alsterpaullone

CHEBI:138488 ·resolve ·ANTIVIRAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:23000 CHEBI:23000
CHEBI:35716 CHEBI:35716
CHEBI:38163 CHEBI:38163

Chemical structure

Computed structure properties
Molecular formula	C16H11N3O3
Charge	0
Average mass	293.282 Da
Monoisotopic mass	293.08004 Da
Source	ChEBI
InChIKey	OLUKILHGKRVDCT-UHFFFAOYSA-N

SMILES

O=C1Cc2c(nc3ccc([N+](=O)[O-])cc23)-c2ccccc2N1

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)

Also called

9-nitro-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one (EXACT_SYNONYM)— chebi
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 (EXACT_SYNONYM)— chebi
9-NITRO-5,12-DIHYDRO-7H-BENZO[2,3]AZEPINO[4,5-B]INDOL-6-ONE (EXACT_SYNONYM)— chebi
9-nitropaullone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:237430-03-4
chemspider:4185120
drugbank:DB04014
lincs.smallmolecule:LSM-6558
pdb-ccd:ATU
reaxys:8340480

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:64947 CHEBI:64947

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:138488`	alsterpaullone	`antibioticmech:chebi-db73ed1af8`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.