NP-MRD: Showing NP-Card for 2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid (NP0320312)

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Record Information

Version

2.0

Created at

2022-09-11 21:53:44 UTC

Updated at

2022-09-11 21:53:44 UTC

NP-MRD ID

NP0320312

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid

Description

SCHEMBL13959348 belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids. 2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid is found in Streptomyces ahygroscopicus and Streptomyces celluloflavus. Based on a literature review very few articles have been published on SCHEMBL13959348.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 44  0  0  0  0  0  0  0  0999 V2000
   -6.9735    0.9249   -0.7693 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0585    1.4672    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6074    1.1818   -0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3390   -0.2821   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9586   -0.6899   -0.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8654   -0.2471    0.3073 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7917    1.1844    0.3838 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5248   -0.7379   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -0.3462   -1.3967 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256   -1.4772    0.5670 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938   -1.9151    0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5027   -0.7654   -0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7573   -1.3712   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9001   -0.4730   -0.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4092    0.2923    0.3874 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8719   -0.5235    1.4829 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5091    1.3857    0.8411 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0306    2.1555   -0.0194 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2396    1.5080    2.1762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7408    1.5610   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2458   -0.0570   -0.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2131    2.5644    0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3238    1.0559    1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3613    1.7050   -1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0259    1.6722    0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6629   -0.8228    0.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0237   -0.6849   -1.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7361   -0.4709   -1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9486   -1.8238   -0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0248   -0.6282    1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5485    1.5430   -0.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1413    1.5431    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261    0.6614   -1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4187   -2.3515   -0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705   -2.6780    0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1263   -0.0092   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5643   -0.2621    0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5278   -1.8874   -1.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0867   -2.2068    0.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7566   -1.1069   -1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7191    0.2519   -1.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3366    0.8337    0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8328   -1.5330    1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3441   -0.4117    2.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6195    2.2714    2.7245 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 19  1  0
 17 18  2  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  1
  7 31  1  0
  7 32  1  0
  9 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  6
 16 43  1  0
 16 44  1  0
 19 45  1  0
M  END


  Mrv1652309112223532D          

 19 18  0  0  0  0            999 V2000
   -3.9552    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    0.6039    0.0000 N   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
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 N   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  4  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0320312

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCCCCC(N)C(O)=NCCCCC(N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H26N4O3/c13-7-3-1-5-9(14)11(17)16-8-4-2-6-10(15)12(18)19/h9-10H,1-8,13-15H2,(H,16,17)(H,18,19)

> <INCHI_KEY>
ISWYJQKGNGBKJG-UHFFFAOYSA-N

> <FORMULA>
C12H26N4O3

> <MOLECULAR_WEIGHT>
274.365

> <EXACT_MASS>
274.200490713

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.584385265595948

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid

> <JCHEM_LOGP>
-5.531149505832506

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
2.5945801785115425

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8197338305791737

> <JCHEM_PKA_STRONGEST_BASIC>
10.371305263674602

> <JCHEM_POLAR_SURFACE_AREA>
147.95

> <JCHEM_REFRACTIVITY>
72.9408

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  N   UNK     0      -7.383   3.437   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -6.049   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.716   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.382   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.048   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.715   2.667   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.715   1.127   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.619   3.437   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.619   4.977   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       1.953   2.667   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       8.621   4.977   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   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

C₁₂H₂₆N₄O₃

Average Mass

274.3650 Da

Monoisotopic Mass

274.20049 Da

IUPAC Name

2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid

Traditional Name

2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid

CAS Registry Number

Not Available

SMILES

NCCCCC(N)C(O)=NCCCCC(N)C(O)=O

InChI Identifier

InChI=1S/C12H26N4O3/c13-7-3-1-5-9(14)11(17)16-8-4-2-6-10(15)12(18)19/h9-10H,1-8,13-15H2,(H,16,17)(H,18,19)

InChI Key

ISWYJQKGNGBKJG-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
Streptomyces ahygroscopicus	LOTUS Database	35616633
Streptomyces celluloflavus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.

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 acid amides

Alternative Parents

Substituents

Alpha-amino acid amide
Alpha-amino acid
Medium-chain fatty acid
Amino fatty acid
Fatty amide
N-acyl-amine
Fatty acyl
Fatty acid
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Organic oxide
Amine
Organooxygen compound
Primary amine
Organic oxygen compound
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	-5.5	ChemAxon
pKa (Strongest Acidic)	1.82	ChemAxon
pKa (Strongest Basic)	10.37	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	147.95 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	72.94 m³·mol⁻¹	ChemAxon
Polarizability	31.58 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

34535230

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15682813

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-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid (NP0320312)

MOL for NP0320312 (2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid)

3D MOL for NP0320312 (2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid)

3D SDF for NP0320312 (2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid)

3D-SDF for NP0320312 (2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid)

PDB for NP0320312 (2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid)

3D PDB for NP0320312 (2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid)

SMILES for NP0320312 (2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid)

INCHI for NP0320312 (2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid)

Structure for NP0320312 (2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid)

3D Structure for NP0320312 (2-amino-6-[(2,6-diamino-1-hydroxyhexylidene)amino]hexanoic acid)