NP-MRD: Showing NP-Card for 2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate (NP0217615)

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Record Information

Version

2.0

Created at

2022-09-05 18:01:24 UTC

Updated at

2022-09-05 18:01:25 UTC

NP-MRD ID

NP0217615

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate

Description

2-Amino-4-methylpentanoyl pyrrolidine-2-carboxylate belongs to the class of organic compounds known as leucine and derivatives. Leucine and derivatives are compounds containing leucine or a derivative thereof resulting from reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate is found in Pyricularia oryzae. 2-Amino-4-methylpentanoyl pyrrolidine-2-carboxylate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
   -2.6105   -0.7128    0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2799    0.5367    0.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2846    1.0517    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3256    1.5936   -0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4042    1.2340   -1.4796 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1298    0.8614   -2.7003 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4103    0.1896   -1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2920   -0.8052   -1.9888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4621    0.1790   -0.1251 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3795   -0.8390    0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4364   -1.7902   -0.7450 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3059   -0.8439    1.2280 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2133    0.3890    1.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3561   -0.1530    0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4835   -1.5600    0.8414 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716   -1.9785    1.2517 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -0.4108    1.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -1.3261    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3262   -1.3274   -0.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9355    0.2070   -0.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1042    0.3086    1.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8082    1.2020    2.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6859    1.9959    0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362    2.5118   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6784    1.9056    0.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8561    2.1908   -1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860   -0.1561   -2.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4563    0.9383   -3.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7264   -0.8455    2.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6284    0.6184    2.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7090    1.2378    0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0655   -0.2097   -0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2660    0.4383    0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2019   -1.5722    1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8622   -2.2551    0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8123   -2.8037    0.7311 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  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  6
  6 27  1  0
  6 28  1  0
 12 29  1  1
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
M  END


  Mrv1533004191516162D          

 16 16  0  0  0  0            999 V2000
    1.7344   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489   -4.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779   -4.1894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -3.3644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -2.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7357   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4894   -3.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0414   -3.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6289   -4.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8220   -4.1848    0.0000 N   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 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
 12 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217615

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(N)C(=O)OC(=O)C1CCCN1

> <INCHI_IDENTIFIER>
InChI=1S/C11H20N2O3/c1-7(2)6-8(12)10(14)16-11(15)9-4-3-5-13-9/h7-9,13H,3-6,12H2,1-2H3

> <INCHI_KEY>
QEDMGXHHRXIZDW-UHFFFAOYSA-N

> <FORMULA>
C11H20N2O3

> <MOLECULAR_WEIGHT>
228.292

> <EXACT_MASS>
228.147392512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.061139611037635

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate

> <ALOGPS_LOGP>
0.29

> <JCHEM_LOGP>
0.7124294430000002

> <ALOGPS_LOGS>
-1.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
7.7305229561046

> <JCHEM_POLAR_SURFACE_AREA>
81.42000000000002

> <JCHEM_REFRACTIVITY>
59.029800000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       3.238  -5.510   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.571  -6.280   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.571  -7.820   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.905  -5.510   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.239  -6.280   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       7.239  -7.820   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       8.572  -5.510   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.572  -3.970   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       9.906  -6.280   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      11.240  -5.510   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.240  -3.970   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      12.573  -6.280   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.980  -5.654   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.011  -6.798   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.241  -8.132   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      12.734  -7.812   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
2-Amino-4-methylpentanoyl pyrrolidine-2-carboxylic acid	Generator

Chemical Formula

C₁₁H₂₀N₂O₃

Average Mass

228.2920 Da

Monoisotopic Mass

228.14739 Da

IUPAC Name

2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate

Traditional Name

2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate

CAS Registry Number

Not Available

SMILES

CC(C)CC(N)C(=O)OC(=O)C1CCCN1

InChI Identifier

InChI=1S/C11H20N2O3/c1-7(2)6-8(12)10(14)16-11(15)9-4-3-5-13-9/h7-9,13H,3-6,12H2,1-2H3

InChI Key

QEDMGXHHRXIZDW-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
Pyricularia oryzae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as leucine and derivatives. Leucine and derivatives are compounds containing leucine or a derivative thereof resulting from reaction of leucine 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

Leucine and derivatives

Alternative Parents

Substituents

Leucine or derivatives
Proline or derivatives
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Dicarboxylic acid or derivatives
Carboxylic acid anhydride
Pyrrolidine
Secondary aliphatic amine
Secondary amine
Organoheterocyclic compound
Azacycle
Organic oxygen compound
Organic nitrogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxide
Hydrocarbon derivative
Amine
Carbonyl group
Organopnictogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	0.29	ALOGPS
logP	0.71	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Basic)	7.73	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	81.42 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	59.03 m³·mol⁻¹	ChemAxon
Polarizability	25.06 Å³	ChemAxon
Number of Rings	1	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

76506832

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-4-methylpentanoyl pyrrolidine-2-carboxylate (NP0217615)

MOL for NP0217615 (2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate)

3D MOL for NP0217615 (2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate)

3D SDF for NP0217615 (2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate)

3D-SDF for NP0217615 (2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate)

PDB for NP0217615 (2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate)

3D PDB for NP0217615 (2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate)

SMILES for NP0217615 (2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate)

INCHI for NP0217615 (2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate)

Structure for NP0217615 (2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate)

3D Structure for NP0217615 (2-amino-4-methylpentanoyl pyrrolidine-2-carboxylate)