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

ID: ALA2272693

PubChem CID: 76319832

Max Phase: Preclinical

Molecular Formula: C10H12Cl2N4O2

Molecular Weight: 254.68

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H11ClN4O2.ClH/c11-8-2-1-7(5-13-8)6-15-4-3-12-9(14-17)10(15)16;/h1-2,5,17H,3-4,6H2,(H,12,14);1H

Standard InChI Key:  GWNPAYUEKNUGNQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   19.7053   -5.4397    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.7515   -1.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3387   -1.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7416   -2.5631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5571   -2.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9681   -1.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5628   -1.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5215   -1.8507    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.7853   -1.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1926   -2.5695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7775   -3.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1813   -3.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9989   -3.9888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4109   -3.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0054   -2.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9603   -3.2721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7688   -4.6885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9516   -4.6839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  3  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 11 16  2  0
 12 17  2  0
 17 18  1  0
M  END

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: 254.68

Molecular Weight (Monoisotopic): 254.0571

AlogP: 0.45

#Rotatable Bonds: 2

Polar Surface Area: 77.82

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.92

CX Basic pKa: 0.90

CX LogP: 0.07

CX LogD: 0.07

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.46

Np Likeness Score: -1.21

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