U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C47H76N16O13
Molecular Weight 1073.2057
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ELPAMOTIDE

SMILES

CC[C@H](C)[C@H](NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)[C@H](CC(O)=O)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@@H](N)CCCNC(N)=N)C(C)C)C(O)=O

InChI

InChIKey=ZAJHBCDPAUKEPU-GIKXZWSFSA-N
InChI=1S/C47H76N16O13/c1-5-25(4)37(45(75)76)62-40(70)28(15-10-18-55-47(52)53)58-41(71)30(21-33(49)64)57-34(65)23-56-39(69)31(22-35(66)67)60-43(73)32-16-11-19-63(32)44(74)36(24(2)3)61-42(72)29(20-26-12-7-6-8-13-26)59-38(68)27(48)14-9-17-54-46(50)51/h6-8,12-13,24-25,27-32,36-37H,5,9-11,14-23,48H2,1-4H3,(H2,49,64)(H,56,69)(H,57,65)(H,58,71)(H,59,68)(H,60,73)(H,61,72)(H,62,70)(H,66,67)(H,75,76)(H4,50,51,54)(H4,52,53,55)/t25-,27-,28-,29-,30-,31-,32-,36-,37-/m0/s1

HIDE SMILES / InChI

Molecular Formula C47H76N16O13
Molecular Weight 1073.2057
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 0
Optical Activity UNSPECIFIED

Elpamotide is an anti-angiogenic cancer vaccine. It is an HLA-A*24:02-restricted epitope peptide of vascular endothelial growth factor receptor 2 (VEGFR-2) (RFVPDGNRI) and induces cytotoxic T lymphocytes (CTLs) against VEGFR-2/KDR. OncoTherapy Science was developing elpamotide for the treatment of solid tumors.

Approval Year

PubMed

PubMed

TitleDatePubMed
Phase I clinical trial using peptide vaccine for human vascular endothelial growth factor receptor 2 in combination with gemcitabine for patients with advanced pancreatic cancer.
2010 Feb
Clinical phase I study of elpamotide, a peptide vaccine for vascular endothelial growth factor receptor 2, in patients with advanced solid tumors.
2012 Dec
Phase II trial of combination therapy of gemcitabine plus anti-angiogenic vaccination of elpamotide in patients with advanced or recurrent biliary tract cancer.
2015 Apr
Randomized phase II/III clinical trial of elpamotide for patients with advanced pancreatic cancer: PEGASUS-PC Study.
2015 Jul

Sample Use Guides

phase II/III clinical trial for the treatment of pancreatic cancer: emulsified elpamotide (2.0 mg/mL/body) every week
Route of Administration:
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:39:51 GMT 2023
Edited
by admin
on Sat Dec 16 01:39:51 GMT 2023
Record UNII
S68632MB2G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ELPAMOTIDE
INN   WHO-DD  
INN  
Official Name English
elpamotide [INN]
Common Name English
L-ARGINYL-L-PHENYLALANYL-L-VALYL-L-PROLYL-L-.ALPHA.-ASPARTYLGLYCYL-L-ASPARAGINYL-L-ARGINYL-L-ISOLEUCINE HUMAN SOLUBLE (VASCULAR ENDOTHELIAL GROWTH FACTOR RECEPTOR) VEGFR2-(169-177)-PEPTIDE
Common Name English
VEGFR2-169 PEPTIDE VACCINE
Common Name English
ELPAMOTIDE [JAN]
Common Name English
L-ISOLEUCINE, L-ARGINYL-L-PHENYLALANYL-L-VALYL-L-PROLYL-L-.ALPHA.-ASPARTYLGLYCYL-L-ASPARAGINYL-L-ARGINYL-
Common Name English
VEGFR2-169
Code English
Elpamotide [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1663
Created by admin on Sat Dec 16 01:39:51 GMT 2023 , Edited by admin on Sat Dec 16 01:39:51 GMT 2023
NCI_THESAURUS C1752
Created by admin on Sat Dec 16 01:39:51 GMT 2023 , Edited by admin on Sat Dec 16 01:39:51 GMT 2023
Code System Code Type Description
FDA UNII
S68632MB2G
Created by admin on Sat Dec 16 01:39:51 GMT 2023 , Edited by admin on Sat Dec 16 01:39:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID00649110
Created by admin on Sat Dec 16 01:39:51 GMT 2023 , Edited by admin on Sat Dec 16 01:39:51 GMT 2023
PRIMARY
ChEMBL
CHEMBL2108295
Created by admin on Sat Dec 16 01:39:51 GMT 2023 , Edited by admin on Sat Dec 16 01:39:51 GMT 2023
PRIMARY
INN
9318
Created by admin on Sat Dec 16 01:39:51 GMT 2023 , Edited by admin on Sat Dec 16 01:39:51 GMT 2023
PRIMARY
NCI_THESAURUS
C74090
Created by admin on Sat Dec 16 01:39:51 GMT 2023 , Edited by admin on Sat Dec 16 01:39:51 GMT 2023
PRIMARY
CAS
673478-49-4
Created by admin on Sat Dec 16 01:39:51 GMT 2023 , Edited by admin on Sat Dec 16 01:39:51 GMT 2023
PRIMARY
PUBCHEM
25210976
Created by admin on Sat Dec 16 01:39:51 GMT 2023 , Edited by admin on Sat Dec 16 01:39:51 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY