asenapine   Click here for help

GtoPdb Ligand ID: 22

Synonyms: ORG-5222 | ORG5222 | Saphris® | Secuado® (transdermal asenapine) | Sycrest®
Approved drug
asenapine is an approved drug (FDA (2009), EMA (2010))
Compound class: Synthetic organic
Comment: Asenapine is an atypical antipsychotic. The drug is an enantiomeric mixture, and we show one enantioner here. Alternative enantiomers include CHEMBL1201756.
Marketed formulations may contain asenapine maleate (PubChem CID 6917875).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 0
Topological polar surface area 12.47
Molecular weight 285.09
XLogP 3.41
No. Lipinski's rules broken 0
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Canonical SMILES Clc1ccc2c(c1)C1CN(CC1c1c(O2)cccc1)C
Isomeric SMILES Clc1ccc2c(c1)[C@H]1CN(C[C@@H]1c1c(O2)cccc1)C
InChI InChI=1S/C17H16ClNO/c1-19-9-14-12-4-2-3-5-16(12)20-17-7-6-11(18)8-13(17)15(14)10-19/h2-8,14-15H,9-10H2,1H3/t14-,15-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2009), EMA (2010))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8278 asenapine
Synonyms Click here for help
ORG-5222 | ORG5222 | Saphris® | Secuado® (transdermal asenapine) | Sycrest®
Database Links Click here for help
Specialist databases
GPCRdb Ligand asenapine
Other databases
CAS Registry No. 65576-45-6 (source: Scifinder)
ChEMBL Ligand CHEMBL504548
GtoPdb PubChem SID 135650779
PubChem CID 163091
Search Google for chemical match using the InChIKey VSWBSWWIRNCQIJ-HUUCEWRRSA-N
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UniChem Compound Search for chemical match using the InChIKey VSWBSWWIRNCQIJ-HUUCEWRRSA-N
UniChem Connectivity Search for chemical match using the InChIKey VSWBSWWIRNCQIJ-HUUCEWRRSA-N
Wikipedia Asenapine