TACROLIMUS

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Trade Names
Synonyms
Status
Molecule Category Mixture
ATC D11AH01 L04AD02
UNII WM0HAQ4WNM
EPA CompTox DTXSID001350197

Structure

InChI Key QJJXYPPXXYFBGM-LFZNUXCKSA-N
Smiles C=CC[C@@H]1/C=C(\C)C[C@H](C)C[C@H](OC)[C@H]2O[C@@](O)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@H](/C(C)=C/[C@@H]3CC[C@@H](O)[C@H](OC)C3)[C@H](C)[C@@H](O)CC1=O)[C@H](C)C[C@@H]2OC
InChI
InChI=1S/C44H69NO12/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7/h10,19,21,26,28-34,36-40,46-47,52H,1,11-18,20,22-24H2,2-9H3/b25-19+,27-21+/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C44H69NO12
Molecular Weight 804.03
AlogP 4.64
Hydrogen Bond Acceptor 12.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 7.0
Polar Surface Area 178.36
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 57.0

Metabolites Network

visNetwork

Pharmacology

Mechanism of Action Action Reference
FK506-binding protein 1A inhibitor INHIBITOR DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 120-940 - 360-610 42
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A5
- 140-940 - 360-610 52
Enzyme Isomerase
0.9 2.3-14.05 0.2-0.4 0.4 -
Enzyme Kinase Protein Kinase Atypical protein kinase group Atypical protein kinase PIKK family Atypical protein kinase FRAP subfamily
- 0.95-3.162 - - -
Enzyme Oxidoreductase
- 740-940 - 360-610 -
Enzyme Phosphatase Protein Phosphatase Serine/threonine protein phosphatase
- 14.8 20 - -
Enzyme
0.9 120-940 0.2-0.4 360-610 42
Other nuclear protein
- 10.9-13.8 - - -
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Aspergillus fumigatus
- 18.45 - - -
Homo sapiens
0.9 0.056-940 0.4 33-610 42-52
Mus musculus
- 0.034-0.29 - - 53-83
Rattus norvegicus
- 0.25-14.8 - - -

Target Conservation

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

Cross References

Resources Reference
CAS NUMBER 109581-93-3
ChEBI 61057
ChEMBL CHEMBL3989887
DrugBank DB00864
FDA SRS WM0HAQ4WNM
Guide to Pharmacology 6784
KEGG C01375
PDB FK5
PubChem 5282315
SureChEMBL SCHEMBL317005
ZINC ZINC85537027
CAS NUMBER 109581-93-3
ChEBI 61049
ChEMBL CHEMBL269732
DrugBank DB00864
FDA SRS WM0HAQ4WNM
Guide to Pharmacology 6784
KEGG C01375
PDB FK5
PharmGKB PA451578
PubChem 5282315
SureChEMBL SCHEMBL3088
ZINC ZINC000169289411
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