LIVOLETIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C40H63N15O13
Molecular Weight	962.0209
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CCCN1C(=O)[C@H](CO)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC3=CN=CN3)NC(=O)[C@H](CCC(O)=O)NC2=O)C(C)C

InChI

InChIKey=JXPWLIYXIWGWSA-CLBRJLNISA-N

InChI=1S/C40H63N15O13/c1-19(2)31-38(67)51-23(8-11-29(42)58)34(63)53-26(17-56)39(68)55-14-4-6-27(55)37(66)50-24(9-12-30(59)60)33(62)52-25(15-20-16-45-18-47-20)36(65)49-22(7-10-28(41)57)32(61)48-21(35(64)54-31)5-3-13-46-40(43)44/h16,18-19,21-27,31,56H,3-15,17H2,1-2H3,(H2,41,57)(H2,42,58)(H,45,47)(H,48,61)(H,49,65)(H,50,66)(H,51,67)(H,52,62)(H,53,63)(H,54,64)(H,59,60)(H4,43,44,46)/t21-,22-,23-,24-,25-,26-,27-,31-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.fpwr.org/blog/millendo-therapeutics-announces-initiation-of-pivotal-phase-2b/3-clinical-study-of-livoletide | https://www.ncbi.nlm.nih.gov/pubmed/27063928

Livoletide (AZP-531) is an analog of unacylated ghrelin, a naturally occurring hormone that is thought to counteract the effects of acylated ghrelin. The drug was designed to improve glycaemic control and reduce weight. Livoletide participated in pivotal phase 2b/3 clinical study for the treatment of Prader-Willi syndrome. In addition, the drug was studied in patients with type 2 diabetes mellitus (T2D). Its pharmacokinetic profile, suitable for once daily dosing, and metabolic effects support further clinical development for T2D.

Originator

Approval Year

PubMed

Title	Date	PubMed
Clinical perspectives for ghrelin-derived therapeutic products.	2013	23652401

Sample Use Guides

In Vivo Use Guide

Daily subcutaneous injection of ~ 60 mcg/kg or 120 mcg/k for 3 month double-blind core period and 9 month open label extension period.

Route of Administration: Other

Name

Type

Language

LIVOLETIDE

Official Name

English

livoletide [INN]

Common Name

English

SYNTHETIC CYCLIC 8 AMINO ACID ANALOG OF HUMAN UNACYLATED GHRELIN

Common Name

English

CYCLO(L-ARGINYL-L-VALYL-L-GLUTAMINYL-L-SERYL-L-PROLYL-L-.ALPHA.-GLUTAMYL-L-HISTIDYL-L-GLUTAMINYL)

Systematic Name

English

AZP-531

Code

English

AZP531

Code

English

3-((3S,6S,9S,12S,15S,18S,21S,24S)-6,15-BIS(3-AMINO-3-OXO-PROPYL)-12-(3-GUANIDINOPROPYL)-3-(HYDROXYMETHYL)-18-(1H-IMIDAZOL-5-YLMETHYL)-9-ISOPROPYL-2,5,8,11,14,17,20,23-OCTAOXO-1,4,7,10,13,16,19,22-OCTAZABICYCLO(22.3.0)HEPTACOSAN-21-YL)PROPANOIC ACID

Systematic Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

603317