Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1229211

DOLUTEGRAVIR
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
C[C@@H]1CCO[C@H]2Cn3cc(C(=O)NCc4ccc(F)cc4F)c(=O)c(O)c3C(=O)N12

Basic Information

ChEMBL ID CHEMBL1229211
Name DOLUTEGRAVIR
Phase Approved
Structure Type MOL
InChI Key RHWKPHLQXYSBKR-BMIGLBTASA-N
Therapeutic ✓ Yes

Known Names

Dolutegravir GSK 1349572 GSK-1349572 GSK1349572 GSK1349572A S-349572
14
Targets
61
Activities
3
Assay Types
8
PK Parameters
20
Publications
6
Known Names
8
Indications

Molecular Properties

419.4
MW (Da)
1.35
ALogP
6
HBA
2
HBD
100.9
PSA (Ų)
0.78
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2013
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral
USAN Stem -vir; -vir
USAN Year 2010

Extended Properties

Molecular Formula C20H19F2N3O5
MW 419.38
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -0.92

Indications

Acquired Immunodeficiency Syndrome HIV Infections HIV Infections Infections Virus Diseases Weight Gain Amyotrophic Lateral Sclerosis Malaria

ATC Classification

J05AJ03
dolutegravir
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE

Activity Summary

EC50 34 meas. best 8.96
IC50 18 meas. best 9.3
Ki 9 meas. best 7.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus type 1 integrase
CHEMBL3471
IC50 9.3 8.0917 0.5 6
Human immunodeficiency virus 1
CHEMBL378
IC50 9.3 9.0 0.5 2
Human immunodeficiency virus 1
CHEMBL378
EC50 8.96 8.1858 1.1 12
Human immunodeficiency virus type 1 integrase
CHEMBL3471
EC50 8.82 8.5625 1.5 4
Human immunodeficiency virus
CHEMBL613758
IC50 8.77 8.215 1.7 2
Human immunodeficiency virus
CHEMBL613758
EC50 8.68 8.35 2.1 5
Human immunodeficiency virus type 2 integrase
CHEMBL3463
EC50 8.64 8.64 2.3 1
Unchecked
CHEMBL612545
IC50 8.57 7.38 2.7 3
Unchecked
CHEMBL612545
EC50 8.49 8.0145 3.2 11
Sigma intracellular receptor 2
CHEMBL4105864
Ki 7.75 7.5933 18.0 3
Sigma intracellular receptor 2
CHEMBL4105907
Ki 7.75 7.75 18.0 1
Unchecked
CHEMBL612545
Ki 7.27 7.27 54.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL4153
Ki 7.15 7.03 71.0 2
Sigma non-opioid intracellular receptor 1
CHEMBL3602
Ki 6.66 6.66 217.0 1
Solute carrier family 22 member 2
CHEMBL1743122
IC50 5.72 5.72 1900.0 1
Vesicular acetylcholine transporter
CHEMBL2125
Ki 5.34 5.34 4523.0 1
SARS-CoV-2
CHEMBL4303835
EC50 4.66 4.66 22040.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 4.48 4.3133 33000.0 3
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
IC50 4.17 4.17 67000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.0 mL.min-1.g-1 Homo sapiens
CL 0.0032 mL.min-1.g-1 Homo sapiens
CL 0.0027 mL.min-1.g-1 Homo sapiens
F 52.0 % Rattus norvegicus
F 17.0 % Canis lupus familiaris
Fu 0.007 - Homo sapiens
T1/2 71.0 hr Human immunodeficiency virus
T1/2 14.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 IC50 = 0.5 nM 9.3 Antiviral activity against Human immunodeficiency virus 1 Ba-L infected human PB... 23845180
Human immunodeficiency virus type 1 integrase IC50 = 0.5 nM 9.3 Inhibition of HIV integrase strand transfer activity 31324562
Human immunodeficiency virus type 1 integrase IC50 = 0.68 nM 9.17 Inhibition of HIV-1 integrase Q148K mutant 34425310
Human immunodeficiency virus 1 EC50 = 1.1 nM 8.96 Antiviral activity against HIV1 3B 31972393
Human immunodeficiency virus type 1 integrase EC50 = 1.5 nM 8.82 Inhibition of wild type HIV-1 NL4-3 integrase 31401538
Human immunodeficiency virus type 1 integrase EC50 = 1.5 nM 8.82 Inhibition of HIV-1 NL4-3 integrase T97A/Y143C double mutant 31401538
Human immunodeficiency virus 1 EC50 = 1.6 nM 8.8 Antiviral activity against HIV-1 harboring wild type integrase infected in human... 24901667
Human immunodeficiency virus IC50 = 1.7 nM 8.77 Antiviral activity against pseudo Human immunodeficiency virus infected in HEK29... 23845180
Human immunodeficiency virus 1 EC50 = 1.7 nM 8.77 Antiviral activity against HIV1 infected in human MT4 cells assessed as inhibiti... 34213340
Human immunodeficiency virus 1 IC50 = 2.0 nM 8.7 Antiviral activity against Human immunodeficiency virus 1 3B infected in human M... 23845180
Human immunodeficiency virus EC50 = 2.1 nM 8.68 Antiviral activity against HIV-1 harboring integrase M50I mutant 34425310
Human immunodeficiency virus EC50 = 2.2 nM 8.66 Antiviral activity against HIV-1 harboring integrase L74M mutant 34425310
Human immunodeficiency virus type 2 integrase EC50 = 2.3 nM 8.64 Inhibition of wild type HIV-2 ROD9 integrase 31401538
Unchecked IC50 = 2.7 nM 8.57 Inhibition of HIV integrase 37393791
Human immunodeficiency virus type 1 integrase IC50 = 2.7 nM 8.57 Inhibition of HIV-1 integrase strand transfer activity using [3H]-DNA as substra... 23845180
Unchecked EC50 = 3.2 nM 8.49 Inhibition of HIV-2 ROD9 integrase T97A mutant 31401538
Unchecked EC50 = 3.2 nM 8.49 Inhibition of HIV-2 ROD9 integrase G140S mutant 31401538
Unchecked EC50 = 3.5 nM 8.46 Inhibition of HIV-2 ROD9 integrase Q148H mutant 31401538
Human immunodeficiency virus type 1 integrase EC50 = 3.6 nM 8.44 Inhibition of HIV-1 NL4-3 integrase E92Q/N155H double mutant 31401538
Human immunodeficiency virus 1 EC50 = 3.6 nM 8.44 Antiviral activity against raltegravir-resistant HIV-1 harboring integrase N155H... 24901667

