethyl-N'-{[4-(pyridin-2-yl)phenyl]methyl}butanehydrazido]-1-phenylbutan-2-yl]carbamoyl}-2,2-dimethylpropyl]carbamate

Molecular weight


704.855

clogP


4.112

clogS


-7.488

HBond Acceptor


9

HBond Donor


5

Total Polar
Surface Area


171.22

Number of Rings


3

Rotatable Bond


18

Drug ID Common name Structure CAS SMILE Frequency
FDBF00027 N-methylacetamide Responsive image N(C(=O)C)C 0.0175
FDBF00692 methyl carbamate Responsive image O(C(=O)N)C 0.0117
FDBF01131 methyl N-methylcarbamate Responsive image O(C(=O)NC)C 0.0048
FDBF01137 3-phenylpropan-1-ol Responsive image c1(ccccc1)CCCO 0.0027
FDBF02370 methyl N-(2,2-dimethylpropyl)carbamate Responsive image O(C(=O)NCC(C)(C)C)C 0.0003
FDBF02374 N'-methylacetohydrazide Responsive image N(NC(=O)C)C 0.0003
FDBF02375 N-(benzylamino)formamide Responsive image C(c1ccccc1)NNC=O 0.0007
FDBF02381 N-[benzyl(methyl)amino]formamide Responsive image C(c1ccccc1)N(NC=O)C 0.0003
FDBF02383 N',3,3-trimethylbutanehydrazide Responsive image CNNC(=O)CC(C)(C)C 0.0003
FDBF02385 (2R)-1-(methylamino)propan-2-ol Responsive image CNCC(O)C 0.0007
59 , 6