Becatecarin

drug
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Also known as BecatecarinaBecatecarineBMS-181176BMY-27557Deae-rebeccamycinNSC-655649XL-119XL119

Summary

Becatecarin (CHEMBL2107313) is a phase-3 clinical-stage small molecule; indicated across 12 conditions including male breast carcinoma and small cell lung carcinoma.

At a glance

  • Status: Max clinical phase 3 (not approved)
  • Modality: Small molecule
  • Indications: 12 conditions
  • Clinical trials: 13
  • Chemistry: 669.5 Da · C33H34Cl2N4O7

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL2107313
NameBecatecarin
TypeSmall molecule
Max phase3
FDA approvedno
PubChem CID101524
Molecular formulaC33H34Cl2N4O7
Molecular weight669.5
InChIKeyJSKFWUPVIZYJMR-UDOAKELVSA-N

SMILES: CCN(CC)CCN1C(=O)C2=C3C4=C(C(=CC=C4)Cl)NC3=C5C(=C2C1=O)C6=C(N5[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)OC)O)O)C(=CC=C6)Cl

IUPAC name: 5,21-dichloro-13-[2-(diethylamino)ethyl]-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17(22),18,20-nonaene-12,14-dione

Also known as: Becatecarin, Becatecarina, Becatecarine, BMS-181176, BMY-27557, Deae-rebeccamycin, NSC-655649, XL-119, XL119, BECATECARIN

Patent coverage: 81 distinct patent families (165 SureChEMBL compound mentions), from 3 matched compound structure(s). One matched structure accounts for 161 (98%) 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

No target linkage available.

Bioactivity

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

Target pathways

No target-pathway data for this drug (no mapped target genes).

Indications & clinical

Indications

10 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
male breast carcinoma2MONDO:0005628EFO:0006861
small cell lung carcinoma2MONDO:0008433EFO:0000702
neuroblastoma2MONDO:0005072EFO:0000621
kidney cancer2MONDO:0002367MONDO:0002367
ovarian cancer2MONDO:0008170MONDO:0008170
lung neoplasm2MONDO:0021117MONDO:0008903
gallbladder neoplasm2MONDO:0021253MONDO:0005411
colorectal neoplasm2MONDO:0005335MONDO:0005575
neoplasm1MONDO:0005070EFO:0000616
lymphoma1MONDO:0005062EFO:0000574

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

Clinical trials

Total trials: 13.

Phase distribution

PhaseTrials
PHASE29
PHASE13
PHASE31

Top trials by phase / activity

NCTPhaseStatusTitle
NCT00090025PHASE3TERMINATEDXL119 Versus 5-Fluorouracil (5-FU) Plus Leucovorin (LV) in Subjects With Advanced Biliary Tumors
NCT00003737PHASE2COMPLETEDRebeccamycin Analog in Treating Children With Relapsed or Refractory Neuroblastoma
NCT00005027PHASE2COMPLETEDRebeccamycin Analog in Treating Patients With Advanced Kidney Cancer
NCT00005085PHASE2COMPLETEDRebeccamycin Analog in Treating Patients With Metastatic or Locally Recurrent Colorectal Cancer
NCT00005817PHASE2COMPLETEDRebeccamycin Analogue in Treating Women With Stage IIIB or Stage IV Breast Cancer
NCT00005997PHASE2TERMINATEDRebeccamycin Analogue in Treating Patients With Advanced Liver and/or Biliary Cancer
NCT00006017PHASE2COMPLETEDTwo Rebeccamycin Analogue Regimens in Treating Patients With Advanced or Recurrent Non-small Cell Lung Cancer
NCT00006102PHASE2COMPLETEDRebeccamycin Analogue in Treating Children With Solid Tumors or Non-Hodgkin’s Lymphoma
NCT00006262PHASE2TERMINATEDRebeccamycin Analogue in Treating Patients With Refractory Stage III or Stage IV Ovarian Epithelial Cancer
NCT00084487PHASE2TERMINATEDRebeccamycin Analog as Second-Line Therapy in Treating Patients With Limited-Stage or Extensive-Stage Small Cell Lung Cancer That Relapsed After Previous First-Line Chemotherapy
NCT00004189PHASE1COMPLETEDRebeccamycin Analog and Cisplatin With or Without Filgrastim in Treating Patients With Advanced Cancer
NCT00086983PHASE1TERMINATEDRebeccamycin Analog and Oxaliplatin in Treating Patients With Refractory Solid Tumors
NCT00087204PHASE1COMPLETEDRebeccamycin Analog in Treating Patients With Relapsed or Refractory Acute Myeloid Leukemia, Myelodysplastic Syndrome, Acute Lymphoblastic Leukemia, or Chronic Myelogenous Leukemia

Clinical evidence (CIViC)

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

Pharmacology

Pharmacogenomics

No PharmGKB pharmacogenomic data curated for this drug.

No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).