2-(2-(nitromethylene)imidazolidin-1-yl)ethyl benzoate

ID: ALA2229773

PubChem CID: 52951918

Max Phase: Preclinical

Molecular Formula: C13H15N3O4

Molecular Weight: 277.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OCCN1CCN/C1=C\[N+](=O)[O-])c1ccccc1

Standard InChI:  InChI=1S/C13H15N3O4/c17-13(11-4-2-1-3-5-11)20-9-8-15-7-6-14-12(15)10-16(18)19/h1-5,10,14H,6-9H2/b12-10+

Standard InChI Key:  LTLGXJSUHTUJPX-ZRDIBKRKSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   25.1032   -1.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8464   -1.9076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5047   -2.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1686   -1.9151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9204   -1.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5000   -3.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2054   -3.6216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9180   -3.2180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2034   -4.4397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1230   -2.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4321   -1.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7087   -2.2315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0178   -1.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2944   -2.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0503   -0.9785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6053   -1.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8825   -2.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8495   -2.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5454   -3.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2655   -2.9857    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
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
M  CHG  2   7   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2229773

   2-[(2E)-2-(nitromethylidene)imidazolidin-1-yl]ethyl 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: 277.28

Molecular Weight (Monoisotopic): 277.1063

AlogP: 0.82

#Rotatable Bonds: 5

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: 2.29

CX LogP: 1.83

CX LogD: 1.83

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.49

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