maraviroc   Click here for help

GtoPdb Ligand ID: 806

Synonyms: Celsentri® | Selzentry® | UK 427857 | UK-427,857
Approved drug Immunopharmacology Ligand
maraviroc is an approved drug (EMA and FDA (2007))
Compound class: Synthetic organic
Comment: Maraviroc is a small molecule antagonist of the C-C chemokine receptor type 5 (CCR5) expressed on T cells.

The stereochemistry of maraviroc as specified by the PDB compound link varies from that specified in our structure and that of CID 3002977.The compound is represented on ChEMBL by CHEMBL1201187.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 63.05
Molecular weight 513.33
XLogP 6.82
No. Lipinski's rules broken 1
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Canonical SMILES O=C(C1CCC(CC1)(F)F)NC(c1ccccc1)CCN1C2CCC1CC(C2)n1c(C)nnc1C(C)C
Isomeric SMILES O=C(C1CCC(CC1)(F)F)N[C@H](c1ccccc1)CCN1[C@@H]2CC[C@H]1CC(C2)n1c(C)nnc1C(C)C
InChI InChI=1S/C29H41F2N5O/c1-19(2)27-34-33-20(3)36(27)25-17-23-9-10-24(18-25)35(23)16-13-26(21-7-5-4-6-8-21)32-28(37)22-11-14-29(30,31)15-12-22/h4-8,19,22-26H,9-18H2,1-3H3,(H,32,37)/t23-,24+,25?,26-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA and FDA (2007))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8450 maraviroc
Synonyms Click here for help
Celsentri® | Selzentry® | UK 427857 | UK-427,857
Database Links Click here for help
Specialist databases
GPCRdb Ligand maraviroc
Other databases
CAS Registry No. 376348-65-1 (source: Scifinder)
DrugBank Ligand DB04835
GtoPdb PubChem SID 135650567
PubChem CID 3002977
Search Google for chemical match using the InChIKey GSNHKUDZZFZSJB-HLMSNRGBSA-N
Search Google for chemicals with the same backbone GSNHKUDZZFZSJB
Search PubMed clinical trials maraviroc
Search PubMed titles maraviroc
Search PubMed titles/abstracts maraviroc
SynPHARM 2313 (in complex with CCR5)
UniChem Compound Search for chemical match using the InChIKey GSNHKUDZZFZSJB-HLMSNRGBSA-N
UniChem Connectivity Search for chemical match using the InChIKey GSNHKUDZZFZSJB-HLMSNRGBSA-N
Wikipedia Maraviroc