farudodstat   Click here for help

GtoPdb Ligand ID: 12106

Synonyms: ASLAN-003 | ASLAN003 | LAS186323
Compound class: Synthetic organic
Comment: Farudodstat (ASLAN003; ASLAN Pharmaceuticals) is an orally bioactive inhibitor of dihydroorotate dehydrogenase (DHODH) [1]. It was developed for antineoplastic activity in acute myeloid leukemia.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 71.45
Molecular weight 356.1
XLogP 4.93
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES COc1cccc(c1)c1cc(F)c(c(c1)F)Nc1ncccc1C(=O)O
Isomeric SMILES COc1cccc(c1)c1cc(c(c(c1)F)Nc1c(cccn1)C(=O)O)F
InChI InChI=1S/C19H14F2N2O3/c1-26-13-5-2-4-11(8-13)12-9-15(20)17(16(21)10-12)23-18-14(19(24)25)6-3-7-22-18/h2-10H,1H3,(H,22,23)(H,24,25)
InChI Key OMPATGZMNFWVOH-UHFFFAOYSA-N
References
1. Zhou J, Yiying Quah J, Ng Y, Chooi JY, Hui-Min Toh S, Lin B, Zea Tan T, Hosoi H, Osato M, Seet Q et al.. (2020)
ASLAN003, a potent dihydroorotate dehydrogenase inhibitor for differentiation of acute myeloid leukemia.
Haematologica, 105 (9): 2286-2297. [PMID:33054053]