SELEPRESSIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C46H73N13O11S2
Molecular Weight	1048.282
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@H](C)[C@@H]1NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@@H](N)CSSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCC(N)=O)NC1=O)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CCCNC(C)C)C(=O)NCC(N)=O

InChI

InChIKey=JCVQBJTWWDYUFQ-MRUTUVJXSA-N

InChI=1S/C46H73N13O11S2/c1-5-26(4)38-45(69)54-30(14-9-17-35(48)60)41(65)56-32(21-36(49)61)42(66)57-33(24-72-71-23-28(47)39(63)55-31(43(67)58-38)20-27-12-7-6-8-13-27)46(70)59-19-11-16-34(59)44(68)53-29(15-10-18-51-25(2)3)40(64)52-22-37(50)62/h6-8,12-13,25-26,28-34,38,51H,5,9-11,14-24,47H2,1-4H3,(H2,48,60)(H2,49,61)(H2,50,62)(H,52,64)(H,53,68)(H,54,69)(H,55,63)(H,56,65)(H,57,66)(H,58,67)/t26-,28-,29-,30-,31-,32-,33-,34-,38-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21411496 | https://www.ncbi.nlm.nih.gov/pubmed/30563433 | https://www.ncbi.nlm.nih.gov/pubmed/28807037

Selepressin (FE 202158) was designed as a selective and short-acting vasopressin type 1a receptor (V(1a)R) agonist. This drug was developed for the treatment of vasodilatory hypotension in shock. Selepressin successfully completed phase IIa clinical trial, where was found that in septic shock patients, selepressin 2.5 ng/kg/minute was able to rapidly replace norepinephrine, improve fluid balance and shorten the time of mechanical ventilation.

Originator

Approval Year

PubMed

Title	Date	PubMed
New, potent, selective, and short-acting peptidic V1a receptor agonists.	2011 Jul 14	21688787
Novel Vasopressors in the Treatment of Vasodilatory Shock: A Systematic Review of Angiotensin II, Selepressin, and Terlipressin.	2020 Apr	30563433

Sample Use Guides

In Vivo Use Guide

This was a randomized, double-blind, placebo-controlled multicenter trial in 53 patients in early septic shock (aged ≥18 years, fluid resuscitation, requiring vasopressor support) who received selepressin 1.25 ng/kg/minute (n = 10), 2.5 ng/kg/minute (n = 19), 3.75 ng/kg/minute (n = 2), or placebo (n = 21) until shock resolution or a maximum of 7 days

Route of Administration: Intravenous

Name

Type

Language

SELEPRESSIN

Official Name

English

SELEPRESSIN [USAN]

Common Name

English

(2-L-PHENYLALANINE,3-L-ISOLEUCINE,4-(6-OXO-L-LYSINE), 8-(5-N-(PROPAN-2-YL)-L-ORNITHINE))HUMAN VASOPRESSIN

Systematic Name

English

GLYCINAMIDE, L-CYSTEINYL-L-PHENYLALANYL-L-ISOLEUCYL-6-OXO-L-LYSYL-L-ASPARAGINYL-L-CYSTEINYL-L-PROLYL-N5-(1-METHYLETHYL)-L-ORNITHYL-, CYCLIC (1-6)-DISULFIDE

Common Name

English

FE202158

Code

English

Selepressin [WHO-DD]

Common Name

English

selepressin [INN]

Common Name

English

FE-202158

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C80212