ID: ALA2323565

Max Phase: Preclinical

Molecular Formula: C16H22N2O

Molecular Weight: 258.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCC#Cc1cnc(C)c(OC[C@H]2CCN2)c1

Standard InChI:  InChI=1S/C16H22N2O/c1-3-4-5-6-7-14-10-16(13(2)18-11-14)19-12-15-8-9-17-15/h10-11,15,17H,3-5,8-9,12H2,1-2H3/t15-/m1/s1

Standard InChI Key:  TVQVEBXIMQEOQV-OAHLLOKOSA-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: 258.36

Molecular Weight (Monoisotopic): 258.1732

AlogP: 2.67

#Rotatable Bonds: 5

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: 2.63

CX LogD: 0.30

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.65

Np Likeness Score: 0.02

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