NP-MRD: Showing NP-Card for pro-pro (NP0319554)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 20:38:25 UTC

Updated at

2022-09-11 20:38:26 UTC

NP-MRD ID

NP0319554

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pro-pro

Description

Prolylproline, also known as P-P or D-pro-L-pro, 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. pro-pro is found in Trypanosoma brucei. Prolylproline is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.2969    2.6421   -0.5867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4557    1.8267   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7262    2.3133    0.9920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3476    0.4741   -0.6024 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2582   -0.4830    0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4671   -1.7906    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0511   -1.2611    0.3532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9550   -0.0250   -0.3372 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1538    0.7980   -0.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0632    1.8580   -1.4338 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5092    0.5698   -0.3833 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3900   -0.2702   -1.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7000   -0.1568   -0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1920   -0.0886    1.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7847    0.3547    1.0352 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8460    1.8801    1.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4990    0.4226   -1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1795   -0.5550   -0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5028   -0.1830    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4885   -2.1723   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7735   -2.4768    0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0693   -1.0956    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3928   -2.0740    0.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0430    1.6538   -0.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0789   -1.3230   -1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6198    0.1324   -2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4164   -0.9274   -0.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1279    0.8437   -0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3138   -1.0439    1.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7759    0.6920    1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672   -0.5349    1.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  8  4  1  0
 15 11  1  0
  3 16  1  0
  4 17  1  6
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
 11 24  1  6
 12 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
M  END


  Mrv1652305161920212D          

 15 16  0  0  0  0            999 V2000
 2499.9702 2499.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9702 2500.7534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.3663 2500.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.0807 2501.2567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.6519 2501.2567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5840 2500.0091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2497.9166 2499.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.1715 2498.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.9965 2498.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2514 2499.5241    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2501.3496 2500.0091    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2500.6822 2499.5241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.9371 2498.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7621 2498.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.0170 2499.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
 11 15  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
 12 13  1  0  0  0  0
 10  1  1  6  0  0  0
 11  3  1  6  0  0  0
  1 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0319554

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1

> <INCHI_IDENTIFIER>
InChI=1S/C10H16N2O3/c13-9(7-3-1-5-11-7)12-6-2-4-8(12)10(14)15/h7-8,11H,1-6H2,(H,14,15)/t7-,8-/m0/s1

> <INCHI_KEY>
RWCOTTLHDJWHRS-YUMQZZPRSA-N

> <FORMULA>
C10H16N2O3

> <MOLECULAR_WEIGHT>
212.249

> <EXACT_MASS>
212.116092383

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
21.691547630784726

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-[(2S)-pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-2.34

> <JCHEM_LOGP>
-2.833168522112887

> <ALOGPS_LOGS>
-0.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6971759858624726

> <JCHEM_PKA_STRONGEST_BASIC>
9.817472044231536

> <JCHEM_POLAR_SURFACE_AREA>
69.63999999999999

> <JCHEM_REFRACTIVITY>
53.0508

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.16e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-1-[(2S)-pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-19         0                                  
HETATM    1  C   UNK     0    4666.6114666.533   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    4666.6114668.073   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    4669.2174668.245   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    4670.5514669.013   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    4667.8844669.013   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0    4664.0234666.684   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0    4662.7784665.778   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4663.2534664.314   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    4664.7934664.314   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    4665.2694665.778   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    4669.1864666.684   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0    4667.9404665.778   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0    4668.4164664.314   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    4669.9564664.314   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4670.4324665.778   0.000  0.00  0.00           C+0
CONECT    1    2   10   12                                                  
CONECT    2    1                                                            
CONECT    3    4    5   11                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    7   10                                                       
CONECT    7    8    6                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6    1                                                  
CONECT   11   15   12    3                                                  
CONECT   12   11   13    1                                                  
CONECT   13   14   12                                                       
CONECT   14   13   15                                                       
CONECT   15   11   14                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Value	Source
L-Pro-L-pro	HMDB
P-P	HMDB
PP	HMDB
Prolyl-proline	HMDB
D-Pro-L-pro	HMDB
1-L-Prolyl-L-proline	HMDB
Di-L-proline	HMDB
L-Proline dipeptide	HMDB
L-Prolyl-L-proline	HMDB
N-[(S)-Prolyl]-(S)-proline	HMDB
NSC 97940	HMDB
p-p Dipeptide	HMDB
PP Dipeptide	HMDB
Pro-pro	HMDB
Proline proline dipeptide	HMDB
Proline-proline dipeptide	HMDB
Prolylproline	ChEBI

Chemical Formula

C₁₀H₁₆N₂O₃

Average Mass

212.2490 Da

Monoisotopic Mass

212.11609 Da

IUPAC Name

(2S)-1-[(2S)-pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid

Traditional Name

(2S)-1-[(2S)-pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1

InChI Identifier

InChI=1S/C10H16N2O3/c13-9(7-3-1-5-11-7)12-6-2-4-8(12)10(14)15/h7-8,11H,1-6H2,(H,14,15)/t7-,8-/m0/s1

InChI Key

RWCOTTLHDJWHRS-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
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
Proline or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine-2-carboxamide
Pyrrolidine carboxylic acid or derivatives
Tertiary carboxylic acid amide
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Amino acid
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Secondary amine
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Amine
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

dipeptide (CHEBI:73646 )

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	-2.3	ALOGPS
logP	-2.8	ChemAxon
logS	-0.83	ALOGPS
pKa (Strongest Acidic)	3.7	ChemAxon
pKa (Strongest Basic)	9.82	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.64 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	53.05 m³·mol⁻¹	ChemAxon
Polarizability	21.69 Å³	ChemAxon
Number of Rings	2	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

HMDB0011180

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

11622593

PDB ID

Not Available

ChEBI ID

73646

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for pro-pro (NP0319554)

MOL for NP0319554 (pro-pro)

3D MOL for NP0319554 (pro-pro)

3D SDF for NP0319554 (pro-pro)

3D-SDF for NP0319554 (pro-pro)

PDB for NP0319554 (pro-pro)

3D PDB for NP0319554 (pro-pro)

SMILES for NP0319554 (pro-pro)

INCHI for NP0319554 (pro-pro)

Structure for NP0319554 (pro-pro)

3D Structure for NP0319554 (pro-pro)