4-Oxo-8-propionamido-4H-chromene-2-carboxylic acid

ID: ALA2392146

Chembl Id: CHEMBL2392146

PubChem CID: 71734942

Max Phase: Preclinical

Molecular Formula: C13H11NO5

Molecular Weight: 261.23

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H11NO5/c1-2-11(16)14-8-5-3-4-7-9(15)6-10(13(17)18)19-12(7)8/h3-6H,2H2,1H3,(H,14,16)(H,17,18)

Standard InChI Key:  VJWBOVFPGASJKO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2392146

   4-Oxo-8-(propanoylamino)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: 261.23

Molecular Weight (Monoisotopic): 261.0637

AlogP: 1.84

#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: 2.13

CX Basic pKa: ┄

CX LogP: 1.24

CX LogD: -2.29

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.88

Np Likeness Score: -0.58

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