compound 9 [PMID: 3514912]   Click here for help

GtoPdb Ligand ID: 8559

Compound class: Synthetic organic
Comment: Compound 9 is reported as an inhibitor of human acrosin (ACR) [1]. Inhibition of acrosin would be expected to inhibit the acrosome reaction preventing lysis of the zona pellucida which is essential for spermatozoan penetration through the oocyte membrane. Small molecule inhibitors of acrosin were therefore of pharmaceutical interest as nonhormonal contraceptive agents.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 90.7
Molecular weight 269.12
XLogP 2.54
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(c1ccc(cc1)N=C(N)N)Oc1ccc(cc1)C
Isomeric SMILES O=C(c1ccc(cc1)N=C(N)N)Oc1ccc(cc1)C
InChI InChI=1S/C15H15N3O2/c1-10-2-8-13(9-3-10)20-14(19)11-4-6-12(7-5-11)18-15(16)17/h2-9H,1H3,(H4,16,17,18)
InChI Key OELAPCOUDOSGBC-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(4-methylphenyl) 4-(diaminomethylideneamino)benzoate
Database Links Click here for help
ChEMBL Ligand CHEMBL151454
GtoPdb PubChem SID 252166760
PubChem CID 44365677
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