6-Phenoxy-quinoline-2,4-dicarboxylic acid

ID: ALA73355

Chembl Id: CHEMBL73355

PubChem CID: 11012301

Max Phase: Preclinical

Molecular Formula: C17H11NO5

Molecular Weight: 309.28

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(C(=O)O)c2cc(Oc3ccccc3)ccc2n1

Standard InChI:  InChI=1S/C17H11NO5/c19-16(20)13-9-15(17(21)22)18-14-7-6-11(8-12(13)14)23-10-4-2-1-3-5-10/h1-9H,(H,19,20)(H,21,22)

Standard InChI Key:  GKTHIJQOFCLCPA-UHFFFAOYSA-N

Alternative Forms

Associated Targets(non-human)

Slc17a8 Vesicular glutamate transporter 3 (89 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: 309.28Molecular Weight (Monoisotopic): 309.0637AlogP: 3.42#Rotatable Bonds: 4
Polar Surface Area: 96.72Molecular Species: ACIDHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 0.95CX Basic pKa: 4.43CX LogP: 2.69CX LogD: -3.31
Aromatic Rings: 3Heavy Atoms: 23QED Weighted: 0.77Np Likeness Score: -0.52

References

1. Carrigan CN, Bartlett RD, Esslinger CS, Cybulski KA, Tongcharoensirikul P, Bridges RJ, Thompson CM..  (2002)  Synthesis and in vitro pharmacology of substituted quinoline-2,4-dicarboxylic acids as inhibitors of vesicular glutamate transport.,  45  (11): [PMID:12014964] [10.1021/jm010261z]

Source