dolutegravir   Click here for help

GtoPdb Ligand ID: 7365

Synonyms: GSK 1349572 | GSK-1349572 | GSK1349572 | S-349572 | Tivicay®
Approved drug PDB Ligand
dolutegravir is an approved drug (FDA (2013), EMA (2014))
Compound class: Synthetic organic
Comment: Dolutegravir is an HIV viral integrase inhibitor class drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 100.87
Molecular weight 419.13
XLogP 4.07
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Fc1ccc(c(c1)F)CNC(=O)c1cn2CC3OCCC(N3C(=O)c2c(c1=O)O)C
Isomeric SMILES Fc1ccc(c(c1)F)CNC(=O)c1cn2C[C@@H]3OCC[C@H](N3C(=O)c2c(c1=O)O)C
InChI InChI=1S/C20H19F2N3O5/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)/t10-,15+/m1/s1
InChI Key RHWKPHLQXYSBKR-BMIGLBTASA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2013), EMA (2014))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
(4R,12aS)-N-[(2,4-difluorophenyl)methyl]-7-hydroxy-4-methyl-6,8-dioxo-3,4,12,12a-tetrahydro-2H-pyrido[5,6]pyrazino[2,6-b][1,3]oxazine-9-carboxamide
International Nonproprietary Names Click here for help
INN number INN
9261 dolutegravir
Synonyms Click here for help
GSK 1349572 | GSK-1349572 | GSK1349572 | S-349572 | Tivicay®
Database Links Click here for help
CAS Registry No. 1051375-16-6 (source: Scifinder)
ChEMBL Ligand CHEMBL1229211
DrugBank Ligand DB08930
DrugCentral Ligand 4805
GtoPdb PubChem SID 178103937
PubChem CID 54726191
RCSB PDB Ligand DLU
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Wikipedia Dolutegravir