N'1,N'4-bis(4-chlorobenzylidene)piperazine-1,4-bis(carbothiohydrazide)

ID: ALA2252244

PubChem CID: 76329989

Max Phase: Preclinical

Molecular Formula: C20H20Cl2N6S2

Molecular Weight: 479.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  S=C(N/N=C/c1ccc(Cl)cc1)N1CCN(C(=S)N/N=C/c2ccc(Cl)cc2)CC1

Standard InChI:  InChI=1S/C20H20Cl2N6S2/c21-17-5-1-15(2-6-17)13-23-25-19(29)27-9-11-28(12-10-27)20(30)26-24-14-16-3-7-18(22)8-4-16/h1-8,13-14H,9-12H2,(H,25,29)(H,26,30)/b23-13+,24-14+

Standard InChI Key:  RWJZIYYVEVGXEI-RNIAWFEPSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   25.1266   -2.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3011   -2.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8948   -2.9614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3011   -3.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1266   -3.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5374   -2.9614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3587   -2.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7724   -3.6715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7705   -2.2479    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.5938   -3.6704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0014   -2.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8227   -2.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2317   -3.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0523   -3.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4607   -2.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0467   -2.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2275   -2.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0735   -2.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6617   -2.2479    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.6598   -3.6715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8384   -3.6704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4308   -2.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6095   -2.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2025   -2.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3819   -2.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9715   -2.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3835   -3.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2027   -3.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1543   -2.9529    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.2779   -2.9541    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  3 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
 15 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252244

   1-N,4-N-bis[(E)-(4-chlorophenyl)methylideneamino]piperazine-1,4-dicarbothioamide

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: 479.46

Molecular Weight (Monoisotopic): 478.0568

AlogP: 3.73

#Rotatable Bonds: 4

Polar Surface Area: 55.26

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.59

CX Basic pKa: 2.43

CX LogP: 5.09

CX LogD: 5.09

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -1.15

References

1. Chandra R, Pandey OP, Sengupta SK..  (2005)  Organophosphorus derivatives containing piperazine dithiosemicarbazones as chemotherapeutants against fungal pathogens of sugarcane.,  53  (6): [PMID:15769154] [10.1021/jf040134m]

Source

Source(1):

• Scientific Literature