N'1,N'4-bis(2-chlorobenzylidene)piperazine-1,4-bis(carbothiohydrazide)

ID: ALA2252242

PubChem CID: 76333623

Max Phase: Preclinical

Molecular Formula: C20H20Cl2N6S2

Molecular Weight: 479.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  S=C(N/N=C/c1ccccc1Cl)N1CCN(C(=S)N/N=C/c2ccccc2Cl)CC1

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

Standard InChI Key:  HZVFSONPIWNKOU-RNIAWFEPSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   21.8207  -21.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9952  -21.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5889  -22.3140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9952  -23.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8207  -23.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2315  -22.3140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0528  -22.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4665  -23.0241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4646  -21.6004    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.2879  -23.0230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6955  -22.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5168  -22.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9258  -23.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7464  -23.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1548  -22.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7408  -21.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9216  -21.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7676  -22.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3558  -21.6004    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.3539  -23.0241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5325  -23.0230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1249  -22.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3036  -22.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8966  -21.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0760  -21.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6656  -22.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0776  -23.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8968  -23.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3078  -20.8890    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.5093  -20.8940    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
 24 29  1  0
 17 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252242

   1-N,4-N-bis[(E)-(2-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: 11.58

CX Basic pKa: 2.07

CX LogP: 5.09

CX LogD: 5.09

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -1.22

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