5-((2-(((1-(2-chlorophenyl)ethylidene)hydrazono)methyl)phenyl)(methoxy)methyl)-3-methylisoxazole

ID: ALA2289649

PubChem CID: 76316602

Max Phase: Preclinical

Molecular Formula: C21H20ClN3O2

Molecular Weight: 381.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(c1cc(C)no1)c1ccccc1/C=N/N=C(\C)c1ccccc1Cl

Standard InChI:  InChI=1S/C21H20ClN3O2/c1-14-12-20(27-25-14)21(26-3)18-10-5-4-8-16(18)13-23-24-15(2)17-9-6-7-11-19(17)22/h4-13,21H,1-3H3/b23-13+,24-15+

Standard InChI Key:  LBIGQKOWEACURY-CLKIXKSOSA-N

Molfile:  

     RDKit          2D

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   20.9274  -22.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9254  -23.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6395  -23.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3572  -23.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3557  -22.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0693  -22.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7846  -22.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0677  -21.1890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7815  -20.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8700  -23.2504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6782  -23.4207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0887  -22.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5329  -22.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9089  -22.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6467  -21.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9332  -20.7802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9351  -19.9552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2215  -19.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2234  -18.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5062  -19.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9372  -18.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9395  -17.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2255  -17.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5077  -17.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5089  -18.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6502  -18.7229    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
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
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  8 11  1  0
 12 13  2  0
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  1 16  1  0
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 20 22  2  0
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 24 25  1  0
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 26 20  1  0
 22 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289649

   (E)-1-(2-chlorophenyl)-N-[(E)-[2-[methoxy-(3-methyl-1,2-oxazol-5-yl)methyl]phenyl]methylideneamino]ethanimine

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: 381.86

Molecular Weight (Monoisotopic): 381.1244

AlogP: 5.22

#Rotatable Bonds: 6

Polar Surface Area: 59.98

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.39

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.43

Np Likeness Score: -1.21

References

1. KAI H, ICHIBA T, OHTSUKA T, TAKASE A, MASUKO M.  (2000)  Synthesis and Fungicidal Activities of (-Methoxybenzyl) isoxazoles,  25  (3): [10.1584/jpestics.25.240]

Source

Source(1):

• Scientific Literature