acalabrutinib
CHEBI:CHEBI_167707
Definition
A member of the class of imidazopyrazines that is imidazo[1,5-a]pyrazine substituted by 4-(pyridin-2-ylcarbamoyl)phenyl, (2S)-1-(but-2-ynoyl)pyrrolidin-2-yl, and amino groups at positions 1, 3 and 8, respectively. It is an irreversible second-generation Bruton's tyrosine kinase (BTK) inhibitor that is approved by the FDA for the treatment of adult patients with mantle cell lymphoma (MCL) who have received at least one prior therapy.
Chemical Information
- Molecular Formula
- C26H23N7O2
- Molecular Mass
- 465.517
- Charge
- 0
- SMILES
- [H][C@]1(CCCN1C(=O)C#CC)C1=NC(=C2N1C=CN=C2N)C1=CC=C(C=C1)C(=O)NC1=CC=CC=N1
- InChI
- InChI=1S/C26H23N7O2/c1-2-6-21(34)32-15-5-7-19(32)25-31-22(23-24(27)29-14-16-33(23)25)17-9-11-18(12-10-17)26(35)30-20-8-3-4-13-28-20/h3-4,8-14,16,19H,5,7,15H2,1H3,(H2,27,29)(H,28,30,35)/t19-/m0/s1
- InChIKey
- WDENQIQQYWYTPO-IBGZPJMESA-N
Alternative Names
- (S)-4-(8-amino-3-(1-(but-2-ynoyl)pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamide
- 4-[8-amino-3-[(2S)-1-but-2-ynoylpyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl]-N-(2-pyridyl)benzamide
- 4-{8-amino-3-[(2S)-1-(but-2-ynoyl)pyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl}-N-(pyridin-2-yl)benzamide
- acalabrutinib
- acalabrutinibum
- ACP-196
- Calquence
Drug Classification
-
benzamidesView Class →
CHEBI:22702
-
processed material
-
secondary carboxamideView Class →
CHEBI:140325
-
pyridinesView Class →
CHEBI:26421
-
tertiary carboxamideView Class →
CHEBI:140326
-
aromatic amineView Class →
CHEBI:33860
-
imidazopyrazineView Class →
CHEBI:37847
-
pyrrolidinecarboxamideView Class →
CHEBI:46770
-
ynoneView Class →
CHEBI:51723
-
t125997
-
t126066
-
t126857
Important Medical Information
⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.
- Always consult with a healthcare professional before starting, stopping, or modifying any medication.
- Side effects may vary and this list may not be comprehensive.
- Drug interactions may occur with other medications.
Additional Identifiers
- DRON_00010000
- 1986808
- oboInOwl#hasDbXref
- Wikipedia:Acalabrutinib
- core#notation
- CHEBI:167707
Additional References
🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.
Additional Attributes
- oboInOwl#hasOBONamespace
- chebi_ontology
- DRON_00010000
- 1986808
- oboInOwl#hasDbXref
- Wikipedia:Acalabrutinib
- oboInOwl#id
- CHEBI:167707
- core#notation
- CHEBI:167707
- RO_0000087
- http://purl.obolibrary.org/obo/CHEBI_76617
- oboInOwl#inSubset
- http://purl.obolibrary.org/obo/chebi#3_STAR
- 22-rdf-syntax-ns#type
- http://www.w3.org/2002/07/owl#Class
- has_treatment
- http://purl.obolibrary.org/obo/DOID_6354
- rdf-schema#domain
- https://w3id.org/def/predibionto#has_side_effect8144
- owl#annotatedSource
- t127042
- owl#someValuesFrom
- t3933947