atazanavir   Click here for help

GtoPdb Ligand ID: 11138

Abbreviated name: ATV
Synonyms: BMS-232632 | CGP 73547 | latazanavir | Reyataz® | zrivada
Approved drug PDB Ligand
atazanavir is an approved drug (FDA (2003), EMA (2004))
Compound class: Synthetic organic
Comment: Atazanavir is a human immunodeficiency virus 1 (HIV-1) protease inhibitor (PI) [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 5
Rotatable bonds 22
Topological polar surface area 171.22
Molecular weight 704.39
XLogP 4.55
No. Lipinski's rules broken 2
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Canonical SMILES COC(=O)N[C@@H](C(C)(C)C)C(=O)NN(Cc1ccc(cc1)c1ccccn1)C[C@@H]([C@H](Cc1ccccc1)NC(=O)[C@H](C(C)(C)C)NC(=O)OC)O
Isomeric SMILES COC(=O)N[C@@H](C(C)(C)C)C(=O)NN(Cc1ccc(cc1)c1ccccn1)C[C@@H]([C@H](Cc1ccccc1)NC(=O)[C@H](C(C)(C)C)NC(=O)OC)O
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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2003), EMA (2004))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
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
International Nonproprietary Names Click here for help
INN number INN
8181 atazanavir
Synonyms Click here for help
BMS-232632 | CGP 73547 | latazanavir | Reyataz® | zrivada
Database Links Click here for help
CAS Registry No. 198904-31-3 (source: Scifinder)
ChEMBL Ligand CHEMBL1163
DrugCentral Ligand 254
GtoPdb PubChem SID 434122198
PubChem CID 148192
Search Google for chemical match using the InChIKey AXRYRYVKAWYZBR-GASGPIRDSA-N
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UniChem Compound Search for chemical match using the InChIKey AXRYRYVKAWYZBR-GASGPIRDSA-N
UniChem Connectivity Search for chemical match using the InChIKey AXRYRYVKAWYZBR-GASGPIRDSA-N
Wikipedia Atazanavir