6-[N'-(5-Nitro-furan-2-ylmethylene)-hydrazino]-[1,3,5]triazine-2,4-diamine

ID: ALA193320

PubChem CID: 10106840

Max Phase: Preclinical

Molecular Formula: C8H8N8O3

Molecular Weight: 264.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N)nc(N/N=C/c2ccc([N+](=O)[O-])o2)n1

Standard InChI:  InChI=1S/C8H8N8O3/c9-6-12-7(10)14-8(13-6)15-11-3-4-1-2-5(19-4)16(17)18/h1-3H,(H5,9,10,12,13,14,15)/b11-3+

Standard InChI Key:  NCMDZJCVHMEBIA-QDEBKDIKSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    8.8167   -5.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5917   -5.3417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8375   -5.2125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5542   -3.9667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1250   -3.9750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5542   -4.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1250   -4.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8375   -3.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1292   -5.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6042   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4917   -4.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9792   -4.7917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7792   -4.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7292   -6.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6042   -4.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6917   -5.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2667   -5.2125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -2.7292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042   -5.2125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  6  2  0
  4  6  1  0
  5  8  1  0
  6 17  1  0
  7  3  1  0
  8  4  2  0
  9  1  1  0
 10  1  2  0
 11  9  1  0
 12 16  2  0
 13 10  1  0
 14  2  1  0
 15  2  2  0
 16 11  1  0
 17 12  1  0
 18  8  1  0
 19  7  1  0
 11 13  2  0
  7  5  2  0
M  CHG  2   2   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA193320

   2-N-[(E)-(5-nitrofuran-2-yl)methylideneamino]-1,3,5-triazine-2,4,6-triamine

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: 264.21

Molecular Weight (Monoisotopic): 264.0719

AlogP: -0.02

#Rotatable Bonds: 4

Polar Surface Area: 171.38

Molecular Species: ZWITTERION

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.70

CX Basic pKa: 9.66

CX LogP: -0.18

CX LogD: -0.18

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.39

Np Likeness Score: -1.97

References

1. Baliani A, Bueno GJ, Stewart ML, Yardley V, Brun R, Barrett MP, Gilbert IH..  (2005)  Design and synthesis of a series of melamine-based nitroheterocycles with activity against Trypanosomatid parasites.,  48  (17): [PMID:16107157] [10.1021/jm050177+]

Source

Source(1):

• Scientific Literature