Compound Detail

CHEMBL361506

PENTAMIDINE ISETHIONATE

💊 Approved Drug

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💊 Approved Drug

N=C(N)c1ccc(OCCCCCOc2ccc(C(=N)N)cc2)cc1.O=S(=O)(O)CCO.O=S(=O)(O)CCO

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL361506
Name	PENTAMIDINE ISETHIONATE
Phase	Approved
Structure Type	MOL
InChI Key	YBVNFKZSMZGRAD-UHFFFAOYSA-N
Therapeutic	✓ Yes
Parent Compound	CHEMBL55
Active Moiety	CHEMBL55

Known Names

MB 800 Nebupent NSC-620107 NSC-757400 OCZ103-OS Pentacarinat Pentam Pentamidine diisethionate Pentamidine diisetionate Pentamidine isethionate Pentamidine isetionate Pentamidini isetionas +1 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

340.4

MW (Da)

2.88

ALogP

HBA

HBD

118.2

PSA (Å²)

0.30

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1984
Availability	Prescription
Chirality	Achiral

Routes of Administration

Parenteral Topical

USAN Stem	-amidine
USAN Year	2007

Extended Properties

Molecular Formula	C23H36N4O10S2
MW	592.69
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	-0.14

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
DNA inhibitor	INHIBITOR	DNA	✓	✓
Kinetoplast DNA inhibitor	INHIBITOR	Kinetoplast DNA	✓	✓

Indications

Leishmaniasis Pneumocystis Infections Pneumonia Trypanosomiasis HIV Infections Pneumonia, Pneumocystis Carcinoma, Non-Small-Cell Lung Cicatrix

ATC Classification

P01CX01

pentamidine isethionate

Level 1: ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS

Level 2: ANTIPROTOZOALS

Activity Summary

IC50 6 meas. best 8.82

Ki 2 meas.

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Trypanosoma brucei rhodesiense CHEMBL612348	IC50	8.82	8.82	1.5	1
Trypanosoma brucei brucei CHEMBL612851	IC50	8.57	8.55	2.7	3
L6 CHEMBL614793	IC50	5.29	5.29	5100.0	1
J774 CHEMBL614123	IC50	4.38	4.38	41600.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Trypanosoma brucei rhodesiense	IC50	=	1.5	nM	8.82	Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900 assesse...	24398295
Trypanosoma brucei brucei	IC50	=	2.7	nM	8.57	Antitrypanosomal activity against Trypanosoma brucei brucei after 48 hrs	17239596
Trypanosoma brucei brucei	IC50	=	2.9	nM	8.54	Trypanocidal activity against Trypanosoma brucei brucei after 48 hrs	16516467
Trypanosoma brucei brucei	IC50	=	2.9	nM	8.54	Antitrypanosomal activity against Trypanosoma brucei brucei TC221 infected in mo...	22376072
L6	IC50	=	5100.0	nM	5.29	Cytotoxicity against rat L6 cells assessed as cell viability after 70 hrs by MTT...	24398295
J774	IC50	=	41600.0	nM	4.38	Cytotoxicity against J774.1 cell line after 48 hrs	16516467

Literature References

PubMed	DOI	Target Context	# Activities
16516467	10.1016/j.bmcl.2006.02.026	J774	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.1016/j.cclet.2008.04.009	Brassica napus	2
-	10.1016/j.cclet.2008.04.009	Echinochloa crus-galli	2
22376072	10.1021/jm101439s	Trypanosoma brucei brucei	1
18159921	10.1021/jm070763y	Trypanosoma brucei brucei	1
17239596	10.1016/j.bmcl.2006.12.088	Trypanosoma brucei brucei	1
-	10.1016/j.cclet.2008.04.009	Ketol-acid reductoisomerase, chloroplastic	1
-	10.1016/j.cclet.2008.04.009	Ketol-acid reductoisomerase (NADP(+))	1
24398295	10.1016/j.bmcl.2013.12.064	L6	1
24398295	10.1016/j.bmcl.2013.12.064	Trypanosoma brucei rhodesiense	1
29567458	10.1016/j.ejmech.2018.02.087	Trypanosoma brucei brucei	1
29567458	10.1016/j.ejmech.2018.02.087	Mus musculus	1
-	10.1101/2020.04.03.023846	SARS-CoV-2	1
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	1
16516467	10.1016/j.bmcl.2006.02.026	Rhodesain	1
-	10.6019/CHEMBL4513149	Candida albicans	1
-	10.6019/EOS300108	HepG2	1

Data from ChEMBL 36 via Core Engine