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

CHEMBL1213165

DOLUTEGRAVIR SODIUM
💊 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.[Na+]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1213165
Name DOLUTEGRAVIR SODIUM
Phase Approved
Structure Type MOL
InChI Key UGWJRRXTMKRYNK-VSLILLSYSA-M
Therapeutic ✓ Yes
Parent Compound CHEMBL1229211
Active Moiety CHEMBL1229211

Known Names

Dolutegravir sodium Dolutegravir sodium component of dovato Dolutegravir sodium component of juluca Dolutegravir sodium component of triumeq Dolutegravir sodium salt Dovato GSK-1349572A GSK1349572A Tivicay Tivicay pd
3
Targets
21
Activities
2
Assay Types
30
PK Parameters
19
Publications
10
Known Names
2
Indications
1
Mechanisms

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 2011

Extended Properties

Molecular Formula C20H18F2N3NaO5
MW 441.37
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -0.92

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Human immunodeficiency virus type 1 integrase inhibitor INHIBITOR Human immunodeficiency virus type 1 integrase ✓ ✓

Indications

HIV Infections HIV Infections

Activity Summary

EC50 20 meas. best 9.59
IC50 1 meas. best 8.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
 EC50 9.59 9.0116 0.3 19
Human immunodeficiency virus 2
CHEMBL380
 EC50 9.1 9.1 0.8 1
Human immunodeficiency virus type 1 integrase
CHEMBL3471
 IC50 8.57 8.57 2.7 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2630.0 ng.hr.mL-1 Homo sapiens
AUC 8540.0 ng.hr.mL-1 Homo sapiens
AUC 14300.0 ng.hr.mL-1 Homo sapiens
AUC 34300.0 ng.hr.mL-1 Homo sapiens
AUC 70800.0 ng.hr.mL-1 Homo sapiens
AUC 131000.0 ng.hr.mL-1 Homo sapiens
AUC 2780.0 ng.hr.mL-1 Homo sapiens
AUC 8870.0 ng.hr.mL-1 Homo sapiens
AUC 14600.0 ng.hr.mL-1 Homo sapiens
AUC 35100.0 ng.hr.mL-1 Homo sapiens
AUC 73200.0 ng.hr.mL-1 Homo sapiens
AUC 136000.0 ng.hr.mL-1 Homo sapiens
AUC 16700.0 ng.hr.mL-1 Homo sapiens
AUC 38400.0 ng.hr.mL-1 Homo sapiens
AUC 76800.0 ng.hr.mL-1 Homo sapiens
CL 2.1 mL.min-1.kg-1 Macaca fascicularis
CL 2.2 mL.min-1.kg-1 Canis lupus familiaris
CL 0.23 mL.min-1.kg-1 Rattus norvegicus
Cmax 550.81 nM Homo sapiens
Cmax 1576.14 nM Homo sapiens
Cmax 2932.9 nM Homo sapiens
Cmax 6581.14 nM Homo sapiens
Cmax 10873.19 nM Homo sapiens
Cmax 19409.6 nM Homo sapiens
Cmax 3505.17 nM Homo sapiens
Cmax 7368.02 nM Homo sapiens
Cmax 14688.35 nM Homo sapiens
F 25.0 % Macaca fascicularis
F 35.0 % Canis lupus familiaris
F 34.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 EC50 = 0.26 nM 9.59 Antiviral activity against Human immunodeficiency virus 1 3B harboring integrase... 21115794
Human immunodeficiency virus 1 EC50 = 0.26 nM 9.59 Antiviral activity against Human immunodeficiency virus 1 3B harboring integrase... 21115794
Human immunodeficiency virus 1 EC50 = 0.26 nM 9.59 Antiviral activity against Human immunodeficiency virus 1 3B harboring integrase... 21115794
Human immunodeficiency virus 1 EC50 = 0.26 nM 9.59 Antiviral activity against Human immunodeficiency virus 1 3B infected in human M... 21115794
Human immunodeficiency virus 1 EC50 = 0.36 nM 9.44 Antiviral activity against PI-resistant Human immunodeficiency virus 1 NL432 har... 21115794
Human immunodeficiency virus 1 EC50 = 0.51 nM 9.29 Antiviral activity against Human immunodeficiency virus 1 Bal infected in human ... 21115794
Human immunodeficiency virus 1 EC50 = 0.71 nM 9.15 Antiviral activity against Human immunodeficiency virus 1 3B infected in human M... 21115794
Human immunodeficiency virus 2 EC50 = 0.8 nM 9.1 Antiviral activity against Human immunodeficiency virus 2 clinical isolate obtai... 21115794
Human immunodeficiency virus 1 EC50 = 1.3 nM 8.89 Antiviral activity against NNRTI-resistant Human immunodeficiency virus 1 NL432 ... 21115794
Human immunodeficiency virus 1 EC50 = 1.3 nM 8.89 Antiviral activity against Human immunodeficiency virus 1 3B harboring integrase... 21115794
Human immunodeficiency virus 1 EC50 = 1.3 nM 8.89 Antiviral activity against Human immunodeficiency virus 1 3B harboring integrase... 21115794
Human immunodeficiency virus 1 EC50 = 1.3 nM 8.89 Antiviral activity against Human immunodeficiency virus 1 3B harboring integrase... 21115794
Human immunodeficiency virus 1 EC50 = 1.3 nM 8.89 Antiviral activity against Human immunodeficiency virus 1 3B harboring integrase... 21115794
Human immunodeficiency virus 1 EC50 = 1.3 nM 8.89 Antiviral activity against Human immunodeficiency virus 1 3B harboring integrase... 21115794
Human immunodeficiency virus 1 EC50 = 1.3 nM 8.89 Antiviral activity against NRTI-resistant Human immunodeficiency virus 1 NL432 h... 21115794
Human immunodeficiency virus 1 EC50 = 1.3 nM 8.89 Antiviral activity against NNRTI-resistant Human immunodeficiency virus 1 NL432 ... 21115794
Human immunodeficiency virus 1 EC50 = 1.3 nM 8.89 Antiviral activity against NNRTI-resistant Human immunodeficiency virus 1 NL432 ... 21115794
Human immunodeficiency virus 1 EC50 = 1.3 nM 8.89 Antiviral activity against INI-resistant Human immunodeficiency virus 1 NL432 ha... 21115794
Human immunodeficiency virus 1 EC50 = 2.2 nM 8.66 Antiviral activity against pseudo Human immunodeficiency virus 1 Bal infected in... 21115794
Human immunodeficiency virus type 1 integrase IC50 = 2.7 nM 8.57 Inhibition of strand transfer activity of Human immunodeficiency virus 1 Integra... 21115794

