Clindamycin hydrochlorideProduct ingredient for Clindamycin

Name
Clindamycin hydrochloride
Drug Entry
Clindamycin

Clindamycin is a semisynthetic lincosamide antibiotic that has largely replaced lincomycin due to an improved side effect profile. Clindamycin inhibits bacterial protein synthesis by binding to bacterial 50S ribosomal subunits. It may be bacteriostatic or bactericidal depending on the organism and drug concentration.

Accession Number
DBSALT001163
Structure
Thumb
Synonyms
Clindamycin HCl
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-carboximidic acid hydrochloride
SMILES
Cl.[H][C@@](C)(Cl)[C@@]([H])(N=C(O)[C@]1([H])C[C@@]([H])(CCC)CN1C)[C@@]1([H])O[C@]([H])(SC)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])O
External Links
ChemSpider
10482112
ChEMBL
CHEMBL1200588
Wikipedia
Clindamycin
Predicted Properties
PropertyValueSource
Water Solubility0.46 mg/mLALOGPS
logP1.59ALOGPS
logP-0.79ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)3.13ChemAxon
pKa (Strongest Basic)7.98ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area105.75 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity106.24 m3·mol-1ChemAxon
Polarizability44.99 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon