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GPCR

Name	Adenosine receptor A1
Species	Homo sapiens (Human)
Gene	ADORA1
Synonym	RDC7 A1 receptor A1-AR A1R adenosine receptor A1
Disease	Cardiac arrhythmias Hypertension Cardiac disease Cognitive disorders Diabetes Fatigue; Orthostatic hypotension Glaucoma Heart failure Autoimmune diabetes Atrial fibrillation; Cardiac arrhythmias Atrial fibrillation Sepsis Renal failure Parkinson's disease Neuropathic pain Acute and chronic heart failure Multiple scierosis Hypertriglyceridemia Allergy Asthma Hyperlipidaemia [ Show all ]
Length	326
Amino acid sequence	MPPSISAFQAAYIGIEVLIALVSVPGNVLVIWAVKVNQALRDATFCFIVSLAVADVAVGALVIPLAILINIGPQTYFHTCLMVACPVLILTQSSILALLAIAVDRYLRVKIPLRYKMVVTPRRAAVAIAGCWILSFVVGLTPMFGWNNLSAVERAWAANGSMGEPVIKCEFEKVISMEYMVYFNFFVWVLPPLLLMVLIYLEVFYLIRKQLNKKVSASSGDPQKYYGKELKIAKSLALILFLFALSWLPLHILNCITLFCPSCHKPSILTYIAIFLTHGNSAMNPIVYAFRIQKFRVTFLKIWNDHFRCQPAPPIDEDLPEERPDD
UniProt	P30542
Protein Data Bank	6d9h, 5n2s
GPCR-HGmod model	P30542
3D structure model	This structure is from PDB ID 6d9h.
BioLiP	BL0385576, BL0417675
Therapeutic Target Database	T88714, T92072
ChEMBL	CHEMBL226
IUPHAR	18
DrugBank	BE0000013

