1-allyl-2-(4-methylbenzylidene)-N'-nitrohydrazinecarboximidamide

ID: ALA2229324

PubChem CID: 76325978

Max Phase: Preclinical

Molecular Formula: C12H15N5O2

Molecular Weight: 261.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN(/N=C/c1ccc(C)cc1)/C(N)=N/[N+](=O)[O-]

Standard InChI:  InChI=1S/C12H15N5O2/c1-3-8-16(12(13)15-17(18)19)14-9-11-6-4-10(2)5-7-11/h3-7,9H,1,8H2,2H3,(H2,13,15)/b14-9+

Standard InChI Key:  HAFRVSQKYKMLBJ-NTEUORMPSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   27.0994   -8.8281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8071   -8.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5148   -8.8281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8071   -7.6024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5148   -7.1938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5193   -6.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2270   -7.5980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3917   -8.4195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0994   -9.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6840   -8.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9763   -8.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3917  -10.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9814   -7.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2745   -7.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5658   -7.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5685   -8.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2759   -8.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8576   -7.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6840   -9.6453    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
 12 19  2  0
M  CHG  2   5   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2229324

   1-[(E)-(4-methylphenyl)methylideneamino]-2-nitro-1-prop-2-enylguanidine

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: 261.29

Molecular Weight (Monoisotopic): 261.1226

AlogP: 1.32

#Rotatable Bonds: 5

Polar Surface Area: 97.12

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.74

CX Basic pKa: 2.55

CX LogP: 2.11

CX LogD: 2.11

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.28

Np Likeness Score: -0.98

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