2-Cyano-3-[4-(2,2-dicyano-vinyl)-piperazin-1-yl]-acrylonitrile

ID: ALA56737

PubChem CID: 44299322

Max Phase: Preclinical

Molecular Formula: C12H10N6

Molecular Weight: 238.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC(C#N)=CN1CCN(C=C(C#N)C#N)CC1

Standard InChI:  InChI=1S/C12H10N6/c13-5-11(6-14)9-17-1-2-18(4-3-17)10-12(7-15)8-16/h9-10H,1-4H2

Standard InChI Key:  WEPGXQYXQQXWNO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    2.6417   -3.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7667   -3.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3542   -2.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0542   -2.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792   -2.8625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292   -2.8625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125   -3.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0542   -4.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6000   -3.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3542   -4.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9875   -3.5750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4667   -5.0042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4250   -3.5750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417   -5.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -3.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2917   -3.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2917   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  6  1  0
  4  1  2  0
  5  4  1  0
  6 17  1  0
  7  1  1  0
  8  1  1  0
  9  2  1  0
 10  2  1  0
 11  7  3  0
 12  8  3  0
 13  9  3  0
 14 10  3  0
 15 16  1  0
 16  5  1  0
 17 18  1  0
 18  5  1  0
  6 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA56737

   2-[[4-(2,2-Dicyanoethenyl)piperazin-1-yl]methylidene]propanedinitrile

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: 238.25

Molecular Weight (Monoisotopic): 238.0967

AlogP: 0.47

#Rotatable Bonds: 2

Polar Surface Area: 101.64

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.03

CX LogD: -0.03

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.65

Np Likeness Score: -0.64

References

1. Tewari S, Chauhan P, Bhaduri A, Singh S, Fatma N, Chatterjee R, Srivastava V.  (1997)  1,1-Dicyano-2-substituted ethylenes: A new class of glucose uptake inhibitors in antifilarial chemotherapy,  7  (14): [10.1016/S0960-894X(97)00322-3]

Source

Source(1):

• Scientific Literature