Marvin  05150615042D          

 27 28  0  0  0  0            999 V2000
    3.4062    2.1063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1207    1.6938    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1207    0.8687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8352    0.4562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4062    0.4562    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4062   -0.3688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6918    0.8687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9773    0.4562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6918    1.6938    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8352    2.1063    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8352    2.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628    3.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9773    2.9313    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
    2.6918    3.3438    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9773    2.1063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2628    1.6938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4356    1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1661    0.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1661    1.6938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9507    1.9487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3632    2.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9507    0.6139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1643   -0.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9611   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1747   -1.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5484    2.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5484    2.9313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1  2  1  0  0  0  0
  9  7  1  0  0  0  0
  7  5  1  0  0  0  0
  5  3  1  0  0  0  0
  3  2  1  0  0  0  0
  2 10  1  6  0  0  0
  3  4  1  6  0  0  0
  5  6  1  1  0  0  0
  7  8  1  1  0  0  0
  9 15  1  1  0  0  0
 10 11  1  0  0  0  0
 15 13  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 26  1  0  0  0  0
 19 26  1  6  0  0  0
 20 17  1  0  0  0  0
 20 19  1  0  0  0  0
 17 22  1  0  0  0  0
 22 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
> <ID>
CHEBI:3745

> <NAME>
clindamycin

> <DEFINITION>
A carbohydrate-containing antibiotic that is the  semisynthetic derivative of lincomycin, a natural antibiotic.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:47331

> <SYNONYM>
Methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-L-threo-alpha-D-galacto-octopyranoside; Clindamycin; Cleocin (TN); 7-CDL; 7(S)-Chloro-7-deoxylincomycin

> <IUPAC_NAME>
methyl 7-chloro-6,7,8-trideoxy-6-({[(2S,4R)-1-methyl-4-propylpyrrolidin-2-yl]carbonyl}amino)-1-thio-D-glycero-alpha-D-galacto-octopyranoside

> <FORMULA>
C18H33ClN2O5S

> <MASS>
424.98380

> <MONOISOTOPIC_MASS>
424.17987

> <CHARGE>
0

> <SMILES>
CCC[C@@H]1C[C@H](N(C)C1)C(=O)NC(C(C)Cl)[C@H]1O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O

> <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-/m1/s1

> <INCHIKEY>
KDLRVYVGXIQJDK-NOWPCOIGSA-N

> <CAS_REGISTRY_NUMBER>
18323-44-9

> <REAXYS_REGISTRY_NUMBER>
5624049

> <CHEMIDPLUS>
18323-44-9

> <DRUGBANK_ACCESSION>
DB01190

> <KEGG_COMPOUND_ACCESSION>
C13684

> <KEGG_DRUG_ACCESSION>
D02132

> <WIKIPEDIA_ACCESSION>
Clindamycin

> <PUBMED_CITATION>
11691576; 18695329; 24310902

$$$$