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

ID: ALA2272859

PubChem CID: 76327043

Max Phase: Preclinical

Molecular Formula: C14H11ClF3NOS

Molecular Weight: 333.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2c(sn1-c1ccc(C(F)(F)F)cc1Cl)CCCC2

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

Standard InChI Key:  DHHXUPAECPUDGT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    0.3054  -10.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3054  -11.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0107  -11.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0107  -10.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7160  -10.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159  -11.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4941  -11.6121    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9751  -10.9501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4942  -10.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7467   -9.5110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7913  -10.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1993  -11.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0157  -11.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4251  -10.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0122  -10.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1971  -10.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7866   -9.5379    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2423  -10.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6519  -11.6575    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6500  -10.2421    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0576  -10.9495    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
 18 19  1  0
 18 20  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272859

   2-[2-Chloro-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: 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: -1.48

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