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

• ChemBase ID: 128067
• Molecular Formular: C18H34N2O6S
• Molecular Mass: 406.53736
• Monoisotopic Mass: 406.21375782
• SMILES: O=C(N[C@@H]([C@H]1O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O)[C@H](O)C)[C@H]1N(C)C[C@H](CCC)C1
• Canonical SMILES: CCC[C@H]1CN([C@@H](C1)C(=O)N[C@@H]([C@H]1O[C@H](SC)[C@@H]([C@H]([C@H]1O)O)O)[C@H](O)C)C
• InChI: InChI=1S/C18H34N2O6S/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25)/t9-,10-,11+,12-,13+,14-,15-,16-,18-/m1/s1
• InChIKey: OJMMVQQUTAEWLP-KIDUDLJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide
• IUPAC Traditional name: lincomycin
• Synonyms: (2S,4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide; Lincomycin

Database IDs

• CAS Number: 154-21-2
• MDL Number: MFCD00135816
• PubChem SID: 162222383
• PubChem CID: 3000540
• ATC CODE: J01FF02
• CHEMBL: 1447
• Chemspider ID: 2272112
• DrugBank ID: DB01627
• KEGG ID: D00223
• Unique Ingredient Identifier: BOD072YW0F
• Wikipedia Title: Lincomycin
• Medline Plus: a609005

CALCULATED PROPERTIES

• Acid pKa: 12.365502
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -2.7498562
• LogD (pH = 7.4): -0.99001026
• Log P: -0.3168542
• Molar Refractivity: 102.6663 cm^3
• Polarizability: 41.491238 Å^3
• Polar Surface Area: 122.49 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Hydrophobicity(logP): 1.28

Pharmacology Properties

• Admin Routes: IM/IV
• Bioavailability: 100% (IM or IV)
• Excretion: renal and biliary
• Half Life: 5.4 ± 1.0 hours after IM or IV administration
• Legal Status: Rx-only (US)
• Pregnancy Category: C (US)

Product Information

• Purity: 95%