CHEBI:138488 - alsterpaullone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name alsterpaullone
ChEBI ID CHEBI:138488
Definition An organic heterotetracyclic compound that is 1,3-dihydro-2H-1-benzazepin-2-one which shares its 4-5 bond with the 3-2 bond of 5-nitro-1H-indole.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Charles Tapley Hoyt
Secondary ChEBI IDs CHEBI:40939
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C16H11N3O3
Net Charge 0
Average Mass 293.277
Monoisotopic Mass 293.08004
InChI InChI=1S/C16H11N3O3/c20-15-8-12-11-7-9(19(21)22)5-6-14(11)18-16(12)10-3-1-2-4-13(10)17-15/h1-7,18H,8H2,(H,17,20)
InChIKey OLUKILHGKRVDCT-UHFFFAOYSA-N
SMILES C12=CC=C(C=C2C=3CC(NC4=CC=CC=C4C3N1)=O)[N+](=O)[O-]
Roles Classification
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
anti-HIV-1 agent
An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
EC 2.7.11.22 (cyclin-dependent kinase) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of cyclin-dependent kinase (EC 2.7.11.22).
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of non-specific serine/threonine protein kinase (EC 2.7.11.1), a kinase enzyme involved in phosphorylation of hydroxy group of serine or threonine.
EC 2.7.11.26 (tau-protein kinase) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of tau-protein kinase inhibitor (EC 2.7.11.26).
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing alsterpaullone (CHEBI:138488) has functional parent paullone (CHEBI:138487)
alsterpaullone (CHEBI:138488) has role anti-HIV-1 agent (CHEBI:64947)
alsterpaullone (CHEBI:138488) has role antineoplastic agent (CHEBI:35610)
alsterpaullone (CHEBI:138488) has role apoptosis inducer (CHEBI:68495)
alsterpaullone (CHEBI:138488) has role EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor (CHEBI:50925)
alsterpaullone (CHEBI:138488) has role EC 2.7.11.22 (cyclin-dependent kinase) inhibitor (CHEBI:82665)
alsterpaullone (CHEBI:138488) has role EC 2.7.11.26 (tau-protein kinase) inhibitor (CHEBI:91092)
alsterpaullone (CHEBI:138488) is a C-nitro compound (CHEBI:35716)
alsterpaullone (CHEBI:138488) is a caprolactams (CHEBI:23000)
alsterpaullone (CHEBI:138488) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name
9-nitro-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one
Synonyms Sources
14-nitro-8,18-diazatetracyclo[9.7.0.0{2,7}.0{12,17}]octadeca-1(11),2,4,6,12(17),13,15-heptaen-9-one SUBMITTER
9-NITRO-5,12-DIHYDRO-7H-BENZO[2,3]AZEPINO[4,5-B]INDOL-6-ONE PDBeChem
9-nitro-7,12-dihydro-5H-indolo[3,2-d][1]benzazepin-6-one SUBMITTER
9-nitro-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one PDBeChem
9-nitropaullone SUBMITTER
Manual Xrefs Databases
1Q3W PDB
24890918 PubChem
4185120 Chemspider accession
ATU PDBeChem
DB04014 DrugBank
LSM-6558 LINCS
View more database links
Registry Numbers Types Sources
237430-03-4 CAS Registry Number ChemIDplus
8340480 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10425100 PubMed citation Europe PMC
12669310 PubMed citation SUBMITTER
20334651 PubMed citation Europe PMC
22052821 PubMed citation Europe PMC
23577282 PubMed citation Europe PMC
26061748 PubMed citation Europe PMC
26442525 PubMed citation Europe PMC
Last Modified
25 September 2017
Submitter Remark
2017-09-24 19:54:34.0 Charles Tapley Hoyt by name. Would you please merge this with entry CHEBI:40939?
2017-09-24 19:54:02.0 Charles Tapley Hoyt It appears that this molecule has already been captured, but just