NP-MRD: Showing NP-Card for (2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid (NP0157252)

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Record Information

Version

2.0

Created at

2022-09-02 14:35:39 UTC

Updated at

2022-09-02 14:35:39 UTC

NP-MRD ID

NP0157252

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

Description

Not Available

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022216352D          

 34 37  0  0  1  0            999 V2000
    2.8629   -7.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4352   -6.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1497   -7.1302    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309022216352D          

 34 37  0  0  1  0            999 V2000
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 26 32  1  0  0  0  0
 32 33  1  1  0  0  0
 34 33  1  1  0  0  0
 32 34  1  0  0  0  0
 19 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0157252

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC[C@H](C)\C=C(/C)\C=C/C(O)=N[C@@H]1C[C@@]2(O[C@H]1O)[C@@H]1O[C@@H]1[C@](O)(CC(C)=O)[C@H]1O[C@@H]21

> <INCHI_IDENTIFIER>
InChI=1S/C26H39NO7/c1-5-6-7-8-9-15(2)12-16(3)10-11-19(29)27-18-14-26(34-24(18)30)22-20(32-22)25(31,13-17(4)28)21-23(26)33-21/h10-12,15,18,20-24,30-31H,5-9,13-14H2,1-4H3,(H,27,29)/b11-10-,16-12+/t15-,18+,20-,21-,22+,23+,24+,25-,26-/m0/s1

> <INCHI_KEY>
YFJWRMZGLWVCSQ-WOHKYBCSSA-N

> <FORMULA>
C26H39NO7

> <MOLECULAR_WEIGHT>
477.598

> <EXACT_MASS>
477.2726526

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
51.58095095902707

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,4E,6S)-N-[(1'R,2R,3'R,4R,5R,5'S,6'S,7'S)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0^{3,5}]octane]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
3.3700638693333325

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.736963696908465

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.1318428247254815

> <JCHEM_PKA_STRONGEST_BASIC>
2.9567168704982065

> <JCHEM_POLAR_SURFACE_AREA>
124.41000000000003

> <JCHEM_REFRACTIVITY>
126.20849999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,4E,6S)-N-[(1'R,2R,3'R,4R,5R,5'S,6'S,7'S)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0^{3,5}]octane]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       5.344 -13.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.678 -12.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.011 -13.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.345 -12.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.679 -13.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.012 -12.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.346 -13.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.346 -14.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.680 -12.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.014 -13.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.014 -14.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.347 -12.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.681 -13.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.681 -14.850   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      17.347 -15.620   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      20.015 -15.620   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      20.015 -17.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.260 -18.065   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.785 -19.530   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      19.245 -19.530   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      18.769 -18.065   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      17.304 -17.589   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      22.316 -19.369   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      23.848 -19.208   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      23.221 -20.615   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.595 -22.021   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      24.089 -22.394   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      22.487 -23.558   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      23.764 -24.419   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      25.148 -23.744   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      23.657 -25.955   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      21.063 -22.182   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      19.532 -22.343   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      20.158 -20.936   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   23   34                                             
CONECT   20   19   21                                                       
CONECT   21   20   17   22                                                  
CONECT   22   21                                                            
CONECT   23   19   24   25                                                  
CONECT   24   23   25                                                       
CONECT   25   24   23   26                                                  
CONECT   26   25   27   28   32                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   26   33   34                                                  
CONECT   33   32   34                                                       
CONECT   34   33   32   19                                                  
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₉NO₇

Average Mass

477.5980 Da

Monoisotopic Mass

477.27265 Da

IUPAC Name

(2Z,4E,6S)-N-[(1'R,2R,3'R,4R,5R,5'S,6'S,7'S)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0^{3,5}]octane]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

Traditional Name

(2Z,4E,6S)-N-[(1'R,2R,3'R,4R,5R,5'S,6'S,7'S)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0^{3,5}]octane]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

CAS Registry Number

Not Available

SMILES

CCCCCC[C@H](C)\C=C(/C)\C=C/C(O)=N[C@@H]1C[C@@]2(O[C@H]1O)[C@@H]1O[C@@H]1[C@](O)(CC(C)=O)[C@H]1O[C@@H]21

InChI Identifier

InChI=1S/C26H39NO7/c1-5-6-7-8-9-15(2)12-16(3)10-11-19(29)27-18-14-26(34-24(18)30)22-20(32-22)25(31,13-17(4)28)21-23(26)33-21/h10-12,15,18,20-24,30-31H,5-9,13-14H2,1-4H3,(H,27,29)/b11-10-,16-12+/t15-,18+,20-,21-,22+,23+,24+,25-,26-/m0/s1

InChI Key

YFJWRMZGLWVCSQ-WOHKYBCSSA-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

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	2.94	ALOGPS
logP	3.37	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	6.13	ChemAxon
pKa (Strongest Basic)	2.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	124.41 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	126.21 m³·mol⁻¹	ChemAxon
Polarizability	51.58 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	Yes	ChemAxon

External Links

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid (NP0157252)

MOL for NP0157252 ((2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid)

3D MOL for NP0157252 ((2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid)

3D SDF for NP0157252 ((2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid)

3D-SDF for NP0157252 ((2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid)

PDB for NP0157252 ((2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid)

3D PDB for NP0157252 ((2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid)

SMILES for NP0157252 ((2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid)

INCHI for NP0157252 ((2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid)

Structure for NP0157252 ((2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid)

3D Structure for NP0157252 ((2z,4e,6s)-n-[(1'r,2r,3'r,4r,5r,5's,6's,7's)-5,6'-dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0³,⁵]octan]-4-yl]-4,6-dimethyldodeca-2,4-dienimidic acid)