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

ID: ALA4875382

PubChem CID: 164626513

Max Phase: Preclinical

Molecular Formula: C13H12F3N3O

Molecular Weight: 283.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cc(-c2ccco2)nc(NCC2CC2)n1

Standard InChI:  InChI=1S/C13H12F3N3O/c14-13(15,16)11-6-9(10-2-1-5-20-10)18-12(19-11)17-7-8-3-4-8/h1-2,5-6,8H,3-4,7H2,(H,17,18,19)

Standard InChI Key:  RNTCNMLRFYCXAT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   14.5567  -10.3924    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.3462  -11.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1378  -10.9709    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.2234  -12.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2235  -13.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9322  -13.6433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6408  -13.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3495  -13.6431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0623  -13.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0622  -12.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3493  -12.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6407  -12.4169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5188  -13.3122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7710  -13.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8572  -14.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6581  -14.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0655  -13.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6415  -10.7778    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.6291  -11.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8101  -11.7091    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
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
 11  2  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 13 17  1  0
  9 14  1  0
  6  7  1  0
  5  6  1  0
  2 18  1  0
 19  4  1  0
 20 19  1  0
  4 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875382

   ---

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: 283.25

Molecular Weight (Monoisotopic): 283.0932

AlogP: 3.58

#Rotatable Bonds: 4

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: 3.34

CX LogD: 3.34

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.93

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