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
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Summary of Clinical Use Click here for help
Used in conjunction with other antiretrovial agents in the treatment of HIV-1 infection in adults and children aged over 12 years weighing over 40kg.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Prevents retroviral DNA integration by binding to the active site of HIV integrase and blocking strand transfer.
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