4-(furan-2-yl)-6-(trifluoromethyl)pyrimidine

ID: ALA4874076

PubChem CID: 164625890

Max Phase: Preclinical

Molecular Formula: C9H5F3N2O

Molecular Weight: 214.15

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cc(-c2ccco2)ncn1

Standard InChI:  InChI=1S/C9H5F3N2O/c10-9(11,12)8-4-6(13-5-14-8)7-2-1-3-15-7/h1-5H

Standard InChI Key:  RFDFXGCBOUWAOU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    6.5499  -10.0704    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3671  -10.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9621   -9.3648    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5692  -12.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2587  -12.5316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9852  -12.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0221  -11.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3325  -10.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6061  -11.2704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4408  -12.2948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6747  -12.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7239  -13.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5164  -13.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9595  -12.9264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0948   -9.7010    0.0000 F   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
  8  2  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 10 14  1  0
  6 11  1  0
  2 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874076

   ---

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: 214.15

Molecular Weight (Monoisotopic): 214.0354

AlogP: 2.76

#Rotatable Bonds: 1

Polar Surface Area: 38.92

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.73

Np Likeness Score: -1.68

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