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Details

Stereochemistry ABSOLUTE
Molecular Formula C49H68N18O9S2.ClH
Molecular Weight 1153.77
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SETMELANOTIDE HYDROCHLORIDE

SMILES

Cl.C[C@H]1NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H](CC2=CNC3=CC=CC=C23)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](CC4=CC=CC=C4)NC(=O)[C@H](CC5=CN=CN5)NC1=O)C(N)=O)NC(=O)[C@H](CCCNC(N)=N)NC(C)=O

InChI

InChIKey=MANLVWQYYRHWLE-GZRAWZNHSA-N
InChI=1S/C49H68N18O9S2.ClH/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;/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);1H/t26-,33+,34+,35-,36+,37+,38+,39+;/m1./s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C49H68N18O9S2
Molecular Weight 1117.309
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Setmelanotide (RM-493), is an investigational, first-in-class melanocortin-4 receptor (MC4R) agonist in development for the treatment of rare genetic disorders of obesity. Setmelanotide is thought to activate the MC4R, part of a key biological pathway in humans that regulates weight by increasing energy expenditure and reducing appetite. Variants in genes within the MC4 pathway are associated with unrelenting hunger, known as hyperphagia, and severe, early-onset obesity. Setmelanotide is a potential replacement therapy that may restore lost activity in the MC4 pathway, reestablishing weight and appetite control in patients with these rare genetic disorders.

Approval Year

PubMed

PubMed

TitleDatePubMed

Sample Use Guides

Bardet-Biedl Syndrome (BBS) and Alström Syndrome (AS) patients with moderate to severe obesity: Subcutaneous injection, 3 mg, daily
Route of Administration: Other
Setmelanotide (RM-493) binds human MC4R with Ki value of 0.71 nM in radioligand binding assay and activated MC4R with EC50 value of 1.5 nM in intracellular cAMP production assay.
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:08:21 UTC 2023
Edited
by admin
on Sat Dec 16 16:08:21 UTC 2023
Record UNII
9L64H0UE5Y
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SETMELANOTIDE HYDROCHLORIDE
USAN  
Official Name English
SETMELANOTIDE HYDROCHLORIDE [USAN]
Common Name English
L-CYSTEINAMIDE, N2-ACETYL-L-ARGINYL-L-CYSTEINYL-D-ALANYL-L-HISTIDYL-D-PHENYLALANYL-L-ARGINYL-L-TRYPTOPHYL-, CYCLIC (2->8)-DISULFIDE, HYDROCHLORIDE
Systematic Name English
N2-ACETYL-L-ARGINYL-L-CYSTEINYL-D-ALANYL-L-HISTIDYL-D-PHENYLALANYL-L-ARGINYL-L-TRYPTOPHYL-L-CYSTEINAMIDE, CYCLIC (2-8)-DISULFIDE, HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
USAN
HI-90
Created by admin on Sat Dec 16 16:08:22 UTC 2023 , Edited by admin on Sat Dec 16 16:08:22 UTC 2023
PRIMARY
PUBCHEM
165412040
Created by admin on Sat Dec 16 16:08:22 UTC 2023 , Edited by admin on Sat Dec 16 16:08:22 UTC 2023
PRIMARY
CAS
2324799-41-7
Created by admin on Sat Dec 16 16:08:22 UTC 2023 , Edited by admin on Sat Dec 16 16:08:22 UTC 2023
PRIMARY
FDA UNII
9L64H0UE5Y
Created by admin on Sat Dec 16 16:08:22 UTC 2023 , Edited by admin on Sat Dec 16 16:08:22 UTC 2023
PRIMARY
NCI_THESAURUS
C174581
Created by admin on Sat Dec 16 16:08:22 UTC 2023 , Edited by admin on Sat Dec 16 16:08:22 UTC 2023
PRIMARY
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