NP-MRD: Showing NP-Card for (2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid (NP0186675)

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Record Information

Version

2.0

Created at

2022-09-04 02:37:01 UTC

Updated at

2022-09-04 02:37:01 UTC

NP-MRD ID

NP0186675

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid

Description

Nummularine B 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. (2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid is found in Ziziphus nummularia and Ziziphus xylopyrus. (2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid was first documented in 2011 (PMID: 21450320). Based on a literature review a small amount of articles have been published on Nummularine B (PMID: 26361730).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042204372D          

 43 46  0  0  1  0            999 V2000
   -3.8643    4.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0461    4.1528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4097    3.9414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5927    2.5242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7745    2.4186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.9576    1.0014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3613    1.5515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9277    2.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6732    1.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5675    0.9798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1460    1.6729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9642    1.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4648    2.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6006    1.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 40 11  1  1  0  0  0
  8 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309042204372D          

 43 46  0  0  1  0            999 V2000
   -3.8643    4.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3613    1.5515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9277    2.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6732    1.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5675    0.9798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1460    1.6729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9642    1.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4648    2.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2830    2.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6006    1.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4188    1.2503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9194    1.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1000    0.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2818    0.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4176   -0.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9170   -0.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988   -0.6113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5982   -1.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9158   -2.0285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7800   -1.1614    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2937   -1.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4734   -1.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0129   -2.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8332   -2.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1672   -1.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6810   -0.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1393   -0.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3966   -0.3441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6510    0.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0730   -0.3862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7567    0.8274    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2739    3.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5443    2.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5915    3.8357    0.0000 C   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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  4  0  0  0
  5  7  2  0  0  0  0
  8  7  1  1  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
 14 13  1  1  0  0  0
 14 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
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 16 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 26 25  1  4  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 31 36  1  0  0  0  0
 29 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  4  0  0  0
 38 40  1  0  0  0  0
 14 40  1  0  0  0  0
 40 11  1  1  0  0  0
  8 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0186675

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN[C@@H](C)C(O)=N[C@@H](C(C)C)C(=O)N1CC[C@@H]2OC3=CC=C(OC)C(=C3)\C=C/N=C(O)[C@H](CC3=CC=CC=C3)N=C(O)[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C32H41N5O6/c1-19(2)27(36-29(38)20(3)33-4)32(41)37-16-14-26-28(37)31(40)35-24(17-21-9-7-6-8-10-21)30(39)34-15-13-22-18-23(43-26)11-12-25(22)42-5/h6-13,15,18-20,24,26-28,33H,14,16-17H2,1-5H3,(H,34,39)(H,35,40)(H,36,38)/b15-13-/t20-,24-,26-,27-,28-/m0/s1

> <INCHI_KEY>
ZAVCUVYFGQXSRX-FZIJLZBSSA-N

> <FORMULA>
C32H41N5O6

> <MOLECULAR_WEIGHT>
591.709

> <EXACT_MASS>
591.30568406

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
62.02154071346255

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-N-[(2S)-1-[(3S,7S,10S,13Z)-10-benzyl-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0^{3,7}]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid

> <JCHEM_LOGP>
-3.6435551028895428

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
-5.051597376104163

> <JCHEM_PKA_STRONGEST_ACIDIC>
-7.272789811704723

> <JCHEM_PKA_STRONGEST_BASIC>
14.937961153924569

> <JCHEM_POLAR_SURFACE_AREA>
148.57

> <JCHEM_REFRACTIVITY>
162.19550000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-N-[(2S)-1-[(3S,7S,10S,13Z)-10-benzyl-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0^{3,7}]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.213   7.949   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -5.686   7.752   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -5.093   6.330   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.028   5.106   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.566   6.133   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.631   7.357   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      -2.973   4.712   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.446   4.515   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.853   3.093   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.787   1.869   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       0.674   2.896   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.732   4.016   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.123   3.356   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.926   1.829   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.006   3.123   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.533   2.926   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.468   4.150   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.995   3.952   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.588   2.531   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.115   2.334   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.050   3.558   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.653   1.307   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.126   1.504   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.246  -0.114   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.312  -1.338   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       5.784  -1.141   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       4.850  -2.365   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.443  -3.787   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.323  -2.168   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.415  -3.412   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.884  -3.248   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.024  -4.492   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.555  -4.328   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.179  -2.920   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.271  -1.676   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.260  -1.840   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0       2.607  -0.642   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0       1.215   0.017   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -0.136  -0.721   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       1.413   1.545   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.511   5.739   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.016   5.541   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.104   7.160   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   41                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   40                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   40                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   23                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22   16                                                       
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   37                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   31                                                       
CONECT   37   29   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   14   11                                                  
CONECT   41    8   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₁N₅O₆

