Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C23H25ClN4O2S |
| Molecular Weight | 456.988 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=NN=C2[C@H](CC(=O)OC(C)(C)C)N=C(C3=C(SC(C)=C3C)N12)C4=CC=C(Cl)C=C4
InChI
InChIKey=DNVXATUJJDPFDM-KRWDZBQOSA-N
InChI=1S/C23H25ClN4O2S/c1-12-13(2)31-22-19(12)20(15-7-9-16(24)10-8-15)25-17(11-18(29)30-23(4,5)6)21-27-26-14(3)28(21)22/h7-10,17H,11H2,1-6H3/t17-/m0/s1
| Molecular Formula | C23H25ClN4O2S |
| Molecular Weight | 456.988 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/24751816 | https://www.ncbi.nlm.nih.gov/pubmed/22064391
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/24751816 | https://www.ncbi.nlm.nih.gov/pubmed/22064391
(+)-JQ1 is a selective and potent inhibitor of Bromodomain and Extra-Terminal motif (BET) proteins. These are important epigenetic regulators facilitating the transcription of genes in chromatin areas linked to acetylated histones. (+)-JQ1 engages the bromodomain pocket in a manner that is competitive with acetylated peptide binding, thereby causing the displacement of BET proteins from chromatin. However, the inhibitor’s half life is only one hour, so it has short-lasting effects.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL1163125 |
33.0 nM [IC50] | ||
Target ID: CHEMBL1163125 |
49.0 nM [Kd] | ||
Target ID: CHEMBL1293289 |
128.4 nM [Kd] | ||
Target ID: CHEMBL1795186 |
59.5 nM [Kd] | ||
Target ID: CHEMBL1795185 |
190.1 nM [Kd] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
Sample Use Guides
JQ1 displaces BET domain containing proteins such as BRD4 from nuclear chromatin in vitro, induces squamous cell differentiation and growth arrest in NUT midline carcinoma (NMC) cells and exhibits antitumour activity in xenograft models of NMC. (+)-JQ1 binds to BRD4-BD1 with a Kd of approximately 50 nM and to BRD4-BD2 with a Kd of 90 nM.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 02:27:51 UTC 2023
by
admin
on
Sat Dec 16 02:27:51 UTC 2023
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| Record UNII |
1MRH0IMX0W
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| Record Status |
Validated (UNII)
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| Record Version |
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1MRH0IMX0W
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DTXSID20155309
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1268524-70-4
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46907787
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137113
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JQ1
Created by
admin on Sat Dec 16 02:27:51 UTC 2023 , Edited by admin on Sat Dec 16 02:27:51 UTC 2023
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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TARGET -> INHIBITOR |
INHIBITOR
IC50
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |
