2-(4-chloro-2-(trifluoromethyl)phenyl)-4,5,6,7-tetrahydrobenzo[d]isothiazol-3(2H)-one

ID: ALA2272860

PubChem CID: 76330718

Max Phase: Preclinical

Molecular Formula: C14H11ClF3NOS

Molecular Weight: 333.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2c(sn1-c1ccc(Cl)cc1C(F)(F)F)CCCC2

Standard InChI:  InChI=1S/C14H11ClF3NOS/c15-8-5-6-11(10(7-8)14(16,17)18)19-13(20)9-3-1-2-4-12(9)21-19/h5-7H,1-4H2

Standard InChI Key:  VEISPIBIYASXDP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   15.6835   -6.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6835   -7.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3887   -7.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3887   -5.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0940   -6.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0940   -7.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8721   -7.2991    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.3532   -6.6371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8722   -5.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1248   -5.1981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1694   -6.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5774   -7.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3938   -7.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8032   -6.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3902   -5.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5751   -5.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1646   -5.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6204   -6.6374    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.7405   -4.6390    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.5808   -4.6390    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.1586   -4.4038    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  9 10  2  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  8 11  1  0
 16 17  1  0
 14 18  1  0
 17 19  1  0
 17 20  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272860

   2-[4-Chloro-2-(trifluoromethyl)phenyl]-4,5,6,7-tetrahydro-1,2-benzothiazol-3-one

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: 333.76

Molecular Weight (Monoisotopic): 333.0202

AlogP: 4.45

#Rotatable Bonds: 1

Polar Surface Area: 22.00

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.55

CX LogD: 4.55

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.76

Np Likeness Score: -1.38

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