N-{4-[(6-Chloropyridin-3-yl)methyl]-3-oxopiperazin-2-ylidene}-1,1,1-trifluoromethanesulfonamide

ID: ALA2272691

PubChem CID: 10970705

Max Phase: Preclinical

Molecular Formula: C11H10ClF3N4O3S

Molecular Weight: 370.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1/C(=N\S(=O)(=O)C(F)(F)F)NCCN1Cc1ccc(Cl)nc1

Standard InChI:  InChI=1S/C11H10ClF3N4O3S/c12-8-2-1-7(5-17-8)6-19-4-3-16-9(10(19)20)18-23(21,22)11(13,14)15/h1-2,5H,3-4,6H2,(H,16,18)

Standard InChI Key:  FJGCLDWOAOIAEJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   10.0409   -9.9379    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0455   -9.1207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3355   -9.5254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8408   -6.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4280   -7.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8309   -7.8171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6465   -7.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0574   -7.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6522   -6.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6108   -7.1047    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.8746   -7.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2819   -7.8234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8668   -8.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2707   -9.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0882   -9.2427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5002   -8.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947   -7.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0496   -8.5261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8581   -9.9425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6284  -10.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8112  -10.6388    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.0330  -11.3533    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2120  -11.3458    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  5 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 13 18  2  0
 14 19  2  0
 19  1  1  0
  1 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272691

   N-[1-[(6-chloropyridin-3-yl)methyl]-6-oxo-2,3-dihydropyrazin-5-yl]-1,1,1-trifluoromethanesulfonamide

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: 370.74

Molecular Weight (Monoisotopic): 370.0114

AlogP: 0.91

#Rotatable Bonds: 3

Polar Surface Area: 91.73

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.82

CX LogP: 1.22

CX LogD: 1.22

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -1.30

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