NILOTINIB

Search structure
Synonyms:
Status: Approved (2007)
Entry Type: Small molecule
Molecule Category: Parent
ATC: L01EA03
UNII: F41401512X

Structure
InChI Key HHZIURLSWUIHRB-UHFFFAOYSA-N
Smile Cc1cn(-c2cc(NC(=O)c3ccc(C)c(Nc4nccc(-c5cccnc5)n4)c3)cc(C(F)(F)F)c2)cn1
InChI
InChI=1S/C28H22F3N7O/c1-17-5-6-19(10-25(17)37-27-33-9-7-24(36-27)20-4-3-8-32-14-20)26(39)35-22-11-21(28(29,30)31)12-23(13-22)38-15-18(2)34-16-38/h3-16H,1-2H3,(H,35,39)(H,33,36,37)

Physicochemical Descriptors

Property Name Value
Molecular Formula C28H22F3N7O
Molecular Weight 529.53
AlogP 6.36
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 6.0
Polar Surface Area 97.62
Molecular species NEUTRAL
Aromatic Rings 5.0
Heavy Atoms 39.0

Pharmacology

Primary Target
ABL proto-oncogene 1, non-receptor tyrosine kinase
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 580 - - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase DMPK family AGC protein kinase GEK subfamily
- - 910 - -
Enzyme Kinase Protein Kinase Atypical protein kinase group Atypical protein kinase BCR family
- 0-347 - - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase CLK family
- - 2100-2100 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase MAPK family CMGC protein kinase JNK subfamily
- - 2000 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase MAPK family CMGC protein kinase p38 subfamily
- - 460-460 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase KHS subfamily
- - 890 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase SLK subfamily
- - 6800 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase TAO subfamily
- - 1700 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE7 family
- - 190 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase MLK family TKL protein kinase HH498 subfamily
- - 360 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase MLK family TKL protein kinase MLK subfamily
- - 11 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase RAF family
- 1100 570-1700 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Abl family
- 0-347 4-660 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Csk family
- - 2400 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase DDR family
- 2-105 6-75 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Eph family
- - 1000 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase PDGFR family
- 15-217 17-770 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Ret family
- - 870-1100 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- 108 100 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tie family
- - 1000 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Trk family
- - 490 - -
Enzyme Kinase Protein Kinase
- 0-347 4-660 - -
Enzyme Lyase
- - - 14920 -
Enzyme Oxidoreductase
- 381-1800 - - -
Enzyme Protease Serine protease Serine protease SB clan Serine protease S8A subfamily
- 9800 - - -
Enzyme Transferase
- - 8800 - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 126-63096 - - -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 4700 - - -
Membrane receptor
- 9800 500 - -
Other cytosolic protein
- 0-347 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Neoplasms 4 D009369 ClinicalTrials
Leukemia, Myeloid 3 D007951 ClinicalTrials
Leukemia, Myelogenous, Chronic, BCR-ABL Positive 3 D015464 ClinicalTrials
Leukemia 3 D007938 ClinicalTrials
Gastrointestinal Stromal Tumors 3 D046152 ClinicalTrials
Sarcoma 3 D012509 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Glioma 2 D005910 ClinicalTrials
Neurilemmoma 2 D009442 ClinicalTrials
Synovitis, Pigmented Villonodular 2 D013586 ClinicalTrials
Alzheimer Disease 2 D000544 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 2 D054198 ClinicalTrials
Leukemia, Myeloid, Acute 2 D015470 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Hypertension, Pulmonary 2 D006976 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Parkinson Disease 2 D010300 ClinicalTrials
Cerebellar Ataxia 2 D002524 ClinicalTrials
Giant Cell Tumors 2 D005870 ClinicalTrials
Graft vs Host Disease 2 D006086 ClinicalTrials
Chordoma 1 D002817 ClinicalTrials
Huntington Disease 1 D006816 ClinicalTrials
Breast Neoplasms 1 D001943 ClinicalTrials
Colonic Neoplasms 0 D003110 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 641571-10-0
ChEBI 52172
ChEMBL CHEMBL255863
DrugBank DB04868
DrugCentral 1932
EPA CompTox DTXSID5042663
FDA SRS F41401512X
Human Metabolome Database HMDB0015595
Guide to Pharmacology 5697
PDB NIL
PharmGKB PA165958345
PubChem 644241
SureChEMBL SCHEMBL7901
ZINC ZINC000006716957
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