Setmelanotide acetateProduct ingredient for Setmelanotide
- Name
- Setmelanotide acetate
- Drug Entry
- Setmelanotide
Setmelanotide is the first available treatment for patients with pro-opiomelanocortin, proprotein subilisin/kexin type 1, or leptin deficiencies.6 It is an agonist of the melanocortin 4 receptor.1 Earlier attempts at agonizing MC4R (such as LY2112688) lead to successful weight loss, but also an increase in blood pressure and heart rate.1 Other earlier treatments for these patients included gastric bypass surgery.1 Patients taking setmelanotide experienced an average weight loss of 0.6 kg/week.1
Imcivree was granted EMA orphan designation on November 19, 2018 7 and FDA approval on November 25, 2020.5 On May 4, 2023, it was approved by Health Canada.11
- Accession Number
- DBSALT003489
- Structure
- Synonyms
- RM-493 acetate
- UNII
- 224I1W20I7
- CAS Number
- 1504602-49-6
- Weight
- Average: 1297.48
Monoisotopic: 1296.549196296 - Chemical Formula
- C55H80N18O15S2
- InChI Key
- PILXXDANZBQUJH-PUHLIQIQSA-N
- InChI
- InChI=1S/C49H68N18O9S2.3C2H4O2/c1-26-41(70)63-37(20-30-22-55-25-59-30)46(75)64-35(18-28-10-4-3-5-11-28)44(73)62-34(15-9-17-57-49(53)54)43(72)65-36(19-29-21-58-32-13-7-6-12-31(29)32)45(74)66-38(40(50)69)23-77-78-24-39(47(76)60-26)67-42(71)33(61-27(2)68)14-8-16-56-48(51)52;3*1-2(3)4/h3-7,10-13,21-22,25-26,33-39,58H,8-9,14-20,23-24H2,1-2H3,(H2,50,69)(H,55,59)(H,60,76)(H,61,68)(H,62,73)(H,63,70)(H,64,75)(H,65,72)(H,66,74)(H,67,71)(H4,51,52,56)(H4,53,54,57);3*1H3,(H,3,4)/t26-,33+,34?,35-,36+,37?,38+,39?;;;/m1.../s1
- IUPAC Name
- (4R,7S,10S,13R,16S,19R,22R)-13-benzyl-22-[(2S)-5-[(diaminomethylidene)amino]-2-acetamidopentanamido]-10-{3-[(diaminomethylidene)amino]propyl}-16-[(1H-imidazol-5-yl)methyl]-7-[(1H-indol-3-yl)methyl]-19-methyl-6,9,12,15,18,21-hexaoxo-1,2-dithia-5,8,11,14,17,20-hexaazacyclotricosane-4-carboxamide; tris(acetic acid)
- SMILES
- CC(O)=O.CC(O)=O.CC(O)=O.C[C@H]1NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H](CC2=CNC3=CC=CC=C23)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CN=CN2)NC1=O)C(N)=O)NC(=O)[C@H](CCCN=C(N)N)NC(C)=O
- External Links
- Wikipedia
- Setmelanotide
- Predicted Properties
Property Value Source logP -5.3 Chemaxon pKa (Strongest Acidic) 11.64 Chemaxon pKa (Strongest Basic) 11.04 Chemaxon Physiological Charge 2 Chemaxon Hydrogen Acceptor Count 16 Chemaxon Hydrogen Donor Count 15 Chemaxon Polar Surface Area 449.16 Å2 Chemaxon Rotatable Bond Count 18 Chemaxon Refractivity 290.87 m3·mol-1 Chemaxon Polarizability 114.63 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon