olcegepant   Click here for help

GtoPdb Ligand ID: 702

Synonyms: BIBN 4096 BS | BIBN4096BS
PDB Ligand
Compound class: Synthetic organic
Comment: Olcegepant is a non-peptide calcitonin gene-related peptide receptor antagonist being investigated as a potential migraine therapeutic [2,7].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 5
Rotatable bonds 16
Topological polar surface area 176.47
Molecular weight 867.21
XLogP 3.3
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES NCCCCC(C(=O)N1CCN(CC1)c1ccncc1)NC(=O)C(NC(=O)N1CCC(CC1)N1Cc2ccccc2NC1=O)Cc1cc(Br)c(c(c1)Br)O
Isomeric SMILES NCCCC[C@@H](C(=O)N1CCN(CC1)c1ccncc1)NC(=O)[C@H](NC(=O)N1CCC(CC1)N1Cc2ccccc2NC1=O)Cc1cc(Br)c(c(c1)Br)O
InChI InChI=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
InChI Key ITIXDWVDFFXNEG-JHOUSYSJSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[(2R)-1-[[(2S)-6-amino-1-oxo-1-(4-pyridin-4-ylpiperazin-1-yl)hexan-2-yl]amino]-3-(3,5-dibromo-4-hydroxyphenyl)-1-oxopropan-2-yl]-4-(2-oxo-1,4-dihydroquinazolin-3-yl)piperidine-1-carboxamide
International Nonproprietary Names Click here for help
INN number INN
8026 olcegepant
Synonyms Click here for help
BIBN 4096 BS | BIBN4096BS
Database Links Click here for help
BindingDB Ligand 50184069
CAS Registry No. 204697-65-4 (source: Scifinder)
ChEMBL Ligand CHEMBL207197
DrugBank Ligand DB04869
GtoPdb PubChem SID 135649990
PubChem CID 6918509
RCSB PDB Ligand 3N6
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Wikipedia Olcegepant

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Tocris
BIBN 4096
Cat. No. 4561