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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:09:30 UTC

Update Date

2022-03-07 02:56:39 UTC

HMDB ID

HMDB0040599

Secondary Accession Numbers

HMDB40599

Metabolite Identification

Common Name

(±)-Fenarimol

Description

(±)-Fenarimol, also known as rubigan-4 or rubigan 12 RC, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Based on a literature review a significant number of articles have been published on (±)-Fenarimol.

Structure

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

HMDB0040599
     RDKit          3D
(±)-Fenarimol
 34 36  0  0  0  0  0  0  0  0999 V2000
    0.6710   -0.3125   -2.0260 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1875    0.0384   -0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1216   -0.5742    0.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -1.1572    1.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5452   -1.7139    2.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8941   -1.7032    2.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0419   -2.3990    3.2091 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3753   -1.1259    0.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4777   -0.5639    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3365    1.5124   -0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0970    2.1028    0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2344    3.4351    0.7831 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052    4.1740   -0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439    3.6166   -1.4840 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7174    2.3054   -1.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -0.4537   -0.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218    0.3907   -0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5332   -0.0689   -0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7961   -1.4111   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585   -2.2834   -0.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716   -1.7974   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2175   -2.9658   -1.1090 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0064    0.0161   -2.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3838   -1.2028    1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2147   -2.1808    3.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491   -1.1156    0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221   -0.1264   -0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2086    1.5148    1.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7043    5.2514   -0.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9114    1.8497   -2.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0635    1.4387   -0.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506    0.5978   -0.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8385   -1.7531   -0.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9926   -3.3351   -0.8024 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  9  3  1  0
 15 10  1  0
 21 16  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 13 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END


  Mrv0541 05061311582D          

 22 24  0  0  0  0            999 V2000
   -0.9355   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7770   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7770   -2.5559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0145   -1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 12  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  7  2  0  0  0  0
 14  8  1  0  0  0  0
 15  3  2  0  0  0  0
 16  4  2  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20  9  1  0  0  0  0
 20 11  2  0  0  0  0
 21 10  2  0  0  0  0
 21 11  1  0  0  0  0
 22 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040599

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(C1=CC=C(Cl)C=C1)(C1=CN=CN=C1)C1=CC=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C17H12Cl2N2O/c18-14-7-5-12(6-8-14)17(22,13-9-20-11-21-10-13)15-3-1-2-4-16(15)19/h1-11,22H

> <INCHI_KEY>
NHOWDZOIZKMVAI-UHFFFAOYSA-N

> <FORMULA>
C17H12Cl2N2O

> <MOLECULAR_WEIGHT>
331.196

> <EXACT_MASS>
330.03266843

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
32.33446898551444

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2-chlorophenyl)(4-chlorophenyl)pyrimidin-5-ylmethanol

> <ALOGPS_LOGP>
3.13

> <JCHEM_LOGP>
3.922957059666667

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.12652991772322

> <JCHEM_PKA_STRONGEST_BASIC>
1.04306768494885

> <JCHEM_POLAR_SURFACE_AREA>
46.010000000000005

> <JCHEM_REFRACTIVITY>
89.58539999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.27e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
BLOC

