Clindamycin hydrochlorideProduct ingredient for Clindamycin
- Name
- Clindamycin hydrochloride
- Drug Entry
- Clindamycin
Clindamycin is a semi-synthetic lincosamide antibiotic used in the treatment of a variety of serious infections due to susceptible microorganisms14,13 as well as topically for acne vulgaris.12 It has a relatively narrow spectrum of activity that includes anaerobic bacteria as well as gram-positive cocci and bacilli and gram-negative bacilli.8 Interestingly, clindamycin appears to carry some activity against protozoans, and has been used off-label in the treatment of toxoplasmosis, malaria, and babesiosis.9
Clindamycin is derived from, and has largely replaced, lincomycin, a naturally occurring lincosamide and the eponymous member of this antibiotic class, due to its improved properties over the parent compound. The name lincomycin is derived from Lincoln, Nebraska, where it was first isolated from Streptomyces lincolnensis found in a soil sample.8
- Accession Number
- DBSALT001163
- Structure
Structure for Clindamycin hydrochloride (DBSALT001163)
- Synonyms
- Clindamycin HCl / Clindamycin hydrochloride
- UNII
- T20OQ1YN1W
- CAS Number
- 21462-39-5
- Weight
- Average: 461.44
Monoisotopic: 460.1565488 - Chemical Formula
- C18H34Cl2N2O5S
- InChI Key
- AUODDLQVRAJAJM-XJQDNNTCSA-N
- InChI
- InChI=1S/C18H33ClN2O5S.ClH/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(26-16)27-4;/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25);1H/t9-,10+,11-,12+,13-,14+,15+,16+,18+;/m0./s1
- IUPAC Name
- (2S,4R)-N-[(1S,2S)-2-chloro-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@@](NC(=O)[C@@H]1C[C@@H](CCC)CN1C)([C@H](C)Cl)[C@@]1([H])O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O
- External Links
- ChemSpider
- 10482112
- ChEBI
- 176915
- ChEMBL
- CHEMBL1200588
- Wikipedia
- Clindamycin
- Predicted Properties
Property Value Source Water Solubility 3.1 mg/mL ALOGPS logP 1.76 ALOGPS logP 1.04 Chemaxon logS -2.1 ALOGPS pKa (Strongest Acidic) 12.41 Chemaxon pKa (Strongest Basic) 7.55 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 102.26 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 105.72 m3·mol-1 Chemaxon Polarizability 44.82 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