3-(2-(nitromethylene)imidazolidin-1-yl)propyl benzoate

ID: ALA2229770

PubChem CID: 52951922

Max Phase: Preclinical

Molecular Formula: C14H17N3O4

Molecular Weight: 291.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OCCCN1CCN/C1=C\[N+](=O)[O-])c1ccccc1

Standard InChI:  InChI=1S/C14H17N3O4/c18-14(12-5-2-1-3-6-12)21-10-4-8-16-9-7-15-13(16)11-17(19)20/h1-3,5-6,11,15H,4,7-10H2/b13-11+

Standard InChI Key:  PYBYFQQXRQPGSO-ACCUITESSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   14.8016   -5.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5449   -6.7323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2031   -7.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8670   -6.7399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6188   -5.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1985   -8.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9038   -8.4463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6165   -8.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9018   -9.2644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8215   -7.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1306   -6.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4072   -7.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7163   -6.6198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9929   -7.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3020   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9604   -7.8165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3376   -5.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6475   -5.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9231   -5.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8931   -6.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5839   -6.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  3  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
M  CHG  2   7   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2229770

   3-[(2E)-2-(nitromethylidene)imidazolidin-1-yl]propyl benzoate

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: 291.31

Molecular Weight (Monoisotopic): 291.1219

AlogP: 1.21

#Rotatable Bonds: 6

Polar Surface Area: 84.71

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.42

CX LogP: 1.89

CX LogD: 1.89

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.37

Np Likeness Score: -0.68

References

1. Wakita T..  (2011)  Molecular design of dinotefuran with unique insecticidal properties.,  59  (7): [PMID:20919736] [10.1021/jf1030778]

Source

Source(1):

• Scientific Literature