Becatecarin
drug drugOn this page
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
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL2107313 |
| Name | Becatecarin |
| Type | Small molecule |
| Max phase | 3 |
| FDA approved | no |
| PubChem CID | 101524 |
| Molecular formula | C33H34Cl2N4O7 |
| Molecular weight | 669.5 |
| InChIKey | JSKFWUPVIZYJMR-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) | Phase | MONDO | EFO |
|---|---|---|---|
| male breast carcinoma | 2 | MONDO:0005628 | EFO:0006861 |
| small cell lung carcinoma | 2 | MONDO:0008433 | EFO:0000702 |
| neuroblastoma | 2 | MONDO:0005072 | EFO:0000621 |
| kidney cancer | 2 | MONDO:0002367 | MONDO:0002367 |
| ovarian cancer | 2 | MONDO:0008170 | MONDO:0008170 |
| lung neoplasm | 2 | MONDO:0021117 | MONDO:0008903 |
| gallbladder neoplasm | 2 | MONDO:0021253 | MONDO:0005411 |
| colorectal neoplasm | 2 | MONDO:0005335 | MONDO:0005575 |
| neoplasm | 1 | MONDO:0005070 | EFO:0000616 |
| lymphoma | 1 | MONDO:0005062 | EFO: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
| Phase | Trials |
|---|---|
| PHASE2 | 9 |
| PHASE1 | 3 |
| PHASE3 | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT00090025 | PHASE3 | TERMINATED | XL119 Versus 5-Fluorouracil (5-FU) Plus Leucovorin (LV) in Subjects With Advanced Biliary Tumors |
| NCT00003737 | PHASE2 | COMPLETED | Rebeccamycin Analog in Treating Children With Relapsed or Refractory Neuroblastoma |
| NCT00005027 | PHASE2 | COMPLETED | Rebeccamycin Analog in Treating Patients With Advanced Kidney Cancer |
| NCT00005085 | PHASE2 | COMPLETED | Rebeccamycin Analog in Treating Patients With Metastatic or Locally Recurrent Colorectal Cancer |
| NCT00005817 | PHASE2 | COMPLETED | Rebeccamycin Analogue in Treating Women With Stage IIIB or Stage IV Breast Cancer |
| NCT00005997 | PHASE2 | TERMINATED | Rebeccamycin Analogue in Treating Patients With Advanced Liver and/or Biliary Cancer |
| NCT00006017 | PHASE2 | COMPLETED | Two Rebeccamycin Analogue Regimens in Treating Patients With Advanced or Recurrent Non-small Cell Lung Cancer |
| NCT00006102 | PHASE2 | COMPLETED | Rebeccamycin Analogue in Treating Children With Solid Tumors or Non-Hodgkin’s Lymphoma |
| NCT00006262 | PHASE2 | TERMINATED | Rebeccamycin Analogue in Treating Patients With Refractory Stage III or Stage IV Ovarian Epithelial Cancer |
| NCT00084487 | PHASE2 | TERMINATED | Rebeccamycin 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 |
| NCT00004189 | PHASE1 | COMPLETED | Rebeccamycin Analog and Cisplatin With or Without Filgrastim in Treating Patients With Advanced Cancer |
| NCT00086983 | PHASE1 | TERMINATED | Rebeccamycin Analog and Oxaliplatin in Treating Patients With Refractory Solid Tumors |
| NCT00087204 | PHASE1 | COMPLETED | Rebeccamycin 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.
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).
Related Atlas pages
- In clinical trials for: male breast carcinoma, small cell lung carcinoma, neuroblastoma, kidney cancer, ovarian cancer, lung neoplasm, gallbladder neoplasm, colorectal neoplasm