1-((6-chloropyridin-3-yl)methyl)-2-(furan-2-ylmethylene)-N'-nitrohydrazinecarboximidamide

ID: ALA2229333

PubChem CID: 76325981

Max Phase: Preclinical

Molecular Formula: C12H11ClN6O3

Molecular Weight: 322.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N/C(=N\[N+](=O)[O-])N(Cc1ccc(Cl)nc1)/N=C/c1ccco1

Standard InChI:  InChI=1S/C12H11ClN6O3/c13-11-4-3-9(6-15-11)8-18(12(14)17-19(20)21)16-7-10-2-1-5-22-10/h1-7H,8H2,(H2,14,17)/b16-7+

Standard InChI Key:  UEZYKDMHORKJSC-FRKPEAEDSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   18.6881  -19.8767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3958  -19.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1035  -19.8767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3958  -18.6509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1035  -18.2424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1080  -17.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8157  -18.6466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9804  -19.4681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6881  -20.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2727  -19.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5650  -19.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3958  -21.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3911  -21.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0980  -22.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8067  -21.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8040  -21.0992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0966  -20.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5149  -22.3283    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.4753  -18.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6760  -18.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2674  -19.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8142  -19.8036    0.0000 O   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
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 11 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 11  1  0
M  CHG  2   5   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2229333

   1-[(6-chloropyridin-3-yl)methyl]-1-[(E)-furan-2-ylmethylideneamino]-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: 322.71

Molecular Weight (Monoisotopic): 322.0581

AlogP: 1.67

#Rotatable Bonds: 5

Polar Surface Area: 123.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.72

CX Basic pKa: ┄

CX LogP: 1.25

CX LogD: 1.25

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.29

Np Likeness Score: -1.39

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