2-(3,4-dimethoxybenzylidene)-1-methyl-N'-nitrohydrazinecarboximidamide

ID: ALA2229329

PubChem CID: 76307908

Max Phase: Preclinical

Molecular Formula: C11H15N5O4

Molecular Weight: 281.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=N/N(C)/C(N)=N/[N+](=O)[O-])cc1OC

Standard InChI:  InChI=1S/C11H15N5O4/c1-15(11(12)14-16(17)18)13-7-8-4-5-9(19-2)10(6-8)20-3/h4-7H,1-3H3,(H2,12,14)/b13-7+

Standard InChI Key:  RIUJYZDOXGPIIA-NTUHNPAUSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   24.9986  -14.6806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7063  -14.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4140  -14.6806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7063  -13.4548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4140  -13.0462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4186  -12.2247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1263  -13.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2909  -14.2720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9986  -15.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5832  -14.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8755  -14.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8806  -13.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1738  -13.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4651  -13.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4677  -14.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1752  -14.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1742  -12.2280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8821  -11.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7568  -13.0462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7557  -12.2290    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
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 13 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  1  0
M  CHG  2   5   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2229329

   1-[(E)-(3,4-dimethoxyphenyl)methylideneamino]-1-methyl-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: 281.27

Molecular Weight (Monoisotopic): 281.1124

AlogP: 0.48

#Rotatable Bonds: 5

Polar Surface Area: 115.58

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.84

CX Basic pKa: 2.03

CX LogP: 0.55

CX LogD: 0.55

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.36

Np Likeness Score: -0.62

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