1-[(6-Chloropyridin-3-yl)methyl]-3-thioxopiperazin-2-one

ID: ALA2272686

PubChem CID: 76330711

Max Phase: Preclinical

Molecular Formula: C10H10ClN3OS

Molecular Weight: 255.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(=S)NCCN1Cc1ccc(Cl)nc1

Standard InChI:  InChI=1S/C10H10ClN3OS/c11-8-2-1-7(5-13-8)6-14-4-3-12-9(16)10(14)15/h1-2,5H,3-4,6H2,(H,12,16)

Standard InChI Key:  GJAKTSADBJMNLR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   16.2946  -13.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8818  -14.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2847  -14.8004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1002  -14.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5112  -14.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1059  -13.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0646  -14.0879    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.3284  -14.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7357  -14.8067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3206  -15.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7244  -16.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5420  -16.2260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9540  -15.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5485  -14.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5034  -15.5093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3119  -16.9257    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
M  END

Alternative Forms

1. Parent:

   

   ALA2272686

   1-[(6-Chloropyridin-3-yl)methyl]-3-sulfanylidenepiperazin-2-one

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: 255.73

Molecular Weight (Monoisotopic): 255.0233

AlogP: 0.99

#Rotatable Bonds: 2

Polar Surface Area: 45.23

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.38

CX Basic pKa: 0.82

CX LogP: 0.84

CX LogD: 0.84

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.63

Np Likeness Score: -1.64

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