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].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
AMY1 receptor Hs Antagonist Antagonist 7.5 pKB - 3
pKB 7.5 [3]
CGRP receptor Hs Antagonist Antagonist 10.7 – 11.0 pKi - 1,3-6
pKi 10.7 – 11.0 (Ki 2x10-11 – 1x10-11 M) [1,3-6]
Ligand mentioned in the following text fields