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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL413
CHEMBL413
Compound Name SIROLIMUS
ChEMBL Synonyms Rapamune | AY-22989 | Sirolimus | Rapamycin | WY-090217
Max Phase 4 (Approved)
Trade Names Rapamune
Molecular Formula C51H79NO13

Additional synonyms for CHEMBL413 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CO[C@@H]1C[C@H](C[C@@H](C)[C@@H]2CC(=O)[C@H](C)\C=C(/C)\[C@@ ...
Download SMILES
Standard InChI InChI=1S/C51H79NO13/c1-30-16-12-11-13-17-31(2)42(61-8)28-38- ...
Download InChI
Standard InChI Key QFJCIRLUMZQUOT-HPLJOQBZSA-N

Mechanism of Action

Mechanism of Action ChEMBL Target References
FK506-binding protein 1A inhibitor FK506-binding protein 1A DailyMed

Molecule Features

CHEMBL413 compound icon
Drug Type:Natural Product Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Structural Alerts

There are 5 structural alerts for CHEMBL413. To view alerts please click here.

Alternate Forms of Compound in ChEMBL


CHEMBL413

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
914.2 913.5551 6.3 6 195.42 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
13 3 3 14 3 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
10.4 - 4.26 4.26 0 65 0.15

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L04 - IMMUNOSUPPRESSANTS
L04A - IMMUNOSUPPRESSANTS
L04AA - Selective immunosuppressants
L04AA10 - sirolimus

ChemSpider ChemSpider:QFJCIRLUMZQUOT-HPLJOQBZSA-N
DailyMed sirolimus
PubChem SID: 124886754 SID: 144204421 SID: 144206303 SID: 50103901
Wikipedia Sirolimus

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL413



ACToR 53123-88-9
Atlas rapamycin sirolimus
BindinDB 36609 50064359
ChEBI 9168
eMolecules 30264609 31590036 594011 36500353
FDA SRS W36ZG6FT64
Guide to Pharmacology 6031
IBM Patent System DD96757EAD306DCB93478381A36D37DA
KEGG Ligand C07909
MolPort MolPort-003-959-433
PDBe RAP
PubChem 5284616
PubChem: Drugs of the Future 12014635
PubChem: Thomson Pharma 14816426 14816423
Selleck Rapamycin
SureChEMBL SCHEMBL3463

UniChem REST Service Call: https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/QFJCIRLUMZQUOT-HPLJOQBZSA-N spacer
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