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

ID: ALA4871891

PubChem CID: 756555

Max Phase: Preclinical

Molecular Formula: C17H14F3N3O2

Molecular Weight: 349.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(-c3ccco3)cc(C(F)(F)F)n2)cc1

Standard InChI:  InChI=1S/C17H14F3N3O2/c1-24-12-6-4-11(5-7-12)10-21-16-22-13(14-3-2-8-25-14)9-15(23-16)17(18,19)20/h2-9H,10H2,1H3,(H,21,22,23)

Standard InChI Key:  LLDCPVXDKIWVQP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.4201   -8.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0112   -7.9541    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.7145   -9.9121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7134  -10.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4281  -11.1523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1446  -10.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1417   -9.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4263   -9.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8601  -11.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9477  -11.9682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7550  -12.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1664  -11.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6133  -10.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1371   -8.2598    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.9985  -11.1514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2844  -10.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5697  -11.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8563  -10.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1420  -11.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1409  -11.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8601  -12.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5714  -11.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4267  -12.3850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7120  -11.9729    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  2  0
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  7 10  1  0
  9  2  1  0
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 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871891

   4-(furan-2-yl)-N-[(4-methoxyphenyl)methyl]-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: 349.31

Molecular Weight (Monoisotopic): 349.1038

AlogP: 4.38

#Rotatable Bonds: 5

Polar Surface Area: 60.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.30

CX LogP: 4.13

CX LogD: 4.13

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -1.58

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