Marvin  03091012172D          

 45 48  0  0  1  0            999 V2000
    7.3427  -15.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3427  -14.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0571  -14.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7717  -14.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7717  -15.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0571  -15.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4861  -14.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2006  -14.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2006  -15.5203    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4861  -15.9328    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9151  -14.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6296  -14.6953    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6296  -15.5203    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9151  -15.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3440  -14.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0586  -14.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0586  -15.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3440  -15.9328    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0571  -13.4579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4861  -13.4578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9151  -13.4579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3440  -13.4578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7864  -15.9407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7864  -14.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4979  -14.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7862  -13.4578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1939  -14.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8979  -14.6899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5978  -14.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2998  -14.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0006  -14.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7022  -14.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4032  -14.2864    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.1047  -14.6913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4032  -13.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6773  -13.0386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1062  -13.0519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4861  -16.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7728  -16.3446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1952  -16.3446    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6296  -16.3453    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3440  -16.7578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6220  -17.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0510  -17.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6296  -13.8703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  8 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
  3 19  1  0  0  0  0
  7 20  2  0  0  0  0
 11 21  1  0  0  0  0
 15 22  2  0  0  0  0
 17 23  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  1  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 10 38  1  1  0  0  0
 10 39  1  6  0  0  0
  9 40  1  1  0  0  0
 13 41  1  1  0  0  0
 18 42  1  1  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 12 45  1  1  0  0  0
M  END
> <ID>
CHEBI:59040

> <NAME>
lymecycline

> <DEFINITION>
A tetracycline-based broad-spectrum antibiotic. It is approximately 5000 times more soluble than tetracycline base and is unique amongst tetracyclines in that it is absorbed by the "active transport" process across the intestinal wall.

> <STAR>
3

> <SYNONYM>
Tetracycline-L-methylenelysine; Tetracycline-L-methylene lysine; N6-((4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamido)methyl)lysine; N(2)-(((+)-5-Amino-5-carboxypentylamino)methyl)tetracycline; N-Lysinomethyltetracycline; (+)-N-(5-Amino-5-carboxypentylaminomethyl)-4-dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxonaphthacene-2-carboxamide

> <IUPAC_NAME>
N(6)-[({[(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl]carbonyl}amino)methyl]-L-lysine

> <INN>
lymecyclinum; lymecycline; limeciclina

> <FORMULA>
C29H38N4O10

> <MASS>
602.63280

> <MONOISOTOPIC_MASS>
602.25879

> <CHARGE>
0

> <SMILES>
[H][C@@]12C[C@@]3([H])C(C(=O)c4c(O)cccc4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(=O)NCNCCCC[C@H](N)C(O)=O)=C(O)[C@H]2N(C)C

> <INCHI>
InChI=1S/C29H38N4O10/c1-28(42)13-7-6-9-17(34)18(13)22(35)19-14(28)11-15-21(33(2)3)23(36)20(25(38)29(15,43)24(19)37)26(39)32-12-31-10-5-4-8-16(30)27(40)41/h6-7,9,14-16,21,31,34,36-37,42-43H,4-5,8,10-12,30H2,1-3H3,(H,32,39)(H,40,41)/t14-,15-,16-,21-,28+,29-/m0/s1

> <INCHIKEY>
AHEVKYYGXVEWNO-UEPZRUIBSA-N

> <CAS_REGISTRY_NUMBER>
992-21-2

> <REAXYS_REGISTRY_NUMBER>
15428429

> <CHEMIDPLUS>
992-21-2

> <DRUGBANK_ACCESSION>
DB00256

> <KEGG_DRUG_ACCESSION>
D06884

> <WIKIPEDIA_ACCESSION>
Lymecycline

> <PUBMED_CITATION>
1650428; 24985054; 25672310

$$$$