Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C25H22N6O3 |
Molecular Weight | 454.4806 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC#CC(=O)N1CC[C@H](C1)N2C(=O)N(C3=C(N)N=CN=C23)C4=CC=C(OC5=CC=CC=C5)C=C4
InChI
InChIKey=SEJLPXCPMNSRAM-GOSISDBHSA-N
InChI=1S/C25H22N6O3/c1-2-6-21(32)29-14-13-18(15-29)31-24-22(23(26)27-16-28-24)30(25(31)33)17-9-11-20(12-10-17)34-19-7-4-3-5-8-19/h3-5,7-12,16,18H,13-15H2,1H3,(H2,26,27,28)/t18-/m1/s1
Tirabrutinib (also known as ONO-4059 or GS-4059), a second-generation, enhanced-selectivity Bruton's tyrosine kinase inhibitor that demonstrated antitumor activity in preclinical models. Tirabrutinib participated in phase I clinical trial in patients with relapsed or refractory B-cell malignancies, where it was well tolerated and showed promising efficacy. In addition, tirabrutinib is involved in phase II clinical trials to study safety and efficacy in adults with Active Sjogren's syndrome and in adults with chronic lymphocytic leukemia. Besides the drug was studied for the treatment of Waldenstrom's macroglobulinemia and patients with refractory pemphigus.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL5251 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29457982 |
11.0 nM [IC50] | ||
Target ID: CHEMBL5251 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23958373 |
2.2 nM [IC50] |
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT03100942
40 mg tablet administered orally once daily
Route of Administration:
Oral
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C124801
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FDA ORPHAN DRUG |
930322
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NCI_THESAURUS |
C129825
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LXG44NDL2T
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100000172855
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C102876
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Tirabrutinib
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10320
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TIRABRUTINIB
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PRIMARY | MedKoo CAT NO.: 205914, CAS NO.: 1351635-67-0Description: ONO4059-Analog, CAS#1351635-67-0, is a potent and selective BTK inhibitor, and is a structural analogue of ONO-4059. ONO4059 is currently under clinical trials. Note: ONO4059 HCl has CAS#1439901-97-9, ONO4059 free base has CAS#1351636-18-4. (Last updated: 5/19/2016).Synonym: ONO4059-Analog, ONO 4059-Analog, ONO-4059-Analog, GS 4059-Analog, GS-4059-Analog, GS4059-Analog.IUPAC/Chemical Name: (S)-9-(1-acryloylpiperidin-3-yl)-6-amino-7-(4-phenoxyphenyl)-7,9-dihydro-8H-purin-8-one | ||
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1351636-18-4
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54755438
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LM-62
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DB15227
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CHEMBL3544928
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)