NP-MRD: Showing NP-Card for 3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid (NP0168224)

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Record Information

Version

2.0

Created at

2022-09-03 03:58:11 UTC

Updated at

2022-09-03 03:58:11 UTC

NP-MRD ID

NP0168224

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid

Description

6-Acetamido-3-aminohexanoic acid, also known as N(6)-acetyl-beta-lysine, belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. 3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid is found in Trypanosoma brucei. Based on a literature review very few articles have been published on 6-acetamido-3-aminohexanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.9344    0.7017    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212    1.3711    0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5574    2.7542    0.5793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    0.7530    0.3120 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206   -0.6465    0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4320   -0.9532   -1.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9427   -0.3854   -0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6723   -0.9077    0.2788 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7907   -2.3643    0.1655 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0515   -0.3676    0.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1480    1.0910    0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3248    1.5653    0.6488 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964    1.9690    0.5561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333    1.4184    0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0537   -0.1698    0.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1120    0.4389   -0.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3176    3.3115    0.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9340   -1.0855    1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3049   -1.1533   -0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4139   -2.0231   -1.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9011   -0.4496   -1.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5409   -0.7129   -1.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8765    0.7009   -0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0815   -0.6481    1.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8793   -2.8437    0.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4123   -2.7099    0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5139   -0.8619    1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6188   -0.6481   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841    2.8558    1.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 13  1  0
 11 12  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  1
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END


  Mrv1652309032205582D          

 13 12  0  0  0  0            999 V2000
   -0.3829    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    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  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
  8 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
M  END
> <DATABASE_ID>
NP0168224

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)=NCCCC(N)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16N2O3/c1-6(11)10-4-2-3-7(9)5-8(12)13/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)

> <INCHI_KEY>
MBZWIPOSTWTKSV-UHFFFAOYSA-N

> <FORMULA>
C8H16N2O3

> <MOLECULAR_WEIGHT>
188.227

> <EXACT_MASS>
188.116092383

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
20.197826498970507

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid

> <ALOGPS_LOGP>
-2.44

> <JCHEM_LOGP>
-3.2596016446100236

> <ALOGPS_LOGS>
-1.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.863828341468373

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.791998189022028

> <JCHEM_PKA_STRONGEST_BASIC>
10.548461367533395

> <JCHEM_POLAR_SURFACE_AREA>
95.91000000000001

> <JCHEM_REFRACTIVITY>
47.7983

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.95e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-acetamido-3-aminohexanoate

> <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  C   UNK     0      -0.715   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.619   3.437   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.619   4.977   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       1.953   2.667   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       7.287   1.127   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       9.955   1.127   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                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   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

Value	Source
6-Acetamido-3-aminohexanoate	ChEBI
N(6)-Acetyl-beta-lysine	ChEBI
N(6)-Acetyl-b-lysine	Generator
N(6)-Acetyl-β-lysine	Generator

Chemical Formula

C₈H₁₆N₂O₃

Average Mass

188.2270 Da

Monoisotopic Mass

188.11609 Da

IUPAC Name

3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid

Traditional Name

6-acetamido-3-aminohexanoate

CAS Registry Number

Not Available

SMILES

CC(O)=NCCCC(N)CC(O)=O

InChI Identifier

InChI=1S/C8H16N2O3/c1-6(11)10-4-2-3-7(9)5-8(12)13/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)

InChI Key

MBZWIPOSTWTKSV-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
Trypanosoma brucei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta 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

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Medium-chain fatty acid
Amino fatty acid
Fatty acid
Fatty acyl
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Organopnictogen compound
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetamides (CHEBI:2164 )
beta-amino acid (CHEBI:2164 )

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	-2.4	ALOGPS
logP	-3.3	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.79	ChemAxon
pKa (Strongest Basic)	10.55	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.91 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	47.8 m³·mol⁻¹	ChemAxon
Polarizability	20.2 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

389135

KEGG Compound ID

C03846

BioCyc ID

3-AMINO-6-ACETAMIDOHEXANOATE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440139

PDB ID

Not Available

ChEBI ID

2164

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid (NP0168224)

MOL for NP0168224 (3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid)

3D MOL for NP0168224 (3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid)

3D SDF for NP0168224 (3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid)

3D-SDF for NP0168224 (3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid)

PDB for NP0168224 (3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid)

3D PDB for NP0168224 (3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid)

SMILES for NP0168224 (3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid)

INCHI for NP0168224 (3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid)

Structure for NP0168224 (3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid)

3D Structure for NP0168224 (3-amino-6-[(1-hydroxyethylidene)amino]hexanoic acid)