1-((4,4-difluorocyclohexyl)methyl)-3-(3-fluorophenyl)-6-methylpyrimido[5,4-e][1,2,4]triazine-5,7(1H,6H)-dione

ID: ALA1094978

PubChem CID: 46886663

Max Phase: Preclinical

Molecular Formula: C19H18F3N5O2

Molecular Weight: 405.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(=O)nc2n(CC3CCC(F)(F)CC3)nc(-c3cccc(F)c3)nc-2c1=O

Standard InChI:  InChI=1S/C19H18F3N5O2/c1-26-17(28)14-16(24-18(26)29)27(10-11-5-7-19(21,22)8-6-11)25-15(23-14)12-3-2-4-13(20)9-12/h2-4,9,11H,5-8,10H2,1H3

Standard InChI Key:  CNAQTOGHFFPEOJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.7652  -18.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7641  -19.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4771  -17.8372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1925  -18.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1932  -19.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9085  -19.4841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6236  -19.0694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6188  -18.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9029  -17.8322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3307  -17.8226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9103  -20.3091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4746  -17.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0493  -19.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3396  -19.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3368  -19.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6225  -19.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6214  -20.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3405  -20.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0519  -20.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9085  -19.0726    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.1879  -16.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9016  -17.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6127  -16.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6145  -15.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8989  -15.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1816  -15.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0208  -15.0542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.4375  -15.7708    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.4789  -19.4902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2 13  1  0
  5  6  1  0
  7 14  1  0
  1  2  2  0
 13 15  2  0
  6  7  1  0
 15 16  1  0
  4  3  1  0
 16 17  2  0
  7  8  1  0
 17 18  1  0
  3  1  1  0
 18 19  2  0
 19 13  1  0
  8  9  1  0
 16 20  1  0
  9  4  2  0
 12 21  1  0
 21 22  1  0
  8 10  2  0
  2 29  1  0
  6 11  2  0
  4  5  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  3 12  1  0
 24 27  1  0
 29  5  2  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1094978

   1-[(4,4-Difluorocyclohexyl)methyl]-3-(3-fluorophenyl)-6-methylpyrimido[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: 405.38

Molecular Weight (Monoisotopic): 405.1413

AlogP: 2.47

#Rotatable Bonds: 3

Polar Surface Area: 82.67

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.53

CX LogD: 2.53

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -1.15

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