1-benzyl-2-(4-methoxybenzylidene)-N'-nitrohydrazinecarboximidamide

ID: ALA2229325

PubChem CID: 76311490

Max Phase: Preclinical

Molecular Formula: C16H17N5O3

Molecular Weight: 327.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=N/N(Cc2ccccc2)/C(N)=N/[N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C16H17N5O3/c1-24-15-9-7-13(8-10-15)11-18-20(16(17)19-21(22)23)12-14-5-3-2-4-6-14/h2-11H,12H2,1H3,(H2,17,19)/b18-11+

Standard InChI Key:  DGPWPEMCOQXMQF-WOJGMQOQSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   35.2094   -8.8364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9212   -8.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6331   -8.8364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9212   -7.6065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6331   -7.1938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6376   -6.3681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3494   -7.6022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4976   -8.4278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2094   -9.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7857   -8.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0780   -8.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4976  -10.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0832   -7.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3722   -7.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6593   -7.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6620   -8.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3735   -8.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9470   -7.1938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9459   -6.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7873   -9.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0800  -10.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0796  -10.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7923  -11.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5007  -10.8853    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
  1  8  1  0
  1  9  1  0
  8 10  2  0
 10 11  1  0
  9 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 11  1  0
 15 18  1  0
 18 19  1  0
 12 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 12  1  0
M  CHG  2   5   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2229325

   1-benzyl-1-[(E)-(4-methoxyphenyl)methylideneamino]-2-nitroguanidine

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: 327.34

Molecular Weight (Monoisotopic): 327.1331

AlogP: 2.04

#Rotatable Bonds: 6

Polar Surface Area: 106.35

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.73

CX Basic pKa: 2.32

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.38

Np Likeness Score: -0.80

References

1. Su W, Zhou Y, Ma Y, Wang L, Zhang Z, Rui C, Duan H, Qin Z..  (2012)  N'-Nitro-2-hydrocarbylidenehydrazinecarboximidamides: design, synthesis, crystal structure, insecticidal activity, and structure-activity relationships.,  60  (20): [PMID:22546079] [10.1021/jf300616x]

Source

Source(1):

• Scientific Literature