1-[(6-Chloropyridin-3-yl)methyl]piperazine-2,3-dione 3-Thiosemicarbazone

ID: ALA2272692

PubChem CID: 11130785

Max Phase: Preclinical

Molecular Formula: C11H13ClN6OS

Molecular Weight: 312.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=S)N/N=C1/NCCN(Cc2ccc(Cl)nc2)C1=O

Standard InChI:  InChI=1S/C11H13ClN6OS/c12-8-2-1-7(5-15-8)6-18-4-3-14-9(10(18)19)16-17-11(13)20/h1-2,5H,3-4,6H2,(H,14,16)(H3,13,17,20)

Standard InChI Key:  OASMCRWETNVZGJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    2.9265   -6.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5137   -7.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9166   -8.0936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7321   -8.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1431   -7.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7378   -6.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6965   -7.3812    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9603   -7.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3676   -8.1000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9525   -8.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3563   -9.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1739   -9.5193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5859   -8.8124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1804   -8.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1353   -8.8026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9438  -10.2190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1266  -10.2144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7141  -10.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8969  -10.9153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187  -11.6298    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 10 15  2  0
 11 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272692

   [[1-[(6-Chloropyridin-3-yl)methyl]-6-oxo-2,3-dihydropyrazin-5-yl]amino]thiourea

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: 312.79

Molecular Weight (Monoisotopic): 312.0560

AlogP: -0.19

#Rotatable Bonds: 3

Polar Surface Area: 95.64

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.05

CX Basic pKa: 0.83

CX LogP: 0.04

CX LogD: 0.04

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.41

Np Likeness Score: -1.75

References

1. Samaritoni JG, Demeter DA, Gifford JM, Watson GB, Kempe MS, Bruce TJ..  (2003)  Dihydropiperazine neonicotinoid compounds. Synthesis and insecticidal activity.,  51  (10): [PMID:12720388] [10.1021/jf021185r]

Source

Source(1):

• Scientific Literature