7-Benzyloxy-quinoline-2,4-dicarboxylic acid

ID: ALA72296

Chembl Id: CHEMBL72296

PubChem CID: 11001821

Max Phase: Preclinical

Molecular Formula: C18H13NO5

Molecular Weight: 323.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(C(=O)O)c2ccc(OCc3ccccc3)cc2n1

Standard InChI:  InChI=1S/C18H13NO5/c20-17(21)14-9-16(18(22)23)19-15-8-12(6-7-13(14)15)24-10-11-4-2-1-3-5-11/h1-9H,10H2,(H,20,21)(H,22,23)

Standard InChI Key:  PSCDVFQSQRBETN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA72296

   7-Phenylmethoxyquinoline-2,4-dicarboxylic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 323.30

Molecular Weight (Monoisotopic): 323.0794

AlogP: 3.21

#Rotatable Bonds: 5

Polar Surface Area: 96.72

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.89

CX Basic pKa: 4.89

CX LogP: 3.40

CX LogD: -3.26

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: -0.56

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]

2. Carrigan CN, Esslinger CS, Bartlett RD, Bridges RJ, Thompson CM..  (1999)  Quinoline-2,4-dicarboxylic acids: synthesis and evaluation as inhibitors of the glutamate vesicular transport system.,  9  (17): [PMID:10498218] [10.1016/s0960-894x(99)00444-8]

Source

Source(1):

• Scientific Literature