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[2-(2,3-Dihydroxy-phenyl)-ethyl]-phosphonic acid ID: ALA440285
Chembl Id: CHEMBL440285
PubChem CID: 11820665
Max Phase: Preclinical
Molecular Formula: C8H11O5P
Molecular Weight: 218.15
Molecule Type: Small molecule
Associated Items:
Names and Identifiers Synonyms: 2,3-Dihydroxyphenethylphosphonic Acid | CHEMBL440285|2,3-Dihydroxyphenethylphosphonic Acid|SCHEMBL14769204|BDBM50100859|[2-(2,3-Dihydroxy-phenyl)-ethyl]-phosphonic acid
Synonyms from Alternative Forms(1): 3-(2-Phosphonoethyl)Catechol Disodium Salt
Canonical SMILES: O=P(O)(O)CCc1cccc(O)c1O
Standard InChI: InChI=1S/C8H11O5P/c9-7-3-1-2-6(8(7)10)4-5-14(11,12)13/h1-3,9-10H,4-5H2,(H2,11,12,13)
Standard InChI Key: JFHURTLPTBNXJR-UHFFFAOYSA-N
Associated Targets(non-human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 218.15Molecular Weight (Monoisotopic): 218.0344AlogP: 0.82#Rotatable Bonds: 3Polar Surface Area: 97.99Molecular Species: ACIDHBA: 3HBD: 4#RO5 Violations: ┄HBA (Lipinski): 5HBD (Lipinski): 4#RO5 Violations (Lipinski): ┄CX Acidic pKa: 1.80CX Basic pKa: ┄CX LogP: 0.26CX LogD: -2.10Aromatic Rings: 1Heavy Atoms: 14QED Weighted: 0.44Np Likeness Score: 0.81
References 1. Chandran SS, Frost JW.. (2001) Aromatic inhibitors of dehydroquinate synthase: synthesis, evaluation and implications for gallic acid biosynthesis., 11 (12): [PMID:11412967 ] [10.1016/s0960-894x(01)00065-8 ] 2. Zinglé C, Kuntz L, Tritsch D, Grosdemange-Billiard C, Rohmer M.. (2012) Modifications around the hydroxamic acid chelating group of fosmidomycin, an inhibitor of the metalloenzyme 1-deoxyxylulose 5-phosphate reductoisomerase (DXR)., 22 (21): [PMID:23025997 ] [10.1016/j.bmcl.2012.09.021 ]