5-(3-(3-Chloro-5-(3,3,3-trifluoropropoxy)phenyl)-2-oxo-2H-[1,3'-bipyridin]-5-yl)-1-methylpyrimidine-2,4(1H,3H)-dione

ID: ALA4872510

PubChem CID: 164623015

Max Phase: Preclinical

Molecular Formula: C24H18ClF3N4O4

Molecular Weight: 518.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cc(-c2cc(-c3cc(Cl)cc(OCCC(F)(F)F)c3)c(=O)n(-c3cccnc3)c2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C24H18ClF3N4O4/c1-31-13-20(21(33)30-23(31)35)15-9-19(22(34)32(12-15)17-3-2-5-29-11-17)14-7-16(25)10-18(8-14)36-6-4-24(26,27)28/h2-3,5,7-13H,4,6H2,1H3,(H,30,33,35)

Standard InChI Key:  UJBVSKKPZZUOLN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.8791  -14.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2915  -13.5766    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8762  -21.7237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5912  -22.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3081  -21.7205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052  -20.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0272  -18.4315    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5871  -17.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5966  -14.7123    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1629  -20.4861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921  -22.9622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0240  -22.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872510

   ---

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: 518.88

Molecular Weight (Monoisotopic): 518.0969

AlogP: 3.94

#Rotatable Bonds: 6

Polar Surface Area: 98.98

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.78

CX Basic pKa: 4.22

CX LogP: 2.95

CX LogD: 2.95

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.42

Np Likeness Score: -1.03

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