ID: ALA113086

Max Phase: Preclinical

Molecular Formula: C8H11N5S

Molecular Weight: 209.28

Molecule Type: Small molecule

Representations

Synonyms (1): 2-Acetylpyrazinen(4)-Methylthiosemicarbazone
Synonyms from Alternative Forms(1):

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

Standard InChI:  InChI=1S/C8H11N5S/c1-6(12-13-8(14)9-2)7-5-10-3-4-11-7/h3-5H,1-2H3,(H2,9,13,14)/b12-6+

Standard InChI Key:  GLPQYBREVOHZTO-WUXMJOGZSA-N

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

Properties

Molecular Weight: 209.28

Molecular Weight (Monoisotopic): 209.0735

AlogP: 0.71

#Rotatable Bonds: 2

Polar Surface Area: 62.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.52

CX Basic pKa: 4.56

CX LogP: 0.17

CX LogD: -0.47

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.33

Np Likeness Score: -1.58

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. Li MX, Chen CL, Ling CS, Zhou J, Ji BS, Wu YJ, Niu JY..  (2009)  Cytotoxicity and structure-activity relationships of four alpha-N-heterocyclic thiosemicarbazone derivatives crystal structure of 2-acetylpyrazine thiosemicarbazone.,  19  (10): [PMID:19369075] [10.1016/j.bmcl.2009.03.135]

3. Zeglis BM, Divilov V, Lewis JS..  (2011)  Role of metalation in the topoisomerase IIα inhibition and antiproliferation activity of a series of α-heterocyclic-N4-substituted thiosemicarbazones and their Cu(II) complexes.,  54  (7): [PMID:21391686] [10.1021/jm101532u]

Source

Source(1):

• Scientific Literature