veldoreotide   

GtoPdb Ligand ID: 8487

Synonyms: COR-005 | DG3173 | PTR-3173 | somatoprim
Comment: Veldoreotide (COR-005) is an investigational somatostatin analogue (SSA) [2] in early stage development for treatment of patients with acromegaly.
2D Structure
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SMILES / InChI / InChIKey
Canonical SMILES NCCCCC1NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CCCNC(=O)CCCN(C(=O)C(NC(=O)C(NC1=O)C(O)C)Cc1ccccc1)CC(=O)N)Cc1ccccc1)Cc1c[nH]c2c1cccc2)Cc1c[nH]c2c1cccc2
Isomeric SMILES NCCCC[C@@H]1NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCCNC(=O)CCCN(C(=O)[C@@H](NC(=O)[C@@H](NC1=O)[C@H](O)C)Cc1ccccc1)CC(=O)N)Cc1ccccc1)Cc1c[nH]c2c1cccc2)Cc1c[nH]c2c1cccc2
InChI 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
InChI Key ABFNTRQPWNXUHA-VEVJRHMJSA-N
References
1. Afargan M, Janson ET, Gelerman G, Rosenfeld R, Ziv O, Karpov O, Wolf A, Bracha M, Shohat D, Liapakis G et al.. (2001)
Novel long-acting somatostatin analog with endocrine selectivity: potent suppression of growth hormone but not of insulin.
Endocrinology, 142 (1): 477-86. [PMID:11145612]
2. McCarver SJ, Qiao JX, Carpenter J, Borzilleri RM, Poss MA, Eastgate MD, Miller MM, MacMillan DW. (2017)
Decarboxylative Peptide Macrocyclization through Photoredox Catalysis.
Angew. Chem. Int. Ed. Engl., 56 (3): 728-732. [PMID:27860140]
3. Shimon I, Rubinek T, Hadani M, Alhadef N. (2004)
PTR-3173 (somatoprim), a novel somatostatin analog with affinity for somatostatin receptors 2, 4 and 5 is a potent inhibitor of human GH secretion.
J. Endocrinol. Invest., 27 (8): 721-7. [PMID:15636423]