XC9

1-[6-[azanylidene-[[azanylidene-[[(4-chlorophenyl)amino]methyl]-$l^{4}-azanyl]methyl]-$l^{4}-azanyl]hexyl]-3-[~{N}-(4-chlorophenyl)carbamimidoyl]guanidine

Created:	2022-11-11
Last modified:	2023-02-08

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2 entries where XC9 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	64
Chiral Atom Count	0
Bond Count	65
Aromatic Bond Count	12

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Chemical Component Summary
Name	1-[6-[azanylidene-[[azanylidene-[[(4-chlorophenyl)amino]methyl]-$l^{4}-azanyl]methyl]-$l^{4}-azanyl]hexyl]-3-[~{N}-(4-chlorophenyl)carbamimidoyl]guanidine
Systematic Name (OpenEye OEToolkits)	1-(4-chlorophenyl)-3-[~{N}-[6-[[~{N}-[~{N}-(4-chlorophenyl)carbamimidoyl]carbamimidoyl]amino]hexyl]carbamimidoyl]guanidine
Formula	C₂₂ H₃₀ Cl₂ N₁₀
Molecular Weight	505.447
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	Clc1ccc(NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)Nc2ccc(Cl)cc2)cc1
SMILES	CACTVS	3.385	Clc1ccc(NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)Nc2ccc(Cl)cc2)cc1
SMILES	OpenEye OEToolkits	2.0.7	c1cc(ccc1NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)Nc2ccc(cc2)Cl)Cl
Canonical SMILES	CACTVS	3.385	Clc1ccc(NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)Nc2ccc(Cl)cc2)cc1
Canonical SMILES	OpenEye OEToolkits	2.0.7	[H]/N=C(\NCCCCCCNC(=N)NC(=N)Nc1ccc(cc1)Cl)/N/C(=N\[H])/Nc2ccc(cc2)Cl
InChI	InChI	1.06	InChI=1S/C22H30Cl2N10/c23-15-5-9-17(10-6-15)31-21(27)33-19(25)29-13-3-1-2-4-14-30-20(26)34-22(28)32-18-11-7-16(24)8-12-18/h5-12H,1-4,13-14H2,(H5,25,27,29,31,33)(H5,26,28,30,32,34)
InChIKey	InChI	1.06	GHXZTYHSJHQHIJ-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

