1-Butoxymethyl-2-(hydroxyimino-methyl)-3-methyl-3H-imidazol-1-ium chloride

ID: ALA416772

Chembl Id: CHEMBL416772

Max Phase: Preclinical

Molecular Formula: C10H18ClN3O2

Molecular Weight: 212.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCOC[n+]1ccn(C)c1/C=N/O.[Cl-]

Standard InChI:  InChI=1S/C10H17N3O2.ClH/c1-3-4-7-15-9-13-6-5-12(2)10(13)8-11-14;/h5-6,8H,3-4,7,9H2,1-2H3;1H

Standard InChI Key:  XAGTXNXAMMCZFO-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

Calculated Properties

Molecular Weight: 212.27

Molecular Weight (Monoisotopic): 212.1394

AlogP: 0.89

#Rotatable Bonds: 6

Polar Surface Area: 50.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.04

CX Basic pKa: ┄

CX LogP: -2.18

CX LogD: -2.63

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.25

Np Likeness Score: -0.17

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]

Source

Source(1):

• Scientific Literature