ID: ALA2179538

Max Phase: Preclinical

Molecular Formula: C12H16N2O2

Molecular Weight: 220.27

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1ccc(C(=O)N2CC3CNCC3C2)o1

Standard InChI:  InChI=1S/C12H16N2O2/c1-8-2-3-11(16-8)12(15)14-6-9-4-13-5-10(9)7-14/h2-3,9-10,13H,4-7H2,1H3

Standard InChI Key:  VGHRMGBKIWAGMS-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: 220.27

Molecular Weight (Monoisotopic): 220.1212

AlogP: 0.88

#Rotatable Bonds: 1

Polar Surface Area: 45.48

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 11.17

CX LogP: -0.28

CX LogD: -3.41

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.76

Np Likeness Score: -1.17

References

1. Mazurov AA, Miao L, Bhatti BS, Strachan JP, Akireddy S, Murthy S, Kombo D, Xiao YD, Hammond P, Zhang J, Hauser TA, Jordan KG, Miller CH, Speake JD, Gatto GJ, Yohannes D..  (2012)  Discovery of 3-(5-chloro-2-furoyl)-3,7-diazabicyclo[3.3.0]octane (TC-6683, AZD1446), a novel highly selective α4β2 nicotinic acetylcholine receptor agonist for the treatment of cognitive disorders.,  55  (21): [PMID:22793665] [10.1021/jm3006542]

2.  (2014)  Nicotinic acetylcholine receptor sub-type selective amides of diazabicycloalkanes, 

Source

Source(2):

• Scientific Literature
• BindingDB Database