Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C19H16F2N3O5.Na |
Molecular Weight | 427.334 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].[H][C@@]12CN3C=C(C(=O)NCC4=CC=C(F)C=C4F)C(=O)C([O-])=C3C(=O)N1[C@@H](C)CO2
InChI
InChIKey=AEZBWGMXBKPGFP-KIUAEZIZSA-M
InChI=1S/C19H17F2N3O5.Na/c1-9-8-29-14-7-23-6-12(16(25)17(26)15(23)19(28)24(9)14)18(27)22-5-10-2-3-11(20)4-13(10)21;/h2-4,6,9,14,26H,5,7-8H2,1H3,(H,22,27);/q;+1/p-1/t9-,14+;/m0./s1
Molecular Formula | C19H16F2N3O5 |
Molecular Weight | 404.3442 |
Charge | -1 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Molecular Formula | Na |
Molecular Weight | 22.9898 |
Charge | 1 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionCurator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/27799824
Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/27799824
Cabotegravir is an investigational drug that is being studied for the treatment and prevention of HIV infection. Cabotegravir belongs to a class (group) of HIV drugs called integrase inhibitors. Integrase inhibitors block an HIV enzyme called integrase. (An enzyme is a protein that starts or increases the speed of a chemical reaction.) By blocking integrase, integrase inhibitors prevent HIV from multiplying and can reduce the amount of HIV in the body. Cabotegravir does not require boosting with an additional drug. Two forms of cabotegravir are being studied: tablets that are taken by mouth (known as oral cabotegravir or oral CAB) and a long-acting injectable form that is injected into the muscle (known as cabotegravir LA or CAB LA; LA stands for "long-acting"). (A long-acting drug formulation works over a long period of time. Using this type of drug might mean that the drug could be taken less often, making a treatment or prevention regimen simpler to take.) Cabotegravir is in Phase-III clinical trials for HIV infections.
Originator
Sources: http://adisinsight.springer.com/drugs/800029709
Curator's Comment: # Shionogi - GlaxoSmithKline (JV)
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL378 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23845180 |
0.2 nM [IC50] | ||
Target ID: CHEMBL1641347 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26340566 |
0.81 µM [IC50] | ||
Target ID: CHEMBL1641348 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26340566 |
0.41 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Curator's Comment: Long-acting cabotegravir is readily absorbed following intramuscular and subcutaneous administration https://www.ncbi.nlm.nih.gov/pubmed/26049948
10, 30, or 60 mg once daily
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25367908
Cabotegravir (GSK1265744) inhibited HIV replication with low or subnanomolar efficacy, it inhibited the HIV-1 integrase catalyzed strand transfer reaction with an IC50 of 3.0 nM in vitro. The antiviral EC50 against HIV-1 Ba-L was 0.22 nM, and that against NL432 was 0.34 nM in PBMCs, 0.57 nM using CellTiter-Glo and 1.3 nM using
MTT in MT-4 cells, and 0.5 nM in the PHIV assay, which uses a
pseudotyped self-inactivating virus.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:46:38 GMT 2023
by
admin
on
Sat Dec 16 09:46:38 GMT 2023
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Record UNII |
3L12PT535M
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Record Status |
Validated (UNII)
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Record Version |
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-
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C166681
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DBSALT002064
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