Clindamycin phosphateProduct ingredient for Clindamycin

Name
Clindamycin phosphate
Drug (Active Moiety)
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
DBSALT000778
Structure
Thumb
Synonyms
Not Available
UNII
EH6D7113I8
CAS Number
24729-96-2
Weight
Average: 504.963
Monoisotopic: 504.146200983
Chemical Formula
C18H34ClN2O8PS
InChI Key
UFUVLHLTWXBHGZ-KUWMELJBSA-N
InChI
InChI=1S/C18H34ClN2O8PS/c1-5-6-10-7-11(21(3)8-10)17(24)20-12(9(2)19)15-13(22)14(23)16(18(28-15)31-4)29-30(25,26)27/h9-16,18,22-23H,5-8H2,1-4H3,(H,20,24)(H2,25,26,27)/t9?,10-,11+,12?,13-,14+,15-,16-,18-/m1/s1
IUPAC Name
{[(2R,3R,4S,5R,6R)-6-(2-chloro-1-{[(2S,4R)-1-methyl-4-propylpyrrolidin-2-yl]formamido}propyl)-4,5-dihydroxy-2-(methylsulfanyl)oxan-3-yl]oxy}phosphonic acid
SMILES
CCC[C@@H]1C[C@H](N(C)C1)C(=O)NC(C(C)Cl)[C@H]1O[C@H](SC)[C@H](OP(O)(O)=O)[C@@H](O)[C@H]1O
External Links
KEGG Drug
D01073
KEGG Compound
C11728
PubChem Compound
10346039
ChemSpider
8521497
ChEBI
3746
Wikipedia
Clindamycin
Predicted Properties
PropertyValueSource
Water Solubility3.12 mg/mLALOGPS
logP1ALOGPS
logP-0.57ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)0.71ChemAxon
pKa (Strongest Basic)7.56ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area148.79 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity116.59 m3·mol-1ChemAxon
Polarizability49.21 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon