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

ID: ALA4871183

PubChem CID: 114563317

Max Phase: Preclinical

Molecular Formula: C11H10F3N3O

Molecular Weight: 257.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCNc1nc(-c2ccco2)cc(C(F)(F)F)n1

Standard InChI:  InChI=1S/C11H10F3N3O/c1-2-15-10-16-7(8-4-3-5-18-8)6-9(17-10)11(12,13)14/h3-6H,2H2,1H3,(H,15,16,17)

Standard InChI Key:  NCOMLGSGTGBRQO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   16.9753   -7.9078    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.5708   -8.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3878   -8.6130    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.8626  -10.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5713  -11.0753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2800  -10.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2800   -9.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5713   -9.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8626   -9.8448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1540  -11.0753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7365  -10.7405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9887  -11.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0747  -11.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8757  -12.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2872  -11.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4453  -10.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7325  -11.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8636   -8.2099    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
  4 10  1  0
  8  2  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 11 15  1  0
  6 12  1  0
 16 17  1  0
 10 16  1  0
  2 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871183

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

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: 257.21

Molecular Weight (Monoisotopic): 257.0776

AlogP: 3.19

#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: 1.35

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.92

Np Likeness Score: -1.88

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