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4220950 
Journal Article 
Discovery of a potent, selective and orally bioavailable 3,9-diazaspiro[5.5]undeca-2-one CCR5 antagonist 
Yang, H; Lin, XF; Padilla, F; Gabriel, SD; Heilek, G; Ji, C; Sankuratri, S; Derosier, A; Berry, P; Rotstein, DM 
2009 
Yes 
Bioorganic & Medicinal Chemistry Letters
ISSN: 0960-894X
EISSN: 1464-3405 
19 
1 
209-213 
English 
19014885 
WOS:000261908600046 
Replacement of the cyclic carbamate in our previously disclosed 1-oxa-3,9-diazaspiro[5.5]undecan-2-one template led to the discovery of two novel series of 3,9-diazaspiro[5.5]undecane and undeca-2-one CCR5 antagonists. The synthesis, SAR, and antiviral activities of these two series are described. One compound (32) was found to have attractive combination of antiviral potency, selectivity, and pharmacokinetic profile. The asymmetric synthesis of 32 was also accomplished and both enantiomers were equally potent. 
3,9-Diazaspiro[5.5]undecan-2-one; 3,9-Diazaspiro[5.5]undecane; Anti-HIV-1; CCR5 antagonist; 3,9 diazaspiro[5.5]undeca 2 one derivative; 3,9 diazaspiro[5.5]undecane derivative; chemokine receptor CCR5; chemokine receptor CCR5 antagonist; unclassified drug; animal experiment; antiviral activity; article; asymmetric synthesis; drug bioavailability; drug half life; drug potency; drug selectivity; drug synthesis; human; nonhuman; rat; structure activity relation; Administration, Oral; Alkanes; Animals; Antiviral Agents; Biological Availability; Drug Discovery; Receptors, CCR5; Spiro Compounds; Structure-Activity Relationship; Human immunodeficiency virus 1 
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