(E)-2-((methoxyimino)(1-methyl-1H-imidazol-2-yl)methyl)benzaldehyde O-1-(3-chlorophenyl)ethyl oxime

ID: ALA2286170

PubChem CID: 76330957

Max Phase: Preclinical

Molecular Formula: C21H21ClN4O2

Molecular Weight: 396.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(\c1ccccc1/C=N/OC(C)c1cccc(Cl)c1)c1nccn1C

Standard InChI:  InChI=1S/C21H21ClN4O2/c1-15(16-8-6-9-18(22)13-16)28-24-14-17-7-4-5-10-19(17)20(25-27-3)21-23-11-12-26(21)2/h4-15H,1-3H3/b24-14+,25-20+

Standard InChI Key:  VBJDOQUBHULTNK-JYPYDPOKSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   14.3985  -13.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3973  -13.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1054  -14.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8150  -13.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8122  -13.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1036  -12.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5184  -12.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1880  -13.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5153  -11.8966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8061  -11.4907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8030  -10.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2044  -13.9968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9869  -14.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4547  -13.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9597  -12.9126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5526  -14.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1012  -11.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3922  -11.4961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3898  -10.6790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6809  -10.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6784   -9.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9744  -10.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2688  -10.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5628  -10.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5648  -11.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2787  -11.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9818  -11.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8541  -10.2758    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 12 13  1  0
  8 12  1  0
 13 14  2  0
 14 15  1  0
 15  8  2  0
 12 16  1  0
  6 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286170

   (E)-1-[2-[(E)-1-(3-chlorophenyl)ethoxyiminomethyl]phenyl]-N-methoxy-1-(1-methylimidazol-2-yl)methanimine

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: 396.88

Molecular Weight (Monoisotopic): 396.1353

AlogP: 4.58

#Rotatable Bonds: 7

Polar Surface Area: 61.00

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.62

CX LogP: 5.15

CX LogD: 5.15

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.43

Np Likeness Score: -1.32

References

1. KAI H, NAKAI T, TOMIDA M, KUMANO K, ICHIBA T.  (2001)  Synthesis and Fungicidal Activities of 2-(-Methoxyiminobenzyl)-1-methylimidazole Derivatives,  26  (2): [10.1584/jpestics.26.169]

Source

Source(1):

• Scientific Literature