DASATINIB

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC L01EA02
UNII RBZ1571X5H
EPA CompTox DTXSID50235486

Structure

InChI Key ZBNZXTGUTAYRHI-UHFFFAOYSA-N
Smiles Cc1nc(Nc2ncc(C(=O)Nc3c(C)cccc3Cl)s2)cc(N2CCN(CCO)CC2)n1
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)

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H26ClN7O2S
Molecular Weight 488.02
AlogP 3.31
Hydrogen Bond Acceptor 9.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 7.0
Polar Surface Area 106.51
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 33.0

Pharmacology

Mechanism of Action Action Reference
Bcr/Abl fusion protein INHIBITOR FDA
Ephrin type-A receptor 2 inhibitor INHIBITOR DailyMed
Platelet-derived growth factor receptor beta inhibitor INHIBITOR DailyMed
SRC inhibitor INHIBITOR DailyMed
Stem cell growth factor receptor inhibitor INHIBITOR DailyMed
Tyrosine-protein kinase ABL inhibitor INHIBITOR DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase Atypical protein kinase group Atypical protein kinase BCR family
0.04 0.8-220 - - -
Enzyme Kinase Protein Kinase Atypical protein kinase group
0.04 0.8-220 190-190 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase CAMK1 family CAMK protein kinase QIK subfamily
- - 3.9-28 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase MAPK family CMGC protein kinase nmo subfamily
- - 260-260 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase MAPK family CMGC protein kinase p38 subfamily
470 100-100 27-495 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase NAK family
- - 2.6-2.6 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase NEK family Other protein kinase Nek11
- - 470 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase NKF4 family
- - 770 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase ULK family
- - 210-210 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase WEE family Other protein kinase WEE1
- - 200-481 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase WEE family
- 6-202 130-150 0.5-73 -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE11 family STE protein kinase MEKK2
- - 140-280 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE11 family
- - 79-310 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase KHS subfamily
- - 45-980 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase MSN subfamily
- - 430 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase SLK subfamily
- - 720-720 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE7 family
- - 3.3 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Abl family
0.04 0.17-220 0.016-890 0.457 21-100
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Ack family
- - 5.6-6 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Axl family
- - - - 86
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Csk family
- 1.3 1-1 - 94
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase DDR family
- 0.4-833 0.69-18 - 40
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase EGFR family
- 20-710 18-330 - 41
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Eph family
- 4.4-137 0.093-6.9 - 76.2-100
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase FGFR family
- 880 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Fer family
- - - - 83
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakA family
- - 110-640 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakB family
- - 110-640 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase PDGFR family
- 0.57-132 0.47-2.7 - 90
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Ret family
- 433 390-730 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family Tyrosine protein kinase Srm
- - 13-13 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- 0.2-480 0.2-11 0.064-0.295 63.2-100
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tec family
- 0.3-297 1.4-13 - 97
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tie family
- - - - 48
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Trk family
- - - - 35-52
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase IRAK family
- - - - 84
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase LISK family TKL protein kinase LIMK subfamily
- 114 86-570 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase LISK family TKL protein kinase TESK subfamily
- - 33-33 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase MLK family TKL protein kinase HH498 subfamily
- - 11-11 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase MLK family TKL protein kinase MLK subfamily
- - 45-45 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase RAF family
- 164 500-570 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase RIPK family
- 109 31-31 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase STKR family TKL protein kinase STKR Type 1 subfamily
- - 53-460 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase STKR family TKL protein kinase STKR Type 2 subfamily
- - 210-570 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase STKR family TKL protein kinase STKR1
- - 620-620 - -
Enzyme Kinase Protein Kinase
0.04 0.2-480 0.016-890 0.064-0.295 63.2-100
Enzyme Protease Metallo protease Metallo protease MAE clan Metallo protease M2 family
- - - - 46
Membrane receptor
- - 0.039 - -
Other cytosolic protein
0.04 0.8-220 - - -
Structural protein
- - 55 - -
Transcription factor
- 63 - - -
Transporter Electrochemical transporter
- - - - 95.8
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Dengue virus
110 - - - -
Gallus gallus
- 0.4-480 11 - 8
Homo sapiens
0.04-470 0.069-900 0.093-980 0.295-73 21-100
Mus musculus
- 0.12-90 - 0.064 -
Staphylococcus aureus
- - - - 95.8

Target Conservation

Protein: Bcr/Abl fusion protein
Description: Tyrosine-protein kinase ABL1
Organism : Homo sapiens
P00519 ENSG00000097007
Protein: Tyrosine-protein kinase ABL
Description: Tyrosine-protein kinase ABL1
Organism : Homo sapiens
P00519 ENSG00000097007
Protein: Platelet-derived growth factor receptor beta
Description: Platelet-derived growth factor receptor beta
Organism : Homo sapiens
P09619 ENSG00000113721
Protein: Stem cell growth factor receptor
Description: Mast/stem cell growth factor receptor Kit
Organism : Homo sapiens
P10721 ENSG00000157404
Protein: Bcr/Abl fusion protein
Description: Breakpoint cluster region protein
Organism : Homo sapiens
P11274 ENSG00000186716
Protein: Ephrin type-A receptor 2
Description: Ephrin type-A receptor 2
Organism : Homo sapiens
P29317 ENSG00000142627

Cross References

Resources Reference
CAS NUMBER 863127-77-9
ChEBI 49375
ChEMBL CHEMBL1421
DrugBank DB01254
DrugCentral 785
FDA SRS RBZ1571X5H
Human Metabolome Database HMDB0015384
Guide to Pharmacology 5678
KEGG D03658
PDB 1N1
PharmGKB PA162372878
PubChem 11540687
SureChEMBL SCHEMBL8226
ZINC ZINC000003986735
CONTENTS