α-cyanocinnamate   Click here for help

GtoPdb Ligand ID: 11299

Synonyms: (2E)-2-cyano-3-phenylacrylic acid | alpha-cyanocinnamate | alpha-Cyanocinnamic acid
Compound class: Synthetic organic
Comment: α-cyanocinnamate acts as an antagonist of the mitochondrial pyruvate carrier [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 61.09
Molecular weight 173.05
XLogP 1.55
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES N#C/C(=C\c1ccccc1)/C(=O)O
Isomeric SMILES N#C/C(=C\c1ccccc1)/C(=O)O
InChI InChI=1S/C10H7NO2/c11-7-9(10(12)13)6-8-4-2-1-3-5-8/h1-6H,(H,12,13)/b9-6+
InChI Key CDUQMGQIHYISOP-RMKNXTFCSA-N
Selectivity at transporters
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
mitochondrial pyruvate carrier 1 Rn Antagonist Antagonist 6.7 pIC50 - 1
pIC50 6.7 (IC50 2x10-7 M) [1]
mitochondrial pyruvate carrier 2 Rn Antagonist Antagonist 6.7 pIC50 - 1
pIC50 6.7 (IC50 2x10-7 M) [1]