ID: ALA1164667

Max Phase: Preclinical

Molecular Formula: C17H16N2

Molecular Weight: 248.33

Molecule Type: Small molecule

Representations

Synonyms (1): 3-(Benzylidene)Anabaseine
Synonyms from Alternative Forms(1):

Canonical SMILES:  C(=C1\CCCN=C1c1cccnc1)\c1ccccc1

Standard InChI:  InChI=1S/C17H16N2/c1-2-6-14(7-3-1)12-15-8-5-11-19-17(15)16-9-4-10-18-13-16/h1-4,6-7,9-10,12-13H,5,8,11H2/b15-12+

Standard InChI Key:  KRYNRVPZHUUTOR-NTCAYCPXSA-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: 248.33

Molecular Weight (Monoisotopic): 248.1313

AlogP: 3.75

#Rotatable Bonds: 2

Polar Surface Area: 25.25

Molecular Species: NEUTRAL

HBA: 2

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 4.59

CX LogP: 3.28

CX LogD: 3.27

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.79

Np Likeness Score: -0.47

References

1. Slavov SH, Radzvilovits M, LeFrancois S, Stoyanova-Slavova IB, Soti F, Kem WR, Katritzky AR..  (2010)  A computational study of the binding of 3-(arylidene) anabaseines to two major brain nicotinic acetylcholine receptors and to the acetylcholine binding protein.,  45  (6): [PMID:20236734] [10.1016/j.ejmech.2010.02.027]

2. Kool J, de Kloe GE, Bruyneel B, de Vlieger JS, Retra K, Wijtmans M, van Elk R, Smit AB, Leurs R, Lingeman H, de Esch IJ, Irth H..  (2010)  Online fluorescence enhancement assay for the acetylcholine binding protein with parallel mass spectrometric identification.,  53  (12): [PMID:20518527] [10.1021/jm100230k]

3. Ikeda I, Utsunomiya T, Sadamitsu M, Ozoe Y, Mochida K.  (2006)  Affinity of 3-benzylidene- and 3-cinnamylidenemyosmine analogues for Periplaneta americana nicotinic acetylcholine receptors,  31  (4): [10.1584/jpestics.G06-11]

Source

Source(1):

• Scientific Literature