cabergoline   

GtoPdb Ligand ID: 37

Synonyms: Cabaser® | Caberlin®
cabergoline is an approved drug (FDA (1996))
Comment: Cabergoline is an ergot-derived, long-acting dopamine receptor agonist (dopamine D2 receptor) and prolactin inhibitor.
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 71.68
Molecular weight 451.29
XLogP 2.87
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES C=CCN1CC(CC2C1Cc1c[nH]c3c1c2ccc3)C(=O)N(C(=O)NCC)CCCN(C)C
Isomeric SMILES C=CCN1C[C@@H](C[C@H]2[C@H]1Cc1c[nH]c3c1c2ccc3)C(=O)N(C(=O)NCC)CCCN(C)C
InChI InChI=1S/C26H37N5O2/c1-5-11-30-17-19(25(32)31(26(33)27-6-2)13-8-12-29(3)4)14-21-20-9-7-10-22-24(20)18(16-28-22)15-23(21)30/h5,7,9-10,16,19,21,23,28H,1,6,8,11-15,17H2,2-4H3,(H,27,33)/t19-,21-,23-/m1/s1
InChI Key KORNTPPJEAJQIU-KJXAQDMKSA-N
Classification
Compound class Natural product or derivative
Approved drug? Yes (FDA (1996))
IUPAC Name
1-[3-(dimethylamino)propyl]-3-ethyl-1-{[(2R,4R,7R)-6-(prop-2-en-1-yl)-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl]carbonyl}urea
International Nonproprietary Names
INN number INN
5860 cabergoline
Synonyms
Cabaser® | Caberlin®
Database Links
CAS Registry No. 81409-90-7
ChEBI CHEBI:3286
ChEMBL Ligand CHEMBL1201087
DrugBank Ligand DB00248
DrugCentral Ligand 460
GtoPdb PubChem SID 135652674
PubChem CID 54746
Search Google for chemical match using the InChIKey KORNTPPJEAJQIU-KJXAQDMKSA-N
Search Google for chemicals with the same backbone KORNTPPJEAJQIU
Search PubMed clinical trials cabergoline
Search PubMed titles cabergoline
Search PubMed titles/abstracts cabergoline
Search UniChem for chemical match using the InChIKey KORNTPPJEAJQIU-KJXAQDMKSA-N
Search UniChem for chemicals with the same backbone KORNTPPJEAJQIU
Wikipedia Cabergoline