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

ID: ALA72744

Chembl Id: CHEMBL72744

Cas Number: 216060-06-9

PubChem CID: 10979348

Max Phase: Preclinical

Molecular Formula: C11H6BrNO4

Molecular Weight: 296.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(C(=O)O)c2cccc(Br)c2n1

Standard InChI:  InChI=1S/C11H6BrNO4/c12-7-3-1-2-5-6(10(14)15)4-8(11(16)17)13-9(5)7/h1-4H,(H,14,15)(H,16,17)

Standard InChI Key:  CVVIPWRSINNKPF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA72744

   8-bromoquinoline-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: 296.08

Molecular Weight (Monoisotopic): 294.9480

AlogP: 2.39

#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: 0.63

CX Basic pKa: 4.38

CX LogP: 2.60

CX LogD: -4.08

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.89

Np Likeness Score: -0.54

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