CUDC-101   Click here for help

GtoPdb Ligand ID: 8894

Synonyms: compound 8 [PMID: 20143778] | CUDC101
Compound class: Synthetic organic
Comment: CUDC-101 is an orally available Phase I compound which is multiacting, inhibiting class I/II histone deacetylases (HDACs) but not the class III sirtuins, and the type I receptor tyrosine kinases EGFR and ERBB2 (HER2) [1]. Targeting two pathogenic pathways simultaneously is one of the strategies being evaluated to overcome problems associated with molecular heterogeneity of tumours and the development of drug resistance.
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 3
Rotatable bonds 12
Topological polar surface area 105.6
Molecular weight 434.2
XLogP 3.62
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES ONC(=O)CCCCCCOc1cc2c(ncnc2cc1OC)Nc1cccc(c1)C#C
Isomeric SMILES ONC(=O)CCCCCCOc1cc2c(ncnc2cc1OC)Nc1cccc(c1)C#C
InChI InChI=1S/C24H26N4O4/c1-3-17-9-8-10-18(13-17)27-24-19-14-22(21(31-2)15-20(19)25-16-26-24)32-12-7-5-4-6-11-23(29)28-30/h1,8-10,13-16,30H,4-7,11-12H2,2H3,(H,28,29)(H,25,26,27)
InChI Key PLIVFNIUGLLCEK-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
7-[4-(3-ethynylanilino)-7-methoxyquinazolin-6-yl]oxy-N-hydroxyheptanamide
Synonyms Click here for help
compound 8 [PMID: 20143778] | CUDC101
Database Links Click here for help
BindingDB Ligand 50307768
CAS Registry No. 1012054-59-9 (source: PubChem)
ChEMBL Ligand CHEMBL598797
GtoPdb PubChem SID 310264675
PubChem CID 24756910
Search Google for chemical match using the InChIKey PLIVFNIUGLLCEK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone PLIVFNIUGLLCEK
Search UniChem for chemical match using the InChIKey PLIVFNIUGLLCEK-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone PLIVFNIUGLLCEK