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

ID: ALA2392177

Chembl Id: CHEMBL2392177

PubChem CID: 71733846

Max Phase: Preclinical

Molecular Formula: C19H14BrNO7

Molecular Weight: 448.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)Nc2cc(Br)cc3c(=O)cc(C(=O)O)oc23)cc1OC

Standard InChI:  InChI=1S/C19H14BrNO7/c1-26-14-4-3-9(5-15(14)27-2)18(23)21-12-7-10(20)6-11-13(22)8-16(19(24)25)28-17(11)12/h3-8H,1-2H3,(H,21,23)(H,24,25)

Standard InChI Key:  YXPZMXSVNGLVQP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2392177

   6-Bromo-8-[(3,4-dimethoxybenzoyl)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: 448.23

Molecular Weight (Monoisotopic): 446.9954

AlogP: 3.52

#Rotatable Bonds: 5

Polar Surface Area: 115.07

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.22

CX Basic pKa: ┄

CX LogP: 2.84

CX LogD: -0.69

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -0.44

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