7-[(3S,4S)-3-methoxy-4-(methylamino)pyrrolidin-1-yl]-4-oxo-1-(1,3-thiazol-2-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

• ChemBase ID: 313221
• Molecular Formular: C18H19N5O4S
• Molecular Mass: 401.43956
• Monoisotopic Mass: 401.11577511
• SMILES: c12c(ccc(n1)N1C[C@@H]([C@H](C1)OC)NC)c(=O)c(cn2c1sccn1)C(=O)O
• Canonical SMILES: CN[C@H]1CN(C[C@@H]1OC)c1ccc2c(n1)n(cc(c2=O)C(=O)O)c1nccs1
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(3S,4S)-3-methoxy-4-(methylamino)pyrrolidin-1-yl]-4-oxo-1-(1,3-thiazol-2-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
• IUPAC Traditional name: 7-[(3S,4S)-3-methoxy-4-(methylamino)pyrrolidin-1-yl]-4-oxo-1-(1,3-thiazol-2-yl)-1,8-naphthyridine-3-carboxylic acid
• Synonyms: Vosaroxin; Voreloxin (SNS-595)

Database IDs

• CAS Number: 175414-77-4

CALCULATED PROPERTIES

• Acid pKa: 5.063371
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): -0.5224997
• LogD (pH = 7.4): -0.4286869
• Log P: -0.42200816
• Molar Refractivity: 103.0018 cm^3
• Polarizability: 38.70047 Å^3
• Polar Surface Area: 107.89 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: Topoisomerase

Product Information

• Salt Data: Free Base