3-(((4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl)amino)methyl)phenol

ID: ALA4878029

PubChem CID: 164625817

Max Phase: Preclinical

Molecular Formula: C16H12F3N3O2

Molecular Weight: 335.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cccc(CNc2nc(-c3ccco3)cc(C(F)(F)F)n2)c1

Standard InChI:  InChI=1S/C16H12F3N3O2/c17-16(18,19)14-8-12(13-5-2-6-24-13)21-15(22-14)20-9-10-3-1-4-11(23)7-10/h1-8,23H,9H2,(H,20,21,22)

Standard InChI Key:  DPDHKYDUAATJLO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   35.0357   -1.8582    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.8607   -1.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4518   -1.1459    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.1551   -3.1039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1540   -3.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8687   -4.3441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5851   -3.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5823   -3.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8669   -2.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3008   -4.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3883   -5.1600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1955   -5.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6069   -4.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0539   -4.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5777   -1.4517    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.4392   -4.3432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7251   -3.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0103   -4.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2970   -3.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5827   -4.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5816   -5.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3007   -5.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0121   -5.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8688   -3.9246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  2  0
  7 10  1  0
  9  2  1  0
  2 15  1  0
  5 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878029

   ---

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: 335.29

Molecular Weight (Monoisotopic): 335.0882

AlogP: 4.07

#Rotatable Bonds: 4

Polar Surface Area: 71.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.42

CX Basic pKa: 1.30

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: -1.37

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