Literature References

PubMed DOI Target Context # Activities
19884365 10.1128/aac.00842-09 Homo sapiens 83
21115794 10.1128/aac.01209-10 Human immunodeficiency virus 1 82
23845180 10.1021/jm400645w Plasma 5
23845180 10.1021/jm400645w ADMET 5
23845180 10.1021/jm400645w Rattus norvegicus 4
23845180 10.1021/jm400645w Canis familiaris 4
23845180 10.1021/jm400645w Cynomolgus monkey 4
21115794 10.1128/aac.01209-10 ADMET 2
21115794 10.1128/aac.01209-10 PBMC 2
23845180 10.1021/jm400645w Hepatocyte 2
23845180 10.1021/jm400645w No relevant target 2
21115794 10.1128/aac.01209-10 Homo sapiens 1
23845180 10.1021/jm400645w MDCK 1
23845180 10.1021/jm400645w Cytochrome P450 3A4 1
21115794 10.1128/aac.01209-10 Human immunodeficiency virus 2 1
21115794 10.1128/aac.01209-10 MOLT-4 1
21115794 10.1128/aac.01209-10 MT4 1
21115794 10.1128/aac.01209-10 U-937 1
21115794 10.1128/aac.01209-10 Human immunodeficiency virus type 1 integrase 1

Data from ChEMBL 36 via Core Engine