Voreloxin
7-[(3S,4S)-3-methoxy-4-(methylamino)pyrrolidin-1-yl]-4-oxo-1-(1,3-thiazol-2-yl)-1,8-naphthyridine-3-carboxylic acid
Molecular Identity
Voreloxin
7-[(3S,4S)-3-methoxy-4-(methylamino)pyrrolidin-1-yl]-4-oxo-1-(1,3-thiazol-2-yl)-1,8-naphthyridine-3-carboxylic acid
PubChem CID: 9952884
Vosaroxin is a 1,8-naphthyridine derivative that is 1,8-naphthyridin-4(1H)-one substituted by 1,3-thiazol-2-yl, carboxy, and (3S,4S)-3-methoxy-4-(methylamino)pyrrolidin-1-yl groups at positions 1, 3, and 7, respectively. It targets topoisomerase II and induces site-selective double-strand breaks in DNA, leading to apoptosis in cancer cells. It has a role as a radiosensitizing agent, a topoisomerase II inhibitor, an intercalator, an antineoplastic agent and an apoptosis inducer. It is a quinolone, a monocarboxylic acid, an ether, a member of pyrrolidines, a member of 1,3-thiazoles, a cyclic ketone, a secondary amino compound and a 1,8-naphthyridine derivative.
2D Structure
Properties
C18H19N5O4S
Molecular Formula
401.40
Molecular Weight
g/mol
401.1158
Exact Mass
Da
-0.3
XLogP
Drug-like (Lipinski: < 5)
136
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
10
H-Bond Acceptors
662
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
Voreloxinvosaroxin175414-77-4SNS-595AG-7352SPC-595vosaroxinavosaroxineSNS 595vosaroxinumSPC 595AG7352K6A90IIZ191,4-Dihydro-7-(3-methoxy-4-methylamino-1-pyrrolidinyl)-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic acidDTXSID50938662
Data from PubChem (NCBI)
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