Structure

InChI Key SPMVMDHWKHCIDT-UHFFFAOYSA-N
Smile COc1cc2nccc(Oc3ccc(NC(=O)Nc4cc(C)on4)c(Cl)c3)c2cc1OC
InChI
InChI=1S/C22H19ClN4O5/c1-12-8-21(27-32-12)26-22(28)25-16-5-4-13(9-15(16)23)31-18-6-7-24-17-11-20(30-3)19(29-2)10-14(17)18/h4-11H,1-3H3,(H2,25,26,27,28)

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H19ClN4O5
Molecular Weight 454.87
AlogP 5.64
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 6.0
Polar Surface Area 107.74
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 32.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Vascular endothelial growth factor receptor inhibitor PubMed PubMed
Primary Target
fms related receptor tyrosine kinase 1
fms related receptor tyrosine kinase 4
kinase insert domain receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase Atypical protein kinase group Atypical protein kinase BCR family
- - 160 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase MAPK family CMGC protein kinase ERK subfamily
- 0.13 - - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase AUR family
- - 1562 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase KHS subfamily
- - 2375 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase SLK subfamily
- - 4622 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase RIPK family
- - 801 - -
Enzyme Kinase Protein Kinase TKL protein kinase group
- - 1346 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Abl family
- 620 195 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase DDR family
- - 190 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Eph family
- 17.5-24 147 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase FGFR family
- 299-530 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Met family
- 550-1360 5403 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase PDGFR family
- 1.63-78 2409 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Ret family
- - 12 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- 960 145 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tie family
- 78 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase VEGFR family
- 0.16-340 - 6.5 -
Enzyme Transferase
- - - - -2.76-13.5
Other cytosolic protein
- - 160 - -
Transporter Primary active transporter ATP-binding cassette ABCG subfamily
- 70 - - -
Unclassified protein
- - 3 - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Carcinoma, Renal Cell 3 D002292 ClinicalTrials
Glioblastoma 2 D005909 ClinicalTrials
Colorectal Neoplasms 2 D015179 ClinicalTrials
Sarcoma 2 D012509 ClinicalTrials
Carcinoma, Hepatocellular 2 D006528 ClinicalTrials
Fallopian Tube Neoplasms 2 D005185 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 2 D064129 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 1 D002289 ClinicalTrials
Cholangiocarcinoma 1 D018281 ClinicalTrials
Breast Neoplasms 1 D001943 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 475108-18-0
ChEBI 91327
ChEMBL CHEMBL1289494
DrugBank DB11800
DrugCentral 5258
FDA SRS 172030934T
Guide to Pharmacology 6058
PDB AV9
PubChem 9911830
SureChEMBL SCHEMBL172883
ZINC ZINC000001489430