Clindamycin palmitate hydrochlorideProduct ingredient for Clindamycin

Name
Clindamycin palmitate 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
DBSALT001215
Structure
Thumb
Synonyms
Clindamycin palmitate HCl
UNII
VN9A8JM7M7
CAS Number
25507-04-4
Weight
Average: 699.85
Monoisotopic: 698.3862144
Chemical Formula
C34H64Cl2N2O6S
InChI Key
GTNDZRUWKHDICY-DJHAJVGHSA-N
InChI
InChI=1S/C34H63ClN2O6S.ClH/c1-6-8-9-10-11-12-13-14-15-16-17-18-19-21-27(38)42-32-30(40)29(39)31(43-34(32)44-5)28(24(3)35)36-33(41)26-22-25(20-7-2)23-37(26)4;/h24-26,28-32,34,39-40H,6-23H2,1-5H3,(H,36,41);1H/t24-,25+,26-,28+,29+,30-,31+,32+,34+;/m0./s1
IUPAC Name
(2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-5-(hexadecanoyloxy)-3,4-dihydroxy-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])(OC(=O)CCCCCCCCCCCCCCC)[C@@]([H])(O)[C@@]1([H])O
External Links
ChemSpider
10482335
ChEBI
34647
ChEMBL
CHEMBL1200632
Wikipedia
Clindamycin
Predicted Properties
PropertyValueSource
Water Solubility0.00148 mg/mLALOGPS
logP7.3ALOGPS
logP6.11ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)3.01ChemAxon
pKa (Strongest Basic)7.98ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area111.82 Å2ChemAxon
Rotatable Bond Count23ChemAxon
Refractivity179.83 m3·mol-1ChemAxon
Polarizability78.72 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon