rodatristat ethyl   Click here for help

GtoPdb Ligand ID: 10646

Synonyms: compound 15b [PMID: 28041831] | KAR-5585 | KAR5585 | RVT-1201
Compound class: Synthetic organic
Comment: Rodatristat ethyl (KAR5585) is the inactive prodrug of rodatristat [1]. It is bioconverted in vivo by esterase activity.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 102.6
Molecular weight 589.21
XLogP 7.84
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCOC(=O)[C@H]1NCC2(C1)CCN(CC2)c1cc(nc(n1)N)O[C@@H](C(F)(F)F)c1ccc(cc1c1ccccc1)Cl
Isomeric SMILES CCOC(=O)[C@H]1NCC2(C1)CCN(CC2)c1cc(nc(n1)N)O[C@@H](C(F)(F)F)c1ccc(cc1c1ccccc1)Cl
InChI InChI=1S/C29H31ClF3N5O3/c1-2-40-26(39)22-16-28(17-35-22)10-12-38(13-11-28)23-15-24(37-27(34)36-23)41-25(29(31,32)33)20-9-8-19(30)14-21(20)18-6-4-3-5-7-18/h3-9,14-15,22,25,35H,2,10-13,16-17H2,1H3,(H2,34,36,37)/t22-,25+/m0/s1
InChI Key TZSZZENYCISATO-WIOPSUGQSA-N
Classification Click here for help
Compound class Synthetic organic
Is prodrug? Yes
Active form rodatristat
IUPAC Name Click here for help
ethyl (3S)-8-[2-amino-6-[(1R)-1-(4-chloro-2-phenylphenyl)-2,2,2-trifluoroethoxy]pyrimidin-4-yl]-2,8-diazaspiro[4.5]decane-3-carboxylate
Synonyms Click here for help
compound 15b [PMID: 28041831] | KAR-5585 | KAR5585 | RVT-1201
Database Links Click here for help
CAS Registry No. 1673571-51-1 (source: PubChem)
ChEMBL Ligand CHEMBL4069704
GtoPdb PubChem SID 404859093
PubChem CID 92045025
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