Compound: Atazanavir
SMILES: O=C(OC)N[C@H](C(=O)NN(Cc1ccc(-c2ncccc2)cc1)C[C@H](O)[C@@H](NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)Cc3ccccc3)C(C)(C)C
InChIKey: AXRYRYVKAWYZBR-GASGPIRDSA-N
Synonyms: Atazanavir, 198904-31-3, Latazanavir, Zrivada, BMS-232632, atazanavirum, QZU4H47A3S, DTXSID9048691, CHEBI:37924, DTXCID5028617, methyl N-[(1S)-1-{N'-[(2S,3S)-2-hydroxy-3-[(2S)-2-[(methoxycarbonyl)amino]-3,3-dimethylbutanamido]-4-phenylbutyl]-N'-{[4-(pyridin-2-yl)phenyl]methyl}hydrazinecarbonyl}-2,2-dimethylpropyl]carbamate, 2,5,6,10,13-Pentaazatetradecanedioic acid, 3,12-bis(1,1-dimethylethyl)-8-hydroxy-4,11-dioxo-9-(phenylmethyl)-6-((4-(2-pyridinyl)phenyl)methyl)-, dimethyl ester, (3S-(3R*,8R*,9R*,12R*))-, methyl N-[(2S)-1-[[(2S,3S)-3-hydroxy-4-[[[(2S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoyl]amino]-[(4-pyridin-2-ylphenyl)methyl]amino]-1-phenylbutan-2-yl]amino]-3,3-dimethyl-1-oxobutan-2-yl]carbamate, methyl N-((1S)-1-(N'-((2S,3S)-2-hydroxy-3-((2S)-2-((methoxycarbonyl)amino)-3,3-dimethylbutanamido)-4-phenylbutyl)-N'-((4-(pyridin-2-yl)phenyl)methyl)hydrazinecarbonyl)-2,2-dimethylpropyl)carbamate, methyl N-((2S)-1-(((2S,3S)-3-hydroxy-4-((((2S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoyl)amino)-((4-pyridin-2-ylphenyl)methyl)amino)-1-phenylbutan-2-yl)amino)-3,3-dimethyl-1-oxobutan-2-yl)carbamate, RefChem:54330, J05AE08, Atazanavir Base, CGP 73547, CGP-73547, BMS 232632, ATV, Atazanavir (INN), Reyataz (TN), CHEMBL1163, 1,14-Dimethyl (3S,8S,9S,12S)-3,12-bis(1,1-dimethylethyl)-8-hydroxy-4,11-dioxo-9-(phenylmethyl)-6-[[4-(2-pyridinyl)phenyl]methyl]-2,5,6,10,13-pentaazatetradecanedioate, NCGC00182552-01, ATAZANAVIR [INN], MFCD08435966, methyl N-[(2S)-1-[2-[(2S,3S)-2-hydroxy-3-[[(2S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoyl]amino]-4-phenylbutyl]-2-[(4-pyridin-2-ylphenyl)methyl]hydrazinyl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate, Atazanavir [INN:BAN], 2,5,6,10,13-Pentaazatetradecanedioicacid,3,12-bis(1,1-dimethylethyl)-8-hydroxy-4,11-dioxo-9-(phenylmethyl)-6-[[4-(2-pyridinyl)phenyl]methyl]-,1,14-dimethyl ester, (3S,8S,9S,12S)-, DR7, methyl N-[(1S)-1-[[(1S,2S)-1-benzyl-2-hydroxy-3-[[[(2S)-2-(methoxycarbonylamino)-3,3-dimethyl-butanoyl]amino]-[[4-(2-pyridyl)phenyl]methyl]amino]propyl]carbamoyl]-2,2-dimethyl-propyl]carbamate, methyl N-[1-[2-[2-hydroxy-3-[[2-(methoxycarbonylamino)-3,3-dimethylbutanoyl]amino]-4-phenylbutyl]-2-[(4-pyridin-2-ylphenyl)methyl]hydrazinyl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate, C38H52N6O7, CAS-198904-31-3, HSDB 7339, UNII-QZU4H47A3S, Atazanavir?, 2aqu, Reyataz(TM) (*1:1 sulfate*), (3S,8S,9S,12S)-3,12-BIS(1,1-DIMETHYLETHYL)-8-HYDROXY-4,11-DIOXO-9-(PHENYLMETHYL)-6-[[4-(2-PYRIDINYL)PHENYL]METHYL]-2,5, 6,10,13-PENTAAZATETRADECANEDIOIC ACID DIMETHYL ESTER, Methyl [(5S,10S,11S,14S)-11-benzyl-5-tert-butyl-10-hydroxy-15,15-dimethyl-3,6,13-trioxo-8-[[4-(pyridin-2-yl)phenyl]methyl]-2-oxa-4,7,8,12-tetraazahexadecan-14-yl]carbamate, Methyl [(5S,10S,11S,14S)-11-benzyl-5-tert-butyl-10-hydroxy-15,15-dimethyl-3,6,13-trioxo-8-{[4-(pyridin-2-yl)phenyl]methyl}-2-oxa-4,7,8,12-tetraazahexadecan-14-yl]carbamate, Atazanavir (Standard), ATAZANAVIR [MI], ATAZANAVIR [HSDB], ATAZANAVIR [VANDF], ATV & AAG, ATV & HSA, Epitope ID:231713, ATAZANAVIR [WHO-DD], SCHEMBL41696, Atazanavir - Bio-X trade mark, orb1310936, Atazanavir, >=98% (HPLC), SCHEMBL29368691, BDBM13934, GTPL11138, AXRYRYVKAWYZBR-GASGPIRDSA-N, GLXC-06687, HMS2089P22, Tox21_113081, EBC-13816, HY-17367R, T0100L, Atazanavir & alpha1-acid glycoprotein, AKOS025396423, Tox21_113081_1, CCG-270390, CS-0945, DB01072, FA18006, NCGC00182552-02, NCGC00182552-03, NCGC00182552-14, (2S)-N-(3-{[(2S)-2-(Methoxycarbonylamino)-3,3-dimethylbutanoylamino][(4-(2-pyridyl)phenyl)methyl]amino}(1S,2S)-2-hydroxy-1-benzylpropyl)-2-(methoxycarbonylamino)-3,3-dimethylbutanamide, BA300025, BS-16315, dimethyl (3S,8S,9S,12S)-9-benzyl-3,12-di-tert-butyl-8-hydroxy-4,11-dioxo-6-[4-(2-pyridyl)benzyl]-2,5,6,10,13-pentaazatetradecanedioate, HY-17367, methyl ((5S,8S,9S,14S)-8-benzyl-5-(tert-butyl)-9-hydroxy-15,15-dimethyl-3,6,13-trioxo-11-(4-(pyridin-2-yl)benzyl)-2-oxa-4,7,11,12-tetraazahexadecan-14-yl)carbamate, SY009728, NS00000470, S4662, D07471, AB01274792-01, AB01274792-02, AB01274792-03, AB01274792_04, EN300-20600002, Q423467, SR-01000930924, SR-01000930924-2, BRD-K09757388-065-04-0, Z1258932192, (3S,8S, 9S, 12S)- 2,5,6,13-Pentaazatetradecanedioic acid, 6,10,13-PENTAAZATETRADECANEDIOIC ACID DIMETHYL ESTER, (3S,8S,9S,12S)-3,12-BIS(1,1-DIMETHYLETHYL)-8-HYDROXY-4,11-DIOXO-9-(PHENYLMETHYL)-6-[[4-(2-PYRIDINYL)PHENYL]METHYL]-2,5,, 2,5,6,10,13-Pentaazatetradecanedioic acid, 3,12-bis(1,1-dimethylethyl)-8-hydroxy-4,11-dioxo-9-(phenylmethyl)-6-[[4-(2-pyridinyl)phenyl]methyl]-, 1,14-dimethyl ester, (3S,8S,9S,12S)-, 3,12-Bis(1,1-dimethylethyl)-8-hydroxy-4,11-dioxo-9-(phenylmethyl)-6-[[4-(2-pyridinyl)phenyl]methyl]-dimethyl ester, methyl [(1S,4S,5S,10S)-4-benzyl-1,10-di-tert-butyl-5-hydroxy-2,9,12-trioxo-7-(4-pyridin-2-ylbenzyl)-13-oxa-3,7,8,11-tetraazatetradec-1-yl]carbamate (non-preferred name), methyl N-[(1S)-1-[[(2S,3S)-3-hydroxy-4-[[[(2S)-2-(methoxycarbonylamino)-3,3-dimethyl-butanoyl]amino]-[(4-pyridin-2-ylphenyl)methyl]amino]-1-phenyl-butan-2-yl]carbamoyl]-2,2-dimethyl-propyl]carbamate, Methyl N-[(1S)-1-{[(2S,3S)-3-Hydroxy-4-[(2S)-2-[(methoxycarbonyl)amino]-3,3-dimethyl-N inverted exclamation mark -{[4-(pyridin-2-yl)phenyl]methyl}butanehydrazido]-1-phenylbutan-2-yl]carbamoyl}-2,2-dimethylpropyl]carbamate, 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
Theoretical properties:
molecular_formula: C38H52N6O7
molecular_weight: 704.9 g/mol
exact_mass: 704.38974802 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 5
hydrogen_bond_acceptor_count: 9
rotatable_bond_count: 18
heavy_atom_count: 51
topological_polar_surface_area: 171 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: Free base slightly soluble (4-5 mg/mL)
Descriptions:
pubchem: Atazanavir is a heavily substituted carbohydrazide that is an antiretroviral drug of the protease inhibitor (PI) class used to treat infection of human immunodeficiency virus (HIV). It has a role as a HIV protease inhibitor and an antiviral drug.
chebi: A heavily substituted carbohydrazide that is an antiretroviral drug of the protease inhibitor (PI) class used to treat infection of human immunodeficiency virus (HIV).
chembl: ATAZANAVIR is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Atazanavir, sold under the brand name Reyataz among others, is an antiretroviral medication used to treat HIV/AIDS. It is generally recommended for use with other antiretrovirals. It may be used for post-exposure prophylaxis after a needlestick injury or other potential exposure. It is taken by mouth.
Common side effects include headache, nausea, yellowish skin, abdominal pain, trouble sleeping, and fever. Severe side effects include rashes such as erythema multiforme and high blood sugar. Atazanavir appears to be safe to use during pregnancy. It is of the protease inhibitor (PI) class and works by blocking HIV protease.
Atazanavir was approved for medical use in the United States in 2003. The combination atazanavir/ritonavir is on the World Health Organization's List of Essential Medicines. Atazanavir is available as a generic medication.