NP-MRD: Showing NP-Card for val-pro (NP0289984)

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Record Information

Version

2.0

Created at

2022-09-09 20:26:06 UTC

Updated at

2022-09-09 20:26:06 UTC

NP-MRD ID

NP0289984

Secondary Accession Numbers

None

Natural Product Identification

Common Name

val-pro

Description

val-pro is found in Hyacinthoides non-scripta and Trypanosoma brucei. val-pro was first documented in 1984 (PMID: 6503349).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
    3.8611   -0.5444    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581   -0.2975    0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4115    1.1732    0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3772   -0.8975    0.0280 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2013   -0.3749   -1.2909 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1911   -0.7201    0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2957   -1.1693    2.0789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0032   -0.0946    0.4717 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2543    0.4552   -0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972    1.1244   -0.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176    1.3004    0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1861    0.1002    1.2834 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0699   -1.0958    1.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1494   -1.1225    1.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7050   -2.1888    0.4724 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0371   -1.6281   -0.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9630    0.0543   -0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6754   -0.2157    0.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6329   -0.7944    1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9066    1.7812    0.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3494    1.4838    1.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9039    1.5229    1.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5440   -1.9943   -0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0470    0.1427   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0392   -1.1352   -1.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5102    1.2636   -1.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1805   -0.2850   -1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6077    2.1219   -1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3473    0.4590   -1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4621    2.2437    1.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9813    1.2178    0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9638    0.3406    2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0591   -2.2268   -0.4926 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
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 15  1  0
 13 14  2  0
 12  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  6
  5 24  1  0
  5 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  1
 15 33  1  0
M  END


  Mrv1652304032018482D          

 15 15  0  0  0  0            999 V2000
10000.042810000.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.327710000.8257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.605510000.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.889510000.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6055 9999.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.327710001.6525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.760010000.8257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4132 9999.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1304 9999.0808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.413210000.3214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.0258 9999.5746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3584 9999.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6133 9998.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.4383 9998.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.6932 9999.0896    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  2  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  6  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  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
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
  1 11  1  0  0  0  0
 15  8  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0289984

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@H](N)C(=O)N1CCC[C@H]1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18N2O3/c1-6(2)8(11)9(13)12-5-3-4-7(12)10(14)15/h6-8H,3-5,11H2,1-2H3,(H,14,15)/t7-,8-/m0/s1

> <INCHI_KEY>
GIAZPLMMQOERPN-YUMQZZPRSA-N

> <FORMULA>
C10H18N2O3

> <MOLECULAR_WEIGHT>
214.265

> <EXACT_MASS>
214.131742448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
22.476828758305377

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-[(2S)-2-amino-3-methylbutanoyl]pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-0.78

> <JCHEM_LOGP>
-2.21973410343997

> <ALOGPS_LOGS>
-0.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8554103709039587

> <JCHEM_PKA_STRONGEST_BASIC>
8.507320059823522

> <JCHEM_POLAR_SURFACE_AREA>
83.63000000000001

> <JCHEM_REFRACTIVITY>
54.47940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-1-[(2S)-2-amino-3-methylbutanoyl]pyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0    8666.7478667.440   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8665.4128668.208   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8664.0648667.463   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8662.7278668.231   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8664.0648665.920   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0    8665.4128669.751   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0    8668.0858668.208   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8669.3058665.725   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8670.6438664.951   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8669.3058667.267   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0    8666.7158665.873   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0    8665.4698664.967   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.9458663.503   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8667.4858663.503   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8667.9618664.967   0.000  0.00  0.00           C+0
CONECT    1    2    7   11                                                  
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2                                                            
CONECT    7    1                                                            
CONECT    8    9   10   15                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11   12   15    1                                                  
CONECT   12   13   11                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11    8                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol

Synonyms

Value	Source
L-Val-L-pro	ChEBI
V-P	ChEBI
VP	ChEBI
1-L-Valyl-L-proline	HMDB
1-L-Valylproline	HMDB
L-Valyl-L-proline	HMDB
L-alpha-Valyl-L-proline	HMDB
L-Α-valyl-L-proline	HMDB
N-L-Valyl-L-proline	HMDB
N-Valylproline	HMDB
V-p Dipeptide	HMDB
VP Dipeptide	HMDB
Val-pro	HMDB
Valine proline dipeptide	HMDB
Valine-proline dipeptide	HMDB
Valyl-proline	HMDB
Valylproline	ChEBI

Chemical Formula

C₁₀H₁₈N₂O₃

Average Mass

214.2650 Da

Monoisotopic Mass

214.13174 Da

IUPAC Name

(2S)-1-[(2S)-2-amino-3-methylbutanoyl]pyrrolidine-2-carboxylic acid

Traditional Name

(2S)-1-[(2S)-2-amino-3-methylbutanoyl]pyrrolidine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)[C@H](N)C(=O)N1CCC[C@H]1C(O)=O

InChI Identifier

InChI=1S/C10H18N2O3/c1-6(2)8(11)9(13)12-5-3-4-7(12)10(14)15/h6-8H,3-5,11H2,1-2H3,(H,14,15)/t7-,8-/m0/s1

InChI Key

GIAZPLMMQOERPN-YUMQZZPRSA-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
Hyacinthoides non-scripta	LOTUS Database	35616633
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
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Valine or derivatives
Proline or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Azacycle
Organoheterocyclic compound
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic oxide
Organopnictogen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Amine
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

dipeptide (CHEBI:73701 )

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	-0.78	ALOGPS
logP	-2.2	ChemAxon
logS	-0.32	ALOGPS
pKa (Strongest Acidic)	3.86	ChemAxon
pKa (Strongest Basic)	8.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.63 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	54.48 m³·mol⁻¹	ChemAxon
Polarizability	22.48 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

HMDB0029135

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8012993

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9837272

PDB ID

Not Available

ChEBI ID

73701

Good Scents ID

Not Available

References

General References

Moczar M, David P, Loisance D: Vascular substitute from human placental arteries: glycosaminoglycan and elastin synthesis in the neo-intimal hyperplasia. Life Support Syst. 1984 Jul-Sep;2(3):201-8. [PubMed:6503349 ]
Sjolund M, Madsen K, von der Mark K, Thyberg J: Phenotype modulation in primary cultures of smooth-muscle cells from rat aorta. Synthesis of collagen and elastin. Differentiation. 1986;32(2):173-80. doi: 10.1111/j.1432-0436.1986.tb00570.x. [PubMed:3539683 ]
LOTUS database [Link]

Showing NP-Card for val-pro (NP0289984)

MOL for NP0289984 (val-pro)

3D MOL for NP0289984 (val-pro)

3D SDF for NP0289984 (val-pro)

3D-SDF for NP0289984 (val-pro)

PDB for NP0289984 (val-pro)

3D PDB for NP0289984 (val-pro)

SMILES for NP0289984 (val-pro)

INCHI for NP0289984 (val-pro)

Structure for NP0289984 (val-pro)

3D Structure for NP0289984 (val-pro)