barasertib   

GtoPdb Ligand ID: 7332

Synonyms: AZD1152
Compound class: Synthetic organic
Comment: Barasertib is a pro-drug. The phosphate group is rapidly converted to a hydroxyl group in vivo generating the active form which is a selective inhibitor of aurora kinase B.
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 11
Hydrogen bond donors 5
Rotatable bonds 16
Topological polar surface area 184.63
Molecular weight 587.21
XLogP 2.11
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES CCN(CCOP(=O)(O)O)CCCOc1ccc2c(c1)ncnc2Nc1n[nH]c(c1)CC(=O)Nc1cccc(c1)F
Isomeric SMILES CCN(CCOP(=O)(O)O)CCCOc1ccc2c(c1)ncnc2Nc1n[nH]c(c1)CC(=O)Nc1cccc(c1)F
InChI InChI=1S/C26H31FN7O6P/c1-2-34(10-12-40-41(36,37)38)9-4-11-39-21-7-8-22-23(16-21)28-17-29-26(22)31-24-14-20(32-33-24)15-25(35)30-19-6-3-5-18(27)13-19/h3,5-8,13-14,16-17H,2,4,9-12,15H2,1H3,(H,30,35)(H2,36,37,38)(H2,28,29,31,32,33)
InChI Key GBJVVSCPOBPEIT-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Is prodrug? Yes
Active form barasertib-hQPA
IUPAC Name
2-[ethyl-[3-[4-[[5-[2-(3-fluoroanilino)-2-oxoethyl]-1H-pyrazol-3-yl]amino]quinazolin-7-yl]oxypropyl]amino]ethyl dihydrogen phosphate
International Nonproprietary Names
INN number INN
9222 barasertib
Synonyms
AZD1152
Database Links
CAS Registry No. 722543-31-9 (source: SciFinder)
ChEMBL Ligand CHEMBL415049
GtoPdb PubChem SID 178103904
PubChem CID 11497983
Search Google for chemical match using the InChIKey GBJVVSCPOBPEIT-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GBJVVSCPOBPEIT
Search PubMed clinical trials barasertib
Search PubMed titles barasertib
Search PubMed titles/abstracts barasertib
Search UniChem for chemical match using the InChIKey GBJVVSCPOBPEIT-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone GBJVVSCPOBPEIT