RO0094889   Click here for help

GtoPdb Ligand ID: 10514

Synonyms: compound 11c [PMID: 2617910] | Ro 09-4889
Compound class: Synthetic organic
Comment: RO0094889 is a prodrug dihydropyrimidine dehydrogenase (DPD) inhibitor that was developed by Hoffmann-La Roche [3]. RO0094889 is metabolised by enzymes secreted by tumours to produce the DPD inhibitor 5-vinyluracil. This leads to inhibition of DPD-mediated catabolic degradation of the 5-fluorouracil produced locally in tumours from capecitabine [2]. RO0094889 is orally active.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 122.74
Molecular weight 337.13
XLogP 1.5
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C=Cc1cn(c(=O)nc1N)C1OC(C(C1OC(=O)C)OC(=O)C)C
Isomeric SMILES C=Cc1cn(c(=O)nc1N)[C@@H]1O[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)C
InChI InChI=1S/C15H19N3O6/c1-5-10-6-18(15(21)17-13(10)16)14-12(24-9(4)20)11(7(2)22-14)23-8(3)19/h5-7,11-12,14H,1H2,2-4H3,(H2,16,17,21)/t7-,11-,12-,14-/m1/s1
InChI Key NELWQUQCCZMRPB-UBPLGANQSA-N