NP-MRD: Showing NP-Card for 2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid (NP0289196)

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Record Information

Version

2.0

Created at

2022-09-09 19:16:01 UTC

Updated at

2022-09-09 19:16:01 UTC

NP-MRD ID

NP0289196

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid

Description

SCHEMBL7700883 belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid is found in Bradyrhizobium japonicum. SCHEMBL7700883 is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.1270   -1.4524    0.2512 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984   -0.3103    0.2626 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0432    0.8946    0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3508    2.0831    0.6034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5661   -0.2766   -1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6553    0.7296   -1.2893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4308    0.7257   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2768   -0.4944   -0.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4412   -0.4526    0.4063 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1913   -1.7134    0.2379 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4208    0.6169    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6192    0.4051   -0.2176 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0797    1.9571    0.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6227   -2.3396    0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5604   -1.4464   -0.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284   -0.3979    1.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4977    0.7363    1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8917    0.9098   -0.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7867    2.7176   -0.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3746   -0.2037   -1.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -1.2539   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458    1.6275   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1075    0.8682    0.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6766   -1.3932   -0.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6770   -0.5813   -1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1558   -0.3890    1.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5281   -2.4945    0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9873   -1.7650    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5328    2.6927   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 13  1  0
 11 12  2  0
  1 14  1  0
  1 15  1  0
  2 16  1  1
  3 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  1
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END


  Mrv1533004251516042D          

 13 12  0  0  0  0            999 V2000
    3.7125    1.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    3.3809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    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
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0289196

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CO)COCCC(N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H16N2O4/c8-5(3-10)4-13-2-1-6(9)7(11)12/h5-6,10H,1-4,8-9H2,(H,11,12)

> <INCHI_KEY>
AMWXKTONOZFJHL-UHFFFAOYSA-N

> <FORMULA>
C7H16N2O4

> <MOLECULAR_WEIGHT>
192.215

> <EXACT_MASS>
192.111007003

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.893002057626237

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid

> <ALOGPS_LOGP>
-3.81

> <JCHEM_LOGP>
-4.937240167637466

> <ALOGPS_LOGS>
-0.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.053406682034577

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.302219339705961

> <JCHEM_PKA_STRONGEST_BASIC>
9.622887397356395

> <JCHEM_POLAR_SURFACE_AREA>
118.8

> <JCHEM_REFRACTIVITY>
45.569900000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.33e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  N   UNK     0       6.930   2.461   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.263   4.001   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       9.597   4.001   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      13.598   6.311   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₇H₁₆N₂O₄

Average Mass

192.2150 Da

Monoisotopic Mass

192.11101 Da

IUPAC Name

2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid

Traditional Name

2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid

CAS Registry Number

Not Available

SMILES

NC(CO)COCCC(N)C(O)=O

InChI Identifier

InChI=1S/C7H16N2O4/c8-5(3-10)4-13-2-1-6(9)7(11)12/h5-6,10H,1-4,8-9H2,(H,11,12)

InChI Key

AMWXKTONOZFJHL-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

Species Name	Source	Reference
Bradyrhizobium japonicum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Fatty acid
1,2-aminoalcohol
Amino acid
Carboxylic acid
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Primary amine
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Amine
Organic oxygen compound
Alcohol
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	-3.8	ALOGPS
logP	-4.9	ChemAxon
logS	-0.42	ALOGPS
pKa (Strongest Acidic)	2.3	ChemAxon
pKa (Strongest Basic)	9.62	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	118.8 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	45.57 m³·mol⁻¹	ChemAxon
Polarizability	19.89 Å³	ChemAxon
Number of Rings	0	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

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

18320451

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid (NP0289196)

MOL for NP0289196 (2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid)

3D MOL for NP0289196 (2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid)

3D SDF for NP0289196 (2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid)

3D-SDF for NP0289196 (2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid)

PDB for NP0289196 (2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid)

3D PDB for NP0289196 (2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid)

SMILES for NP0289196 (2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid)

INCHI for NP0289196 (2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid)

Structure for NP0289196 (2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid)

3D Structure for NP0289196 (2-amino-4-(2-amino-3-hydroxypropoxy)butanoic acid)