compound 19 [PMID: 35925768]   Click here for help

GtoPdb Ligand ID: 12105

PDB Ligand
Compound class: Synthetic organic
Comment: Compound 19 is one of the two dihydroorotate dehydrogenase (DHODH) inhibitor lead candidates discovered by Cisar et al. (2022; Janssen Research & Development) [1]. Compounds 19 and 29 were selected based on their combination of DHODH inhibition potency in biochemical and cellular assays, oral bioactivity, drug-like physicochemical properties, and efficacy in an AML xenograft model.
Janssen have clinical candidate DHODH inhibitor JNJ-74856665 [2] in Phase 1 for AML (NCT04609826), but its structure has not been disclosed (as of August 2022).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 123.64
Molecular weight 518.11
XLogP 3.88
No. Lipinski's rules broken 0
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Canonical SMILES OCc1nn(c(=O)n1CC)c1nc(O[C@H](C(F)(F)F)C)c(cc1F)C(=O)Nc1c(C)ccnc1Cl
Isomeric SMILES CCn1c(=O)n(nc1CO)c1nc(O[C@@H](C)C(F)(F)F)c(cc1F)C(=O)Nc1c(C)ccnc1Cl
InChI InChI=1S/C20H19ClF4N6O4/c1-4-30-13(8-32)29-31(19(30)34)16-12(22)7-11(18(28-16)35-10(3)20(23,24)25)17(33)27-14-9(2)5-6-26-15(14)21/h5-7,10,32H,4,8H2,1-3H3,(H,27,33)/t10-/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Database Links Click here for help
GtoPdb PubChem SID 472319227
PubChem CID 154642303
RCSB PDB Ligand T78, T78
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