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

ID: ALA2272865

PubChem CID: 76308915

Max Phase: Preclinical

Molecular Formula: C14H12F3NOS

Molecular Weight: 299.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2c(sn1-c1ccc(C(F)(F)F)cc1)CCCC2

Standard InChI:  InChI=1S/C14H12F3NOS/c15-14(16,17)9-5-7-10(8-6-9)18-13(19)11-3-1-2-4-12(11)20-18/h5-8H,1-4H2

Standard InChI Key:  PEANAPFEFYQHEH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    8.1100   -1.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1100   -2.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8153   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8153   -1.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5206   -1.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5205   -2.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2987   -2.9284    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.7797   -2.2664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2987   -1.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5513   -0.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5959   -2.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0039   -2.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8203   -2.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2297   -2.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8168   -1.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0017   -1.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0469   -2.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4565   -2.9738    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.4546   -1.5584    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.8622   -2.2658    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
 14 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272865

   2-[4-(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: 299.32

Molecular Weight (Monoisotopic): 299.0592

AlogP: 3.80

#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: 3.94

CX LogD: 3.94

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -1.26

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