NP-MRD: Showing NP-Card for n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid (NP0220224)

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Record Information

Version

2.0

Created at

2022-09-05 21:28:32 UTC

Updated at

2022-09-05 21:28:32 UTC

NP-MRD ID

NP0220224

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid

Description

Jubanine A belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Jubanine A is a very strong basic compound (based on its pKa). Outside of the human body, jubanine a has been detected, but not quantified in, fruits. n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid is found in Ziziphus spina-christi. This could make jubanine a a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 06291317162D          

 51 55  0  0  0  0            999 V2000
    1.8297    5.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4847    4.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1850    3.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5412    3.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3166    2.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1367    5.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9817   -1.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4455    2.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1737   -1.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2416   -0.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1856    1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8974    2.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6255   -0.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6935   -0.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3776    1.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0893    2.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2374    0.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9305    1.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1142    3.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192    0.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3801    3.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0993    0.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373    0.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0214    1.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4622    1.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1777    4.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855   -0.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8294    1.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1553    2.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5033    1.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5972    1.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4733    2.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8894    2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0856    1.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9118    4.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685    2.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6652    2.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6049    4.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598    3.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0491    1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3390    4.4171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4053    1.3723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9529    3.5220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7332    3.1047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589    1.6561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1171    2.7719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5638    5.6175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5120    3.4229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3090    2.6055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5824    2.4639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.9723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  2  0  0  0  0
 18 17  1  0  0  0  0
 21 19  2  0  0  0  0
 22 20  1  0  0  0  0
 26  2  1  0  0  0  0
 26  6  1  0  0  0  0
 27 13  2  0  0  0  0
 27 14  1  0  0  0  0
 27 23  1  0  0  0  0
 28 15  2  0  0  0  0
 28 16  1  0  0  0  0
 28 24  1  0  0  0  0
 29 19  1  0  0  0  0
 29 25  2  0  0  0  0
 30 17  2  0  0  0  0
 30 25  1  0  0  0  0
 31 23  1  0  0  0  0
 32 24  1  0  0  0  0
 33 18  2  0  0  0  0
 33 29  1  0  0  0  0
 34 20  1  0  0  0  0
 35 26  1  0  0  0  0
 36 34  1  0  0  0  0
 37 32  1  0  0  0  0
 38 35  1  0  0  0  0
 39 36  1  0  0  0  0
 40 31  1  0  0  0  0
 41 21  1  0  0  0  0
 41 38  2  0  0  0  0
 42 31  1  0  0  0  0
 42 37  2  0  0  0  0
 43 35  1  0  0  0  0
 43 39  2  0  0  0  0
 44  3  1  0  0  0  0
 44  4  1  0  0  0  0
 44 32  1  0  0  0  0
 45 22  1  0  0  0  0
 45 36  1  0  0  0  0
 45 40  1  0  0  0  0
 46 37  1  0  0  0  0
 47 38  1  0  0  0  0
 48 39  1  0  0  0  0
 49 40  2  0  0  0  0
 50  5  1  0  0  0  0
 50 33  1  0  0  0  0
 51 34  1  0  0  0  0
 51 30  1  0  0  0  0
M  END


  Mrv0541 06291317162D          

 51 55  0  0  0  0            999 V2000
    1.8297    5.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4847    4.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1850    3.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5412    3.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3166    2.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1367    5.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9817   -1.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4455    2.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1737   -1.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2416   -0.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1856    1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8974    2.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6255   -0.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6935   -0.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3776    1.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0893    2.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2374    0.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9305    1.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1142    3.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192    0.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3801    3.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0993    0.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373    0.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0214    1.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4622    1.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1777    4.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855   -0.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8294    1.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1553    2.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5033    1.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5972    1.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4733    2.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8894    2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0856    1.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9118    4.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685    2.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6652    2.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6049    4.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598    3.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0491    1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3390    4.4171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4053    1.3723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9529    3.5220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7332    3.1047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589    1.6561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1171    2.7719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5638    5.6175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5120    3.4229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3090    2.6055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5824    2.4639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.9723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  2  0  0  0  0
 18 17  1  0  0  0  0
 21 19  2  0  0  0  0
 22 20  1  0  0  0  0
 26  2  1  0  0  0  0
 26  6  1  0  0  0  0
 27 13  2  0  0  0  0
 27 14  1  0  0  0  0
 27 23  1  0  0  0  0
 28 15  2  0  0  0  0
 28 16  1  0  0  0  0
 28 24  1  0  0  0  0
 29 19  1  0  0  0  0
 29 25  2  0  0  0  0
 30 17  2  0  0  0  0
 30 25  1  0  0  0  0
 31 23  1  0  0  0  0
 32 24  1  0  0  0  0
 33 18  2  0  0  0  0
 33 29  1  0  0  0  0
 34 20  1  0  0  0  0
 35 26  1  0  0  0  0
 36 34  1  0  0  0  0
 37 32  1  0  0  0  0
 38 35  1  0  0  0  0
 39 36  1  0  0  0  0
 40 31  1  0  0  0  0
 41 21  1  0  0  0  0
 41 38  2  0  0  0  0
 42 31  1  0  0  0  0
 42 37  2  0  0  0  0
 43 35  1  0  0  0  0
 43 39  2  0  0  0  0
 44  3  1  0  0  0  0
 44  4  1  0  0  0  0
 44 32  1  0  0  0  0
 45 22  1  0  0  0  0
 45 36  1  0  0  0  0
 45 40  1  0  0  0  0
 46 37  1  0  0  0  0
 47 38  1  0  0  0  0
 48 39  1  0  0  0  0
 49 40  2  0  0  0  0
 50  5  1  0  0  0  0
 50 33  1  0  0  0  0
 51 34  1  0  0  0  0
 51 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0220224

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C1\N=C(O)\C2C(CCN2C(=O)C(CC2=CC=CC=C2)\N=C(/O)C(CC2=CC=CC=C2)N(C)C)OC2=CC=C(OC)C(=C2)\C=C\N=C1\O

> <INCHI_IDENTIFIER>
InChI=1S/C40H49N5O6/c1-6-26(2)35-38(47)41-21-19-29-25-30(17-18-33(29)50-5)51-34-20-22-45(36(34)39(48)43-35)40(49)31(23-27-13-9-7-10-14-27)42-37(46)32(44(3)4)24-28-15-11-8-12-16-28/h7-19,21,25-26,31-32,34-36H,6,20,22-24H2,1-5H3,(H,41,47)(H,42,46)(H,43,48)/b21-19+

> <INCHI_KEY>
YDFMRHVTUVJMHS-XUTLUUPISA-N

> <FORMULA>
C40H49N5O6

> <MOLECULAR_WEIGHT>
695.847

> <EXACT_MASS>
695.368284325

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
74.1283822425911

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(Z)-N-{1-[(8Z,11E,13E)-10-(butan-2-yl)-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropimidic acid

> <ALOGPS_LOGP>
4.70

> <JCHEM_LOGP>
3.8740699783364105

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
5.39246899377018

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.555046787127337

> <JCHEM_PKA_STRONGEST_BASIC>
8.256837489967717

> <JCHEM_POLAR_SURFACE_AREA>
139.78

> <JCHEM_REFRACTIVITY>
196.71020000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.98e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(Z)-N-{1-[(8Z,11E,13E)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-13         0                                  
HETATM    1  C   UNK     0       3.415  11.189   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.905   7.980   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.079   6.946   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.610   6.106   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.791   3.897   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.122  10.353   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.699  -2.663   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.165   4.115   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.191  -2.974   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.184  -1.202   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.680   2.653   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.142   5.266   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.168  -1.823   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.161  -0.051   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.172   2.342   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.633   4.955   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.910   1.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.204   2.226   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.680   6.005   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.583   1.859   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.310   6.707   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.052   1.689   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.630   0.789   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.640   3.183   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.463   3.631   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.198   8.815   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.653  -0.362   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.148   3.493   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.757   4.466   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.539   2.093   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.115   2.251   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.617   4.334   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.127   3.764   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.893   3.368   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.569   8.113   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.555   4.129   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.108   4.023   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.862   8.948   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.352   5.739   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.092   3.402   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0       6.233   8.245   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      -2.623   2.562   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0       3.645   6.574   0.000  0.00  0.00           N+0
HETATM   44  N   UNK     0      -5.102   5.795   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0       1.417   3.091   0.000  0.00  0.00           N+0
HETATM   46  O   UNK     0      -2.085   5.174   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       4.786  10.486   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       0.956   6.389   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -0.577   4.864   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      10.420   4.599   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       4.620   1.815   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   26                                                            
CONECT    3   44                                                            
CONECT    4   44                                                            
CONECT    5   50                                                            
CONECT    6    1   26                                                       
CONECT    7    9   10                                                       
CONECT    8   11   12                                                       
CONECT    9    7   13                                                       
CONECT   10    7   14                                                       
CONECT   11    8   15                                                       
CONECT   12    8   16                                                       
CONECT   13    9   27                                                       
CONECT   14   10   27                                                       
CONECT   15   11   28                                                       
CONECT   16   12   28                                                       
CONECT   17   18   30                                                       
CONECT   18   17   33                                                       
CONECT   19   21   29                                                       
CONECT   20   22   34                                                       
CONECT   21   19   41                                                       
CONECT   22   20   45                                                       
CONECT   23   27   31                                                       
CONECT   24   28   32                                                       
CONECT   25   29   30                                                       
CONECT   26    2    6   35                                                  
CONECT   27   13   14   23                                                  
CONECT   28   15   16   24                                                  
CONECT   29   19   25   33                                                  
CONECT   30   17   25   51                                                  
CONECT   31   23   40   42                                                  
CONECT   32   24   37   44                                                  
CONECT   33   18   29   50                                                  
CONECT   34   20   36   51                                                  
CONECT   35   26   38   43                                                  
CONECT   36   34   39   45                                                  
CONECT   37   32   42   46                                                  
CONECT   38   35   41   47                                                  
CONECT   39   36   43   48                                                  
CONECT   40   31   45   49                                                  
CONECT   41   21   38                                                       
CONECT   42   31   37                                                       
CONECT   43   35   39                                                       
CONECT   44    3    4   32                                                  
CONECT   45   22   36   40                                                  
CONECT   46   37                                                            
CONECT   47   38                                                            
CONECT   48   39                                                            
CONECT   49   40                                                            
CONECT   50    5   33                                                       
CONECT   51   34   30                                                       
MASTER        0    0    0    0    0    0    0    0   51    0  110    0
END

