ID: ALA2323572

Max Phase: Preclinical

Molecular Formula: C16H21ClN2O

Molecular Weight: 292.81

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1ncc(C#CCCCCCl)cc1OC[C@@H]1CCN1

Standard InChI:  InChI=1S/C16H21ClN2O/c1-13-16(20-12-15-7-9-18-15)10-14(11-19-13)6-4-2-3-5-8-17/h10-11,15,18H,2-3,5,7-9,12H2,1H3/t15-/m0/s1

Standard InChI Key:  CCEBJZRLEVFTNS-HNNXBMFYSA-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: 292.81

Molecular Weight (Monoisotopic): 292.1342

AlogP: 2.89

#Rotatable Bonds: 6

Polar Surface Area: 34.15

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.79

CX LogP: 2.55

CX LogD: 0.21

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.50

Np Likeness Score: 0.04

References

1. Liu Y, Richardson J, Tran T, Al-Muhtasib N, Xie T, Yenugonda VM, Sexton HG, Rezvani AH, Levin ED, Sahibzada N, Kellar KJ, Brown ML, Xiao Y, Paige M..  (2013)  Chemistry and pharmacological studies of 3-alkoxy-2,5-disubstituted-pyridinyl compounds as novel selective α4β2 nicotinic acetylcholine receptor ligands that reduce alcohol intake in rats.,  56  (7): [PMID:23540678] [10.1021/jm4000374]

2.  (2016)  2,5-disubstituted-pyridyl nicotinic ligands, and methods of use thereof, 

Source

Source(2):

• Scientific Literature
• BindingDB Database