DrugBank ID	DB00878 ?
Name	Chlorhexidine
Groups	approved vet_approved withdrawn
Description	Chlorhexidine is a broad-spectrum antimicrobial biguanide used as a topical antiseptic and in dental practice for the treatment of inflammatory dental conditions caused by microorganisms.[L11512] It is one of the most common skin and mucous membrane antiseptic agents in use today.[A190417] The molecule itself is a cationic bis-guanide consisting of two 4-chlorophenyl rings and two biguanide groups joined by a central hexamethylene chain.[A190453] Topical chlorhexidine for disinfection, as well as oral rinses for dental use, carries activity against a broad range of pathogens including bacteria, yeasts, and viruses.[L11518,L11512,A190453] Chlorhexidine was developed in the UK by Imperial Chemical Industries in the early 1950s[A190474] and was introduced to the US in the 1970s.[L11572] The FDA withdrew its approval for the use of chlorhexidine gluconate topical tincture 0.5%, due to a significant number of reports concerning chemical and thermal burns associated with the use of this product.[L43942,L44027] Other formulations of chlorhexidine continue to be available.
Synonyms	Chlorhexidinum 1,1'-Hexamethylene bis(5-(p-chlorophenyl)biguanide) Chlorhexidine gluconate N,N'-Bis(4-chlorophenyl)-3,12-diimino-2,4,11,13-tetraazatetradecanediimidamide Chlorhexidin Chlorhexidine acetate Chlorhexidine hydrochloride Cloresidina Chlorhexidine Clorhexidina
Brand Names	Hospicare 40R Adult Body Wipes First Aid Antiseptic Skin Cleanser QCare Rx Oral Cleansing and Suctioning System Rouhex G Liq 2% Jisberry Hand Sanitizer Bactoshield Chg 4% 3M SoluPrep S SANIDEP Advanced Sanitizer with Organic Extracts WhyteDerm SurgiPak Dexidin 20 Liszt Hand sanitizer without washing Akilspray Hand Sanitizer Steri-stat Liq 20% Soluprep Swab Dyna-Hex 2 Cida-stat Foam Cardinal Health Antiseptic Skin Cleanser Antimicrobial Foam Handwash Bactoshield Chg 2% HandSoap Spray On Plastic Bandage Aerosol Aplicare Antiseptic Chlorhexidine Gluconate Dexidin 0.5 Solution Foster and Thrive Loris 2% Chg Body Cleanser/nettoyant Pour Le Corps Stanhexidine 20% Scrub-stat IV 4% E-Z Scrub 747 4% PMS-chlorhexidine Skin Antisepsis, Oral Cleansing and Nasal Antisepsis System Chloraprep Swabsticks QCare Rx Petite Oral Cleansing and Suctioning System Smart San CHG LARA MED Antibacterial Wet Wipes Loris - I.V. Dyna-Hex 4 Purmist 3m Soluprep Sponge Zedoary Oils Feminine Antibacterial Gels Bactoshield CHG Chlorhexidine Gluconate QCare Rx Oral Cleansing and Suctioning System, Q4 Prevantics Swabstick Chlorhexidine Gluconate Oral Rinse 3M Avagard Foaming Hand Antiseptic With Chg 2% CliniClean Surgical Continuum System Dr. Zheng s acteriostatic gel Soluprep AQ Sponge Hibistat Germicidal Hand Rinse Chlorhexidine-cetrimide Soltn Conc ICEKING Skin Expert Refreshing Body Roller Steri-stat Liq 2.0% NUPRO Chlorhexidine Gluconate Baxedin 2% - 70% Foam Care Chg Surgical Hand Scrub Savlodil Freeman Packing Alcohol Wipe Spray On Plastic Bandage Non-aerosol Chlorhexidine Gluconate 0.12% Oral Rinse Cardinal Health Chlorhexidine Gluconate Solution 0.05% Foaming Hand Wash Aplicare Chlorhexidine Gluconate 2% Solution Hexifoam-skin Disinfectant Aer 1% Soluprep Wipe Yu Ding Antibacterial Sprays 10mL Bioprep Oro-clense Chlorhexidine 0.5% Liq Dr. Dean BD E-Z Scrub 107 Wart removal Chinese Herb Essence Bacteriostatic Feminine Wash Chlorhexidine gluconate DEQGEL Advanced Hand Sanitizer Quick-Drying Hand Sanitizer Microban Medical Chlorhexidine Gluconante QCare Rx Oral Cleansing and Suctioning System, Q2 Peridex Oral Rinse 0.12% Chlorhexidine Gluconate Solution USP 20% Soluprep Antiseptic Skin Cleanser Preoperative Kit Mlk F4-C Calgon Vestal 2% Chg Antimicrob.skin Cleans. Chlorhexidine Gluconate, 0.12% Oral Rinse Germi-stat 0.5% Antiseptic Prep Gel Loris I.V. Pro - Prefilled Applicator With Solution ChloraPrep One-Step Selpak Antibacterial Wet Wipes Q2 Oral Care Kit with CHG Chlorhexidine Gluconate Provon Antimicrobial