Abacavir sulfateProduct ingredient forAbacavir

Show full entry 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.

See full entry for Abacavir
Accession Number
DBSALT000871
Structure
MOL SDF PDB SMILES InChI
Similar Structures
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
Property Value Source
Water Solubility 1.21 mg/mL ALOGPS
logP 0.61 ALOGPS
logP 0.39 Chemaxon
logS -2.4 ALOGPS
pKa (Strongest Acidic) 15.41 Chemaxon
pKa (Strongest Basic) 5.8 Chemaxon
Physiological Charge 0 Chemaxon
Hydrogen Acceptor Count 6 Chemaxon
Hydrogen Donor Count 3 Chemaxon
Polar Surface Area 101.88 Å2 Chemaxon
Rotatable Bond Count 8 Chemaxon
Refractivity 82.62 m3·mol-1 Chemaxon
Polarizability 30.47 Å3 Chemaxon
Number of Rings 8 Chemaxon
Bioavailability 1 Chemaxon
Rule of Five No Chemaxon
Ghose Filter No Chemaxon
Veber's Rule No Chemaxon
MDDR-like规则 Yes Chemaxon