isopropyl 2-chloro-5-(3-oxo-4,5,6,7-tetrahydrobenzo[d]isothiazol-2(3H)-yl)benzoate

ID: ALA2272858

PubChem CID: 76327042

Max Phase: Preclinical

Molecular Formula: C17H18ClNO3S

Molecular Weight: 351.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)OC(=O)c1cc(-n2sc3c(c2=O)CCCC3)ccc1Cl

Standard InChI:  InChI=1S/C17H18ClNO3S/c1-10(2)22-17(21)13-9-11(7-8-14(13)18)19-16(20)12-5-3-4-6-15(12)23-19/h7-10H,3-6H2,1-2H3

Standard InChI Key:  MGZUNFFRAHNOGD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.2008  -11.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9061  -11.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9061   -9.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6114  -10.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6113  -11.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3895  -11.4016    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.8705  -10.7396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3895  -10.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6421   -9.3005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6867  -10.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947  -11.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9111  -11.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3205  -10.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9076  -10.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0925  -10.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1377  -10.7399    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.3194  -12.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9104  -12.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1366  -12.1575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5448  -12.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1359  -13.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3620  -12.8658    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
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272858

   Propan-2-yl 2-chloro-5-(3-oxo-4,5,6,7-tetrahydro-1,2-benzothiazol-2-yl)benzoate

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: 351.86

Molecular Weight (Monoisotopic): 351.0696

AlogP: 4.00

#Rotatable Bonds: 3

Polar Surface Area: 48.30

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -1.35

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