1-butyl-2-(3-methoxybenzylidene)-N'-nitrohydrazinecarboximidamide

ID: ALA2229326

PubChem CID: 76325979

Max Phase: Preclinical

Molecular Formula: C13H19N5O3

Molecular Weight: 293.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(/N=C/c1cccc(OC)c1)/C(N)=N/[N+](=O)[O-]

Standard InChI:  InChI=1S/C13H19N5O3/c1-3-4-8-17(13(14)16-18(19)20)15-10-11-6-5-7-12(9-11)21-2/h5-7,9-10H,3-4,8H2,1-2H3,(H2,14,16)/b15-10+

Standard InChI Key:  ZDFPWNITZNLDNQ-XNTDXEJSSA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
    3.8383  -14.8622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5502  -14.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2579  -14.8622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5502  -13.6322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2579  -13.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2624  -12.3939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9742  -13.6279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1265  -14.4536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8383  -15.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4147  -14.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7028  -14.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1265  -16.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7080  -13.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9970  -13.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2841  -13.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2868  -14.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984  -14.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4212  -17.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1296  -16.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9974  -12.3972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094  -11.9890    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
 18 19  1  0
 19 12  1  0
 14 20  1  0
 20 21  1  0
M  CHG  2   5   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2229326

   1-butyl-1-[(E)-(3-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: 293.33

Molecular Weight (Monoisotopic): 293.1488

AlogP: 1.64

#Rotatable Bonds: 7

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: 13.80

CX Basic pKa: 2.26

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.36

Np Likeness Score: -0.88

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