(E)-1-(4-chlorophenyl)ethanone O-2-(methoxy(3-methylisoxazol-5-yl)methyl)benzyl oxime

ID: ALA2289644

PubChem CID: 76334766

Max Phase: Preclinical

Molecular Formula: C21H21ClN2O3

Molecular Weight: 384.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(c1cc(C)no1)c1ccccc1CO/N=C(\C)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C21H21ClN2O3/c1-14-12-20(27-23-14)21(25-3)19-7-5-4-6-17(19)13-26-24-15(2)16-8-10-18(22)11-9-16/h4-12,21H,13H2,1-3H3/b24-15+

Standard InChI Key:  GRRBAEHQESFWFF-BUVRLJJBSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   28.5283  -16.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8109  -17.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8089  -17.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5230  -18.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2407  -17.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2392  -17.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9529  -16.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6681  -17.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9513  -15.8017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6649  -15.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7535  -17.8631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5617  -18.0334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9723  -17.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4164  -16.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7923  -17.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5302  -15.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8167  -15.3929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8186  -14.5679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1050  -14.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1069  -13.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3897  -14.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8207  -12.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8229  -12.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1089  -11.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3911  -12.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3924  -12.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1097  -10.8564    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
  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
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 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
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289644

   (E)-1-(4-chlorophenyl)-N-[[2-[methoxy-(3-methyl-1,2-oxazol-5-yl)methyl]phenyl]methoxy]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: 384.86

Molecular Weight (Monoisotopic): 384.1241

AlogP: 5.31

#Rotatable Bonds: 7

Polar Surface Area: 56.85

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.53

CX LogP: 4.32

CX LogD: 4.32

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.41

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