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 FDA
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 Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase EGFR family
- 3-606 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakA family
- 580 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakB family
- 580 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- 1 - - 29
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tec family
- 0-2 - - -
Membrane receptor
- 510 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Lymphoma, Mantle-Cell 4 D020522 FDA
Neoplasms 3 D009369 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 3 D015451 ClinicalTrials
Waldenstrom Macroglobulinemia 3 D008258 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 2 D016403 ClinicalTrials
Lymphoma 2 D008223 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Lymphoma, Follicular 2 D008224 ClinicalTrials
Lymphoma, Follicular 2 D008224 ClinicalTrials
Lupus Nephritis 2 D008181 ClinicalTrials
Castleman Disease 2 D005871 ClinicalTrials
Immunoglobulin G4-Related Disease 2 D000077733 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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