NP-MRD: Showing NP-Card for (2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid (NP0156925)

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Record Information

Version

2.0

Created at

2022-09-02 14:12:23 UTC

Updated at

2022-09-02 14:12:23 UTC

NP-MRD ID

NP0156925

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid

Description

GammaGluCys(IAN)Glu 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. GammaGluCys(IAN)Glu is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid is found in Arabidopsis thaliana. Based on a literature review very few articles have been published on gammaGluCys(IAN)Glu.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022216122D          

 37 38  0  0  1  0            999 V2000
   11.7145   -9.2097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7145   -8.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7145   -7.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0001   -7.1472    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.2856   -7.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5711   -7.1472    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8567   -7.5597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1422   -7.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1422   -6.3222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4277   -7.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7132   -7.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988   -7.5597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9988   -8.3847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2843   -7.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698   -7.5597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2843   -6.3222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5711   -6.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2856   -5.9097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8567   -5.9097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8567   -5.0847    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1422   -4.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4277   -5.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7132   -4.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988   -5.0847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7132   -3.8472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5711   -4.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5711   -3.8472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2856   -5.0847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4290   -7.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5152   -6.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3222   -6.1552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7347   -6.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5417   -7.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.2446   -8.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4376   -8.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1827   -7.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  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  6  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
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 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  4  0  0  0
 17 19  2  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
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  3 29  1  0  0  0  0
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 36 37  2  0  0  0  0
 29 37  1  0  0  0  0
 32 37  1  0  0  0  0
M  END

     RDKit          3D

 64 65  0  0  0  0  0  0  0  0999 V2000
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    5.3077   -1.1407    0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2316   -0.9837    0.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309022216122D          

 37 38  0  0  1  0            999 V2000
   11.7145   -9.2097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7145   -8.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7145   -7.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0001   -7.1472    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.2856   -7.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5711   -7.1472    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8567   -7.5597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1422   -7.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1422   -6.3222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4277   -7.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7132   -7.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988   -7.5597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9988   -8.3847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2843   -7.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698   -7.5597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2843   -6.3222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5711   -6.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2856   -5.9097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8567   -5.0847    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    7.4277   -5.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7132   -4.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5711   -3.8472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.2446   -8.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.1827   -7.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  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  6  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  0  0  0
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 29 37  1  0  0  0  0
 32 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0156925

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CCC(O)=N[C@@H](CSC(C#N)C1=CNC2=CC=CC=C12)C(O)=N[C@@H](CCC(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H27N5O8S/c24-9-18(13-10-26-15-4-2-1-3-12(13)15)37-11-17(27-19(29)7-5-14(25)22(33)34)21(32)28-16(23(35)36)6-8-20(30)31/h1-4,10,14,16-18,26H,5-8,11,25H2,(H,27,29)(H,28,32)(H,30,31)(H,33,34)(H,35,36)/t14-,16-,17-,18?/m0/s1

> <INCHI_KEY>
VIFUUCKOHMULOK-PNQBHLATSA-N

> <FORMULA>
C23H27N5O8S

> <MOLECULAR_WEIGHT>
533.56

> <EXACT_MASS>
533.158034023

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
52.02521304592122

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1H-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid

> <ALOGPS_LOGP>
-0.86

> <JCHEM_LOGP>
-1.5550665131768386

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.042536901448684

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8686307809833016

> <JCHEM_PKA_STRONGEST_BASIC>
9.534841502202744

> <JCHEM_POLAR_SURFACE_AREA>
242.67999999999998

> <JCHEM_REFRACTIVITY>
130.7495

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1H-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic 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  N   UNK     0      21.867 -17.191   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      21.867 -15.651   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.867 -14.111   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0      20.533 -13.341   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0      19.200 -14.111   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.866 -13.341   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      16.532 -14.111   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      15.199 -13.341   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      15.199 -11.801   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      13.865 -14.111   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.531 -13.341   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.198 -14.111   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      11.198 -15.651   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       9.864 -13.341   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.530 -14.111   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       9.864 -11.801   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      17.866 -11.801   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      19.200 -11.031   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      16.532 -11.031   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      16.532  -9.491   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.199  -8.721   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.865  -9.491   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.531  -8.721   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.198  -9.491   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      12.531  -7.181   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      17.866  -8.721   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      17.866  -7.181   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      19.200  -9.491   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      23.201 -13.341   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      23.362 -11.810   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      24.868 -11.490   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      25.638 -12.823   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      27.144 -13.143   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      27.620 -14.608   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      26.590 -15.753   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      25.084 -15.432   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      24.608 -13.968   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    6   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   20   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    3   30   37                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   29   32                                                  
MASTER        0    0    0    0    0    0    0    0   37    0   76    0
END

View in JSmol

Synonyms

Value	Source
gamma-L-Glu-L-cys-(ian)-L-glu	ChEBI
g-L-Glu-L-cys-(ian)-L-glu	Generator
Γ-L-glu-L-cys-(ian)-L-glu	Generator

Chemical Formula

C₂₃H₂₇N₅O₈S

Average Mass

533.5600 Da

Monoisotopic Mass

533.15803 Da

IUPAC Name

(2S)-2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1H-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid

Traditional Name

(2S)-2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1H-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid

CAS Registry Number

Not Available

SMILES

N[C@@H](CCC(O)=N[C@@H](CSC(C#N)C1=CNC2=CC=CC=C12)C(O)=N[C@@H](CCC(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C23H27N5O8S/c24-9-18(13-10-26-15-4-2-1-3-12(13)15)37-11-17(27-19(29)7-5-14(25)22(33)34)21(32)28-16(23(35)36)6-8-20(30)31/h1-4,10,14,16-18,26H,5-8,11,25H2,(H,27,29)(H,28,32)(H,30,31)(H,33,34)(H,35,36)/t14-,16-,17-,18?/m0/s1

InChI Key

VIFUUCKOHMULOK-PNQBHLATSA-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
Arabidopsis thaliana	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
Gamma-glutamyl alpha peptide
Glutamic acid or derivatives
Glutamine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
Cysteine or derivatives
Alpha-amino acid amide
L-alpha-amino acid
3-alkylindole
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Indole
Indole or derivatives
Tricarboxylic acid or derivatives
Fatty amide
Substituted pyrrole
Fatty acyl
N-acyl-amine
Benzenoid
Heteroaromatic compound
Pyrrole
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Thioether
Carboxylic acid
Nitrile
Carbonitrile
Sulfenyl compound
Dialkylthioether
Organoheterocyclic compound
Azacycle
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organosulfur compound
Amine
Organic oxide
Organopnictogen compound
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indoles (CHEBI:64978 )
tripeptide (CHEBI:64978 )
nitrile (CHEBI:64978 )
S-conjugate (CHEBI:64978 )

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	-0.86	ALOGPS
logP	-1.6	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	242.68 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	130.75 m³·mol⁻¹	ChemAxon
Polarizability	52.03 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

28532783

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70678636

PDB ID

Not Available

ChEBI ID

64978

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid (NP0156925)

MOL for NP0156925 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid)

3D MOL for NP0156925 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid)

3D SDF for NP0156925 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid)

3D-SDF for NP0156925 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid)

PDB for NP0156925 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid)

3D PDB for NP0156925 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid)

SMILES for NP0156925 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid)

INCHI for NP0156925 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid)

Structure for NP0156925 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid)

3D Structure for NP0156925 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-3-{[cyano(1h-indol-3-yl)methyl]sulfanyl}-1-hydroxypropylidene]amino}pentanedioic acid)