Abacavir sulfateProduct ingredient for Abacavir

Name
Abacavir sulfate
Drug Entry
Abacavir

Abacavir (ABC) is a powerful nucleoside analog reverse transcriptase inhibitor (NRTI) used to treat HIV and AIDS. Chemically, it is a synthetic carbocyclic nucleoside and is the enantiomer with 1S, 4R absolute configuration on the cyclopentene ring. In vivo, abacavir sulfate dissociates to its free base, abacavir.

Accession Number
DBSALT000871
Structure
Synonyms
Abacavir sulfate / ABC
External IDs
DRG-0257
UNII
J220T4J9Q2
CAS Number
188062-50-2
Weight
Average: 670.743
Monoisotopic: 670.275797698
Chemical Formula
C28H38N12O6S
InChI Key
WMHSRBZIJNQHKT-FFKFEZPRSA-N
InChI
InChI=1S/2C14H18N6O.H2O4S/c2*15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21;1-5(2,3)4/h2*1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19);(H2,1,2,3,4)/t2*8-,10+;/m11./s1
IUPAC Name
bis([(1S,4R)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl]methanol); sulfuric acid
SMILES
OS(O)(=O)=O.NC1=NC2=C(N=CN2[C@@H]2C[C@H](CO)C=C2)C(NC2CC2)=N1.NC1=NC2=C(N=CN2[C@@H]2C[C@H](CO)C=C2)C(NC2CC2)=N1
KEGG Drug
D00891
PubChem Compound
441384
ChemSpider
390123
ChEBI
2361
ChEMBL
CHEMBL4303288
Wikipedia
Abacavir
Predicted Properties
PropertyValueSource
Water Solubility1.21 mg/mLALOGPS
logP0.61ALOGPS
logP0.39Chemaxon
logS-2.4ALOGPS
pKa (Strongest Acidic)15.41Chemaxon
pKa (Strongest Basic)5.8Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area101.88 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity82.62 m3·mol-1Chemaxon
Polarizability30.47 Å3Chemaxon
Number of Rings8Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon