rilpivirine   Click here for help

GtoPdb Ligand ID: 11387

Synonyms: Edurant® | TMC-278 | TMC278
Approved drug PDB Ligand
rilpivirine is an approved drug (EMA & FDA (2011))
Compound class: Synthetic organic
Comment: Rilpivirine is an oral non-nucleoside reverse transcriptase inhibitor (NNRTI) HIV medication.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 97.42
Molecular weight 366.16
XLogP 3.78
No. Lipinski's rules broken 0
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Canonical SMILES N#C/C=C/c1cc(C)c(c(c1)C)Nc1ccnc(n1)Nc1ccc(cc1)C#N
Isomeric SMILES N#C/C=C/c1cc(C)c(c(c1)C)Nc1ccnc(n1)Nc1ccc(cc1)C#N
InChI InChI=1S/C22H18N6/c1-15-12-18(4-3-10-23)13-16(2)21(15)27-20-9-11-25-22(28-20)26-19-7-5-17(14-24)6-8-19/h3-9,11-13H,1-2H3,(H2,25,26,27,28)/b4-3+
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2011))
International Nonproprietary Names Click here for help
INN number INN
8469 rilpivirine
Synonyms Click here for help
Edurant® | TMC-278 | TMC278
Database Links Click here for help
BindingDB Ligand 222178
CAS Registry No. 500287-72-9 (source: PubChem)
ChEMBL Ligand CHEMBL175691
DrugBank Ligand DB08864
GtoPdb PubChem SID 440816756
PubChem CID 6451164
RCSB PDB Ligand T27
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UniChem Compound Search for chemical match using the InChIKey YIBOMRUWOWDFLG-ONEGZZNKSA-N
UniChem Connectivity Search for chemical match using the InChIKey YIBOMRUWOWDFLG-ONEGZZNKSA-N