NP-MRD: Showing NP-Card for 1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one (NP0320486)

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Record Information

Version

2.0

Created at

2022-09-11 22:09:45 UTC

Updated at

2022-09-11 22:09:45 UTC

NP-MRD ID

NP0320486

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one

Description

1,4,7-Trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3H,6H,9H,10H,12H,13H,14H,14aH-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. 1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one is found in Bipolaris zeicola. 1,4,7-Trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3H,6H,9H,10H,12H,13H,14H,14aH-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231514142D          

 31 33  0  0  0  0            999 V2000
    2.7770    5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.3164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    3.4914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1444    1.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1905    1.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  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
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
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 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 28  1  0  0  0  0
 18 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END

     RDKit          3D

 63 65  0  0  0  0  0  0  0  0999 V2000
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    3.4284   -0.1718    0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5105    0.8113    0.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8857    0.4081   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3422   -0.8147    0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6642   -1.3902    1.4388 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6865   -1.3484    0.3139 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3682   -0.8940   -0.8919 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7664   -0.4067    0.3595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4241   -0.1362    1.9269 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3229   -0.8806    2.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9148   -1.4250    3.7938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7683   -1.0382    2.3592 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5058   -1.7345    3.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3544    0.2404    2.0293 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5968    0.5428    1.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2960    1.4139    2.1264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4125   -2.0229    0.9820 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2054   -1.6443    0.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8559    1.3013   -0.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1230    0.5707    1.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5954   -1.1043    0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2948    1.7782   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4815    1.1089    1.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5644    1.2603    0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9539    0.3202   -1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9949   -2.2798    0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0955   -1.5527   -1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2513    0.5006    2.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
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 10  6  1  0
 23 21  1  0
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 29 63  1  0
M  END


  Mrv1533004231514142D          

 31 33  0  0  0  0            999 V2000
    2.7770    5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.3164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    3.4914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1444    1.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1905    1.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6500    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7934    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
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 29 30  1  0  0  0  0
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 30 31  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0320486

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1NC(=O)C2CCCN2C(=O)C(CCCCCC(=O)C2CO2)NC(=O)C(C)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H32N4O6/c1-12-18(27)22-13(2)19(28)24-14(7-4-3-5-9-16(26)17-11-31-17)21(30)25-10-6-8-15(25)20(29)23-12/h12-15,17H,3-11H2,1-2H3,(H,22,27)(H,23,29)(H,24,28)

> <INCHI_KEY>
GNYCTMYOHGBSBI-UHFFFAOYSA-N

> <FORMULA>
C21H32N4O6

> <MOLECULAR_WEIGHT>
436.509

> <EXACT_MASS>
436.232184766

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
45.1257288261225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-tetradecahydropyrrolo[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone

> <ALOGPS_LOGP>
-0.14

> <JCHEM_LOGP>
-0.6969197969999985

> <ALOGPS_LOGS>
-2.42

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.340662650650492

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.796975619502444

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2940773852420198

> <JCHEM_POLAR_SURFACE_AREA>
137.21

> <JCHEM_REFRACTIVITY>
109.2529

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-decahydropyrrolo[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       5.184   9.391   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.414   8.057   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.874   8.057   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.540   8.827   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.540  10.367   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.206   8.057   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.127   8.827   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.206   6.517   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -0.564   5.184   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.104   5.184   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.206   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.270   2.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.976   1.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.222   2.385   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.746   3.850   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       3.080   3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.080   1.540   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.414   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.747   3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.081   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.415   3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.748   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.082   3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.416   3.850   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      12.416   5.390   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      13.749   3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.289   3.080   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      14.519   1.746   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0       4.414   5.390   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       5.184   6.724   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.724   6.724   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   30                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   29                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26   28                                                       
CONECT   28   27   26                                                       
CONECT   29   18   30                                                       
CONECT   30   29    2   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
HC-Toxin	MeSH
Helminthosporium carbonum toxin	MeSH
Cyclo(aoe-pro-ala-ala)	MeSH
Cyclo(2-amino-8-oxo-9,10-epoxydecanoic acid-prolyl-alanyl-alanine)	MeSH

Chemical Formula

C₂₁H₃₂N₄O₆

Average Mass

436.5090 Da

Monoisotopic Mass

436.23218 Da

IUPAC Name

3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-tetradecahydropyrrolo[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone

Traditional Name

3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-decahydropyrrolo[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone

CAS Registry Number

Not Available

SMILES

CC1NC(=O)C2CCCN2C(=O)C(CCCCCC(=O)C2CO2)NC(=O)C(C)NC1=O

InChI Identifier

InChI=1S/C21H32N4O6/c1-12-18(27)22-13(2)19(28)24-14(7-4-3-5-9-16(26)17-11-31-17)21(30)25-10-6-8-15(25)20(29)23-12/h12-15,17H,3-11H2,1-2H3,(H,22,27)(H,23,29)(H,24,28)

InChI Key

GNYCTMYOHGBSBI-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bipolaris zeicola	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
Alpha-amino acid or derivatives
Monosaccharide
Pyrrolidine
Tertiary carboxylic acid amide
Cyclic carboximidic acid
Carboxamide group
Ketone
Lactam
Dialkyl ether
Oxirane
Ether
Oxacycle
Polyol
Azacycle
Organoheterocyclic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.14	ALOGPS
logP	-0.7	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	10.8	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	137.21 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	109.25 m³·mol⁻¹	ChemAxon
Polarizability	45.13 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3571

PDB ID

Not Available

ChEBI ID

94375

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one (NP0320486)

MOL for NP0320486 (1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one)

3D MOL for NP0320486 (1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one)

3D SDF for NP0320486 (1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one)

3D-SDF for NP0320486 (1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one)

PDB for NP0320486 (1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one)

3D PDB for NP0320486 (1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one)

SMILES for NP0320486 (1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one)

INCHI for NP0320486 (1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one)

Structure for NP0320486 (1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one)

3D Structure for NP0320486 (1,4,7-trihydroxy-3,6-dimethyl-9-[6-(oxiran-2-yl)-6-oxohexyl]-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-10-one)