3N6

N-{(1S)-5-amino-1-[(4-pyridin-4-ylpiperazin-1-yl)carbonyl]pentyl}-3,5-dibromo-Nalpha-{[4-(2-oxo-1,4-dihydroquinazolin-3 (2H)-yl)piperidin-1-yl]carbonyl}-D-tyrosinamide


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Chemical Component Summary

NameN-{(1S)-5-amino-1-[(4-pyridin-4-ylpiperazin-1-yl)carbonyl]pentyl}-3,5-dibromo-Nalpha-{[4-(2-oxo-1,4-dihydroquinazolin-3 (2H)-yl)piperidin-1-yl]carbonyl}-D-tyrosinamide
SynonymsOlcegepant
IdentifiersN-[(2R)-1-[[(2S)-6-azanyl-1-oxo-1-(4-pyridin-4-ylpiperazin-1-yl)hexan-2-yl]amino]-3-(3,5-dibromo-4-hydroxy-phenyl)-1-oxo-propan-2-yl]-4-(2-oxo-1,4-dihydroquinazolin-3-yl)piperidine-1-carboxamide
FormulaC38 H47 Br2 N9 O5
Molecular Weight869.645
TypeNON-POLYMER
Isomeric SMILESc1ccc2c(c1)CN(C(=O)N2)C3CCN(CC3)C(=O)N[C@H](Cc4cc(c(c(c4)Br)O)Br)C(=O)N[C@@H](CCCCN)C(=O)N5CCN(CC5)c6ccncc6
InChIInChI=1S/C38H47Br2N9O5/c39-29-21-25(22-30(40)34(29)50)23-33(45-37(53)48-15-10-28(11-16-48)49-24-26-5-1-2-6-31(26)44-38(49)54)35(51)43-32(7-3-4-12-41)36(52)47-19-17-46(18-20-47)27-8-13-42-14-9-27/h1-2,5-6,8-9,13-14,21-22,28,32-33,50H,3-4,7,10-12,15-20,23-24,41H2,(H,43,51)(H,44,54)(H,45,53)/t32-,33+/m0/s1
InChIKeyITIXDWVDFFXNEG-JHOUSYSJSA-N

Chemical Details

Formal Charge0
Atom Count101
Chiral Atom Count2
Bond Count106
Aromatic Bond Count18

Drug Info: DrugBank

DrugBank IDDB04869 
NameOlcegepant
Groups investigational
DescriptionBoehringer Ingelheim Pharmaceuticals’ olcegepant (BIBN 4096) is a selective Calcitonin Gene-Related Peptide (CGRP) antagonist, a new class of drugs in development for the treatment of acute migraine attacks. Olcegepant is undergoing phase II trials in Europe and the US, with preliminary results suggesting that CGRP antagonists may represent a potential new approach to the treatment of migraine.
SynonymsOlcegepant
IndicationFor the treatment of migraine headaches.
Categories
  • Amino Acids, Peptides, and Proteins
  • Analgesics
  • Calcitonin Gene-Related Peptide Receptor Antagonists
  • Central Nervous System Agents
  • Heterocyclic Compounds, Fused-Ring
CAS number204697-65-4

Drug Targets

NameTarget SequencePharmacological ActionActions
Calcitonin gene-related peptide type 1 receptorMEKKCTLNFLVLLPFFMILVTAELEESPEDSIQLGVTRNKIMTAQYECYQ...unknownantagonist
Calcitonin gene-related peptide 1MGFQKFSPFLALSILVLLQAGSLHAAPFRSALESSPADPATLSEDEARLL...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL207197
PubChem 6918509
ChEMBL CHEMBL207197