6-de(cyclopropylamino)-6-[(S)-sec-butylamino]abacavir

CHEBI:149438 ·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 an (S)-sec-butylamino 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	C15H22N6O
Charge	0
Average mass	302.382 Da
Monoisotopic mass	302.18551 Da
Source	ChEBI
InChIKey	IRUQDNIRWKAXRV-AXFHLTTASA-N

SMILES

CC[C@H](C)Nc1nc(N)nc2c1ncn2[C@H]1C=C[C@@H](CO)C1

InChI

InChI=1S/C15H22N6O/c1-3-9(2)18-13-12-14(20-15(16)19-13)21(8-17-12)11-5-4-10(6-11)7-22/h4-5,8-11,22H,3,6-7H2,1-2H3,(H3,16,18,19,20)/t9-,10+,11-/m0/s1

Also called

[(1S,4R)-4-{2-amino-6-[(2S)-butan-2-ylamino]-9H-purin-9-yl}cyclopent-2-en-1-yl]methanol (EXACT_SYNONYM)— chebi
(1S,4R)-4-[2-amino-6-[[(1S)-1-methylpropyl]amino]-9H-purin-9-yl]-2-cyclopentene-1-methanol (EXACT_SYNONYM)— chebi
6-de(cyclopropylamino)-6-(S-sec-butylamino)abacavir (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:149438`	6-de(cyclopropylamino)-6-[(S)-sec-butylamino]abacavir	`antibioticmech:chebi-354fdc1fc5`	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.