NP-MRD: Showing NP-Card for (2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid (NP0206969)

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Record Information

Version

2.0

Created at

2022-09-05 03:24:24 UTC

Updated at

2022-09-05 03:24:24 UTC

NP-MRD ID

NP0206969

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid

Description

SCHEMBL17866986 belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. (2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid is found in Pseudoalteromonas haloplanktis. Based on a literature review very few articles have been published on SCHEMBL17866986.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052205242D          

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 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 23 29  1  0  0  0  0
 16 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
  5 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0206969

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C[C@H](N=C(O)[C@@H]1CCCN1C(=O)[C@@H](N=C(O)[C@@H](N)CC1=CC=C(O)C=C1)C(C)C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H38N4O6/c1-14(2)12-19(25(34)35)27-23(32)20-6-5-11-29(20)24(33)21(15(3)4)28-22(31)18(26)13-16-7-9-17(30)10-8-16/h7-10,14-15,18-21,30H,5-6,11-13,26H2,1-4H3,(H,27,32)(H,28,31)(H,34,35)/t18-,19-,20-,21-/m0/s1

> <INCHI_KEY>
RITYBYCZDREYDS-TUFLPTIASA-N

> <FORMULA>
C25H38N4O6

> <MOLECULAR_WEIGHT>
490.601

> <EXACT_MASS>
490.27913496

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
53.24415549631656

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-({[(2S)-1-[(2S)-2-{[(2S)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid

> <JCHEM_LOGP>
0.5446909584542226

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.8946612369709976

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.225623541960015

> <JCHEM_PKA_STRONGEST_BASIC>
9.062733462382838

> <JCHEM_POLAR_SURFACE_AREA>
169.04

> <JCHEM_REFRACTIVITY>
130.39110000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-({[(2S)-1-[(2S)-2-{[(2S)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.798  -8.944   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.464  -9.714   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.130  -8.944   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.464 -11.254   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.130 -12.024   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -5.130 -13.564   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -3.797 -14.334   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.463 -13.564   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.797 -15.874   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.043 -16.780   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.567 -18.244   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.027 -18.244   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -2.551 -16.780   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -1.086 -16.304   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.766 -14.797   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.058 -17.334   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       1.523 -16.858   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       2.667 -17.889   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.347 -19.395   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.132 -17.413   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       5.276 -18.443   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       4.452 -15.906   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.917 -15.431   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.237 -13.924   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.702 -13.448   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.846 -14.479   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.311 -14.003   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.526 -15.985   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.061 -16.461   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.262 -18.840   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.883 -19.871   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.727 -19.316   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.797 -11.254   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -2.463 -12.024   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -3.797  -9.714   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   33                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    9   14                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   30                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   29                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   23                                                       
CONECT   30   16   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33    5   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₈N₄O₆

Average Mass

490.6010 Da

Monoisotopic Mass

490.27913 Da

IUPAC Name

(2S)-2-({[(2S)-1-[(2S)-2-{[(2S)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid

Traditional Name

(2S)-2-({[(2S)-1-[(2S)-2-{[(2S)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C[C@H](N=C(O)[C@@H]1CCCN1C(=O)[C@@H](N=C(O)[C@@H](N)CC1=CC=C(O)C=C1)C(C)C)C(O)=O

InChI Identifier

InChI=1S/C25H38N4O6/c1-14(2)12-19(25(34)35)27-23(32)20-6-5-11-29(20)24(33)21(15(3)4)28-22(31)18(26)13-16-7-9-17(30)10-8-16/h7-10,14-15,18-21,30H,5-6,11-13,26H2,1-4H3,(H,27,32)(H,28,31)(H,34,35)/t18-,19-,20-,21-/m0/s1

InChI Key

RITYBYCZDREYDS-TUFLPTIASA-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

Species Name	Source	Reference
Pseudoalteromonas haloplanktis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Tyrosine or derivatives
Phenylalanine or derivatives
Leucine or derivatives
Valine or derivatives
Proline or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Amphetamine or derivatives
Pyrrolidine-2-carboxamide
Pyrrolidine carboxylic acid or derivatives
N-acylpyrrolidine
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Benzenoid
Fatty amide
Monocyclic benzene moiety
Fatty acyl
Tertiary carboxylic acid amide
Pyrrolidine
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Primary aliphatic amine
Organonitrogen compound
Organic oxygen compound
Organooxygen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Primary amine
Hydrocarbon derivative
Amine
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	0.54	ChemAxon
pKa (Strongest Acidic)	3.23	ChemAxon
pKa (Strongest Basic)	9.06	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	169.04 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	130.39 m³·mol⁻¹	ChemAxon
Polarizability	53.24 Å³	ChemAxon
Number of Rings	2	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10480961

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21778321

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid (NP0206969)

MOL for NP0206969 ((2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid)

3D MOL for NP0206969 ((2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid)

3D SDF for NP0206969 ((2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid)

3D-SDF for NP0206969 ((2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid)

PDB for NP0206969 ((2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid)

3D PDB for NP0206969 ((2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid)

SMILES for NP0206969 ((2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid)

INCHI for NP0206969 ((2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid)

Structure for NP0206969 ((2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid)

3D Structure for NP0206969 ((2s)-2-({[(2s)-1-[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-methylpentanoic acid)