compound 3 [PMID: 26191365]   Click here for help

GtoPdb Ligand ID: 8936

Compound class: Synthetic organic
Comment: Compound 3 [PMID: 26191365] is a highly selective, negative allosteric regulator of the protein kinase, p21 protein (Cdc42/Rac)-activated kinase 1 (PAK1) with favourable physicochemical properties [1]. Structurally the compound resembles the benzodiazepine core and was optimised from lead compounds discovered in a fragment-based screen to identify novel structural motifs inhibiting kinase activity. It binds to a site adjacent to the kinase's ATP binding site [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 59.97
Molecular weight 483.2
XLogP 2.78
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES FC(CN1C2C=CC(=CC2N=C(C2C1C=CC(=C2)Cl)NC1CCN(C1)C(=O)NC(C)C)F)F
Isomeric SMILES FC(CN1C2C=CC(=CC2N=C(C2C1C=CC(=C2)Cl)NC1CCN(C1)C(=O)NC(C)C)F)F
InChI InChI=1S/C23H29ClF3N5O/c1-13(2)28-23(33)31-8-7-16(11-31)29-22-17-9-14(24)3-5-19(17)32(12-21(26)27)20-6-4-15(25)10-18(20)30-22/h3-6,9-10,13,16-21H,7-8,11-12H2,1-2H3,(H,28,33)(H,29,30)
InChI Key QPXRZHIUNWUCFG-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Database Links Click here for help
GtoPdb PubChem SID 310264717
PubChem CID 117072547
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