RS-102895   Click here for help

GtoPdb Ligand ID: 779

Synonyms: abaucin | RS102895
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: RS-102895 is a CCR2b antagonist [1,3]. The endogenous ligand for this GPCR is monocyte chemoattracant-1 (MCP-1), which stimulates leukocyte chemotaxis to inflammatory sites.
In the search for new antibacterials with activity against Acinetobacter baumannii (a nosocomial Gram-negative pathogen that often displays multidrug resistance), artificial intelligence (AI) algorithms were used to identify novel chemotypes. RS-102895 (renamed as abaucin) was identified using this approach, with narrow-spectrum in vitro and in vivo activity against A. baumannii [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 41.57
Molecular weight 390.16
XLogP 4.08
No. Lipinski's rules broken 0
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Canonical SMILES O=C1Nc2ccccc2C2(O1)CCN(CC2)CCc1ccc(cc1)C(F)(F)F
Isomeric SMILES O=C1Nc2ccccc2C2(O1)CCN(CC2)CCc1ccc(cc1)C(F)(F)F
InChI InChI=1S/C21H21F3N2O2/c22-21(23,24)16-7-5-15(6-8-16)9-12-26-13-10-20(11-14-26)17-3-1-2-4-18(17)25-19(27)28-20/h1-8H,9-14H2,(H,25,27)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
abaucin | RS102895
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Abaucin, RS102895
GPCRdb Ligand RS-102895
Other databases
CAS Registry No. 300815-41-2 (source: Scifinder)
ChEMBL Ligand CHEMBL1593104
GtoPdb PubChem SID 135650935
PubChem CID 10000456
Search Google for chemical match using the InChIKey HIDWEYPGMLIQSN-UHFFFAOYSA-N
Search Google for chemicals with the same backbone HIDWEYPGMLIQSN
UniChem Compound Search for chemical match using the InChIKey HIDWEYPGMLIQSN-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HIDWEYPGMLIQSN-UHFFFAOYSA-N