Dolutegravir SodiumProduct ingredient for Dolutegravir

Name
Dolutegravir Sodium
Drug Entry
Dolutegravir

Dolutegravir is a HIV-1 intergrase inhibitor that blocks the strand transfer step of the integration of the viral genome into the host cell (INSTI).1 The effect of this drug has no homology in human host cells which gives it an excellent tolerability and minimal toxicity.11 Dolutegravir was developed by ViiV Healthcare and FDA approved on August 12, 2013.15 On November 21, 2017, dolutegravir, in combination with rilpivirine, was approved as part of the first complete treatment regimen with only two drugs for the treatment of adults with HIV-1 named Juluca.16

Accession Number
DBSALT000943
Structure
Thumb
Synonyms
Not Available
UNII
1Q1V9V5WYQ
CAS Number
1051375-19-9
Weight
Average: 441.367
Monoisotopic: 441.1112213
Chemical Formula
C20H18F2N3NaO5
InChI Key
UGWJRRXTMKRYNK-VSLILLSYSA-M
InChI
InChI=1S/C20H19F2N3O5.Na/c1-10-4-5-30-15-9-24-8-13(17(26)18(27)16(24)20(29)25(10)15)19(28)23-7-11-2-3-12(21)6-14(11)22;/h2-3,6,8,10,15,27H,4-5,7,9H2,1H3,(H,23,28);/q;+1/p-1/t10-,15+;/m1./s1
IUPAC Name
sodium (3S,7R)-13-{[(2,4-difluorophenyl)methyl]carbamoyl}-7-methyl-9,12-dioxo-4-oxa-1,8-diazatricyclo[8.4.0.0^{3,8}]tetradeca-10,13-dien-11-olate
SMILES
[Na+].C[C@@H]1CCO[C@H]2CN3C=C(C(=O)NCC4=CC=C(F)C=C4F)C(=O)C([O-])=C3C(=O)N12
External Links
PubChem Compound
46216142
ChemSpider
25060241
ChEBI
76007
ChEMBL
CHEMBL1213165
Predicted Properties
PropertyValueSource
Water Solubility0.269 mg/mLALOGPS
logP1.72ALOGPS
logP1.1ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)10.1ChemAxon
pKa (Strongest Basic)-0.51ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area102.01 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity113.32 m3·mol-1ChemAxon
Polarizability39.36 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon