SD9

Cimetidine

Created:	2023-04-11
Last modified:	2024-11-11

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1 entries where SD9 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	33
Chiral Atom Count	0
Bond Count	33
Aromatic Bond Count	5

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Chemical Component Summary
Name	Cimetidine
Synonyms	2-cyano-1-methyl-3-[2-[(5-methyl-1~{H}-imidazol-4-yl)methylsulfanyl]ethyl]guanidine
Systematic Name (OpenEye OEToolkits)	2-cyano-1-methyl-3-[2-[(5-methyl-1~{H}-imidazol-4-yl)methylsulfanyl]ethyl]guanidine
Formula	C₁₀ H₁₆ N₆ S
Molecular Weight	252.339
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	CACTVS	3.385	CNC(NCCSCc1nc[nH]c1C)=NC#N
SMILES	OpenEye OEToolkits	2.0.7	Cc1c(nc[nH]1)CSCCNC(=NC#N)NC
Canonical SMILES	CACTVS	3.385	CNC(NCCSCc1nc[nH]c1C)=NC#N
Canonical SMILES	OpenEye OEToolkits	2.0.7	Cc1c(nc[nH]1)CSCCN/C(=N\C#N)/NC
InChI	InChI	1.06	InChI=1S/C10H16N6S/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)
InChIKey	InChI	1.06	AQIXAKUUQRKLND-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB00501
Name	Cimetidine
Groups	investigational approved
Description	A histamine congener, it competitively inhibits histamine binding to histamine H2 receptors. Cimetidine has a range of pharmacological actions. It inhibits gastric acid secretion, as well as pepsin and gastrins output. It also blocks the activity of cytochrome P-450 which might explain proposals for use in neoadjuvant therapy.
Synonyms	Cimetidina Cimetidine Cimetidin N''-cyano-N-methyl-N'-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidine Cimétidine N-cyano-N'-methyl-N''-(2-([(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl)ethyl)guanidine 1-Cyano-2-methyl-3-(2-(((5-methyl-4-imidazolyl)methyl)thio)ethyl)guanidine 2-cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine Cimetidine hydrochloride Cimetidinum
Brand Names	Cimetidine 200 Tab 200mg Tagamet Inj 150mg/ml Up and Up Acid Reducer Tagamet 300 Tagamet 600 Novo-cimetine Mylan-cimetidine Heartburn Relief Cimetidine in Sodium Chloride Cimetidine Tab 300mg Tagamet Equate Cimetidine Peptol Tab 300mg Cimetidine Cimetidine Tab 400mg Heartburn Prevention Nu-cimet Tab 600mg Tagamet Infusion 6mg/ml Novo-cimetine Injection Cimetidine 10% / Lidocaine 5% / Salicylic Acid 40% Tagamet Liquid 60mg/ml Tagamet 400 Good Sense Heartburn Relief Cimetidine Hydrochloride Oral Solution Cimetidine 5% / Ibuprofen 2% / Salicylic Acid 17% Peptol Tab 200mg Cimetidine Acid Reducer Cimetidine Tab 600mg Harris Teeter Acid Reducer Tagamet Liq 300mg/5ml Nu-cimet Tab 400mg Apo-cimetidine Oral Solution Smart Sense Acid Reducer Tagamet HB Tagamet Prevent TopCare Heartburn Relief Peptol Tab 800mg Nu-cimet Tab 300mg Nu-cimet Tab 200mg Equaline Acid Reducer Basic Care Acid Reducer Gen-cimetidine Tablets 200mg Peptol Tab 400mg PMS-cimetidine Cimetidine Hydrochloride Gaviscon Prevent SunMark heartburn relief acid reducer Good Neighbor Pharmacy Heartburn Relief Acid Reducer Peptol Tab 600mg Leader Heartburn Relief Dom-cimetidine DG Health Heartburn Relief Gaviscon All-night
Indication	Cimetidine is indicated to reduce gastric acid secretion and to treat the following disease states: duodenal ulcers, non-malignant gastric ulcers, gastroesophageal reflux disease, and pathological hypersecretion associated with Zollinger-Ellison Syndrome, systemic mastocytosis, and multiple endocrine adenomas.[L30280] It is indicated for prophylaxis of recurrent gastric or duodenal ulcers, as adjunctive therapy in the management of cystic fibrosis in children, and to treat NSAID induced lesions and gastrointestinal symptoms.[L30280]
Categories	Acid Reducers Adjuvants Agents Causing Muscle Toxicity Alimentary Tract and Metabolism Amidines Anti-Ulcer Agents BSEP/ABCB11 Inhibitors Chemically-Induced Disorders Cytochrome P-450 CYP1A2 Inhibitors Cytochrome P-450 CYP1A2 Inhibitors (weak) Cytochrome P-450 CYP2C19 Inhibitors Cytochrome P-450 CYP2C19 inhibitors (strength unknown) Cytochrome P-450 CYP2C8 Inhibitors Cytochrome P-450 CYP2C8 Inhibitors (weak) Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (strength unknown) Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (weak) Cytochrome P-450 CYP2E1 Inhibitors Cytochrome P-450 CYP2E1 Inhibitors (strength unknown) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (weak) Cytochrome P-450 CYP3A5 Inhibitors Cytochrome P-450 CYP3A5 Inhibitors (weak) Cytochrome P-450 CYP3A7 Inhibitors Cytochrome P-450 CYP3A7 Inhibitors (moderate) Cytochrome P-450 Enzyme Inhibitors Drugs for Acid Related Disorders Drugs for Peptic Ulcer and Gastro-Oesophageal Reflux Disease (Gord) Drugs that are Mainly Renally Excreted Enzyme Inhibitors Gastric Acid Lowering Agents Gastrointestinal Agents Guanidines Histamine Agents Histamine Antagonists Histamine H2 Antagonists Imidazoles MATE 1 Inhibitors MATE 1 Substrates MATE 2 Inhibitors MATE 2 Substrates MATE inhibitors MATE substrates Neurotransmitter Agents OAT1/SLC22A6 inhibitors OAT1/SLC22A6 Substrates OAT3/SLC22A8 Inhibitors OAT3/SLC22A8 Substrates OCT1 inhibitors OCT1 substrates OCT2 Inhibitors OCT2 Substrates P-glycoprotein inducers P-glycoprotein substrates
ATC-Code	A02BA51 A02BA01
CAS number	51481-61-9

