NP-MRD: Showing NP-Card for Valylalanine (NP0136701)

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Record Information

Version

2.0

Created at

2022-05-12 15:21:17 UTC

Updated at

2022-05-12 15:21:17 UTC

NP-MRD ID

NP0136701

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Valylalanine

Description

Val-Ala, also known as L-val-L-ala or valyl-alanine, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Val-Ala is a very strong basic compound (based on its pKa). Valylalanine is found in Trypanosoma brucei. A dipeptide formed from L-valine and L-alanine residues.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.5295    1.1416   -0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1470    1.1649    0.1988 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1962    0.2884    1.4184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1690    0.6698   -0.8413 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5621   -0.6699   -1.2074 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2176    0.7634   -0.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6518    1.8929   -0.0357 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0566   -0.3665   -0.3091 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4288   -0.2861    0.1476 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6610   -1.1160    1.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3129   -0.6821   -0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8448   -1.0126   -2.0607 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6786   -0.6858   -0.7652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5415    0.2834   -1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3145    1.0187    0.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7393    2.1026   -0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9038    2.2010    0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1591    0.0361    1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486   -0.5979    1.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6623    0.8903    2.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2873    1.3346   -1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1541   -0.9811   -2.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3667   -1.3738   -0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7242   -1.3162   -0.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615    0.7781    0.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125   -2.0055    1.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7155   -1.4334    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4574   -0.4661    2.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1578   -1.5727   -0.6756 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
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 13  1  0
 11 12  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  1
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  6
  5 22  1  0
  5 23  1  0
  8 24  1  0
  9 25  1  1
 10 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END


  Mrv1652304062014242D          

 13 12  0  0  0  0            999 V2000
10026.363810026.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10027.081010026.9490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10027.795610026.5370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10028.510210026.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10029.224810026.5370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10028.510210027.7740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10027.795610025.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.650210026.9490    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10024.934610026.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.221010026.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.934610025.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.650210027.7740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10026.363810025.7118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  1 13  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  6  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  6  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136701

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@H](N)C(=O)N[C@@H](C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16N2O3/c1-4(2)6(9)7(11)10-5(3)8(12)13/h4-6H,9H2,1-3H3,(H,10,11)(H,12,13)/t5-,6-/m0/s1

> <INCHI_KEY>
HSRXSKHRSXRCFC-WDSKDSINSA-N

> <FORMULA>
C8H16N2O3

> <MOLECULAR_WEIGHT>
188.227

> <EXACT_MASS>
188.116092383

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.6137138891403

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-3-methylbutanamido]propanoic acid

> <ALOGPS_LOGP>
-1.80

> <JCHEM_LOGP>
-2.4924920344051174

> <ALOGPS_LOGS>
-0.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.971207758155213

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.897419920020848

> <JCHEM_PKA_STRONGEST_BASIC>
8.514466956958202

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
46.7903

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.34e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-3-methylbutanamido]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8715.8798716.202   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8717.2188716.971   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8718.5528716.202   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8719.8868716.971   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8721.2208716.202   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8719.8868718.511   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8718.5528714.662   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8714.5478716.971   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8713.2118716.202   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8711.8798716.971   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8713.2118714.662   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0    8714.5478718.511   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0    8715.8798714.662   0.000  0.00  0.00           O+0
CONECT    1    2    8   13                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    3                                                            
CONECT    8    1    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8                                                            
CONECT   13    1                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

View in JSmol

Synonyms

Value	Source
L-Val-L-ala	ChEBI
VA	ChEBI
Valyl-alanine	ChEBI
Valylalanine	ChEBI
L-Valyl-L-alanine	HMDB
N-L-Valyl-L-alanine	HMDB
N-Valylalanine	HMDB
V-A dipeptide	HMDB
VA dipeptide	HMDB
Val-Ala	HMDB
Valine alanine dipeptide	HMDB
Valine-alanine dipeptide	HMDB

Chemical Formula

C₈H₁₆N₂O₃

Average Mass

188.2270 Da

Monoisotopic Mass

188.11609 Da

IUPAC Name

(2S)-2-[(2S)-2-amino-3-methylbutanamido]propanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-methylbutanamido]propanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)[C@H](N)C(=O)N[C@@H](C)C(O)=O

InChI Identifier

InChI=1S/C8H16N2O3/c1-4(2)6(9)7(11)10-5(3)8(12)13/h4-6H,9H2,1-3H3,(H,10,11)(H,12,13)/t5-,6-/m0/s1

InChI Key

HSRXSKHRSXRCFC-WDSKDSINSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Trypanosoma brucei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Valine or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid or derivatives
Fatty acyl
Fatty amide
N-acyl-amine
Amino acid or derivatives
Carboxamide group
Amino acid
Carboxylic acid salt
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Primary amine
Organic zwitterion
Organic nitrogen compound
Primary aliphatic amine
Organic salt
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:75008 )

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	-1.8	ALOGPS
logP	-2.5	ChemAxon
logS	-0.64	ALOGPS
pKa (Strongest Acidic)	3.9	ChemAxon
pKa (Strongest Basic)	8.51	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	4	ChemAxon
Refractivity	46.79 m³·mol⁻¹	ChemAxon
Polarizability	19.61 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

HMDB0029120

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5360762

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6992637

PDB ID

Not Available

ChEBI ID

75008

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Valylalanine (NP0136701)

MOL for NP0136701 (Valylalanine)

3D MOL for NP0136701 (Valylalanine)

3D SDF for NP0136701 (Valylalanine)

3D-SDF for NP0136701 (Valylalanine)

PDB for NP0136701 (Valylalanine)

3D PDB for NP0136701 (Valylalanine)

SMILES for NP0136701 (Valylalanine)

INCHI for NP0136701 (Valylalanine)

Structure for NP0136701 (Valylalanine)

3D Structure for NP0136701 (Valylalanine)