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Voreloxin

CAT: 1410-M12652-01Size: 1 EachDry Ice: NoHazardous: No
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Description
A first-in-class anticancer quinolone derivative that intercalates DNA and inhibits Topoisomerase II.
CAS Number
175414-77-4
Stability
≥ 2 years
Purity
>98% (HPLC)
Weight
401.4396
Molecular Formula
C18H19N5O4S
Notes
Research use only, not for human use.
Receptor
Topo II

Chemical Information

Vosaroxin

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.

CAS Number175414-77-4
PubChem CID9952884
IUPAC Name7-[(3S,4S)-3-methoxy-4-(methylamino)pyrrolidin-1-yl]-4-oxo-1-(1,3-thiazol-2-yl)-1,8-naphthyridine-3-carboxylic acid
Molecular FormulaC18H19N5O4S
Molecular Weight401.4
XLogP-0.3
Topological Polar Surface Area136
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count10
Rotatable Bond Count5
Heavy Atom Count28
Formal Charge0
Complexity662
SMILES
CN[C@H]1CN(C[C@@H]1OC)C2=NC3=C(C=C2)C(=O)C(=CN3C4=NC=CS4)C(=O)O
InChI
InChI=1S/C18H19N5O4S/c1-19-12-8-22(9-13(12)27-2)14-4-3-10-15(24)11(17(25)26)7-23(16(10)21-14)18-20-5-6-28-18/h3-7,12-13,19H,8-9H2,1-2H3,(H,25,26)/t12-,13-/m0/s1
InChIKey
XZAFZXJXZHRNAQ-STQMWFEESA-N
Chemical Structure
2D Structure
2D structure of Vosaroxin
CAS: 175414-77-4
CID: 9952884
Formula: C18H19N5O4S
MW: 401.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight401.4
XLogP3-0.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count10
Rotatable Bond Count5
Exact Mass401.11577528
Monoisotopic Mass401.11577528
Topological Polar Surface Area136 Ų
Heavy Atom Count28
Formal Charge0
Complexity662
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
202650Voreloxin
A3925-5Voreloxin Hydrochloride
A14158-10Voreloxin 10mg
A14158-25Voreloxin 25mg
A14158-5Voreloxin 5mg
HY-16518-01Voreloxin (Hydrochloride)
A14158-50Voreloxin 50mg
A14158-1Voreloxin 1mg
A15280-10Voreloxin Hydrochloride 10mg

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