View in JSmol

Synonyms

Value	Source
N-{1-[(13E)-10-(butan-2-yl)-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidate	Generator

Chemical Formula

C₄₀H₄₉N₅O₆

Average Mass

695.8470 Da

Monoisotopic Mass

695.36828 Da

IUPAC Name

(Z)-N-{1-[(8Z,11E,13E)-10-(butan-2-yl)-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropimidic acid

Traditional Name

(Z)-N-{1-[(8Z,11E,13E)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropimidic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C1\N=C(O)\C2C(CCN2C(=O)C(CC2=CC=CC=C2)\N=C(/O)C(CC2=CC=CC=C2)N(C)C)OC2=CC=C(OC)C(=C2)\C=C\N=C1\O

InChI Identifier

InChI=1S/C40H49N5O6/c1-6-26(2)35-38(47)41-21-19-29-25-30(17-18-33(29)50-5)51-34-20-22-45(36(34)39(48)43-35)40(49)31(23-27-13-9-7-10-14-27)42-37(46)32(44(3)4)24-28-15-11-8-12-16-28/h7-19,21,25-26,31-32,34-36H,6,20,22-24H2,1-5H3,(H,41,47)(H,42,46)(H,43,48)/b21-19+

InChI Key

YDFMRHVTUVJMHS-XUTLUUPISA-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
Ziziphus spina-christi	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Cyclic alpha peptide
Phenylalanine or derivatives
Macrolactam
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Amphetamine or derivatives
N-acylpyrrolidine
Anisole
Aralkylamine
Alkyl aryl ether
Fatty acyl
Benzenoid
Fatty amide
Monocyclic benzene moiety
Tertiary carboxylic acid amide
Pyrrolidine
Tertiary amine
Carboxamide group
Amino acid or derivatives
Lactam
Tertiary aliphatic amine
Secondary carboxylic acid amide
Azacycle
Oxacycle
Ether
Organoheterocyclic compound
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	4.7	ALOGPS
logP	3.87	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.56	ChemAxon
pKa (Strongest Basic)	8.26	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	139.78 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	196.71 m³·mol⁻¹	ChemAxon
Polarizability	74.13 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0030205

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002023

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

101316794

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid (NP0220224)

MOL for NP0220224 (n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid)

3D MOL for NP0220224 (n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid)

3D SDF for NP0220224 (n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid)

3D-SDF for NP0220224 (n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid)

PDB for NP0220224 (n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid)

3D PDB for NP0220224 (n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid)

SMILES for NP0220224 (n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid)

INCHI for NP0220224 (n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid)

Structure for NP0220224 (n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid)

3D Structure for NP0220224 (n-{1-[(13e)-8,11-dihydroxy-16-methoxy-10-(sec-butyl)-2-oxa-6,9,12-triazatricyclo[13.3.1.0³,⁷]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-1-oxo-3-phenylpropan-2-yl}-2-(dimethylamino)-3-phenylpropanimidic acid)