N-(1-((6-chloro-5-phenylpyridin-3-yl)methyl)imidazolidin-2-ylidene)nitramide

ID: ALA2287958

PubChem CID: 136249307

Max Phase: Preclinical

Molecular Formula: C15H14ClN5O2

Molecular Weight: 331.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])/N=C1\NCCN1Cc1cnc(Cl)c(-c2ccccc2)c1

Standard InChI:  InChI=1S/C15H14ClN5O2/c16-14-13(12-4-2-1-3-5-12)8-11(9-18-14)10-20-7-6-17-15(20)19-21(22)23/h1-5,8-9H,6-7,10H2,(H,17,19)

Standard InChI Key:  MUPHCSPQJDQVNT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   18.3813  -17.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3801  -18.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0882  -18.8063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7978  -18.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7950  -17.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0864  -17.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5012  -17.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2104  -17.5689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2985  -18.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0985  -18.5521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5044  -17.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9553  -17.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6721  -18.8054    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.6930  -18.9340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8655  -19.7328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6459  -19.9841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2624  -20.2829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6755  -17.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6767  -16.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9697  -15.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2611  -16.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2639  -17.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9715  -17.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  2 13  1  0
  9 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  1 18  1  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2287958

   ---

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: 331.76

Molecular Weight (Monoisotopic): 331.0836

AlogP: 2.35

#Rotatable Bonds: 4

Polar Surface Area: 83.66

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.18

CX LogD: 2.18

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.53

Np Likeness Score: -0.61

References

1. Nishimura K, Kiriyama K, Kagabu S.  (2006)  Quantitative structureactivity relationships of imidacloprid and its analogs with substituents at the C5 position on the pyridine ring in the neuroblocking activity,  31  (2): [10.1584/jpestics.31.110]

Source

Source(1):

• Scientific Literature