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Showing NP-Card for L-Prolyl-L-phenylalanine (NP0334793)

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Record Information
Version2.0
Created at2024-09-10 19:59:27 UTC
Updated at2024-09-10 19:59:27 UTC
NP-MRD IDNP0334793
Secondary Accession NumbersNone
Natural Product Identification
Common NameL-Prolyl-L-phenylalanine
Description L-Prolyl-L-phenylalanine was first documented in 2011 (PMID: 21774056). Based on a literature review a small amount of articles have been published on L-Prolyl-L-phenylalanine (PMID: 37513024) (PMID: 35972970) (PMID: 29797645) (PMID: 25406985).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0334793 (L-Prolyl-L-phenylalanine)


  Mrv2104 05252322312D          

 19 20  0  0  0  0            999 V2000
   12.7467   -8.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7467   -7.3392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0323   -8.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9460   -9.3972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1390   -9.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7265   -8.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2786   -8.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4612   -8.5767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8901   -8.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1757   -8.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6046   -8.1642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1757   -7.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8901   -6.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8901   -6.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6046   -7.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3191   -6.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6046   -5.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3191   -6.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8901   -9.4017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  1  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10  8  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  2  0  0  0  0
 16 18  1  0  0  0  0
 17 18  2  0  0  0  0
 19  9  1  0  0  0  0
M  END
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3D MOL for NP0334793 (L-Prolyl-L-phenylalanine)

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3D SDF for NP0334793 (L-Prolyl-L-phenylalanine)

  Mrv2104 05252322312D          

 19 20  0  0  0  0            999 V2000
   12.7467   -8.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7467   -7.3392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0323   -8.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9460   -9.3972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1390   -9.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7265   -8.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2786   -8.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4612   -8.5767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8901   -8.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1757   -8.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6046   -8.1642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1757   -7.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8901   -6.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8901   -6.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6046   -7.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3191   -6.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6046   -5.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3191   -6.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8901   -9.4017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  1  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10  8  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  2  0  0  0  0
 16 18  1  0  0  0  0
 17 18  2  0  0  0  0
 19  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334793

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C(CC1=CC=CC=C1)NC(=O)C1CCCN1

> <INCHI_IDENTIFIER>
InChI=1/C14H18N2O3/c17-13(11-7-4-8-15-11)16-12(14(18)19)9-10-5-2-1-3-6-10/h1-3,5-6,11-12,15H,4,7-9H2,(H,16,17)(H,18,19)

> <INCHI_KEY>
IWIANZLCJVYEFX-UHFFFAOYNA-N

> <FORMULA>
C14H18N2O3

> <MOLECULAR_WEIGHT>
262.309

> <EXACT_MASS>
262.131742448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.498155178334233

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-phenyl-2-[(pyrrolidin-2-yl)formamido]propanoic acid

> <JCHEM_LOGP>
-1.4495372005460359

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.563718789077758

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7768811908563196

> <JCHEM_PKA_STRONGEST_BASIC>
9.806117414115185

> <JCHEM_POLAR_SURFACE_AREA>
78.43

> <JCHEM_REFRACTIVITY>
69.98070000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
pro-phe

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0334793 (L-Prolyl-L-phenylalanine)
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PDB for NP0334793 (L-Prolyl-L-phenylalanine)
HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  C   UNK     0      23.794 -15.240   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      23.794 -13.700   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      22.460 -16.010   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      22.299 -17.541   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      20.793 -17.862   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.023 -16.528   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.053 -15.383   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      25.128 -16.010   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      27.795 -16.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.461 -15.240   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      29.129 -15.240   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      26.461 -13.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.795 -12.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.795 -11.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.129 -13.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      30.462 -12.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.129 -10.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.462 -11.390   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      27.795 -17.550   0.000  0.00  0.00           O+0
CONECT    1    2    3    8                                                  
CONECT    2    1                                                            
CONECT    3    1    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    3    6                                                       
CONECT    8    1   10                                                       
CONECT    9   10   11   19                                                  
CONECT   10    9   12    8                                                  
CONECT   11    9                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   17                                                       
CONECT   15   13   16                                                       
CONECT   16   15   18                                                       
CONECT   17   14   18                                                       
CONECT   18   16   17                                                       
CONECT   19    9                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

