N-((2-chlorothiazol-5-yl)methyl)-N-ethyl-N-methyl-2-nitroethene-1,1-diamine

ID: ALA2269818

PubChem CID: 18372027

Max Phase: Preclinical

Molecular Formula: C9H13ClN4O2S

Molecular Weight: 276.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(Cc1cnc(Cl)s1)/C(=C/[N+](=O)[O-])NC

Standard InChI:  InChI=1S/C9H13ClN4O2S/c1-3-13(8(11-2)6-14(15)16)5-7-4-12-9(10)17-7/h4,6,11H,3,5H2,1-2H3/b8-6+

Standard InChI Key:  ADCNCRGCZHWZAS-SOFGYWHQSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    5.2359  -25.0639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5729  -24.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134  -25.0642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5717  -23.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2788  -23.3549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2809  -22.5376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9905  -23.7623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031  -24.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6157  -25.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8029  -25.6178    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5421  -26.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1980  -26.8797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8642  -26.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7622  -26.6364    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9826  -24.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9329  -25.8811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6502  -26.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  2  0
 11 14  1  0
  1 15  1  0
  3 16  1  0
 16 17  1  0
M  CHG  2   5   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2269818

   (E)-1-N'-[(2-chloro-1,3-thiazol-5-yl)methyl]-1-N'-ethyl-1-N-methyl-2-nitroethene-1,1-diamine

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: 276.75

Molecular Weight (Monoisotopic): 276.0448

AlogP: 1.91

#Rotatable Bonds: 6

Polar Surface Area: 71.30

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.48

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.63

Np Likeness Score: -1.47

References

1. Zhang A, Kayser H, Maienfisch P, Casida JE..  (2000)  Insect nicotinic acetylcholine receptor: conserved neonicotinoid specificity of [(3)H]imidacloprid binding site.,  75  (3): [PMID:10936213] [10.1046/j.1471-4159.2000.751294.x]

Source

Source(1):

• Scientific Literature