zemirciclib   Click here for help

GtoPdb Ligand ID: 11782

Synonyms: AZD-4573 | AZD4573 | compound 24 [PMID: 33306391]
PDB Ligand
Compound class: Synthetic organic
Comment: AZD4573 is a potent inhibitor of cyclin dependent kinase 9 (CDK9), that was designed for potential to treat haematological malignancies [1-3]. Inhibition of CDK9 disrupts the expression of cancer-promoting genes such as MCL-1, and induces apoptosis. The chemical structure of AZD4573 matches that of the INN zemirciclib (proposed INN list 130, Feb. 2024).
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 88.91
Molecular weight 429.19
XLogP 3.17
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CC(=O)N[C@@H]1CCC[C@@H](C1)C(=O)Nc1ncc(c(c1)c1cnn2c1CC(C2)(C)C)Cl
Isomeric SMILES CC(=O)N[C@@H]1CCC[C@@H](C1)C(=O)Nc1ncc(c(c1)c1c2CC(Cn2nc1)(C)C)Cl
InChI InChI=1S/C22H28ClN5O2/c1-13(29)26-15-6-4-5-14(7-15)21(30)27-20-8-16(18(23)11-24-20)17-10-25-28-12-22(2,3)9-19(17)28/h8,10-11,14-15H,4-7,9,12H2,1-3H3,(H,26,29)(H,24,27,30)/t14-,15+/m0/s1
InChI Key AVIWDYSJSPOOAR-LSDHHAIUSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(1S,3R)-3-acetamido-N-[5-chloro-4-(5,5-dimethyl-4,6-dihydropyrrolo[1,2-b]pyrazol-3-yl)pyridin-2-yl]cyclohexane-1-carboxamide
International Nonproprietary Names Click here for help
INN number INN
12983 zemirciclib
Synonyms Click here for help
AZD-4573 | AZD4573 | compound 24 [PMID: 33306391]
Database Links Click here for help
BindingDB Ligand 50528817
CAS Registry No. 2057509-72-3 (source: WHO INN record)
ChEMBL Ligand CHEMBL4462530
GtoPdb PubChem SID 458923817
PubChem CID 124155204
RCSB PDB Ligand Q6E
Search Google for chemical match using the InChIKey AVIWDYSJSPOOAR-LSDHHAIUSA-N
Search Google for chemicals with the same backbone AVIWDYSJSPOOAR
Search PubMed clinical trials zemirciclib
Search PubMed titles zemirciclib
Search PubMed titles/abstracts zemirciclib
UniChem Compound Search for chemical match using the InChIKey AVIWDYSJSPOOAR-LSDHHAIUSA-N
UniChem Connectivity Search for chemical match using the InChIKey AVIWDYSJSPOOAR-LSDHHAIUSA-N