6-Chloro-8-(4-nitrobenzamido)-4-oxo-4H-chromene-2-carboxylic acid

ID: ALA2392166

Chembl Id: CHEMBL2392166

PubChem CID: 71733743

Max Phase: Preclinical

Molecular Formula: C17H9ClN2O7

Molecular Weight: 388.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(Cl)cc2c(=O)cc(C(=O)O)oc12)c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C17H9ClN2O7/c18-9-5-11-13(21)7-14(17(23)24)27-15(11)12(6-9)19-16(22)8-1-3-10(4-2-8)20(25)26/h1-7H,(H,19,22)(H,23,24)

Standard InChI Key:  HTOZDRBGYCGCQR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2392166

   6-Chloro-8-[(4-nitrobenzoyl)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: 388.72

Molecular Weight (Monoisotopic): 388.0098

AlogP: 3.31

#Rotatable Bonds: 4

Polar Surface Area: 139.75

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.64

CX Basic pKa: ┄

CX LogP: 2.93

CX LogD: -0.59

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.52

Np Likeness Score: -0.99

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