Trabectedin

drug
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Also known as Ecteinascidin 743Ecteinascidins trabectedinET-743Et743NSC-648766TrabectedinaTrabectedineYondelisSID144206315SID144206787

Summary

Trabectedin (CHEMBL450449) is an approved small-molecule antineoplastic agent (ATC L01CX01) targeting NR1I2; indicated across 28 conditions including liposarcoma and leiomyosarcoma; with CIViC clinical evidence for 6 variant-indication associations (e.g. EWSR1::FLI1 Fusion OR EWSR1::WT1 Fusion OR EWSR1::ATF1 Fusion in sarcoma).

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: L01CX01
  • Targets: 1 (NR1I2)
  • Indications: 28 conditions
  • Clinical trials: 85
  • Precision-oncology evidence (CIViC): 6 variant–indication associations
  • Chemistry: 761.8 Da · C39H43N3O11S

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL450449
NameTrabectedin
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID108150
ChEBICHEBI:84050
ATCL01CX01
Molecular formulaC39H43N3O11S
Molecular weight761.8
InChIKeyPKVRCIRHQMSYJX-AIFWHQITSA-N

SMILES: CC1=CC2=C([C@@H]3[C@@H]4[C@H]5C6=C(C(=C7C(=C6[C@@H](N4[C@H]([C@H](C2)N3C)O)COC(=O)[C@@]8(CS5)C9=CC(=C(C=C9CCN8)O)OC)OCO7)C)OC(=O)C)C(=C1OC)O

IUPAC name: [(1R,2R,3R,11S,12S,14R,26R)-5,6’,12-trihydroxy-6,7’-dimethoxy-7,21,30-trimethyl-27-oxospiro[17,19,28-trioxa-24-thia-13,30-diazaheptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1’-3,4-dihydro-2H-isoquinoline]-22-yl] acetate

ChEBI definition: A tetrahydroisoquinoline alkaloid obtained from a Caribbean tunicate Ecteinascidia turbinata. Used for the treatment of soft tissue sarcoma and relapsed ovarian cancer.

Pharmacological roles (ChEBI): antineoplastic agent, anti-inflammatory agent, angiogenesis modulating agent, alkylating agent.

Other ChEBI roles (chemical / environmental): marine metabolite.

Also known as: Ecteinascidin 743, Ecteinascidins trabectedin, ET-743, Et743, NSC-648766, Trabectedin, Trabectedina, Trabectedine, Yondelis, ecteinascidin 743, yondelis, TRABECTEDIN

Patent coverage: 499 distinct patent families (865 SureChEMBL compound mentions), from 2 matched compound structure(s). One matched structure accounts for 538 (62%) 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
NR1I2Pregnane X receptorAntagonist8.520.3%O75469

Bioactivity

No ChEMBL bioactivity rows at pChembl ≥ 5 (expected for biologics / antibodies).

Target pathways

Aggregated over 1 target gene(s): NR1I2.

Top Reactome pathways

2 total, by targets touching each:

PathwayTargetsGenes
Nuclear Receptor transcription pathway1NR1I2
SUMOylation of intracellular receptors1NR1I2

Dominant GO biological processes

GO termTargets
negative regulation of transcription by RNA polymerase II1
regulation of DNA-templated transcription1
xenobiotic metabolic process1
signal transduction1
steroid metabolic process1
gene expression1
positive regulation of gene expression1
cell differentiation1
intracellular receptor signaling pathway1
xenobiotic catabolic process1
xenobiotic transport1
negative regulation of DNA-templated transcription1
positive regulation of DNA-templated transcription1
positive regulation of transcription by RNA polymerase II1
intestinal epithelial structure maintenance1

Indications & clinical

Indications

28 indications (10 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).

IndicationTrial phaseMONDOEFO
liposarcoma4MONDO:0005060EFO:0000569
leiomyosarcoma4MONDO:0005058EFO:0000564
neoplasm4MONDO:0005070EFO:0000616
sarcoma4MONDO:0005089EFO:0000691
ovarian carcinoma4MONDO:0005140EFO:0001075
ovarian neoplasm4MONDO:0021068EFO:0003893
soft tissue sarcoma4MONDO:0018078EFO:1001968
ovarian cancer4MONDO:0008170MONDO:0008170
dedifferentiated liposarcoma4MONDO:0020563EFO:0003085
mesothelioma2MONDO:0005065EFO:0000588
myxoid liposarcoma2MONDO:0013280EFO:0000613
malignant pleural mesothelioma2MONDO:0005112EFO:0000770
exocrine pancreatic carcinoma2MONDO:0005192EFO:0002618
breast neoplasm2MONDO:0021100EFO:0003869
soft tissue neoplasm2MONDO:0006424EFO:1000541
hereditary breast ovarian cancer syndrome2MONDO:0003582Orphanet:145
mesenchymal chondrosarcoma2MONDO:0006853EFO:1001041
peritoneal neoplasm2MONDO:0006901MONDO:0002087
fallopian tube neoplasm2MONDO:0021092MONDO:0002158
endocrine gland neoplasm2MONDO:0002082EFO:0003769
meningioma2MONDO:0016642MONDO:0016642
reproductive system disorder2MONDO:0005039EFO:0000512
B-cell chronic lymphocytic leukemia1MONDO:0004948EFO:0000095
Ewing sarcoma1MONDO:0012817EFO:0000174
lymphoid leukemia1MONDO:0005402EFO:0004289

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

Clinical trials

Total trials: 85.

Phase distribution

PhaseTrials
PHASE241
PHASE316
PHASE112
Not specified10
PHASE1/PHASE24
PHASE2/PHASE32

Top trials by phase / activity

NCTPhaseStatusTitle
NCT05432791PHASE2/PHASE3ACTIVE_NOT_RECRUITINGTesting Olaparib and Temozolomide Versus the Usual Treatment for Uterine Leiomyosarcoma After Chemotherapy Has Stopped Working
NCT05597917PHASE3RECRUITINGtTF-NGR Randomized Study - STS
NCT06263231PHASE3ACTIVE_NOT_RECRUITINGA Study to Investigate Efficacy & Safety of Intratumoral INT230-6 Compared to US Standard of Care in Adults With Soft Tissue Sarcomas (INVINCIBLE-3)
NCT00113607PHASE3COMPLETEDAn Efficacy and Safety Study for Yondelis (Trabectedin) in Patients With Advanced Relapsed Ovarian Cancer
NCT00796120PHASE3COMPLETEDAn Efficacy and Safety Study of Trabectedin Versus Doxorubicin-Based Chemotherapy in Participants With Translocation-Related Sarcomas (TRS)
NCT01189253PHASE2/PHASE3TERMINATEDDoxorubicin Hydrochloride or Trabectedin in Treating Patients With Previously Untreated Advanced or Metastatic Soft Tissue Sarcoma
NCT01343277PHASE3COMPLETEDA Study of Trabectedin or Dacarbazine for the Treatment of Patients With Advanced Liposarcoma or Leiomyosarcoma
NCT01379989PHASE3COMPLETEDINOVATYON STUDY -International, Randomized Study in Patients With Ovarian Cancer
NCT01692678PHASE3COMPLETEDA Study of Trabectedin (YONDELIS) in Patients With Locally Advanced or Metastatic Liposarcoma or Leiomyosarcoma
NCT01710176PHASE3COMPLETEDLocalized High-Risk Soft Tissue Sarcomas Of The Extremities And Trunk Wall In Adults: An Integrating Approach Comprising Standard Vs Histotype-Tailored Neoadjuvant Chemotherapy
NCT01846611PHASE3COMPLETEDA Study Comparing the Combination of Trabectedin (YONDELIS) and DOXIL/CAELYX With DOXIL/CAELYX for the Treatment of Advanced-Relapsed Epithelial Ovarian, Primary Peritoneal, or Fallopian Tube Cancer
NCT02672527PHASE3COMPLETEDTrial Comparing Trabectedin to the Best Supportive Care in Patients With Sarcoma
NCT02903004PHASE3COMPLETEDTrial on Trabectedin (ET-743) vs Clinician’s Choice Chemotherapy in Recurrent Ovarian, Primary Peritoneal or Fallopian Tube Cancers of BRCA Mutated or BRCAness Phenotype Patients
NCT02929394PHASE3TERMINATEDTrabectedin Maintenance Post 1st-line in STS
NCT02997358PHASE3COMPLETEDStudy Comparing Efficacy of Doxorubicin With Trabectedin Followed by Trabectedin Versus Doxorubicine in Patients With Leiomyosarcoma
NCT03690739PHASE3TERMINATEDEvaluation of Symptom Benefit Rate of Trabectedin/PLD in Patients With Recurrent Ovarian Cancer
NCT03773510PHASE3WITHDRAWNStudy on Leiomyosarcoma, Liposarcomas and Synovial Sarcoma With Trabectedin
NCT04979442PHASE3TERMINATEDTreatment of Milademetan Versus Trabectedin in Patient With Dedifferentiated Liposarcoma
