Compound Detail

CHEMBL790

CHLORHEXIDINE

💊 Approved Drug

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💊 Approved Drug

N=C(NCCCCCCNC(=N)NC(=N)Nc1ccc(Cl)cc1)NC(=N)Nc1ccc(Cl)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL790
Name	CHLORHEXIDINE
Phase	Approved
Structure Type	MOL
InChI Key	GHXZTYHSJHQHIJ-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Avagard Chlorhexadine Chlorhexidine Clorhexidina Dentisept Merfen-incolore

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

505.5

MW (Da)

4.18

ALogP

HBA

HBD

167.6

PSA (Å²)

0.14

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1976
Availability	OTC
Chirality	Achiral

Routes of Administration

Topical

Flags

Withdrawn Natural Product

USAN Year

1963

Extended Properties

Molecular Formula	C22H30Cl2N10
MW	505.46
Aromatic Rings	2
Heavy Atoms	34
NP-Likeness	-0.36

Indications

Eye Infections Infections Bacteremia Bacterial Infections Communicable Diseases Dental Caries Gingivitis Neutropenia Periodontitis Pharyngitis Pneumonia Staphylococcal Infections Acanthamoeba Keratitis Carcinoma, Non-Small-Cell Lung Diabetic Foot Neonatal Sepsis Peri-Implantitis Periodontal Diseases Pneumonia, Ventilator-Associated Pulmonary Disease, Chronic Obstructive

