5-[(4,6-Diamino-[1,3,5]triazin-2-yl)-hydrazonomethyl]-furan-2-carbonitrile

ID: ALA372890

PubChem CID: 11265035

Max Phase: Preclinical

Molecular Formula: C9H8N8O

Molecular Weight: 244.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(/C=N/Nc2nc(N)nc(N)n2)o1

Standard InChI:  InChI=1S/C9H8N8O/c10-3-5-1-2-6(18-5)4-13-17-9-15-7(11)14-8(12)16-9/h1-2,4H,(H5,11,12,14,15,16,17)/b13-4+

Standard InChI Key:  XTHDWVFFLQXTJM-YIXHJXPBSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    2.8875   -0.2750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042    0.9708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750    0.9625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042    0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750    0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    1.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1792   -0.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8667   -0.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4167   -0.7000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5417   -0.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6417   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0292    0.1458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6542    0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8292    0.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417   -0.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167   -0.2750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -0.2750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792    2.2083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  5  2  0
  4  1  2  0
  5  1  1  0
  6  3  1  0
  7 10  1  0
  8  7  1  0
  9 11  3  0
 10 15  1  0
 11  8  1  0
 12 16  1  0
 13 14  1  0
 14 10  2  0
 15 12  2  0
 16  4  1  0
 17  5  1  0
 18  6  1  0
  6  2  2  0
 13  8  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA372890

   5-[(E)-[(4,6-diamino-1,3,5-triazin-2-yl)hydrazinylidene]methyl]furan-2-carbonitrile

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: 244.22

Molecular Weight (Monoisotopic): 244.0821

AlogP: -0.05

#Rotatable Bonds: 3

Polar Surface Area: 152.03

Molecular Species: ZWITTERION

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.80

CX Basic pKa: 10.03

CX LogP: -0.33

CX LogD: -0.34

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.50

Np Likeness Score: -1.69

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