6-de(cyclopropylamino)-6-(2,2-dimethylazetidin-1-yl)abacavir

CHEBI:149430 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A 2,6-diaminopurine that is an analogue of abacavir in which the cyclopropylamino group at position 6 of the purine moiety is replaced by a 2,2-dimethylazetidin-1-yl group. One of a series of synthesised abacavir analogues with antiviral activity found to stimulate IFN-γ secretion in abacavir-responsive clones. — 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:38001 CHEBI:38001

Chemical structure

Computed structure properties
Molecular formula	C16H22N6O
Charge	0
Average mass	314.393 Da
Monoisotopic mass	314.18551 Da
Source	ChEBI
InChIKey	AZNKZYXEUMQLIU-MNOVXSKESA-N

SMILES

CC1(C)CCN1c1nc(N)nc2c1ncn2[C@H]1C=C[C@@H](CO)C1

InChI

InChI=1S/C16H22N6O/c1-16(2)5-6-22(16)14-12-13(19-15(17)20-14)21(9-18-12)11-4-3-10(7-11)8-23/h3-4,9-11,23H,5-8H2,1-2H3,(H2,17,19,20)/t10-,11+/m1/s1

Also called

{(1S,4R)-4-[2-amino-6-(2,2-dimethylazetidin-1-yl)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol (EXACT_SYNONYM)— chebi
(1S,4R)-4-[2-amino-6-(2,2-dimethyl-1-azetidinyl)-9H-purin-9-yl]-2-cyclopentene-1-methanol (EXACT_SYNONYM)— chebi

Activity roles

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

CHEBI:22587 CHEBI:22587

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:149430`	6-de(cyclopropylamino)-6-(2,2-dimethylazetidin-1-yl)abacavir	`antibioticmech:chebi-5bf6b0ed00`	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

Provenance

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