Atazanavir sulfateProduct ingredient for Atazanavir

Name
Atazanavir sulfate
Drug Entry
Atazanavir

Atazanavir (formerly known as BMS-232632) is an antiretroviral drug of the protease inhibitor (PI) class. Like other antiretrovirals, it is used to treat infection of human immunodeficiency virus (HIV). Atazanavir is distinguished from other PIs in that it can be given once-daily (rather than requiring multiple doses per day) and has lesser effects on the patient's lipid profile (the amounts of cholesterol and other fatty substances in the blood). Like other protease inhibitors, it is used only in combination with other HIV medications. The U.S. Food and Drug Administration (FDA) approved atazanavir on June 20, 2003.

Accession Number
DBSALT000426
Structure
Thumb
Synonyms
Not Available
UNII
4MT4VIE29P
CAS Number
229975-97-7
Weight
Average: 802.934
Monoisotopic: 802.35712729
Chemical Formula
C38H54N6O11S
InChI Key
DQSGVVGOPRWTKI-QVFAWCHISA-N
InChI
InChI=1S/C38H52N6O7.H2O4S/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;1-5(2,3)4/h9-21,29-32,45H,22-24H2,1-8H3,(H,40,46)(H,41,48)(H,42,49)(H,43,47);(H2,1,2,3,4)/t29-,30-,31+,32+;/m0./s1
IUPAC Name
(2S)-2-{[hydroxy(methoxy)methylidene]amino}-N-[(2S,3S)-3-hydroxy-4-({[(2S)-1-hydroxy-2-{[hydroxy(methoxy)methylidene]amino}-3,3-dimethylbutylidene]amino}({[4-(pyridin-2-yl)phenyl]methyl})amino)-1-phenylbutan-2-yl]-3,3-dimethylbutanimidic acid; sulfuric acid
SMILES
OS(O)(=O)=O.[H][C@](O)(CN(CC1=CC=C(C=C1)C1=CC=CC=N1)N=C(O)[C@@]([H])(N=C(O)OC)C(C)(C)C)[C@]([H])(CC1=CC=CC=C1)N=C(O)[C@@]([H])(N=C(O)OC)C(C)(C)C
PubChem Compound
158550
ChemSpider
139472
ChEBI
31243
ChEMBL
CHEMBL1200678
Wikipedia
Atazanavir
Predicted Properties
PropertyValueSource
Water Solubility0.00396 mg/mLALOGPS
logP4.36ALOGPS
logP7.31ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)5.12ChemAxon
pKa (Strongest Basic)4.33ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area185.18 Å2ChemAxon
Rotatable Bond Count18ChemAxon
Refractivity194.43 m3·mol-1ChemAxon
Polarizability76.97 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon