utatrectinib   Click here for help

GtoPdb Ligand ID: 10360

Synonyms: AZ12607092 | AZD-7451 | AZD7451 | Example 6 [US8486966B2]
Compound class: Synthetic organic
Comment: AZD7451 is a pan tropomyosin receptor kinase (TRK; also know as neurotrophic receptor tyrosine kinases or NTRKs) inhibitor [1]. It reached Phase 1 clinical development for anticancer potential, but the programme was discontinued. It was designed for the treatment of tumours that express oncogenic NTRK fusions [2-3]. The chemical structure of AZD7451 is identical to that which was submitted to the WHO for the INN utatrectinib (proposed INN list 126, Jan 2022).
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 2
Rotatable bonds 6
Topological polar surface area 105.91
Molecular weight 382.17
XLogP 3.62
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CC(c1ncc(cn1)F)Nc1ccc2c(n1)n(cn2)c1cc([nH]n1)OC(C)C
Isomeric SMILES C[C@@H](c1ncc(cn1)F)Nc1ccc2c(n1)n(cn2)c1cc([nH]n1)OC(C)C
InChI InChI=1S/C18H19FN8O/c1-10(2)28-16-6-15(25-26-16)27-9-22-13-4-5-14(24-18(13)27)23-11(3)17-20-7-12(19)8-21-17/h4-11H,1-3H3,(H,23,24)(H,25,26)/t11-/m0/s1
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
11994 utatrectinib
Synonyms Click here for help
AZ12607092 | AZD-7451 | AZD7451 | Example 6 [US8486966B2]
Database Links Click here for help
BindingDB Ligand 98013
ChEMBL Ligand CHEMBL3659497
GtoPdb PubChem SID 384403640
PubChem CID 25115967
Search Google for chemical match using the InChIKey AYOOGWWGECJQPI-NSHDSACASA-N
Search Google for chemicals with the same backbone AYOOGWWGECJQPI
Search PubMed clinical trials utatrectinib
Search PubMed titles utatrectinib
Search PubMed titles/abstracts utatrectinib
UniChem Compound Search for chemical match using the InChIKey AYOOGWWGECJQPI-NSHDSACASA-N
UniChem Connectivity Search for chemical match using the InChIKey AYOOGWWGECJQPI-NSHDSACASA-N