Tirabrutinib

drug
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Also known as Gs-4059Ono-4059ONO-4059(FREE BASE)Velexbru

Summary

Tirabrutinib (CHEMBL4071161) is an approved small molecule (ATC L01EL06) targeting BTK; indicated across 7 conditions including b-cell chronic lymphocytic leukemia and sjogren syndrome.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: L01EL06
  • Targets: 1 (BTK)
  • Indications: 7 conditions
  • Clinical trials: 14
  • Chemistry: 454.5 Da · C25H22N6O3

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL4071161
NameTirabrutinib
TypeSmall molecule
Max phase4
FDA approvedno
PubChem CID54755438
ATCL01EL06
Molecular formulaC25H22N6O3
Molecular weight454.5
InChIKeySEJLPXCPMNSRAM-GOSISDBHSA-N

SMILES: CC#CC(=O)N1CC[C@H](C1)N2C3=NC=NC(=C3N(C2=O)C4=CC=C(C=C4)OC5=CC=CC=C5)N

IUPAC name: 6-amino-9-[(3R)-1-but-2-ynoylpyrrolidin-3-yl]-7-(4-phenoxyphenyl)purin-8-one

Also known as: Gs-4059, GS-4059, Ono-4059, ONO-4059, ONO-4059(FREE BASE), Tirabrutinib, Velexbru, TIRABRUTINIB

Parent form; salt/anhydrous children: CHEMBL5314600

Patent coverage: 779 distinct patent families (2,170 SureChEMBL compound mentions), from 2 matched compound structure(s). One matched structure accounts for 1,878 (87%) of the total. Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Primary targets (GtoPdb curated mechanism): the Cancer dependency column is the DepMap CRISPR fitness signal (% of screened cell lines dependent on the target).

GeneTargetActionpAffinityCancer dependencyUniProt
BTKBruton tyrosine kinaseInhibition8.40.7%Q06187

Broader ChEMBL bioactivity targets: 9 (assay-derived). Sample: Receptor tyrosine-protein kinase erbB-2, Tyrosine-protein kinase Blk, Tyrosine-protein kinase Lck, Receptor tyrosine-protein kinase erbB-4, Platelet glycoprotein VI, Cytoplasmic tyrosine-protein kinase BMX, Tyrosine-protein kinase Tec, Tyrosine-protein kinase TXK, Tyrosine-protein kinase BTK.

Bioactivity

ChEMBL activities: 25 potent at pChembl ≥ 5 of 25 total. Top 100 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
BMX8.37IC504.3nMCHEMBL_ACT_24773291
BTK8.28IC505.2nMCHEMBL_ACT_19061026
BTK8.25IC505.6nMCHEMBL_ACT_24773271
BMX8.22IC506nMCHEMBL_ACT_29287531
TEC8.21Kd6.2nMCHEMBL_ACT_19061195
BTK8.15IC507nMCHEMBL_ACT_29287532
BTK7.85Kd14nMCHEMBL_ACT_19061183
TEC7.84IC5014.3nMCHEMBL_ACT_25067060
BTK7.58IC5026nMCHEMBL_ACT_19061056
BTK7.54IC5029nMCHEMBL_ACT_25067003
BMX7.33Kd47nMCHEMBL_ACT_19061189
TEC7.11IC5077nMCHEMBL_ACT_24773279
BTK6.99IC50103nMCHEMBL_ACT_18109184
TXK6.94IC50116nMCHEMBL_ACT_24773287
BTK6.88IC50132nMCHEMBL_ACT_19061084
BTK6.5IC50312.3nMCHEMBL_ACT_18109384
BTK6.44IC50363nMCHEMBL_ACT_19061323
LCK6.43IC50375nMCHEMBL_ACT_17722944
ERBB26.21Kd610nMCHEMBL_ACT_19061213
ERBB46IC50991nMCHEMBL_ACT_24773303
BTK5.98IC501057nMCHEMBL_ACT_17722945
BLK5.95IC501133nMCHEMBL_ACT_24773307
GP65.92IC501200nMCHEMBL_ACT_22480800
BTK5.78IC501662nMCHEMBL_ACT_17722946
BTK5.17IC506800nMCHEMBL_ACT_26191694

Target pathways

Aggregated over 1 target gene(s): BTK.

