ZOTAROLIMUS

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Search structure


Synonyms	ABT-578 Mdt-4107 Zotarolimus
Status
Molecule Category	UNKNOWN
UNII	H4GXR80IZE
EPA CompTox	DTXSID50873387


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	CGTADGCBEXYWNE-JUKNQOCSSA-N
Smiles	CO[C@H]1C[C@@H]2CC[C@@H](C)[C@@](O)(O2)C(=O)C(=O)N2CCCC[C@H]2C(=O)O[C@H]([C@H](C)C[C@@H]2CC[C@H](n3cnnn3)[C@H](OC)C2)CC(=O)[C@H](C)/C=C(\C)[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)/C=C/C=C/C=C/1C
InChI	InChI=1S/C52H79N5O12/c1-31-16-12-11-13-17-32(2)43(65-8)28-39-21-19-37(7)52(64,69-39)49(61)50(62)56-23-15-14-18-41(56)51(63)68-44(34(4)26-38-20-22-40(45(27-38)66-9)57-30-53-54-55-57)29-42(58)33(3)25-36(6)47(60)48(67-10)46(59)35(5)24-31/h11-13,16-17,25,30-31,33-35,37-41,43-45,47-48,60,64H,14-15,18-24,26-29H2,1-10H3/b13-11+,16-12+,32-17+,36-25+/t31-,33-,34-,35-,37-,38+,39+,40+,41+,43+,44+,45-,47-,48+,52-/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C52H79N5O12
Molecular Weight	966.23
AlogP	6.05
Hydrogen Bond Acceptor	16.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	7.0
Polar Surface Area	218.8
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	69.0

Bioactivity

Mechanism of Action	Action	Reference
FK506-binding protein 1A inhibitor	INHIBITOR	PubMed FDA


Protein: FK506-binding protein 1A Description: Peptidyl-prolyl cis-trans isomerase FKBP1A Organism : Homo sapiens P62942 ENSG00000088832

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Kinase Protein Kinase Atypical protein kinase group Atypical protein kinase PIKK family Atypical protein kinase FRAP subfamily	-	3	-	-	-

Assay Description	Organism	Bioactivity	Reference
Inhibitory activity against FKBP12	Homo sapiens	3.3 nM
T-cell antiproliferative activity in human mixed lymphocyte reaction	Homo sapiens	2.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	-8.17 %
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	0.18 %		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	0.18 %

Related Entries

Cross References

Resources	Reference
ChEBI	135897
ChEMBL	CHEMBL219410
DrugCentral	2949
FDA SRS	H4GXR80IZE
Guide to Pharmacology	7974
PubChem	9876378
SureChEMBL	SCHEMBL67389
ZINC	ZINC000169677012

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).