dinaciclib   

GtoPdb Ligand ID: 7379

Synonyms: SCH727965
Compound class: Synthetic organic
Comment: Dinaciclib is a potent cyclin-dependent kinase (CDK) inhibitor, inhibiting the CDK4 and 6 isoforms [6]. Dinaciclib has also been reported to interact with the acetyl-lysine recognition domain of the bromodomain testis-specific protein BRDT [6]. BRDT is a member of the BET family of bromodomain-containing proteins which are considered to be atypical kinases.

SARS-CoV-2: SARS-CoV-2 may regulate the host cell cycle to enhance viral replication, and in vitro phosphoproteomics analysis suggests that viral hijacking of the CDK signalling pathway may, at least in part, mediate this mechanism [2]. Pharmacological inhibition of the CDK pathway with dinaciclib has anti-SARS-CoV-2 activity in two model cells lines, A549-ACE2 cells (IC50 32 nM) and Vero E6 cells (IC50 127 nM).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 92.63
Molecular weight 396.23
XLogP 4.19
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCCC1CCCCN1c1cc(NCc2ccc[n+](c2)[O-])n2c(n1)c(CC)cn2
Isomeric SMILES OCC[C@@H]1CCCCN1c1cc(NCc2ccc[n+](c2)[O-])n2c(n1)c(CC)cn2
InChI InChI=1S/C21H28N6O2/c1-2-17-14-23-27-19(22-13-16-6-5-9-25(29)15-16)12-20(24-21(17)27)26-10-4-3-7-18(26)8-11-28/h5-6,9,12,14-15,18,22,28H,2-4,7-8,10-11,13H2,1H3/t18-/m0/s1
InChI Key PIMQWRZWLQKKBJ-SFHVURJKSA-N
Classification
Compound class Synthetic organic
IUPAC Name
2-[(2S)-1-[3-ethyl-7-[(1-oxidopyridin-1-ium-3-yl)methylamino]pyrazolo[1,5-a]pyrimidin-5-yl]piperidin-2-yl]ethanol
International Nonproprietary Names
INN number INN
9157 dinaciclib
Synonyms
SCH727965
Database Links
CAS Registry No. 779353-01-4
ChEMBL Ligand CHEMBL2103840
GtoPdb PubChem SID 178103951
PubChem CID 46926350
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SynPHARM 79363 (in complex with cyclin dependent kinase 2)
Wikipedia Dinaciclib