ACAA   Click here for help

GtoPdb Ligand ID: 2443

Synonyms: ACA
PDB Ligand
Compound class: Synthetic organic
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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 9
Topological polar surface area 66.4
Molecular weight 337.17
XLogP 5.92
No. Lipinski's rules broken 1

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES CCCCCc1ccc(cc1)C=CC(=O)Nc1ccccc1C(=O)O
Isomeric SMILES CCCCCc1ccc(cc1)/C=C/C(=O)Nc1ccccc1C(=O)O
InChI InChI=1S/C21H23NO3/c1-2-3-4-7-16-10-12-17(13-11-16)14-15-20(23)22-19-9-6-5-8-18(19)21(24)25/h5-6,8-15H,2-4,7H2,1H3,(H,22,23)(H,24,25)/b15-14+
InChI Key GAMRBCZMOOMBSQ-CCEZHUSRSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

References
1. Kraft R, Grimm C, Frenzel H, Harteneck C. (2006)
Inhibition of TRPM2 cation channels by N-(p-amylcinnamoyl)anthranilic acid.
Br J Pharmacol, 148 (3): 264-73. [PMID:16604090]