Ligand

Name	zafirlukast
Molecular formula	C31H33N3O6S
IUPAC name	cyclopentyl N-[3-[[2-methoxy-4-[(2-methylphenyl)sulfonylcarbamoyl]phenyl]methyl]-1-methylindol-5-yl]carbamate
Molecular weight	575.68
Hydrogen bond acceptor	6
Hydrogen bond donor	2
XlogP	5.5
Synonyms	SW197655-3 Cyclopentyl 3-(2-methoxy-4-((o-tolylsulfonyl)carbamoyl)benzyl)-1-methylindole-5-carbamate Cyclopentyl N-[3-[[2-Methoxy-4-[[[(2-methylphenyl)sulfonyl]amino]carbonyl]phenyl]methyl]-1-methyl-1H-indol-5-yl]carbamate 32256-EP2281815A1 DSSTox_GSID_23746 32256-EP2305640A2 HMS3393F12 4CH-018070 ICI-204,219 AB2000178 MLS000759421 Accoleit (TN) NCGC00164547-01 BC201090 PubChem18223 C-23263 SCHEMBL4175 CHEBI:10100 Vanticon (TN) Zafirlukast [USAN:BAN:INN] CPD000466316 TR-001857 cyclopentyl N-[3-({2-methoxy-4-[(2-methylbenzenesulfonyl)carbamoyl]phenyl}methyl)-1-methyl-1H-indol-5-yl]carbamate D00411 32256-EP2292617A1 FT-0601575 32256-EP2311818A1 HMS3713J08 A801752 L001011 Accolate MLS006011771 AKOS005577888 NCGC00164547-04 BG0591 RTR-001857 Carbamic acid, (3-((2-methoxy-4-((((2-methylphenyl)sulfonyl)amino)carbonyl)phenyl)methyl)-1-methyl-1H-indol-5-yl)-, cyclopentyl ester SR-01000759386-4 Z1551429730 Zafirlukast, >=98% (HPLC) ST2406760 cyclopentyl (1-methyl-3-{[2-(methyloxy)-4-({[(2-methylphenyl)sulfonyl]amino}carbonyl)phenyl]methyl}-1H-indol-5-yl)carbamate cyclopentyl N-[3-[[2-methoxy-4-[(2-methylphenyl)sulfonylcarbamoyl]phenyl]methyl]-1-methyl-indol-5-yl]carbamate 32256-EP2280006A1 DB00549 32256-EP2298415A1 HMS2051F12 4-(5-cyclopentyloxycarbonylamino-1-methyl-1H-indol-3-ylmethyl)-3-methoxy-N-o-tolylsulfonylbenzamide ICI 204,219 AB00639922-08 Menarini brand of zafirlukast Accolate;Accoleit;Vanticon N-[3-[[2-Methoxy-4-[[[(2-methylphenyl)sulfonyl]amino]carbonyl]phenyl]methyl]-1-methyl-1H-indol-5-yl]carbamic Acid Cyclopentyl Ester AS-12943 Novartis brand of zafirlukast BR-72849 SB19079 cc-92 ZINC896717 Zafirlukast (Accolate) Tox21_112176 cyclopentyl 3-(2-methoxy-4-(o-tolylsulfonylcarbamoyl)benzyl)-1-methyl-1H-indol-5-ylcarbamate cyclopentyl N-{3-[(2-methoxy-4-{[(2-methylbenzene)sulfonyl]carbamoyl}phenyl)methyl]-1-methyl-1H-indol-5-yl}carbamate 32256-EP2281819A1 DSSTox_RID_77181 32256-EP2305659A1 HMS3650A04 ICI-204219 AC-9018 MLS000759421-02 ACMC-209wlw NCGC00164547-02 BCP05226 Q-201940 C07206 SMR000466316 XZ629S5L50 Zafirlukast [USAN:INN:BAN] CS-2167 UNII-XZ629S5L50 cyclopentyl N-[3-({2-methoxy-4-[(2-methylbenzenesulfonyl)carbamoyl]phenyl}methyl)-1-methylindol-5-yl]carbamate 107753-78-6 D05DVP 32256-EP2292619A1 GP6218 32256-EP2311827A1 HY-17492 AB0012638 LS-50025 Accolate (TN) MolPort-003-850-873 AN-7458 NCGC00164547-05 BG0649 s1633 CAS-107753-78-6 SR-01000759386-5 Zafirlucast Zafirst STK646780 Cyclopentyl (3-(2-methoxy-4-((o-tolylsulfonyl)carbamoyl)benzyl)-1-methyl-1H-indol-5-yl)carbamate cyclopentyl N-[3-[[2-methoxy-4-[(2-methylphenyl)sulfonylcarbamoyl]phenyl]methyl]-1-methylindol-5-yl]carbamate 32256-EP2281813A1 DSSTox_CID_3746 32256-EP2301933A1 HMS2089J10 4-(5-cyclopentyloxycarbonylamino-2-methylindol-3-yl-methyl)-3-methoxy-N-O-tolylsulfonylbenzamide ICI 204219 AB00639922_09 MFCD00864775 Accoleit NC00275 AstraZeneca brand of zafirlukast Olmoran BRD-K71289571-001-06-4 SC-45160 CCG-101025 Zafirlukast (JAN/USAN/INN) Tox21_112176_1 cyclopentyl 3-[2-methoxy-4-(2-methylphenylsulfonylcarbamoyl)benzyl]-1-methyl-1H-indol-5-ylcarbamate cyclopentyl [3-(2-methoxy-4-{[(2-methylphenyl)sulfonyl]carbamoyl}benzyl)-1-methyl-1H-indol-5-yl]carbamate 32256-EP2284166A1 DTXSID5023746 32256-EP2308562A2 HMS3655E13 753Z786 KS-00001D9L AC1L1KZB MLS001424064 Aeronix NCGC00164547-03 BDBM50009073 Respix C31H33N3O6S SR-01000759386 CHEMBL603 YEEZWCHGZNKEEK-UHFFFAOYSA-N Zafirlukast(Accolate) CTK4A5698 Vanticon cyclopentyl N-[3-[[2-methoxy-4-(o-tolylsulfonylcarbamoyl)phenyl]methyl]-1-methyl-indol-5-yl]carbamate 32256-EP2270008A1 32256-EP2295409A1 GTPL3322 I06-0398 AB00639922-06 MCULE-2053856450 Accolate, Accoleit, Vanticon, Zafirlukast N-[3-[[2-methoxy-4-[[(2-methylphenyl)sulfonylamino]-oxomethyl]phenyl]methyl]-1-methyl-5-indolyl]carbamic acid cyclopentyl ester ANW-46530 NCGC00164547-06 BIDD:GT0267 SAM001246577 CC-35662 SR-01000759386-9 Zeneca brand of zafirkulast [ Show all ]
Inchi Key	YEEZWCHGZNKEEK-UHFFFAOYSA-N
Inchi ID	InChI=1S/C31H33N3O6S/c1-20-8-4-7-11-29(20)41(37,38)33-30(35)22-13-12-21(28(17-22)39-3)16-23-19-34(2)27-15-14-24(18-26(23)27)32-31(36)40-25-9-5-6-10-25/h4,7-8,11-15,17-19,25H,5-6,9-10,16H2,1-3H3,(H,32,36)(H,33,35)
PubChem CID	5717
ChEMBL	CHEMBL603
IUPHAR	3322
BindingDB	50009073
DrugBank	DB00549
Structure SDF download
Lipinski's druglikeness	This ligand is heavier than 500 daltons. This ligand has a partition coefficient log P greater than 5.

Experimental Data

Parameter	Value	Reference	Database source
IC50	<10000.0 nM	, Bioorg. Med. Chem. Lett., (1995) 5:13:1377	BindingDB,ChEMBL

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