1,4-Dihydroxy-3-phosphonomethyl-cyclohexanecarboxylic acid

ID: ALA26862

Chembl Id: CHEMBL26862

PubChem CID: 44277278

Max Phase: Preclinical

Molecular Formula: C8H15O7P

Molecular Weight: 254.18

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)C1(O)CCC(O)C(CP(=O)(O)O)C1

Standard InChI:  InChI=1S/C8H15O7P/c9-6-1-2-8(12,7(10)11)3-5(6)4-16(13,14)15/h5-6,9,12H,1-4H2,(H,10,11)(H2,13,14,15)

Standard InChI Key:  IKXCCCBFKRBBEO-UHFFFAOYSA-N

Associated Targets(non-human)

aroB 3-dehydroquinate synthase (25 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 254.18Molecular Weight (Monoisotopic): 254.0555AlogP: -0.86#Rotatable Bonds: 3
Polar Surface Area: 135.29Molecular Species: ACIDHBA: 4HBD: 5
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: 1.80CX Basic pKa: CX LogP: -2.25CX LogD: -7.88
Aromatic Rings: Heavy Atoms: 16QED Weighted: 0.41Np Likeness Score: 1.75

References

1. Montchamp J, Piehler L, Tolbert T, Front J.  (1992)  The basis for slowly reversible inhibition of dehydroquinate synthase: a case of mistaken identity?,  (11): [10.1016/S0960-894X(00)80510-7]

Source