NP-MRD: Showing NP-Card for 2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid (NP0275546)

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Record Information

Version

2.0

Created at

2022-09-08 23:19:33 UTC

Updated at

2022-09-08 23:19:33 UTC

NP-MRD ID

NP0275546

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid

Description

2-[(3-Amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. Based on a literature review very few articles have been published on 2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 48 47  0  0  0  0  0  0  0  0999 V2000
    5.3223   -1.5455    1.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9164   -0.1266    1.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7334    0.0139    0.1563 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0432   -0.5686   -1.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.6025    0.7045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3147   -0.4773   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    0.9519   -0.4951 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6629    1.6356    0.7364 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1076    1.1070   -1.5299 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2834    0.4119   -2.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4246    0.5740   -1.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4382    0.6865   -2.0419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6547    0.0556    0.0229 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8926   -0.4676    0.4856 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5354   -1.4174   -0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9872   -1.7833   -1.5575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7816   -1.9845   -0.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8406    0.5206    1.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1133   -0.1827    1.5290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2032    1.6767    0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8712   -1.9994    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1703   -2.1805    0.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4333   -1.5465    1.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7670    0.4053    0.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7599    0.3775    2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5722    1.1125    0.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499   -1.6761   -1.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3915   -0.0929   -1.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1243   -0.4428   -1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7380   -1.6858    0.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1778   -0.1593    1.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4494   -1.0013    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313   -1.0072   -1.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8730    1.4471   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2457    2.5672    0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1864    1.0425    1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2675    2.1633   -1.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586    0.9851   -3.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3010    0.4596   -3.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6025   -1.1433    1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5115   -2.0409   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4040    0.9697    2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5562    0.3693    2.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8903   -0.2097    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8917   -1.1920    1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9433    2.3549    0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2871    2.2757   -0.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7171    1.3701   -0.7247 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 14 15  1  0
 15 17  1  0
 15 16  2  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  6
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  6
  8 35  1  0
  8 36  1  0
  9 37  1  6
 10 38  1  0
 12 39  1  0
 14 40  1  1
 18 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 17 41  1  0
M  END


  Mrv1652309092201192D          

 20 19  0  0  0  0            999 V2000
    1.0461    1.4289    0.0000 C   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
    2.4750    0.6039    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
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.0789    0.0000 C   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
  3  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  4  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0275546

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)CCC(N)C(O)C(O)=NC(C(C)C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H28N2O4/c1-5-9(4)6-7-10(15)12(17)13(18)16-11(8(2)3)14(19)20/h8-12,17H,5-7,15H2,1-4H3,(H,16,18)(H,19,20)

> <INCHI_KEY>
VLUDHYVPNMGNDL-UHFFFAOYSA-N

> <FORMULA>
C14H28N2O4

> <MOLECULAR_WEIGHT>
288.388

> <EXACT_MASS>
288.20490739

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
31.62484438455045

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid

> <JCHEM_LOGP>
-0.39613340708090006

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.278380456583143

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.386630774626636

> <JCHEM_PKA_STRONGEST_BASIC>
9.966157647325112

> <JCHEM_POLAR_SURFACE_AREA>
116.14

> <JCHEM_REFRACTIVITY>
76.15010000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.620   1.127   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       8.621   4.977   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.288   4.977   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0      12.622   2.667   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.289   2.667   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      16.623   3.437   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      15.289   1.127   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      13.956   4.977   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.289   5.747   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.622   5.747   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Value	Source
2-[(3-Amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoate	Generator

Chemical Formula

C₁₄H₂₈N₂O₄

Average Mass

288.3880 Da

Monoisotopic Mass

288.20491 Da

IUPAC Name

2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid

Traditional Name

2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid

CAS Registry Number

Not Available

SMILES

CCC(C)CCC(N)C(O)C(O)=NC(C(C)C)C(O)=O

InChI Identifier

InChI=1S/C14H28N2O4/c1-5-9(4)6-7-10(15)12(17)13(18)16-11(8(2)3)14(19)20/h8-12,17H,5-7,15H2,1-4H3,(H,16,18)(H,19,20)

InChI Key

VLUDHYVPNMGNDL-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Hybrid peptide
Valine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Branched fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Secondary alcohol
Amino acid or derivatives
Amino acid
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Alcohol
Organic oxide
Organopnictogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Primary amine
Amine
Organic nitrogen 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	-0.4	ChemAxon
pKa (Strongest Acidic)	3.39	ChemAxon
pKa (Strongest Basic)	9.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.14 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	76.15 m³·mol⁻¹	ChemAxon
Polarizability	31.62 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

73097658

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid (NP0275546)

MOL for NP0275546 (2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid)

3D MOL for NP0275546 (2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid)

3D SDF for NP0275546 (2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid)

3D-SDF for NP0275546 (2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid)

PDB for NP0275546 (2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid)

3D PDB for NP0275546 (2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid)

SMILES for NP0275546 (2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid)

INCHI for NP0275546 (2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid)

Structure for NP0275546 (2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid)

3D Structure for NP0275546 (2-[(3-amino-1,2-dihydroxy-6-methyloctylidene)amino]-3-methylbutanoic acid)