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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:39:45 UTC

Update Date

2021-09-26 23:11:52 UTC

HMDB ID

HMDB0256305

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Perampanel

Description

Perampanel, also known as fycompa or e 2007, belongs to the class of organic compounds known as bipyridines and oligopyridines. These are organic compounds containing two pyridine rings linked to each other. Perampanel is a drug which is used in patients over 12 years old for the treatment of partial-onset seizures that may or may not occur with generalized seizures. Based on a literature review a significant number of articles have been published on Perampanel. This compound has been identified in human blood as reported by (PMID: 31557052 ). Perampanel is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Perampanel is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1572004031614332D          

 27 30  0  0  0  0            999 V2000
    0.7124   -1.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0125    0.2125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7082   -0.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166   -1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206   -0.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4248   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1205    0.6291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1290   -0.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4248   -1.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167    1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4206    0.2208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1330   -1.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414   -1.0290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538   -1.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4248   -2.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6956    1.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7332    1.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8497   -1.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414   -2.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538   -2.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8538   -2.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6916    2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416    2.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1372   -2.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0291    2.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  1  1  0  0  0  0
  4  6  1  0  0  0  0
  5  2  1  0  0  0  0
  6  1  2  0  0  0  0
  7  1  1  0  0  0  0
  8  9  3  0  0  0  0
  9 13  1  0  0  0  0
 10  4  1  0  0  0  0
 11  2  1  0  0  0  0
 12  3  2  0  0  0  0
 13  7  1  0  0  0  0
 14 10  2  0  0  0  0
 15  7  2  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  2  0  0  0  0
 19 11  1  0  0  0  0
 20 13  2  0  0  0  0
 21 15  1  0  0  0  0
 22 16  2  0  0  0  0
 23 20  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  2  0  0  0  0
 26 17  2  0  0  0  0
 27 25  1  0  0  0  0
  4  5  2  0  0  0  0
 23 21  2  0  0  0  0
 26 22  1  0  0  0  0
 27 24  2  0  0  0  0
M  END

HMDB0256305
     RDKit          3D
Perampanel
 42 45  0  0  0  0  0  0  0  0999 V2000
    2.6378    1.8477    2.6582 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0626    1.0872    1.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5961    0.1516    0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9624   -0.1009    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835   -1.0039    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6574   -1.6570   -0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3212   -1.3841   -0.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7508   -0.4773    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3146   -0.2583    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8223    1.0272    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5418    1.2890   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0166    2.6570    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3495    3.0255   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7565    4.3366   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062    5.3237    0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4570    4.9621    0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1278    3.6602    0.0705 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3987    0.2161   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9309   -1.0623   -0.0950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8877   -2.1013   -0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222   -2.5980   -1.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492   -3.6138   -1.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7440   -4.1345   -0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4066   -3.6350    0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4801   -2.6194    0.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3884   -1.2834   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8340   -2.4553   -0.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5904    0.4259    1.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5431   -1.2017    0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428   -2.3609   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6601   -1.8862   -1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5337    1.8502    0.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1078    2.2655   -0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8164    4.6122   -0.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612    6.3770    0.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2583    5.7670    0.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634    0.3679   -0.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7442   -2.1800   -2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3838   -3.9762   -2.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4734   -4.9391   -0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8989   -4.0748    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -2.2459    1.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19 26  1  0
 26 27  2  0
  8  3  1  0
 26  9  1  0
 17 12  1  0
 25 20  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 18 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
 24 41  1  0
 25 42  1  0
M  END


  Mrv1572004031614332D          

 27 30  0  0  0  0            999 V2000
    0.7124   -1.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0125    0.2125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7082   -0.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166   -1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206   -0.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4248   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1205    0.6291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1290   -0.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4248   -1.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167    1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4206    0.2208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1330   -1.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414   -1.0290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538   -1.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4248   -2.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6956    1.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7332    1.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8497   -1.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414   -2.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538   -2.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8538   -2.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6916    2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416    2.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1372   -2.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0291    2.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  1  1  0  0  0  0
  4  6  1  0  0  0  0
  5  2  1  0  0  0  0
  6  1  2  0  0  0  0
  7  1  1  0  0  0  0
  8  9  3  0  0  0  0
  9 13  1  0  0  0  0
 10  4  1  0  0  0  0
 11  2  1  0  0  0  0
 12  3  2  0  0  0  0
 13  7  1  0  0  0  0
 14 10  2  0  0  0  0
 15  7  2  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  2  0  0  0  0
 19 11  1  0  0  0  0
 20 13  2  0  0  0  0
 21 15  1  0  0  0  0
 22 16  2  0  0  0  0
 23 20  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  2  0  0  0  0
 26 17  2  0  0  0  0
 27 25  1  0  0  0  0
  4  5  2  0  0  0  0
 23 21  2  0  0  0  0
 26 22  1  0  0  0  0
 27 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256305

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1N(C=C(C=C1C1=CC=CC=C1C#N)C1=NC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H15N3O/c24-15-17-8-4-5-11-20(17)21-14-18(22-12-6-7-13-25-22)16-26(23(21)27)19-9-2-1-3-10-19/h1-14,16H

> <INCHI_KEY>
PRMWGUBFXWROHD-UHFFFAOYSA-N

> <FORMULA>
C23H15N3O

> <MOLECULAR_WEIGHT>
349.393

> <EXACT_MASS>
349.121512115

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
38.02821567028627

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{6'-oxo-1'-phenyl-1',6'-dihydro-[2,3'-bipyridine]-5'-yl}benzonitrile

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
4.106756875666667

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.009284228450634

> <JCHEM_POLAR_SURFACE_AREA>
56.99

> <JCHEM_REFRACTIVITY>
104.74140000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.60e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{6'-oxo-1'-phenyl-[2,3'-bipyridine]-5'-yl}benzonitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256305
     RDKit          3D
Perampanel
 42 45  0  0  0  0  0  0  0  0999 V2000
    2.6378    1.8477    2.6582 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0626    1.0872    1.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5961    0.1516    0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9624   -0.1009    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835   -1.0039    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6574   -1.6570   -0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3212   -1.3841   -0.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7508   -0.4773    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3146   -0.2583    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8223    1.0272    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5418    1.2890   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0166    2.6570    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3495    3.0255   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7565    4.3366   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062    5.3237    0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4570    4.9621    0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1278    3.6602    0.0705 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3987    0.2161   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9309   -1.0623   -0.0950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8877   -2.1013   -0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222   -2.5980   -1.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492   -3.6138   -1.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7440   -4.1345   -0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4066   -3.6350    0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4801   -2.6194    0.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3884   -1.2834   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8340   -2.4553   -0.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5904    0.4259    1.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5431   -1.2017    0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428   -2.3609   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6601   -1.8862   -1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5337    1.8502    0.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1078    2.2655   -0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8164    4.6122   -0.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612    6.3770    0.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2583    5.7670    0.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634    0.3679   -0.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7442   -2.1800   -2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3838   -3.9762   -2.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4734   -4.9391   -0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8989   -4.0748    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -2.2459    1.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19 26  1  0
 26 27  2  0
  8  3  1  0
 26  9  1  0
 17 12  1  0
 25 20  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 18 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
 24 41  1  0
 25 42  1  0
M  END

