SOLITHROMYCIN

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Synonyms
Status
Molecule Category UNKNOWN
ATC J01FA16
UNII 9U1ETH79CK

Structure

InChI Key IXXFZUPTQVDPPK-ZAWHAJPISA-N
Smiles CC[C@H]1OC(=O)[C@@](C)(F)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@](C)(OC)C[C@@H](C)C(=O)[C@H](C)[C@H]2N(CCCCn3cc(-c4cccc(N)c4)nn3)C(=O)O[C@]12C
InChI
InChI=1S/C43H65FN6O10/c1-12-32-43(8)35(50(40(55)60-43)19-14-13-18-49-23-30(46-47-49)28-16-15-17-29(45)21-28)26(4)33(51)24(2)22-41(6,56-11)37(27(5)36(53)42(7,44)39(54)58-32)59-38-34(52)31(48(9)10)20-25(3)57-38/h15-17,21,23-27,31-32,34-35,37-38,52H,12-14,18-20,22,45H2,1-11H3/t24-,25-,26+,27+,31+,32-,34-,35-,37-,38+,41-,42+,43-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C43H65FN6O10
Molecular Weight 845.02
AlogP 4.6
Hydrogen Bond Acceptor 15.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 11.0
Polar Surface Area 197.87
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 60.0
Assay Description Organism Bioactivity Reference
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 20.79 %
Binding affinity to Escherichia coli 70S ribosome assessed as reduction in BODIPY-Erythromycin A binding incubated for 1 hr by fluorescence polarization assay Escherichia coli 0.6 nM
Inhibition of 70S ribosome in Escherichia coli cell free system assessed as reduction in protein synthesis by measuring EmGFP synthesis at 1 uM by cell-free translation inhibition method relative to control Escherichia coli 47.0 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 19.47 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.02 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.02 %
Binding affinity to Staphylococcus aureus 70S ribosome assessed as reduction in BODIPY-Erythromycin A binding incubated for 1.5 hr by fluorescence polarization assay Staphylococcus aureus 60.3 nM

Cross References

Resources Reference
ChEMBL CHEMBL1232510
DrugBank DB09308
FDA SRS 9U1ETH79CK
Guide to Pharmacology 10859
PDB EM1
PubChem 25242512
SureChEMBL SCHEMBL19114493
ZINC ZINC000095627834
CONTENTS