Compound Detail
CHEMBL1873475
IBRUTINIB 💊 Approved Drug
Enter ChEMBL ID:
Free Research Context
This compound will appear in recent viewed items on the research home for this browser.
Research home
View demo workspace
💊 Approved Drug
C=CC(=O)N1CCC[C@@H](n2nc(-c3ccc(Oc4ccccc4)cc3)c3c(N)ncnc32)C1
Basic Information
| ChEMBL ID | CHEMBL1873475 |
| Name | IBRUTINIB |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | XYFPWWZEPKGCCK-GOSISDBHSA-N |
| Therapeutic | ✓ Yes |
90
Targets
557
Activities
4
Assay Types
30
PK Parameters
20
Publications
7
Known Names
20
Indications
1
Mechanisms
Molecular Properties
440.5
MW (Da)
4.22
ALogP
7
HBA
1
HBD
99.2
PSA (Ų)
0.47
QED
0
Ro5 Violations
5
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 2013 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Tyrosine-protein kinase BTK inhibitor | INHIBITOR | Tyrosine-protein kinase BTK | ✓ | ✓ |
Indications
Leukemia, Lymphocytic, Chronic, B-Cell Lymphoma, Mantle-Cell Neoplasms Neoplasms Waldenstrom Macroglobulinemia Waldenstrom Macroglobulinemia Bronchiolitis Obliterans Syndrome Graft vs Host Disease Lymphoma Lymphoma, B-Cell, Marginal Zone Lymphoma, Follicular Lymphoma, Follicular Lymphoma, Large B-Cell, Diffuse Lymphoma, Non-Hodgkin Amyloidosis Anaphylaxis Anemia, Hemolytic, Autoimmune Burkitt Lymphoma Carcinoid Tumor Carcinoma, Non-Small-Cell Lung
ATC Classification
L01EL01
ibrutinib
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS
Activity Summary
IC50 497 meas. best 11.0
Kd 42 meas. best 9.25
EC50 9 meas. best 8.3
Ki 9 meas. best 9.62
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| TMD8 CHEMBL4296503 | IC50 | 11.0 | 8.6817 | 0.0 | 6 |
| Tyrosine-protein kinase BTK CHEMBL5251 | IC50 | 10.1 | 8.7105 | 0.1 | 127 |
| Tyrosine-protein kinase Blk CHEMBL2250 | IC50 | 10.0 | 9.4462 | 0.1 | 13 |
| Receptor tyrosine-protein kinase erbB-4 CHEMBL3009 | IC50 | 10.0 | 8.8847 | 0.1 | 15 |
| Tyrosine-protein kinase BTK CHEMBL5251 | Ki | 9.62 | 8.264 | 0.2 | 5 |
| OCI-Ly10 CHEMBL4483285 | IC50 | 9.52 | 7.9933 | 0.3 | 6 |
| Cytoplasmic tyrosine-protein kinase BMX CHEMBL3834 | IC50 | 9.4 | 9.0056 | 0.4 | 16 |
| Epidermal growth factor receptor CHEMBL203 | IC50 | 9.3 | 8.0595 | 0.5 | 39 |
| Tyrosine-protein kinase Tec CHEMBL4246 | IC50 | 9.3 | 8.1293 | 0.5 | 14 |
| Tyrosine-protein kinase Blk CHEMBL2250 | Kd | 9.25 | 9.25 | 0.6 | 1 |
| Tyrosine-protein kinase TXK CHEMBL4367 | Kd | 9.21 | 9.21 | 0.6 | 1 |
| Tyrosine-protein kinase BTK CHEMBL5251 | Kd | 9.19 | 8.6367 | 0.6 | 3 |
| Receptor tyrosine-protein kinase erbB-2 CHEMBL1824 | Kd | 9.12 | 9.02 | 0.8 | 2 |
| Rec1 CHEMBL4483266 | IC50 | 9.1 | 7.53 | 0.8 | 2 |
| Receptor tyrosine-protein kinase erbB-4 CHEMBL3009 | Kd | 9.04 | 8.83 | 0.9 | 2 |
| Tyrosine-protein kinase Tec CHEMBL4246 | Kd | 9.0 | 8.4567 | 1.0 | 3 |
| Cytoplasmic tyrosine-protein kinase BMX CHEMBL3834 | Kd | 8.85 | 8.825 | 1.4 | 2 |
| Receptor tyrosine-protein kinase erbB-2 CHEMBL1824 | IC50 | 8.82 | 7.9642 | 1.5 | 12 |
| Tyrosine-protein kinase Fgr CHEMBL4454 | IC50 | 8.74 | 8.54 | 1.8 | 6 |
| Tyrosine-protein kinase Lck CHEMBL258 | IC50 | 8.7 | 8.5291 | 2.0 | 11 |
| Tyrosine-protein kinase TXK CHEMBL4367 | IC50 | 8.7 | 8.6167 | 2.0 | 6 |
| Tyrosine-protein kinase CSK CHEMBL2634 | IC50 | 8.66 | 8.3475 | 2.2 | 4 |
| Tyrosine-protein kinase ITK/TSK CHEMBL2959 | IC50 | 8.57 | 7.7839 | 2.7 | 23 |
| Protein-tyrosine kinase 6 CHEMBL4601 | IC50 | 8.48 | 8.2367 | 3.3 | 3 |
| Tyrosine-protein kinase HCK CHEMBL3234 | IC50 | 8.43 | 7.8486 | 3.7 | 7 |
| Epidermal growth factor receptor CHEMBL203 | Kd | 8.41 | 7.98 | 3.9 | 3 |
| Tyrosine-protein kinase Yes CHEMBL2073 | IC50 | 8.39 | 8.24 | 4.1 | 4 |
| Tyrosine-protein kinase BTK CHEMBL5251 | EC50 | 8.3 | 8.27 | 5.0 | 2 |
| Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041 | IC50 | 8.28 | 7.7167 | 5.2 | 3 |
| Nuclear receptor subfamily 4 group A member 3 CHEMBL1961792 | IC50 | 8.24 | 7.675 | 5.7 | 2 |
| Tyrosine-protein kinase JAK3 CHEMBL2148 | IC50 | 8.1 | 7.6606 | 8.0 | 18 |
| Unchecked CHEMBL612545 | IC50 | 8.1 | 6.6413 | 8.0 | 16 |
| Z-138 CHEMBL4483276 | IC50 | 8.01 | 5.9333 | 9.7 | 3 |
| Ramos CHEMBL614629 | IC50 | 8.0 | 5.582 | 10.0 | 20 |
| Tyrosine-protein kinase Lyn CHEMBL3905 | Ki | 7.85 | 7.85 | 14.0 | 1 |
| Proto-oncogene tyrosine-protein kinase Src CHEMBL267 | IC50 | 7.8 | 7.1488 | 15.9 | 8 |
| Tyrosine-protein kinase Lyn CHEMBL3905 | IC50 | 7.79 | 7.23 | 16.2 | 6 |
| Tyrosine-protein kinase JAK3 CHEMBL2148 | Kd | 7.68 | 7.555 | 21.0 | 2 |
| DOHH-2 CHEMBL2366181 | IC50 | 7.64 | 7.14 | 23.0 | 3 |
| Tyrosine-protein kinase Yes CHEMBL2073 | Kd | 7.57 | 7.57 | 27.0 | 1 |
| Tyrosine-protein kinase Fyn CHEMBL1841 | IC50 | 7.54 | 7.15 | 29.0 | 4 |
| Tyrosine-protein kinase FRK CHEMBL4223 | IC50 | 7.54 | 7.32 | 29.2 | 2 |
| MDA-MB-468 CHEMBL614335 | IC50 | 7.52 | 7.52 | 30.0 | 1 |
| Protein-tyrosine kinase 6 CHEMBL4601 | Kd | 7.51 | 7.51 | 31.0 | 1 |
| HCC827 CHEMBL4296422 | IC50 | 7.41 | 7.41 | 39.0 | 1 |
| Tyrosine-protein kinase HCK CHEMBL3234 | Kd | 7.38 | 7.38 | 42.0 | 1 |
| Epidermal growth factor receptor CHEMBL203 | EC50 | 7.31 | 7.235 | 49.0 | 2 |
| Tyrosine-protein kinase ITK/TSK CHEMBL2959 | Kd | 7.24 | 7.22 | 57.0 | 2 |
| Receptor-interacting serine/threonine-protein kinase 2 CHEMBL5014 | Kd | 7.24 | 7.24 | 57.0 | 1 |
| NCI-H522 CHEMBL614387 | IC50 | 7.22 | 7.22 | 60.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 57.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 26.0 | ng.hr.mL-1 | Mus musculus |
| AUC | 21.4 | ng.hr.mL-1 | Mus musculus |
| AUC | 643.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 318.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 628.0 | ng.hr.mL-1 | Mus musculus |
| AUC | 11176.44 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 11690.99 | ng.hr.mL-1 | Rattus norvegicus |
| CL | 150.0 | mL.min-1.g-1 | Homo sapiens |
| CL | 1980.0 | mL.min-1.g-1 | Mus musculus |
| CL | 420.0 | mL.min-1.g-1 | Homo sapiens |
| CL | 1020.0 | mL.min-1.kg-1 | Rattus norvegicus |
| CL | 35.0 | mL.min-1.kg-1 | Rattus norvegicus |
| CL | 28.33 | mL.min-1.kg-1 | Mus musculus |
| CL | 920.0 | mL.min-1.g-1 | Homo sapiens |
| CL | 1000.0 | mL.min-1.g-1 | Mus musculus |
| CL | 330.0 | mL.min-1.g-1 | Rattus norvegicus |
| CL | 846.7 | mL.min-1.g-1 | Homo sapiens |
| CL | 762.0 | mL.min-1.kg-1 | Homo sapiens |
| CL | 234.0 | mL.min-1.g-1 | Homo sapiens |
| CL | 1000.0 | mL.min-1.g-1 | Mus musculus |
| CL | 254.2 | mL.min-1.g-1 | Homo sapiens |
| CL | 53200.0 | mL.min-1.g-1 | Rattus norvegicus |
| CL | 27400.0 | mL.min-1.g-1 | Mus musculus |
| CL | 846.7 | mL.min-1.g-1 | Homo sapiens |
| CL | 0.005833 | mL.min-1.kg-1 | Rattus norvegicus |
| Cmax | 88.53 | nM | Rattus norvegicus |
| Cmax | 55.3 | nM | Mus musculus |
| Cmax | 340.51 | nM | Rattus norvegicus |
| Cmax | 7861.34 | nM | Rattus norvegicus |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine