NP-MRD: Showing NP-Card for endolide F (NP0332293)

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Record Information

Version

1.0

Created at

2023-12-26 12:00:40 UTC

Updated at

2024-04-19 10:02:24 UTC

NP-MRD ID

NP0332293

Secondary Accession Numbers

None

Natural Product Identification

Common Name

endolide F

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 12262312002D          

 35 38  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
    0.0987    1.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    1.6748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2048    2.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6172    2.3651    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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 17 25  2  0  0  0  0
 11 26  2  0  0  0  0
 27  2  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 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  1  0  0  0  0
 34 35  2  0  0  0  0
 31 35  1  0  0  0  0
M  END


  Mrv2104 12262312002D          

 35 38  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
    0.0987    1.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    1.6748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2048    2.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6172    2.3651    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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 17 25  2  0  0  0  0
 11 26  2  0  0  0  0
 27  2  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 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  1  0  0  0  0
 34 35  2  0  0  0  0
 31 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332293

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@H](CC2=COC=C2)NC(=O)[C@H](CC2=COC=C2)N(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H32N4O6/c1-15(2)21-25(33)28(3)20(12-17-7-10-35-14-17)23(31)26-18(11-16-6-9-34-13-16)24(32)29-8-4-5-19(29)22(30)27-21/h6-7,9-10,13-15,18-21H,4-5,8,11-12H2,1-3H3,(H,26,31)(H,27,30)/t18-,19-,20-,21-/m0/s1

> <INCHI_KEY>
INUAEEFSGGEQCW-TUFLPTIASA-N

> <FORMULA>
C25H32N4O6

> <MOLECULAR_WEIGHT>
484.553

> <EXACT_MASS>
484.232184766

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
48.96426210970777

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
0.8309046513333322

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.908892874093283

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.362543300261956

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4819103723086364

> <JCHEM_POLAR_SURFACE_AREA>
125.1

> <JCHEM_REFRACTIVITY>
125.0358

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6S,9S,14aS)-6,9-bis(furan-3-ylmethyl)-3-isopropyl-5-methyl-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       0.184   2.119   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.981   3.126   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.382   4.545   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.152   4.415   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.885  -0.141   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.077  -1.669   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.478  -3.088   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.056  -2.958   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.406  -1.458   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.912  -0.661   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.408  -4.316   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       3.936  -4.124   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       5.355  -4.722   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.547  -6.250   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.966  -6.849   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.319  -7.180   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.583  -3.793   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.002  -4.391   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.810  -5.735   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.466   0.457   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.990  -0.846   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       6.391  -2.265   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       4.866  -2.054   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.518  -0.654   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.448  -1.882   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.987  -1.851   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      11.492  -3.306   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      10.265  -4.236   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.001  -3.356   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   27                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6                                                       
CONECT   11    4   12   26                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12                                                       
CONECT   17   13   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   19   24   28                                                  
CONECT   24   23                                                            
CONECT   25   17                                                            
CONECT   26   11                                                            
CONECT   27    2   28   30                                                  
CONECT   28   27   23   29                                                  
CONECT   29   28                                                            
CONECT   30   27   31                                                       
CONECT   31   30   32   35                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   31                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₂N₄O₆

Average Mass

484.5530 Da

Monoisotopic Mass

484.23218 Da

IUPAC Name

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

Traditional Name

(3S,6S,9S,14aS)-6,9-bis(furan-3-ylmethyl)-3-isopropyl-5-methyl-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@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@H](CC2=COC=C2)NC(=O)[C@H](CC2=COC=C2)N(C)C1=O

InChI Identifier

InChI=1S/C25H32N4O6/c1-15(2)21-25(33)28(3)20(12-17-7-10-35-14-17)23(31)26-18(11-16-6-9-34-13-16)24(32)29-8-4-5-19(29)22(30)27-21/h6-7,9-10,13-15,18-21H,4-5,8,11-12H2,1-3H3,(H,26,31)(H,27,30)/t18-,19-,20-,21-/m0/s1

InChI Key

INUAEEFSGGEQCW-TUFLPTIASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[Carbon¹³, ] NMR Spectrum (2D, 101 MHz, C3D6O, experimental)	raphael.reher@pharmazie.uni-marburg.de	Not Available	Not Available	2023-12-26	View Spectrum
HSQC NMR	[¹H, Carbon¹³] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	raphael.reher@pharmazie.uni-marburg.de	Not Available	Not Available	2023-12-26	View Spectrum
HMBC NMR	[¹H, Carbon¹³] NMR Spectrum (2D, 400 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, 400 MHz, C3D6O, experimental)	raphael.reher@pharmazie.uni-marburg.de	Not Available	Not Available	2023-12-26	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 400 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

Classification

Not classified

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	0.83	ChemAxon
pKa (Strongest Acidic)	10.36	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	125.1 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	125.04 m³·mol⁻¹	ChemAxon
Polarizability	48.96 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for endolide F (NP0332293)

MOL for NP0332293 (endolide F)

3D MOL for NP0332293 (endolide F)

3D SDF for NP0332293 (endolide F)

3D-SDF for NP0332293 (endolide F)

PDB for NP0332293 (endolide F)

3D PDB for NP0332293 (endolide F)

SMILES for NP0332293 (endolide F)

INCHI for NP0332293 (endolide F)

Structure for NP0332293 (endolide F)

3D Structure for NP0332293 (endolide F)