Azepane-1-carbothioic acid (1-pyrimidin-4-yl-ethylidene)-hydrazide

ID: ALA112791

PubChem CID: 9579567

Max Phase: Preclinical

Molecular Formula: C13H19N5S

Molecular Weight: 277.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=N\N=C(/S)N1CCCCCC1)c1ccncn1

Standard InChI:  InChI=1S/C13H19N5S/c1-11(12-6-7-14-10-15-12)16-17-13(19)18-8-4-2-3-5-9-18/h6-7,10H,2-5,8-9H2,1H3,(H,17,19)/b16-11+

Standard InChI Key:  PQSAZDRXJQKRLZ-LFIBNONCSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    1.9500   -1.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -1.7792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9125   -1.4792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -1.7792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042   -0.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9500   -0.8792    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875   -0.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1333   -0.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6500    0.0208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6500   -0.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -2.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9000   -1.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1333    0.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -0.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4875   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -2.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -2.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   -2.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  4  1  0
  4  1  2  0
  5  3  2  0
  6  1  1  0
  7  5  1  0
  8  7  2  0
  9 14  1  0
 10  8  1  0
 11  7  1  0
 12  2  1  0
 13  2  1  0
 14 11  2  0
 15  5  1  0
 16 13  1  0
 17 12  1  0
 18 17  1  0
 19 16  1  0
 19 18  1  0
 10  9  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA112791

   N-[(E)-1-pyrimidin-4-ylethylideneamino]azepane-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: 277.40

Molecular Weight (Monoisotopic): 277.1361

AlogP: 2.36

#Rotatable Bonds: 2

Polar Surface Area: 53.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.71

CX Basic pKa: 3.23

CX LogP: 1.91

CX LogD: 1.27

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.39

Np Likeness Score: -1.01

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]

Source

Source(1):

• Scientific Literature