Average Mass

591.7090 Da

Monoisotopic Mass

591.30568 Da

IUPAC Name

(2S)-N-[(2S)-1-[(3S,7S,10S,13Z)-10-benzyl-8,11-dihydroxy-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.0^{3,7}]nonadeca-1(18),8,11,13,15(19),16-hexaen-6-yl]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CN[C@@H](C)C(O)=N[C@@H](C(C)C)C(=O)N1CC[C@@H]2OC3=CC=C(OC)C(=C3)\C=C/N=C(O)[C@H](CC3=CC=CC=C3)N=C(O)[C@@H]12

InChI Identifier

InChI=1S/C32H41N5O6/c1-19(2)27(36-29(38)20(3)33-4)32(41)37-16-14-26-28(37)31(40)35-24(17-21-9-7-6-8-10-21)30(39)34-15-13-22-18-23(43-26)11-12-25(22)42-5/h6-13,15,18-20,24,26-28,33H,14,16-17H2,1-5H3,(H,34,39)(H,35,40)(H,36,38)/b15-13-/t20-,24-,26-,27-,28-/m0/s1

InChI Key

ZAVCUVYFGQXSRX-FZIJLZBSSA-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 nummularia	LOTUS Database	35616633
Ziziphus xylopyrus	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
N-acyl-alpha amino acid or derivatives
Macrolactam
Valine or derivatives
Alpha-amino acid amide
Alanine or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
N-acylpyrrolidine
Anisole
Phenol ether
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Amino acid or derivatives
Lactam
Secondary carboxylic acid amide
Oxacycle
Secondary aliphatic amine
Azacycle
Organoheterocyclic compound
Ether
Secondary amine
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Amine
Organic oxide
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	-3.6	ChemAxon
pKa (Strongest Acidic)	-7.3	ChemAxon
pKa (Strongest Basic)	14.94	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	148.57 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	162.2 m³·mol⁻¹	ChemAxon
Polarizability	62.02 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

C00034471

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

101798848

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kang KB, Ming G, Kim GJ, Ha TK, Choi H, Oh WK, Sung SH: Jubanines F-J, cyclopeptide alkaloids from the roots of Ziziphus jujuba. Phytochemistry. 2015 Nov;119:90-5. doi: 10.1016/j.phytochem.2015.09.001. Epub 2015 Sep 8. [PubMed:26361730 ]
Panseeta P, Lomchoey K, Prabpai S, Kongsaeree P, Suksamrarn A, Ruchirawat S, Suksamrarn S: Antiplasmodial and antimycobacterial cyclopeptide alkaloids from the root of Ziziphus mauritiana. Phytochemistry. 2011 Jun;72(9):909-15. doi: 10.1016/j.phytochem.2011.03.003. Epub 2011 Mar 28. [PubMed:21450320 ]
LOTUS database [Link]

Showing NP-Card for (2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid (NP0186675)

MOL for NP0186675 ((2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid)

3D MOL for NP0186675 ((2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid)

3D SDF for NP0186675 ((2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid)

3D-SDF for NP0186675 ((2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid)

PDB for NP0186675 ((2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid)

3D PDB for NP0186675 ((2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid)

SMILES for NP0186675 ((2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid)

INCHI for NP0186675 ((2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid)

Structure for NP0186675 ((2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid)

3D Structure for NP0186675 ((2s)-n-[(2s)-1-[(3s,7s,10s,13z)-10-benzyl-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]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanimidic acid)