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

ID: ALA2272856

PubChem CID: 76323479

Max Phase: Preclinical

Molecular Formula: C18H19ClFNO2S

Molecular Weight: 367.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2c(sn1-c1cc(OC3CCCC3)c(Cl)cc1F)CCCC2

Standard InChI:  InChI=1S/C18H19ClFNO2S/c19-13-9-14(20)15(10-16(13)23-11-5-1-2-6-11)21-18(22)12-7-3-4-8-17(12)24-21/h9-11H,1-8H2

Standard InChI Key:  RJJNQTSISNCWOZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    0.3838  -14.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838  -15.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891  -15.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891  -14.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7944  -14.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7944  -15.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5725  -15.7888    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0535  -15.1269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5726  -14.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8251  -13.6878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697  -15.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2777  -15.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0941  -15.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5036  -15.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906  -14.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2755  -14.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3208  -15.1271    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.5024  -16.5443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8650  -13.7147    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3196  -16.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8042  -17.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5815  -16.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5819  -16.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8048  -15.8850    0.0000 C   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
 13 18  1  0
 16 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272856

   2-(4-Chloro-5-cyclopentyloxy-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: 367.87

Molecular Weight (Monoisotopic): 367.0809

AlogP: 4.89

#Rotatable Bonds: 3

Polar Surface Area: 31.23

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -0.83

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