catequentinib   

GtoPdb Ligand ID: 9601

Synonyms: AL-3818 | AL3818 | anlotinib
catequentinib is an approved drug (China (2018))
Compound class: Synthetic organic
Comment: Catequentinib (AL3818; anlotinib) is a non-selective inhibitor of multiple receptor tyrosine kinases, including vascular endothelial growth factor receptor type 2 (VEGFR-2, FLT1) and type 3 (VEGFR-3, FLT4). It is being investigated for antineoplastic and anti-angiogenic potential. The dihydrochloride has PubChem CID 57380530. Preparation and crystallisation of AL3818 is described in patent WO2016179123 [2].
Note that anlotinib appears to be a 'pseudo' INN, that uses the -tinib INN stem for tyrosine kinase inhibitors, but has not been submitted to the World Health Organisation for ratification, and in fact a genuine INN request for 'catequentinib' was submitted for this chemical structure to the WHO (in Proposed List 121) and this became the recommended INN in April 2020..
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 82.39
Molecular weight 407.16
XLogP 3.48
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1cc2c(ccnc2cc1OCC1(N)CC1)Oc1ccc2c(c1F)cc([nH]2)C
Isomeric SMILES COc1cc2c(ccnc2cc1OCC1(N)CC1)Oc1ccc2c(c1F)cc([nH]2)C
InChI InChI=1S/C23H22FN3O3/c1-13-9-15-16(27-13)3-4-19(22(15)24)30-18-5-8-26-17-11-21(20(28-2)10-14(17)18)29-12-23(25)6-7-23/h3-5,8-11,27H,6-7,12,25H2,1-2H3
InChI Key KSMZEXLVHXZPEF-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (China (2018))
IUPAC Name
1-[[4-[(4-fluoro-2-methyl-1H-indol-5-yl)oxy]-6-methoxyquinolin-7-yl]oxymethyl]cyclopropan-1-amine
International Nonproprietary Names
INN number INN
11077 catequentinib
Synonyms
AL-3818 | AL3818 | anlotinib
Database Links
CAS Registry No. 1058156-90-3 (source: PubChem)
GtoPdb PubChem SID 340590231
PubChem CID 25017411
Search Google for chemical match using the InChIKey KSMZEXLVHXZPEF-UHFFFAOYSA-N
Search Google for chemicals with the same backbone KSMZEXLVHXZPEF
Search PubMed clinical trials catequentinib
Search PubMed titles catequentinib
Search PubMed titles/abstracts catequentinib
Search UniChem for chemical match using the InChIKey KSMZEXLVHXZPEF-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone KSMZEXLVHXZPEF