8-(Cyclohexanecarboxamido)-4-oxo-4H-chromene-2-carboxylic acid

ID: ALA2392148

Chembl Id: CHEMBL2392148

PubChem CID: 71734944

Max Phase: Preclinical

Molecular Formula: C17H17NO5

Molecular Weight: 315.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(=O)c2cccc(NC(=O)C3CCCCC3)c2o1

Standard InChI:  InChI=1S/C17H17NO5/c19-13-9-14(17(21)22)23-15-11(13)7-4-8-12(15)18-16(20)10-5-2-1-3-6-10/h4,7-10H,1-3,5-6H2,(H,18,20)(H,21,22)

Standard InChI Key:  BIOOWBMSUVVROD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2392148

   8-(Cyclohexanecarbonylamino)-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: 315.33

Molecular Weight (Monoisotopic): 315.1107

AlogP: 3.01

#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: 2.09

CX Basic pKa: ┄

CX LogP: 2.65

CX LogD: -0.87

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: -0.67

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