maleic acid   Click here for help

GtoPdb Ligand ID: 9630

PDB Ligand
Compound class: Synthetic organic
Comment: Maleic acid or cis-butenedioic acid is an organic compound that is a dicarboxylic acid, a molecule with two carboxyl groups.
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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 2
Topological polar surface area 74.6
Molecular weight 116.01
XLogP -0.42
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)C=CC(=O)O
Isomeric SMILES OC(=O)/C=C\C(=O)O
InChI InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1-
InChI Key VZCYOOQTPOCHFL-UPHRSURJSA-N
References
1. Geubelle P, Gilissen J, Dilly S, Poma L, Dupuis N, Laschet C, Abboud D, Inoue A, Jouret F, Pirotte B et al.. (2017)
Identification and pharmacological characterization of succinate receptor agonists.
Br J Pharmacol, 174 (9): 796-808. [PMID:28160606]
2. Gilissen J, Geubelle P, Dupuis N, Laschet C, Pirotte B, Hanson J. (2015)
Forskolin-free cAMP assay for Gi-coupled receptors.
Biochem Pharmacol, 98 (3): 381-91. [PMID:26386312]
3. He W, Miao FJ, Lin DC, Schwandner RT, Wang Z, Gao J, Chen JL, Tian H, Ling L. (2004)
Citric acid cycle intermediates as ligands for orphan G-protein-coupled receptors.
Nature, 429 (6988): 188-93. [PMID:15141213]