triforine

ID: ALA453418

Cas Number: 26644-46-2

PubChem CID: 33565

Product Number: T115074, Order Now?

Max Phase: Preclinical

Molecular Formula: C10H14Cl6N4O2

Molecular Weight: 434.97

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Triforine | TRIFORINE|Triforin|26644-46-2|Funginex|Saprol|Biformylchlorazin|CELA 50|Biformychlorazin|1,4-bis(1-formamido-2,2,2-trichloroethyl)-piperazine|CW 524|CA 70203|1,4-Bis(2,2,2-trichloro-1-formamidoethyl)piperazine|N,N'-Bis(1-formamido-2,2,2-trichloroethyl)piperazine|W 524|N1A4W8U0HH|Formamide, N,N'-(1,4-piperazinediylbis(2,2,2-trichloroethylidene))bis-|1,4-Bis(1-formamido-2,2,2-trichloroethyl)piperazine|CHEBI:9715|DTXSID5032654|N,N'-(1,4-Piperazinediylbis(2,2,2-trichloroethylidene))bisfoShow More⌵

Canonical SMILES:  O=CNC(N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1)C(Cl)(Cl)Cl

Standard InChI:  InChI=1S/C10H14Cl6N4O2/c11-9(12,13)7(17-5-21)19-1-2-20(4-3-19)8(18-6-22)10(14,15)16/h5-8H,1-4H2,(H,17,21)(H,18,22)

Standard InChI Key:  RROQIUMZODEXOR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
   14.2189  -12.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6324  -11.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0500  -10.6292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.9189  -10.9335    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.3430  -11.7667    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.6305  -12.7765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4555  -12.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8670  -13.4927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3939  -12.0603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1625  -12.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9875  -12.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9875  -11.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1625  -11.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7477  -12.0603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9227  -12.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5092  -11.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0917  -10.6292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.2228  -10.9335    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.7986  -11.7667    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.5112  -12.7765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6862  -12.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2747  -13.4927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  6  7  1  0
 10 14  1  0
 11  9  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
  2  4  1  0
 14 15  1  0
  7  8  2  0
 15 16  1  0
 16 17  1  0
  1  9  1  0
 16 18  1  0
 10 11  1  0
 16 19  1  0
  2  5  1  0
 15 20  1  0
  2  3  1  0
 20 21  1  0
  1  6  1  0
 21 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA453418

   Triforin

Molecule Features

Natural Product: Yes

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: 434.97

Molecular Weight (Monoisotopic): 431.9248

AlogP: 1.49

#Rotatable Bonds: 6

Polar Surface Area: 64.68

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.69

CX Basic pKa: ┄

CX LogP: 1.79

CX LogD: 1.78

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.49

Np Likeness Score: -0.11

References

1. Wedge DE, Nagle DG..  (2000)  A new 2D-TLC bioautography method for the discovery of novel antifungal agents To control plant pathogens.,  63  (8): [PMID:10978195] [10.1021/np990628r]

2. PubChem BioAssay data set, 

3. Cohen R, Omari N, Porat A, Edelstein M..  (2012)  Management of Macrophomina wilt in melons using grafting or fungicide soil application: Pathological, horticultural and economical aspects,  35  [10.1016/j.cropro.2011.12.015]

4. Amponsah NT, Jones E, Ridgway HJ, Jaspers MV..  (2012)  Evaluation of fungicides for the management of Botryosphaeria dieback diseases of grapevines.,  68  (5): [PMID:22290833] [10.1002/ps.2309]

5. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays