NP-MRD: Showing NP-Card for 2-[(5-methyl-3-oxohexyl)amino]propanoic acid (NP0266572)

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Record Information

Version

2.0

Created at

2022-09-08 10:57:27 UTC

Updated at

2022-09-08 10:57:27 UTC

NP-MRD ID

NP0266572

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(5-methyl-3-oxohexyl)amino]propanoic acid

Description

N-(5-Methyl-3-oxohexyl)alanine belongs to the class of organic compounds known as alanine and derivatives. Alanine and derivatives are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 2-[(5-methyl-3-oxohexyl)amino]propanoic acid is found in Cycas circinalis. N-(5-Methyl-3-oxohexyl)alanine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 32  0  0  0  0  0  0  0  0999 V2000
    3.4140   -0.9897   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232    0.5153   -0.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6345    1.1967   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2534    1.0988    0.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9026    0.5603    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560    0.8903   -0.9648 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2555   -0.3564    0.9867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1128   -0.8170    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1127    0.1891    0.5052 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3729   -0.4010    0.1777 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4054   -1.1233   -1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4845    0.5784    0.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2328    1.7712    0.4595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7867    0.2180   -0.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5697   -1.4399   -0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3566   -1.3959   -0.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2804   -1.2501    0.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1055    0.7780   -1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4372    2.2507    0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1011    0.7099    0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3347    1.2501   -1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5077    0.9715    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2132    2.1934    0.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8988   -1.2869    1.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254    0.0319    2.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0377   -1.3443   -0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4393   -1.5203    1.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7984    0.9203   -0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5729   -1.1824    0.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7703   -2.0012   -1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1690   -0.4342   -1.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4735   -1.4570   -1.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5007    0.8757   -0.3860 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 14  1  0
 12 13  2  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  1
 11 30  1  0
 11 31  1  0
 11 32  1  0
 14 33  1  0
M  END


  Mrv0541 05061312442D          

 14 13  0  0  0  0            999 V2000
    5.8263    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  6  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  2  0  0  0  0
 14 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0266572

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)CCNC(C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H19NO3/c1-7(2)6-9(12)4-5-11-8(3)10(13)14/h7-8,11H,4-6H2,1-3H3,(H,13,14)

> <INCHI_KEY>
VHHUMCJOXTZJOX-UHFFFAOYSA-N

> <FORMULA>
C10H19NO3

> <MOLECULAR_WEIGHT>
201.2628

> <EXACT_MASS>
201.136493479

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
22.353203186373726

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(5-methyl-3-oxohexyl)amino]propanoic acid

> <ALOGPS_LOGP>
-0.99

> <JCHEM_LOGP>
-1.1404687466871524

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.615494283924956

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.1497216298412773

> <JCHEM_PKA_STRONGEST_BASIC>
9.95123092823781

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
53.383500000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.25e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(5-methyl-3-oxohexyl)amino]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      10.876   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.542  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.208   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.542   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.875   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.874   0.770   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       6.875  -1.540   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    8                                                            
CONECT    4    5    9                                                       
CONECT    5    4   11                                                       
CONECT    6    7    9                                                       
CONECT    7    1    2    6                                                  
CONECT    8    3   10   11                                                  
CONECT    9    4    6   12                                                  
CONECT   10    8   13   14                                                  
CONECT   11    5    8                                                       
CONECT   12    9                                                            
CONECT   13   10                                                            
CONECT   14   10                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol

Synonyms

Value	Source
2-[(5-Methyl-3-oxohexyl)amino]propanoate	Generator
N-(3'-One-5'-methyl)hexylalanine	MeSH
N-(5-Methyl-3-oxohexyl)alanine	MeSH

Chemical Formula

C₁₀H₁₉NO₃

Average Mass

201.2628 Da

Monoisotopic Mass

201.13649 Da

IUPAC Name

2-[(5-methyl-3-oxohexyl)amino]propanoic acid

Traditional Name

2-[(5-methyl-3-oxohexyl)amino]propanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)CCNC(C)C(O)=O

InChI Identifier

InChI=1S/C10H19NO3/c1-7(2)6-9(12)4-5-11-8(3)10(13)14/h7-8,11H,4-6H2,1-3H3,(H,13,14)

InChI Key

VHHUMCJOXTZJOX-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
Cycas circinalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alanine and derivatives. Alanine and derivatives are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alanine and derivatives

Alternative Parents

Substituents

Alanine or derivatives
Alpha-amino acid
Beta-aminoketone
Amino acid
Ketone
Carboxylic acid
Secondary aliphatic amine
Secondary amine
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
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	-0.99	ALOGPS
logP	-1.1	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	2.15	ChemAxon
pKa (Strongest Basic)	9.95	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	53.38 m³·mol⁻¹	ChemAxon
Polarizability	22.35 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

HMDB0041540

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021520

KNApSAcK ID

Not Available

Chemspider ID

21375526

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85213140

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(5-methyl-3-oxohexyl)amino]propanoic acid (NP0266572)

MOL for NP0266572 (2-[(5-methyl-3-oxohexyl)amino]propanoic acid)

3D MOL for NP0266572 (2-[(5-methyl-3-oxohexyl)amino]propanoic acid)

3D SDF for NP0266572 (2-[(5-methyl-3-oxohexyl)amino]propanoic acid)

3D-SDF for NP0266572 (2-[(5-methyl-3-oxohexyl)amino]propanoic acid)

PDB for NP0266572 (2-[(5-methyl-3-oxohexyl)amino]propanoic acid)

3D PDB for NP0266572 (2-[(5-methyl-3-oxohexyl)amino]propanoic acid)

SMILES for NP0266572 (2-[(5-methyl-3-oxohexyl)amino]propanoic acid)

INCHI for NP0266572 (2-[(5-methyl-3-oxohexyl)amino]propanoic acid)

Structure for NP0266572 (2-[(5-methyl-3-oxohexyl)amino]propanoic acid)

3D Structure for NP0266572 (2-[(5-methyl-3-oxohexyl)amino]propanoic acid)