Piperidine-1-carbothioic acid (1-pyrazin-2-yl-ethylidene)-hydrazide

ID: ALA374548

PubChem CID: 9579564

Max Phase: Preclinical

Molecular Formula: C12H17N5S

Molecular Weight: 263.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=N\NC(=S)N1CCCCC1)c1cnccn1

Standard InChI:  InChI=1S/C12H17N5S/c1-10(11-9-13-5-6-14-11)15-16-12(18)17-7-3-2-4-8-17/h5-6,9H,2-4,7-8H2,1H3,(H,16,18)/b15-10+

Standard InChI Key:  IHPHTDJAZKAECG-XNTDXEJSSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.9345   -6.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9356   -7.2308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2209   -7.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045   -7.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5073   -6.3999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -5.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7894   -7.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7882   -8.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0757   -7.2281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6393   -7.6394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3531   -7.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0681   -7.6371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3518   -6.4009    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0656   -8.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7765   -8.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4928   -8.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935   -7.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7779   -7.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  9  2  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
 10 11  1  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 11 13  2  0
 12 14  1  0
  1  2  2  0
  4  7  1  0
  3  4  2  0
  7  8  1  0
 12 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA374548

   N-[(E)-1-pyrazin-2-ylethylideneamino]piperidine-1-carbothioamide

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: 263.37

Molecular Weight (Monoisotopic): 263.1205

AlogP: 1.56

#Rotatable Bonds: 2

Polar Surface Area: 53.41

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.78

CX Basic pKa: 0.04

CX LogP: 0.76

CX LogD: 0.76

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.50

Np Likeness Score: -1.87

References

1. Easmon J, Heinisch G, Holzer W, Rosenwirth B..  (1992)  Novel thiosemicarbazones derived from formyl- and acyldiazines: synthesis, effects on cell proliferation, and synergism with antiviral agents.,  35  (17): [PMID:1354751] [10.1021/jm00095a027]

2. Kowol CR, Berger R, Eichinger R, Roller A, Jakupec MA, Schmidt PP, Arion VB, Keppler BK..  (2007)  Gallium(III) and iron(III) complexes of alpha-N-heterocyclic thiosemicarbazones: synthesis, characterization, cytotoxicity, and interaction with ribonucleotide reductase.,  50  (6): [PMID:17315858] [10.1021/jm0612618]

Source

Source(1):

• Scientific Literature