CL6

1-[(2-CHLOROPHENYL)(DIPHENYL)METHYL]-1H-IMIDAZOLE

Created:	2006-10-26
Last modified:	2021-03-01

Find Related PDB Entry
9 entries where CL6 is found as a standalone ligand

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	42
Chiral Atom Count	0
Bond Count	45
Aromatic Bond Count	23

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	1-[(2-CHLOROPHENYL)(DIPHENYL)METHYL]-1H-IMIDAZOLE
Synonyms	CLOTRIMAZOLE
Systematic Name (OpenEye OEToolkits)	1-[(2-chlorophenyl)-diphenyl-methyl]imidazole
Formula	C₂₂ H₁₇ Cl N₂
Molecular Weight	344.837
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	Clc1ccccc1C(c2ccccc2)(c3ccccc3)n4ccnc4
SMILES	CACTVS	3.341	Clc1ccccc1C(n2ccnc2)(c3ccccc3)c4ccccc4
SMILES	OpenEye OEToolkits	1.5.0	c1ccc(cc1)C(c2ccccc2)(c3ccccc3Cl)n4ccnc4
Canonical SMILES	CACTVS	3.341	Clc1ccccc1C(n2ccnc2)(c3ccccc3)c4ccccc4
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1ccc(cc1)C(c2ccccc2)(c3ccccc3Cl)n4ccnc4
InChI	InChI	1.03	InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H
InChIKey	InChI	1.03	VNFPBHJOKIVQEB-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB00257 ?
Name	Clotrimazole
Groups	approved vet_approved
Description	This drug is a broad spectrum antimycotic or antifungal agent. Clotrimazole's antimycotic properties were discovered in the late 1960s [A174094]. Clotrimazole falls under the _imidazole_ category of _azole_ antifungals, possessing broad-spectrum antimycotic activity [A174094]. It is available in various preparations, including creams, pessaries, and troche formulations (slowly dissolving tablets). As well as its antifungal activity, clotrimazole has become a drug of interest in treating several other diseases such as sickle cell disease, malaria and some cancers [A174094]. The minimal side effect profile of this drug and its uncomplicated metabolic profile have led it to gain widespread acceptance for the treatment of mycotic outbreaks such as vaginal yeast infections as well as athlete's foot [A174097].
Synonyms	Clotrimazol 1-(α-(2-Chlorophenyl)benzhydryl)imidazole 1-(o-Chloro-α,α-diphenylbenzyl)imidazole Clotrimazole Clotrimazolum 1-((2-Chlorophenyl)diphenylmethyl)-1H-imidazole 1-(o-Chlorotrityl)imidazole
Brand Names	Clotrimazole 1% Athletes Foot Lakesia Equaline Antifungal Cream Mycozyl AC Walgreens Clotrimazole Antifungal Signature Care Athletes Foot Canesten 1% Topical Cream Lotrimin Protective Nail and skin Myclo-gyne Inserts Best Choice Clotrimazole Canesten 3 Vaginal Tablet Combi-pak Blossom Pharmaceuticals Antifungal Canesten 3 Day Internal Cream Jock-eze Clotrimazole Antifungal Shield and Protect Anti-Fungal Canesten Extra Strength External Antifungal Cream Signature Care Antifungal Terrasil Jock Itch Treatment Maximum Strength Canesten Combi-pak 1 Day Therapy meijer Athletes Foot FungaZoil Advanced Publix athletic foot Topcare Athletes Foot Aspiera Anti-Fungal Thera plus Antifungal Clotrimazole Clotrimaderm Vaginal 6 JiDeSheng Lotriderm TM-Clotrimazole Canesten Combi 1 Day Myclo-derm Cream 1% Dynarex Antifungal Anti Fungal Canesten Comfortab 1 Clotrimaderm Topical Canesten 1% Topical Solution Smooth Gator Fungus Eliminator Footlogix Intensive Care Diabetic Formula Canesten 1 Vaginal Tablet Combi-pak First Aid Research Antifungal Cream 1oz WinCo Foods Antifungal Femmesil Jock Itch Antifungal Antifungal Cream Clotrimaderm Vaginal 3 Neo-zol Vaginal Cream 1% DermacinRx Therazole Pak Athlete s Foot Afac Ringworm Jock Itch Clotrimazole Antifungal TopCare Antifungal Fungicure Pumpspray Canesten Soft Capsule 1 ClotrimazOil Antifungal TopCare Clotrimazole 3 PerfectHeal Antifungal Clotrimazole Vaginal 6 CVS Pharmacy Clotrimazole 3 Canesoral Combi Hua Tuo Xian Gao Antifungal Skin Repair 1MED Clotrimazole 1% Antifungal Cream SoundBody Clotrimazole Antifungal TerrasilMed ANTIFUNGAL Canesten 2% Vaginal Cream Clotrimazole External Cream Healthy Accents Antifungal