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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL487253
CHEMBL487253
Compound Name BENDAMUSTINE
ChEMBL Synonyms TREANDA | BENDAMUSTINE | BENDEKA | RIBOMUSTINE | SDX-105 | BENDAMUSTINE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names BENDEKA | TREANDA | RIBOMUSTINE | BENDAMUSTINE HYDROCHLORIDE
Molecular Formula C16H21Cl2N3O2

Additional synonyms for CHEMBL487253 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cn1c(CCCC(=O)O)nc2cc(ccc12)N(CCCl)CCCl
Standard InChI InChI=1S/C16H21Cl2N3O2/c1-20-14-6-5-12(21(9-7-17)10-8-18)11- ...
Download InChI
Standard InChI Key YTKUWDBFDASYHO-UHFFFAOYSA-N

Sources

  • BindingDB Database
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL487253

Molecule Features

CHEMBL487253 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
DNA inhibitor DNA FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Hodgkin DiseaseD006689EFO:0000183Hodgkins lymphoma2ClinicalTrials
ClinicalTrials
Leukemia, Myelogenous, Chronic, BCR-ABL PositiveD015464EFO:0000339chronic myelogenous leukemia1ClinicalTrials
Lymphoma, Large B-Cell, DiffuseD016403EFO:0000403diffuse large B-cell lymphoma3ClinicalTrials
ClinicalTrials
NeoplasmsD009369EFO:0000311cancer1ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
LeukemiaD007938EFO:0000565leukemia2ClinicalTrials
ClinicalTrials
Lymphoma, B-Cell, Marginal ZoneD018442EFO:0000191MALT lymphoma2ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0000096neoplasm of mature B-cells4DailyMed
OligodendrogliomaD009837EFO:0002501anaplastic oligodendroglioma2ClinicalTrials
LymphomaD008223EFO:0000574lymphoma3ClinicalTrials
ClinicalTrials
Lymphoma, B-Cell, Marginal ZoneD018442EFO:1000630marginal zone B-cell lymphoma2ClinicalTrials
Multiple MyelomaD009101EFO:0001378multiple myeloma2ClinicalTrials
ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-CellD015451EFO:0000095chronic lymphocytic leukemia4ClinicalTrials
DailyMed
ClinicalTrials
Lymphoma, FollicularD008224EFO:0000096neoplasm of mature B-cells3ClinicalTrials
ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma2ClinicalTrials
GliosarcomaD018316EFO:1001465gliosarcoma2ClinicalTrials
Leukemia, LymphoidD007945EFO:0004289lymphoid leukemia1ClinicalTrials
Leukemia, Hairy CellD007943EFO:1000956hairy cell leukemia2ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia1ClinicalTrials
Leukemia, Plasma CellD007952EFO:0006475plasma cell leukemia1ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-LymphomaD054198EFO:0000220acute lymphoblastic leukemia1ClinicalTrials
Waldenstrom MacroglobulinemiaD008258EFO:0002616macroglobulinemia2ClinicalTrials
AstrocytomaD001254EFO:0002499anaplastic astrocytoma2ClinicalTrials
Amyloidosis, FamilialD028226Orphanet:85443AL amyloidosis2ClinicalTrials
Lymphoma, Mantle-CellD020522EFO:1001469Mantle cell lymphoma3ClinicalTrials
ClinicalTrials
Lung NeoplasmsD008175EFO:0001071lung carcinoma2ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma4ClinicalTrials
ClinicalTrials
Myelodysplastic SyndromesD009190EFO:0000198myelodysplastic syndrome1ClinicalTrials

Clinical Data

ClinicalTrials.gov BENDAMUSTINE
The Cochrane Collaboration BENDAMUSTINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL487253. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL5103 Histone deacetylase 10 Homo sapiens 0.591
CHEMBL2808 LXR-alpha Homo sapiens 0.469
CHEMBL263 Type-1B angiotensin II receptor Rattus norvegicus 0.354
CHEMBL3192 Histone deacetylase 8 Homo sapiens 0.302

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.503
CHEMBL3192 Histone deacetylase 8 Homo sapiens 0.376
CHEMBL5103 Histone deacetylase 10 Homo sapiens 0.235

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
358.3 357.1011 3.26 9 58.36 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.5 7.24 2.38 -.21 2 23 0.7

Structural Alerts

There are 10 structural alerts for CHEMBL487253. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L01 - ANTINEOPLASTIC AGENTS
L01A - ALKYLATING AGENTS
L01AA - Nitrogen mustard analogues
L01AA09 - bendamustine

ChemSpider ChemSpider:YTKUWDBFDASYHO-UHFFFAOYSA-N
DailyMed bendamustine hydrochloride
PubChem SID: 144206324 SID: 170465340 SID: 174007431 SID: 50125886
Wikipedia Bendamustine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL487253



ACToR 16506-27-7
BindingDB 173621
ChEBI 135515
DrugBank DB06769
DrugCentral 302
eMolecules 7458967
EPA CompTox Dashboard DTXSID2046888
FDA SRS 9266D9P3PQ
Guide to Pharmacology 7478
IBM Patent System 57F8F840F0CB409E809433D73D514A4D
LINCS LSM-45554
MolPort MolPort-003-844-702
Nikkaji J32.486H
NMRShiftDB 10018223
PubChem 65628
PubChem: Thomson Pharma 14901248
SureChEMBL SCHEMBL26319
ZINC ZINC000004214955

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/YTKUWDBFDASYHO-UHFFFAOYSA-N spacer
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