ID: ALA2392174

Max Phase: Preclinical

Molecular Formula: C18H12BrNO6

Molecular Weight: 418.20

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(C(=O)Nc2cc(Br)cc3c(=O)cc(C(=O)O)oc23)cc1

Standard InChI:  InChI=1S/C18H12BrNO6/c1-25-11-4-2-9(3-5-11)17(22)20-13-7-10(19)6-12-14(21)8-15(18(23)24)26-16(12)13/h2-8H,1H3,(H,20,22)(H,23,24)

Standard InChI Key:  TZKQFDIFVZAYER-UHFFFAOYSA-N

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

Properties

Molecular Weight: 418.20

Molecular Weight (Monoisotopic): 416.9848

AlogP: 3.51

#Rotatable Bonds: 4

Polar Surface Area: 105.84

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.29

CX Basic pKa:

CX LogP: 3.00

CX LogD: -0.53

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.67

Np Likeness Score: -0.50

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]

3. Wei L, Wang J, Zhang X, Wang P, Zhao Y, Li J, Hou T, Qu L, Shi L, Liang X, Fang Y..  (2017)  Discovery of 2H-Chromen-2-one Derivatives as G Protein-Coupled Receptor-35 Agonists.,  60  (1): [PMID:27976894] [10.1021/acs.jmedchem.6b01431]

Source

Source(1):

• Scientific Literature