N-(3-((6-chloropyridin-3-yl)methyl)-1,3,5-oxadiazinan-4-ylidene)nitramide

ID: ALA2269823

PubChem CID: 135529461

Max Phase: Preclinical

Molecular Formula: C9H10ClN5O3

Molecular Weight: 271.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])/N=C1\NCOCN1Cc1ccc(Cl)nc1

Standard InChI:  InChI=1S/C9H10ClN5O3/c10-8-2-1-7(3-11-8)4-14-6-18-5-12-9(14)13-15(16)17/h1-3H,4-6H2,(H,12,13)

Standard InChI Key:  RHEABVUOLZOFCR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   16.2118  -15.5927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2118  -16.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9170  -16.8143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6223  -16.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6223  -15.5927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9170  -15.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9170  -14.3628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6247  -13.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6293  -13.1353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3370  -14.3611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5029  -15.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7963  -15.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0880  -15.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3820  -15.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3839  -16.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0978  -16.8216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8009  -16.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6780  -16.8268    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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
M  CHG  2   8   1  10  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2269823

   ---

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: 271.66

Molecular Weight (Monoisotopic): 271.0472

AlogP: 0.62

#Rotatable Bonds: 3

Polar Surface Area: 92.89

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.71

CX LogD: 0.71

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.49

Np Likeness Score: -0.96

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