(E)-(2-((5-chloropyridin-2-yloxy)methyl)phenyl)(1-methyl-1H-imidazol-2-yl)methanone O-methyl oxime

ID: ALA2286159

PubChem CID: 76316371

Max Phase: Preclinical

Molecular Formula: C18H17ClN4O2

Molecular Weight: 356.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(\c1ccccc1COc1ccc(Cl)cn1)c1nccn1C

Standard InChI:  InChI=1S/C18H17ClN4O2/c1-23-10-9-20-18(23)17(22-24-2)15-6-4-3-5-13(15)12-25-16-8-7-14(19)11-21-16/h3-11H,12H2,1-2H3/b22-17+

Standard InChI Key:  HPECENOLSJCDHI-OQKWZONESA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   11.4847   -6.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4835   -6.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1916   -7.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9012   -6.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8984   -6.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1898   -5.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6046   -5.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2741   -6.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6015   -4.8391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8922   -4.4331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8892   -3.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2906   -6.9392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0731   -7.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5409   -6.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0459   -5.8551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6388   -7.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1873   -4.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4784   -4.4386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4760   -3.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1879   -3.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1858   -2.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4763   -1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7675   -2.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7731   -3.2198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4728   -1.1801    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
  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  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286159

   (E)-1-[2-[(5-chloropyridin-2-yl)oxymethyl]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: 356.81

Molecular Weight (Monoisotopic): 356.1040

AlogP: 3.45

#Rotatable Bonds: 6

Polar Surface Area: 61.53

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.63

CX LogP: 3.85

CX LogD: 3.85

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.50

Np Likeness Score: -1.74

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