Top Reactome pathways

45 total, by targets touching each:

PathwayTargetsGenes
ER-Phagosome pathway1BTK
Antigen processing-Cross presentation1BTK
Adaptive Immune System1BTK
Signal Transduction1BTK
Disease1BTK
Toll Like Receptor 4 (TLR4) Cascade1BTK
MyD88:MAL(TIRAP) cascade initiated on plasma membrane1BTK
Toll Like Receptor TLR1:TLR2 Cascade1BTK
Toll Like Receptor TLR6:TLR2 Cascade1BTK
Innate Immune System1BTK
Immune System1BTK
Toll-like Receptor Cascades1BTK
Toll Like Receptor 2 (TLR2) Cascade1BTK
Signaling by Rho GTPases1BTK
RHO GTPase Effectors1BTK
Fcgamma receptor (FCGR) dependent phagocytosis1BTK
Regulation of actin dynamics for phagocytic cup formation1BTK
DAP12 interactions1BTK
DAP12 signaling1BTK
Fc epsilon receptor (FCERI) signaling1BTK
FCERI mediated Ca+2 mobilization1BTK
Signaling by GPCR1BTK
GPCR downstream signalling1BTK
G-protein beta:gamma signalling1BTK
G alpha (q) signalling events1BTK
G alpha (12/13) signalling events1BTK
Diseases of Immune System1BTK
Diseases associated with the TLR signaling cascade1BTK
MyD88 deficiency (TLR2/4)1BTK
IRAK4 deficiency (TLR2/4)1BTK
Infectious disease1BTK
RHO GTPases Activate WASPs and WAVEs1BTK
G beta:gamma signalling through BTK1BTK
Leishmania infection1BTK
Parasite infection1BTK
Leishmania phagocytosis1BTK
FCGR3A-mediated phagocytosis1BTK
Potential therapeutics for SARS1BTK
SARS-CoV Infections1BTK
Signaling by Rho GTPases, Miro GTPases and RHOBTB31BTK
Parasitic Infection Pathways1BTK
Viral Infection Pathways1BTK
Class I MHC mediated antigen processing & presentation1BTK
Antigen activates B Cell Receptor (BCR) leading to generation of second messengers1BTK
Signaling by the B Cell Receptor (BCR)1BTK

Dominant GO biological processes

GO termTargets
neutrophil homeostasis1
positive regulation of type III hypersensitivity1
positive regulation of type I hypersensitivity1
adaptive immune response1
B cell affinity maturation1
histamine secretion by mast cell1
positive regulation of immunoglobulin production1
regulation of B cell cytokine production1
MyD88-dependent toll-like receptor signaling pathway1
regulation of B cell apoptotic process1
mesoderm development1
peptidyl-tyrosine phosphorylation1
calcium-mediated signaling1
proteoglycan catabolic process1
negative regulation of B cell proliferation1

Indications & clinical

Indications

5 diseases in clinical trials (phase 1–3, investigational — not approved indications). Highest ChEMBL trial phase per disease; a non-cancer approved use is occasionally logged at phase 3 here.

Disease (in trials)PhaseMONDOEFO
B-cell chronic lymphocytic leukemia2MONDO:0004948EFO:0000095
Sjogren syndrome2MONDO:0010030EFO:0000699
neoplasm2MONDO:0005070EFO:0000616
rheumatoid arthritis1MONDO:0008383EFO:0000685
non-Hodgkin lymphoma1MONDO:0018908EFO:0005952

2 further indication records had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.

Clinical trials

Total trials: 14.

