5-(3-(3-Chloro-5-((4-(trifluoromethyl)oxazol-5-yl)methoxy)phenyl)-2-oxo-2H-[1,3'-bipyridin]-5-yl)pyrimidine-2,4(1H,3H)-dione

ID: ALA4873590

PubChem CID: 164623930

Max Phase: Preclinical

Molecular Formula: C25H15ClF3N5O5

Molecular Weight: 557.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]cc(-c2cc(-c3cc(Cl)cc(OCc4ocnc4C(F)(F)F)c3)c(=O)n(-c3cccnc3)c2)c(=O)[nH]1

Standard InChI:  InChI=1S/C25H15ClF3N5O5/c26-15-4-13(5-17(7-15)38-11-20-21(25(27,28)29)32-12-39-20)18-6-14(19-9-31-24(37)33-22(19)35)10-34(23(18)36)16-2-1-3-30-8-16/h1-10,12H,11H2,(H2,31,33,35,37)

Standard InChI Key:  BZOQLNKQJLJRJD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 39 43  0  0  0  0  0  0  0  0999 V2000
   11.7557   -2.8726    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5443   -2.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9603   -2.6598    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.7150   -6.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7138   -6.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4291   -7.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1419   -6.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1390   -6.0235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4273   -5.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0020   -5.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0032   -4.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2891   -4.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5732   -4.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5761   -5.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2908   -6.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8494   -5.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5662   -6.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2791   -5.6087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2764   -4.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5549   -4.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8450   -4.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4308   -8.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7141   -8.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7136   -9.3256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4289   -9.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1422   -9.3224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1393   -8.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8627   -6.0336    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.4249   -4.7916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2893   -3.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0043   -3.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0045   -2.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6693   -1.8277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4118   -1.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5868   -1.0427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3331   -1.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9997   -8.0903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4298  -10.5661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9345   -1.5313    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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9  4  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  4 10  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  8 16  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 22  2  0
  6 22  1  0
 14 28  1  0
  9 29  2  0
 12 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 32  2  0
 36  2  1  0
 23 37  2  0
 25 38  2  0
  2 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873590

   ---

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: 557.87

Molecular Weight (Monoisotopic): 557.0714

AlogP: 4.18

#Rotatable Bonds: 6

Polar Surface Area: 135.87

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.81

CX Basic pKa: 4.22

CX LogP: 2.08

CX LogD: 2.06

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.32

Np Likeness Score: -1.05

References

1. Zhang CH, Spasov KA, Reilly RA, Hollander K, Stone EA, Ippolito JA, Liosi ME, Deshmukh MG, Tirado-Rives J, Zhang S, Liang Z, Miller SJ, Isaacs F, Lindenbach BD, Anderson KS, Jorgensen WL..  (2021)  Optimization of Triarylpyridinone Inhibitors of the Main Protease of SARS-CoV-2 to Low-Nanomolar Antiviral Potency.,  12  (8.0): [PMID:34408808] [10.1021/acsmedchemlett.1c00326]

Source

Source(1):

• Scientific Literature