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Clindamycin

CAT: 0926-AC34039-02Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0926-AC34039-02Size:50 mg
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CAS Number
18323-44-9
Synonyms
Methyl 7-chloro-6,7,8-trideoxy-6-[[[ (2S,4R) -1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-L-threo-a-D-galacto-octopyranosi de HCl
MDL Number
MFCD00072005
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
Molecular Formula
C18H33ClN2O5S
Molecular Weight
424.98 g/mol
Controlled
No

Chemical Information

Clindamycin

Clindamycin is a semi-synthetic lincosamide antibiotic used in the treatment of a variety of serious infections due to susceptible microorganisms as well as topically for acne vulgaris. It has a relatively narrow spectrum of activity that includes anaerobic bacteria as well as gram-positive cocci and bacilli and gram-negative bacilli. Interestingly, clindamycin appears to carry some activity against protozoans, and has been used off-label in the treatment of toxoplasmosis, malaria, and babesiosis. Clindamycin is derived from, and has largely replaced, [lincomycin], a naturally occurring lincosamide and the eponymous member of this antibiotic class, due to its improved properties over the parent compound. The name lincomycin is derived from Lincoln, Nebraska, where it was first isolated from Streptomyces lincolnensis found in a soil sample.

CAS Number18323-44-9
PubChem CID446598
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
Molecular FormulaC18H33ClN2O5S
Molecular Weight425.0
XLogP2.2
Topological Polar Surface Area128
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Heavy Atom Count27
Formal Charge0
Complexity502
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
Chemical Structure
2D Structure
2D structure of Clindamycin
CAS: 18323-44-9
CID: 446598
Formula: C18H33ClN2O5S
MW: 425.0
Interactive 3D Structure
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Computed Properties
PropertyValue
Molecular Weight425.0
XLogP32.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Exact Mass424.1798710
Monoisotopic Mass424.1798710
Topological Polar Surface Area128 Ų
Heavy Atom Count27
Formal Charge0
Complexity502
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
B1707-100Clindamycin

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