8-Methoxy-quinoline-2,4-dicarboxylic acid

ID: ALA73508

Chembl Id: CHEMBL73508

PubChem CID: 10911855

Max Phase: Preclinical

Molecular Formula: C12H9NO5

Molecular Weight: 247.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2c(C(=O)O)cc(C(=O)O)nc12

Standard InChI:  InChI=1S/C12H9NO5/c1-18-9-4-2-3-6-7(11(14)15)5-8(12(16)17)13-10(6)9/h2-5H,1H3,(H,14,15)(H,16,17)

Standard InChI Key:  YGUYPURPRMWHEC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA73508

   8-Methoxyquinoline-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: 247.21

Molecular Weight (Monoisotopic): 247.0481

AlogP: 1.64

#Rotatable Bonds: 3

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: 3.15

CX Basic pKa: 0.66

CX LogP: 1.67

CX LogD: -4.95

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.86

Np Likeness Score: -0.33

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