Marvin  01100715022D          

 26 28  0  0  1  0            999 V2000
    2.1825   -0.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4373    0.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2622    0.7430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5173   -0.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8500   -0.5267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235   -0.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9560   -1.0620    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2109   -1.8467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0358   -1.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2909   -1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8765    2.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3245    2.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4291    2.4346    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3430    1.6140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4640    1.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9561    1.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    0.2551    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1714   -0.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4418   -1.3589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1436    2.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7407    1.3170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5207   -2.5143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3978   -0.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8580    2.4346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1436    3.6721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  5  1  1  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
 10  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 19  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 23  2  0  0  0  0
 11 12  1  0  0  0  0
 15 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 21  1  1  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 22  2  0  0  0  0
 17 18  1  0  0  0  0
 17 24  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 25  1  0  0  0  0
 21 26  2  0  0  0  0
 24  1  1  0  0  0  0
M  END
> <ID>
CHEBI:35940

> <NAME>
protirelin

> <DEFINITION>
A tripeptide composed of L-pyroglutamyl, L-histidyl and L-prolinamide residues joined in sequence.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:8584; CHEBI:9585

> <SYNONYM>
TSH-releasing hormone; TSH-releasing factor; TRH; Thyrotropin-releasing factor; Thyrotropin releasing hormone; Thyrotropic-releasing factor; Thyrotropic releasing hormone; Thyroliberin; Protirelin; L-Pyroglutamyl-L-histidyl-L-prolineamide

> <IUPAC_NAME>
5-oxo-L-prolyl-L-histidyl-L-prolinamide

> <FORMULA>
C16H22N6O4

> <MASS>
362.38392

> <MONOISOTOPIC_MASS>
362.17025

> <CHARGE>
0

> <SMILES>
NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1cnc[nH]1)NC(=O)[C@@H]1CCC(=O)N1

> <INCHI>
InChI=1S/C16H22N6O4/c17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25)/t10-,11-,12-/m0/s1

> <INCHIKEY>
XNSAINXGIQZQOO-SRVKXCTJSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
903432

> <CAS_REGISTRY_NUMBER>
24305-27-9

> <REAXYS_REGISTRY_NUMBER>
903432

> <CHEMIDPLUS>
24305-27-9

> <KEGG_COMPOUND_ACCESSION>
C03958

> <KEGG_DRUG_ACCESSION>
D00176

> <WIKIPEDIA_ACCESSION>
Protirelin

> <PUBMED_CITATION>
14087521; 4985794

$$$$