NP-MRD: Showing NP-Card for 2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid (NP0326126)

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Record Information

Version

2.0

Created at

2022-09-12 07:24:57 UTC

Updated at

2022-09-12 07:24:57 UTC

NP-MRD ID

NP0326126

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid

Description

2-({2-[1-(3-Hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid belongs to the class of organic compounds known as depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids), commonly but not necessarily regularly alternating. 2-({2-[1-(3-Hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171504562D          

 37 37  0  0  0  0            999 V2000
   -4.8666    6.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0596    6.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9977    5.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7428    4.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9358    4.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6809    3.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8739    3.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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 35 37  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1533004171504562D          

 37 37  0  0  0  0            999 V2000
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    4.1570   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8070    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8070    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0445    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0445    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8695    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320   -0.3020    0.0000 O   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  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0326126

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC=C(C)C(O)C(C)C(=O)N1CCCC1C(=O)OC(C(C)CC)C(=O)OC(C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H47NO8/c1-7-9-10-11-12-13-15-19(4)23(30)20(5)25(31)29-17-14-16-22(29)27(34)37-24(18(3)8-2)28(35)36-21(6)26(32)33/h15,18,20-24,30H,7-14,16-17H2,1-6H3,(H,32,33)

> <INCHI_KEY>
HYPDCGGBAFGHKA-UHFFFAOYSA-N

> <FORMULA>
C28H47NO8

> <MOLECULAR_WEIGHT>
525.683

> <EXACT_MASS>
525.330167477

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
58.575894946755

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid

> <ALOGPS_LOGP>
4.59

> <JCHEM_LOGP>
5.2813240839999995

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.154888885316161

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.607297607165126

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2454285812012484

> <JCHEM_POLAR_SURFACE_AREA>
130.44

> <JCHEM_REFRACTIVITY>
139.2925

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -9.084  11.756   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.578  11.436   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.102   9.972   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.596   9.651   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.120   8.187   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.613   7.867   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.138   6.402   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.631   6.082   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.155   4.617   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.186   3.473   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.351   4.297   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.827   2.832   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.381   5.441   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.906   6.906   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.888   5.121   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.364   3.657   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       3.918   6.266   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.598   7.772   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.932   8.542   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.076   7.512   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.450   6.105   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.220   4.771   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.450   3.437   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.760   4.771   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.530   3.437   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.760   2.104   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.220   2.104   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.530   0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.760  -0.564   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.070   3.437   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      10.840   4.771   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      10.840   2.104   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      12.380   2.104   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.150   3.437   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.150   0.770   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      14.690   0.770   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      12.380  -0.564   0.000  0.00  0.00           O+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                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28                                                            
CONECT   30   25   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   74    0
END

View in JSmol

Synonyms

Value	Source
2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoate	Generator

Chemical Formula

C₂₈H₄₇NO₈

Average Mass

525.6830 Da

Monoisotopic Mass

525.33017 Da

IUPAC Name

2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid

Traditional Name

2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCC=C(C)C(O)C(C)C(=O)N1CCCC1C(=O)OC(C(C)CC)C(=O)OC(C)C(O)=O

InChI Identifier

InChI=1S/C28H47NO8/c1-7-9-10-11-12-13-15-19(4)23(30)20(5)25(31)29-17-14-16-22(29)27(34)37-24(18(3)8-2)28(35)36-21(6)26(32)33/h15,18,20-24,30H,7-14,16-17H2,1-6H3,(H,32,33)

InChI Key

HYPDCGGBAFGHKA-UHFFFAOYSA-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

Description

Belongs to the class of organic compounds known as depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids), commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Depsipeptides

Alternative Parents

Substituents

Depsipeptide
Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Proline or derivatives
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Fatty acid ester
Monosaccharide
Fatty acyl
Tertiary carboxylic acid amide
Pyrrolidine
Secondary alcohol
Carboxylic acid ester
Carboxamide group
Carboxylic acid derivative
Carboxylic acid
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	4.59	ALOGPS
logP	5.28	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.61	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	130.44 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	139.29 m³·mol⁻¹	ChemAxon
Polarizability	58.58 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

73836735

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid (NP0326126)

MOL for NP0326126 (2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid)

3D MOL for NP0326126 (2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid)

3D SDF for NP0326126 (2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid)

3D-SDF for NP0326126 (2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid)

PDB for NP0326126 (2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid)

3D PDB for NP0326126 (2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid)

SMILES for NP0326126 (2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid)

INCHI for NP0326126 (2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid)

Structure for NP0326126 (2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid)

3D Structure for NP0326126 (2-({2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoyl}oxy)propanoic acid)