3-oxo-1,3-diphenylpropyl pyrrolidine-1-carbodithioate

ID: ALA2017161

PubChem CID: 11717366

Max Phase: Preclinical

Molecular Formula: C20H21NOS2

Molecular Weight: 355.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CC(SC(=S)N1CCCC1)c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C20H21NOS2/c22-18(16-9-3-1-4-10-16)15-19(17-11-5-2-6-12-17)24-20(23)21-13-7-8-14-21/h1-6,9-12,19H,7-8,13-15H2

Standard InChI Key:  BVDHRWFXTFFLGS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   17.5069   -3.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5057   -4.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2206   -4.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9370   -4.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9341   -3.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2188   -2.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6521   -4.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6534   -5.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3659   -4.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0811   -4.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7949   -4.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5087   -4.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2220   -4.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2212   -3.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5010   -2.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7906   -3.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0824   -5.2527    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.7975   -5.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7988   -6.4890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5113   -5.2504    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.1357   -6.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3919   -7.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2170   -7.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4705   -6.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
  4  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  2  0
 16 11  1  0
  7  8  2  0
 10 17  1  0
 17 18  1  0
  7  9  1  0
 18 19  1  0
  4  5  1  0
 18 20  2  0
 19 21  1  0
  9 10  1  0
  2  3  1  0
 10 11  1  0
  5  6  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2017161

   (3-Oxo-1,3-diphenylpropyl) pyrrolidine-1-carbodithioate

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: 355.53

Molecular Weight (Monoisotopic): 355.1065

AlogP: 5.11

#Rotatable Bonds: 5

Polar Surface Area: 20.31

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.13

CX LogD: 5.13

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.55

Np Likeness Score: -0.72

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