zelasudil   Click here for help

GtoPdb Ligand ID: 12386

Synonyms: example 290 [EP3743420B1]
Compound class: Synthetic organic
Comment: This is the chemical structure for the INN zelasudil (a Rho-associated [ROCK] kinase inhibitor). The structure is claimed in Redx Pharma's patent EP3743420B1 [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 3
Rotatable bonds 8
Topological polar surface area 100.52
Molecular weight 437.18
XLogP 5
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES FC(CNC(=O)c1ccc(cc1)c1nn(c(n1)Nc1ccc2c(c1C1CC1)cn[nH]2)C)F
Isomeric SMILES Cn1c(nc(n1)c1ccc(cc1)C(=O)NCC(F)F)Nc1c(c2c(cc1)[nH]nc2)C1CC1
InChI InChI=1S/C22H21F2N7O/c1-31-22(27-17-9-8-16-15(10-26-29-16)19(17)12-2-3-12)28-20(30-31)13-4-6-14(7-5-13)21(32)25-11-18(23)24/h4-10,12,18H,2-3,11H2,1H3,(H,25,32)(H,26,29)(H,27,28,30)
InChI Key HSZPZEGJQCFGDE-UHFFFAOYSA-N
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Rho associated coiled-coil containing protein kinase 2 Hs Inhibitor Inhibition >6.5 pIC50 - 1
pIC50 >6.5 (IC50 <3x10-7 M) [1]
Description: Binned IC50 value from patent ; setermined in an ADP-Glo Kinase Assay (Promega)