8-(3-Methylbenzamido)-4-oxo-4H-chromene-2-carboxylic acid

ID: ALA2392153

Chembl Id: CHEMBL2392153

PubChem CID: 71735032

Max Phase: Preclinical

Molecular Formula: C18H13NO5

Molecular Weight: 323.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(C(=O)Nc2cccc3c(=O)cc(C(=O)O)oc23)c1

Standard InChI:  InChI=1S/C18H13NO5/c1-10-4-2-5-11(8-10)17(21)19-13-7-3-6-12-14(20)9-15(18(22)23)24-16(12)13/h2-9H,1H3,(H,19,21)(H,22,23)

Standard InChI Key:  WHAKPQXYCNZHOL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2392153

   8-[(3-Methylbenzoyl)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: 323.30

Molecular Weight (Monoisotopic): 323.0794

AlogP: 3.05

#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: 1.93

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: -0.62

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -0.79

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