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

ID: ALA193294

PubChem CID: 11323299

Max Phase: Preclinical

Molecular Formula: C10H10N8O2

Molecular Weight: 274.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N)nc(N/N=C/c2cccc([N+](=O)[O-])c2)n1

Standard InChI:  InChI=1S/C10H10N8O2/c11-8-14-9(12)16-10(15-8)17-13-5-6-2-1-3-7(4-6)18(19)20/h1-5H,(H5,11,12,14,15,16,17)/b13-5+

Standard InChI Key:  CMPZNWXBGASCTR-WLRTZDKTSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -0.6583   -0.3167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    0.9208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3708    0.9208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2000    1.7208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6583    1.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3708    0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917    0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4875    0.0958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9917    1.9375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125    2.2958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7750   -0.3167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2000    0.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6625    2.1583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0875   -0.3167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1917   -0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -0.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5792    0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3750   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -0.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3  7  2  0
  4  8  1  0
  5  1  2  0
  6  3  1  0
  7  1  1  0
  8 13  2  0
  9 12  1  0
 10  4  1  0
 11  4  2  0
 12  5  1  0
 13 17  1  0
 14  6  1  0
 15  7  1  0
 16  9  2  0
 17 16  1  0
 18 19  2  0
 19 20  1  0
 20 17  2  0
  6  2  2  0
 18  8  1  0
M  CHG  2   4   1  10  -1
M  END

Alternative Forms

1. Parent:

   

   ALA193294

   2-N-[(E)-(3-nitrophenyl)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: 274.24

Molecular Weight (Monoisotopic): 274.0927

AlogP: 0.39

#Rotatable Bonds: 4

Polar Surface Area: 158.24

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.88

CX Basic pKa: 6.24

CX LogP: 2.00

CX LogD: 1.19

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.41

Np Likeness Score: -2.01

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