rolapitant   Click here for help

GtoPdb Ligand ID: 5749

Synonyms: SCH 619734 | SCH-619734 | Varubi® | Varuby®
Approved drug
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].
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2D Structure
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Physico-chemical Properties
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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
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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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2015), EMA (2017))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8882 rolapitant
Synonyms Click here for help
SCH 619734 | SCH-619734 | Varubi® | Varuby®
Database Links Click here for help
Specialist databases
GPCRdb Ligand rolapitant
Other databases
CAS Registry No. 552292-08-7 (source: SciFinder)
DrugCentral Ligand 5027
GtoPdb PubChem SID 178102375
PubChem CID 10311306
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