PF-06651600

Ligand id: 9559

Name: PF-06651600

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 73.91
Molecular weight 285.16
XLogP 1.21
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
1-[(2S,5R)-2-methyl-5-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)piperidin-1-yl]prop-2-en-1-one
Synonyms
compound 11 [PMID: 28139931] | example 5 [WO2015083028] | PF06651600
Database Links
CAS Registry No. 1792180-81-4 (source: PubChem)
PubChem CID 118115473
Search Google for chemical match using the InChIKey CBRJPFGIXUFMTM-WDEREUQCSA-N
Search Google for chemicals with the same backbone CBRJPFGIXUFMTM
Search UniChem for chemical match using the InChIKey CBRJPFGIXUFMTM-WDEREUQCSA-N
Search UniChem for chemicals with the same backbone CBRJPFGIXUFMTM
Comments
PF-06651600 is a potent, orally active, selective covalent inhibitor of Janus kinase 3 (JAK3) [3], with anti-inflammatory activity in in vivo models [2]. It is example 5 in a Pfizer patent that provides SAR for 343 analogues [1]. There are three crystal structures available for compounds reported in [3] with JAK3, but not for compound 11 (the PDB identifiers are 5TTV, 5TTU and 5TTS).