Lincomycin hydrochlorideProduct ingredient for Lincomycin
- Name
- Lincomycin hydrochloride
- Drug Entry
- Lincomycin
Lincomycin is a lincosamide antibiotic first isolated from the soil bacterium Streptomyces lincolnensis in Lincoln, Nebraska.2 Clinical use of lincomycin has largely been superseded by its semisynthetic derivative clindamycin due to its higher efficacy and a wider range of susceptible organisms, though lincomycin remains in use.1,2
Lincomycin was approved by the FDA on December 29, 1964.10
- Accession Number
- DBSALT000109
- Structure
- Synonyms
- Anhydrous lincomycin hydrochloride / Lincolnensin hydrochloride / Lincomycin HCl
- UNII
- GCW8Y9936L
- CAS Number
- 859-18-7
- Weight
- Average: 443.0
Monoisotopic: 442.1904357 - Chemical Formula
- C18H35ClN2O6S
- InChI Key
- POUMFISTNHIPTI-BOMBIWCESA-N
- InChI
- InChI=1S/C18H34N2O6S.ClH/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);1H/t9-,10-,11+,12-,13+,14-,15-,16-,18-;/m1./s1
- 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 hydrochloride
- SMILES
- Cl.[H][C@]1(C[C@@H](CCC)CN1C)C(=O)N[C@H]([C@@H](C)O)[C@H]1O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O
- External Links
- PubChem Compound
- 21872023
- ChemSpider
- 58258
- ChEMBL
- CHEMBL1201097
- Wikipedia
- Lincomycin
- Predicted Properties
Property Value Source Water Solubility 29.3 mg/mL ALOGPS logP 0.5 ALOGPS logP -0.32 Chemaxon logS -1.1 ALOGPS pKa (Strongest Acidic) 12.37 Chemaxon pKa (Strongest Basic) 7.97 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 122.49 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 102.67 m3·mol-1 Chemaxon Polarizability 43.7 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon