Compound Detail
CHEMBL269732
TACROLIMUS ANHYDROUS 💊 Approved Drug
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💊 Approved Drug
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
Basic Information
| ChEMBL ID | CHEMBL269732 |
| Name | TACROLIMUS ANHYDROUS |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | QJJXYPPXXYFBGM-LFZNUXCKSA-N |
| Therapeutic | ✓ Yes |
25
Targets
78
Activities
4
Assay Types
26
PK Parameters
20
Publications
8
Known Names
20
Indications
Molecular Properties
804.0
MW (Da)
4.64
ALogP
12
HBA
3
HBD
178.4
PSA (Ų)
0.18
QED
2
Ro5 Violations
7
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1994 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Indications
Arthritis, Rheumatoid Bronchiolitis Obliterans Carcinoma, Hepatocellular Colitis, Ulcerative Dermatitis, Atopic Dermatitis, Seborrheic Diabetes Mellitus, Type 1 Glomerulonephritis, Membranous Graft vs Host Disease Graft vs Host Disease Heart Diseases Hodgkin Disease Infertility Kidney Diseases Kidney Failure, Chronic Lupus Nephritis Lymphoma, Non-Hodgkin Medication Adherence Myasthenia Gravis Nephrotic Syndrome
Activity Summary
IC50 53 meas. best 10.47
Kd 12 meas. best 9.7
Ki 11 meas. best 9.4
EC50 2 meas. best 9.05
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| CD4+ve Th CHEMBL613544 | IC50 | 10.47 | 10.47 | 0.0 | 1 |
| Unchecked CHEMBL612545 | IC50 | 10.25 | 8.76 | 0.1 | 12 |
| ADMET CHEMBL612558 | IC50 | 10.22 | 10.06 | 0.1 | 3 |
| T-cell CHEMBL614309 | IC50 | 9.74 | 9.4075 | 0.2 | 4 |
| Mus musculus CHEMBL375 | IC50 | 9.7 | 9.62 | 0.2 | 2 |
| Peptidyl-prolyl cis-trans isomerase FKBP1A CHEMBL1902 | Kd | 9.7 | 9.625 | 0.2 | 4 |
| Homo sapiens CHEMBL372 | IC50 | 9.64 | 9.4633 | 0.2 | 3 |
| RBL-2H3 CHEMBL614632 | IC50 | 9.6 | 9.6 | 0.2 | 3 |
| PBMC CHEMBL613107 | IC50 | 9.54 | 9.54 | 0.3 | 1 |
| Unchecked CHEMBL612545 | Kd | 9.4 | 9.4 | 0.4 | 1 |
| Peptidyl-prolyl cis-trans isomerase FKBP1A CHEMBL1902 | Ki | 9.4 | 9.085 | 0.4 | 2 |
| Peptidyl-prolyl cis-trans isomerase FKBP1B CHEMBL2430 | Kd | 9.4 | 9.115 | 0.4 | 2 |
| Peptidyl-prolyl cis-trans isomerase FKBP1A CHEMBL1902 | EC50 | 9.05 | 9.05 | 0.9 | 1 |
| Serine/threonine-protein kinase mTOR CHEMBL2842 | IC50 | 9.02 | 8.76 | 0.9 | 2 |
| Peptidyl-prolyl cis-trans isomerase FKBP1A CHEMBL1902 | IC50 | 8.64 | 7.102 | 2.3 | 5 |
| Splicing factor 3B subunit 3 CHEMBL1250378 | IC50 | 7.96 | 7.91 | 10.9 | 2 |
| Protein phosphatase 3 catalytic subunit alpha CHEMBL4445 | IC50 | 7.83 | 7.83 | 14.8 | 1 |
| Protein phosphatase 3 catalytic subunit alpha CHEMBL4445 | Kd | 7.7 | 7.7 | 20.0 | 1 |
| Peptidyl-prolyl cis-trans isomerase FKBP4 CHEMBL4050 | Kd | 7.64 | 7.235 | 23.0 | 2 |
| Unchecked CHEMBL612545 | Ki | 7.48 | 7.47 | 33.0 | 2 |
| Peptidyl-prolyl cis-trans isomerase FKBP5 CHEMBL2052031 | Kd | 7.12 | 7.05 | 75.9 | 2 |
| Peptidyl-prolyl cis-trans isomerase FKBP5 CHEMBL2052031 | Ki | 7.1 | 7.0767 | 79.0 | 3 |
| Cytochrome P450 3A4 CHEMBL340 | IC50 | 6.92 | 6.3767 | 120.0 | 3 |
| Cytochrome P450 3A5 CHEMBL3019 | IC50 | 6.85 | 6.525 | 140.0 | 2 |
| Cytochrome P450 3A CHEMBL2364675 | Ki | 6.44 | 6.325 | 360.0 | 2 |
| Jurkat CHEMBL397 | IC50 | 6.44 | 5.84 | 360.0 | 2 |
| Cytochrome P450 3A CHEMBL2364675 | IC50 | 6.13 | 6.08 | 740.0 | 2 |
| Plasmodium falciparum CHEMBL364 | IC50 | 5.72 | 5.72 | 1900.0 | 1 |
| Cytochrome P450 3A4 CHEMBL340 | Ki | 5.58 | 5.58 | 2660.0 | 1 |
| Cytochrome P450 3A5 CHEMBL3019 | Ki | 5.57 | 5.57 | 2690.0 | 1 |
| Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393 | IC50 | 5.48 | 5.48 | 3300.0 | 1 |
| Solute carrier organic anion transporter family member 1B1 CHEMBL1697668 | IC50 | 5.43 | 5.43 | 3700.0 | 1 |
| Nuclear receptor subfamily 1 group I member 2 CHEMBL3401 | EC50 | 5.3 | 5.3 | 5000.0 | 1 |
| Bile salt export pump CHEMBL6020 | IC50 | 5.14 | 5.14 | 7180.0 | 1 |
| ATP-binding cassette sub-family C member 2 CHEMBL5748 | IC50 | 4.39 | 4.39 | 40300.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 1617.0 | ng.hr.mL-1 | Mus musculus |
| AUC | 202.62 | ng.hr.mL-1 | Homo sapiens |
| AUC | 2490.0 | ng.hr.mL-1 | Rattus norvegicus |
| CL | 0.7 | mL.min-1.kg-1 | Homo sapiens |
| CL | 0.7 | mL.min-1.kg-1 | Homo sapiens |
| CL | 0.7 | mL.min-1.kg-1 | Homo sapiens |
| CL | 0.7 | mL.min-1.kg-1 | Homo sapiens |
| CL | 0.018 | mL.min-1.g-1 | Homo sapiens |
| CL | 0.014 | mL.min-1.g-1 | Homo sapiens |
| CL | 0.018 | mL.min-1.g-1 | Homo sapiens |
| CL | 0.03 | mL.min-1.g-1 | Homo sapiens |
| CL | 0.001 | mL.min-1.g-1 | Homo sapiens |
| CL | 29.5 | mL.min-1.kg-1 | Mus musculus |
| CL | 306.0 | mL.min-1.g-1 | Mus musculus |
| Cmax | 29.85 | nM | Rattus norvegicus |
| F | 17.0 | % | Homo sapiens |
| F | 15.0 | % | Homo sapiens |
| Fu | 0.01 | - | Homo sapiens |
| Fu | 0.01 | - | Homo sapiens |
| MRT | 27.0 | hr | Homo sapiens |
| T1/2 | 1.0 | hr | Homo sapiens |
| T1/2 | 26.0 | hr | Homo sapiens |
| T1/2 | 0.3683 | hr | Mus musculus |
| T1/2 | 0.04 | hr | Homo sapiens |
| T1/2 | 0.952 | hr | Mus musculus |
| Tmax | 1.0 | hr | Rattus norvegicus |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine