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

ID: ALA2272863

PubChem CID: 76316113

Max Phase: Preclinical

Molecular Formula: C13H11BrFNOS

Molecular Weight: 328.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2c(sn1-c1ccc(Br)cc1F)CCCC2

Standard InChI:  InChI=1S/C13H11BrFNOS/c14-8-5-6-11(10(15)7-8)16-13(17)9-3-1-2-4-12(9)18-16/h5-7H,1-4H2

Standard InChI Key:  XEEGJICWUNTRGQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    8.0068   -6.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0068   -7.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7121   -7.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7121   -6.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4174   -6.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4173   -7.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1955   -7.6788    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.6765   -7.0169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1956   -6.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4481   -5.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4927   -7.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9007   -7.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7171   -7.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1266   -7.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7136   -6.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8985   -6.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4880   -5.6047    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.9437   -7.0171    0.0000 Br  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
M  END

Alternative Forms

1. Parent:

   

   ALA2272863

   2-(4-Bromo-2-fluorophenyl)-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: 328.21

Molecular Weight (Monoisotopic): 326.9729

AlogP: 3.68

#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: 3.98

CX LogD: 3.98

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.78

Np Likeness Score: -1.34

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