2-(3,4-dimethoxybenzylidene)-N'-nitro-1-propylhydrazinecarboximidamide

ID: ALA2229330

PubChem CID: 76329552

Max Phase: Preclinical

Molecular Formula: C13H19N5O4

Molecular Weight: 309.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(/N=C/c1ccc(OC)c(OC)c1)/C(N)=N/[N+](=O)[O-]

Standard InChI:  InChI=1S/C13H19N5O4/c1-4-7-17(13(14)16-18(19)20)15-9-10-5-6-11(21-2)12(8-10)22-3/h5-6,8-9H,4,7H2,1-3H3,(H2,14,16)/b15-9+

Standard InChI Key:  LENQRZJDXDAJGI-OQLLNIDSSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
   32.4895  -14.0945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1973  -13.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9050  -14.0945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1973  -12.8687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9050  -12.4601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9095  -11.6386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6172  -12.8644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7818  -13.6859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4895  -14.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0741  -14.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3664  -13.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3716  -12.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6647  -12.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9560  -12.8678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9586  -13.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6661  -14.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6651  -11.6419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3730  -11.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2478  -12.4601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2467  -11.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1973  -15.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1973  -16.1375    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
  9 21  1  0
 21 22  1  0
M  CHG  2   5   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2229330

   1-[(E)-(3,4-dimethoxyphenyl)methylideneamino]-2-nitro-1-propylguanidine

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: 309.33

Molecular Weight (Monoisotopic): 309.1437

AlogP: 1.26

#Rotatable Bonds: 7

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: 13.80

CX Basic pKa: 2.14

CX LogP: 1.43

CX LogD: 1.43

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.35

Np Likeness Score: -0.68

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