CRIZOTINIB

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC L01ED01
UNII 53AH36668S

Structure

InChI Key KTEIFNKAUNYNJU-GFCCVEGCSA-N
Smiles C[C@@H](Oc1cc(-c2cnn(C3CCNCC3)c2)cnc1N)c1c(Cl)ccc(F)c1Cl
InChI
InChI=1S/C21H22Cl2FN5O/c1-12(19-16(22)2-3-17(24)20(19)23)30-18-8-13(9-27-21(18)25)14-10-28-29(11-14)15-4-6-26-7-5-15/h2-3,8-12,15,26H,4-7H2,1H3,(H2,25,27)/t12-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H22Cl2FN5O
Molecular Weight 450.35
AlogP 5.04
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 5.0
Polar Surface Area 77.99
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 30.0

Pharmacology

Mechanism of Action Action Reference
ALK tyrosine kinase receptor inhibitor INHIBITOR FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase RSK family AGC protein kinase p70 subfamily
- - 640 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase CAMK1 family CAMK protein kinase NuaK subfamily
- - 120 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase CAMK1 family CAMK protein kinase QIK subfamily
- - 200 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase DCAMK1 family
- - 330-370 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase PKD family
- - 510-990 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase CDK family CMGC protein kinase CDK7 subfamily
- - 330 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase CDK family CMGC protein kinase PITSLRE subfamily
- - 420-760 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase MAPK family CMGC protein kinase ERK5
- - 510 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase AUR family
- - 76-260 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase IKK family
- - 690 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase NAK family
- - 740 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase NEK family
- - 790 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase NKF1 family
- - 240 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase NKF4 family
- - 610 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase PLK family
- - 60 - -
Enzyme Kinase Protein Kinase Other protein kinase group
- - 76-260 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE11 family STE protein kinase MEKK2
- - 72-110 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE11 family
- - 72-110 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase KHS subfamily
- 49 39-80 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase MST subfamily
- - 580-990 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase SLK subfamily
- - 18-44 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase TAO subfamily
- - 490-900 - -
Enzyme Kinase Protein Kinase STE protein kinase group
- 49 39-80 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Abl family
- 24 10-610 - 91.5
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Ack family
- - 320-760 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Alk family
- 80 12 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Axl family
- 294-300 3.6-800 - 93
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase DDR family
- - 510 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase EGFR family
- 681 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Eph family
- - 65-700 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Fak family
- - 190-310 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Fer family
- - 270-450 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase InsR family
- 102-650 340-780 - 67.7
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakA family
- 27-563 10.99-330 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakB family
- 27-563 10.99-330 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Met family
- 0.51-300 0.2-25 2-4 84.8-100
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Musk family
- - 230 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase PDGFR family
- - 210-900 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Sev family
- 0.7-199 4.1 0.6-330 100
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- - 30-940 - 96.5
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tec family
- - 850 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tie family
- 5-448 110-270 - 97
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Trk family
- 2-580 37-95 - 99.3-99.7
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase IRAK family
- - 31-49 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase LISK family TKL protein kinase LIMK subfamily
- - 690-830 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase LISK family TKL protein kinase TESK subfamily
- - 380 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase MLK family TKL protein kinase HH498 subfamily
- - 110 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase MLK family TKL protein kinase LZK subfamily
- - 230 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase RIPK family
- - 780-900 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase STKR family TKL protein kinase STKR Type 1 subfamily
0.47-575.3 0.64-980 3.3-860 0.74-8.2 99-99
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase STKR family TKL protein kinase STKR1
- - 440 - -
Enzyme
0.47-575.3 0.64-980 10-610 0.74-8.2 84.8-100
Membrane receptor
- - 6 - -
Other nuclear protein
- 51 - - -
Surface antigen
- 3.9 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC34 family of sodium phosphate co-transporters
- 51 - - -
Unclassified protein
- 56-843 217 - -
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Homo sapiens
0.47-710 0.51-980 0.2-217 0.6-330 84.8-100
Mus musculus
- 4.336-980 - - -
Sus scrofa
- 399-580 - - -

Target Conservation

Protein: NPM/ALK (Nucleophosmin/ALK tyrosine kinase receptor)
Description: Nucleophosmin
Organism : Homo sapiens
P06748 ENSG00000181163
Protein: Hepatocyte growth factor receptor
Description: Hepatocyte growth factor receptor
Organism : Homo sapiens
P08581 ENSG00000105976
Protein: EML4-ALK
Description: Echinoderm microtubule-associated protein-like 4
Organism : Homo sapiens
Q9HC35 ENSG00000143924
Protein: ALK tyrosine kinase receptor
Description: ALK tyrosine kinase receptor
Organism : Homo sapiens
Q9UM73 ENSG00000171094
Protein: EML4-ALK
Description: ALK tyrosine kinase receptor
Organism : Homo sapiens
Q9UM73 ENSG00000171094
Protein: NPM/ALK (Nucleophosmin/ALK tyrosine kinase receptor)
Description: ALK tyrosine kinase receptor
Organism : Homo sapiens
Q9UM73 ENSG00000171094

Cross References

Resources Reference
ChEBI 64310
ChEMBL CHEMBL601719
DrugBank DB08865
DrugCentral 4187
FDA SRS 53AH36668S
Guide to Pharmacology 4903
KEGG D09731
PDB VGH
PharmGKB PA165946122
PubChem 11626560
SureChEMBL SCHEMBL93829
ZINC ZINC000035902489
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