2-(4-chlorobenzylsulfinyl)-N-(4-chlorophenyl)cyclohex-1-enecarboxamide

ID: ALA2272855

PubChem CID: 76316112

Max Phase: Preclinical

Molecular Formula: C20H19Cl2NO2S

Molecular Weight: 408.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)cc1)C1=C([S+]([O-])Cc2ccc(Cl)cc2)CCCC1

Standard InChI:  InChI=1S/C20H19Cl2NO2S/c21-15-7-5-14(6-8-15)13-26(25)19-4-2-1-3-18(19)20(24)23-17-11-9-16(22)10-12-17/h5-12H,1-4,13H2,(H,23,24)

Standard InChI Key:  HHMWBEITGMYPCU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   11.9105   -9.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9067   -9.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1882   -8.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4735   -9.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4773   -9.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1958  -10.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7589  -10.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0392   -9.9059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3208  -10.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7603  -11.1502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6044   -9.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8865  -10.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8875  -11.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6123  -11.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3272  -11.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1696  -11.5689    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.7531   -8.6605    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7505   -7.8302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0354   -9.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3150   -8.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3154   -7.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5959   -7.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8771   -7.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8825   -8.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6025   -9.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1563   -7.4294    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  9  1  0
 13 16  1  0
  4 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
M  CHG  2  17   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2272855

   N-(4-chlorophenyl)-2-[(4-chlorophenyl)methylsulfinyl]cyclohexene-1-carboxamide

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: 408.35

Molecular Weight (Monoisotopic): 407.0514

AlogP: 5.71

#Rotatable Bonds: 5

Polar Surface Area: 52.16

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -0.73

References

1. MIYAMOTO Y, IKEDA Y, WAKABAYASHI K.  (2003)  Synthesis and Phytotoxic Activities of N-Substituted Phenyl Isothiazolone Derivatives,  28  (3): [10.1584/jpestics.28.293]

Source

Source(1):

• Scientific Literature