toceranib   Click here for help

GtoPdb Ligand ID: 11619

Synonyms: compound 12f [PMID: 12646019] | Palladiar® | PHA-291639 | PHA291639 | SU 11654 | SU-11654 | SU11654
PDB Ligand
Compound class: Synthetic organic
Comment: Toceranib (PHA-291639 and formerly SU11654) is a small molecule, multi-targeted receptor tyrosine kinase inhibitor [2]. It is structurally related to sunitinib. Targets include VEGFRs, FGFR, PDGFRs, and Kit (including constitutively active mutant forms [1]). Like sunitinib, toceranib has antiangiogenic and anitproliferative actions. Palladiar® branded toceranib is used to treat solid tumours in dogs.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 77.23
Molecular weight 396.2
XLogP 2.6
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Fc1ccc2c(c1)/C(=C/c1[nH]c(c(c1C)C(=O)NCCN1CCCC1)C)/C(=O)N2
Isomeric SMILES Fc1ccc2c(c1)/C(=C/c1[nH]c(c(c1C)C(=O)NCCN1CCCC1)C)/C(=O)N2
InChI InChI=1S/C22H25FN4O2/c1-13-19(12-17-16-11-15(23)5-6-18(16)26-21(17)28)25-14(2)20(13)22(29)24-7-10-27-8-3-4-9-27/h5-6,11-12,25H,3-4,7-10H2,1-2H3,(H,24,29)(H,26,28)/b17-12-
InChI Key SRSGVKWWVXWSJT-ATVHPVEESA-N
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
9069 toceranib
Synonyms Click here for help
compound 12f [PMID: 12646019] | Palladiar® | PHA-291639 | PHA291639 | SU 11654 | SU-11654 | SU11654
Database Links Click here for help
BindingDB Ligand 4818
CAS Registry No. 356068-94-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL13608
GtoPdb PubChem SID 442878653
PubChem CID 5329106
RCSB PDB Ligand BWC
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