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

ID: ALA4874462

PubChem CID: 164627594

Max Phase: Preclinical

Molecular Formula: C13H14F3N3O

Molecular Weight: 285.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCNc1nc(-c2ccco2)cc(C(F)(F)F)n1

Standard InChI:  InChI=1S/C13H14F3N3O/c1-2-3-6-17-12-18-9(10-5-4-7-20-10)8-11(19-12)13(14,15)16/h4-5,7-8H,2-3,6H2,1H3,(H,17,18,19)

Standard InChI Key:  KIXHWXWYUZXHJZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   18.7995   -6.6779    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.5920   -6.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3816   -6.0989    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.8719   -8.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5778   -9.3517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2892   -8.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2946   -8.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5887   -7.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8773   -8.1165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1605   -9.3423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4546   -8.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7451   -9.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9951   -9.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0758  -10.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8756  -10.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2918   -9.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3045   -6.4910    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.7431   -9.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0392   -8.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3278   -9.3152    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
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874462

   ---

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: 285.27

Molecular Weight (Monoisotopic): 285.1089

AlogP: 3.97

#Rotatable Bonds: 5

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: 1.34

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.84

Np Likeness Score: -1.83

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