8-Amino-6-bromo-4-oxo-4H-chromene-2-carboxylic acid

ID: ALA2392144

Chembl Id: CHEMBL2392144

Cas Number: 1443366-55-9

PubChem CID: 71734939

Max Phase: Preclinical

Molecular Formula: C10H6BrNO4

Molecular Weight: 284.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1cc(Br)cc2c(=O)cc(C(=O)O)oc12

Standard InChI:  InChI=1S/C10H6BrNO4/c11-4-1-5-7(13)3-8(10(14)15)16-9(5)6(12)2-4/h1-3H,12H2,(H,14,15)

Standard InChI Key:  PPHWKKSLFLMNJG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2392144

   8-amino-6-bromo-4-oxo-4H-chromene-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: 284.06

Molecular Weight (Monoisotopic): 282.9480

AlogP: 1.84

#Rotatable Bonds: 1

Polar Surface Area: 93.53

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.81

CX Basic pKa: 2.71

CX LogP: 0.03

CX LogD: -2.29

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.78

Np Likeness Score: 0.24

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