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

ID: ALA2289648

PubChem CID: 76327508

Max Phase: Preclinical

Molecular Formula: C21H21N3O2

Molecular Weight: 347.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H21N3O2/c1-15-13-20(26-24-15)21(25-3)19-12-8-7-11-18(19)14-22-23-16(2)17-9-5-4-6-10-17/h4-14,21H,1-3H3/b22-14+,23-16+

Standard InChI Key:  UNTXOTQGYZOLPB-SUMSNFAJSA-N

Molfile:  

     RDKit          2D

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   14.2692  -22.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2672  -23.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9814  -23.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6991  -23.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6975  -22.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4112  -22.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1265  -22.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4096  -21.3599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1233  -20.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2119  -23.4213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0200  -23.5916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4306  -22.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8747  -22.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2506  -22.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9885  -21.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2750  -20.9511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2769  -20.1261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5634  -19.7120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5653  -18.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8480  -20.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2790  -18.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2813  -17.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5672  -17.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8494  -17.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8507  -18.4777    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
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  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 11 12  1  0
  8 11  1  0
 12 13  2  0
 13 14  1  0
 14  8  2  0
 13 15  1  0
  1 16  1  0
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 19 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289648

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

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: 347.42

Molecular Weight (Monoisotopic): 347.1634

AlogP: 4.56

#Rotatable Bonds: 6

Polar Surface Area: 59.98

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.39

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -1.02

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