Marvin  04021316072D          

 27 30  0  0  1  0            999 V2000
    9.7396   -5.2034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7396   -6.0283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0251   -4.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0251   -6.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3106   -5.2034    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3106   -6.0283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5242   -4.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0091   -5.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5243   -6.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5962   -4.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8817   -5.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7955   -6.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1280   -4.8678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9886   -6.1954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5760   -5.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8938   -4.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0916   -3.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5236   -4.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7579   -5.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0251   -3.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0251   -7.2658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8258   -6.8488    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0090   -6.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4257   -7.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6392   -8.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8059   -6.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5924   -7.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  2  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  2  1  0  0  0  0
  9  8  1  0  0  0  0
  5 10  1  1  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 14  1  0  0  0  0
 10 11  1  0  0  0  0
 13 16  1  0  0  0  0
 17 16  2  0  0  0  0
 15 13  2  0  0  0  0
 18 17  1  0  0  0  0
 19 15  1  0  0  0  0
 19 18  2  0  0  0  0
  3 20  2  0  0  0  0
  4 21  2  0  0  0  0
  2 22  1  6  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 23 26  1  0  0  0  0
 23 27  1  0  0  0  0
M  END
> <ID>
CHEBI:72948

> <NAME>
deoxybrevianamide E

> <DEFINITION>
A cyclic dipeptide that is brevianamide F (cyclo-L-Trp-L-Pro) substituted at position 2 on the indole ring by a 1,1-dimethylallyl group.

> <STAR>
3

> <SYNONYM>
L-prolyl-2-(1,1-dimethylallyl)-L-tryptophan anhydride; deoxybrevianamide E; cyclo-L-prolyl-2-(1,1-dimethylallyl)-L-tryptophan; cyclo-2-(1,1-dimethylallyl)-L-tryptophyl-L-proline

> <IUPAC_NAME>
(3S,8aS)-3-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

> <FORMULA>
C21H25N3O2

> <MASS>
351.44210

> <MONOISOTOPIC_MASS>
351.19468

> <CHARGE>
0

> <SMILES>
[H][C@@]12CCCN1C(=O)[C@H](Cc1c([nH]c3ccccc13)C(C)(C)C=C)NC2=O

> <INCHI>
InChI=1S/C21H25N3O2/c1-4-21(2,3)18-14(13-8-5-6-9-15(13)22-18)12-16-20(26)24-11-7-10-17(24)19(25)23-16/h4-6,8-9,16-17,22H,1,7,10-12H2,2-3H3,(H,23,25)/t16-,17-/m0/s1

> <INCHIKEY>
KUGNSEAHJVSMAJ-IRXDYDNUSA-N

> <CAS_REGISTRY_NUMBER>
34610-68-9

> <REAXYS_REGISTRY_NUMBER>
630815

> <CHEMIDPLUS>
34610-68-9

> <PUBMED_CITATION>
20722388; 22140281

$$$$