(2R)-N-{1-[(3aS,6R,7aS)-7-hydroxy-2,2-dimethyl-6-(methylsulfanyl)-hexahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]-2-hydroxypropyl}-1-methyl-4-propylpyrrolidine-2-carboxamide

• ChemBase ID: 171889
• Molecular Formular: C21H38N2O6S
• Molecular Mass: 446.60122
• Monoisotopic Mass: 446.24505795
• SMILES: C(C1[C@H]2[C@@H](C([C@H](O1)SC)O)OC(O2)(C)C)(C(O)C)NC(=O)[C@H]1CC(CN1C)CCC
• Canonical SMILES: CCCC1CN([C@H](C1)C(=O)NC(C1O[C@H](SC)C([C@@H]2[C@H]1OC(O2)(C)C)O)C(O)C)C
• InChI: InChI=1S/C21H38N2O6S/c1-7-8-12-9-13(23(5)10-12)19(26)22-14(11(2)24)16-18-17(28-21(3,4)29-18)15(25)20(27-16)30-6/h11-18,20,24-25H,7-10H2,1-6H3,(H,22,26)/t11?,12?,13-,14?,15?,16?,17+,18+,20-/m1/s1
• InChIKey: XPKQFOFFVUHLPH-FSRVOAFVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-{1-[(3aS,6R,7aS)-7-hydroxy-2,2-dimethyl-6-(methylsulfanyl)-hexahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]-2-hydroxypropyl}-1-methyl-4-propylpyrrolidine-2-carboxamide
• IUPAC Traditional name: (2R)-N-{1-[(3aS,6R,7aS)-7-hydroxy-2,2-dimethyl-6-(methylsulfanyl)-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl]-2-hydroxypropyl}-1-methyl-4-propylpyrrolidine-2-carboxamide
• Synonyms: (2S-trans)-Methyl 6,8-Dideoxy-3,4-O-(1-methylethylidene)-6-[[(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-L-threo-α-D-galacto-octopyranoside; Methyl trans-α-6,8-Dideoxy-3,4-O-isopropylidene-6-(1-methyl-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-L-threo-D-galacto-octopyranoside; 3,4-O-Isopropylideneepilincomycin

Database IDs

• CAS Number: 17017-21-9
• PubChem SID: 164227799
• PubChem CID: 71749602

CALCULATED PROPERTIES

• Acid pKa: 12.59154
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.0474317
• LogD (pH = 7.4): 0.7124166
• Log P: 1.3855704
• Molar Refractivity: 114.8733 cm^3
• Polarizability: 46.40956 Å^3
• Polar Surface Area: 100.49 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I825030

Lincomycin (L466200) derivative.