NCT02275286PHASE1/PHASE2RECRUITINGTrabectedin Plus Radiotherapy in Soft Tissue Sarcoma Patients
NCT03138161PHASE1/PHASE2RECRUITINGSAINT:Trabectedin, Ipilimumab and Nivolumab for Previously Treated Advanced Soft Tissue Sarcoma
NCT03886311PHASE2RECRUITINGTalimogene Laherparepvec, Nivolumab and Trabectedin for Sarcoma
NCT04305548PHASE2RECRUITINGStudy on Trabectedin in Advanced Rearranged Mesenchymal Chondrosarcoma
NCT04383119PHASE2RECRUITINGTrial in Patients With Metastatic or Locally Advanced Leiomyosarcoma
NCT04535271PHASE2RECRUITINGMetronomic Trabectedin, Gemcitabine, and Dacarbazine for Soft Tissue Sarcoma
NCT06524583PHASE2RECRUITINGInterest of Post-operative Chemotherapy in Patients With Localised Uterine Leiomyosarcoma Suspected of Having a High Risk of Recurrence Based on a Biological Test Performed on the Tumour
NCT07076186PHASE2RECRUITINGPhase II Decentralized Pragmatic Trial of Adjuvant Doxorubicin - Trabectedin Chemotherapy in uLMS
NCT00003939PHASE2COMPLETEDEcteinascidin 743 in Treating Patients With Advanced Soft Tissue Sarcoma
NCT00005625PHASE2COMPLETEDEcteinascidin 743 in Treating Patients With Previously Treated Metastatic Osteosarcoma
NCT00017030PHASE2COMPLETEDEcteinascidin 743 in Treating Patients With Unresectable Advanced or Metastatic Soft Tissue Sarcoma
NCT00027508PHASE2TERMINATEDEcteinascidin 743 in Treating Patients With Malignant Mesothelioma
NCT00050414PHASE2COMPLETEDA Study of Trabectedin in Patients With Advanced Ovarian Cancer
NCT00050427PHASE2COMPLETEDA Study of ET-743 (Trabectedin) in Patients With Advanced Breast Cancer
NCT00050440PHASE2COMPLETEDPhase 2 Study of ET-743 (Trabectedin) in Patients With Persistent or Recurrent Endometrial Carcinoma
NCT00060944PHASE2COMPLETEDA Study to Assess Treatment With 2 Different Dosing Schedules of Trabectidin Administered to Patients With Advanced Cancer
NCT00070109PHASE2COMPLETEDTrabectedin in Treating Young Patients With Recurrent or Refractory Soft Tissue Sarcoma or Ewing’s Family of Tumors
NCT00072670PHASE2COMPLETEDA Phase 2 Study of Trabectedin (Yondelis) in Adult Male Participants With Advanced Prostate Cancer
NCT00379145PHASE2COMPLETEDTrabectedin in Treating Patients With Advanced, Persistent, or Recurrent Leiomyosarcoma of the Uterus
NCT00569673PHASE2COMPLETEDDocetaxel, Trabectedin, and G-CSF or Pegfilgrastim in Treating Patients With Recurrent or Persistent Ovarian Epithelial Cancer, Primary Peritoneal Cavity Cancer, or Fallopian Tube Cancer
NCT00579501PHASE2COMPLETEDSafety and Efficacy Study of Trabectedin for the Treatment of Localized Myxoid / Round Cell Liposarcoma
NCT00580112PHASE2COMPLETEDAn Efficacy Study of Trabectedin in the Treatment of Participants With Specific Subtypes of Metastatic Breast Cancer

Clinical evidence (CIViC)

Variant × indication × effect (6 predictive associations from 6 curated evidence items):

VariantIndicationEffectTherapyLevelCIViC
EWSR1::FLI1 Fusion OR EWSR1::WT1 Fusion OR EWSR1::ATF1 FusionSarcomaSensitivity/ResponseTrabectedinCIViC BEID12544
EWSR1::ATF1 FusionClear Cell SarcomaSensitivity/ResponseTrabectedinCIViC CEID12166
EWSR1::NR4A3 Fusion OR TAF15::NR4A3 FusionExtraskeletal Myxoid ChondrosarcomaSensitivity/ResponseTrabectedinCIViC CEID12545
HEY1::NCOA2 FusionMesenchymal ChondrosarcomaSensitivity/ResponseTrabectedinCIViC CEID12585
EWSR1::FLI1 FusionCancerSensitivity/ResponseTrabectedinCIViC DEID12543
PARP1 OVEREXPRESSIONSarcomaSensitivity/ResponseTrabectedin + OlaparibCIViC DEID7868

Pharmacology

Pharmacogenomics

No CPIC/DPWG dosing guideline, but PharmGKB curates 0 clinical and 5 variant annotation(s) for this drug (gene-keyed; see PharmGKB).

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.

278 molecules share ≥1 primary target. Top 60 by shared-target count:

MoleculeSourceStatusShared targets
BOSENTANChEMBL + PubChemPhase 4 (approved)NR1I2
CRIZOTINIBChEMBL + PubChemPhase 4 (approved)NR1I2
DACOMITINIBChEMBL + PubChemPhase 4 (approved)NR1I2
DESOXYCORTICOSTERONE PIVALATEChEMBL + PubChemPhase 4 (approved)NR1I2
FULVESTRANTChEMBL + PubChemPhase 4 (approved)NR1I2
GEFITINIBChEMBL + PubChemPhase 4 (approved)NR1I2
TADALAFILChEMBL + PubChemPhase 4 (approved)NR1I2
ABACAVIRChEMBLPhase 4 (approved)NR1I2
ACENOCOUMAROLChEMBLPhase 4 (approved)NR1I2
ACETAMINOPHENChEMBLPhase 4 (approved)NR1I2
ACITRETINChEMBLPhase 4 (approved)NR1I2
ADAPALENEChEMBLPhase 4 (approved)NR1I2
ALECTINIBChEMBLPhase 4 (approved)NR1I2
ALPIDEMChEMBLPhase 4 (approved)NR1I2
AMBRISENTANChEMBLPhase 4 (approved)NR1I2
AMLODIPINEChEMBLPhase 4 (approved)NR1I2
AMSACRINEChEMBLPhase 4 (approved)NR1I2
ATAZANAVIRChEMBLPhase 4 (approved)NR1I2
ATORVASTATINChEMBLPhase 4 (approved)NR1I2
BEDAQUILINEChEMBLPhase 4 (approved)NR1I2
BENFLUOREXChEMBLPhase 4 (approved)NR1I2
BENZBROMARONEChEMBLPhase 4 (approved)NR1I2
BENZTHIAZIDEChEMBLPhase 4 (approved)NR1I2
BEPRIDILChEMBLPhase 4 (approved)NR1I2
BETAMETHASONE DIPROPIONATEChEMBLPhase 4 (approved)NR1I2
BIFONAZOLEChEMBLPhase 4 (approved)NR1I2
BITHIONOLChEMBLPhase 4 (approved)NR1I2
BRIMONIDINEChEMBLPhase 4 (approved)NR1I2
BROMPERIDOLChEMBLPhase 4 (approved)NR1I2
BUCLIZINEChEMBLPhase 4 (approved)NR1I2
BUTENAFINEChEMBLPhase 4 (approved)NR1I2
BUTOCONAZOLEChEMBLPhase 4 (approved)NR1I2
CALCIPOTRIENEChEMBLPhase 4 (approved)NR1I2
CALCITRIOLChEMBLPhase 4 (approved)NR1I2
CANDESARTAN CILEXETILChEMBLPhase 4 (approved)NR1I2
CANNABIDIOLChEMBLPhase 4 (approved)NR1I2
CAPSAICINChEMBLPhase 4 (approved)NR1I2
CARVEDILOLChEMBLPhase 4 (approved)NR1I2
CEFACLORChEMBLPhase 4 (approved)NR1I2
CEFAMANDOLEChEMBLPhase 4 (approved)NR1I2
CEFEPIMEChEMBLPhase 4 (approved)NR1I2
CEFMENOXIMEChEMBLPhase 4 (approved)NR1I2
CEFOTAXIMEChEMBLPhase 4 (approved)NR1I2
CEFOXITINChEMBLPhase 4 (approved)NR1I2
CEFPODOXIMEChEMBLPhase 4 (approved)NR1I2
CEFTAZIDIMEChEMBLPhase 4 (approved)NR1I2
CEFTIZOXIMEChEMBLPhase 4 (approved)NR1I2
CEFTRIAXONEChEMBLPhase 4 (approved)NR1I2
CEFUROXIMEChEMBLPhase 4 (approved)NR1I2
CEPHALORIDINEChEMBLPhase 4 (approved)NR1I2
CEPHALOTHINChEMBLPhase 4 (approved)NR1I2
CEPHAPIRINChEMBLPhase 4 (approved)NR1I2
CEPHRADINEChEMBLPhase 4 (approved)NR1I2
CHLORHEXIDINEChEMBLPhase 4 (approved)NR1I2
CHLOROXINEChEMBLPhase 4 (approved)NR1I2
CHLORPROTHIXENEChEMBLPhase 4 (approved)NR1I2
CICLESONIDEChEMBLPhase 4 (approved)NR1I2
CICLOPIROXChEMBLPhase 4 (approved)NR1I2
CLEMASTINEChEMBLPhase 4 (approved)NR1I2
CLOBETASOL PROPIONATEChEMBLPhase 4 (approved)NR1I2