NP-MRD: Showing NP-Card for 1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate (NP0248375)

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Record Information

Version

2.0

Created at

2022-09-07 10:37:29 UTC

Updated at

2022-09-07 10:37:29 UTC

NP-MRD ID

NP0248375

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate

Description

1-Methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate 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. 1-Methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191515452D          

 38 38  0  0  0  0            999 V2000
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  1  2  1  0  0  0  0
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 37 38  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1533004191515452D          

 38 38  0  0  0  0            999 V2000
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    5.8880    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1735   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1735   -1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8880   -0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6024   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6024   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0314   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7458   -0.6039    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  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
 37 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0248375

> <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)OC

> <INCHI_IDENTIFIER>
InChI=1S/C29H49NO8/c1-8-10-11-12-13-14-16-20(4)24(31)21(5)26(32)30-18-15-17-23(30)28(34)38-25(19(3)9-2)29(35)37-22(6)27(33)36-7/h16,19,21-25,31H,8-15,17-18H2,1-7H3

> <INCHI_KEY>
RYWKXTITOBZASH-UHFFFAOYSA-N

> <FORMULA>
C29H49NO8

> <MOLECULAR_WEIGHT>
539.71

> <EXACT_MASS>
539.345817542

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
60.55807111849283

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate

> <ALOGPS_LOGP>
5.26

> <JCHEM_LOGP>
5.427218140000001

> <ALOGPS_LOGS>
-5.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.154888885304072

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2454221757930548

> <JCHEM_POLAR_SURFACE_AREA>
119.44000000000001

> <JCHEM_REFRACTIVITY>
144.06159999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.13e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -0.104  14.884   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.041  13.854   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.720  12.347   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.865  11.317   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.545   9.811   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.689   8.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.369   7.274   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.513   6.243   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.193   4.737   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.729   4.261   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.338   3.707   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.017   2.200   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.802   4.182   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.122   5.689   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.947   3.152   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.626   1.646   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       8.411   3.628   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       8.887   5.092   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.427   5.092   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.903   3.628   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.657   2.723   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.657   1.183   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.991   0.413   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.323   0.413   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.323  -1.127   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.990  -1.897   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.656  -1.127   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.990  -3.437   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.656  -4.207   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.657  -1.897   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       9.657  -3.437   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      10.991  -1.127   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      12.325  -1.897   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.325  -3.437   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.658  -1.127   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      13.658   0.413   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      14.992  -1.897   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      16.326  -1.127   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                                                       
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   38                                                       
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   76    0
END

View in JSmol

Synonyms

Value	Source
1-Methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoic acid	Generator

Chemical Formula

C₂₉H₄₉NO₈

Average Mass

539.7100 Da

Monoisotopic Mass

539.34582 Da

IUPAC Name

1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate

Traditional Name

1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate

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)OC

InChI Identifier

InChI=1S/C29H49NO8/c1-8-10-11-12-13-14-16-20(4)24(31)21(5)26(32)30-18-15-17-23(30)28(34)38-25(19(3)9-2)29(35)37-22(6)27(33)36-7/h16,19,21-25,31H,8-15,17-18H2,1-7H3

InChI Key

RYWKXTITOBZASH-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
Proline or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Monosaccharide
Tertiary carboxylic acid amide
Pyrrolidine
Methyl ester
Secondary alcohol
Carboxamide group
Carboxylic acid ester
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Alcohol
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organooxygen 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	5.26	ALOGPS
logP	5.43	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	14.15	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	119.44 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	144.06 m³·mol⁻¹	ChemAxon
Polarizability	60.56 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

73836737

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate (NP0248375)

MOL for NP0248375 (1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate)

3D MOL for NP0248375 (1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate)

3D SDF for NP0248375 (1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate)

3D-SDF for NP0248375 (1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate)

PDB for NP0248375 (1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate)

3D PDB for NP0248375 (1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate)

SMILES for NP0248375 (1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate)

INCHI for NP0248375 (1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate)

Structure for NP0248375 (1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate)

3D Structure for NP0248375 (1-methoxy-1-oxopropan-2-yl 2-[1-(3-hydroxy-2,4-dimethyldodec-4-enoyl)pyrrolidine-2-carbonyloxy]-3-methylpentanoate)