serlopitant   Click here for help

GtoPdb Ligand ID: 9280

Synonyms: compound 17 (Jiang et al. 2009) [1] | VPD-737
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Serlopitant is a potent, brain-penetrant neurokinin (NK1) receptor antagonist [1], being investigated for antiinflammatory action. It has more favourable pharmacology than the approved NK1 antagonist aprepitant.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 29.54
Molecular weight 555.2
XLogP 7.15
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES O=C1CCC(=C1)N1CC2C(C1)C(C(CC2)OC(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C)c1ccc(cc1)F
Isomeric SMILES O=C1CCC(=C1)N1C[C@@H]2[C@@H](C1)[C@@H]([C@H](CC2)O[C@@H](c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C)c1ccc(cc1)F
InChI InChI=1S/C29H28F7NO2/c1-16(19-10-20(28(31,32)33)12-21(11-19)29(34,35)36)39-26-9-4-18-14-37(23-7-8-24(38)13-23)15-25(18)27(26)17-2-5-22(30)6-3-17/h2-3,5-6,10-13,16,18,25-27H,4,7-9,14-15H2,1H3/t16-,18-,25-,26+,27+/m1/s1
InChI Key FLNYCRJBCNNHRH-OIYLJQICSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
3-[(3aR,4R,5S,7aS)-5-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-4-(4-fluorophenyl)-1,3,3a,4,5,6,7,7a-octahydroisoindol-2-yl]cyclopent-2-en-1-one
International Nonproprietary Names Click here for help
INN number INN
8990 serlopitant
Synonyms Click here for help
compound 17 (Jiang et al. 2009) [1] | VPD-737
Database Links Click here for help
BindingDB Ligand 50277511
CAS Registry No. 860642-69-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL447955
GtoPdb PubChem SID 318164799
PubChem CID 23653789
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