ID: ALA1086899

Max Phase: Preclinical

Molecular Formula: C21H17ClN2O2

Molecular Weight: 364.83

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cccc(C(=O)Nc2cccc(NC(=O)c3cccc(Cl)c3)c2)c1

Standard InChI:  InChI=1S/C21H17ClN2O2/c1-14-5-2-6-15(11-14)20(25)23-18-9-4-10-19(13-18)24-21(26)16-7-3-8-17(22)12-16/h2-13H,1H3,(H,23,25)(H,24,26)

Standard InChI Key:  KZXMFJORGLUXJN-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: 364.83

Molecular Weight (Monoisotopic): 364.0979

AlogP: 5.15

#Rotatable Bonds: 4

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.27

CX LogD: 5.27

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.67

Np Likeness Score: -1.44

References

1. Zhou Y, Rodriguez AL, Williams R, Weaver CD, Conn PJ, Lindsley CW..  (2009)  Synthesis and SAR of novel, non-MPEP chemotype mGluR5 NAMs identified by functional HTS.,  19  (23): [PMID:19875287] [10.1016/j.bmcl.2009.10.059]

2. PubChem BioAssay data set, 

3. Flaherty DP, Simpson DS, Miller M, Maki BE, Zou B, Shi J, Wu M, McManus OB, Aubé J, Li M, Golden JE..  (2014)  Potent and selective inhibitors of the TASK-1 potassium channel through chemical optimization of a bis-amide scaffold.,  24  (16): [PMID:25017033] [10.1016/j.bmcl.2014.06.032]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays