(E)-3-(3,5-Dioxopyrazolidin-1-yl)-6-[2-(furan-2-yl)ethenyl]-1,2,4-triazin-5(2H)-one

ID: ALA2297190

PubChem CID: 136040116

Max Phase: Preclinical

Molecular Formula: C12H9N5O4

Molecular Weight: 287.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CC(=O)N(c2nc(=O)c(/C=C/c3ccco3)n[nH]2)N1

Standard InChI:  InChI=1S/C12H9N5O4/c18-9-6-10(19)17(16-9)12-13-11(20)8(14-15-12)4-3-7-2-1-5-21-7/h1-5H,6H2,(H,16,18)(H,13,15,20)/b4-3+

Standard InChI Key:  MCKJHNCSVMFHJN-ONEGZZNKSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   25.6177   -3.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6177   -4.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3230   -4.4822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0283   -4.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0283   -3.2605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3230   -2.8478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9088   -2.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2023   -3.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4934   -2.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4075   -2.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6076   -1.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2011   -2.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7498   -3.1893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9106   -4.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7369   -4.4912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8212   -5.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6203   -5.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0299   -4.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4839   -4.1600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8427   -4.6837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2131   -5.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  1  0
  2 14  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
  4 15  1  0
 18 20  2  0
 16 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2297190

   ---

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: 287.24

Molecular Weight (Monoisotopic): 287.0655

AlogP: -0.30

#Rotatable Bonds: 3

Polar Surface Area: 121.19

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.14

CX Basic pKa: ┄

CX LogP: -0.25

CX LogD: -2.78

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.75

Np Likeness Score: -0.97

References

1. Ashour HM, El-Wakil MH, Khalil MA, Ismail KA, Labouta IM.  (2013)  Synthesis of some (E)-6-[2-(furan-2-yl)ethenyl]-1,2,4-triazin-5-ones and their biological evaluation as antitumor agents,  22  (4): [10.1007/s00044-012-0192-x]

Source

Source(1):

• Scientific Literature