6-de(cyclopropylamino)-6-(3-cyclopropyl-3-fluoroazetidin-1-yl)abacavir

CHEBI:149436 ·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 3-cyclopropyl-3-fluoroazetidin-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
abacavir CHEBI:421707

Chemical structure

Computed structure properties
Molecular formula	C17H21FN6O
Charge	0
Average mass	344.394 Da
Monoisotopic mass	344.17609 Da
Source	ChEBI
InChIKey	PVCSYQLWBAGPTF-PWSUYJOCSA-N

SMILES

Nc1nc(N2CC(F)(C3CC3)C2)c2ncn([C@H]3C=C[C@@H](CO)C3)c2n1

InChI

InChI=1S/C17H21FN6O/c18-17(11-2-3-11)7-23(8-17)14-13-15(22-16(19)21-14)24(9-20-13)12-4-1-10(5-12)6-25/h1,4,9-12,25H,2-3,5-8H2,(H2,19,21,22)/t10-,12+/m1/s1

Also called

{(1S,4R)-4-[2-amino-6-(3-cyclopropyl-3-fluoroazetidin-1-yl)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol (EXACT_SYNONYM)— chebi
(1S,4R)-4-[2-amino-6-(3-cyclopropyl-3-fluoro-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
CHEBI:36044 CHEBI:36044
CHEBI:53756 CHEBI:53756

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:149436`	6-de(cyclopropylamino)-6-(3-cyclopropyl-3-fluoroazetidin-1-yl)abacavir	`antibioticmech:chebi-b66a2a9f07`	2026-08-30

Mechanism summary

Mode of action: VIRAL_POLYMERASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:53756 (HIV-1 reverse transcriptase inhibitor). ChEBI asserts the role on the compound. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. Not a curator's mechanistic review.

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.