NP-MRD: Showing NP-Card for 2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid (NP0260629)

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Record Information

Version

2.0

Created at

2022-09-08 02:51:14 UTC

Updated at

2022-09-08 02:51:15 UTC

NP-MRD ID

NP0260629

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid

Description

2-({4-[(1-Hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid belongs to the class of organic compounds known as valine and derivatives. Valine and derivatives are compounds containing valine or a derivative thereof resulting from reaction of valine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on 2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
    6.6073   -0.3295    0.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2961    0.2934   -0.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4169    1.5129   -0.9193 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3117   -0.3646   -0.1429 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9566   -0.3207   -0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2972    0.1294   -1.4208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8202    0.1228   -1.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370    0.5737   -2.5224 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0828   -0.4006   -0.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3040   -0.4969   -0.2821 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3407    0.4315   -0.6625 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9095   -0.3019   -1.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6300    0.0538   -3.0073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7512   -1.4242   -1.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3227    0.5747    0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3471    1.6898    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1964   -0.6915    0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7222   -0.8669    0.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231   -0.8536    0.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7984   -1.2582    1.7798 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4180   -1.3928    0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7679    0.2161    1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3862   -0.1137   -0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6797    2.2232   -0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8374    0.5308   -2.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7076   -1.3866    0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9557    1.4343   -0.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5117   -2.3462   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8591    0.7420    1.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3493    1.3768    0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1037    2.5259    0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2762    2.0875   -0.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8123   -0.4784    1.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6067   -1.5722    0.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9183   -0.6731   -0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1434   -1.2468    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 17  1  0
 15 11  1  0
 11 10  1  0
 10  9  1  0
  9 18  2  0
 18 19  1  0
 19 20  2  0
 19  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  5  4  1  0
  4  2  2  0
  2  1  1  0
  2  3  1  0
 11 12  1  0
 12 14  1  0
 12 13  2  0
  7  9  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 15 29  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 11 27  1  6
 10 26  1  0
 18 36  1  0
  6 25  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
 14 28  1  0
M  END


  Mrv1652309082204512D          

 20 20  0  0  0  0            999 V2000
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    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  2  0  0  0  0
  4  5  1  4  0  0  0
  5  6  2  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  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
  9 18  2  0  0  0  0
 18 19  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0260629

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(NC1=CC(=O)C(=CC1=O)N=C(C)O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H16N2O5/c1-6(2)12(13(19)20)15-9-5-10(17)8(4-11(9)18)14-7(3)16/h4-6,12,15H,1-3H3,(H,14,16)(H,19,20)

> <INCHI_KEY>
WXCJZGWBYDDUCO-UHFFFAOYSA-N

> <FORMULA>
C13H16N2O5

> <MOLECULAR_WEIGHT>
280.28

> <EXACT_MASS>
280.105921623

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.74243947132839

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid

> <JCHEM_LOGP>
0.7177105223333329

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.413257750773126

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6863582353345126

> <JCHEM_PKA_STRONGEST_BASIC>
0.8900035149090983

> <JCHEM_POLAR_SURFACE_AREA>
116.06

> <JCHEM_REFRACTIVITY>
72.59279999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.334   2.310   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   19                                                  
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   15                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   11   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    9   19                                                       
CONECT   19   18    5   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol

Synonyms

Value	Source
2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoate	Generator

Chemical Formula

C₁₃H₁₆N₂O₅

Average Mass

280.2800 Da

Monoisotopic Mass

280.10592 Da

IUPAC Name

2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid

Traditional Name

2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(NC1=CC(=O)C(=CC1=O)N=C(C)O)C(O)=O

InChI Identifier

InChI=1S/C13H16N2O5/c1-6(2)12(13(19)20)15-9-5-10(17)8(4-11(9)18)14-7(3)16/h4-6,12,15H,1-3H3,(H,14,16)(H,19,20)

InChI Key

WXCJZGWBYDDUCO-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 valine and derivatives. Valine and derivatives are compounds containing valine or a derivative thereof resulting from reaction of valine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Valine and derivatives

Alternative Parents

Substituents

Valine or derivatives
Alpha-amino acid
P-benzoquinone
Quinone
Branched fatty acid
Methyl-branched fatty acid
Fatty acyl
Vinylogous amide
Acetamide
Carboxamide group
Amino acid
Cyclic ketone
Secondary carboxylic acid amide
Ketone
Carboxylic acid
Secondary aliphatic amine
Enamine
Secondary amine
Monocarboxylic acid or derivatives
Organic oxygen compound
Amine
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxide
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic 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	0.72	ChemAxon
pKa (Strongest Acidic)	3.69	ChemAxon
pKa (Strongest Basic)	0.89	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	72.59 m³·mol⁻¹	ChemAxon
Polarizability	27.74 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

76416372

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid (NP0260629)

MOL for NP0260629 (2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid)

3D MOL for NP0260629 (2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid)

3D SDF for NP0260629 (2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid)

3D-SDF for NP0260629 (2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid)

PDB for NP0260629 (2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid)

3D PDB for NP0260629 (2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid)

SMILES for NP0260629 (2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid)

INCHI for NP0260629 (2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid)

Structure for NP0260629 (2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid)

3D Structure for NP0260629 (2-({4-[(1-hydroxyethylidene)amino]-3,6-dioxocyclohexa-1,4-dien-1-yl}amino)-3-methylbutanoic acid)