Literature References

PubMed DOI Target Context # Activities
24025027 10.1021/jm400674a Human immunodeficiency virus 1 21
23132334 10.1124/dmd.112.048918 Broad substrate specificity ATP-binding cassette transporter ABCG2 14
23132334 10.1124/dmd.112.048918 ATP-dependent translocase ABCB1 13
23132334 10.1124/dmd.112.048918 ADMET 13
31401538 10.1016/j.ejmech.2019.111566 Unchecked 12
24901667 10.1021/jm5001908 Human immunodeficiency virus 1 11
23132334 10.1124/dmd.112.048918 UDP-glucuronosyltransferase 1A1 9
23132334 10.1124/dmd.112.048918 Cytochrome P450 3A4 8
34425310 10.1016/j.ejmech.2021.113787 Human immunodeficiency virus 5
28525279 10.1021/acs.jmedchem.7b00440 Unchecked 5
27283261 10.1021/acs.jmedchem.6b00040 Human immunodeficiency virus 1 5
34213340 10.1021/acs.jmedchem.1c00790 ADMET 4
23845180 10.1021/jm400645w Human immunodeficiency virus 4
23132334 10.1124/dmd.112.048918 Liver microsome 4
23132334 10.1124/dmd.112.048918 Cytochrome P450 2D6 4
23132334 10.1124/dmd.112.048918 Cytochrome P450 2C19 4
23132334 10.1124/dmd.112.048918 Cytochrome P450 2C9 4
31401538 10.1016/j.ejmech.2019.111566 Human immunodeficiency virus type 1 integrase 4
23132334 10.1124/dmd.112.048918 Cytochrome P450 2B6 4
25528334 10.1016/j.ejmech.2014.12.018 Unchecked 3

Data from ChEMBL 36 via Core Engine