(1,1,3-trioxo-1,2-benzothiazol-2-yl)methyl 2-chlorobenzoate

ID: ALA4856971

PubChem CID: 10405720

Max Phase: Preclinical

Molecular Formula: C15H10ClNO5S

Molecular Weight: 351.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(OCN1C(=O)c2ccccc2S1(=O)=O)c1ccccc1Cl

Standard InChI:  InChI=1S/C15H10ClNO5S/c16-12-7-3-1-5-10(12)15(19)22-9-17-14(18)11-6-2-4-8-13(11)23(17,20)21/h1-8H,9H2

Standard InChI Key:  SVFQFTUMOZPJGL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    4.7628  -12.6665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850  -12.0887    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9735  -12.8780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9838  -11.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9826  -11.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6907  -12.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6889  -10.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3975  -11.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4023  -11.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6667  -11.4202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1789  -10.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4269   -9.9785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4839  -11.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8960  -12.1219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7132  -12.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1252  -12.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1183  -11.4081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7159  -13.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1273  -14.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9454  -14.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3503  -13.5187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9365  -12.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3389  -12.1052    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9  2  1  0
  2 10  1  0
 10 11  1  0
 11  8  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4856971

   (1,1,3-Trioxo-1,2-benzothiazol-2-yl)methyl 2-chlorobenzoate

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: 351.77

Molecular Weight (Monoisotopic): 350.9968

AlogP: 2.30

#Rotatable Bonds: 3

Polar Surface Area: 80.75

Molecular Species: ┄

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.19

CX LogD: 3.19

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -1.44

References

1. Parsons WH, Rutland NT, Crainic JA, Cardozo JM, Chow AS, Andrews CL, Sheehan BK..  (2021)  Development of succinimide-based inhibitors for the mitochondrial rhomboid protease PARL.,  49  [PMID:34311087] [10.1016/j.bmcl.2021.128290]

Source

Source(1):

• Scientific Literature