8-Nitro-4-oxo-4H-chromene-2-carboxylic acid

ID: ALA2392142

Chembl Id: CHEMBL2392142

PubChem CID: 21982642

Max Phase: Preclinical

Molecular Formula: C10H5NO6

Molecular Weight: 235.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(=O)c2cccc([N+](=O)[O-])c2o1

Standard InChI:  InChI=1S/C10H5NO6/c12-7-4-8(10(13)14)17-9-5(7)2-1-3-6(9)11(15)16/h1-4H,(H,13,14)

Standard InChI Key:  JNMUUGPMODDSNA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2392142

   8-nitro-2-carboxy-4-oxo-4H-1-benzopyran

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: 235.15

Molecular Weight (Monoisotopic): 235.0117

AlogP: 1.40

#Rotatable Bonds: 2

Polar Surface Area: 110.65

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.38

CX Basic pKa: ┄

CX LogP: 1.24

CX LogD: -2.29

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.62

Np Likeness Score: -0.37

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