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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:52:13 UTC

Update Date

2022-03-07 02:57:14 UTC

HMDB ID

HMDB0041996

Secondary Accession Numbers

HMDB41996

Metabolite Identification

Common Name

Pranoprofen

Description

Pranoprofen, also known as elicapric or niflan, belongs to the class of organic compounds known as chromeno[2,3-b]pyridines. These are aromatic heteropolycyclic compounds containing pyridine linearly fused to the pyran moiety of a benzofuran ring system. Based on a literature review very few articles have been published on Pranoprofen.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0041996
     RDKit          3D
Pranoprofen
 32 34  0  0  0  0  0  0  0  0999 V2000
   -3.8495   -0.4001   -1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3620    0.6386   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3234    1.9861   -0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5512    2.1555   -2.0014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0321    3.1153   -0.0233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0443    0.3112    0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8612    0.1299    1.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6205   -0.1741    2.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123   -0.3147    1.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3352   -0.1350    0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9362    0.1742   -0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588   -0.2614   -0.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7395   -0.5874   -0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479   -0.7193   -0.9649 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0568   -1.0223   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1347   -1.1838    0.9693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0676   -1.0541    1.7573 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709   -0.7590    1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7401   -0.6208    2.0690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1528   -1.2928   -0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965   -0.6612   -1.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7751   -0.0134   -1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1168    0.7008    0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4466    3.2369    0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7342    0.2379    2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4833   -0.3164    3.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0425    0.3110   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5479    0.7208   -1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655   -1.0437   -1.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7650   -0.5884   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9717   -1.1430   -0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1143   -1.4275    1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 11  6  1  0
 18 13  1  0
 19  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
M  END


  Mrv0541 09131211522D          

 19 21  0  0  0  0            999 V2000
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  4  2  0  0  0  0
  6  2  1  0  0  0  0
  9  1  1  0  0  0  0
 10  4  1  0  0  0  0
 10  7  2  0  0  0  0
 10  9  1  0  0  0  0
 11  3  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  5  1  0  0  0  0
 13 12  2  0  0  0  0
 14 11  2  0  0  0  0
 15  9  1  0  0  0  0
 16  6  2  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041996

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C(O)=O)C1=CC2=C(OC3=C(C2)C=CC=N3)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H13NO3/c1-9(15(17)18)10-4-5-13-12(7-10)8-11-3-2-6-16-14(11)19-13/h2-7,9H,8H2,1H3,(H,17,18)

> <INCHI_KEY>
TVQZAMVBTVNYLA-UHFFFAOYSA-N

> <FORMULA>
C15H13NO3

> <MOLECULAR_WEIGHT>
255.2686

> <EXACT_MASS>
255.089543287

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.85729248230661

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{5H-chromeno[2,3-b]pyridin-7-yl}propanoic acid

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
2.944062601821371

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6293612277924776

> <JCHEM_PKA_STRONGEST_BASIC>
2.2365342963937995

> <JCHEM_POLAR_SURFACE_AREA>
59.42

> <JCHEM_REFRACTIVITY>
70.01670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nifran

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041996
     RDKit          3D
Pranoprofen
 32 34  0  0  0  0  0  0  0  0999 V2000
   -3.8495   -0.4001   -1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3620    0.6386   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3234    1.9861   -0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5512    2.1555   -2.0014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0321    3.1153   -0.0233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0443    0.3112    0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8612    0.1299    1.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6205   -0.1741    2.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123   -0.3147    1.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3352   -0.1350    0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9362    0.1742   -0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588   -0.2614   -0.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7395   -0.5874   -0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479   -0.7193   -0.9649 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0568   -1.0223   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1347   -1.1838    0.9693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0676   -1.0541    1.7573 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709   -0.7590    1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7401   -0.6208    2.0690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1528   -1.2928   -0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965   -0.6612   -1.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7751   -0.0134   -1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1168    0.7008    0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4466    3.2369    0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7342    0.2379    2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4833   -0.3164    3.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0425    0.3110   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5479    0.7208   -1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655   -1.0437   -1.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7650   -0.5884   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9717   -1.1430   -0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1143   -1.4275    1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 11  6  1  0
 18 13  1  0
 19  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
M  END

