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Details

Stereochemistry ABSOLUTE
Molecular Formula C60H74N12O10
Molecular Weight 1123.3063
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VELDOREOTIDE

SMILES

C[C@]([H])([C@@]1([H])C(=N[C@@]([H])(Cc2ccccc2)C(=O)N(CCCC(=NCCCC(=N[C@@]([H])(Cc3ccccc3)C(=N[C@@]([H])(Cc4c[nH]c5ccccc45)C(=N[C@]([H])(Cc6c[nH]c7ccccc67)C(=N[C@@]([H])(CCCCN)C(=N1)O)O)O)O)O)O)CC(=N)O)O)O

InChI

InChIKey=ABFNTRQPWNXUHA-VEVJRHMJSA-N
InChI=1S/C60H74N12O10/c1-37(73)54-59(81)70-50(31-39-18-6-3-7-19-39)60(82)72(36-51(62)74)29-15-26-52(75)63-28-14-25-53(76)66-47(30-38-16-4-2-5-17-38)56(78)68-49(33-41-35-65-45-23-11-9-21-43(41)45)58(80)69-48(32-40-34-64-44-22-10-8-20-42(40)44)57(79)67-46(55(77)71-54)24-12-13-27-61/h2-11,16-23,34-35,37,46-50,54,64-65,73H,12-15,24-33,36,61H2,1H3,(H2,62,74)(H,63,75)(H,66,76)(H,67,79)(H,68,78)(H,69,80)(H,70,81)(H,71,77)/t37-,46+,47+,48-,49+,50+,54+/m1/s1

HIDE SMILES / InChI
Somatoprim (DG3173) is a heptapeptide somatostatin analog (SSA) that binds with high affinity to sstr2, sstr4 and sstr5 and shows a very low insulin suppression in contrast to other SSA. Initially developed by Ipsen, it is under active development by licensee Aspireo Pharmaceuticals, an Israeli company. In vitro as well as in vivo testing showed a dose-dependent GH lowering effect. Somatoprim has demonstrated a unique receptor binding and pharmacological profile which is differentiated from SSAs that are currently marketed or in clinical development. In particular, Somatoprim has shown an improved side effect profile with reduced adverse effects on the gastrointestinal tract and glucose metabolism. Furthermore, assessment of growth hormone secretion in cultured human somatotroph adenoma tissue treated with Somatoprim indicates that it has the potential to increase the response rate of acromegalic patients to SSA therapy. Somatoprim is currently in phase I/II of clinical development.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pharmacotherapy: Somatoprim versus octreotide in acromegaly.
2011 Nov 29
A transplantable phosphorylation probe for direct assessment of G protein-coupled receptor activation.
2012
Emerging drugs for acromegaly.
2014 Mar
[Current and future therapy of acromegaly].
Fall 2016

Sample Use Guides

Acromegaly: octreotide and Somatoprim (DG3173). Eligible patients are to receive 300 ug octreotide as active comparator, followed by four ascending doses of 100 ug, 300 ug, 900 ug and 1800 ug DG3173. All treatments will be administered consecutively to all patients as single subcutaneous bolus injections.
Route of Administration: Other
PTR-3173 suppressed GH release from both fetal pituitaries (maximal suppression of 54% with 10 nM) and cultures of GH-cell adenomas (35% suppression with 100 nM).
Name Type Language
VELDOREOTIDE
USAN   INN  
Official Name English
VELDOREOTIDE [INN]
Common Name English
COR-005
Code English
N4.1-(2-AMINO-2-OXOETHYL)-CYCLO(4-AMINOBUTANOYL-4-AMINOBUTANOYL-L-PHENYLALANYL-L-TRYPTOPHYL-D-TRYPTOPHYL-L-LYSYL-L-THREONYL-L-PHENYLALANYL)
Systematic Name English
GLYCINAMIDE, N-(4-AMINO-1-OXOBUTYL)-L-PHENYLALANYL-L-TRYPTOPHYL-D-TRYPTOPHYL-L-LYSYL-L-THREONYL-L-PHENYLALANYL-N2-(3-CARBOXYPROPYL)-, (7->1)-LACTAM
Common Name English
PTR-3173
Code English
VELDOREOTIDE [WHO-DD]
Common Name English
VELDOREOTIDE [USAN]
Common Name English
DG3173
Code English
SOMATOPRIM
Common Name English
DG-3173
Code English
PTR 3173
Code English
Classification Tree Code System Code
NCI_THESAURUS C62799
Created by admin on Sat Jun 26 16:40:09 UTC 2021 , Edited by admin on Sat Jun 26 16:40:09 UTC 2021
Code System Code Type Description
PUBCHEM
9919857
Created by admin on Sat Jun 26 16:40:09 UTC 2021 , Edited by admin on Sat Jun 26 16:40:09 UTC 2021
PRIMARY
CAS
252845-37-7
Created by admin on Sat Jun 26 16:40:09 UTC 2021 , Edited by admin on Sat Jun 26 16:40:09 UTC 2021
PRIMARY
INN
10521
Created by admin on Sat Jun 26 16:40:09 UTC 2021 , Edited by admin on Sat Jun 26 16:40:09 UTC 2021
PRIMARY
NCI_THESAURUS
C152846
Created by admin on Sat Jun 26 16:40:09 UTC 2021 , Edited by admin on Sat Jun 26 16:40:09 UTC 2021
PRIMARY
FDA UNII
1Z83587HBN
Created by admin on Sat Jun 26 16:40:09 UTC 2021 , Edited by admin on Sat Jun 26 16:40:09 UTC 2021
PRIMARY
DRUG BANK
DB12777
Created by admin on Sat Jun 26 16:40:09 UTC 2021 , Edited by admin on Sat Jun 26 16:40:09 UTC 2021
PRIMARY