dasatinib   Click here for help

GtoPdb Ligand ID: 5678

Synonyms: BMS 345825 | BMS 354825 | BMS 35482513 | Sprycel®
Approved drug PDB Ligand Immunopharmacology Ligand
dasatinib is an approved drug (FDA & EMA (2006))
Compound class: Synthetic organic
Comment: Dasatinib is a Type-1 kinase inhibitor and was first approved by the FDA in 2006.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 134.75
Molecular weight 487.16
XLogP 1.99
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCCN1CCN(CC1)c1cc(nc(n1)C)Nc1ncc(s1)C(=O)Nc1c(C)cccc1Cl
Isomeric SMILES OCCN1CCN(CC1)c1cc(nc(n1)C)Nc1ncc(s1)C(=O)Nc1c(C)cccc1Cl
InChI InChI=1S/C22H26ClN7O2S/c1-14-4-3-5-16(23)20(14)28-21(32)17-13-24-22(33-17)27-18-12-19(26-15(2)25-18)30-8-6-29(7-9-30)10-11-31/h3-5,12-13,31H,6-11H2,1-2H3,(H,28,32)(H,24,25,26,27)
InChI Key ZBNZXTGUTAYRHI-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA & EMA (2006))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
N-(2-chloro-6-methylphenyl)-2-({6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl}amino)-1,3-thiazole-5-carboxamide
International Nonproprietary Names Click here for help
INN number INN
8712 dasatinib
Synonyms Click here for help
BMS 345825 | BMS 354825 | BMS 35482513 | Sprycel®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9669723
Reactome Reaction Reactome logo R-HSA-9669855, R-HSA-9669854, R-HSA-9674430, R-HSA-9674095, R-HSA-9669900
Other databases
CAS Registry No. 302962-49-8
ChEMBL Ligand CHEMBL1421
DrugBank Ligand DB01254
DrugCentral Ligand 785
GtoPdb PubChem SID 178102305
PubChem CID 3062316
RCSB PDB Ligand 1N1
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Search UniChem for chemical match using the InChIKey ZBNZXTGUTAYRHI-UHFFFAOYSA-N
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SynPHARM 78746 (in complex with ABL proto-oncogene 1, non-receptor tyrosine kinase)
Wikipedia Dasatinib

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Tocris
Dasatinib
Cat. No. 6793