N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-4-ethylpyridine-2-carboxamide

• ChemBase ID: 178983
• Molecular Formular: C17H25ClN2O5S
• Molecular Mass: 404.9088
• Monoisotopic Mass: 404.11727059
• SMILES: [C@@H]([C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)SC)O)O)O)([C@@H](C)Cl)NC(=O)c1nccc(c1)CC
• Canonical SMILES: CS[C@H]1O[C@H]([C@H]([C@H](Cl)C)NC(=O)c2nccc(c2)CC)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C17H25ClN2O5S/c1-4-9-5-6-19-10(7-9)16(24)20-11(8(2)18)15-13(22)12(21)14(23)17(25-15)26-3/h5-8,11-15,17,21-23H,4H2,1-3H3,(H,20,24)/t8?,11?,12-,13+,14+,15+,17+/m0/s1
• InChIKey: JWSWLDIIEXOQIH-LENOOIJTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-4-ethylpyridine-2-carboxamide
• IUPAC Traditional name: N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-4-ethylpyridine-2-carboxamide
• Synonyms: (2S-cis)-Methyl 7-Chloro-6,7,8-trideoxy-6-[[(4-ethyl-2-pyridinyl)carbonyl]amino]-1-thio-L-threo-α-D-galactoοctopyranoside; Tridehydro Pirlimycin

Database IDs

• CAS Number: 78788-60-0
• PubChem SID: 164234893
• PubChem CID: 71752718

CALCULATED PROPERTIES

• Acid pKa: 12.489586
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.2546328
• LogD (pH = 7.4): 1.254713
• Log P: 1.2547176
• Molar Refractivity: 99.1122 cm^3
• Polarizability: 39.300365 Å^3
• Polar Surface Area: 111.91 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Methanol
• Apperance: Off-White Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T775300

Pirlimycin precursor.