ID: ALA2338587

Max Phase: Preclinical

Molecular Formula: C20H20N4O2

Molecular Weight: 348.41

Molecule Type: Small molecule

Representations

Canonical SMILES:  N#Cc1cccc(C(=O)N[C@@H]2CCC[C@@H](NC(=O)c3ccccn3)C2)c1

Standard InChI:  InChI=1S/C20H20N4O2/c21-13-14-5-3-6-15(11-14)19(25)23-16-7-4-8-17(12-16)24-20(26)18-9-1-2-10-22-18/h1-3,5-6,9-11,16-17H,4,7-8,12H2,(H,23,25)(H,24,26)/t16-,17-/m1/s1

Standard InChI Key:  WSQGEPYGCDINHA-IAGOWNOFSA-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: 348.41

Molecular Weight (Monoisotopic): 348.1586

AlogP: 2.42

#Rotatable Bonds: 4

Polar Surface Area: 94.88

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.11

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.89

Np Likeness Score: -1.43

References

1. Zhou H, Topiol SW, Grenon M, Jimenez HN, Uberti MA, Smith DG, Brodbeck RM, Chandrasena G, Pedersen H, Madsen JC, Doller D, Li G..  (2013)  Discovery and structure-activity relationship of 1,3-cyclohexyl amide derivatives as novel mGluR5 negative allosteric modulators.,  23  (5): [PMID:23357634] [10.1016/j.bmcl.2012.12.078]

Source

Source(1):

• Scientific Literature