N-(2-Chlorothiazol-5-yl)methyl-5,6-dihydro-4-methyl-2-cyanoiminopiperazin-3-one

ID: ALA2272685

PubChem CID: 10913029

Max Phase: Preclinical

Molecular Formula: C10H10ClN5OS

Molecular Weight: 283.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(Cc2cnc(Cl)s2)/C(=N\C#N)C1=O

Standard InChI:  InChI=1S/C10H10ClN5OS/c1-15-2-3-16(8(9(15)17)14-6-12)5-7-4-13-10(11)18-7/h4H,2-3,5H2,1H3/b14-8-

Standard InChI Key:  VBRKFTSGUXSHIC-ZSOIEALJSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   19.6993  -17.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8821  -17.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4757  -18.6696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8821  -19.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6993  -19.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1101  -18.6696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9273  -18.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1071  -20.0861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4725  -20.0851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6553  -20.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8416  -20.0838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6585  -18.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2512  -17.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4890  -17.1818    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.8213  -16.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1669  -17.2002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4303  -17.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8099  -15.8936    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  4  9  2  0
  9 10  1  0
 10 11  3  0
  3 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  2  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272685

   [1-[(2-Chloro-1,3-thiazol-5-yl)methyl]-4-methyl-3-oxopiperazin-2-ylidene]cyanamide

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: 283.74

Molecular Weight (Monoisotopic): 283.0295

AlogP: 0.95

#Rotatable Bonds: 2

Polar Surface Area: 72.59

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.41

CX LogP: 0.64

CX LogD: 0.64

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.76

Np Likeness Score: -1.27

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