WH-4-023   Click here for help

GtoPdb Ligand ID: 8068

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: WH-4-023 is an investigational inhibitor of the kinases LCK proto-oncogene, Src family tyrosine kinase (Lck) and SRC proto-oncogene, non-receptor tyrosine kinase (Src) [1]. It is compound 28 in [1], where it is reported to be potent and orally active in preclinical models.
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 7
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 92.29
Molecular weight 568.28
XLogP 5.35
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES COc1cc(OC)ccc1N(C(=O)Oc1c(C)cccc1C)c1ccnc(n1)Nc1ccc(cc1)N1CCN(CC1)C
Isomeric SMILES COc1cc(OC)ccc1N(C(=O)Oc1c(C)cccc1C)c1ccnc(n1)Nc1ccc(cc1)N1CCN(CC1)C
InChI InChI=1S/C32H36N6O4/c1-22-7-6-8-23(2)30(22)42-32(39)38(27-14-13-26(40-4)21-28(27)41-5)29-15-16-33-31(35-29)34-24-9-11-25(12-10-24)37-19-17-36(3)18-20-37/h6-16,21H,17-20H2,1-5H3,(H,33,34,35)
1. Martin MW, Newcomb J, Nunes JJ, McGowan DC, Armistead DM, Boucher C, Buchanan JL, Buckner W, Chai L, Elbaum D et al.. (2006)
Novel 2-aminopyrimidine carbamates as potent and orally active inhibitors of Lck: synthesis, SAR, and in vivo antiinflammatory activity.
J Med Chem, 49 (16): 4981-91. [PMID:16884310]