2-(methoxy(3-methylisoxazol-5-yl)methyl)benzaldehyde O-1-(4-chlorophenyl)ethyl oxime

ID: ALA2289646

PubChem CID: 76320321

Max Phase: Preclinical

Molecular Formula: C21H21ClN2O3

Molecular Weight: 384.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(c1cc(C)no1)c1ccccc1/C=N/OC(C)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C21H21ClN2O3/c1-14-12-20(27-24-14)21(25-3)19-7-5-4-6-17(19)13-23-26-15(2)16-8-10-18(22)11-9-16/h4-13,15,21H,1-3H3/b23-13+

Standard InChI Key:  XEOUFGALJLJANO-YDZHTSKRSA-N

Molfile:  

     RDKit          2D

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    0.4194  -20.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4173  -21.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315  -22.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8492  -21.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8477  -20.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5613  -20.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2766  -20.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5597  -19.6474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2733  -19.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3620  -21.7087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1701  -21.8790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5807  -21.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0248  -20.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4007  -21.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387  -19.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251  -19.2385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4270  -18.4135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2903  -17.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0064  -18.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292  -16.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4314  -15.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2840  -15.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0079  -15.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0009  -16.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848  -14.7021    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
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  7  8  1  0
  7  9  1  0
  9 10  1  0
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  8 11  1  0
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  1 16  1  0
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 20 22  2  0
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 26 20  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289646

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

Molecular Weight (Monoisotopic): 384.1241

AlogP: 5.48

#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: 2.64

CX LogP: 4.89

CX LogD: 4.89

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.40

Np Likeness Score: -1.07

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