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

ID: ALA2392147

Chembl Id: CHEMBL2392147

PubChem CID: 71734943

Max Phase: Preclinical

Molecular Formula: C14H11NO7

Molecular Weight: 305.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CC(=O)Nc1cccc2c(=O)cc(C(=O)O)oc12

Standard InChI:  InChI=1S/C14H11NO7/c1-21-12(18)6-11(17)15-8-4-2-3-7-9(16)5-10(14(19)20)22-13(7)8/h2-5H,6H2,1H3,(H,15,17)(H,19,20)

Standard InChI Key:  LAYJYCGUQOCKGQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2392147

   8-[(3-Methoxy-3-oxopropanoyl)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: 305.24

Molecular Weight (Monoisotopic): 305.0536

AlogP: 0.99

#Rotatable Bonds: 4

Polar Surface Area: 122.91

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.86

CX Basic pKa: ┄

CX LogP: 0.57

CX LogD: -2.95

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.64

Np Likeness Score: -0.34

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