8-Benzamido-4-oxo-4H-chromene-2-carboxylic acid

ID: ALA2392149

Chembl Id: CHEMBL2392149

PubChem CID: 71735031

Max Phase: Preclinical

Molecular Formula: C17H11NO5

Molecular Weight: 309.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc2c(=O)cc(C(=O)O)oc12)c1ccccc1

Standard InChI:  InChI=1S/C17H11NO5/c19-13-9-14(17(21)22)23-15-11(13)7-4-8-12(15)18-16(20)10-5-2-1-3-6-10/h1-9H,(H,18,20)(H,21,22)

Standard InChI Key:  QEXKQEDQVPOXOC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2392149

   8-Benzamido-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: 309.28

Molecular Weight (Monoisotopic): 309.0637

AlogP: 2.74

#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: 1.91

CX Basic pKa: ┄

CX LogP: 2.39

CX LogD: -1.14

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: -0.54

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