aprepitant   Click here for help

GtoPdb Ligand ID: 3490

Synonyms: Aponvie® | Emend®
Approved drug PDB Ligand
aprepitant is an approved drug (FDA and EMA (2003))
Compound class: Synthetic organic
Comment: Aprepitant is a NK1 receptor antagonist.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 83.24
Molecular weight 534.15
XLogP 5.31
No. Lipinski's rules broken 1
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Canonical SMILES Fc1ccc(cc1)C1C(OCCN1Cc1[nH][nH]c(=O)n1)OC(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C
Isomeric SMILES Fc1ccc(cc1)[C@H]1[C@H](OCCN1Cc1[nH][nH]c(=O)n1)O[C@@H](c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C
InChI InChI=1S/C23H21F7N4O3/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)37-20-19(13-2-4-17(24)5-3-13)34(6-7-36-20)11-18-31-21(35)33-32-18/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H2,31,32,33,35)/t12-,19+,20-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA and EMA (2003))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
Prodrug fosaprepitant
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8050 aprepitant
Synonyms Click here for help
Aponvie® | Emend®
Database Links Click here for help
Specialist databases
GPCRdb Ligand aprepitant
Other databases
CAS Registry No. 170729-80-3 (source: Scifinder)
ChEBI CHEBI:499361
ChEMBL Ligand CHEMBL1471
DrugBank Ligand DB00673
DrugCentral Ligand 230
GtoPdb PubChem SID 178100479
PubChem CID 135413536
Search Google for chemical match using the InChIKey ATALOFNDEOCMKK-OITMNORJSA-N
Search Google for chemicals with the same backbone ATALOFNDEOCMKK
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UniChem Compound Search for chemical match using the InChIKey ATALOFNDEOCMKK-OITMNORJSA-N
UniChem Connectivity Search for chemical match using the InChIKey ATALOFNDEOCMKK-OITMNORJSA-N
Wikipedia Aprepitant

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Aprepitant (links to external site)
Cat. No. 6486