NP-MRD: Showing NP-Card for (2s)-3-acetyl-2-aminopentanedioic acid; indole (NP0267400)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 12:10:20 UTC

Updated at

2022-09-08 12:10:21 UTC

NP-MRD ID

NP0267400

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

SCHEMBL5805750 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. Based on a literature review very few articles have been published on SCHEMBL5805750.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 40  0  0  0  0  0  0  0  0999 V2000
   -1.7076    2.0915    0.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4725    1.3121    0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3520    1.5892    1.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1616    0.1828   -0.3499 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2281   -0.8656   -0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0752   -2.0287   -1.0610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1851   -2.1902   -1.9282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9879   -3.0926   -0.9583 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2117   -0.3605   -0.0497 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3071   -0.8699    1.3033 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2674    0.6693   -0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0554    0.9700    0.7060 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4196    1.3383   -1.4342 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1181    0.6282    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0351   -0.7467    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8276   -1.3853    0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575   -0.6738   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6443   -1.0331   -0.2362 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4264    0.0600   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5882    1.1440   -0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2711    0.7097   -0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9417    1.3372    0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1473    2.1746    1.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963    1.6728   -0.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5603    3.1529    0.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1962    0.6026   -1.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2158   -0.3913   -0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -1.1552    0.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2078   -3.5109   -0.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4682   -1.1786   -0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8022   -0.1826    1.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8209   -1.7829    1.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2491    1.8530   -1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0870    1.0893    0.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9141   -1.3733    0.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7593   -2.4728    0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902   -2.0137   -0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5051    0.1308   -0.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872    2.1820   -0.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9871    2.4176    0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  8  1  0
  6  7  2  0
  4  9  1  0
  9 10  1  0
  9 11  1  0
 11 13  1  0
 11 12  2  0
 17 18  1  0
 17 21  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 22 40  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  6
  5 27  1  0
  5 28  1  0
  8 29  1  0
  9 30  1  6
 10 31  1  0
 10 32  1  0
 13 33  1  0
M  END


  Mrv1652309082214102D          

 22 22  0  0  1  0            999 V2000
    0.6595   -1.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550   -0.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694   -1.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550    0.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694    0.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4839    0.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984    0.5712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4839   -0.6663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6595    0.5712    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6595    1.3962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740    0.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0885    0.5712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740   -0.6663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6727    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6727   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9582   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2437   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9742   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4591    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2437    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9582    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  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  2  0  0  0  0
 14 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0267400

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H7N.C7H11NO5/c1-2-4-8-7(3-1)5-6-9-8;1-3(9)4(2-5(10)11)6(8)7(12)13/h1-6,9H;4,6H,2,8H2,1H3,(H,10,11)(H,12,13)/t;4?,6-/m.0/s1

> <INCHI_KEY>
PXRSASULPRUZCY-SJWOYFIJSA-N

> <FORMULA>
C15H18N2O5

> <MOLECULAR_WEIGHT>
306.318

> <EXACT_MASS>
306.121571688

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
17.120038270965768

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
-3.536376526402701

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.129699275906094

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7864979016776736

> <JCHEM_PKA_STRONGEST_BASIC>
9.03976243661381

> <JCHEM_POLAR_SURFACE_AREA>
117.69000000000001

> <JCHEM_REFRACTIVITY>
40.9247

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

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

> <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       1.231  -2.014   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.103  -1.244   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.436  -2.014   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.103   0.296   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.436   1.066   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.770   0.296   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.104   1.066   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -2.770  -1.244   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.231   1.066   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.231   2.606   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.565   0.296   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.898   1.066   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.565  -1.244   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.456   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.456  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.122  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.788  -0.770   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       8.324  -1.246   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       7.418  -0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.324   1.246   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.788   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.122   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    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   15   22                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17   22                                                  
CONECT   22   21   14                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₈N₂O₅

Average Mass

306.3180 Da

Monoisotopic Mass

306.12157 Da

IUPAC Name

(2S)-3-acetyl-2-aminopentanedioic acid; 1H-indole

Traditional Name

(2S)-3-acetyl-2-aminopentanedioic acid; indole

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C8H7N.C7H11NO5/c1-2-4-8-7(3-1)5-6-9-8;1-3(9)4(2-5(10)11)6(8)7(12)13/h1-6,9H;4,6H,2,8H2,1H3,(H,10,11)(H,12,13)/t;4?,6-/m.0/s1

InChI Key

PXRSASULPRUZCY-SJWOYFIJSA-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 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
Indole or derivatives
Gamma-keto acid
Amino fatty acid
Branched fatty acid
Short-chain keto acid
Beta-aminoketone
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Keto acid
Heteroaromatic compound
Pyrrole
Amino acid
Ketone
Carboxylic acid
Azacycle
Organoheterocyclic compound
Primary amine
Organic nitrogen compound
Hydrocarbon derivative
Amine
Carbonyl group
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
logP	-3.5	ChemAxon
pKa (Strongest Acidic)	1.79	ChemAxon
pKa (Strongest Basic)	9.04	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	117.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	40.92 m³·mol⁻¹	ChemAxon
Polarizability	17.12 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

81407881

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

69573568

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-3-acetyl-2-aminopentanedioic acid; indole (NP0267400)

MOL for NP0267400 ((2s)-3-acetyl-2-aminopentanedioic acid; indole)

3D MOL for NP0267400 ((2s)-3-acetyl-2-aminopentanedioic acid; indole)

3D SDF for NP0267400 ((2s)-3-acetyl-2-aminopentanedioic acid; indole)

3D-SDF for NP0267400 ((2s)-3-acetyl-2-aminopentanedioic acid; indole)

PDB for NP0267400 ((2s)-3-acetyl-2-aminopentanedioic acid; indole)

3D PDB for NP0267400 ((2s)-3-acetyl-2-aminopentanedioic acid; indole)

SMILES for NP0267400 ((2s)-3-acetyl-2-aminopentanedioic acid; indole)

INCHI for NP0267400 ((2s)-3-acetyl-2-aminopentanedioic acid; indole)

Structure for NP0267400 ((2s)-3-acetyl-2-aminopentanedioic acid; indole)

3D Structure for NP0267400 ((2s)-3-acetyl-2-aminopentanedioic acid; indole)