7,8-Dichloro-quinoline-2,4-dicarboxylic acid

ID: ALA73222

Chembl Id: CHEMBL73222

PubChem CID: 11140676

Max Phase: Preclinical

Molecular Formula: C11H5Cl2NO4

Molecular Weight: 286.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(C(=O)O)c2ccc(Cl)c(Cl)c2n1

Standard InChI:  InChI=1S/C11H5Cl2NO4/c12-6-2-1-4-5(10(15)16)3-7(11(17)18)14-9(4)8(6)13/h1-3H,(H,15,16)(H,17,18)

Standard InChI Key:  BMTSMLLLURNHQR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA73222

   7,8-Dichloro-2,4-quinolinedicarboxylic 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: 286.07

Molecular Weight (Monoisotopic): 284.9596

AlogP: 2.94

#Rotatable Bonds: 2

Polar Surface Area: 87.49

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.21

CX Basic pKa: 0.18

CX LogP: 3.04

CX LogD: -3.63

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.89

Np Likeness Score: -0.62

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