(2S,4R)-N-[(1S)-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

• ChemBase ID: 73031
• Molecular Formular: C18H34Cl2N2O5S
• Molecular Mass: 461.44396
• Monoisotopic Mass: 460.15654856
• SMILES: [C@H]1([C@H]([C@H]([C@H](O[C@@H]1SC)[C@@H](C(C)Cl)NC(=O)[C@H]1N(C[C@@H](C1)CCC)C)O)O)O.Cl
• Canonical SMILES: CCC[C@H]1CN([C@@H](C1)C(=O)N[C@@H]([C@H]1O[C@H](SC)[C@@H]([C@H]([C@H]1O)O)O)C(Cl)C)C.Cl
• 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-;/m1./s1
• InChIKey: AUODDLQVRAJAJM-XYMUTOOVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-N-[(1S)-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
• IUPAC Traditional name: clindamycin hydrochloride
• Synonyms: Dalacin; Duac; BenzaClin; Clindoxyl; Clindamycin hydrochloride

Database IDs

• CAS Number: 21462-39-5
• PubChem SID: 162037951
• PubChem CID: 53245638

CALCULATED PROPERTIES

• Acid pKa: 12.163722
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.0028338
• LogD (pH = 7.4): 0.65432453
• Log P: 1.0377376
• Molar Refractivity: 105.7173 cm^3
• Polarizability: 42.705715 Å^3
• Polar Surface Area: 102.26 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: hydrochloride

DETAILS

Selleck Chemicals - S2457

Research Area: Infection
Biological Activity:
Clindamycin hydrochloride(Dalacin) is the hydrated hydrochloride salt of clindamycin which is a semisynthetic antibiotic. Clindamycin is a lincosamide antibiotic. It is usually used to treat infections with anaerobic bacteria but can also be used to treat some protozoal diseases, such as malaria. It is a common topical treatment for acne and can be useful against some methicillin-resistant Staphylococcus aureus (MRSA) infections. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Clindamycin