crenolanib   Click here for help

GtoPdb Ligand ID: 7882

Synonyms: ARO-002 | CP 868596 | CP-868,596 | CP-868596
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Crenolanib (CP-868,596) is a potent and orally bioavailable benzamidazole Type I inhibitor of wild-type and mutant isoforms of the class III receptor tyrosine kinases FLT3 (FMS-like tyrosine kinase 3), PDGFRα (platelet-derived growth factor receptor), and PDGFRβ [1-3]. It preferentially binds to phosphorylated active kinases in the 'DFG in' conformation.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 77.91
Molecular weight 443.23
XLogP 4.26
No. Lipinski's rules broken 0
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Canonical SMILES NC1CCN(CC1)c1cccc2c1nc(cc2)n1cnc2c1ccc(c2)OCC1(C)COC1
Isomeric SMILES NC1CCN(CC1)c1cccc2c1nc(cc2)n1cnc2c1ccc(c2)OCC1(C)COC1
InChI InChI=1S/C26H29N5O2/c1-26(14-32-15-26)16-33-20-6-7-22-21(13-20)28-17-31(22)24-8-5-18-3-2-4-23(25(18)29-24)30-11-9-19(27)10-12-30/h2-8,13,17,19H,9-12,14-16,27H2,1H3
Selectivity at catalytic receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
fms related receptor tyrosine kinase 3 Primary target of this compound Hs Inhibitor Inhibition 9.1 pKd - 1
pKd 9.1 (Kd 7.4x10-10 M) [1]
platelet derived growth factor receptor alpha Primary target of this compound Hs Inhibitor Inhibition 8.7 pKd - 1
pKd 8.7 (Kd 2.1x10-9 M) [1]
platelet derived growth factor receptor beta Primary target of this compound Hs Inhibitor Inhibition 8.5 pKd - 1
pKd 8.5 (Kd 3.2x10-9 M) [1]
colony stimulating factor 1 receptor Hs Inhibitor Inhibition 7.5 pKd - 1
pKd 7.5 (Kd 3x10-8 M) [1]
KIT proto-oncogene, receptor tyrosine kinase Hs Inhibitor Inhibition 7.1 pKd - 1
pKd 7.1 (Kd 7.8x10-8 M) [1]