NP-MRD: Showing NP-Card for (3s)-2-acetyl-3-aminobutanedioic acid; indole (NP0287916)

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Record Information

Version

2.0

Created at

2022-09-09 17:24:13 UTC

Updated at

2022-09-09 17:24:13 UTC

NP-MRD ID

NP0287916

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s)-2-acetyl-3-aminobutanedioic acid; indole

Description

SCHEMBL149556 belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. (3s)-2-acetyl-3-aminobutanedioic acid; indole is found in Heracleum sphondylium and Pisum sativum. Based on a literature review very few articles have been published on SCHEMBL149556.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 37  0  0  0  0  0  0  0  0999 V2000
    2.1964   -0.4731   -0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5565   -0.7699    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2067   -1.4803    1.4153 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2108   -0.2566    1.0117 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1686    1.2117    1.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1501    1.7865    2.2298 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4860    1.9846    0.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8200   -0.7623    0.0210 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4566   -0.2845   -1.2971 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1641   -0.2472    0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6759   -0.5366    1.4460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8338    0.5420   -0.5418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0851   -0.7558   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0997    0.6209   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9139    1.3194   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3217    0.6987   -0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6077    1.1346   -0.0078 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4493    0.0844    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498   -1.0422    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3183   -0.6798    0.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8650   -1.3941    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0204   -1.3051   -1.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2783   -0.3138   -0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8047    0.4444   -1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0589   -0.6884    1.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7546    2.9571    0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657   -1.8611    0.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9524   -0.8763   -2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8609    0.6962   -1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8447    0.2327   -1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0263   -1.3207   -0.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0566    1.1203   -0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9303    2.4095   -0.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8688    2.1604   -0.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5394    0.1515    0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292   -2.0413    0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8076   -2.4656    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  8  1  0
  8  9  1  0
  8 10  1  0
 10 12  1  0
 10 11  2  0
  4  5  1  0
  5  7  1  0
  5  6  2  0
 16 17  1  0
 16 20  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 21 37  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  1
  8 27  1  6
  9 28  1  0
  9 29  1  0
 12 30  1  0
  7 26  1  0
M  END


  Mrv1652309092219242D          

 21 21  0  0  1  0            999 V2000
   -1.7266    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0122    0.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0122    1.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977   -0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -1.2031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0122   -1.2031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168    0.4469    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4168    1.2719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1312    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8457    0.4469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1312   -0.7906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4299    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4299   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7154   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0010   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2164   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7314   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2164    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0010    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7154    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0287916

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N1C=CC2=CC=CC=C12.CC(=O)C([C@H](N)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H7N.C6H9NO5/c1-2-4-8-7(3-1)5-6-9-8;1-2(8)3(5(9)10)4(7)6(11)12/h1-6,9H;3-4H,7H2,1H3,(H,9,10)(H,11,12)/t;3?,4-/m.0/s1

> <INCHI_KEY>
VJHXAZZBZRMMBC-WBXITKJCSA-N

> <FORMULA>
C14H16N2O5

> <MOLECULAR_WEIGHT>
292.291

> <EXACT_MASS>
292.105921623

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
15.201879406099696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-2-acetyl-3-aminobutanedioic acid; 1H-indole

> <JCHEM_LOGP>
-3.4397700974497254

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.851009307580885

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6493822754533984

> <JCHEM_PKA_STRONGEST_BASIC>
9.114899214800072

> <JCHEM_POLAR_SURFACE_AREA>
117.69000000000001

> <JCHEM_REFRACTIVITY>
36.3755

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-2-acetyl-3-aminobutanedioic acid; indole

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.223   0.064   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.889   0.834   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.889   2.374   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.556   0.064   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.556  -1.476   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.778  -2.246   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -1.889  -2.246   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.778   0.834   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.778   2.374   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.112   0.064   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.445   0.834   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.112  -1.476   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.335  -0.770   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       7.871  -1.246   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       6.965  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.871   1.246   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.335   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    4    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   14   21                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   16   21                                                  
CONECT   21   20   13                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₆N₂O₅

Average Mass

292.2910 Da

Monoisotopic Mass

292.10592 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

N1C=CC2=CC=CC=C12.CC(=O)C([C@H](N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C8H7N.C6H9NO5/c1-2-4-8-7(3-1)5-6-9-8;1-2(8)3(5(9)10)4(7)6(11)12/h1-6,9H;3-4H,7H2,1H3,(H,9,10)(H,11,12)/t;3?,4-/m.0/s1

InChI Key

VJHXAZZBZRMMBC-WBXITKJCSA-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
Heracleum sphondylium	LOTUS Database	35616633
Pisum sativum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Indole or derivatives
Indole
Gamma-keto acid
Beta-keto acid
Short-chain keto acid
Branched fatty acid
Keto acid
Beta-aminoketone
Beta-hydroxy ketone
1,3-dicarbonyl compound
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Pyrrole
Heteroaromatic compound
Amino acid
Ketone
Carboxylic acid
Azacycle
Organoheterocyclic compound
Primary amine
Organic nitrogen compound
Amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Aromatic heteropolycyclic compound

Molecular Framework

Not Available

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

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

31149826

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

66606611

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s)-2-acetyl-3-aminobutanedioic acid; indole (NP0287916)

MOL for NP0287916 ((3s)-2-acetyl-3-aminobutanedioic acid; indole)

3D MOL for NP0287916 ((3s)-2-acetyl-3-aminobutanedioic acid; indole)

3D SDF for NP0287916 ((3s)-2-acetyl-3-aminobutanedioic acid; indole)

3D-SDF for NP0287916 ((3s)-2-acetyl-3-aminobutanedioic acid; indole)

PDB for NP0287916 ((3s)-2-acetyl-3-aminobutanedioic acid; indole)

3D PDB for NP0287916 ((3s)-2-acetyl-3-aminobutanedioic acid; indole)

SMILES for NP0287916 ((3s)-2-acetyl-3-aminobutanedioic acid; indole)

INCHI for NP0287916 ((3s)-2-acetyl-3-aminobutanedioic acid; indole)

Structure for NP0287916 ((3s)-2-acetyl-3-aminobutanedioic acid; indole)

3D Structure for NP0287916 ((3s)-2-acetyl-3-aminobutanedioic acid; indole)