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040599
     RDKit          3D
(±)-Fenarimol
 34 36  0  0  0  0  0  0  0  0999 V2000
    0.6710   -0.3125   -2.0260 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1875    0.0384   -0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1216   -0.5742    0.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -1.1572    1.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5452   -1.7139    2.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8941   -1.7032    2.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0419   -2.3990    3.2091 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3753   -1.1259    0.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4777   -0.5639    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3365    1.5124   -0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0970    2.1028    0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2344    3.4351    0.7831 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052    4.1740   -0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439    3.6166   -1.4840 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7174    2.3054   -1.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -0.4537   -0.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218    0.3907   -0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5332   -0.0689   -0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7961   -1.4111   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585   -2.2834   -0.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716   -1.7974   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2175   -2.9658   -1.1090 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0064    0.0161   -2.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3838   -1.2028    1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2147   -2.1808    3.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491   -1.1156    0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221   -0.1264   -0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2086    1.5148    1.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7043    5.2514   -0.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9114    1.8497   -2.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0635    1.4387   -0.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506    0.5978   -0.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8385   -1.7531   -0.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9926   -3.3351   -0.8024 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  9  3  1  0
 15 10  1  0
 21 16  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 13 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.746  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.413  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.080  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.413  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.747   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.081  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.081   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.415   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.414  -3.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.724  -2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.724  -4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.747   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.184  -2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.415   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.080  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.746  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.414  -0.770   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0      -9.748   2.310   0.000  0.00  0.00          Cl+0
HETATM   19 Cl   UNK     0      -1.746   0.770   0.000  0.00  0.00          Cl+0
HETATM   20  N   UNK     0      -5.184  -4.771   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      -7.494  -3.437   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      -3.644   0.564   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   15                                                       
CONECT    4    2   16                                                       
CONECT    5    7   12                                                       
CONECT    6    8   12                                                       
CONECT    7    5   14                                                       
CONECT    8    6   14                                                       
CONECT    9   13   20                                                       
CONECT   10   13   21                                                       
CONECT   11   20   21                                                       
CONECT   12    5    6   17                                                  
CONECT   13    9   10   17                                                  
CONECT   14    7    8   18                                                  
CONECT   15    3   16   17                                                  
CONECT   16    4   15   19                                                  
CONECT   17   12   13   15   22                                             
CONECT   18   14                                                            
CONECT   19   16                                                            
CONECT   20    9   11                                                       
CONECT   21   10   11                                                       
CONECT   22   17                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0040599
HETATM    1  O1  UNL     1       0.671  -0.313  -2.026  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.188   0.038  -0.742  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.122  -0.574   0.249  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.669  -1.157   1.412  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.545  -1.714   2.317  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.894  -1.703   2.086  1.00  0.00           C  
HETATM    7 CL1  UNL     1       4.042  -2.399   3.209  1.00  0.00          CL  
HETATM    8  C6  UNL     1       3.375  -1.126   0.929  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.478  -0.564   0.017  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.336   1.512  -0.592  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.097   2.103   0.635  1.00  0.00           C  
HETATM   12  N1  UNL     1       0.234   3.435   0.783  1.00  0.00           N  
HETATM   13  C10 UNL     1       0.605   4.174  -0.275  1.00  0.00           C  
HETATM   14  N2  UNL     1       0.844   3.617  -1.484  1.00  0.00           N  
HETATM   15  C11 UNL     1       0.717   2.305  -1.663  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.176  -0.454  -0.628  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.222   0.391  -0.371  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.533  -0.069  -0.265  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.796  -1.411  -0.422  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.759  -2.283  -0.683  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.472  -1.797  -0.782  1.00  0.00           C  
HETATM   22 CL2  UNL     1      -0.217  -2.966  -1.109  1.00  0.00          CL  
HETATM   23  H1  UNL     1      -0.006   0.016  -2.682  1.00  0.00           H  
HETATM   24  H2  UNL     1      -0.384  -1.203   1.661  1.00  0.00           H  
HETATM   25  H3  UNL     1       1.215  -2.181   3.243  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.449  -1.116   0.742  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.922  -0.126  -0.874  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.209   1.515   1.516  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.704   5.251  -0.108  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.911   1.850  -2.648  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.063   1.439  -0.246  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.351   0.598  -0.063  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.839  -1.753  -0.334  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.993  -3.335  -0.802  1.00  0.00           H  
CONECT    1    2   23
CONECT    2    3   10   16
CONECT    3    4    4    9
CONECT    4    5   24
CONECT    5    6    6   25
CONECT    6    7    8
CONECT    8    9    9   26
CONECT    9   27
CONECT   10   11   11   15
CONECT   11   12   28
CONECT   12   13   13
CONECT   13   14   29
CONECT   14   15   15
CONECT   15   30
CONECT   16   17   17   21
CONECT   17   18   31
CONECT   18   19   19   32
CONECT   19   20   33
CONECT   20   21   21   34
CONECT   21   22
END

HMDB0040599
     RDKit          3D
(±)-Fenarimol
 34 36  0  0  0  0  0  0  0  0999 V2000
    0.6710   -0.3125   -2.0260 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1875    0.0384   -0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1216   -0.5742    0.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -1.1572    1.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5452   -1.7139    2.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8941   -1.7032    2.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0419   -2.3990    3.2091 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3753   -1.1259    0.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4777   -0.5639    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3365    1.5124   -0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0970    2.1028    0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2344    3.4351    0.7831 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052    4.1740   -0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439    3.6166   -1.4840 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7174    2.3054   -1.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -0.4537   -0.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218    0.3907   -0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5332   -0.0689   -0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7961   -1.4111   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585   -2.2834   -0.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716   -1.7974   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2175   -2.9658   -1.1090 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0064    0.0161   -2.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3838   -1.2028    1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2147   -2.1808    3.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491   -1.1156    0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221   -0.1264   -0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2086    1.5148    1.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7043    5.2514   -0.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9114    1.8497   -2.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0635    1.4387   -0.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506    0.5978   -0.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8385   -1.7531   -0.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9926   -3.3351   -0.8024 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  9  3  1  0
 15 10  1  0
 21 16  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 13 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Rubigan-4	HMDB
alpha-(2-Chlorophenyl)-alpha-(4-chlorophenyl)-5-pyrimidinemethanol	HMDB
Rubigan 12 RC	HMDB
Fenarimol	HMDB

Chemical Formula

C₁₇H₁₂Cl₂N₂O

Average Molecular Weight

331.196

Monoisotopic Molecular Weight

330.03266843

IUPAC Name

(2-chlorophenyl)(4-chlorophenyl)pyrimidin-5-ylmethanol

Traditional Name

BLOC

CAS Registry Number

Not Available

SMILES

OC(C1=CC=C(Cl)C=C1)(C1=CN=CN=C1)C1=CC=CC=C1Cl

InChI Identifier

InChI=1S/C17H12Cl2N2O/c18-14-7-5-12(6-8-14)17(22,13-9-20-11-21-10-13)15-3-1-2-4-16(15)19/h1-11,22H

InChI Key

NHOWDZOIZKMVAI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Pyrimidine
Heteroaromatic compound
Tertiary alcohol
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

tertiary alcohol (CHEBI:83686 )
pyrimidines (CHEBI:83686 )
monochlorobenzenes (CHEBI:83686 )
Pyrimidine fungicides (C11226 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0040599)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0040599)

Source

Exogenous

Food

Food (HMDB: HMDB0040599)

Synthetic

Synthetic (HMDB: HMDB0040599)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

ABC transporters (HMDB: HMDB0040599)

Metabolic pathway

Steroid Biosynthesis (HMDB: HMDB0040599)

Role

Biological role

Nutrient

Nutrient (HMDB: HMDB0040599)