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Histamine H2 receptor	MAPNGTASSFCLDSTACKITITVVLAVLILITVAGNVVVCLAVGLNRRLR...	unknown	antagonist
Cytochrome P450 11B1, mitochondrial	MALRAKAEVCMAVPWLSLQRAQALGTRAARVPRTVLPFEAMPRRPGNRWL...	unknown	inhibitor
Cytochrome P450 2C8	MEPFVVLVLCLSFMLLFSLWRQSCRRRKLPPGPTPLPIIGNMLQIDVKDI...	unknown	inhibitor
Cytochrome P450 2C9	MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI...	unknown	inhibitor
Cytochrome P450 2E1	MSALGVTVALLVWAAFLLLVSMWRQVHSSWNLPPGPFPLPIIGNLFQLEL...	unknown	inhibitor
Flavin-containing monooxygenase 3	MGKKVAIIGAGVSGLASIRSCLEEGLEPTCFEKSNDIGGLWKFSDHAEEG...	unknown	substrate
Flavin-containing monooxygenase 1	MAKRVAIVGAGVSGLASIKCCLEEGLEPTCFERSDDLGGLWRFTEHVEEG...	unknown	substrate
Cytochrome P450 1A2	MALSQSVPFSATELLLASAIFCLVFWVLKGLRPRVPKGLKSPPEPWGWPL...	unknown	inhibitor
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	inhibitor
Cytochrome P450 2C19	MDPFVVLVLCLSCLLLLSIWRQSSGRGKLPPGPTPLPVIGNILQIDIKDV...	unknown	inhibitor
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	inhibitor
Cytochrome P450 3A5	MDLIPNLAVETWLLLAVSLVLLYLYGTRTHGLFKRLGIPGPTPLPLLGNV...	unknown	inhibitor
Albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	substrate
ATP-dependent translocase ABCB1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	substrate,inducer
Solute carrier family 22 member 2	MPTTVDDVLEHGGEFHFFQKQMFFLLALLSATFAPIYVGIVFLGFTPDHR...	unknown	substrate,inhibitor
Solute carrier family 22 member 1	MPTVDDILEQVGESGWFQKQAFLILCLLSAAFAPICVGIVFLGFTPDHHC...	unknown	substrate,inhibitor
Solute carrier family 22 member 3	MPSFDEALQRVGEFGRFQRRVFLLLCLTGVTFAFLFVGVVFLGTQPDHYW...	unknown	substrate,inhibitor
Organic cation/carnitine transporter 2	MRDYDEVTAFLGEWGPFQRLIFFLLSASIIPNGFTGLSSVFLIATPEHRC...	unknown	inhibitor
Solute carrier family 22 member 6	MAFNDLLQQVGGVGRFQQIQVTLVVLPLLLMASHNTLQNFTAAIPTHHCR...	unknown	substrate,inhibitor
Organic anion transporter 3	MTFSEILDRVGSMGHFQFLHVAILGLPILNMANHNLLQIFTAATPVHHCR...	unknown	substrate,inhibitor
Multidrug and toxin extrusion protein 1	MEAPEEPAPVRGGPEATLEVRGSRCLRLSAFREELRALLVLAGPAFLVQL...	unknown	substrate,inhibitor
Solute carrier family 22 member 4	MRDYDEVIAFLGEWGPFQRLIFFLLSASIIPNGFNGMSVVFLAGTPEHRC...	unknown	inhibitor
Solute carrier family 22 member 11	MAFSKLLEQAGGVGLFQTLQVLTFILPCLMIPSQMLLENFSAAIPGHRCW...	unknown	inhibitor
Solute carrier family 22 member 7	MGFEELLEQVGGFGPFQLRNVALLALPRVLLPLHFLLPIFLAAVPAHRCA...	unknown	substrate,inhibitor
Bile salt export pump	MSDSVILRSIKKFGEENDGFESDKSYNNDKKSRLQDEKKGDGVRVGFFQL...	unknown	inhibitor
Multidrug and toxin extrusion protein 2	MDSLQDTVALDHGGCCPALSRLVPRGFGTEMWTLFALSGPLFLFQVLTFM...	unknown	substrate,inhibitor
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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