NP-MRD: Showing NP-Card for 2-[(3-amino-1-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid (NP0326598)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 08:18:07 UTC

Updated at

2022-09-12 08:18:08 UTC

NP-MRD ID

NP0326598

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(3-amino-1-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid

Description

AKOS014005641 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. 2-[(3-amino-1-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid is found in Streptomyces albospinus. AKOS014005641 is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
    4.8863   -1.0652   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0227    0.1572   -0.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4050    1.3051    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3705    0.4335   -1.8866 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6239   -0.2913   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5903    0.7667   -0.7473 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1181    1.8532   -1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2520    0.4933   -0.6669 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892    0.2195   -0.5863 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6559    0.4904    0.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0904    0.1900    0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5991   -1.0150    1.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9723   -1.2416    1.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8747   -0.2786    1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3859    0.9208    0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0328    1.1554    0.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4477   -1.1960   -0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927   -2.0096   -1.0662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7260   -1.6641   -0.9887 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7972   -0.7361    0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1422   -1.6779   -1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3291   -1.7405    0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4843    1.1369    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8732    1.3813    1.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4184    2.2125   -0.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7324    0.9965   -2.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7559   -0.4157   -2.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3549   -0.5842    0.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5032   -1.1617   -1.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333    1.7758   -0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458    0.8360   -1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4613    1.5586    1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1277   -0.1247    1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8957   -1.7882    1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3550   -2.1755    1.8723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9340   -0.4223    1.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0732    1.7090    0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6424    2.0898    0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0245   -2.0934   -1.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  9 17  1  0
 17 19  1  0
 17 18  2  0
 16 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 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
  8 30  1  0
  9 31  1  6
 10 32  1  0
 10 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 19 39  1  0
M  END


  Mrv1533004241500232D          

 19 19  0  0  0  0            999 V2000
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    5.6645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    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  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0326598

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(N)CC(=O)NC(CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H20N2O3/c1-14(2,15)9-12(17)16-11(13(18)19)8-10-6-4-3-5-7-10/h3-7,11H,8-9,15H2,1-2H3,(H,16,17)(H,18,19)

> <INCHI_KEY>
KUJYRMYXAIOCEC-UHFFFAOYSA-N

> <FORMULA>
C14H20N2O3

> <MOLECULAR_WEIGHT>
264.325

> <EXACT_MASS>
264.147392512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
28.287641584280813

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(3-amino-3-methylbutanamido)-3-phenylpropanoic acid

> <ALOGPS_LOGP>
-0.94

> <JCHEM_LOGP>
-1.3572854674576529

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.241928744598631

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9022232596376045

> <JCHEM_PKA_STRONGEST_BASIC>
9.581427251901712

> <JCHEM_POLAR_SURFACE_AREA>
92.42

> <JCHEM_REFRACTIVITY>
71.67620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3-amino-3-methylbutanamido)-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.437   7.906   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -1.897  10.574   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       0.000   6.160   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    9   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₂₀N₂O₃

Average Mass

264.3250 Da

Monoisotopic Mass

264.14739 Da

IUPAC Name

2-(3-amino-3-methylbutanamido)-3-phenylpropanoic acid

Traditional Name

2-(3-amino-3-methylbutanamido)-3-phenylpropanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)(N)CC(=O)NC(CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C14H20N2O3/c1-14(2,15)9-12(17)16-11(13(18)19)8-10-6-4-3-5-7-10/h3-7,11H,8-9,15H2,1-2H3,(H,16,17)(H,18,19)

InChI Key

KUJYRMYXAIOCEC-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 albospinus	LOTUS Database	35616633

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
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Beta amino acid or derivatives
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Monocyclic benzene moiety
Fatty amide
N-acyl-amine
Fatty acyl
Benzenoid
Secondary carboxylic acid amide
Carboxamide group
Amino acid
Amino acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Organonitrogen compound
Amine
Organic oxide
Primary aliphatic amine
Hydrocarbon derivative
Carbonyl group
Organopnictogen compound
Organic nitrogen compound
Organooxygen compound
Organic oxygen compound
Primary amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	-0.94	ALOGPS
logP	-1.4	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.9	ChemAxon
pKa (Strongest Basic)	9.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	71.68 m³·mol⁻¹	ChemAxon
Polarizability	28.29 Å³	ChemAxon
Number of Rings	1	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

64678776

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-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid (NP0326598)

MOL for NP0326598 (2-[(3-amino-1-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid)

3D MOL for NP0326598 (2-[(3-amino-1-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid)

3D SDF for NP0326598 (2-[(3-amino-1-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid)

3D-SDF for NP0326598 (2-[(3-amino-1-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid)

PDB for NP0326598 (2-[(3-amino-1-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid)

3D PDB for NP0326598 (2-[(3-amino-1-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid)

SMILES for NP0326598 (2-[(3-amino-1-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid)

INCHI for NP0326598 (2-[(3-amino-1-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid)

Structure for NP0326598 (2-[(3-amino-1-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid)

3D Structure for NP0326598 (2-[(3-amino-1-hydroxy-3-methylbutylidene)amino]-3-phenylpropanoic acid)