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Showing NP-Card for L-Phenylalanyl-L-proline (NP0334791)

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Record Information
Version2.0
Created at2024-09-10 19:58:56 UTC
Updated at2024-09-10 19:58:56 UTC
NP-MRD IDNP0334791
Secondary Accession NumbersNone
Natural Product Identification
Common NameL-Phenylalanyl-L-proline
Description L-Phenylalanyl-L-proline was first documented in 2006 (PMID: 17406486). Based on a literature review a small amount of articles have been published on L-Phenylalanyl-L-proline (PMID: 30744547) (PMID: 27983681) (PMID: 28176144) (PMID: 36110305).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0334791 (L-Phenylalanyl-L-proline)


  Mrv2104 05252322312D          

 19 20  0  0  0  0            999 V2000
   15.6535  -10.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8247  -10.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9909  -11.5907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4176  -10.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4325  -11.5623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5949  -10.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1946   -9.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1729  -10.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3484  -10.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3694   -9.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9475  -10.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0768  -10.1440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4630  -10.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2686  -10.4698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9077  -10.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7422   -9.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3924   -8.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1190   -9.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3104  -11.4845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  2  0  0  0  0
  9 11  1  0  0  0  0
 10 11  2  0  0  0  0
 12  1  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 12  1  0  0  0  0
 15 18  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 13  1  0  0  0  0
M  END
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3D MOL for NP0334791 (L-Phenylalanyl-L-proline)

Download
3D SDF for NP0334791 (L-Phenylalanyl-L-proline)

  Mrv2104 05252322312D          

 19 20  0  0  0  0            999 V2000
   15.6535  -10.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8247  -10.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9909  -11.5907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4176  -10.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4325  -11.5623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5949  -10.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1946   -9.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1729  -10.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3484  -10.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3694   -9.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9475  -10.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0768  -10.1440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4630  -10.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2686  -10.4698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9077  -10.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7422   -9.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3924   -8.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1190   -9.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3104  -11.4845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  2  0  0  0  0
  9 11  1  0  0  0  0
 10 11  2  0  0  0  0
 12  1  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 12  1  0  0  0  0
 15 18  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334791

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CC1=CC=CC=C1)C(=O)N1CCCC1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C14H18N2O3/c15-11(9-10-5-2-1-3-6-10)13(17)16-8-4-7-12(16)14(18)19/h1-3,5-6,11-12H,4,7-9,15H2,(H,18,19)

> <INCHI_KEY>
WEQJQNWXCSUVMA-UHFFFAOYNA-N

> <FORMULA>
C14H18N2O3

> <MOLECULAR_WEIGHT>
262.309

> <EXACT_MASS>
262.131742448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.137001730149695

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(2-amino-3-phenylpropanoyl)pyrrolidine-2-carboxylic acid

> <JCHEM_LOGP>
-1.4506579878025392

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7167540222523767

> <JCHEM_PKA_STRONGEST_BASIC>
8.002514644502652

> <JCHEM_POLAR_SURFACE_AREA>
83.63000000000001

> <JCHEM_REFRACTIVITY>
70.10280000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
phe-pro

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0334791 (L-Phenylalanyl-L-proline)
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PDB for NP0334791 (L-Phenylalanyl-L-proline)
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      29.220 -20.228   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      27.673 -20.228   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      29.850 -21.636   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      26.913 -18.896   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      26.941 -21.583   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      25.377 -18.873   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.630 -17.526   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.589 -20.195   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.050 -20.176   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.090 -17.508   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.302 -18.830   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      30.010 -18.935   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      32.598 -19.932   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      34.101 -19.544   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      31.561 -18.828   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.385 -17.482   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.599 -16.420   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.955 -17.289   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      32.313 -21.438   0.000  0.00  0.00           O+0
CONECT    1    2    3   12                                                  
CONECT    2    1    4    5                                                  
CONECT    3    1                                                            
CONECT    4    2    6                                                       
CONECT    5    2                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6   10                                                       
CONECT    8    6    9                                                       
CONECT    9    8   11                                                       
CONECT   10    7   11                                                       
CONECT   11    9   10                                                       
CONECT   12    1   15   16                                                  
CONECT   13   14   15   19                                                  
CONECT   14   13                                                            
CONECT   15   13   12   18                                                  
CONECT   16   12   17                                                       
CONECT   17   16   18                                                       
CONECT   18   15   17                                                       
CONECT   19   13                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

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3D PDB for NP0334791 (L-Phenylalanyl-L-proline)
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SMILES for NP0334791 (L-Phenylalanyl-L-proline)
NC(CC1=CC=CC=C1)C(=O)N1CCCC1C(O)=O
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INCHI for NP0334791 (L-Phenylalanyl-L-proline)
InChI=1/C14H18N2O3/c15-11(9-10-5-2-1-3-6-10)13(17)16-8-4-7-12(16)14(18)19/h1-3,5-6,11-12H,4,7-9,15H2,(H,18,19)
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View in JSmol
SynonymsNot Available
Chemical FormulaC14H18N2O3
Average Mass262.3090 Da
Monoisotopic Mass262.13174 Da
IUPAC Name1-(2-amino-3-phenylpropanoyl)pyrrolidine-2-carboxylic acid
Traditional Namephe-pro
CAS Registry NumberNot Available
SMILES
NC(CC1=CC=CC=C1)C(=O)N1CCCC1C(O)=O
InChI Identifier
InChI=1/C14H18N2O3/c15-11(9-10-5-2-1-3-6-10)13(17)16-8-4-7-12(16)14(18)19/h1-3,5-6,11-12H,4,7-9,15H2,(H,18,19)
InChI KeyWEQJQNWXCSUVMA-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-1.5ChemAxon
pKa (Strongest Acidic)3.72ChemAxon
pKa (Strongest Basic)8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.63 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity70.1 m³·mol⁻¹ChemAxon
Polarizability27.14 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. Song R, Wang J, Sun L, Zhang Y, Ren Z, Zhao B, Lu H: The study of metabolites from fermentation culture of Alternaria oxytropis. BMC Microbiol. 2019 Feb 11;19(1):35. doi: 10.1186/s12866-019-1408-8. [PubMed:30744547  ] 
  2. Dahiya R, Singh S, Sharma A, Chennupati SV, Maharaj S: First Total Synthesis and Biological Screening of a Proline-Rich Cyclopeptide from a Caribbean Marine Sponge. Mar Drugs. 2016 Dec 15;14(12):228. doi: 10.3390/md14120228. [PubMed:27983681  ] 
  3. Kalinovskaya NI, Romanenko LA, Kalinovsky AI: Antibacterial low-molecular-weight compounds produced by the marine bacterium Rheinheimera japonica KMM 9513(T). Antonie Van Leeuwenhoek. 2017 May;110(5):719-726. doi: 10.1007/s10482-017-0839-1.  Epub 2017 Feb 7. [PubMed:28176144  ] 
  4. Fu Z, Sun L, Hou M, Hao J, Lu Q, Liu T, Ren X, Jia Y, Wang Z, Ge G: Effects of different harvest frequencies on microbial community and metabolomic properties of annual ryegrass silage. Front Microbiol. 2022 Aug 30;13:971449. doi: 10.3389/fmicb.2022.971449.  eCollection 2022. [PubMed:36110305  ] 
  5. Sentandreu MA, Toldra F: A fluorescence-based protocol for quantifying angiotensin-converting enzyme activity. Nat Protoc. 2006;1(5):2423-7. doi: 10.1038/nprot.2006.349. [PubMed:17406486  ]