Bendamustine (CED0003130)

Record Information

Version

1.0

Creation Date

2016-05-22 06:01:53 UTC

Update Date

2026-08-19 16:45:47 UTC

Accession Number

CHEM019332

Identification

Common Name

Bendamustine

Class

Small Molecule

Description

Bendamustine is an organic compound with the formula C16H21Cl2N3O2 and an average molecular weight of 358.26 g/mol. Bendamustine belongs to the benzimidazoles, a class of organoheterocyclic compounds within the organic compounds. The substance is found in or released from four recorded sources, including healthcare, pharmaceuticals & veterinary products as antineoplastic agents, electrical & electronic equipment such as line transmission systems, and building & construction specifically regarding sunshades awnings or outside screens. The recorded route of exposure for this compound is intravenous.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Treanda	Kegg
Bendamustin	MeSH
Cytostasan	MeSH
Hydrochloride, bendamustine	MeSH
Zimet 3393	MeSH
Bendamustine hydrochloride	MeSH
IMET 3393	MeSH
Ribomustin	MeSH
4-{5-[bis(2-chloroethyl)amino]-1-methyl-1H-1,3-benzodiazol-2-yl}butanoate	Generator

Chemical Formula

C₁₆H₂₁Cl₂N₃O₂

Average Molecular Mass

358.263 g/mol

Monoisotopic Mass

357.101 g/mol

CAS Registry Number

16506-27-7

IUPAC Name

4-{5-[bis(2-chloroethyl)amino]-1-methyl-1H-1,3-benzodiazol-2-yl}butanoic acid

Traditional Name

bendamustine

SMILES

CN1C(CCCC(O)=O)=NC2=CC(=CC=C12)N(CCCl)CCCl

InChI Identifier

InChI=1S/C16H21Cl2N3O2/c1-20-14-6-5-12(21(9-7-17)10-8-18)11-13(14)19-15(20)3-2-4-16(22)23/h5-6,11H,2-4,7-10H2,1H3,(H,22,23)

InChI Key

YTKUWDBFDASYHO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

Not Available

Direct Parent

Benzimidazoles

Alternative Parents

Substituents

Benzimidazole
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Nitrogen mustard
Benzenoid
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Amino acid or derivatives
Amino acid
Tertiary amine
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Alkyl chloride
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Alkyl halide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.062 g/L	ALOGPS
logP	3.07	ALOGPS
logP	1.66	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.38	ChemAxon
pKa (Strongest Basic)	6.65	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	58.36 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	92.92 m³·mol⁻¹	ChemAxon
Polarizability	38.19 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-007p-1191000000-105ac77aa88dc5f6e5f6	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-0019000000-0f818e01f361056a0d0c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-2269000000-c192408ea9a9e85da7cd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0nti-4490000000-ceed33c0d499c0f77ed1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0019000000-0240751349662f6372f8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ab9-1059000000-3a032820e05c6eab1ea4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-9180000000-1a2593c3241828530387	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-0009000000-f4a949918cc4801f4f62	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0kp3-0095000000-611f1776a238691ca2dd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udl-3190000000-fcbcddad210bb67dfa8c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-9002000000-e3c3fcad2466ad25dd43	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-9000000000-c2fa753da65a4bac80a1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-9001000000-1e0a0a41fab832cd88b2	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
252.0	Log mg/kg	[140:450]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
358	Antineoplastic agents	Healthcare, pharmaceuticals & veterinary products	Not Available
501	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
502	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
525	Line Transmission Systems	Electrical & Electronic Equipment	Not Available

Pathways

2 pathways

Bendamustine Action Pathway

Bendamustine Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Protein deacetylase HDAC6	Q9UBN7	Humans	Predicted (SEA)	7.55137
Click to view 3D structure	Histone deacetylase 1	Q13547	Humans	Predicted (SEA)	11.0546
Click to view 3D structure	Histone deacetylase 5	Q9UQL6	Humans	Predicted (SEA)	1.55698
Click to view 3D structure	Histone deacetylase 4	P56524	Humans	Predicted (SEA)	1.86838
Click to view 3D structure	Histone deacetylase 2	Q92769	Humans	Predicted (SEA)	3.58106
Click to view 3D structure	Histone deacetylase 3	O15379	Humans	Predicted (SEA)	3.42537
Click to view 3D structure	Histone deacetylase 8	Q9BY41	Humans	Predicted (SEA)	15.8034
Click to view 3D structure	Polyamine deacetylase HDAC10	Q969S8	Humans	Predicted (SEA)	6.07224
Click to view 3D structure	Large neutral amino acids transporter small subunit 1	Q63016	Rattus norvegicus	Predicted (SEA)	0.0778492
Click to view 3D structure	Histone deacetylase 11	Q96DB2	Humans	Predicted (SEA)	173.837
Click to view 3D structure	Sterol carrier protein 2	P22307	Humans	Predicted (SEA)	3.73676
Click to view 3D structure	Histone deacetylase 9	Q9UKV0	Humans	Predicted (SEA)	145.578
Click to view 3D structure	Long-chain-fatty-acid--CoA ligase 1	P41216	Mus musculus	Predicted (SEA)	9.03051
Click to view 3D structure	Complement component 3a receptor 1, isoform CRA_a	A8K2H7	Homo sapiens	Predicted (SEA)	20.0851
Click to view 3D structure	Type-1 angiotensin II receptor B	P29089	Rattus norvegicus	Predicted (SEA)	80.029
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	2418.54
Click to view 3D structure	Histone deacetylase 7	Q8WUI4	Humans	Predicted (SEA)	268.035
Click to view 3D structure	Epidermal growth factor receptor	P00533	Humans	Predicted (SEA)	2071.72
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	2103.1
Click to view 3D structure	Tyrosine-protein kinase Lyn	P07948	Humans	Predicted (SEA)	1489.49
Click to view 3D structure	Tyrosine-protein kinase ITK/TSK	Q08881	Humans	Predicted (SEA)	1335.04
Click to view 3D structure	Proto-oncogene tyrosine-protein kinase Src	P12931	Humans	Predicted (SEA)	1986.56
Click to view 3D structure	Fibroblast growth factor receptor 1	P11362	Humans	Predicted (SEA)	2024.94
Click to view 3D structure	Fibroblast growth factor receptor 3	P22607	Humans	Predicted (SEA)	1721.95
Click to view 3D structure	Insulin receptor	P06213	Humans	Predicted (SEA)	2058.57