Compound Detail

CHEMBL487253

BENDAMUSTINE

💊 Approved Drug

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💊 Approved Drug

Cn1c(CCCC(=O)O)nc2cc(N(CCCl)CCCl)ccc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL487253
Name	BENDAMUSTINE
Phase	Approved
Structure Type	MOL
InChI Key	YTKUWDBFDASYHO-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Bendamustina Bendamustine

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

358.3

MW (Da)

3.26

ALogP

HBA

HBD

58.4

PSA (Å²)

0.70

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2008
Availability	Prescription
Chirality	Achiral

Routes of Administration

Parenteral

Flags

Natural Product

USAN Stem	-mustine
USAN Year	2004

Extended Properties

Molecular Formula	C16H21Cl2N3O2
MW	358.27
Aromatic Rings	2
Heavy Atoms	23
NP-Likeness	-1.09

Indications

Neoplasms Neoplasms Hodgkin Disease Hodgkin Disease Immunoblastic Lymphadenopathy Leukemia, Lymphocytic, Chronic, B-Cell Lymphoma Lymphoma, B-Cell, Marginal Zone Lymphoma, B-Cell, Marginal Zone Lymphoma, Follicular Lymphoma, Follicular Lymphoma, Large B-Cell, Diffuse Lymphoma, Mantle-Cell Lymphoma, Non-Hodgkin Multiple Myeloma Amyloidosis, Familial Anemia, Hemolytic, Autoimmune Breast Neoplasms Hematologic Neoplasms Hematologic Neoplasms

ATC Classification

L01AA09

bendamustine

Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS

Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

IC50 21 meas. best 8.22

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 6 CHEMBL1865	IC50	8.22	8.11	6.0	2
Histone deacetylase 2 CHEMBL1937	IC50	8.05	8.025	9.0	2
Histone deacetylase 3 CHEMBL1829	IC50	8.0	7.8	10.0	2
Histone deacetylase 5 CHEMBL2563	IC50	8.0	8.0	10.0	1
Histone deacetylase 1 CHEMBL325	IC50	8.0	7.885	10.0	2
Histone deacetylase 4 CHEMBL3524	IC50	8.0	8.0	10.0	1
Polyamine deacetylase HDAC10 CHEMBL5103	IC50	7.14	7.14	72.0	1
Panel NCI-60 (60 carcinoma cell lines) CHEMBL614194	IC50	7.11	6.385	77.0	2
Histone deacetylase 8 CHEMBL3192	IC50	6.97	6.97	107.0	1
HL-60 CHEMBL383	IC50	5.16	5.16	6980.0	1
MDA-MB-231 CHEMBL400	IC50	4.88	4.88	13280.0	3
KB CHEMBL398	IC50	4.38	4.38	41280.0	1
DNA CHEMBL4649922	IC50	4.3	4.3	50000.0	1
HCT-116 CHEMBL394	IC50	4.14	4.14	71690.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	205919.27	ng.hr.mL-1	Mus musculus
AUC	75082.64	ng.hr.mL-1	Mus musculus
Cmax	393000.0	nM	Mus musculus
T1/2	0.6667	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 6	IC50	=	6.0	nM	8.22	Enzymatic Assay: Hydroxamic acid is a well know metal-chelating agent, especiall...	-
Histone deacetylase 2	IC50	=	9.0	nM	8.05	Enzymatic Assay: Hydroxamic acid is a well know metal-chelating agent, especiall...	-
Histone deacetylase 1	IC50	=	10.0	nM	8.0	Inhibition of HDAC1 (unknown origin)	33143937
Histone deacetylase 2	IC50	=	10.0	nM	8.0	Inhibition of HDAC2 (unknown origin)	33143937
Histone deacetylase 6	IC50	=	10.0	nM	8.0	Inhibition of HDAC6 (unknown origin)	33143937
Histone deacetylase 3	IC50	=	10.0	nM	8.0	Inhibition of HDAC3 (unknown origin)	33143937
Histone deacetylase 4	IC50	=	10.0	nM	8.0	Inhibition of HDAC4 (unknown origin)	33143937
Histone deacetylase 5	IC50	=	10.0	nM	8.0	Inhibition of HDAC5 (unknown origin)	33143937
Histone deacetylase 1	IC50	=	17.0	nM	7.77	Enzymatic Assay: Hydroxamic acid is a well know metal-chelating agent, especiall...	-
Histone deacetylase 3	IC50	=	25.0	nM	7.6	Enzymatic Assay: Hydroxamic acid is a well know metal-chelating agent, especiall...	-
Polyamine deacetylase HDAC10	IC50	=	72.0	nM	7.14	Enzymatic Assay: Hydroxamic acid is a well know metal-chelating agent, especiall...	-
Panel NCI-60 (60 carcinoma cell lines)	IC50	=	77.0	nM	7.11	Cytotoxicity against human Panel NCI-60 (60 carcinoma cell lines)	33077264
Histone deacetylase 8	IC50	=	107.0	nM	6.97	Enzymatic Assay: Hydroxamic acid is a well know metal-chelating agent, especiall...	-
Panel NCI-60 (60 carcinoma cell lines)	IC50	=	2200.0	nM	5.66	Cytotoxicity against human Panel NCI-60 (60 carcinoma cell lines) cells assessed...	33143937
HL-60	IC50	=	6980.0	nM	5.16	Cytotoxicity against Homo sapiens (human) HL60 cells after 24 hr by MTT assay	-
MDA-MB-231	IC50	=	13280.0	nM	4.88	Antiproliferative activity against human MDA-MB-231 cells assessed as reduction ...	33261898
MDA-MB-231	IC50	=	13280.0	nM	4.88	Anticancer activity against human MDA-MB-231 cells assessed as inhibition of cel...	35944852
MDA-MB-231	IC50	=	13280.0	nM	4.88	Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition...	35477142
KB	IC50	=	41280.0	nM	4.38	Cytotoxicity against Homo sapiens (human) KB cells after 24 hr by MTT assay	-
DNA	IC50	=	50000.0	nM	4.3	Induction of DNA (unknown origin) damage assessed as inhibition of DNA replicati...	32828424

Literature References

PubMed	DOI	Target Context	# Activities
20014752	10.1021/tx900326k	Hepatotoxicity	3
21371790	10.1016/j.ejmech.2011.02.008	MCF7	3
-	10.1039/C2MD20233F	ADMET	3
37468498	10.1038/s41467-023-40064-9	Thromboxane A2 receptor	2
37468498	10.1038/s41467-023-40064-9	Prostaglandin G/H synthase 1	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	2
26948801	10.1016/j.drudis.2016.02.015	Homo sapiens	2
-	10.1039/C2MD20233F	Serum	2
37468498	10.1038/s41467-023-40064-9	Muscarinic acetylcholine receptor M1	2
-	10.1039/C2MD20233F	Brain	1
-	10.1039/C2MD20233F	Plasma	1
25618019	10.1016/j.ejmech.2015.01.011	Solute carrier organic anion transporter family member 1B3	1
-	10.1007/s00044-011-9959-8	A549	1
-	10.1101/2020.04.21.054387	SARS-CoV-2	1
-	10.1007/s00044-011-9959-8	HCT-116	1
32023055	10.1021/acs.jmedchem.9b01456	Unchecked	1
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	1
-	10.1007/s00044-011-9959-8	KB	1
21371790	10.1016/j.ejmech.2011.02.008	MDA-MB-231	1

Data from ChEMBL 36 via Core Engine