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3D PDB for NP0334793 (L-Prolyl-L-phenylalanine)
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SMILES for NP0334793 (L-Prolyl-L-phenylalanine)
OC(=O)C(CC1=CC=CC=C1)NC(=O)C1CCCN1
Download
INCHI for NP0334793 (L-Prolyl-L-phenylalanine)
InChI=1/C14H18N2O3/c17-13(11-7-4-8-15-11)16-12(14(18)19)9-10-5-2-1-3-6-10/h1-3,5-6,11-12,15H,4,7-9H2,(H,16,17)(H,18,19)
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View in JSmol
SynonymsNot Available
Chemical FormulaC14H18N2O3
Average Mass262.3090 Da
Monoisotopic Mass262.13174 Da
IUPAC Name3-phenyl-2-[(pyrrolidin-2-yl)formamido]propanoic acid
Traditional Namepro-phe
CAS Registry NumberNot Available
SMILES
OC(=O)C(CC1=CC=CC=C1)NC(=O)C1CCCN1
InChI Identifier
InChI=1/C14H18N2O3/c17-13(11-7-4-8-15-11)16-12(14(18)19)9-10-5-2-1-3-6-10/h1-3,5-6,11-12,15H,4,7-9H2,(H,16,17)(H,18,19)
InChI KeyIWIANZLCJVYEFX-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.4ChemAxon
pKa (Strongest Acidic)3.78ChemAxon
pKa (Strongest Basic)9.81ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area78.43 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity69.98 m³·mol⁻¹ChemAxon
Polarizability27.5 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Noskova Y, Son O, Tekutyeva L, Balabanova L: Purification and Characterization of a DegP-Type Protease from the Marine Bacterium Cobetia amphilecti KMM 296. Microorganisms. 2023 Jul 21;11(7):1852. doi: 10.3390/microorganisms11071852. [PubMed:37513024  ] 
  2. Valerio E, Mardegan V, Stocchero M, Cavicchiolo ME, Pirillo P, Poloniato G, D'Onofrio G, Bonadies L, Giordano G, Baraldi E: Urinary metabotypes of newborns with perinatal asphyxia undergoing therapeutic hypothermia. PLoS One. 2022 Aug 16;17(8):e0273175. doi: 10.1371/journal.pone.0273175.  eCollection 2022. [PubMed:35972970  ] 
  3. Karasawa M, Stanfield JK, Yanagisawa S, Shoji O, Watanabe Y: Whole-Cell Biotransformation of Benzene to Phenol Catalysed by Intracellular Cytochrome P450BM3 Activated by External Additives. Angew Chem Int Ed Engl. 2018 Sep 17;57(38):12264-12269. doi:  10.1002/anie.201804924. Epub 2018 Jul 23. [PubMed:29797645  ] 
  4. Uccello-Barretta G, Balzano F, Aiello F, Vanni L, Mori M, Menta S, Calcaterra A, Botta B: Hydrolytic inhibition of alpha-chymotrypsin by 2,8,14,20-tetrakis(D-leucyl-D-valinamido)resorc[4]arenecarboxylic acid: a spectroscopic NMR and computational combined approach. Org Biomol Chem. 2015 Jan 21;13(3):916-24. doi: 10.1039/c4ob01936a. [PubMed:25406985  ] 
  5. Valls C, Pujadas G, Garcia-Vallve S, Mulero M: Characterization of the protease activity of detergents: laboratory practicals for studying the protease profile and activity of various commercial detergents. Biochem Mol Biol Educ. 2011 Jul;39(4):280-90. doi: 10.1002/bmb.20488. [PubMed:21774056  ]