Phase distribution

PhaseTrials
PHASE26
PHASE16
PHASE32

Top trials by phase / activity

NCTPhaseStatusTitle
NCT06696716PHASE3RECRUITINGONO-4059 Study in Patients With Steroid-resistant Pemphigus
NCT07104032PHASE3RECRUITINGIGNITE: Study of Tirabrutinib vs Rituximab/Temozolomide for Relapsed/Refractory Primary Central Nervous System Lymphoma (PCNSL)
NCT04947319PHASE2ACTIVE_NOT_RECRUITINGStudy of Tirabrutinib (ONO-4059) in Patients With Primary Central Nervous System Lymphoma (PROSPECT Study)
NCT06940791PHASE2RECRUITINGTirabrutinib Maintenance Versus Placebo in Patients With Primary CNS Lymphoma in Complete Remission (JCOG2104)
NCT02968563PHASE2COMPLETEDStudy to Evaluate the Safety and Efficacy of the Combination of Tirabrutinib and Idelalisib With and Without Obinutuzumab in Adults With Relapsed or Refractory Chronic Lymphocytic Leukemia (CLL)
NCT02983617PHASE2COMPLETEDSafety and Efficacy of the Combination of Tirabrutinib and Entospletinib With and Without Obinutuzumab in Adults With Chronic Lymphocytic Leukemia (CLL)
NCT03100942PHASE2COMPLETEDStudy to Assess Safety and Efficacy of Filgotinib, Lanraplenib and Tirabrutinib in Adults With Active Sjogren’s Syndrome
NCT04827589PHASE2WITHDRAWNStudy to Evaluate the Efficacy, Safety, and Tolerability of Tirabrutinib in Participants With Antihistamine-Resistant Chronic Spontaneous Urticaria
NCT06541665PHASE1ACTIVE_NOT_RECRUITINGPhase I Study Evaluating Tolerability, Safety, Pharmacokinetics, and Efficacy of Combined ONO-4059 and R-MPV Therapy for PCNSL
NCT07198087PHASE1ACTIVE_NOT_RECRUITINGA Study to Investigate the Pharmacokinetics of Tirabrutinib in Participants With Mild, Moderate, and Severe Hepatic Impairment Compared to Healthy Participants
NCT01659255PHASE1COMPLETEDStudy to Evaluate the Safety and Tolerability of Tirabrutinib (ONO/GS-4059) Given as Monotherapy in Participants With Relapsed/Refractory NHL and CLL
NCT02457559PHASE1COMPLETEDStudy to Assess the Long-term Safety and Efficacy of Tirabrutinib in Adults With Relapsed/Refractory B-cell Malignancies
NCT02457598PHASE1TERMINATEDDose Escalation and Dose Expansion Study of Tirabrutinib in Combination With Other Targeted Anti-cancer Therapies in Adults With B-cell Malignancies
NCT02626026PHASE1COMPLETEDStudy to Evaluate Safety and Pharmacokinetics of GS-4059 (Tirabrutinib) in Healthy Volunteers and Participants With Rheumatoid Arthritis (RA)

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No PharmGKB pharmacogenomic data curated for this drug.

Molecules sharing ≥1 of this drug’s curated primary targets, merged from two biobtree sources and ranked by shared-target count, then clinical phase: ChEMBL clinical-stage candidates (development phase ≥2) and PubChem drug-class bioactivity (approved / known drugs acting on the target). Deduplicated by drug name; the drug’s own salt forms are excluded. Note: for a drug with few primary targets a shared-target match can reflect off-target / promiscuous binding rather than the same therapeutic mechanism — the phase ordering surfaces bona-fide therapeutics first.

80 molecules share ≥1 primary target. Top 80 by shared-target count:

MoleculeSourceStatusShared targets
CRIZOTINIBChEMBL + PubChemPhase 4 (approved)BTK
RITLECITINIBChEMBL + PubChemPhase 4 (approved)BTK
ACALABRUTINIBChEMBLPhase 4 (approved)BTK
BOSUTINIBChEMBLPhase 4 (approved)BTK
BRIGATINIBChEMBLPhase 4 (approved)BTK
CERITINIBChEMBLPhase 4 (approved)BTK
DASATINIBChEMBLPhase 4 (approved)BTK
ENTRECTINIBChEMBLPhase 4 (approved)BTK
FEDRATINIBChEMBLPhase 4 (approved)BTK
FUTIBATINIBChEMBLPhase 4 (approved)BTK
IBRUTINIBChEMBLPhase 4 (approved)BTK
MITOXANTRONEChEMBLPhase 4 (approved)BTK
NERATINIBChEMBLPhase 4 (approved)BTK
NINTEDANIBChEMBLPhase 4 (approved)BTK
OLMUTINIBChEMBLPhase 4 (approved)BTK
OSIMERTINIBChEMBLPhase 4 (approved)BTK
PIRTOBRUTINIBChEMBLPhase 4 (approved)BTK
PONATINIBChEMBLPhase 4 (approved)BTK
SUNITINIBChEMBLPhase 4 (approved)BTK
VANDETANIBChEMBLPhase 4 (approved)BTK
ZANUBRUTINIBChEMBLPhase 4 (approved)BTK
ABIVERTINIBChEMBLPhase 3BTK
ALISERTIBChEMBLPhase 3BTK
CANERTINIBChEMBLPhase 3BTK
CEDIRANIBChEMBLPhase 3BTK
DOVITINIBChEMBLPhase 3BTK
ENTOSPLETINIBChEMBLPhase 3BTK
EVOBRUTINIBChEMBLPhase 3BTK
FENEBRUTINIBChEMBLPhase 3BTK
LESTAURTINIBChEMBLPhase 3BTK
NEMTABRUTINIBChEMBLPhase 3BTK
ORELABRUTINIBChEMBLPhase 3BTK
POZIOTINIBChEMBLPhase 3BTK
PYROTINIBChEMBLPhase 3BTK
REMIBRUTINIBChEMBLPhase 3BTK
RILZABRUTINIBChEMBLPhase 3BTK
ROCILETINIBChEMBLPhase 3BTK
SARACATINIBChEMBLPhase 3BTK
TESEVATINIBChEMBLPhase 3BTK
TOLEBRUTINIBChEMBLPhase 3BTK
APITOLISIBChEMBLPhase 2BTK
AT-9283ChEMBLPhase 2BTK
ATUZABRUTINIBChEMBLPhase 2BTK
BIIB-091ChEMBLPhase 2BTK
BMS-754807ChEMBLPhase 2BTK
BMS-919373ChEMBLPhase 2BTK
BMS-986142ChEMBLPhase 2BTK
BRANEBRUTINIBChEMBLPhase 2BTK
CENISERTIBChEMBLPhase 2BTK
CEP-11981ChEMBLPhase 2BTK
DANUSERTIBChEMBLPhase 2BTK
DEFOSBARASERTIBChEMBLPhase 2BTK
EDRALBRUTINIBChEMBLPhase 2BTK
ELSUBRUTINIBChEMBLPhase 2BTK
FORETINIBChEMBLPhase 2BTK
ILORASERTIBChEMBLPhase 2BTK
MILREBRUTINIBChEMBLPhase 2BTK
PELITINIBChEMBLPhase 2BTK
POSELTINIBChEMBLPhase 2BTK
R-406ChEMBLPhase 2BTK
REBASTINIBChEMBLPhase 2BTK
SOFNOBRUTINIBChEMBLPhase 2BTK
SOQUELITINIBChEMBLPhase 2BTK
SPEBRUTINIBChEMBLPhase 2BTK
SU-014813ChEMBLPhase 2BTK
TOZASERTIBChEMBLPhase 2BTK
UCN-01ChEMBLPhase 2BTK
VECABRUTINIBChEMBLPhase 2BTK
ZELEBRUDOMIDEChEMBLPhase 2BTK
AfatinibPubChemApprovedBTK
belumosudilPubChemApprovedBTK
BinimetinibPubChemApprovedBTK
dacomitinibPubChemApprovedBTK
FostamatinibPubChemApprovedBTK
IdelalisibPubChemApprovedBTK
MobocertinibPubChemApprovedBTK
PazopanibPubChemApprovedBTK
regorafenibPubChemApprovedBTK
SelumetinibPubChemApprovedBTK
TrametinibPubChemApprovedBTK