tominostat   Click here for help

GtoPdb Ligand ID: 12943

Synonyms: compound 12m [PMID: 21711053]
Compound class: Synthetic organic
Comment: Tominostat (12m; synthesised as a bis-trifluoroacetate salt) is a small-molecule inhibitor of dipeptidyl peptidases (DPP). It exhibits ~10-fold selectivity for DPP8 over DPP9, and ~1000-fold selectivity over DPP4 [2]. It has demonstrated efficacy against hematological malignancies in an in vivo model [1].
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 6
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 69.88
Molecular weight 518.6
XLogP -0.03
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES C[C@H]1CN(CCN1C(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F)C(=O)C[C@@H](C(=O)N4CC5=C(C=CC=C5)C4)N
Isomeric SMILES N[C@H](C(=O)N1CC2=CC=CC=C2C1)CC(=O)N3C[C@@H](N(CC3)C(C4=CC=C(C=C4)F)C5=CC=C(C=C5)F)C
InChI InChI=1S/C30H32F2N4O2/c1-20-17-34(28(37)16-27(33)30(38)35-18-23-4-2-3-5-24(23)19-35)14-15-36(20)29(21-6-10-25(31)11-7-21)22-8-12-26(32)13-9-22/h2-13,20,27,29H,14-19,33H2,1H3/t20-,27-/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
compound 12m [PMID: 21711053]
Database Links Click here for help
BindingDB Ligand 50350172
ChEMBL Ligand CHEMBL1851632
GtoPdb PubChem SID 485206064
PubChem CID 53466122
Search Google for chemical match using the InChIKey VAHNMPYIDDIFGT-DCFHFQCYSA-N
Search Google for chemicals with the same backbone VAHNMPYIDDIFGT
UniChem Compound Search for chemical match using the InChIKey VAHNMPYIDDIFGT-DCFHFQCYSA-N
UniChem Connectivity Search for chemical match using the InChIKey VAHNMPYIDDIFGT-DCFHFQCYSA-N