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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:41:29 UTC

Update Date

2021-09-26 22:59:55 UTC

HMDB ID

HMDB0249198

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bifeprunox

Description

Bifeprunox, also known as OPC-4392, belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond. Based on a literature review very few articles have been published on Bifeprunox. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bifeprunox is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bifeprunox 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


  Mrv0541 02231218002D          

 29 33  0  0  0  0            999 V2000
    7.4321   -1.6486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7386   -2.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.9875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4321   -2.9764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -3.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    3.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9136   -2.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    3.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 22  1  0  0  0  0
  2 22  2  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3 10  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 11  1  0  0  0  0
  5 15  1  0  0  0  0
  5 22  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  2  0  0  0  0
 12 16  2  0  0  0  0
 12 17  1  0  0  0  0
 13 15  2  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  2  0  0  0  0
 18 19  2  0  0  0  0
 20 23  2  0  0  0  0
 20 24  1  0  0  0  0
 21 23  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 28  2  0  0  0  0
 27 29  2  0  0  0  0
 28 29  1  0  0  0  0
M  END

HMDB0249198
     RDKit          3D
Bifeprunox
 52 56  0  0  0  0  0  0  0  0999 V2000
    4.1262   -4.0067    0.2777 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5329   -2.8221    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8098   -2.4431    0.0871 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7822   -1.0894    0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7980   -0.1658   -0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4562    1.1664    0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1231    1.5759    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1060    0.6678    0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7549    1.0069    0.4797 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    2.3362    0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0820    2.4730   -0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    1.4601   -0.2348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4427    0.8830   -1.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4495   -0.1458   -1.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1031   -1.4871   -1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0224   -2.4715   -0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3096   -2.1109   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6925   -0.7832   -0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0521   -0.3721   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7860   -1.0939    0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0705   -0.7255    1.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6800    0.3789    0.6535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9463    1.1017   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6614    0.7332   -0.6074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7468    0.1797   -0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4322    0.5513    0.8034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7764   -0.0854    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4799   -0.6790    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7529   -1.7779    0.3383 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6820   -3.0048   -0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8176   -0.4940   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2499    1.8979   -0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9044    2.6295    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051    2.5868    1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9775    3.0512    0.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5671    3.4554   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5093    2.3608   -1.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576    0.3584   -2.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519    1.6443   -2.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1078   -1.8320   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7758   -3.5166   -0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0714   -2.8335   -0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136   -1.9690    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6210   -1.3071    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6935    0.6872    0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4380    1.9773   -0.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0913    1.3055   -1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0635    1.2190   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4060    1.1327    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756   -0.2034    0.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7583   -0.7189   -0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320   -0.6815    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 18 25  2  0
 12 26  1  0
 26 27  1  0
  8 28  2  0
 28 29  1  0
 29  2  1  0
 28  4  1  0
 27  9  1  0
 25 14  1  0
 24 19  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 13 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
M  END


  Mrv0541 02231218002D          

 29 33  0  0  0  0            999 V2000
    7.4321   -1.6486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7386   -2.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.9875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4321   -2.9764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -3.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    3.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9136   -2.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    3.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 22  1  0  0  0  0
  2 22  2  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3 10  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 11  1  0  0  0  0
  5 15  1  0  0  0  0
  5 22  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  2  0  0  0  0
 12 16  2  0  0  0  0
 12 17  1  0  0  0  0
 13 15  2  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  2  0  0  0  0
 18 19  2  0  0  0  0
 20 23  2  0  0  0  0
 20 24  1  0  0  0  0
 21 23  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 28  2  0  0  0  0
 27 29  2  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249198

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1NC2=C(O1)C(=CC=C2)N1CCN(CC2=CC(=CC=C2)C2=CC=CC=C2)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C24H23N3O2/c28-24-25-21-10-5-11-22(23(21)29-24)27-14-12-26(13-15-27)17-18-6-4-9-20(16-18)19-7-2-1-3-8-19/h1-11,16H,12-15,17H2,(H,25,28)

> <INCHI_KEY>
CYGODHVAJQTCBG-UHFFFAOYSA-N

> <FORMULA>
C24H23N3O2

> <MOLECULAR_WEIGHT>
385.4583

> <EXACT_MASS>
385.179026995

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
43.090541425976895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-{4-[(3-phenylphenyl)methyl]piperazin-1-yl}-2,3-dihydro-1,3-benzoxazol-2-one

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
4.507514787228418

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.470039732154953

> <JCHEM_PKA_STRONGEST_BASIC>
7.832415709716042

> <JCHEM_POLAR_SURFACE_AREA>
44.81

> <JCHEM_REFRACTIVITY>
116.49170000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bifeprunox

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249198
     RDKit          3D
Bifeprunox
 52 56  0  0  0  0  0  0  0  0999 V2000
    4.1262   -4.0067    0.2777 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5329   -2.8221    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8098   -2.4431    0.0871 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7822   -1.0894    0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7980   -0.1658   -0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4562    1.1664    0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1231    1.5759    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1060    0.6678    0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7549    1.0069    0.4797 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    2.3362    0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0820    2.4730   -0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    1.4601   -0.2348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4427    0.8830   -1.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4495   -0.1458   -1.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1031   -1.4871   -1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0224   -2.4715   -0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3096   -2.1109   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6925   -0.7832   -0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0521   -0.3721   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7860   -1.0939    0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0705   -0.7255    1.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6800    0.3789    0.6535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9463    1.1017   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6614    0.7332   -0.6074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7468    0.1797   -0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4322    0.5513    0.8034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7764   -0.0854    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4799   -0.6790    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7529   -1.7779    0.3383 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6820   -3.0048   -0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8176   -0.4940   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2499    1.8979   -0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9044    2.6295    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051    2.5868    1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9775    3.0512    0.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5671    3.4554   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5093    2.3608   -1.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576    0.3584   -2.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519    1.6443   -2.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1078   -1.8320   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7758   -3.5166   -0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0714   -2.8335   -0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136   -1.9690    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6210   -1.3071    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6935    0.6872    0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4380    1.9773   -0.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0913    1.3055   -1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0635    1.2190   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4060    1.1327    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756   -0.2034    0.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7583   -0.7189   -0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320   -0.6815    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 18 25  2  0
 12 26  1  0
 26 27  1  0
  8 28  2  0
 28 29  1  0
 29  2  1  0
 28  4  1  0
 27  9  1  0
 25 14  1  0
 24 19  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 13 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      13.873  -3.077   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      16.312  -4.317   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      11.082   1.843   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      11.082  -1.237   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      13.873  -5.556   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      12.416   1.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.748   1.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.416  -0.467   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.748  -0.467   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.082   3.384   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.082  -2.777   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.748   4.154   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.416  -3.547   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.748  -3.547   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.416  -5.087   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.415   3.384   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.748   5.694   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.748  -5.087   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.082  -5.857   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.081   4.154   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.415   6.464   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.772  -4.317   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.081   5.694   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.748   3.384   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.748   1.843   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.414   4.154   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.414   1.073   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.080   3.384   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.080   1.843   0.000  0.00  0.00           C+0
CONECT    1   13   22                                                       
CONECT    2   22                                                            
CONECT    3    6    7   10                                                  
CONECT    4    8    9   11                                                  
CONECT    5   15   22                                                       
CONECT    6    3    8                                                       
CONECT    7    3    9                                                       
CONECT    8    4    6                                                       
CONECT    9    4    7                                                       
CONECT   10    3   12                                                       
CONECT   11    4   13   14                                                  
CONECT   12   10   16   17                                                  
CONECT   13    1   11   15                                                  
CONECT   14   11   18                                                       
CONECT   15    5   13   19                                                  
CONECT   16   12   20                                                       
CONECT   17   12   21                                                       
CONECT   18   14   19                                                       
CONECT   19   15   18                                                       
CONECT   20   16   23   24                                                  
CONECT   21   17   23                                                       
CONECT   22    1    2    5                                                  
CONECT   23   20   21                                                       
CONECT   24   20   25   26                                                  
CONECT   25   24   27                                                       
CONECT   26   24   28                                                       
CONECT   27   25   29                                                       
CONECT   28   26   29                                                       
CONECT   29   27   28                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

COMPND    HMDB0249198
HETATM    1  O1  UNL     1       4.126  -4.007   0.278  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.533  -2.822   0.237  1.00  0.00           C  
HETATM    3  N1  UNL     1       5.810  -2.443   0.087  1.00  0.00           N  
HETATM    4  C2  UNL     1       5.782  -1.089   0.100  1.00  0.00           C  
HETATM    5  C3  UNL     1       6.798  -0.166  -0.015  1.00  0.00           C  
HETATM    6  C4  UNL     1       6.456   1.166   0.036  1.00  0.00           C  
HETATM    7  C5  UNL     1       5.123   1.576   0.198  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.106   0.668   0.314  1.00  0.00           C  
HETATM    9  N2  UNL     1       2.755   1.007   0.480  1.00  0.00           N  
HETATM   10  C7  UNL     1       2.206   2.336   0.531  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.082   2.473  -0.478  1.00  0.00           C  
HETATM   12  N3  UNL     1       0.081   1.460  -0.235  1.00  0.00           N  
HETATM   13  C9  UNL     1      -0.443   0.883  -1.430  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.450  -0.146  -1.066  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.103  -1.487  -1.051  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.022  -2.472  -0.715  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.310  -2.111  -0.388  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.692  -0.783  -0.392  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.052  -0.372  -0.048  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.786  -1.094   0.870  1.00  0.00           C  
HETATM   21  C17 UNL     1      -7.071  -0.725   1.212  1.00  0.00           C  
HETATM   22  C18 UNL     1      -7.680   0.379   0.653  1.00  0.00           C  
HETATM   23  C19 UNL     1      -6.946   1.102  -0.265  1.00  0.00           C  
HETATM   24  C20 UNL     1      -5.661   0.733  -0.607  1.00  0.00           C  
HETATM   25  C21 UNL     1      -2.747   0.180  -0.734  1.00  0.00           C  
HETATM   26  C22 UNL     1       0.432   0.551   0.803  1.00  0.00           C  
HETATM   27  C23 UNL     1       1.776  -0.085   0.624  1.00  0.00           C  
HETATM   28  C24 UNL     1       4.480  -0.679   0.259  1.00  0.00           C  
HETATM   29  O2  UNL     1       3.753  -1.778   0.338  1.00  0.00           O  
HETATM   30  H1  UNL     1       6.682  -3.005  -0.021  1.00  0.00           H  
HETATM   31  H2  UNL     1       7.818  -0.494  -0.139  1.00  0.00           H  
HETATM   32  H3  UNL     1       7.250   1.898  -0.054  1.00  0.00           H  
HETATM   33  H4  UNL     1       4.904   2.629   0.234  1.00  0.00           H  
HETATM   34  H5  UNL     1       1.805   2.587   1.537  1.00  0.00           H  
HETATM   35  H6  UNL     1       2.978   3.051   0.215  1.00  0.00           H  
HETATM   36  H7  UNL     1       0.567   3.455  -0.344  1.00  0.00           H  
HETATM   37  H8  UNL     1       1.509   2.361  -1.492  1.00  0.00           H  
HETATM   38  H9  UNL     1       0.358   0.358  -2.031  1.00  0.00           H  
HETATM   39  H10 UNL     1      -0.852   1.644  -2.119  1.00  0.00           H  
HETATM   40  H11 UNL     1      -0.108  -1.832  -1.298  1.00  0.00           H  
HETATM   41  H12 UNL     1      -1.776  -3.517  -0.696  1.00  0.00           H  
HETATM   42  H13 UNL     1      -4.071  -2.834  -0.117  1.00  0.00           H  
HETATM   43  H14 UNL     1      -5.314  -1.969   1.317  1.00  0.00           H  
HETATM   44  H15 UNL     1      -7.621  -1.307   1.932  1.00  0.00           H  
HETATM   45  H16 UNL     1      -8.694   0.687   0.909  1.00  0.00           H  
HETATM   46  H17 UNL     1      -7.438   1.977  -0.704  1.00  0.00           H  
HETATM   47  H18 UNL     1      -5.091   1.305  -1.330  1.00  0.00           H  
HETATM   48  H19 UNL     1      -3.064   1.219  -0.732  1.00  0.00           H  
HETATM   49  H20 UNL     1       0.406   1.133   1.771  1.00  0.00           H  
HETATM   50  H21 UNL     1      -0.376  -0.203   0.901  1.00  0.00           H  
HETATM   51  H22 UNL     1       1.758  -0.719  -0.279  1.00  0.00           H  
HETATM   52  H23 UNL     1       2.032  -0.681   1.513  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   29
CONECT    3    4   30
CONECT    4    5    5   28
CONECT    5    6   31
CONECT    6    7    7   32
CONECT    7    8   33
CONECT    8    9   28   28
CONECT    9   10   27
CONECT   10   11   34   35
CONECT   11   12   36   37
CONECT   12   13   26
CONECT   13   14   38   39
CONECT   14   15   15   25
CONECT   15   16   40
CONECT   16   17   17   41
CONECT   17   18   42
CONECT   18   19   25   25
CONECT   19   20   20   24
CONECT   20   21   43
CONECT   21   22   22   44
CONECT   22   23   45
CONECT   23   24   24   46
CONECT   24   47
CONECT   25   48
CONECT   26   27   49   50
CONECT   27   51   52
CONECT   28   29
END

HMDB0249198
     RDKit          3D
Bifeprunox
 52 56  0  0  0  0  0  0  0  0999 V2000
    4.1262   -4.0067    0.2777 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5329   -2.8221    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8098   -2.4431    0.0871 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7822   -1.0894    0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7980   -0.1658   -0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4562    1.1664    0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1231    1.5759    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1060    0.6678    0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7549    1.0069    0.4797 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    2.3362    0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0820    2.4730   -0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    1.4601   -0.2348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4427    0.8830   -1.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4495   -0.1458   -1.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1031   -1.4871   -1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0224   -2.4715   -0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3096   -2.1109   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6925   -0.7832   -0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0521   -0.3721   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7860   -1.0939    0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0705   -0.7255    1.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6800    0.3789    0.6535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9463    1.1017   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6614    0.7332   -0.6074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7468    0.1797   -0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4322    0.5513    0.8034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7764   -0.0854    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4799   -0.6790    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7529   -1.7779    0.3383 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6820   -3.0048   -0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8176   -0.4940   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2499    1.8979   -0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9044    2.6295    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051    2.5868    1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9775    3.0512    0.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5671    3.4554   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5093    2.3608   -1.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576    0.3584   -2.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519    1.6443   -2.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1078   -1.8320   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7758   -3.5166   -0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0714   -2.8335   -0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136   -1.9690    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6210   -1.3071    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6935    0.6872    0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4380    1.9773   -0.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0913    1.3055   -1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0635    1.2190   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4060    1.1327    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756   -0.2034    0.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7583   -0.7189   -0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320   -0.6815    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 18 25  2  0
 12 26  1  0
 26 27  1  0
  8 28  2  0
 28 29  1  0
 29  2  1  0
 28  4  1  0
 27  9  1  0
 25 14  1  0
 24 19  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 13 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
OPC-4392	Kegg
Bifeprunox mesilate	MeSH

Chemical Formula

C₂₄H₂₃N₃O₂

Average Molecular Weight

385.4583

Monoisotopic Molecular Weight

385.179026995

IUPAC Name

7-{4-[(3-phenylphenyl)methyl]piperazin-1-yl}-2,3-dihydro-1,3-benzoxazol-2-one

Traditional Name

bifeprunox

CAS Registry Number

Not Available

SMILES

O=C1NC2=C(O1)C(=CC=C2)N1CCN(CC2=CC(=CC=C2)C2=CC=CC=C2)CC1

InChI Identifier

InChI=1S/C24H23N3O2/c28-24-25-21-10-5-11-22(23(21)29-24)27-14-12-26(13-15-27)17-18-6-4-9-20(16-18)19-7-2-1-3-8-19/h1-11,16H,12-15,17H2,(H,25,28)

InChI Key

CYGODHVAJQTCBG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Biphenyls and derivatives

Alternative Parents

Substituents

Biphenyl
N-arylpiperazine
Benzoxazolone
Benzoxazole
Benzylamine
Dialkylarylamine
Phenylmethylamine
Tertiary aliphatic/aromatic amine
Aralkylamine
N-alkylpiperazine
1,4-diazinane
Piperazine
Azole
Heteroaromatic compound
Oxazole
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Azacycle
Oxacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0249198)

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	4.36	ALOGPS
logP	4.51	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	9.47	ChemAxon
pKa (Strongest Basic)	7.83	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	44.81 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	116.49 m³·mol⁻¹	ChemAxon
Polarizability	43.09 Å³	ChemAxon
Number of Rings	5	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]+	190.662	30932474
DeepCCS	[M-H]-	188.304	30932474
DeepCCS	[M-2H]-	222.421	30932474
DeepCCS	[M+Na]+	197.515	30932474
AllCCS	[M+H]+	195.5	32859911
AllCCS	[M+H-H2O]+	192.8	32859911
AllCCS	[M+NH4]+	198.0	32859911
AllCCS	[M+Na]+	198.7	32859911
AllCCS	[M-H]-	194.5	32859911
AllCCS	[M+Na-2H]-	193.7	32859911
AllCCS	[M+HCOO]-	193.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.2273 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.69 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1833.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	278.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	207.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	185.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	264.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	477.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	510.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	103.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1372.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	472.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1312.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	409.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	330.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	261.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	192.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bifeprunox	O=C1NC2=C(O1)C(=CC=C2)N1CCN(CC2=CC(=CC=C2)C2=CC=CC=C2)CC1	4326.7	Standard polar	33892256
Bifeprunox	O=C1NC2=C(O1)C(=CC=C2)N1CCN(CC2=CC(=CC=C2)C2=CC=CC=C2)CC1	3439.9	Standard non polar	33892256
Bifeprunox	O=C1NC2=C(O1)C(=CC=C2)N1CCN(CC2=CC(=CC=C2)C2=CC=CC=C2)CC1	4035.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bifeprunox,1TMS,isomer #1	C[Si](C)(C)N1C(=O)OC2=C(N3CCN(CC4=CC=CC(C5=CC=CC=C5)=C4)CC3)C=CC=C21	3739.0	Semi standard non polar	33892256
Bifeprunox,1TMS,isomer #1	C[Si](C)(C)N1C(=O)OC2=C(N3CCN(CC4=CC=CC(C5=CC=CC=C5)=C4)CC3)C=CC=C21	2453.8	Standard non polar	33892256
Bifeprunox,1TMS,isomer #1	C[Si](C)(C)N1C(=O)OC2=C(N3CCN(CC4=CC=CC(C5=CC=CC=C5)=C4)CC3)C=CC=C21	4497.0	Standard polar	33892256
Bifeprunox,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)OC2=C(N3CCN(CC4=CC=CC(C5=CC=CC=C5)=C4)CC3)C=CC=C21	3881.6	Semi standard non polar	33892256
Bifeprunox,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)OC2=C(N3CCN(CC4=CC=CC(C5=CC=CC=C5)=C4)CC3)C=CC=C21	2703.3	Standard non polar	33892256
Bifeprunox,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)OC2=C(N3CCN(CC4=CC=CC(C5=CC=CC=C5)=C4)CC3)C=CC=C21	4535.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bifeprunox GC-MS (Non-derivatized) - 70eV, Positive	splash10-05tf-0917000000-bbc8217111563aa72202	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bifeprunox 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 - Bifeprunox 10V, Positive-QTOF	splash10-000i-0009000000-67e358d766cd64f9d5b7	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifeprunox 20V, Positive-QTOF	splash10-000i-0119000000-c6a98ccd113b564d3740	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifeprunox 40V, Positive-QTOF	splash10-0032-1953000000-bea9176b3ca0c06cc1c9	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifeprunox 10V, Negative-QTOF	splash10-001i-0009000000-4ddcdb27282ca8bf2017	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifeprunox 20V, Negative-QTOF	splash10-001i-0009000000-3f7b770a5085ee8068a8	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifeprunox 40V, Negative-QTOF	splash10-0006-9711000000-22715a217899b474d583	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifeprunox 10V, Positive-QTOF	splash10-000i-0209000000-60b4bf6aea14040c6be6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifeprunox 20V, Positive-QTOF	splash10-000i-0219000000-f7f39e4b614f0d997019	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifeprunox 40V, Positive-QTOF	splash10-014i-0901000000-49acd81898810b90a130	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifeprunox 10V, Negative-QTOF	splash10-001i-0009000000-f3f350bdb7c842dc4841	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifeprunox 20V, Negative-QTOF	splash10-001i-0109000000-d33775872806df835ca0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bifeprunox 40V, Negative-QTOF	splash10-0006-7409000000-7fbeac1582a2cda4852b	2021-10-12	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

DB04888

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

181044

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bifeprunox

METLIN ID

Not Available

PubChem Compound

208951

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

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 Bifeprunox (HMDB0249198)

MOL for HMDB0249198 (Bifeprunox)

3D MOL for HMDB0249198 (Bifeprunox)

3D SDF for HMDB0249198 (Bifeprunox)

3D-SDF for HMDB0249198 (Bifeprunox)

PDB for HMDB0249198 (Bifeprunox)

3D PDB for HMDB0249198 (Bifeprunox)

SMILES for HMDB0249198 (Bifeprunox)

INCHI for HMDB0249198 (Bifeprunox)

Structure for HMDB0249198 (Bifeprunox)

3D Structure for HMDB0249198 (Bifeprunox)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra