1-butyl-6-methyl-3-(4-(trifluoromethoxy)phenyl)pyrimido[5,4-e][1,2,4]triazine-5,7(1H,6H)-dione

ID: ALA1098933

PubChem CID: 46175155

Max Phase: Preclinical

Molecular Formula: C17H16F3N5O3

Molecular Weight: 395.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1nc(-c2ccc(OC(F)(F)F)cc2)nc2c(=O)n(C)c(=O)nc1-2

Standard InChI:  InChI=1S/C17H16F3N5O3/c1-3-4-9-25-14-12(15(26)24(2)16(27)22-14)21-13(23-25)10-5-7-11(8-6-10)28-17(18,19)20/h5-8H,3-4,9H2,1-2H3

Standard InChI Key:  SGPLRFAFOMRSDL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   -1.1848  -12.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1859  -12.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4729  -11.6122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2425  -12.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2432  -12.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9585  -13.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6736  -12.8444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6688  -12.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9529  -11.6072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3807  -11.5976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603  -14.0841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754  -10.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2379  -10.3726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2354   -9.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9007  -13.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486   -9.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3896  -13.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6132  -12.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3275  -13.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3286  -14.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6095  -14.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8981  -14.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0429  -14.4998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7576  -14.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4718  -14.5005    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7580  -13.2627    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4750  -13.6750    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4711  -13.2652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 28  5  2  0
 12 13  1  0
  5  6  1  0
 13 14  1  0
  1  2  2  0
  2 15  1  0
  6  7  1  0
 14 16  1  0
  4  3  1  0
  7 17  1  0
  7  8  1  0
 15 18  2  0
  3  1  1  0
 18 19  1  0
  8  9  1  0
 19 20  2  0
  9  4  2  0
 20 21  1  0
 21 22  2  0
 22 15  1  0
  8 10  2  0
 20 23  1  0
  2 28  1  0
 23 24  1  0
  6 11  2  0
 24 25  1  0
  4  5  1  0
 24 26  1  0
  3 12  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1098933

   1-Butyl-6-methyl-3-[4-(trifluoromethoxy)phenyl]pyrimido[5,4-e][1,2,4]triazine-5,7-dione

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: 395.34

Molecular Weight (Monoisotopic): 395.1205

AlogP: 2.20

#Rotatable Bonds: 5

Polar Surface Area: 91.90

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -1.29

References

1. Zhou Y, Liu G, Chen J, Reddy PS, Yoon IS, Zhang M, Zhang B, Barber JR, Ng SC..  (2009)  Pyrimido[5,4-e][1,2,4]triazine-5,7(1H,6H)-dione derivatives: their cytoprotection effect from rotenone toxicity and preliminary DMPK properties.,  19  (21): [PMID:19786349] [10.1016/j.bmcl.2009.09.021]

Source

Source(1):

• Scientific Literature