DOLUTEGRAVIR

Search structure
Trade Names:
Synonyms:
Status: Approved (2013)
Entry Type: Small molecule
Molecule Category: Parent
ATC: J05AJ03
UNII: DKO1W9H7M1

Structure
InChI Key RHWKPHLQXYSBKR-BMIGLBTASA-N
Smile C[C@@H]1CCO[C@H]2Cn3cc(C(=O)NCc4ccc(F)cc4F)c(=O)c(O)c3C(=O)N21
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H19F2N3O5
Molecular Weight 419.38
AlogP 1.35
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 3.0
Polar Surface Area 100.87
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 30.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2B Cytochrome P450 2B6
- - - - 20
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- - - - 20
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - - 20
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- - - - 20
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 33000-65000 - - 20
Enzyme Hydrolase
2-7 1-68 - - -
Enzyme Transferase
- - - - 33
Membrane receptor
- - - 18 -
Other membrane protein
- - - 71 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC18 family of vesicular amine transporters
- - - 4523 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 1900 - - 22
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- - - - 29
Transporter Primary active transporter ATP-binding cassette ABCG subfamily
- 67000 - - 43-50
Unclassified protein
- - - 32 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
HIV Infections 3 D015658 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Acquired Immunodeficiency Syndrome 3 D000163 ClinicalTrials
Infections 3 D007239 ClinicalTrials
Amyotrophic Lateral Sclerosis 1 D000690 ClinicalTrials

Related Entries

MCS

Salt
Mixture

Side Effects from Label

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
20.48
Congenital, familial and genetic disorders
9.64
Investigations
8.43
Infections and infestations
7.23
Gastrointestinal disorders
6.02
Injury, poisoning and procedural complications
6.02
Metabolism and nutrition disorders
6.02
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
6.02
Pregnancy, puerperium and perinatal conditions
6.02
Psychiatric disorders
4.82
Skin and subcutaneous tissue disorders
4.82
Eye disorders
3.61
Blood and lymphatic system disorders
2.41
Musculoskeletal and connective tissue disorders
2.41

Cross References

Resources Reference
CAS NUMBER 1051375-16-6
ChEBI 76010
ChEMBL CHEMBL1229211
DrugBank DB08930
DrugCentral 4805
FDA SRS DKO1W9H7M1
Guide to Pharmacology 7365
PDB DLU
PharmGKB PA166114961
PubChem 54726191
SureChEMBL SCHEMBL82071
ZINC ZINC000058581064
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