(E)-2-((methoxyimino)(1-methyl-1H-imidazol-2-yl)methyl)benzaldehyde O-4-chlorobenzyl oxime

ID: ALA2286156

PubChem CID: 76312853

Max Phase: Preclinical

Molecular Formula: C20H19ClN4O2

Molecular Weight: 382.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(\c1ccccc1/C=N/OCc1ccc(Cl)cc1)c1nccn1C

Standard InChI:  InChI=1S/C20H19ClN4O2/c1-25-12-11-22-20(25)19(24-26-2)18-6-4-3-5-16(18)13-23-27-14-15-7-9-17(21)10-8-15/h3-13H,14H2,1-2H3/b23-13+,24-19+

Standard InChI Key:  AGUXXUPYKDQBNC-JUDCTDMSSA-N

Molfile:  

     RDKit          2D

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    6.7265   -7.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4413   -7.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1577   -7.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1549   -6.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4395   -6.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8678   -6.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5437   -6.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8647   -5.2643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1486   -4.8546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1456   -4.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5603   -7.3846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3503   -7.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8226   -6.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3228   -6.2901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9023   -7.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4370   -5.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7213   -4.8601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7189   -4.0351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0031   -3.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2900   -4.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5777   -3.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8649   -4.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8669   -4.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5876   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2975   -4.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -5.2802    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
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  6  1  1  0
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  7  9  2  0
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  8 12  1  0
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  6 17  1  0
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 21 22  2  0
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 24 25  1  0
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 26 21  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286156

   (E)-1-[2-[(E)-(4-chlorophenyl)methoxyiminomethyl]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: 382.85

Molecular Weight (Monoisotopic): 382.1197

AlogP: 4.02

#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: 4.73

CX LogD: 4.73

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.46

Np Likeness Score: -1.31

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