6-Bromo-8-(3,4-dichlorobenzamido)-4-oxo-4H-chromene-2-carboxylic Acid

ID: ALA2392172

Chembl Id: CHEMBL2392172

PubChem CID: 71733749

Max Phase: Preclinical

Molecular Formula: C17H8BrCl2NO5

Molecular Weight: 457.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(Br)cc2c(=O)cc(C(=O)O)oc12)c1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C17H8BrCl2NO5/c18-8-4-9-13(22)6-14(17(24)25)26-15(9)12(5-8)21-16(23)7-1-2-10(19)11(20)3-7/h1-6H,(H,21,23)(H,24,25)

Standard InChI Key:  YEAMBSPSKUHTDZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2392172

   6-Bromo-8-[(3,4-dichlorobenzoyl)amino]-4-oxochromene-2-carboxylic 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: 457.06

Molecular Weight (Monoisotopic): 454.8963

AlogP: 4.81

#Rotatable Bonds: 3

Polar Surface Area: 96.61

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.20

CX Basic pKa: ┄

CX LogP: 4.37

CX LogD: 0.84

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: -0.88

References

1. Funke M, Thimm D, Schiedel AC, Müller CE..  (2013)  8-Benzamidochromen-4-one-2-carboxylic acids: potent and selective agonists for the orphan G protein-coupled receptor GPR35.,  56  (12): [PMID:23713606] [10.1021/jm400587g]

2. Thimm D, Funke M, Meyer A, Müller CE..  (2013)  6-Bromo-8-(4-[(3)H]methoxybenzamido)-4-oxo-4H-chromene-2-carboxylic Acid: a powerful tool for studying orphan G protein-coupled receptor GPR35.,  56  (17): [PMID:23888932] [10.1021/jm4009373]

Source

Source(1):

• Scientific Literature