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

ID: ALA4873870

PubChem CID: 164619895

Max Phase: Preclinical

Molecular Formula: C16H12F3N3O2

Molecular Weight: 335.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccc(CNc2nc(-c3ccco3)cc(C(F)(F)F)n2)cc1

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

Standard InChI Key:  JTSBPMGANHEMKQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    4.8665   -9.4081    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6915   -9.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2827   -8.6957    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9860  -10.6539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9848  -11.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6996  -11.8941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4160  -11.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4131  -10.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6978  -10.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1316  -11.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2191  -12.7100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0264  -12.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4377  -12.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8847  -11.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4085   -9.0015    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2700  -11.8932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5559  -11.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8411  -11.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1278  -11.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4134  -11.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4123  -12.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1315  -13.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8428  -12.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6981  -13.1267    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
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873870

   ---

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: 9.49

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