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

ID: ALA221062

Cas Number: 85748-56-7

PubChem CID: 9579563

Max Phase: Preclinical

Molecular Formula: C11H15N5S

Molecular Weight: 249.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=N\NC(=S)N1CCCC1)c1cnccn1

Standard InChI:  InChI=1S/C11H15N5S/c1-9(10-8-12-4-5-13-10)14-15-11(17)16-6-2-3-7-16/h4-5,8H,2-3,6-7H2,1H3,(H,15,17)/b14-9+

Standard InChI Key:  VYYCUPFQSXZZSA-NTEUORMPSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    5.1527   -2.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1516   -2.8732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8664   -3.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5828   -2.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5800   -2.0422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8646   -1.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2980   -3.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2992   -4.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0118   -2.8704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7269   -3.2818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4407   -2.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1558   -3.2796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4394   -2.0432    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.2390   -4.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0463   -4.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4577   -3.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9046   -2.9415    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
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA221062

   N-[(E)-1-pyrazin-2-ylethylideneamino]pyrrolidine-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: 249.34

Molecular Weight (Monoisotopic): 249.1048

AlogP: 1.17

#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: 0.31

CX LogD: 0.31

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.48

Np Likeness Score: -1.96

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