NP-MRD: Showing NP-Card for endolide E (NP0332294)

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Record Information

Version

2.0

Created at

2023-12-26 12:00:57 UTC

Updated at

2024-09-03 04:18:44 UTC

NP-MRD ID

NP0332294

Natural Product DOI

https://doi.org/10.57994/1494

Secondary Accession Numbers

None

Natural Product Identification

Common Name

endolide E

Description

Endolide E 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. Based on a literature review very few articles have been published on endolide E.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 12262312002D          

 33 35  0  0  1  0            999 V2000
    3.5668    0.9649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2464    0.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4277    0.1022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6675    0.4226    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5650    1.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8048    1.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7022    2.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1471    1.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0099   -0.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124   -0.8941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7919   -1.6543    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0301   -1.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2176   -0.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4885   -0.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901   -2.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1087   -2.2094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8689   -2.5299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9714   -3.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7316   -3.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3138   -3.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5265   -2.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2867   -2.3522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696   -3.0721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2497    0.2450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445   -0.4530    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4240   -1.2132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6067   -1.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5631   -0.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0612   -1.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8860   -0.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1565   -1.7710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4989   -2.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8219   -1.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 23  2  0  0  0  0
  9 24  2  0  0  0  0
 25  2  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 29 33  1  0  0  0  0
M  END


  Mrv2104 12262312002D          

 33 35  0  0  1  0            999 V2000
    3.5668    0.9649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2464    0.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4277    0.1022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6675    0.4226    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5650    1.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8048    1.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7022    2.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1471    1.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0099   -0.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124   -0.8941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7919   -1.6543    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0301   -1.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2176   -0.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4885   -0.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901   -2.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1087   -2.2094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8689   -2.5299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9714   -3.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7316   -3.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3138   -3.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5265   -2.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2867   -2.3522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696   -3.0721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2497    0.2450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445   -0.4530    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4240   -1.2132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6067   -1.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5631   -0.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0612   -1.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8860   -0.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1565   -1.7710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4989   -2.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8219   -1.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 23  2  0  0  0  0
  9 24  2  0  0  0  0
 25  2  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 29 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332294

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C[C@@H]1NC(=O)[C@H](CC2=COC=C2)N(C)C(=O)[C@@H](NC(=O)[C@@H]2CCCN2C1=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C24H36N4O5/c1-14(2)11-17-23(31)28-9-6-7-18(28)21(29)26-20(15(3)4)24(32)27(5)19(22(30)25-17)12-16-8-10-33-13-16/h8,10,13-15,17-20H,6-7,9,11-12H2,1-5H3,(H,25,30)(H,26,29)/t17-,18-,19-,20-/m0/s1

> <INCHI_KEY>
XJBJWMXUWGIXLB-MUGJNUQGSA-N

> <FORMULA>
C24H36N4O5

> <MOLECULAR_WEIGHT>
460.575

> <EXACT_MASS>
460.268570275

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
48.30356632748514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,6S,9S,14aS)-6-[(furan-3-yl)methyl]-5-methyl-9-(2-methylpropyl)-3-(propan-2-yl)-tetradecahydropyrrolo[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone

> <JCHEM_LOGP>
1.2884429196666654

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.313666365584236

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.773394314233744

> <JCHEM_PKA_STRONGEST_BASIC>
-2.585046186104554

> <JCHEM_POLAR_SURFACE_AREA>
111.96000000000001

> <JCHEM_REFRACTIVITY>
121.577

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6S,9S,14aS)-6-(furan-3-ylmethyl)-3-isopropyl-5-methyl-9-(2-methylpropyl)-octahydro-2H-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-DEC-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-DEC-23         0                                  
HETATM    1  O   UNK     0       6.658   1.801   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.060   0.382   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       4.532   0.191   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.113   0.789   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.921   2.317   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.502   2.915   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.311   4.443   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.275   1.985   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.885  -0.141   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.077  -1.669   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.478  -3.088   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.056  -2.958   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.406  -1.458   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.912  -0.661   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.408  -4.316   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       3.936  -4.124   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       5.355  -4.722   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.547  -6.250   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.966  -6.849   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.319  -7.180   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.583  -3.793   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.002  -4.391   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.810  -5.735   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.466   0.457   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.990  -0.846   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       6.391  -2.265   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       4.866  -2.054   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.518  -0.654   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.448  -1.882   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.987  -1.851   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      11.492  -3.306   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      10.265  -4.236   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.001  -3.356   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4   10   24                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17   22   26                                                  
CONECT   22   21                                                            
CONECT   23   15                                                            
CONECT   24    9                                                            
CONECT   25    2   26   28                                                  
CONECT   26   25   21   27                                                  
CONECT   27   26                                                            
CONECT   28   25   29                                                       
CONECT   29   28   30   33                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   29                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₆N₄O₅

Average Mass

460.5750 Da

Monoisotopic Mass

460.26857 Da

IUPAC Name

(3S,6S,9S,14aS)-6-[(furan-3-yl)methyl]-5-methyl-9-(2-methylpropyl)-3-(propan-2-yl)-tetradecahydropyrrolo[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone

Traditional Name

(3S,6S,9S,14aS)-6-(furan-3-ylmethyl)-3-isopropyl-5-methyl-9-(2-methylpropyl)-octahydro-2H-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone

CAS Registry Number

Not Available

SMILES

CC(C)C[C@@H]1NC(=O)[C@H](CC2=COC=C2)N(C)C(=O)[C@@H](NC(=O)[C@@H]2CCCN2C1=O)C(C)C

InChI Identifier

InChI=1S/C24H36N4O5/c1-14(2)11-17-23(31)28-9-6-7-18(28)21(29)26-20(15(3)4)24(32)27(5)19(22(30)25-17)12-16-8-10-33-13-16/h8,10,13-15,17-20H,6-7,9,11-12H2,1-5H3,(H,25,30)(H,26,29)/t17-,18-,19-,20-/m0/s1

InChI Key

XJBJWMXUWGIXLB-MUGJNUQGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C3D6O, experimental)	raphael.reher@pharmazie.uni-marburg.de	Not Available	Not Available	2023-12-26	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C3D6O, experimental)	raphael.reher@pharmazie.uni-marburg.de	Not Available	Not Available	2023-12-26	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C3D6O, experimental)	raphael.reher@pharmazie.uni-marburg.de	Not Available	Not Available	2023-12-26	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C3D6O, experimental)	raphael.reher@pharmazie.uni-marburg.de	Not Available	Not Available	2023-12-26	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C3D6O, experimental)	raphael.reher@pharmazie.uni-marburg.de	Not Available	Not Available	2023-12-26	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C3D6O, experimental)	raphael.reher@pharmazie.uni-marburg.de	Not Available	Not Available	2023-12-26	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound 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
Leucine or derivatives
Valine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Pyrrolidine-2-carboxamide
Pyrrolidine carboxylic acid or derivatives
N-acylpyrrolidine
Fatty acyl
N-acyl-amine
Fatty amide
Heteroaromatic compound
Tertiary carboxylic acid amide
Pyrrolidine
Furan
Lactam
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	1.29	ChemAxon
pKa (Strongest Acidic)	10.77	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	111.96 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	121.58 m³·mol⁻¹	ChemAxon
Polarizability	48.3 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for endolide E (NP0332294)

MOL for NP0332294 (endolide E)

3D MOL for NP0332294 (endolide E)

3D SDF for NP0332294 (endolide E)

3D-SDF for NP0332294 (endolide E)

PDB for NP0332294 (endolide E)

3D PDB for NP0332294 (endolide E)

SMILES for NP0332294 (endolide E)

INCHI for NP0332294 (endolide E)

Structure for NP0332294 (endolide E)

3D Structure for NP0332294 (endolide E)