tuxobertinib   Click here for help

GtoPdb Ligand ID: 11676

Synonyms: BDTX-189 | BDTX189 | example 8 [US11034672B1]
Compound class: Synthetic organic
Comment: We obtained the chemical structure for tuxobertinib from WHO Proposed list 125. This mapped to PubChem CID 154824631. Tuxobertinib (BDTX-189) is an irreversible, orally active, ATP-competitive EGFR/HER2 inhibitor. It is being developed by Black Diamond Therapeutics as a therapy for cancers that are driven by oncogenic allosteric, activating mutations of the EGFR and ErbB2 (HER2). It was designed to minimize EGFR-WT mediated toxicities. Tuxobertinib is one of the examples claimed in patent US11034672B1 [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 8
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 110.73
Molecular weight 560.19
XLogP 3.02
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES C=CC(=O)Nc1cc2c(ncnc2cc1OCCN1CCOCC1)Nc1ccc(c(c1)Cl)OCc1ccccn1
Isomeric SMILES C=CC(=O)Nc1c(cc2c(c1)c(ncn2)Nc1cc(c(cc1)OCc1ccccn1)Cl)OCCN1CCOCC1
InChI InChI=1S/C29H29ClN6O4/c1-2-28(37)35-25-16-22-24(17-27(25)39-14-11-36-9-12-38-13-10-36)32-19-33-29(22)34-20-6-7-26(23(30)15-20)40-18-21-5-3-4-8-31-21/h2-8,15-17,19H,1,9-14,18H2,(H,35,37)(H,32,33,34)
InChI Key HIBPKFXWOPYJPZ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-7-(2-morpholin-4-ylethoxy)quinazolin-6-yl]prop-2-enamide
International Nonproprietary Names Click here for help
INN number INN
11817 tuxobertinib
Synonyms Click here for help
BDTX-189 | BDTX189 | example 8 [US11034672B1]
Database Links Click here for help
CAS Registry No. 2414572-47-5 (source: WHO INN record)
GtoPdb PubChem SID 442878702
PubChem CID 154824631
Search Google for chemical match using the InChIKey HIBPKFXWOPYJPZ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone HIBPKFXWOPYJPZ
Search PubMed clinical trials tuxobertinib
Search PubMed titles tuxobertinib
Search PubMed titles/abstracts tuxobertinib
UniChem Compound Search for chemical match using the InChIKey HIBPKFXWOPYJPZ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HIBPKFXWOPYJPZ-UHFFFAOYSA-N