HEADER    PROTEIN                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      13.337   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    3    6                                                       
CONECT    3    2   11                                                       
CONECT    4    5   10                                                       
CONECT    5    4   13                                                       
CONECT    6    2   16                                                       
CONECT    7   10   12                                                       
CONECT    8   11   12                                                       
CONECT    9    1   10   15                                                  
CONECT   10    4    7    9                                                  
CONECT   11    3    8   14                                                  
CONECT   12    7    8   13                                                  
CONECT   13    5   12   19                                                  
CONECT   14   11   16   19                                                  
CONECT   15    9   17   18                                                  
CONECT   16    6   14                                                       
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0041996
HETATM    1  C1  UNL     1      -3.850  -0.400  -1.106  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.362   0.639  -0.149  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.323   1.986  -0.776  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.551   2.156  -2.001  1.00  0.00           O  
HETATM    5  O2  UNL     1      -3.032   3.115  -0.023  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.044   0.311   0.444  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.861   0.130   1.799  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.621  -0.174   2.317  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.512  -0.315   1.507  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.335  -0.135   0.156  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.936   0.174  -0.353  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.459  -0.261  -0.769  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.740  -0.587  -0.120  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.848  -0.719  -0.965  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.057  -1.022  -0.397  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.135  -1.184   0.969  1.00  0.00           C  
HETATM   17  N1  UNL     1       4.068  -1.054   1.757  1.00  0.00           N  
HETATM   18  C15 UNL     1       2.871  -0.759   1.241  1.00  0.00           C  
HETATM   19  O3  UNL     1       1.740  -0.621   2.069  1.00  0.00           O  
HETATM   20  H1  UNL     1      -4.153  -1.293  -0.516  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.097  -0.661  -1.879  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.775  -0.013  -1.580  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.117   0.701   0.682  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.447   3.237   0.892  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.734   0.238   2.425  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.483  -0.316   3.391  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.043   0.311  -1.435  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.548   0.721  -1.316  1.00  0.00           H  
HETATM   29  H10 UNL     1       1.266  -1.044  -1.549  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.765  -0.588  -2.036  1.00  0.00           H  
HETATM   31  H12 UNL     1       5.972  -1.143  -0.984  1.00  0.00           H  
HETATM   32  H13 UNL     1       6.114  -1.427   1.413  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    6   23
CONECT    3    4    4    5
CONECT    5   24
CONECT    6    7    7   11
CONECT    7    8   25
CONECT    8    9    9   26
CONECT    9   10   19
CONECT   10   11   11   12
CONECT   11   27
CONECT   12   13   28   29
CONECT   13   14   14   18
CONECT   14   15   30
CONECT   15   16   16   31
CONECT   16   17   32
CONECT   17   18   18
CONECT   18   19
END

HMDB0041996
     RDKit          3D
Pranoprofen
 32 34  0  0  0  0  0  0  0  0999 V2000
   -3.8495   -0.4001   -1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3620    0.6386   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3234    1.9861   -0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5512    2.1555   -2.0014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0321    3.1153   -0.0233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0443    0.3112    0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8612    0.1299    1.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6205   -0.1741    2.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123   -0.3147    1.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3352   -0.1350    0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9362    0.1742   -0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588   -0.2614   -0.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7395   -0.5874   -0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479   -0.7193   -0.9649 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0568   -1.0223   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1347   -1.1838    0.9693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0676   -1.0541    1.7573 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709   -0.7590    1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7401   -0.6208    2.0690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1528   -1.2928   -0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965   -0.6612   -1.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7751   -0.0134   -1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1168    0.7008    0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4466    3.2369    0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7342    0.2379    2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4833   -0.3164    3.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0425    0.3110   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5479    0.7208   -1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655   -1.0437   -1.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7650   -0.5884   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9717   -1.1430   -0.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1143   -1.4275    1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 11  6  1  0
 18 13  1  0
 19  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Elicapric	Kegg
2-(5H-(1)Benzopyrano(2,3-b)pyridin-7-yl)propionic acid	HMDB
Niflan	HMDB
Pyranoprofen	HMDB
Alcon brand OF pranoprofen	HMDB
Oftalar	HMDB
Pyranoprofen, methyl-14C-labeled	HMDB
Nifran	HMDB
Zaltoprofen	HMDB
alpha-Methyl-5H-(1)benzopyrano(2,3-b)pyridine-7-acetic acid	HMDB

Chemical Formula

C₁₅H₁₃NO₃

Average Molecular Weight

255.2686

Monoisotopic Molecular Weight

255.089543287

IUPAC Name

2-{5H-chromeno[2,3-b]pyridin-7-yl}propanoic acid

Traditional Name

nifran

CAS Registry Number

52549-17-4

SMILES

CC(C(O)=O)C1=CC2=C(OC3=C(C2)C=CC=N3)C=C1

InChI Identifier

InChI=1S/C15H13NO3/c1-9(15(17)18)10-4-5-13-12(7-10)8-11-3-2-6-16-14(11)19-13/h2-7,9H,8H2,1H3,(H,17,18)

InChI Key

TVQZAMVBTVNYLA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chromeno[2,3-b]pyridines. These are aromatic heteropolycyclic compounds containing pyridine linearly fused to the pyran moiety of a benzofuran ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Chromeno[2,3-b]pyridines

Alternative Parents

Substituents

Chromeno[2,3-b]pyridine
Diaryl ether
Pyranopyridine
Pyridine
Benzenoid
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Azacycle
Oxacycle
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041996)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.03 g/L	ALOGPS
logP	2.54	ALOGPS
logP	2.94	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.63	ChemAxon
pKa (Strongest Basic)	2.24	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.42 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.02 m³·mol⁻¹	ChemAxon
Polarizability	26.86 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	161.2	31661259
DarkChem	[M-H]-	157.098	31661259
DeepCCS	[M+H]+	161.804	30932474
DeepCCS	[M-H]-	159.409	30932474
DeepCCS	[M-2H]-	192.295	30932474
DeepCCS	[M+Na]+	167.86	30932474
AllCCS	[M+H]+	158.4	32859911
AllCCS	[M+H-H2O]+	154.4	32859911
AllCCS	[M+NH4]+	162.0	32859911
AllCCS	[M+Na]+	163.1	32859911
AllCCS	[M-H]-	162.4	32859911
AllCCS	[M+Na-2H]-	161.9	32859911
AllCCS	[M+HCOO]-	161.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pranoprofen	CC(C(O)=O)C1=CC2=C(OC3=C(C2)C=CC=N3)C=C1	3454.7	Standard polar	33892256
Pranoprofen	CC(C(O)=O)C1=CC2=C(OC3=C(C2)C=CC=N3)C=C1	2211.1	Standard non polar	33892256
Pranoprofen	CC(C(O)=O)C1=CC2=C(OC3=C(C2)C=CC=N3)C=C1	2381.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pranoprofen,1TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)C1=CC=C2OC3=NC=CC=C3CC2=C1	2384.2	Semi standard non polar	33892256
Pranoprofen,1TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=C2OC3=NC=CC=C3CC2=C1	2625.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pranoprofen GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fu-1890000000-06505a892e2e2aed0e0f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pranoprofen GC-MS (1 TMS) - 70eV, Positive	splash10-022i-9462000000-4191e21cb4b02a2b9671	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pranoprofen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pranoprofen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pranoprofen , positive-QTOF	splash10-0a4i-1290000000-d70f1e7dd20d79171ae0	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pranoprofen 10V, Positive-QTOF	splash10-0a4i-0190000000-e9c78a74d4465ba69b46	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pranoprofen 20V, Positive-QTOF	splash10-0bt9-0890000000-bc64637f97b4cff48a76	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pranoprofen 40V, Positive-QTOF	splash10-0f89-7920000000-3fde175d5b48bf0e3ef9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pranoprofen 10V, Negative-QTOF	splash10-0udi-0090000000-72e6f45760375de08453	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pranoprofen 20V, Negative-QTOF	splash10-0r00-1690000000-b46bd230b22f70dda696	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pranoprofen 40V, Negative-QTOF	splash10-05e9-8910000000-0a612e2d3f37cb1222ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pranoprofen 10V, Negative-QTOF	splash10-0ik9-0090000000-9cac6023373e2d923ff2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pranoprofen 20V, Negative-QTOF	splash10-03e9-0790000000-27d0c341d1a00f9d5708	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pranoprofen 40V, Negative-QTOF	splash10-001i-0940000000-187a7725619603f7526c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pranoprofen 10V, Positive-QTOF	splash10-03di-0090000000-1702e41fb5c3e67d812b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pranoprofen 20V, Positive-QTOF	splash10-03di-0090000000-dfe05bb77b2c5ab262ea	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pranoprofen 40V, Positive-QTOF	splash10-0r03-1920000000-df4301dd691dfbf6022d	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB13514

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4719

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pranoprofen

METLIN ID

Not Available

PubChem Compound

4888

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Pranoprofen (HMDB0041996)

MOL for HMDB0041996 (Pranoprofen)

3D MOL for HMDB0041996 (Pranoprofen)

3D SDF for HMDB0041996 (Pranoprofen)

3D-SDF for HMDB0041996 (Pranoprofen)

PDB for HMDB0041996 (Pranoprofen)

3D PDB for HMDB0041996 (Pranoprofen)

SMILES for HMDB0041996 (Pranoprofen)

INCHI for HMDB0041996 (Pranoprofen)

Structure for HMDB0041996 (Pranoprofen)

3D Structure for HMDB0041996 (Pranoprofen)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra