ID: ALA20339

Max Phase: Preclinical

Molecular Formula: C15H20N4O2S

Molecular Weight: 320.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN(CC)CCS/C(=N\O)c1nc(-c2ccccc2)no1

Standard InChI:  InChI=1S/C15H20N4O2S/c1-3-19(4-2)10-11-22-15(17-20)14-16-13(18-21-14)12-8-6-5-7-9-12/h5-9,20H,3-4,10-11H2,1-2H3/b17-15-

Standard InChI Key:  QZIXJLSOJNMYMO-ICFOKQHNSA-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: 320.42

Molecular Weight (Monoisotopic): 320.1307

AlogP: 2.95

#Rotatable Bonds: 7

Polar Surface Area: 74.75

Molecular Species: ZWITTERION

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.76

CX Basic pKa: 9.95

CX LogP: 1.79

CX LogD: 1.80

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.37

Np Likeness Score: -1.50

References

1. Kenley RA, Bedford CD, Dailey OD, Howd RA, Miller A..  (1984)  Nonquaternary cholinesterase reactivators. 2. Alpha-heteroaromatic aldoximes and thiohydroximates as reactivators of ethyl methylphosphonyl-acetylcholinesterase in vitro.,  27  (9): [PMID:6471073] [10.1021/jm00375a021]

2. Bedford CD, Howd RA, Dailey OD, Miller A, Nolen HW, Kenley RA, Kern JR, Winterle JS..  (1986)  Nonquaternary cholinesterase reactivators. 3. 3(5)-Substituted 1,2,4-oxadiazol-5(3)-aldoximes and 1,2,4-oxadiazole-5(3)-thiocarbohydroximates as reactivators of organophosphonate-inhibited eel and human acetylcholinesterase in vitro.,  29  (11): [PMID:3783578] [10.1021/jm00161a008]

Source

Source(1):

• Scientific Literature