4-cyclohexyl-2-(methylsulfonyl)-6-(trifluoromethyl)pyrimidine

ID: ALA4870804

PubChem CID: 164623441

Max Phase: Preclinical

Molecular Formula: C12H15F3N2O2S

Molecular Weight: 308.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1nc(C2CCCCC2)cc(C(F)(F)F)n1

Standard InChI:  InChI=1S/C12H15F3N2O2S/c1-20(18,19)11-16-9(8-5-3-2-4-6-8)7-10(17-11)12(13,14)15/h7-8H,2-6H2,1H3

Standard InChI Key:  VPSZIIAFFPBLGA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   13.8993   -9.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0557   -9.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6148   -9.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1790   -7.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4765   -9.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4776   -8.6046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1852   -8.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8959   -6.9605    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.1870   -9.8406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8964   -8.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1706  -10.5463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7623   -9.8379    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.7743   -6.6589    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.3581   -7.3672    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.3535  -10.5437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6153  -10.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3299  -11.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0429  -10.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0367   -9.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3214   -9.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0
  4 14  1  0
  5  9  1  0
  9  1  2  0
 12 11  2  0
  5 12  1  0
  7  4  1  0
  7  6  1  0
  6  5  2  0
 10  7  2  0
 12  2  1  0
  1 10  1  0
 15 12  2  0
  4  8  1  0
 13  4  1  0
  3 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870804

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 308.33

Molecular Weight (Monoisotopic): 308.0806

AlogP: 2.95

#Rotatable Bonds: 2

Polar Surface Area: 59.92

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.08

CX LogD: 3.08

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: -1.20

References

1. Dolšak A, Šribar D, Scheffler A, Grabowski M, Švajger U, Gobec S, Holze J, Weindl G, Wolber G, Sova M..  (2021)  Further hit optimization of 6-(trifluoromethyl)pyrimidin-2-amine based TLR8 modulators: Synthesis, biological evaluation and structure-activity relationships.,  225  [PMID:34488023] [10.1016/j.ejmech.2021.113809]

Source

Source(1):

• Scientific Literature