Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D01205)
Name
Leuprolide acetate
Synonyms    Click to Show/Hide the Synonyms of This API
Leuprolide acetate; Leuprorelin acetate; Lupron; 74381-53-6; Carcinil; Enantone; Lucrin; Viadur; TAP-144; Lupron Depot; Abbott-43818; Eligard; LUPRON DEPOT-PED; UNII-37JNS02E7V; CHEBI:63597; A-43818; 37JNS02E7V; 53714-56-0; Leuplin; Leuprin; Procrin; Leuplin depot; Procren Depot; Uno-Enantone; Depo-Lupron; MFCD00167544; Lupron PED; Leuprolide Monoacetate; Leuprolide acetate salt; Leuprolide acetate depot; Abbott 43818; LUPRON DEPOT-3; LUPRON DEPOT-4; Enanton; Lutrate; Onectyl; Prostap; TAP-144-SR; MFCD00072080; Leuprolide acetate [USAN:USP]; Lupron Depot Ped; C59H84N16O12.C2H4O2; NCGC00183364-01; SCHEMBL3174; DSSTox_CID_28935; DSSTox_RID_83201; DSSTox_GSID_49009; MLS000028695; CHEMBL1200775; DTXSID7049009; Tox21_113507; BDBM50247891; s3718; AKOS015895632; AKOS030485977; CCG-270666; CS-1434; des-Gly10-[D-Leu6]-LH-RH ethylamide; 5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tryosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide monoacetate (salt); AC-28731; HY-13665; SMR000058945; CAS-74381-53-6; L0249; (Des-Gly10,D-Leu6,Pro-NHEt9)-LHRH acetate; 381L536; 743L536; Pyr-His-Trp-Ser-Tyr-D-Leu-Leu-Arg-Pro-NHEt.HOAc; Q27104908; 1-9-Leutenizing hormone-releasing factor (swine), 6-D-leucine-9-(N-ethyl-L-prolinamide)-, monoacetate (salt); 5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tryosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide monoacetate; 5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide--acetic acid (1/1); Luteinizing hormone-releasing factor (pig), 6-D-leucine-9-(N-ethyl-L-prolinamide)-10-deglycinamide-, monoacetate (salt)
Clinical Status
Approved
PubChem CID
657180
Formula
C61H88N16O14
Canonical SMILES
CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CC2=CC=C(C=C2)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC3=CNC4=CC=CC=C43)NC(=O)[C@H](CC5=CN=CN5)NC(=O)[C@@H]6CCC(=O)N6.CC(=O)O
InChI
1S/C59H84N16O12.C2H4O2/c1-6-63-57(86)48-14-10-22-75(48)58(87)41(13-9-21-64-59(60)61)68-51(80)42(23-32(2)3)69-52(81)43(24-33(4)5)70-53(82)44(25-34-15-17-37(77)18-16-34)71-56(85)47(30-76)74-54(83)45(26-35-28-65-39-12-8-7-11-38(35)39)72-55(84)46(27-36-29-62-31-66-36)73-50(79)40-19-20-49(78)67-40;1-2(3)4/h7-8,11-12,15-18,28-29,31-33,40-48,65,76-77H,6,9-10,13-14,19-27,30H2,1-5H3,(H,62,66)(H,63,86)(H,67,78)(H,68,80)(H,69,81)(H,70,82)(H,71,85)(H,72,84)(H,73,79)(H,74,83)(H4,60,61,64);1H3,(H,3,4)/t40-,41-,42-,43+,44-,45-,46-,47-,48-;/m0./s1
InChIKey
RGLRXNKKBLIBQS-XNHQSDQCSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=657180"></iframe>
3D MOL is unavailable 2D MOL
Physicochemical Properties Molecular Weight 1269.4 Topological Polar Surface Area 469
XlogP N.A. Complexity 2420
Heavy Atom Count 91 Rotatable Bond Count 32
Hydrogen Bond Donor Count 16 Hydrogen Bond Acceptor Count 16
Full List of Drug Formulations (DFMs) Containing This API
          Leuprolide Acetate 7.5mg powder Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Purified Gelatin; Dl-Lactic; Glycolic Acids Copolymer; D-Mannitol; Carboxymethylcellulose Sodium; Polysorbate 80; Water; Glacial Acetic Acid
                   Dosage Form Powder
                   Company Abbvie Endocrine
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Acetic acid DIG Info Free fatty acid receptor 3 (EC50 = 12000 nM) [1]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
Lactic acid DIG Info Fetal lung MRC5 cells (IC50 = 23930 nM) [3]
Carboxymethylcellulose sodium DIG Info Albendazole monooxygenase (EC50 = 12.6 uM) [4]
Gelatin DIG Info Mephenytoin 4-hydroxylase (EC50 = 20.5 uM) [4]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [5]
          Leuprolide Acetate 1mg/0.2ml injectable Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Sodium Chloride; Benzyl Alcohol; Water For Injection; Sodium Hydroxide; Acetic Acid
                   Dosage Form Injectable
                   Company Abbvie Endocrine
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Benzyl alcohol DIG Info Indoleamine 2,3-dioxygenase 1 (IC50 = 1400 nM) [6]
Acetic acid DIG Info Free fatty acid receptor 3 (EC50 = 12000 nM) [1]
References
1 Microbiota-Host Transgenomic Metabolism, Bioactive Molecules from the Inside. J Med Chem. 2018 Jan 11; 61(1):47-61.
2 Pharmacological property optimization for allosteric ligands: A medicinal chemistry perspective. Bioorg Med Chem Lett. 2017 Jun 1; 27(11):2239-2258.
3 Design, synthesis and biological studies of a library of NK1-Receptor Ligands Based on a 5-arylthiosubstituted 2-amino-4,6-diaryl-3-cyano-4H-pyran core: Switch from antagonist to agonist effect by chemical modification. Eur J Med Chem. 2017 Sep 29; 138:644-660.
4 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
5 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
6 O-alkylhydroxylamines as rationally-designed mechanism-based inhibitors of indoleamine 2,3-dioxygenase-1. Eur J Med Chem. 2016 Jan 27; 108:564-576.

If you find any error in data or bug in web service, please kindly report it to Dr. Zhang and Dr. Mou.