5-((2-(4-chlorostyryl)phenyl)(methoxy)methyl)-3-methylisoxazole

ID: ALA2289641

PubChem CID: 76320320

Max Phase: Preclinical

Molecular Formula: C20H18ClNO2

Molecular Weight: 339.82

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H18ClNO2/c1-14-13-19(24-22-14)20(23-2)18-6-4-3-5-16(18)10-7-15-8-11-17(21)12-9-15/h3-13,20H,1-2H3/b10-7+

Standard InChI Key:  OVBUJNNFMICYNX-JXMROGBWSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    8.0492  -13.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3317  -14.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3298  -14.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0439  -15.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7616  -14.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7600  -14.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4737  -13.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1889  -14.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4721  -12.8474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1858  -12.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2744  -14.9088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0826  -15.0791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4931  -14.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9373  -13.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3132  -14.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0511  -12.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3376  -12.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3395  -11.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0571  -11.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0593  -10.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3452   -9.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6274  -10.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6288  -11.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3460   -9.1429    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  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289641

   5-[[2-[(E)-2-(4-chlorophenyl)ethenyl]phenyl]-methoxymethyl]-3-methyl-1,2-oxazole

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: 339.82

Molecular Weight (Monoisotopic): 339.1026

AlogP: 5.54

#Rotatable Bonds: 5

Polar Surface Area: 35.26

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.39

CX LogP: 4.99

CX LogD: 4.99

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: -0.67

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