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

ID: ALA2286151

PubChem CID: 76309136

Max Phase: Preclinical

Molecular Formula: C22H21F3N4O2

Molecular Weight: 430.43

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H21F3N4O2/c1-15(16-8-6-9-18(13-16)22(23,24)25)31-27-14-17-7-4-5-10-19(17)20(28-30-3)21-26-11-12-29(21)2/h4-15H,1-3H3/b27-14+,28-20+

Standard InChI Key:  FGODETMFEHELKH-VSICBDRASA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   17.2710   -6.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2699   -7.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9779   -7.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6876   -7.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6848   -6.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9761   -5.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3909   -5.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0605   -6.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3878   -5.1073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6786   -4.7014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6755   -3.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0770   -7.2075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8595   -7.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3273   -6.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8323   -6.1234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4252   -7.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9737   -5.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2648   -4.7069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2623   -3.8897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5534   -3.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5510   -2.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8469   -3.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1414   -3.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4353   -3.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4373   -4.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1512   -5.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8543   -4.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7266   -3.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7246   -2.6693    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.0199   -3.8968    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.0132   -3.0748    0.0000 F   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
 28 29  1  0
 28 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286151

   (E)-N-methoxy-1-(1-methylimidazol-2-yl)-1-[2-[(E)-1-[3-(trifluoromethyl)phenyl]ethoxyiminomethyl]phenyl]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: 430.43

Molecular Weight (Monoisotopic): 430.1617

AlogP: 4.95

#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: 5.42

CX LogD: 5.42

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.39

Np Likeness Score: -1.30

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