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

ID: ALA4872744

PubChem CID: 164623943

Max Phase: Preclinical

Molecular Formula: C12H12F3N3O

Molecular Weight: 271.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Nc1nc(-c2ccco2)cc(C(F)(F)F)n1

Standard InChI:  InChI=1S/C12H12F3N3O/c1-7(2)16-11-17-8(9-4-3-5-19-9)6-10(18-11)12(13,14)15/h3-7H,1-2H3,(H,16,17,18)

Standard InChI Key:  IBYSXSBYOAYQIR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    7.2392  -11.7750    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0316  -11.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8212  -11.1960    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3115  -14.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0175  -14.4488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7288  -14.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7343  -13.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0283  -12.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169  -13.2137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001  -14.4394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8942  -14.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1848  -14.1284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4348  -14.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5154  -15.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3152  -15.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7315  -14.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7442  -11.5881    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1828  -14.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9017  -13.2060    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
 11 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872744

   ---

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: 271.24

Molecular Weight (Monoisotopic): 271.0932

AlogP: 3.58

#Rotatable Bonds: 3

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: 1.32

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.93

Np Likeness Score: -1.74

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