ZANUBRUTINIB

Search structure
Synonyms:
Status: Approved (2019)
Entry Type: Small molecule
Molecule Category: UNKNOWN
UNII: AG9MHG098Z

Structure
InChI Key RNOAOAWBMHREKO-QFIPXVFZSA-N
Smile C=CC(=O)N1CCC([C@@H]2CCNc3c(C(N)=O)c(-c4ccc(Oc5ccccc5)cc4)nn32)CC1
InChI
InChI=1S/C27H29N5O3/c1-2-23(33)31-16-13-18(14-17-31)22-12-15-29-27-24(26(28)34)25(30-32(22)27)19-8-10-21(11-9-19)35-20-6-4-3-5-7-20/h2-11,18,22,29H,1,12-17H2,(H2,28,34)/t22-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C27H29N5O3
Molecular Weight 471.56
AlogP 4.22
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 6.0
Polar Surface Area 102.48
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 35.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Tyrosine-protein kinase BTK inhibitor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Adhesion
- 510 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- 7600 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- 4000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 5700 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 14300-60600 - - -
Enzyme Hydrolase
- - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase EGFR family
390 2.4-606 4400 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakA family
- 580-580 30000 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakB family
- 580-580 30000 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- 1.13-360 5500 - 29
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tec family
2.4 0.3-360 1600 - -
Enzyme
2.4 0.3-360 1600 -
Membrane receptor
- 510 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 3 D015451 ClinicalTrials
Lymphoma, Follicular 3 D008224 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 3 D016403 ClinicalTrials
Lymphoma, Follicular 3 D008224 ClinicalTrials
Lymphohistiocytosis, Hemophagocytic 3 D051359 ClinicalTrials
Lymphoma, Non-Hodgkin 3 D008228 ClinicalTrials
Castleman Disease 2 D005871 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Lymphoma 2 D008223 ClinicalTrials
Neuromyelitis Optica 2 D009471 ClinicalTrials
Purpura, Thrombocytopenic, Idiopathic 2 D016553 ClinicalTrials
Leukemia, Lymphoid 2 D007945 ClinicalTrials
Kidney Diseases 2 D007674 ClinicalTrials
Lymphoma, B-Cell, Marginal Zone 2 D018442 ClinicalTrials
Anemia, Hemolytic, Autoimmune 2 D000744 ClinicalTrials
Immunoglobulin G4-Related Disease 2 D000077733 ClinicalTrials
Paraproteinemias 2 D010265 ClinicalTrials
Lupus Nephritis 2 D008181 ClinicalTrials
Leukemia 1 D007938 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
CAS NUMBER 1691249-45-2
ChEMBL CHEMBL3936761
DrugBank DB15035
DrugCentral 5353
FDA SRS AG9MHG098Z
Guide to Pharmacology 9861
PubChem 135565884
SureChEMBL SCHEMBL17842597
ZINC ZINC000584641430
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