3-oxo-1,3-diphenylpropyl benzo[d]thiazol-2-ylcarbamodithioate

ID: ALA2017164

PubChem CID: 60150709

Max Phase: Preclinical

Molecular Formula: C23H18N2OS3

Molecular Weight: 434.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CC(SC(=S)Nc1nc2ccccc2s1)c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C23H18N2OS3/c26-19(16-9-3-1-4-10-16)15-21(17-11-5-2-6-12-17)29-23(27)25-22-24-18-13-7-8-14-20(18)28-22/h1-14,21H,15H2,(H,24,25,27)

Standard InChI Key:  LEOOEXNXJSPKFF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   15.4289  -11.9343    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.6428  -12.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6322  -13.0056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4153  -13.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9076  -12.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7436  -14.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5608  -14.1194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0531  -13.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7282  -12.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6361   -8.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6349   -9.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3497   -9.7110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0662   -9.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0633   -8.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3479   -8.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7813   -9.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7826  -10.5341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4951   -9.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2102   -9.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9240   -9.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6379   -9.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3512   -9.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3503   -8.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6302   -8.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9198   -8.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2115  -10.5318    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.9266  -10.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9279  -11.7682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6405  -10.5296    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
 14 15  2  0
 15 10  1  0
  6  7  1  0
 13 16  1  0
  7  8  2  0
 16 17  2  0
  8  9  1  0
 16 18  1  0
  5  9  2  0
 18 19  1  0
  4  6  2  0
 19 20  1  0
 20 21  2  0
  1  2  1  0
 21 22  1  0
 10 11  2  0
 22 23  2  0
  2  3  2  0
 23 24  1  0
 11 12  1  0
 24 25  2  0
 25 20  1  0
  3  4  1  0
 19 26  1  0
 12 13  2  0
 26 27  1  0
  4  5  1  0
 27 28  1  0
 13 14  1  0
 27 29  2  0
 28  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2017164

   (3-oxo-1,3-diphenylpropyl) N-(1,3-benzothiazol-2-yl)carbamodithioate

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: 434.61

Molecular Weight (Monoisotopic): 434.0581

AlogP: 6.74

#Rotatable Bonds: 6

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.05

CX Basic pKa: 1.44

CX LogP: 7.35

CX LogD: 7.26

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.27

Np Likeness Score: -1.31

References

1. Bacharaju K, Jambula SR, Sivan S, Jyostnatangeda S, Manga V..  (2012)  Design, synthesis, molecular docking and biological evaluation of new dithiocarbamates substituted benzimidazole and chalcones as possible chemotherapeutic agents.,  22  (9): [PMID:22460028] [10.1016/j.bmcl.2012.03.018]

Source

Source(1):

• Scientific Literature