Canesten Combi 3 Day Anti-Fungal S-Cream CLOTRIMAZOLE Cream 1% Au Kah Chuen Antifungal Olp Clotrimazole Antifungal Foot Fungicure Manicure Pedicure Anti Fungal Oheal Ringworm Cream Rite Aid antifungal ringworm Myclo Crm 50mg meijer Clotrimazole 3 Terrasil JockItch Treatment Maximum Strength Fungicure Manicure Pedicure Meijer Clotrimazole Antifungal Taro-clotrimazole/betamethasone Dipropionate Canesten External Antifungal Cream Meijer Athletes Foot Cream AF Rugby Antifungal Clotrimazole Terrasil Anti-Fungal Treatment Jock Itch Clotrimazole HEB Antifungal Major Clotrimazole Terrasil Jock-Itch Treatment MAX Athletes Foot Neo-zol Vaginal Cream 2% Clotrimazole 1% Betamethasone Clotrimazole Good Neighbor Pharmacy Clotrimazole Walgreens Clotrimazole Athletes Foot Antifungal Antifungal Clotrimazole and Betamethasone Dipropionate Forticept Antifungal Cooling Foot Care Clotrimazole Canesten Vaginal Inserts 100mg Forticept Antifungal Foot Cream Myclo-gyne Cream 1% Myclo Solution UpandUp Clotrimazole Protective and Moisturizing Skin Terrasil Rapid-Clear Anti-Fungal Zapotol Clotrimazole Canesten Combi 1 Day Soft Capsule + Extra Strength External Cream PMS-clotrimazole-betamethasone Exchange Select Atheletes foot Hua Tuo Xian Gao Up and Up Jock Itch Relief Canesten Crm 1% Vag Gyne-Lotrimin 7 Desenex Gehwol med Foot Lotrisone Akin Anti-fungal Pedesil Kerasal foot and toe Terrasil Athletes Foot AntiFungal Treatment Max Dermatin Antifungal Fungicure Liquid Gel Micotrin AC Occulus SKIN HYDRATING TOPICAL FOAM CLO-1 ANTIFUNGAL FOAM Equaline Clotrimazole Antifungal PRO-EX Anti Fungal Myclo-derm Solution 1% Terrasil Anti-Fungal Treatment MAX Myclo Crm 10mg Canesten External Cream Myclo Tab 100mg Leader Clotrimazole Anti-Fungal Family Care Antifungal Ciclomazole Clotrimazole Topical Solution USP, 1% Neo-zol Cream 1% Smart Sense Athletes Foot Antifungal Votriza-AL Terrasil Antifungal Cream Maximum Strength Alevazol Mycelex Canesten Combi 1 Day Internal + External Creams Terrasil Anti-fungal Treatment Clotrimazole External Antifungal Cream Fortinia Gyne-Lotrimin 3 sunmark Clotrimazole 3 Clotrimaderm External Cream Live Better Antifungal Gehwol Fusskraft Nail and Skin Protection Clotrimazole Topical Astonea Clotrimazole 1% Athletes Foot Quality Choice Athletes Foot Clotrimazol Dual Shopko Athletes Foot Aptrimazole 1.0% Antifungal Cream Terrasil Ringworm Treatment MAX Sunmark Clotrimazole Fungicure Manicure Pedicure Liquid Gel Scheinpharm Clotrimazole 1% Soothing Antifungal Cream CAREONE Clotrimazole Leader Athletes Foot Clotrimazole Western Family Athletes Foot Family Wellness Clotrimazole 1 Anti Fungal Cream Clotrimazole 1% Topical Antifungal Cream Extra Strength Clotrimazole Extra Fort -fluconazole Combi Kroger ATHLETES FOOT CVS Pharmacy ITCH RELIEF ANTIFUNGAL Clotrimaderm Topical Solution 1% USP Pedesil Maximum Strength Jock Itch Cream with Clotrimazole CVS Antifungal Ringworm Kleer-Plex Fungistat Athlete Foot Cure TheraPlus Plus Forticept Antifungal Foot Gel Fungicure Intensive Family Wellness Antifungal Kleer-Plex Fungistat Fungus Cure Walgreens Clotrimazole 3 Canesten Combi 1 Day Comfortab + Extra Strength External Cream Oheal Manuka Honey Eczema Cream Rexall Jock Itch Anti-Fungal Cream Gerlasan Hand Rugby Clotrimazole Antifungal Cream SIMPLY VITAL Antifungal Cream Clotrimaderm-fluconazole Combi-pack CVSHealth Antifungal Clotrimazole Vaginal 3 Canesten 1 Day Internal Cream Fortinia OF CVS Clotrimazole Maximum Strength Goodsense Athletes Foot Signature Care Jock Itch Walgreens Jock Itch Atopalm Clotrimazole Antifungal Family Care Clotrimazole Antifungal Canesoral Combi 1 Day Equate Jock Itch Canesten V Clotrimazole/Betameth Silka Ringworm Terrasil Foot and Nail Anti-Fungal Antifungal Kroger Jock Itch Terbinafine HCl Chlortimazole and Tolnaftate Gehwol Nail Protection Pen Clotrimazole-fluconazole Combi ShopRite antifungal Terrasil Tinea Treatment Maximum Strength WinCo Antifungal Canesten Crm 1% Top Clotrimazole Cream 1% Good Neighbor Pharmacy Clotrimazole 3 Occulus Skin Hydrating Topical Foam CLO-1 Clotrimazole Athletes Foot MakeSense Terrasil Tinea Treatment MAX Lotrimin Antifungal Clotrimazole Topical Solution 1% Dr Sheffield Athletes Foot Family Care Clotrimazole Anti-Fungal Cream 1% Budpak Antifungal Clotrimazole Canesten Liq 1% Lucky SuperSoft Athletes Foot Fungistat Max Footlogix Cura Hongo Antifungal Our Family Athletes Foot Terrasil Foot and Nail Anti-Fungal Maximum Strength Good Sense Athletes Foot antifungal Botanimedix TineaRX Antifungal Drying Emulsion Canesten Comfortab 3 Clotrimazole Extra Strength External Antifungal Cream Quality Choice Clotrimazole Up and Up Athletes Foot Rexall Athletes Foot First Aid Research Antifungal .5oz Fastrin Anti - Fungal Skin Care Clotrimazol Canesten 200 Mg Vaginal Inserts Canesten 6 Day Internal Cream Clotrimazole Jock Itch CAREALL Clotrimazole Canesten 100mg Vaginal Inserts Athlete Foot Cream with Clotrimazole
Indication	Topical preparations Clotrimazole topical cream is indicated for the topical treatment of the following dermal infections [F3088], [F3121]: Tinea pedis, tinea cruris, and tinea corporis due to _Trichophyton rubrum_, _Trichophyton mentagrophytes_, _Epidermophyton floccosum_ Candidiasis due to _Candida albicans_ Tinea versicolor due to _Malassezia furfur_ Diaper rash infected by _Candida albicans_ In some preparations, clotrimazole may be combined with betamethasone dipropionate, a corticosteroid [F3121]. Oral preparations The oral troche preparation is indicated for the local treatment of oropharyngeal candidiasis [FDA label]. It is also indicated as a prophylactic drug to reduce the incidence of oropharyngeal candidiasis in patients immunocompromised by conditions such as chemotherapy, radiotherapy, or steroid therapy utilized in the treatment of leukemia, solid tumors, or renal transplantation [FDA label]. Troche preparations are not indicated for the treatment of any systemic mycoses [FDA label].
Categories	Anti-Infective Agents Anti-Infective Agents, Local Antifungal Agents Antifungal Agents (Vaginal) Antifungals for Dermatological Use Antifungals for Topical Use Antiinfectives and Antiseptics for Local Oral Treatment Azole Antifungals BSEP/ABCB11 Inhibitors BSEP/ABCB11 Substrates Cytochrome P-450 CYP2A6 Inhibitors Cytochrome P-450 CYP2A6 Inhibitors (strong) Cytochrome P-450 CYP2B6 Inducers Cytochrome P-450 CYP2B6 Inducers (strength unknown) Cytochrome P-450 CYP2B6 Inhibitors Cytochrome P-450 CYP2B6 Inhibitors (strong) Cytochrome P-450 CYP2C8 Inhibitors Cytochrome P-450 CYP2C8 Inhibitors (moderate) Cytochrome P-450 CYP2C8 Inhibitors (strong) Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (moderate) Cytochrome P-450 CYP2C9 Inhibitors (strong) Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (moderate) Cytochrome P-450 CYP2E1 Inhibitors Cytochrome P-450 CYP2E1 Inhibitors (moderate) Cytochrome P-450 CYP3A Inducers Cytochrome P-450 CYP3A Inducers (strong) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inducers Cytochrome P-450 CYP3A4 Inducers (strength unknown) Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A7 Inducers Cytochrome P-450 CYP3A7 Inducers (strong) Cytochrome P-450 CYP3A7 Inducers (weak) Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Dermatologicals Enzyme Inhibitors Gynecological Antiinfectives and Antiseptics Hormone Antagonists Hormones, Hormone Substitutes, and Hormone Antagonists Imidazole and Triazole Derivatives Imidazole Derivatives Imidazoles OATP1B1/SLCO1B1 Inhibitors OATP1B1/SLCO1B1 Substrates OATP1B3 inducers P-glycoprotein inducers P-glycoprotein inhibitors P-glycoprotein substrates Steroid Synthesis Inhibitors Stomatological Preparations
ATC-Code	D01AC01 A01AB18 G01AF02 G01AF20
CAS number	23593-75-1

