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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL269732
CHEMBL269732
Compound Name TACROLIMUS
ChEMBL Synonyms FR-900506 | TACNI | Prograf | MODIGRAF | FK 506 | FR900506 | FK-506 | PROGRAF | ADOPORT | TACROLIMUS HYDRATE | PROTOPIC | ADVAGRAF | Protopic | ASTAGRAF XL | VIVADEX | PERIXIS | CAPEXION | TACROLIMUS | ENVARSUS | ENVARSUS XR
Max Phase 4 (Approved)
Trade Names Protopic | CAPEXION | Prograf | ASTAGRAF XL | VIVADEX | ADOPORT | PROGRAF | PERIXIS | ADVAGRAF | PROTOPIC | MODIGRAF | TACROLIMUS | ENVARSUS | ENVARSUS XR | TACNI
Molecular Formula C44H69NO12

Additional synonyms for CHEMBL269732 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CO[C@@H]1C[C@@H](CC[C@H]1O)\C=C(/C)\[C@H]2OC(=O)[C@@H]3CCCCN ...
Download SMILES
Standard InChI InChI=1S/C44H69NO12/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)4 ...
Download InChI
Standard InChI Key QJJXYPPXXYFBGM-LFZNUXCKSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL269732

Molecule Features

CHEMBL269732 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Immune System DiseasesD007154EFO:0000540immune system disease4ATC
EczemaD004485HP:0000964Eczema4ATC

Clinical Data

ClinicalTrials.gov TACROLIMUS
The Cochrane Collaboration TACROLIMUS

Metabolites for CHEMBL269732

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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
804 803.482 4.64 7 178.36 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
12 3 2 13 3 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.96 - 4.79 4.78 0 57 0.18

Structural Alerts

There are 7 structural alerts for CHEMBL269732. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L04 - IMMUNOSUPPRESSANTS
L04A - IMMUNOSUPPRESSANTS
L04AD - Calcineurin inhibitors
L04AD02 - tacrolimus

D - DERMATOLOGICALS
D11 - OTHER DERMATOLOGICAL PREPARATIONS
D11A - OTHER DERMATOLOGICAL PREPARATIONS
D11AH - Agents for dermatitis, excluding corticosteroids
D11AH01 - tacrolimus

ChemSpider ChemSpider:QJJXYPPXXYFBGM-LFZNUXCKSA-N
DailyMed tacrolimus
PubChem SID: 144205609 SID: 50111459

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL269732



ACToR 104987-11-3
Atlas tacrolimus
BindingDB 50030448
Brenda 5400 5545
ChEBI 61049
ChemicalBook CB9772399
DrugBank DB00864
eMolecules 26941752
EPA CompTox Dashboard DTXSID5046354
FDA SRS Y5L2157C4J
Guide to Pharmacology 6784
KEGG Ligand C01375
LINCS LSM-43009
LipidMaps LMPK04000003
Metabolights MTBLC61049
MolPort MolPort-003-666-518
Nikkaji J313.679E
PDBe FK5
PharmGKB PA451578
PubChem 445643
PubChem: Drugs of the Future 12013904
PubChem: Thomson Pharma 14889261 14815954
Selleck FK-506-(Tacrolimus)
SureChEMBL SCHEMBL3088
ZINC ZINC000169289411

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