Foam Handwash Antiseptic Skin Cleanser Periogard Alcohol Free Baxedin Scrub Care Surgical Scrub Brush/nail Cleaner With Exidine 4 Prevora Stage 1 Steri-stat Liq 4.0% Scrub Stat 4 Foam Liq Chlorhexidine and Isopropyl Alcohol Prep Pads Hands-free skin sanitizer Rougier Vap-chlorhexidine Gluconate 2% W/V Chlorhexidine Liq 0.05% Antiseptic Body Cleanser Germi-stat 2% Foaming Liquid Provon Antiseptic Lotion Soap With 2% Chg Scrub-Stat Bactoshield CHG Chlorhexidine Gluconate Solution Bactoshield CHG Chlorhexidine Gluconate Solution 0.75% Antiseptic Chlorhexidine Dermsafe Pc Gelato Chlorohexidine Scrub Care Ic-gel Betalido-C Periogard Sunberry Rinse free Hand Sanitizer Anti Mucedine Feminine Wash DermacinRx Clorhexacin Chlorhexidine Gluconate, 0.12% Oral Rinse Solution KleerSight Gum Paroex Loris I.V. Pro - Swabstick Zappy Ultimate Antiseptic Wipes Alcohol Antibacterial Wipes Chlorhexidine Alcohol Free Hand Wipes Pre and Post Sx Pouch Hibiclens for Georgia Pacific PS1 Aciurgy Pack Antiseptic Solution Hibistat SAITENM Health Wet wipes Chlorhexidine Solution Dyural 80 LM-C Endure 400 Scrub-Stat 4 Chloraprep Liq 0.5% PS2 Aciurgy Pack Soluprep Qd Wipe Seaqua X Protective Hand Wart Remover Ointment. Chlora-cleanze Smart Sense Antiseptic Skin Cleanser Surgical and healthcare personnel hand antiseptic with moisturizers Hexirex Antiseptic Skin Cleanser Quick-drying rinse-free hand skin disinfectant Sterigel Plus Hibitane Skin Cleanser Liq 4% Ultrastat Soluprep Applicator Cida-stat Liq Wart Removal Pen HYDROGEL ESSENCE Antimicrobial Virginal Gel. Hexicinide Disinfectant Wet Tissues Hand wipes Antiseptic Lotion Soap 2% Euro-chlorhexidine DASH Chlorhexidine Gluconate 0.12% Oral Rinse Antiseptic Skin Cleanser Exidine-2 CHG CLIP Liquid Sanitizer Scrub, Scrub-Stat Scrub Care Exidine -4 CHG Soluprep Ld Sponge Antimicrobial Skin Cleanser Endure 420 Cida-Stat Bactoshield Dr. Luke Wart Remover Eyewash Station Additive Concentrate Soluprep Qd Swab Purell Antimicrobial Foam Handwash 2% Chg Stanhexidine 4% With Isopropyl Alcohol 4% Septi-san Calgon Vestal 4% Chg Antimicrob.skin Cleans. Sky Oral Rinse Rouhex G 20% Major Oral Rinse PhysiciansCare Eyewash Station Additive Concentrate Dr. Luke Molluscum Wart Remover Hygienipak 4% Chg Skin Cleanser BD E-Z Scrub Stanhexidine Red Tincture 0.5% Salvesept Crm Perioselect Antimicrobial Sol 0.12% PMS-chlorhexidine Without Alcohol Soluprep Qd Solution Soluprep Stanhexidine Aqueous 2% With 4% Isopropyl Alcohol Soluprep AQ Wipe Spectro Gram 2 Skin Cleanser Baxedin Pre-OP Maxiclens Chlorhexidine gluconate Liquid Solution, 4% Dyna-Hex 75 Hygienium E-Z Scrub 107 Chlorhexidine and Isopropyl Alcohol Swabsticks Stanhexidine 2% With Isopropyl Alcohol 4% Oris Chx Chlorhexidine Gluconate 0.12% Oral Rinse, USP Chlorhexidine Gluconate Applicator Laura Line Antibacterial Cream Soap 2% Antiseptic First Aid Spray Dexlido M-C Plant Herb Based Bacteriostatic Feminine Wash Scrub PerioChip Hygienipak 4% Chg Foaming Skin Cleanser Purell Antimicrobial Foam Antiseptic Foam Handwash E-Z Scrub Antimicrobial Foam Solution Containing 4% Chg Germi Stat Gel 4% ReadyPrep CHG (Fruli) Quick-Dry Disposable Hand Sanitizer Bei Ling Tong Bao Er Zheng Yuan Antibacterial Creams Peridex (Qiqing) Chlorhexidine Gluconate Alcohol Disinfectant Tai Yu Ling Antibacterial Sprays 10mL Chloraprep Soft Care 2% Chg Antimicrobial Skin Cleanser Prevantics swabstick Medifresh Hand Skin Antiseptic Disinfectant Wet Wipes Scrub Care Exidine-2 CHG Bacti-stat Chg Dexidin 2 Detergent Denti-Care Denti-Rinse Chlorhexidine Gluconate Oral Rinse Akilgeld Hand Sanitizer ChloraPrep Swabstick Germi Stat Gel 2% Loris 2% Chg Wipe/serviette Henry Schein Antimicrobial Skin Cleanser Hand Sanitizer Gel Biokaab Stat Touch 2 Antimicrobial Skin Cleanser Liquivida Hydration Periogard (Chlorhexidine Gluconate) Loris I.V. Pro - Sponge Hygenipak 2% Chg Foaming Skin Cleanser Soluprep AQ Applicator Ezy-TM Purell CS Foam Handwash 2% CHG Spectro Tar Antiseptic Shampoo Sterixin 0.05% Prevantics Swab Antibacterial Protective Hand Antiseptic Cleansing Wipes Chlorhexseptic-liq 0.5mg/ml Hibitane Skin Cleanser 4% Rougier Clean Derm Hibitane Skin Cleanser 2% Rugby Antiseptic Skin Cleanser Dermawerx Surgical PrePak Bioprep Liq CleanCare Chlorhexidine Gluconate 0.12% Oral Rinse Soft Care Antiseptic Hand Soap Foaming Chlorhexidine Gluconate Laura Line Chlorhexidine Antiseptic Soap Hand Sanitizer Biokaab Soluprep AQ Swab B-good Hand and Skin Disinfecting Agent DermacinRx Surgical ComboPak Bactigras Antiseptic Cleanser Solution Serdaen Dyural LM- C Maxiclens Chlorhexidine Gluconate Liquid Solution, 4% Oral Cleansing and Suctioning System, q4 Prevantics Maxi Swabstick Pro-dentx Chlorhexidene Oral Rinse Oro Clear Hygenipak 2% Chg Skin Cleanser Avagard Chg Steri-clean X-pur Chlorhexidine Loris 2% Chg Solution Motherwort Herb Feminine Antibacterial Gels Dermawerx Surgical Plus Pak Germi-stat Prep Gel Savlon Hospital Concentrate Pre-Scrub II Surgical Hand Scrub Pre-moistened Towelette Ostar Antimicrobial Hand Soap 2% - Liquid Hibiclens Foam Safe Scrub, Scrub-Stat, Foam Safe, Micro-Guard Flamazine C Disinfectant Fabric Wash Noble 75% Alcohol Wipes Oronine H Ointment 1% Soluprep AQ Oral Cleansing and Suctioning System, q2 Soluprep Antiseptic Skin Cleanser Sponge Alcohol Disinfectant Wipes Skin antisepsis, oral cleansing, nasal antisepsis 3M SoluPrep Peridex Oral Rinse Chlorhexidine 2% Antiseptic Hand Wash Denticare Chlorhexidine Gluconate Oral Rinse 0.12% Acclean Chlorhexidine Gluconate 0.12% Oral Rinse Dexidin 2 Solution Anti-bac Hand Burn O Sol Spray Skinvisible Chlorhexidine Formula Hand Sanitizer Lotion Disinfectant Spray(Speedy effect type) Kimvent Oral Care Q2 Kit with CHG JIANLIANG Antibacterial Sprays 10mL Dyna-hex 2 Hibidil Solunet C Brosse 4% Hand Sanitizer Hibitane Skin Cleanser KIMVENT ORAL CARE Q4 Kit WITH CHG Dyna-hex 4 Halyard Chlorhexidine Gluconate Dexidin Liq 4% Baxedin Liq 20% Avidene Surgical Scrub Paroex Hibiclens Antiseptic/antimicrobial Skin Cleanser Steri-stat Tincture (tinted) Antis Prep Gel NuSurgePak Surgical Prep/CarePak Dermsafe Chlorhexidine Gluconate Hand Sanitizer Lotion DermacinRx Surgical PharmaPak Rouhex G 4% Betasept Instillagel Chlorhexidine 4% Antiseptic Hand Wash Sanital Antibacterial Hand Soap
Indication	Chlorhexidine is available over-the-counter in various formulations (e.g. solution, sponge, cloth, swab) as a topical antiseptic to sanitize prior to surgeries and/or medical procedures.[L11518,L11521,L11527,L11533] Dental formulations, available by prescription only, include an oral rinse indicated for the treatment of gingivitis[L11512] and a slow-release "chip" which is inserted into periodontal pockets and is indicated for the reduction of pocket depth in adult patients with periodontitis as an adjunct therapy to dental scaling and root planing procedures.[L11536]
Categories	Alimentary Tract and Metabolism Amidines Anti-Infective Agents Anti-Infective Agents, Local Antiinfectives and Antiseptics for Local Oral Treatment Antiseptics and Disinfectants Biguanides Biguanides and Amidines Compounds used in a research, industrial, or household setting Decreased Cell Wall Integrity Dental Agents Dermatologicals Disinfectants Guanidines Household Products Irrigating Solutions Medicated Dressings Medicated Dressings With Antiinfectives Miscellaneous Anti-infectives Miscellaneous Local Anti-infectives Mouthwashes Mouthwashes and Gargles Ophthalmological and Otological Preparations Ophthalmologicals Otologicals Sensory Organs Stomatological Preparations Throat Preparations
ATC-Code	R02AA05 S03AA04 D08AC52 A01AB53 S01AX09 D08AC02 D09AA12 B05CA02 A01AB03 S02AA09
CAS number	55-56-1

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

Name	Target Sequence	Pharmacological Action	Actions
Bacterial outer membrane	-	unknown	incorporation into and destabilization
Albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	substrate

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682