4-Oxo-8-(quinoline-2-carboxamido)-4H-chromene-2-carboxylic acid

ID: ALA2392152

Chembl Id: CHEMBL2392152

PubChem CID: 71735030

Max Phase: Preclinical

Molecular Formula: C20H12N2O5

Molecular Weight: 360.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc2c(=O)cc(C(=O)O)oc12)c1ccc2ccccc2n1

Standard InChI:  InChI=1S/C20H12N2O5/c23-16-10-17(20(25)26)27-18-12(16)5-3-7-14(18)22-19(24)15-9-8-11-4-1-2-6-13(11)21-15/h1-10H,(H,22,24)(H,25,26)

Standard InChI Key:  CKKVVXBKJMOMEW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2392152

   4-Oxo-8-(quinoline-2-carbonylamino)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: 360.33

Molecular Weight (Monoisotopic): 360.0746

AlogP: 3.29

#Rotatable Bonds: 3

Polar Surface Area: 109.50

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.86

CX Basic pKa: ┄

CX LogP: 2.78

CX LogD: -0.59

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -0.77

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