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

ID: ALA2286169

PubChem CID: 76309141

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)c1ccccc1Cl)c1nccn1C

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

Standard InChI Key:  AMNKGYRZRSHFHF-JYPYDPOKSA-N

Molfile:  

     RDKit          2D

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    5.0161  -14.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7242  -14.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4339  -14.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4310  -13.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7224  -12.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1372  -12.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8068  -13.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1341  -12.0865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4249  -11.6806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4218  -10.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8232  -14.1866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6057  -14.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0735  -13.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5786  -13.1025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1714  -14.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7200  -12.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0110  -11.6860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0086  -10.8688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2997  -10.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972   -9.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5932  -10.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876  -10.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816  -10.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836  -11.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8975  -12.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6006  -11.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8880   -9.6452    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
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  8 12  1  0
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 22 23  2  0
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 25 26  1  0
 26 27  2  0
 27 22  1  0
 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286169

   (E)-1-[2-[(E)-1-(2-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: -1.19

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