Clindamycin, inhibits protein synthesis

Key facts

CAS number

18323-44-9

Purity

>99%

Form

Solid

form

Molecular weight

425 Da

Molecular formula

C₁₈H₃₃ClN₂O₅S

PubChem

446598

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Soluble in 1 eq HCl to 100 mM

Biochemical name

Clindamycin

Biological description

Broad spectrum antimicrobial agent. Active against Gram-positive and Gram-negative bacteria and selected protozoa. Competitive inhibitor of peptide formation in large 50S ribosomal unit. Orally active in vivo.

Canonical smiles

CCCC1CC(N(C1)C)C(=O)NC(C2C(C(C(C(O2)SC)O)O)O)C(C)Cl

Isomeric smiles

CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@H](C)Cl

InChi

InChI=1S/C18H33ClN2O5S/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)/t9-,10+,11-,12+,13-,14+,15+,16+,18+/m0/s1

InChiKey

KDLRVYVGXIQJDK-AWPVFWJPSA-N

IUPAC Name

(2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide