Lincomycin hydrochloride monohydrateProduct ingredient for Lincomycin

Name
Lincomycin hydrochloride monohydrate
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from the soil bacterium Streptomyces lincolnensis in Lincoln, Nebraska.2 Clinical use of lincomycin has largely been superseded by its semisynthetic derivative clindamycin due to its higher efficacy and a wider range of susceptible organisms, though lincomycin remains in use.1,2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
DBSALT001614
Structure
Synonyms
Lincolnensin hydrochloride monohydrate / Lincomycin hydrochloride hydrate
External IDs
NSC-70731
UNII
M6T05Z2B68
CAS Number
7179-49-9
Weight
Average: 461.01
Monoisotopic: 460.2010004
Chemical Formula
C18H37ClN2O7S
InChI Key
LFZGYTBWUHCAKF-DCNJEFSFSA-N
InChI
InChI=1S/C18H34N2O6S.ClH.H2O/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;1H2/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 hydrate hydrochloride
SMILES
O.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
KEGG Compound
C14002
ChemSpider
64555
ChEMBL
CHEMBL3989551
Predicted Properties
PropertyValueSource
Water Solubility29.3 mg/mLALOGPS
logP0.5ALOGPS
logP-0.32Chemaxon
logS-1.1ALOGPS
pKa (Strongest Acidic)12.37Chemaxon
pKa (Strongest Basic)7.97Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area122.49 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity102.67 m3·mol-1Chemaxon
Polarizability43.7 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon