Np mrd loader

Showing NP-Card for L-Phenylalanyl-L-hydroxyproline (NP0334790)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-10 19:58:41 UTC
Updated at2024-09-10 19:58:42 UTC
NP-MRD IDNP0334790
Secondary Accession NumbersNone
Natural Product Identification
Common NameL-Phenylalanyl-L-hydroxyproline
Description L-Phenylalanyl-L-hydroxyproline was first documented in 2011 (PMID: 21398066). Based on a literature review very few articles have been published on L-Phenylalanyl-L-hydroxyproline (PMID: 24187871).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0334790 (L-Phenylalanyl-L-hydroxyproline)


  Mrv2104 05252322302D          

 20 21  0  0  0  0            999 V2000
   15.7177  -10.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8891  -10.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0564  -11.5915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4820  -10.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4972  -11.5640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6593  -10.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2587   -9.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2374  -10.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4130  -10.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4334   -9.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0118  -10.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1411  -10.1450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5280  -10.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3329  -10.4685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9705  -10.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8065   -9.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4431   -8.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1551   -9.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3795  -11.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3770   -7.9991    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
 17 20  1  0  0  0  0
M  END
Download

3D MOL for NP0334790 (L-Phenylalanyl-L-hydroxyproline)

Download
3D SDF for NP0334790 (L-Phenylalanyl-L-hydroxyproline)

  Mrv2104 05252322302D          

 20 21  0  0  0  0            999 V2000
   15.7177  -10.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8891  -10.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0564  -11.5915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4820  -10.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4972  -11.5640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6593  -10.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2587   -9.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2374  -10.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4130  -10.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4334   -9.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0118  -10.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1411  -10.1450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5280  -10.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3329  -10.4685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9705  -10.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8065   -9.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4431   -8.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1551   -9.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3795  -11.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3770   -7.9991    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
 17 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334790

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CC1=CC=CC=C1)C(=O)N1CC(O)CC1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C14H18N2O4/c15-11(6-9-4-2-1-3-5-9)13(18)16-8-10(17)7-12(16)14(19)20/h1-5,10-12,17H,6-8,15H2,(H,19,20)

> <INCHI_KEY>
WJSNJMXOBDSZDL-UHFFFAOYNA-N

> <FORMULA>
C14H18N2O4

> <MOLECULAR_WEIGHT>
278.308

> <EXACT_MASS>
278.126657068

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
27.50029082967231

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(2-amino-3-phenylpropanoyl)-4-hydroxypyrrolidine-2-carboxylic acid

> <JCHEM_LOGP>
-2.598927908714749

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.826415508167333

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.587015356435035

> <JCHEM_PKA_STRONGEST_BASIC>
8.002459091033767

> <JCHEM_POLAR_SURFACE_AREA>
103.86

> <JCHEM_REFRACTIVITY>
71.4207

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-(2-amino-3-phenylpropanoyl)-4-hydroxypyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0334790 (L-Phenylalanyl-L-hydroxyproline)
Download
PDB for NP0334790 (L-Phenylalanyl-L-hydroxyproline)
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      29.340 -20.231   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      27.793 -20.231   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      29.972 -21.637   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      27.033 -18.900   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      27.061 -21.586   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      25.497 -18.876   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.750 -17.530   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.710 -20.198   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.171 -20.181   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.209 -17.512   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.422 -18.835   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      30.130 -18.937   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      32.719 -19.934   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      34.221 -19.541   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      31.678 -18.835   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.505 -17.485   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.694 -16.432   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.023 -17.285   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      32.442 -21.442   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      30.570 -14.932   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   20                                                  
CONECT   18   15   17                                                       
CONECT   19   13                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

Download
3D PDB for NP0334790 (L-Phenylalanyl-L-hydroxyproline)
Download
SMILES for NP0334790 (L-Phenylalanyl-L-hydroxyproline)
NC(CC1=CC=CC=C1)C(=O)N1CC(O)CC1C(O)=O
Download
INCHI for NP0334790 (L-Phenylalanyl-L-hydroxyproline)
InChI=1/C14H18N2O4/c15-11(6-9-4-2-1-3-5-9)13(18)16-8-10(17)7-12(16)14(19)20/h1-5,10-12,17H,6-8,15H2,(H,19,20)
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC14H18N2O4
Average Mass278.3080 Da
Monoisotopic Mass278.12666 Da
IUPAC Name1-(2-amino-3-phenylpropanoyl)-4-hydroxypyrrolidine-2-carboxylic acid
Traditional Name1-(2-amino-3-phenylpropanoyl)-4-hydroxypyrrolidine-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
NC(CC1=CC=CC=C1)C(=O)N1CC(O)CC1C(O)=O
InChI Identifier
InChI=1/C14H18N2O4/c15-11(6-9-4-2-1-3-5-9)13(18)16-8-10(17)7-12(16)14(19)20/h1-5,10-12,17H,6-8,15H2,(H,19,20)
InChI KeyWJSNJMXOBDSZDL-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-2.6ChemAxon
pKa (Strongest Acidic)3.59ChemAxon
pKa (Strongest Basic)8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area103.86 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity71.42 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. Liu S, Wang N, Chen P, Li X, Liu C: Effect of huanglianjiedu tang on fever in rats induced by 2, 4-dinitrophenol. J Tradit Chin Med. 2013 Aug;33(4):492-9. doi: 10.1016/s0254-6272(13)60154-5. [PubMed:24187871  ] 
  2. Su ZH, Li SQ, Zou GA, Yu CY, Sun YG, Zhang HW, Gu Y, Zou ZM: Urinary metabonomics study of anti-depressive effect of Chaihu-Shu-Gan-San on an experimental model of depression induced by chronic variable stress in rats. J Pharm Biomed Anal. 2011 Jun 1;55(3):533-9. doi: 10.1016/j.jpba.2011.02.013.  Epub 2011 Feb 18. [PubMed:21398066  ]