7-Methyl-2-phenethylbenzo[d]isothiazol-3(2H)-one

ID: ALA4545305

PubChem CID: 155552993

Max Phase: Preclinical

Molecular Formula: C16H15NOS

Molecular Weight: 269.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc2c(=O)n(CCc3ccccc3)sc12

Standard InChI:  InChI=1S/C16H15NOS/c1-12-6-5-9-14-15(12)19-17(16(14)18)11-10-13-7-3-2-4-8-13/h2-9H,10-11H2,1H3

Standard InChI Key:  JJLYDQUDKLCZMC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   12.7847  -22.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7836  -23.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4916  -23.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4898  -22.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1985  -22.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1987  -23.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9817  -23.8313    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.4654  -23.1651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9813  -22.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2336  -21.7221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2826  -23.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6909  -22.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5081  -22.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9145  -23.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7310  -23.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1401  -22.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7269  -21.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9118  -21.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4919  -24.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  9 10  2  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  3 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4545305

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 269.37

Molecular Weight (Monoisotopic): 269.0874

AlogP: 3.61

#Rotatable Bonds: 3

Polar Surface Area: 22.00

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.11

CX LogD: 4.11

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: -0.79

References

1. Castelli R, Scalvini L, Vacondio F, Lodola A, Anselmi M, Vezzosi S, Carmi C, Bassi M, Ferlenghi F, Rivara S, Møller IR, Rand KD, Daglian J, Wei D, Dotsey EY, Ahmed F, Jung KM, Stella N, Singh S, Mor M, Piomelli D..  (2020)  Benzisothiazolinone Derivatives as Potent Allosteric Monoacylglycerol Lipase Inhibitors That Functionally Mimic Sulfenylation of Regulatory Cysteines.,  63  (3): [PMID:31714779] [10.1021/acs.jmedchem.9b01679]

Source

Source(1):

• Scientific Literature