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GPCR

Name	Prostaglandin E2 receptor EP3 subtype
Species	Homo sapiens (Human)
Gene	PTGER3
Synonym	EP3 receptor PGE receptor EP3 subtype PGE2 receptor EP3 subtype PGE2-R prostaglandin E receptor 3 Prostanoid EP3 receptor [ Show all ]
Disease	Pain Peripheral vascular disease Asthma Glaucoma
Length	390
Amino acid sequence	MKETRGYGGDAPFCTRLNHSYTGMWAPERSAEARGNLTRPPGSGEDCGSVSVAFPITMLLTGFVGNALAMLLVSRSYRRRESKRKKSFLLCIGWLALTDLVGQLLTTPVVIVVYLSKQRWEHIDPSGRLCTFFGLTMTVFGLSSLFIASAMAVERALAIRAPHWYASHMKTRATRAVLLGVWLAVLAFALLPVLGVGQYTVQWPGTWCFISTGRGGNGTSSSHNWGNLFFASAFAFLGLLALTVTFSCNLATIKALVSRCRAKATASQSSAQWGRITTETAIQLMGIMCVLSVCWSPLLIMMLKMIFNQTSVEHCKTHTEKQKECNFFLIAVRLASLNQILDPWVYLLLRKILLRKFCQIRYHTNNYASSSTSLPCQCSSTLMWSDHLER
UniProt	P43115
Protein Data Bank	6m9t
GPCR-HGmod model	P43115
3D structure model	This structure is from PDB ID 6m9t.
BioLiP	BL0434681
Therapeutic Target Database	T85467
ChEMBL	CHEMBL3710
IUPHAR	342
DrugBank	BE0002375

Ligand

Name	Prostaglandin E2
Molecular formula	C20H32O5
IUPAC name	(Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid
Molecular weight	352.471
Hydrogen bond acceptor	5
Hydrogen bond donor	3
XlogP	2.8
Synonyms	(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate Dinoprostone, European Pharmacopoeia (EP) Reference Standard U-12,062 (Z)-7-((1R,2R,3R)-3-Hydroxy-2-((S,E)-3-hydroxyoct-1-en-1-yl)-5-oxocyclopentyl)hept-5-enoic acid E2 alpha, Prostaglandin [3H]prostaglandin E2 1798-EP2298767A1 GTPL1916 1798-EP2311829A1 HY-101952 363P246 LS-125823 9-oxo-11R,15S-dihydroxy-5Z,13E-prostadienoic acid Propess NCGC00092361-04 B7005 prosta-glandin e2 NSC196514 C00584 Prostaglandin E2, synthetic, powder, BioReagent, suitable for cell culture Prostin E (5Z,11?,13E,15S)-11,15-Dihydroxy-9-oxo-prosta-5,13-dien-1oic acid Dinoprostona SR-05000001459 Dinoprostone (JAN/USP/INN) SR-05000001459-4 (5Z,13E,15S)-11-alpha,15-dihydroxy-9-oxoprost-5,13-dienoate Dinoprostonum [INN-Latin] XEYBRNLFEZDVAW-ARSRFYASSA-N 05D31BD5-818B-4A92-8CFC-BEC19926A5B3 EINECS 206-656-6 1798-EP2305653A1 HMS1989K12 1798-EP2316829A1 K7Q1JQR04M 5-Heptenoic acid, 7-(3-hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl)-(8CI) Minprostin E2 AJ-45765 Prosta-5, 11,15-dihydroxy-9-oxo-, (5Z,11.alpha.,13E,15S)- NSC 165560 BML1-F07 PGE2 CCG-208256 Prostaglandin,PGE2 D00079 RP17686 (5Z,11alpha,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid Dinoprostone [USAN:INN:BAN:JAN] U 12062 (E,2R,3R)-7-[3-hydroxy-2-[(3S)-(3-hydroxy-1-octenyl)]-5-oxocyclopentyl]-5-heptenoic acid DSSTox_RID_76801 [3H]dinoprostone 1798-EP2277858A1 Gel, Prepidil 1798-EP2311453A1 HMS3402K12 l-Prostaglandin E2 7-(3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl)-5-heptenoic acid Prepidil Gel NCGC00092361-02 alpha, Prostaglandin E2 Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,11.alpha.,13E,15S)- NSC-196514 BRD-K26521938-001-04-9 Prostaglandin E2, >=93% (HPLC), synthetic Prepidil Cerviprime Prostenone (5Z,11-alpha,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-oic acid DB00917 SR-01000946417 (5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate SR-05000001459-1 (5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid Dinoprostone, United States Pharmacopeia (USP) Reference Standard U-12062 (Z)-7-[(1r,2r,3r)-3-Hydroxy-2-[(E,3s)-3-Hydroxyoct-1-Enyl]-5-Oxo-Cyclopentyl]hept-5-Enoic Acid E2, Prostaglandin [3H]prostin E2 1798-EP2301922A1 HMS1361K12 1798-EP2314574A1 IDI1_033960 5-Heptenoic acid, 7-(3-hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl)- MFCD00077861 AC-6098 Propess (TN) NCGC00092361-05 BC219642 Prostaglandin E P1884 CAS-363-24-6 Prostaglandin E2.alpha. CHEMBL548 Prostin E2 (5Z,11alpha,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-oic Dinoprostona [INN-Spanish] Dinoprostone beta-Cyclodextrin Clathrate Tox21_111196 (5Z,13E,15S)-11-alpha,15-dihydroxy-9-oxoprost-5,13-dienoic acid DSSTox_CID_2947 ZINC3830713 1798-EP2272832A1 Enzaprost E 1798-EP2308510A1 HMS2089D17 l-7-(3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl)-5-heptenoic acid 5-Heptenoic acid, 7-(3-hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl)-, l- MolPort-003-939-184 AKOS015920228 Prosta-5, 11,5-dihydroxy-9-oxo-, (5Z,11.alpha.,13E,15S)- NSC 196514 BMS-279654 & PGE2 Prostaglandin E2 alpha PGE2 alpha Cervidil Prostarmon E (-)-Prostaglandin E2 D06FEA SCHEMBL25533 (5Z,11I+/-,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid (5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoic acid Dinoprostone [USAN:USP:INN:BAN:JAN] U,062 (E,Z)-(1R,2R,3R)-7-(3-Hydroxy-2-((3S)-(3-hydroxy-1-octenyl))-5-oxocyclopentyl)-5-heptenoic acid DTXSID4022947 [3H]PGE2 1798-EP2295055A2 GTPL1883 1798-EP2311808A1 HMS3648F07 363-24-6 LMFA03010003 7-[3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl]-5-heptenoic acid Prestwick_793 NCGC00092361-03 AN-10387 Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,11alpha,13E,15S)- NSC165560 BSPBio_001490 Prostaglandin E2, gamma-irradiated, powder, BioXtra, suitable for cell culture CHEBI:15551 Prostin (5Z,11.alpha.,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-oic acid Dinoproston SR-01000946417-1 SR-05000001459-3 (5Z,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-oic acid Dinoprostonum UNII-K7Q1JQR04M (Z)-7-[(1R,2R,3R)-3-Hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid E2alpha, Prostaglandin 1798-EP2305641A1 HMS1791K12 1798-EP2314587A1 J-502620 5-Heptenoic acid, 7-(3-hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl)- (8CI) Minprositin E2 AC1NQWXW Prosta-5, (5Z,11.alpha.,13E,15S)-11,15-dihydroxy-9-oxo- NCGC00092361-06 BDBM35847 Prostaglandin E(2) P2E CCG-208092 Prostaglandin E2alpha CS-6932 Prostin E2 (TN) (5Z,11alpha,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid Dinoprostone Dinoprostone Prostaglandin E2 Tox21_111196_1 (5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid DSSTox_GSID_22947 [3H]-PGE2 1798-EP2277848A1 EX-A1773 1798-EP2308872A1 HMS3268J12 l-PGE2 5-Heptenoic acid, 7-[3-hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl]- Prepidil (TN) NCGC00092361-01 alpha, PGE2 Prosta-5,13-dien-1-oic acid, (5Z,11-alpha,13E,15S)-11,15-dihydroxy-9-oxo- NSC-165560 BR-72815 Prostaglandin E2, 98% PGE2alpha Cervidil (TN) Prostarmon E2 (15S)-Prostaglandin E2 SMP2_000056 (5Z,11\|A,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid [ Show all ]
Inchi Key	XEYBRNLFEZDVAW-ARSRFYASSA-N
Inchi ID	InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1
PubChem CID	5280360
ChEMBL	CHEMBL548
IUPHAR	1883, 1916
BindingDB	35847
DrugBank	DB00917
Structure SDF download
Lipinski's druglikeness	This ligand satisfies Lipinski's rule of five.

Experimental Data

Parameter	Value	Reference	Database source
	N/A	N/A	DrugBank
EC50	2.5 nM	PMID26985320	BindingDB,ChEMBL
IC50	0.94 nM	PMID20218623	BindingDB,ChEMBL
Kd	0.3 - 7.0 nM	PMID16604093, PMID10634944	IUPHAR
Kd	0.8 - 6.0 nM	PMID16604093, PMID22480736, PMID18632791	IUPHAR
Kd	2.1 nM	PMID18632791	IUPHAR
Ki	0.33 nM	PMID10634944	IUPHAR
Ki	0.33 nM	PMID18039575, PMID10634944, PMID17531488	BindingDB,ChEMBL
Ki	5.0 nM	PMID24279689	ChEMBL
Ki	5.0 nM	PMID24279689	BindingDB

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