ID: ALA3944506

Max Phase: Preclinical

Molecular Formula: C17H20N4O2S

Molecular Weight: 344.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2nc(NC3=NC[C@@]4(CN5CCC4CC5)O3)sc2c1

Standard InChI:  InChI=1S/C17H20N4O2S/c1-22-12-2-3-13-14(8-12)24-16(19-13)20-15-18-9-17(23-15)10-21-6-4-11(17)5-7-21/h2-3,8,11H,4-7,9-10H2,1H3,(H,18,19,20)/t17-/m0/s1

Standard InChI Key:  KIDXXFXVPLATJJ-KRWDZBQOSA-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: 344.44

Molecular Weight (Monoisotopic): 344.1307

AlogP: 2.57

#Rotatable Bonds: 2

Polar Surface Area: 58.98

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.44

CX LogP: 2.83

CX LogD: 1.75

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.91

Np Likeness Score: -0.62

References

1. Cook J, Zusi FC, McDonald IM, King D, Hill MD, Iwuagwu C, Mate RA, Fang H, Zhao R, Wang B, Cutrone J, Ma B, Gao Q, Knox RJ, Matchett M, Gallagher L, Ferrante M, Post-Munson D, Molski T, Easton A, Miller R, Jones K, Digavalli S, Healy F, Lentz K, Benitex Y, Clarke W, Natale J, Siuciak JA, Lodge N, Zaczek R, Denton R, Morgan D, Bristow LJ, Macor JE, Olson RE..  (2016)  Design and Synthesis of a New Series of 4-Heteroarylamino-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octanes as α7 Nicotinic Receptor Agonists. 1. Development of Pharmacophore and Early Structure-Activity Relationship.,  59  (24): [PMID:27958732] [10.1021/acs.jmedchem.6b01506]

Source

Source(1):

• Scientific Literature