Ethyl[6-(propylsulfanyl)-1,3-benzothiazol-2-yl]carbamate

ID: ALA4291868

PubChem CID: 145987629

Max Phase: Preclinical

Molecular Formula: C13H16N2O2S2

Molecular Weight: 296.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCSc1ccc2nc(NC(=O)OCC)sc2c1

Standard InChI:  InChI=1S/C13H16N2O2S2/c1-3-7-18-9-5-6-10-11(8-9)19-12(14-10)15-13(16)17-4-2/h5-6,8H,3-4,7H2,1-2H3,(H,14,15,16)

Standard InChI Key:  GZOZHSFGCWPKDB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   16.6784   -7.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2657   -8.6960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4998   -7.9841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9641   -9.3612    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.4444   -8.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9641   -8.0307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1828   -8.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1828   -9.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4709   -7.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7591   -8.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7591   -9.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4709   -9.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0472   -9.5173    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3354   -9.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6236   -9.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9117   -9.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2657   -7.2723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6784   -6.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2657   -5.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  4  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  8 12  2  0
  7  9  2  0
 14 15  1  0
 15 16  1  0
 13 14  1  0
 11 13  1  0
  2  5  1  0
  1 17  1  0
 17 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4291868

   ---

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: 296.42

Molecular Weight (Monoisotopic): 296.0653

AlogP: 4.37

#Rotatable Bonds: 5

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.10

CX Basic pKa: 1.11

CX LogP: 4.42

CX LogD: 4.42

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.83

Np Likeness Score: -2.52

References

1. Videnović M, Mojsin M, Stevanović M, Opsenica I, Srdić-Rajić T, Šolaja B..  (2018)  Benzothiazole carbamates and amides as antiproliferative species.,  157  [PMID:30179747] [10.1016/j.ejmech.2018.08.067]

Source

Source(1):

• Scientific Literature