(1E,2E)-1-butyl-2-(4-methylbenzylidene)-N'-nitrohydrazinecarboximidamide

ID: ALA2229323

PubChem CID: 76311489

Max Phase: Preclinical

Molecular Formula: C13H19N5O2

Molecular Weight: 277.33

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H19N5O2/c1-3-4-9-17(13(14)16-18(19)20)15-10-12-7-5-11(2)6-8-12/h5-8,10H,3-4,9H2,1-2H3,(H2,14,16)/b15-10+

Standard InChI Key:  ILCDSDTXBOYLRJ-XNTDXEJSSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   19.7612   -9.1748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4689   -8.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1766   -9.1748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4689   -7.9490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1766   -7.5404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1811   -6.7189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8888   -7.9447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0535   -8.7662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7612   -9.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3458   -9.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6380   -8.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0535  -10.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6432   -7.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9363   -7.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2276   -7.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2303   -8.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9377   -9.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5194   -7.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3458   -9.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6380  -10.4006    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  1  0
 19 20  1  0
M  CHG  2   5   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2229323

   1-butyl-1-[(E)-(4-methylphenyl)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: 277.33

Molecular Weight (Monoisotopic): 277.1539

AlogP: 1.94

#Rotatable Bonds: 6

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: 13.80

CX Basic pKa: 2.69

CX LogP: 2.70

CX LogD: 2.70

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.37

Np Likeness Score: -0.94

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