ID: ALA34000

Max Phase: Preclinical

Molecular Formula: C15H20ClN3O2

Molecular Weight: 274.34

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cn1cc[n+](COCCCc2ccccc2)c1/C=N/O.[Cl-]

Standard InChI:  InChI=1S/C15H19N3O2.ClH/c1-17-9-10-18(15(17)12-16-19)13-20-11-5-8-14-6-3-2-4-7-14;/h2-4,6-7,9-10,12H,5,8,11,13H2,1H3;1H

Standard InChI Key:  MNAHXOPJHCWFKN-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: 274.34

Molecular Weight (Monoisotopic): 274.1550

AlogP: 1.73

#Rotatable Bonds: 7

Polar Surface Area: 50.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.08

CX Basic pKa:

CX LogP: -1.04

CX LogD: -1.48

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.27

Np Likeness Score: -0.21

References

1. Bedford CD, Harris RN, Howd RA, Miller A, Nolen HW, Kenley RA..  (1984)  Structure-activity relationships for reactivators of organophosphorus-inhibited acetylcholinesterase: quaternary salts of 2-[(hydroxyimino)methyl]imidazole.,  27  (11): [PMID:6492073] [10.1021/jm00377a010]

2. Bedford CD, Harris RN, Howd RA, Goff DA, Koolpe GA, Petesch M, Miller A, Nolen HW, Musallam HA, Pick RO..  (1989)  Quaternary salts of 2-[(hydroxyimino)methyl]imidazole. 2. Preparation and in vitro and in vivo evaluation of 1-(alkoxymethyl)-2-[(hydroxyimino)methyl]-3-methylimida zolium halides for reactivation of organophosphorus-inhibited acetylcholinesterases.,  32  (2): [PMID:2913310] [10.1021/jm00122a034]

3. Bedford CD, Harris RN, Howd RA, Goff DA, Koolpe GA, Petesch M, Koplovitz I, Sultan WE, Musallam HA..  (1989)  Quaternary salts of 2-[(hydroxyimino)methyl]imidazole. 3. Synthesis and evaluation of (alkenyloxy)-, (alkynyloxy)-, and (aralkyloxy)methyl quaternarized 2-[(hydroxyimino)methyl]-1-alkylimidazolium halides as reactivators and therapy for soman intoxication.,  32  (2): [PMID:2913311] [10.1021/jm00122a035]

Source

Source(1):

• Scientific Literature