4-(furan-2-yl)-N-hexyl-6-(trifluoromethyl)pyrimidin-2-amine

ID: ALA4878267

PubChem CID: 164628741

Max Phase: Preclinical

Molecular Formula: C15H18F3N3O

Molecular Weight: 313.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCNc1nc(-c2ccco2)cc(C(F)(F)F)n1

Standard InChI:  InChI=1S/C15H18F3N3O/c1-2-3-4-5-8-19-14-20-11(12-7-6-9-22-12)10-13(21-14)15(16,17)18/h6-7,9-10H,2-5,8H2,1H3,(H,19,20,21)

Standard InChI Key:  BUCVXICCCJKXNK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   14.1234  -12.0350    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.9158  -12.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7055  -11.4560    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.1957  -14.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9017  -14.7088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6131  -14.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6185  -13.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9125  -13.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2012  -13.4737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4844  -14.6994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7784  -14.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0690  -14.3884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3190  -14.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3996  -15.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1994  -15.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6157  -14.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6284  -11.8482    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.0670  -14.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3631  -14.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6516  -14.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9477  -14.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2363  -14.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  4  9  2  0
  4 10  1  0
  8  2  1  0
 10 11  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 12 16  1  0
  6 13  1  0
  2 17  1  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878267

   ---

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: 313.32

Molecular Weight (Monoisotopic): 313.1402

AlogP: 4.75

#Rotatable Bonds: 7

Polar Surface Area: 50.95

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.34

CX LogP: 4.77

CX LogD: 4.77

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -1.52

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