NP-MRD: Showing NP-Card for 2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-n-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid (NP0252581)

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Record Information

Version

2.0

Created at

2022-09-07 16:08:32 UTC

Updated at

2022-09-07 16:08:32 UTC

NP-MRD ID

NP0252581

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-n-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid

Description

2-({1-Hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-N-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. 2-({1-Hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-N-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161508192D          

 38 39  0  0  0  0            999 V2000
    8.7819   -1.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3515   -1.9975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4612   -0.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 37 38  2  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1533004161508192D          

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   11.4824   -4.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0225   -5.2716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6722   -4.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1321   -4.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7819   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9718   -3.8684    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
  2  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
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  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
 30 36  1  0  0  0  0
 28 37  1  0  0  0  0
 37 38  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0252581

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(NC(=O)C(CC1=CC=C(O)C=C1)NC(=O)CC(C)C)C(=O)NC(CC1=CC=C(O)C=C1)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H39N3O6/c1-18(2)13-25(28(37)30-22(17-33)15-20-5-9-23(34)10-6-20)32-29(38)26(31-27(36)14-19(3)4)16-21-7-11-24(35)12-8-21/h5-12,17-19,22,25-26,34-35H,13-16H2,1-4H3,(H,30,37)(H,31,36)(H,32,38)

> <INCHI_KEY>
FWNXEHQYIWGYHB-UHFFFAOYSA-N

> <FORMULA>
C29H39N3O6

> <MOLECULAR_WEIGHT>
525.646

> <EXACT_MASS>
525.283885988

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
56.47171928752355

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[3-(4-hydroxyphenyl)-2-(3-methylbutanamido)propanamido]-N-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanamide

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
3.400236898

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.803900570492805

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.202315637547503

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5750259259452606

> <JCHEM_POLAR_SURFACE_AREA>
144.83

> <JCHEM_REFRACTIVITY>
144.26039999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.23e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[3-(4-hydroxyphenyl)-2-(3-methylbutanamido)propanamido]-N-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      16.393  -2.856   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.385  -1.691   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.889  -0.236   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.873  -1.982   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.368  -3.438   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      11.856  -3.729   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      10.848  -2.565   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.352  -1.109   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.336  -2.856   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.328  -1.691   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.815  -1.982   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.311  -3.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.799  -3.729   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.791  -2.565   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.279  -2.856   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.295  -1.109   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.807  -0.818   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       8.832  -4.311   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       9.840  -5.475   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      11.352  -5.184   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.344  -8.094   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.840  -9.549   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.856  -7.803   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.377  -4.602   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.873  -6.057   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0      15.889  -4.311   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      16.897  -5.475   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.409  -5.184   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      19.417  -6.348   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      20.930  -6.057   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      21.938  -7.221   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      21.434  -8.676   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      22.442  -9.840   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      19.922  -8.967   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      18.913  -7.803   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.393  -6.930   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      14.881  -7.221   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   11                                                       
CONECT   18    9   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    5   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   37                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   36                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   30                                                       
CONECT   37   28   38                                                       
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

View in JSmol

Synonyms

Value	Source
2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-N-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidate	Generator
N-Isovaleryl-tyrosyl-leucyl-tyrosinal	MeSH

Chemical Formula

C₂₉H₃₉N₃O₆

Average Mass

525.6460 Da

Monoisotopic Mass

525.28389 Da

IUPAC Name

2-[3-(4-hydroxyphenyl)-2-(3-methylbutanamido)propanamido]-N-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanamide

Traditional Name

2-[3-(4-hydroxyphenyl)-2-(3-methylbutanamido)propanamido]-N-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanamide

CAS Registry Number

Not Available

SMILES

CC(C)CC(NC(=O)C(CC1=CC=C(O)C=C1)NC(=O)CC(C)C)C(=O)NC(CC1=CC=C(O)C=C1)C=O

InChI Identifier

InChI=1S/C29H39N3O6/c1-18(2)13-25(28(37)30-22(17-33)15-20-5-9-23(34)10-6-20)32-29(38)26(31-27(36)14-19(3)4)16-21-7-11-24(35)12-8-21/h5-12,17-19,22,25-26,34-35H,13-16H2,1-4H3,(H,30,37)(H,31,36)(H,32,38)

InChI Key

FWNXEHQYIWGYHB-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 dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Tyrosine or derivatives
Phenylalanine or derivatives
Leucine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Fatty amide
N-acyl-amine
Fatty acyl
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Aldehyde
Organic oxide
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.7	ALOGPS
logP	3.4	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	9.2	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.83 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	144.26 m³·mol⁻¹	ChemAxon
Polarizability	56.47 Å³	ChemAxon
Number of Rings	2	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

6439075

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-n-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid (NP0252581)

MOL for NP0252581 (2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-n-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid)

3D MOL for NP0252581 (2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-n-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid)

3D SDF for NP0252581 (2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-n-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid)

3D-SDF for NP0252581 (2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-n-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid)

PDB for NP0252581 (2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-n-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid)

3D PDB for NP0252581 (2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-n-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid)

SMILES for NP0252581 (2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-n-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid)

INCHI for NP0252581 (2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-n-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid)

Structure for NP0252581 (2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-n-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid)

3D Structure for NP0252581 (2-({1-hydroxy-2-[(1-hydroxy-3-methylbutylidene)amino]-3-(4-hydroxyphenyl)propylidene}amino)-n-[1-(4-hydroxyphenyl)-3-oxopropan-2-yl]-4-methylpentanimidic acid)