6-Bromo-8-(4-cyanobenzamido)-4-oxo-4H-chromene-2-carboxylic acid

ID: ALA2392173

Chembl Id: CHEMBL2392173

PubChem CID: 71733842

Max Phase: Preclinical

Molecular Formula: C18H9BrN2O5

Molecular Weight: 413.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(C(=O)Nc2cc(Br)cc3c(=O)cc(C(=O)O)oc23)cc1

Standard InChI:  InChI=1S/C18H9BrN2O5/c19-11-5-12-14(22)7-15(18(24)25)26-16(12)13(6-11)21-17(23)10-3-1-9(8-20)2-4-10/h1-7H,(H,21,23)(H,24,25)

Standard InChI Key:  BFEJXEIMQKFBFT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2392173

   6-Bromo-8-[(4-cyanobenzoyl)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: 413.18

Molecular Weight (Monoisotopic): 411.9695

AlogP: 3.38

#Rotatable Bonds: 3

Polar Surface Area: 120.40

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.25

CX Basic pKa: ┄

CX LogP: 3.01

CX LogD: -0.51

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.68

Np Likeness Score: -0.86

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