asnuciclib   Click here for help

GtoPdb Ligand ID: 12074

Synonyms: CDKI-73 | compound 12e [PMID: 23301767] | LS-007
Compound class: Synthetic organic
Comment: Asnuciclib (CDKI-73) is an orally bioavailable cyclin-dependent kinase 9 (CDK9) inhibitor that was developed for antineoplastic potential [1-2]. CDK9 plays a crucial role in the oncogenic transcription that's promoted by mixed-lineage leukemia gene (MLL) translocations in acute myeloid leukemia.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 159.51
Molecular weight 394.07
XLogP 0.71
No. Lipinski's rules broken 0
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Canonical SMILES CNc1nc(c(s1)c1nc(ncc1F)Nc1cccc(c1)S(=O)(=O)N)C
Isomeric SMILES Cc1c(sc(n1)NC)c1nc(ncc1F)Nc1cc(ccc1)S(=O)(=O)N
InChI InChI=1S/C15H15FN6O2S2/c1-8-13(25-15(18-2)20-8)12-11(16)7-19-14(22-12)21-9-4-3-5-10(6-9)26(17,23)24/h3-7H,1-2H3,(H,18,20)(H2,17,23,24)(H,19,21,22)
1. Rahaman MH, Yu Y, Zhong L, Adams J, Lam F, Li P, Noll B, Milne R, Peng J, Wang S. (2019)
CDKI-73: an orally bioavailable and highly efficacious CDK9 inhibitor against acute myeloid leukemia.
Invest New Drugs, 37 (4): 625-635. [PMID:30194564]
2. Shao H, Shi S, Huang S, Hole AJ, Abbas AY, Baumli S, Liu X, Lam F, Foley DW, Fischer PM et al.. (2013)
Substituted 4-(thiazol-5-yl)-2-(phenylamino)pyrimidines are highly active CDK9 inhibitors: synthesis, X-ray crystal structures, structure-activity relationship, and anticancer activities.
J Med Chem, 56 (3): 640-59. [PMID:23301767]