Environmental role

Air pollutant (HMDB: HMDB0040599)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	117 - 119 °C	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	0.0063 g/L	ALOGPS
logP	3.13	ALOGPS
logP	3.92	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	12.13	ChemAxon
pKa (Strongest Basic)	1.04	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.01 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	89.59 m³·mol⁻¹	ChemAxon
Polarizability	32.33 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
DeepCCS	[M+H]+	165.634	30932474
DeepCCS	[M-H]-	163.276	30932474
DeepCCS	[M-2H]-	196.93	30932474
DeepCCS	[M+Na]+	172.157	30932474
AllCCS	[M+H]+	172.8	32859911
AllCCS	[M+H-H2O]+	169.4	32859911
AllCCS	[M+NH4]+	176.0	32859911
AllCCS	[M+Na]+	176.9	32859911
AllCCS	[M-H]-	170.9	32859911
AllCCS	[M+Na-2H]-	170.2	32859911
AllCCS	[M+HCOO]-	169.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-Fenarimol	OC(C1=CC=C(Cl)C=C1)(C1=CN=CN=C1)C1=CC=CC=C1Cl	3829.5	Standard polar	33892256
(??)-Fenarimol	OC(C1=CC=C(Cl)C=C1)(C1=CN=CN=C1)C1=CC=CC=C1Cl	2611.0	Standard non polar	33892256
(??)-Fenarimol	OC(C1=CC=C(Cl)C=C1)(C1=CN=CN=C1)C1=CC=CC=C1Cl	2561.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(??)-Fenarimol,1TMS,isomer #1	C[Si](C)(C)OC(C1=CC=C(Cl)C=C1)(C1=CN=CN=C1)C1=CC=CC=C1Cl	2555.4	Semi standard non polar	33892256
(??)-Fenarimol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C1=CC=C(Cl)C=C1)(C1=CN=CN=C1)C1=CC=CC=C1Cl	2813.6	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 - (±)-Fenarimol GC-MS (Non-derivatized) - 70eV, Positive	splash10-05n0-8961000000-075004d353317fe01459	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Fenarimol GC-MS (1 TMS) - 70eV, Positive	splash10-02fx-7097000000-54327afd3e0035057093	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Fenarimol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0ktr-3930000000-e1ca6756e783ae9bdd9c	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 30V, Positive-QTOF	splash10-001i-1359000000-b45d627c3a8b83c86352	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 15V, Positive-QTOF	splash10-001i-0009000000-fdf463f6b9258f8dc809	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 45V, Positive-QTOF	splash10-00si-4590000000-254845f9cabdc076aac5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 60V, Positive-QTOF	splash10-0019-7790000000-ba62ba84b15055233613	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 30V, Negative-QTOF	splash10-014i-1092000000-9d3f2ad46da11f078977	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 15V, Negative-QTOF	splash10-004i-0049000000-b8e60893e9ad53dbad79	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 75V, Positive-QTOF	splash10-0019-5940000000-6a7b958910b2d1b4b639	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 90V, Positive-QTOF	splash10-0019-6930000000-a84cd154f84e3c408aad	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 75V, Negative-QTOF	splash10-004i-9300000000-b7316eba9b1bba8dd21a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 45V, Positive-QTOF	splash10-01di-4970000000-6835c49d2e8b7fb009cb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 60V, Positive-QTOF	splash10-001r-7790000000-ee26f6c725f61024dee7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 75V, Positive-QTOF	splash10-0019-5940000000-fc26dfdbb08e3b17f91d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 45V, Positive-QTOF	splash10-00si-4590000000-0008fdefc345dd2b5b4f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 90V, Positive-QTOF	splash10-0019-6930000000-daa2aa85961c6a4407e0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 45V, Negative-QTOF	splash10-01di-4970000000-d50854ddf4a23fb366c4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Fenarimol 60V, Negative-QTOF	splash10-00fr-8930000000-158c2b4dd0cf2e773912	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Fenarimol 10V, Positive-QTOF	splash10-00lr-0059000000-e16b8557415e91c4d761	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Fenarimol 20V, Positive-QTOF	splash10-0ue9-0179000000-d173b174711110be6e3d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Fenarimol 40V, Positive-QTOF	splash10-014l-1590000000-b860e5d396c463966a3a	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Fenarimol 10V, Negative-QTOF	splash10-004i-0019000000-59be4acc257da6550208	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Fenarimol 20V, Negative-QTOF	splash10-004i-2439000000-094c180523b4bfe77279	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Fenarimol 40V, Negative-QTOF	splash10-03di-4953000000-69bcd9deed0b45d98ca2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Fenarimol 10V, Positive-QTOF	splash10-001i-0009000000-a00b9dc36a861aef3383	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Fenarimol 20V, Positive-QTOF	splash10-001i-0029000000-d5cd577a76b60aba2cfa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Fenarimol 40V, Positive-QTOF	splash10-01s9-5910000000-fb95ddfec01bb715404c	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020386

KNApSAcK ID

Not Available

Chemspider ID

39394

KEGG Compound ID

C11226

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fenarimol

METLIN ID

Not Available

PubChem Compound

43226

PDB ID

Not Available

ChEBI ID

83686

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (±)-Fenarimol (HMDB0040599)

MOL for HMDB0040599 ((±)-Fenarimol)

3D MOL for HMDB0040599 ((±)-Fenarimol)

3D SDF for HMDB0040599 ((±)-Fenarimol)

3D-SDF for HMDB0040599 ((±)-Fenarimol)

PDB for HMDB0040599 ((±)-Fenarimol)

3D PDB for HMDB0040599 ((±)-Fenarimol)

SMILES for HMDB0040599 ((±)-Fenarimol)

INCHI for HMDB0040599 ((±)-Fenarimol)

Structure for HMDB0040599 ((±)-Fenarimol)

3D Structure for HMDB0040599 ((±)-Fenarimol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra