TIM

(2S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol

Created:	2008-05-22
Last modified:	2021-03-01

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3 entries where TIM is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	45
Chiral Atom Count	1
Bond Count	46
Aromatic Bond Count	5

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Chemical Component Summary
Name	(2S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol
Synonyms	Timolol maleate
Systematic Name (OpenEye OEToolkits)	(2S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol
Formula	C₁₃ H₂₄ N₄ O₃ S
Molecular Weight	316.42
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	OC(COc1nsnc1N2CCOCC2)CNC(C)(C)C
SMILES	CACTVS	3.341	CC(C)(C)NC[CH](O)COc1nsnc1N2CCOCC2
SMILES	OpenEye OEToolkits	1.5.0	CC(C)(C)NCC(COc1c(nsn1)N2CCOCC2)O
Canonical SMILES	CACTVS	3.341	CC(C)(C)NC[C@H](O)COc1nsnc1N2CCOCC2
Canonical SMILES	OpenEye OEToolkits	1.5.0	CC(C)(C)NC[C@@H](COc1c(nsn1)N2CCOCC2)O
InChI	InChI	1.03	InChI=1S/C13H24N4O3S/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17/h10,14,18H,4-9H2,1-3H3/t10-/m0/s1
InChIKey	InChI	1.03	BLJRIMJGRPQVNF-JTQLQIEISA-N

Drug Info: DrugBank

DrugBank ID	DB00373
Name	Timolol
Groups	approved
Description	Timolol is a nonselective beta-adrenergic antagonist given in an eye drop solution to reduce intraocular pressure, or pressure in the eyes.[L6724] It is also used in tablet form as a drug to treat hypertension.[L6727] Timolol was first approved by the FDA in 1978.[L6724] This drug is marketed by several manufacturers [L6736] and is an effective agent for the management of conditions such as open-angle glaucoma and hypertension.
Synonyms	Timolol (S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol Timololo Timolol anhydrous Timololum Timolol maleate Timolol hemihydrate
Brand Names	Blocadren Tab 20mg PMS-latanoprost-timolol Dorzolamide Hydrochloride and Timolol Maleate ophthalmic Solution Dorzolamide Hydrochloride and Timolol Maleate Ophthalmic Solution Act Dorzotimolol Dorzolamide and Timolol Mint-latanoprost/timolol Timolol Solution - 0.25% Timolol GFS Teva-dorzotimol Teva-timolol Combigan Nu-timolol Tab 5mg Dorzolamide Hydrochloride and Timolol Maleate ophthalmic Duokopt Ratio-timolol Maleate 0.25% Duotrav Jamp Brimonidine/timolol Tim-Dor-Lat Timolol Maleate Ophthalmic Gel Forming Solution, 0.25% Azarga Brimonidine Tartrate/Timolol Maleate Ophthalmic Solution Latanoprost and Timolol Ophthalmic Solution Cosopt Preservative-free Dorzolamide Hydrochloride Timolol Maletae Timolol Maleate Ophthalmic Solution Riva-dorzolamide/timolol Rhoxal-timolol 0.5% Novo-timol Liq 0.5% PMS-timolol Tim-Brim-Dor-Lat Dorzolamide-timolol Novo-timol Liq 0.25% Duotrav Pq Jamp-latanoprost/timolol Apo-travoprost-timop Pq Timolol Solution - 0.5% Timoptic-XE Tim-Brim-Dor PF Xalacom Beta-tim - 0.5% Liq Timoptic PF Rhoxal-timolol 0.25% Timpilo 2 Dorzolamide Hydrochloride and Timolol Maleate Preservative Free Beta-tim - 0.25% Liq Tim-Lat -PF Brimonidine tartrate and Timolol maleate Mylan-timolol Timolol Maleate Ophthalmic Gel Forming Solution Timoptic in Ocudose Timolol Maleate Ophthalmic Gel Forming Solution 0.25% Cosopt PMS-dorzolamide-timolol Med Timolol Liq Oph 0.5% Riva-latanoprost/timolol Brimonidine Tartrate and Timolol Maleate Jamp Dorzolamide-timolol Priva-dorzolamide-timolol Dom-timolol Jamp-timolol Ag-dorzolamide Timolol Teva-latanoprost/timolol Cosopt PF Sandoz Dorzolamide/timolol Nu-timolol Tab 10mg Dorzolamide Hydrochloride and Timolol Maleate Mint-dorzolamide/timolol Dorzolamide HCl /Timolol Maleate BRIMONIDINE TARTRATE and TIMOLOL MALEATE Tim-Dor PF Timolol Maleate-EX M-dorzolamide-timolol DORZOLAMIDE HYDROCHLORIDE and TIMOLOL MALEATE Med Timolol Liq Oph 0.25% Odan-timolol Timolol Maleate Ophthalmic Gel Forming Solution, 0.5% Dorzolamide and Timolol Eye Drops BP Brimonidine Tartrate/Timolol Maleate Act Latanoprost/timolol Apo-timop Gel Ganfort Blocadren Tab 5mg Blocadren Tab 10mg Istalol Apo-brimonidine-timop M-latanoprost-timolol Mylan-latanoprost/timolol Betimol Dorzolamide Hydrochloride-Timolol Maleate Ophthalmic Solution Sterile Ophthalmic Solution Timoptic Med-dorzolamide-timolol Timolol-20 Tab 20mg Timpilo 4 Ratio-timolol Maleate 0.5% Dorzolamide Hydrochloride Timolol Maleate Van-dorzolamide-timolol Sandoz Timolol Sandoz Latanoprost/timolol Mylan-dorzolamide/timolol Apo-timop Med-latanoprost-timolol Nu-timolol Tab 20mg Blocadren Timolide Tab Dorzolamide Hydrochloride-timolol Maleate Timolol Maleate Ophthalmic Gel Forming Solution 0.5% Apo-dorzo-timop Timolol maleate Timolol-5 Tab 5mg T-LO Dorzolamide Hydrochloride-Timolol Maleate Sandoz Brimonidine / Timolol Apo-latanoprost-timop Timolol Maleate Timolol-10 Tab 10mg Dorzolamide HCl and Timolol Maleate Timolol Dorzolamide hydrochloride and timolol maleate Apo-travoprost-timolol Pq Sandoz Travoprost / Timolol Pq Dorzolamide-timolol PF
Indication	Ophthalmic timolol is indicated for the treatment of increased intraocular pressure in patients with ocular hypertension or open-angle glaucoma. The oral form of this drug is used to treat high blood pressure.[L6724,L6727] In certain cases, timolol is used in the prevention of migraine headaches.[A179530,L6742]
Categories	Adrenergic Antagonists Adrenergic beta-Antagonists Agents causing hyperkalemia Alcohols Amines Amino Alcohols Antiarrhythmic agents Antiglaucoma Preparations and Miotics Antihypertensive Agents Beta Blocking Agents and Thiazides Beta Blocking Agents, Non-Selective Beta Blocking Agents, Non-Selective, and Thiazides Bradycardia-Causing Agents Cardiovascular Agents Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 Substrates Drugs that are Mainly Renally Excreted EENT Drugs, Miscellaneous Hypotensive Agents Morpholines Ophthalmologicals Oxazines P-glycoprotein substrates Potential QTc-Prolonging Agents Propanolamines Propanols QTc Prolonging Agents Sulfur Compounds Thiadiazoles Thiazoles
ATC-Code	C07AA06 S01ED51 C07BA06 C07DA06 S01ED01
CAS number	26839-75-8

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Beta-1 adrenergic receptor	MGAGVLVLGASEPGNLSSAAPLPDGAATAARLLVPASPPASLLPPASESP...	unknown	antagonist
Beta-2 adrenergic receptor	MGQPGNGSAFLLAPNGSHAPDHDVTQERDEVWVVGMGIVMSLIVLAIVFG...	unknown	antagonist
Lysozyme	MNIFEMLRIDERLRLKIYKDTEGYYTIGIGHLLTKSPSLNAAKSELDKAI...	unknown
Cytochrome P450 2C19	MDPFVVLVLCLSCLLLLSIWRQSSGRGKLPPGPTPLPVIGNILQIDIKDV...	unknown	substrate
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	substrate
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	substrate
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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