JH-VIII-49   Click here for help

GtoPdb Ligand ID: 9886

Synonyms: compound 19 [Hatcher et al., 2018]
Compound class: Synthetic organic
Comment: JH-VIII-49 is a synthetically produced analogue of the natural product cortistatin A [1]. Like cortistatin A, JH-VIII-49 is a potent inhibitor of CDK8. Inhibition of CDK8 by small molecular agents is being explored as a novel mechanism for cancer therapy.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 16.13
Molecular weight 428.32
XLogP 8.11
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CN(C1CCC2(C(=CCC3C2CCC2(C3CCC2c2ccc3c(c2)cncc3)C)C1)C)C
Isomeric SMILES CN([C@H]1CC[C@]2(C(=CC[C@@H]3C2CC[C@]2([C@H]3CC[C@@H]2c2ccc3c(c2)cncc3)C)C1)C)C
InChI InChI=1S/C30H40N2/c1-29-14-11-24(32(3)4)18-23(29)7-8-25-27-10-9-26(30(27,2)15-12-28(25)29)21-6-5-20-13-16-31-19-22(20)17-21/h5-7,13,16-17,19,24-28H,8-12,14-15,18H2,1-4H3/t24-,25-,26+,27-,28?,29-,30+/m0/s1
InChI Key IWZSHWBGHQBIML-ZGGLMWTQSA-N
References
1. Hatcher JM, Wang ES, Johannessen L, Kwiatkowski N, Sim T, Gray NS. (2018)
Development of Highly Potent and Selective Steroidal Inhibitors and Degraders of CDK8.
ACS Med Chem Lett, 9 (6): 540-545. [PMID:29937979]