(E)-2-((methoxyimino)(1-methyl-1H-imidazol-2-yl)methyl)benzaldehyde O-1-(2,4-dichlorophenyl)ethyl oxime

ID: ALA2286155

PubChem CID: 76309138

Max Phase: Preclinical

Molecular Formula: C21H20Cl2N4O2

Molecular Weight: 431.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(\c1ccccc1/C=N/OC(C)c1ccc(Cl)cc1Cl)c1nccn1C

Standard InChI:  InChI=1S/C21H20Cl2N4O2/c1-14(17-9-8-16(22)12-19(17)23)29-25-13-15-6-4-5-7-18(15)20(26-28-3)21-24-10-11-27(21)2/h4-14H,1-3H3/b25-13+,26-20+

Standard InChI Key:  CFHWXWYYAWWGPE-BVNBGYONSA-N

Molfile:  

     RDKit          2D

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    6.7538  -29.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4702  -29.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4674  -28.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7520  -27.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1803  -27.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8562  -28.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1772  -27.1099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4611  -26.7001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4581  -25.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8728  -29.2300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6628  -29.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1351  -28.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6354  -28.1356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2148  -29.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7495  -27.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338  -26.7056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0314  -25.8806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3156  -25.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3132  -24.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6025  -25.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902  -25.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1774  -25.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1794  -26.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9002  -27.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6100  -26.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8905  -24.6454    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4667  -27.1257    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
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  6 17  1  0
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 20 21  1  0
 20 22  1  0
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 23 24  1  0
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 25 26  1  0
 26 27  2  0
 27 22  1  0
 23 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286155

   (E)-1-[2-[(E)-1-(2,4-dichlorophenyl)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: 431.32

Molecular Weight (Monoisotopic): 430.0963

AlogP: 5.24

#Rotatable Bonds: 7

Polar Surface Area: 61.00

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.62

CX LogP: 5.75

CX LogD: 5.75

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.38

Np Likeness Score: -1.23

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