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
C-X-C chemokine receptor type 2	MEDFNMESDSFEDFWKGEDLSNYSYSSTLPPFLLDAAPCEPESLEINKYF...	unknown	modulator
Lanosterol 14-alpha demethylase	MAIVETVIDGINYFLSLSVTQQISILLGVPFVYNLVWQYLYSLRKDRAPL...	unknown	antagonist,inhibitor
Intermediate conductance calcium-activated potassium channel protein 4	MGGDLVLGLGALRRRKRLLEQEKSLAGWALVLAGTGIGLMVLHAEMLWFG...	unknown	inhibitor
Ergosterol	-	unknown	inhibitor
Nuclear receptor subfamily 1 group I member 2	MEVRPKESWNHADFVHCEDTESVPGKPSVNADEEVGGPQICRVCGDKATG...	unknown	activator
Hydroxycarboxylic acid receptor 2	MNRHHLQDHFLEIDKKNCCVFRDDFIVKVLPPVLGLEFIFGLLGNGLALW...	unknown	partial agonist
Cytochrome P450 2C8	MEPFVVLVLCLSFMLLFSLWRQSCRRRKLPPGPTPLPIIGNMLQIDVKDI...	unknown	inhibitor
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	substrate,inhibitor,inducer
Cytochrome P450 2B6	MELSVLLFLALLTGLLLLLVQRHPNTHDRLPPGPRPLPLLGNLLQMDRRG...	unknown	inhibitor,inducer
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	inhibitor
Cytochrome P450 2A6	MLASGMLLVALLVCLTVMVLMSVWQQRKSKGKLPPGPTPLPFIGNYLQLN...	unknown	inhibitor
Cytochrome P450 2C9	MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI...	unknown	inhibitor
Cytochrome P450 2E1	MSALGVTVALLVWAAFLLLVSMWRQVHSSWNLPPGPFPLPIIGNLFQLEL...	unknown	inhibitor
Cytochrome P450 3A7	MDLIPNLAVETWLLLAVSLILLYLYGTRTHGLFKKLGIPGPTPLPFLGNA...	unknown	inducer
ATP-dependent translocase ABCB1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	inhibitor,inducer
Bile salt export pump	MSDSVILRSIKKFGEENDGFESDKSYNNDKKSRLQDEKKGDGVRVGFFQL...	unknown	substrate,inhibitor
Solute carrier organic anion transporter family member 1B1	MDQNQHLNKTAEAQPSENKKTRYCNGLKMFLAALSLSFIAKTLGAIIMKS...	unknown	substrate,inhibitor
Solute carrier organic anion transporter family member 1B3	MDQHQHLNKTAESASSEKKKTRRCNGFKMFLAALSFSYIAKALGGIIMKI...	unknown	inducer
View More

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