5,7-Dimethoxy-quinoline-2,4-dicarboxylic acid

ID: ALA540961

Chembl Id: CHEMBL540961

PubChem CID: 11000344

Max Phase: Preclinical

Molecular Formula: C13H11NO6

Molecular Weight: 277.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c2c(C(=O)O)cc(C(=O)O)nc2c1

Standard InChI:  InChI=1S/C13H11NO6/c1-19-6-3-8-11(10(4-6)20-2)7(12(15)16)5-9(14-8)13(17)18/h3-5H,1-2H3,(H,15,16)(H,17,18)

Standard InChI Key:  LIZGQRCHGQCPBJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA540961

   5,7-Dimethoxyquinoline-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: 277.23

Molecular Weight (Monoisotopic): 277.0586

AlogP: 1.65

#Rotatable Bonds: 4

Polar Surface Area: 105.95

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.84

CX Basic pKa: 5.02

CX LogP: 0.62

CX LogD: -5.18

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.87

Np Likeness Score: 0.04

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