1-(2,2-Dimethyl-propoxymethyl)-2-(hydroxyimino-methyl)-3-methyl-3H-imidazol-1-ium chloride

ID: ALA33101

Chembl Id: CHEMBL33101

Max Phase: Preclinical

Molecular Formula: C11H20ClN3O2

Molecular Weight: 226.30

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H19N3O2.ClH/c1-11(2,3)8-16-9-14-6-5-13(4)10(14)7-12-15;/h5-7H,8-9H2,1-4H3;1H

Standard InChI Key:  NCSMVVOBRKZSPZ-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: 226.30

Molecular Weight (Monoisotopic): 226.1550

AlogP: 1.14

#Rotatable Bonds: 4

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: 7.32

CX Basic pKa: ┄

CX LogP: -1.88

CX LogD: -2.19

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.36

Np Likeness Score: -0.19

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