(E)-2-((methoxyimino)(1-methyl-1H-imidazol-2-yl)methyl)benzaldehyde O-1-m-tolylethyl oxime

ID: ALA2286172

PubChem CID: 76327298

Max Phase: Preclinical

Molecular Formula: C22H24N4O2

Molecular Weight: 376.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H24N4O2/c1-16-8-7-10-18(14-16)17(2)28-24-15-19-9-5-6-11-20(19)21(25-27-4)22-23-12-13-26(22)3/h5-15,17H,1-4H3/b24-15+,25-21+

Standard InChI Key:  OJQRJDZRYSTYNR-GFUUNDCYSA-N

Molfile:  

     RDKit          2D

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    6.0945  -29.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0934  -30.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8014  -30.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5111  -30.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5082  -29.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7996  -28.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2144  -28.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8840  -29.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2113  -28.0465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5021  -27.6406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4990  -26.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9005  -30.1466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6830  -30.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1508  -29.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6558  -29.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2486  -30.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7972  -28.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0882  -27.6460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0858  -26.8288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3769  -26.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3744  -25.6051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6704  -26.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9648  -26.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2588  -26.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2608  -27.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9747  -28.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6778  -27.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501  -26.4256    0.0000 C   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:

   

   ALA2286172

   (E)-N-methoxy-1-(1-methylimidazol-2-yl)-1-[2-[(E)-1-(3-methylphenyl)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: 376.46

Molecular Weight (Monoisotopic): 376.1899

AlogP: 4.24

#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: 5.06

CX LogD: 5.06

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.46

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