1-Cyclopentyl-3-(3-(trifluoromethyl)phenyl)pyrimidine-2,4,6(1H,3H,5H)-trione

ID: ALA2380902

Max Phase: Preclinical

Molecular Formula: C16H15F3N2O3

Molecular Weight: 340.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CC(=O)N(C2CCCC2)C(=O)N1c1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C16H15F3N2O3/c17-16(18,19)10-4-3-7-12(8-10)21-14(23)9-13(22)20(15(21)24)11-5-1-2-6-11/h3-4,7-8,11H,1-2,5-6,9H2

Standard InChI Key:  BPHFQSNAQYOYJQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   10.5417  -22.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5417  -23.0501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2538  -23.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9657  -23.0501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9657  -22.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2538  -21.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8261  -21.8147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6814  -21.8147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6797  -23.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8689  -23.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0886  -23.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5926  -23.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0663  -24.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8550  -24.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6806  -24.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3903  -24.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1078  -24.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3967  -23.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1078  -23.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2538  -24.2835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8238  -23.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5369  -23.4725    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.8267  -22.2325    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.5334  -22.6376    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  2  0
  5  8  2  0
  4  9  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  1  0
 10  2  1  0
  9 15  2  0
  9 18  1  0
 15 16  1  0
 16 17  2  0
 17 19  1  0
 18 19  2  0
  3 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2380902

   ---

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: 340.30

Molecular Weight (Monoisotopic): 340.1035

AlogP: 3.33

#Rotatable Bonds: 2

Polar Surface Area: 57.69

Molecular Species: ACID

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.27

CX Basic pKa: ┄

CX LogP: 3.07

CX LogD: 0.97

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: -1.21

References

1. Kang S, Cooper G, Dunne SF, Luan CH, Surmeier DJ, Silverman RB..  (2013)  Structure-activity relationship of N,N'-disubstituted pyrimidinetriones as Ca(V)1.3 calcium channel-selective antagonists for Parkinson's disease.,  56  (11): [PMID:23651412] [10.1021/jm4005048]

Source

Source(1):

• Scientific Literature