rolapitant   

GtoPdb Ligand ID: 5749

Synonyms: SCH 619734 | SCH-619734 | Varubi® | Varuby®
rolapitant is an approved drug (FDA (2015), EMA (2017))
Compound class: Synthetic organic
Comment: Rolapitant is an orally available neurokinin-1 (NK1) receptor antagonist.
Rolapitant is example 72b in patents US20110098468 [2] and US7049320 B2 [3].
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 50.36
Molecular weight 500.19
XLogP 5.24
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES O=C1CCC2(N1)CCC(NC2)(COC(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C)c1ccccc1
Isomeric SMILES O=C1CC[C@@]2(N1)CC[C@@](NC2)(CO[C@@H](c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C)c1ccccc1
InChI InChI=1S/C25H26F6N2O2/c1-16(17-11-19(24(26,27)28)13-20(12-17)25(29,30)31)35-15-23(18-5-3-2-4-6-18)10-9-22(14-32-23)8-7-21(34)33-22/h2-6,11-13,16,32H,7-10,14-15H2,1H3,(H,33,34)/t16-,22-,23-/m1/s1
InChI Key FIVSJYGQAIEMOC-ZGNKEGEESA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2015), EMA (2017))
IUPAC Name
(5S,8S)-8-[[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-8-phenyl-1,9-diazaspiro[4.5]decan-2-one
International Nonproprietary Names
INN number INN
8882 rolapitant
Synonyms
SCH 619734 | SCH-619734 | Varubi® | Varuby®
Database Links
CAS Registry No. 552292-08-7 (source: SciFinder)
DrugCentral Ligand 5027
GtoPdb PubChem SID 178102375
PubChem CID 10311306
Search Google for chemical match using the InChIKey FIVSJYGQAIEMOC-ZGNKEGEESA-N
Search Google for chemicals with the same backbone FIVSJYGQAIEMOC
Search PubMed clinical trials rolapitant
Search PubMed titles rolapitant
Search PubMed titles/abstracts rolapitant
Search UniChem for chemical match using the InChIKey FIVSJYGQAIEMOC-ZGNKEGEESA-N
Search UniChem for chemicals with the same backbone FIVSJYGQAIEMOC