HEADER    PROTEIN                                 03-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-16         0                                  
HETATM    1  C   UNK     0       1.330  -1.905   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -0.023   0.397   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.322  -0.365   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.338  -1.913   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.345  -0.381   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -2.683   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.660  -2.667   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       3.958   1.174   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.974  -0.365   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.660  -2.691   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.031   1.929   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.652   0.412   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.982  -1.898   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -3.997  -1.921   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       2.667  -4.215   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.327  -2.691   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.660  -4.238   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.299   2.706   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.369   2.683   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.319  -2.652   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.997  -4.977   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.327  -4.238   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.327  -4.199   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.291   4.246   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.384   4.223   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.989  -5.008   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.054   5.008   0.000  0.00  0.00           C+0
CONECT    1    3    6    7                                                  
CONECT    2    3    5   11                                                  
CONECT    3    2    1   12                                                  
CONECT    4    6   10    5                                                  
CONECT    5    2    4                                                       
CONECT    6    4    1                                                       
CONECT    7    1   13   15                                                  
CONECT    8    9                                                            
CONECT    9    8   13                                                       
CONECT   10    4   14   17                                                  
CONECT   11    2   18   19                                                  
CONECT   12    3                                                            
CONECT   13    9    7   20                                                  
CONECT   14   10   16                                                       
CONECT   15    7   21                                                       
CONECT   16   14   22                                                       
CONECT   17   10   26                                                       
CONECT   18   11   24                                                       
CONECT   19   11   25                                                       
CONECT   20   13   23                                                       
CONECT   21   15   23                                                       
CONECT   22   16   26                                                       
CONECT   23   20   21                                                       
CONECT   24   18   27                                                       
CONECT   25   19   27                                                       
CONECT   26   17   22                                                       
CONECT   27   25   24                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0256305
HETATM    1  N1  UNL     1       2.638   1.848   2.658  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.063   1.087   1.876  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.596   0.152   0.939  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.962  -0.101   0.933  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.484  -1.004   0.030  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.657  -1.657  -0.866  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.321  -1.384  -0.830  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.751  -0.477   0.067  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.315  -0.258   0.019  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.822   1.027   0.036  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.542   1.289  -0.012  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.017   2.657   0.007  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.350   3.025  -0.038  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.757   4.337  -0.020  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.806   5.324   0.046  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.457   4.962   0.092  1.00  0.00           C  
HETATM   17  N2  UNL     1      -0.128   3.660   0.070  1.00  0.00           N  
HETATM   18  C16 UNL     1      -1.399   0.216  -0.077  1.00  0.00           C  
HETATM   19  N3  UNL     1      -0.931  -1.062  -0.095  1.00  0.00           N  
HETATM   20  C17 UNL     1      -1.888  -2.101  -0.163  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.222  -2.598  -1.402  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.149  -3.614  -1.518  1.00  0.00           C  
HETATM   23  C20 UNL     1      -3.744  -4.135  -0.392  1.00  0.00           C  
HETATM   24  C21 UNL     1      -3.407  -3.635   0.846  1.00  0.00           C  
HETATM   25  C22 UNL     1      -2.480  -2.619   0.968  1.00  0.00           C  
HETATM   26  C23 UNL     1       0.388  -1.283  -0.048  1.00  0.00           C  
HETATM   27  O1  UNL     1       0.834  -2.455  -0.064  1.00  0.00           O  
HETATM   28  H1  UNL     1       5.590   0.426   1.649  1.00  0.00           H  
HETATM   29  H2  UNL     1       6.543  -1.202   0.022  1.00  0.00           H  
HETATM   30  H3  UNL     1       5.043  -2.361  -1.574  1.00  0.00           H  
HETATM   31  H4  UNL     1       2.660  -1.886  -1.523  1.00  0.00           H  
HETATM   32  H5  UNL     1       1.534   1.850   0.087  1.00  0.00           H  
HETATM   33  H6  UNL     1      -3.108   2.266  -0.090  1.00  0.00           H  
HETATM   34  H7  UNL     1      -3.816   4.612  -0.056  1.00  0.00           H  
HETATM   35  H8  UNL     1      -2.061   6.377   0.063  1.00  0.00           H  
HETATM   36  H9  UNL     1       0.258   5.767   0.143  1.00  0.00           H  
HETATM   37  H10 UNL     1      -2.463   0.368  -0.117  1.00  0.00           H  
HETATM   38  H11 UNL     1      -1.744  -2.180  -2.304  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.384  -3.976  -2.524  1.00  0.00           H  
HETATM   40  H13 UNL     1      -4.473  -4.939  -0.526  1.00  0.00           H  
HETATM   41  H14 UNL     1      -3.899  -4.075   1.720  1.00  0.00           H  
HETATM   42  H15 UNL     1      -2.235  -2.246   1.967  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   28
CONECT    5    6    6   29
CONECT    6    7   30
CONECT    7    8    8   31
CONECT    8    9
CONECT    9   10   10   26
CONECT   10   11   32
CONECT   11   12   18   18
CONECT   12   13   13   17
CONECT   13   14   33
CONECT   14   15   15   34
CONECT   15   16   35
CONECT   16   17   17   36
CONECT   18   19   37
CONECT   19   20   26
CONECT   20   21   21   25
CONECT   21   22   38
CONECT   22   23   23   39
CONECT   23   24   40
CONECT   24   25   25   41
CONECT   25   42
CONECT   26   27   27
END

HMDB0256305
     RDKit          3D
Perampanel
 42 45  0  0  0  0  0  0  0  0999 V2000
    2.6378    1.8477    2.6582 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0626    1.0872    1.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5961    0.1516    0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9624   -0.1009    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835   -1.0039    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6574   -1.6570   -0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3212   -1.3841   -0.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7508   -0.4773    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3146   -0.2583    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8223    1.0272    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5418    1.2890   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0166    2.6570    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3495    3.0255   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7565    4.3366   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062    5.3237    0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4570    4.9621    0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1278    3.6602    0.0705 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3987    0.2161   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9309   -1.0623   -0.0950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8877   -2.1013   -0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2222   -2.5980   -1.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492   -3.6138   -1.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7440   -4.1345   -0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4066   -3.6350    0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4801   -2.6194    0.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3884   -1.2834   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8340   -2.4553   -0.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5904    0.4259    1.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5431   -1.2017    0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428   -2.3609   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6601   -1.8862   -1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5337    1.8502    0.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1078    2.2655   -0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8164    4.6122   -0.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612    6.3770    0.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2583    5.7670    0.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634    0.3679   -0.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7442   -2.1800   -2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3838   -3.9762   -2.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4734   -4.9391   -0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8989   -4.0748    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -2.2459    1.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19 26  1  0
 26 27  2  0
  8  3  1  0
 26  9  1  0
 17 12  1  0
 25 20  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 18 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
 24 41  1  0
 25 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(2-Cyanophenyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one	ChEBI
e 2007	ChEBI
e2007	ChEBI
ER-155055-90	ChEBI
Fycompa	ChEBI
Perampanelum	ChEBI
Perampanel	MeSH

Chemical Formula

C₂₃H₁₅N₃O

Average Molecular Weight

349.393

Monoisotopic Molecular Weight

349.121512115

IUPAC Name

2-{6'-oxo-1'-phenyl-1',6'-dihydro-[2,3'-bipyridine]-5'-yl}benzonitrile

Traditional Name

2-{6'-oxo-1'-phenyl-[2,3'-bipyridine]-5'-yl}benzonitrile

CAS Registry Number

Not Available

SMILES

O=C1N(C=C(C=C1C1=CC=CC=C1C#N)C1=NC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C23H15N3O/c24-15-17-8-4-5-11-20(17)21-14-18(22-12-6-7-13-25-22)16-26(23(21)27)19-9-2-1-3-10-19/h1-14,16H

InChI Key

PRMWGUBFXWROHD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bipyridines and oligopyridines. These are organic compounds containing two pyridine rings linked to each other.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Bipyridines and oligopyridines

Direct Parent

Bipyridines and oligopyridines

Alternative Parents

Substituents

Bipyridine
3-phenylpyridine
Benzonitrile
Dihydropyridine
Pyridinone
Monocyclic benzene moiety
Hydropyridine
Benzenoid
Heteroaromatic compound
Lactam
Nitrile
Carbonitrile
Azacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

nitrile (CHEBI:71013 )
pyridone (CHEBI:71013 )
bipyridines (CHEBI:71013 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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
logP	3.54	ALOGPS
logP	4.11	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	56.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	104.74 m³·mol⁻¹	ChemAxon
Polarizability	38.03 Å³	ChemAxon
Number of Rings	4	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]+	181.95	30932474
DeepCCS	[M-H]-	179.592	30932474
DeepCCS	[M-2H]-	213.533	30932474
DeepCCS	[M+Na]+	188.761	30932474
AllCCS	[M+H]+	184.1	32859911
AllCCS	[M+H-H2O]+	180.7	32859911
AllCCS	[M+NH4]+	187.1	32859911
AllCCS	[M+Na]+	188.0	32859911
AllCCS	[M-H]-	183.3	32859911
AllCCS	[M+Na-2H]-	182.1	32859911
AllCCS	[M+HCOO]-	180.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Perampanel	O=C1N(C=C(C=C1C1=CC=CC=C1C#N)C1=NC=CC=C1)C1=CC=CC=C1	4307.9	Standard polar	33892256
Perampanel	O=C1N(C=C(C=C1C1=CC=CC=C1C#N)C1=NC=CC=C1)C1=CC=CC=C1	3209.1	Standard non polar	33892256
Perampanel	O=C1N(C=C(C=C1C1=CC=CC=C1C#N)C1=NC=CC=C1)C1=CC=CC=C1	3373.5	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 - Perampanel GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0469000000-9c978bb36710378f83a4	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Perampanel 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perampanel 10V, Positive-QTOF	splash10-0udi-0009000000-e929408a19d152f121df	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perampanel 20V, Positive-QTOF	splash10-0udi-0019000000-31f4aab1483a1146e7bf	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perampanel 40V, Positive-QTOF	splash10-0ufr-9888000000-b346a2ade3904419f36f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perampanel 10V, Negative-QTOF	splash10-0002-0009000000-d567979320b953b08a32	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perampanel 20V, Negative-QTOF	splash10-0002-0029000000-80c8f35c54d1c0ccbff2	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perampanel 40V, Negative-QTOF	splash10-0gdm-4697000000-6b03f33843cbae35091d	2017-07-26	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08883

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8100130

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Perampanel

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

71013

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Perampanel (HMDB0256305)

MOL for HMDB0256305 (Perampanel)

3D MOL for HMDB0256305 (Perampanel)

3D SDF for HMDB0256305 (Perampanel)

3D-SDF for HMDB0256305 (Perampanel)

PDB for HMDB0256305 (Perampanel)

3D PDB for HMDB0256305 (Perampanel)

SMILES for HMDB0256305 (Perampanel)

INCHI for HMDB0256305 (Perampanel)

Structure for HMDB0256305 (Perampanel)

3D Structure for HMDB0256305 (Perampanel)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra