NP-MRD: Showing NP-Card for (2s)-2-{[(2r)-2-carboxy-2-[(c-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid (NP0171224)

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Record Information

Version

2.0

Created at

2022-09-03 07:39:19 UTC

Updated at

2022-09-03 07:39:19 UTC

NP-MRD ID

NP0171224

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-{[(2r)-2-carboxy-2-[(c-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid

Description

SCHEMBL20362616 belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid 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 SCHEMBL20362616.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 33  0  0  0  0  0  0  0  0999 V2000
    3.9482    1.1866   -0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1044    0.2371   -1.2703 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1385   -0.3159   -1.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2850   -1.5106   -2.5301 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185    0.4086   -1.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7878    1.2713   -0.7804 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6842    0.5889    0.4671 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3480   -0.1325    0.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7523    0.7392    0.5906 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0174    0.1033    0.5549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2345   -0.7117   -0.7047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5845   -1.3465   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8558   -2.4917   -0.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6680   -0.5401   -1.1957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3054   -0.6828    1.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5204   -0.7955    2.7453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5235   -1.3476    1.9042 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0215    1.4317    1.6228 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4478    2.6245    1.4587 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8814    0.9456    2.9072 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703   -2.2290   -2.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9805   -0.3354   -1.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7394    0.9683   -2.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.2020   -0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817   -0.2448    0.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4547   -0.6739    1.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2440   -0.9386   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7284    1.5706    0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7917    0.9369    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4824   -1.4938   -0.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1446   -0.0036   -1.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8791    0.2637   -0.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4182   -0.8461    2.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5269    1.1618    3.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  2  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 14  1  0
 12 13  2  0
 10 15  1  0
 15 17  1  0
 15 16  2  0
  7 18  1  0
 18 20  1  0
 18 19  2  0
  4 21  1  0
  2  1  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  6
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  6
 11 30  1  0
 11 31  1  0
 14 32  1  0
 17 33  1  0
 20 34  1  0
M  END


  Mrv1652309032209392D          

 19 18  0  0  1  0            999 V2000
    4.2355    3.2704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    4.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    4.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 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  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0171224

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=N)CN[C@H](CN[C@@H](CC(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H15N3O7/c10-6(13)3-12-5(9(18)19)2-11-4(8(16)17)1-7(14)15/h4-5,11-12H,1-3H2,(H2,10,13)(H,14,15)(H,16,17)(H,18,19)/t4-,5+/m0/s1

> <INCHI_KEY>
YRSDOJQPYZOCMY-CRCLSJGQSA-N

> <FORMULA>
C9H15N3O7

> <MOLECULAR_WEIGHT>
277.233

> <EXACT_MASS>
277.090999835

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
24.8435046142876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2R)-2-carboxy-2-{[(C-hydroxycarbonimidoyl)methyl]amino}ethyl]amino}butanedioic acid

> <ALOGPS_LOGP>
-2.71

> <JCHEM_LOGP>
-7.3000900630657695

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
0.7262591640680345

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.9382845362261722

> <JCHEM_PKA_STRONGEST_BASIC>
12.55075173175203

> <JCHEM_POLAR_SURFACE_AREA>
180.04

> <JCHEM_REFRACTIVITY>
68.705

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.18e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2R)-2-carboxy-2-[(C-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  N   UNK     0       7.906   6.105   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.240   3.795   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      11.907   5.335   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      15.908   6.105   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      19.909   3.795   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      17.242   3.795   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      18.576   3.025   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      15.908   3.025   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.241   7.645   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      14.575   8.415   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      11.907   8.415   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                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    6   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₉H₁₅N₃O₇

Average Mass

277.2330 Da

Monoisotopic Mass

277.09100 Da

IUPAC Name

(2S)-2-{[(2R)-2-carboxy-2-{[(C-hydroxycarbonimidoyl)methyl]amino}ethyl]amino}butanedioic acid

Traditional Name

(2S)-2-{[(2R)-2-carboxy-2-[(C-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid

CAS Registry Number

Not Available

SMILES

OC(=N)CN[C@H](CN[C@@H](CC(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C9H15N3O7/c10-6(13)3-12-5(9(18)19)2-11-4(8(16)17)1-7(14)15/h4-5,11-12H,1-3H2,(H2,10,13)(H,14,15)(H,16,17)(H,18,19)/t4-,5+/m0/s1

InChI Key

YRSDOJQPYZOCMY-CRCLSJGQSA-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 aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid 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

Aspartic acid and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
Alpha-amino acid amide
Alpha-amino acid
D-alpha-amino acid
L-alpha-amino acid
Tricarboxylic acid or derivatives
Carboxamide group
Primary carboxylic acid amide
Amino acid
Secondary amine
Secondary aliphatic amine
Carboxylic acid
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	-2.7	ALOGPS
logP	-7.3	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	-2.9	ChemAxon
pKa (Strongest Basic)	12.55	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	180.04 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	68.7 m³·mol⁻¹	ChemAxon
Polarizability	24.84 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	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

2341143

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3084018

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-{[(2r)-2-carboxy-2-[(c-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid (NP0171224)

MOL for NP0171224 ((2s)-2-{[(2r)-2-carboxy-2-[(c-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid)

3D MOL for NP0171224 ((2s)-2-{[(2r)-2-carboxy-2-[(c-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid)

3D SDF for NP0171224 ((2s)-2-{[(2r)-2-carboxy-2-[(c-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid)

3D-SDF for NP0171224 ((2s)-2-{[(2r)-2-carboxy-2-[(c-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid)

PDB for NP0171224 ((2s)-2-{[(2r)-2-carboxy-2-[(c-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid)

3D PDB for NP0171224 ((2s)-2-{[(2r)-2-carboxy-2-[(c-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid)

SMILES for NP0171224 ((2s)-2-{[(2r)-2-carboxy-2-[(c-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid)

INCHI for NP0171224 ((2s)-2-{[(2r)-2-carboxy-2-[(c-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid)

Structure for NP0171224 ((2s)-2-{[(2r)-2-carboxy-2-[(c-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid)

3D Structure for NP0171224 ((2s)-2-{[(2r)-2-carboxy-2-[(c-hydroxycarbonimidoylmethyl)amino]ethyl]amino}butanedioic acid)