ATC Classification

A01AB03

chlorhexidine

Level 1: ALIMENTARY TRACT AND METABOLISM

Level 2: STOMATOLOGICAL PREPARATIONS

B05CA02

chlorhexidine

Level 1: BLOOD AND BLOOD FORMING ORGANS

Level 2: BLOOD SUBSTITUTES AND PERFUSION SOLUTIONS

D08AC02

chlorhexidine

Level 1: DERMATOLOGICALS

Level 2: ANTISEPTICS AND DISINFECTANTS

D08AC52

chlorhexidine, combinations

Level 1: DERMATOLOGICALS

Level 2: ANTISEPTICS AND DISINFECTANTS

D09AA12

chlorhexidine

Level 1: DERMATOLOGICALS

Level 2: MEDICATED DRESSINGS

R02AA05

chlorhexidine

Level 1: RESPIRATORY SYSTEM

Level 2: THROAT PREPARATIONS

S01AX09

chlorhexidine

Level 1: SENSORY ORGANS

Level 2: OPHTHALMOLOGICALS

S02AA09

chlorhexidine

Level 1: SENSORY ORGANS

Level 2: OTOLOGICALS

S03AA04

chlorhexidine

Level 1: SENSORY ORGANS

Level 2: OPHTHALMOLOGICAL AND OTOLOGICAL PREPARATIONS

Activity Summary

IC50 40 meas. best 6.68

EC50 18 meas. best 6.75

Kd 10 meas. best 9.23

Ki 2 meas. best 5.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Methionine--tRNA ligase CHEMBL6066152	Kd	9.23	7.54	0.6	8
Methionine--tRNA ligase CHEMBL6066151	Kd	8.3	7.41	5.0	2
Unchecked CHEMBL612545	EC50	6.75	5.812	178.0	5
Solute carrier family 22 member 1 CHEMBL5685	IC50	6.68	6.68	210.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	6.49	6.4067	321.0	6
Solute carrier family 22 member 2 CHEMBL1743122	IC50	6.4	6.4	400.0	1
Solute carrier family 22 member 3 CHEMBL2073673	IC50	6.39	6.39	410.0	1
Unchecked CHEMBL612545	IC50	6.36	5.2011	438.6	19
Multidrug and toxin extrusion protein 2 CHEMBL1743127	IC50	6.3	6.3	500.0	1
Trypanosoma brucei brucei CHEMBL612851	EC50	6.28	6.225	530.0	2
Multidrug and toxin extrusion protein 1 CHEMBL1743126	IC50	6.16	6.16	700.0	1
Acanthamoeba castellanii CHEMBL614744	IC50	5.81	5.81	1562.5	1
Trypanothione reductase CHEMBL5131	Ki	5.7	5.7	2000.0	1
Melanocortin receptor 4 CHEMBL259	IC50	5.7	5.7	1997.0	1
ATP-dependent molecular chaperone HSP82 CHEMBL1293251	EC50	5.67	5.67	2128.0	1
Ubiquitin-conjugating enzyme E2 N CHEMBL6089	IC50	5.66	5.59	2197.0	2
Acanthamoeba polyphaga CHEMBL614746	IC50	5.5	5.5	3125.0	1
HT-22 CHEMBL614316	IC50	5.25	5.25	5600.0	1
72 kDa type IV collagenase CHEMBL333	IC50	5.12	5.12	7630.0	1
Matrix metalloproteinase-9 CHEMBL321	IC50	5.12	5.12	7630.0	1
Methionine--tRNA ligase CHEMBL6066151	IC50	5.07	5.07	8500.0	1
Hexokinase HKDC1 CHEMBL1741200	IC50	5.05	5.05	8990.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	5.04	5.04	9165.0	1
Synaptojanin-2 CHEMBL4523129	IC50	5.0	5.0	10000.0	3
Candida albicans CHEMBL366	IC50	4.66	4.66	21800.0	1
Methionine--tRNA ligase CHEMBL6066152	IC50	4.51	4.51	30800.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Methionine--tRNA ligase	Kd	=	0.593	nM	9.23	Binding affinity to Staphylococcus aureus MetRS expressed in Escherichia coli BL...	38458107
Methionine--tRNA ligase	Kd	=	1.21	nM	8.92	Binding affinity to Staphylococcus aureus MetRS expressed in Escherichia coli BL...	38458107
Methionine--tRNA ligase	Kd	=	3.1	nM	8.51	Binding affinity to Staphylococcus aureus MetRS expressed in Escherichia coli BL...	38458107
Methionine--tRNA ligase	Kd	=	5.04	nM	8.3	Binding affinity to Enterococcus faecalis type 1 MetRS expressed in Escherichia ...	38458107
Methionine--tRNA ligase	Kd	=	6.0	nM	8.22	Binding affinity to Staphylococcus aureus MetRS expressed in Escherichia coli BL...	38458107
Methionine--tRNA ligase	Kd	=	10.2	nM	7.99	Binding affinity to Staphylococcus aureus MetRS expressed in Escherichia coli BL...	38458107
Unchecked	EC50	=	178.0	nM	6.75	PUBCHEM_BIOASSAY: Luminescence Cell-Based/Microorganism Dose Confirmation HTS to...	-
Solute carrier family 22 member 1	IC50	=	210.0	nM	6.68	Inhibition of human OCT1-mediated ASP+ uptake expressed in HEK293 cells after 3 ...	23241029
Methionine--tRNA ligase	Kd	=	300.0	nM	6.52	Binding affinity to Enterococcus faecalis type 1 MetRS expressed in Escherichia ...	38458107
NON-PROTEIN TARGET	EC50	=	321.0	nM	6.49	Antitrypanosomal activity against Trypanosoma brucei brucei Trypanosoma brucei b...	27890381
NON-PROTEIN TARGET	EC50	=	349.0	nM	6.46	Antitrypanosomal activity against Trypanosoma brucei brucei BS449 measured after...	27890381
Solute carrier family 22 member 2	IC50	=	400.0	nM	6.4	Inhibition of human OCT2-mediated ASP+ uptake expressed in HEK293 cells after 3 ...	23241029
NON-PROTEIN TARGET	EC50	=	410.0	nM	6.39	Antitrypanosomal activity against Trypanosoma brucei brucei expressing BS449 aft...	27994740
Solute carrier family 22 member 3	IC50	=	410.0	nM	6.39	Inhibition of human OCT3-mediated ASP+ uptake expressed in HEK293 cells after 3 ...	23241029
NON-PROTEIN TARGET	EC50	=	430.0	nM	6.37	Antitrypanosomal activity against Trypanosoma brucei brucei expressing BS449 aft...	27994740
NON-PROTEIN TARGET	EC50	=	430.0	nM	6.37	Antitrypanosomal activity against Trypanosoma brucei brucei expressing BS449 aft...	27994740
Unchecked	IC50	=	438.6	nM	6.36	PubChem BioAssay. SNU-C1 viability from Cell TiterGlo-IC50. (Class of assay: c...	-
NON-PROTEIN TARGET	EC50	=	440.0	nM	6.36	Antitrypanosomal activity against Trypanosoma brucei brucei BS449 measured after...	27890381
Methionine--tRNA ligase	Kd	=	450.0	nM	6.35	Binding affinity to Staphylococcus aureus MetRS expressed in Escherichia coli BL...	38458107
Multidrug and toxin extrusion protein 2	IC50	=	500.0	nM	6.3	Inhibition of human MATE2K-mediated ASP+ uptake expressed in HEK293 cells after ...	23241029

Literature References

PubMed	DOI	Target Context	# Activities
38458107	10.1016/j.ejmech.2024.116303	Methionine--tRNA ligase	45
18838593	10.1128/aac.01072-08	Pseudomonas aeruginosa	38
6492075	10.1021/jm00377a014	Streptococcus mutans	15
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
26636180	10.1021/acs.jnatprod.5b00833	Staphylococcus epidermidis	11
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
27890381	10.1016/j.bmcl.2016.11.036	NON-PROTEIN TARGET	6
33310546	10.1016/j.bmc.2020.115905	Unchecked	6
37812886	10.1016/j.bmc.2023.117485	Staphylococcus aureus	4
-	10.1016/S0960-894X(97)00297-7	Staphylococcus aureus	4
19770280	10.1128/aac.00748-09	Acinetobacter baumannii	4
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 2B	3
19770280	10.1128/aac.00748-09	Escherichia coli	3
17576828	10.1128/aac.00430-07	Staphylococcus aureus	3
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	3
6492075	10.1021/jm00377a014	Escherichia coli	3
10841789	10.1021/jm990322h	Human immunodeficiency virus type 1 integrase	3
17220400	10.1128/aac.00999-06	Streptococcus mutans	3
27994740	10.1021/acsmedchemlett.6b00276	NON-PROTEIN TARGET	3

Data from ChEMBL 36 via Core Engine