lestaurtinib   

GtoPdb Ligand ID: 5672

Synonyms: CEP-701 | KT-5555 | SP924
Compound class: Synthetic organic
Comment: Lestaurtinib was identified as an inhibitor of the receptor tyrosine kinase (RTK) FLT3 (fms-related tyrosine kinase 3) with activity against leukemia cells in vitro and in vivo [2]. It has activity against other RTKs. A drug repurposing sceen for breast cancer has identified lestaurtinib as a promising agent which appears to sensitise BRCA mutant and wild type breast cancer cells to the effects of the Poly (ADP-ribose) polymerase 1 (PARP1) inhibitor AG14361 [3].
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 1
Topological polar surface area 88.65
Molecular weight 439.15
XLogP 5.17
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES OCC1(O)CC2OC1(C)n1c3c4n2c2ccccc2c4c2c(c3c3c1cccc3)CNC2=O
Isomeric SMILES OC[C@@]1(O)C[C@H]2O[C@]1(C)n1c3c4n2c2ccccc2c4c2c(c3c3c1cccc3)CNC2=O
InChI InChI=1S/C26H21N3O4/c1-25-26(32,12-30)10-18(33-25)28-16-8-4-2-6-13(16)20-21-15(11-27-24(21)31)19-14-7-3-5-9-17(14)29(25)23(19)22(20)28/h2-9,18,30,32H,10-12H2,1H3,(H,27,31)/t18-,25+,26+/m1/s1
InChI Key UIARLYUEJFELEN-LROUJFHJSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(15S,16S,18R)-16-hydroxy-16-(hydroxymethyl)-15-methyl-28-oxa-4,14,19-triazaoctacyclo[12.11.2.1^{15,18}.0^{2,6}.0^{7,27}.0^{8,13}.0^{19,26}.0^{20,25}]octacosa-1(26),2(6),7(27),8,10,12,20,22,24-nonaen-3-one
International Nonproprietary Names
INN number INN
8297 lestaurtinib
Synonyms
CEP-701 | KT-5555 | SP924
Database Links
CAS Registry No. 111358-88-4
ChEMBL Ligand CHEMBL603469
GtoPdb PubChem SID 178102300
PubChem CID 126565
Search Google for chemical match using the InChIKey UIARLYUEJFELEN-LROUJFHJSA-N
Search Google for chemicals with the same backbone UIARLYUEJFELEN
Search PubMed clinical trials lestaurtinib
Search PubMed titles lestaurtinib
Search PubMed titles/abstracts lestaurtinib
Search UniChem for chemical match using the InChIKey UIARLYUEJFELEN-LROUJFHJSA-N
Search UniChem for chemicals with the same backbone UIARLYUEJFELEN
Wikipedia Lestaurtinib

Product suppliers

View disclaimer

Tocris
Lestaurtinib
Cat. No. 3395