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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:47:07 UTC

Update Date

2021-09-26 23:00:01 UTC

HMDB ID

HMDB0249280

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bitopertin

Description

Bitopertin belongs to the class of organic compounds known as pyridinylpiperazines. Pyridinylpiperazines are compounds containing a pyridinylpiperazine skeleton, which consists of a pyridine linked (not fused) to a piperazine by a bond by a single bond that is not part of a ring. Based on a literature review a significant number of articles have been published on Bitopertin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bitopertin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bitopertin 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

  Mrv1652309112105472D          

 36 38  0  0  0  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -1.6500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -1.6500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.0125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.1612   -7.3145    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862   -5.8855    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 27 36  1  0  0  0  0
M  END

HMDB0249280
     RDKit          3D
Bitopertin
 56 58  0  0  0  0  0  0  0  0999 V2000
   -4.0058    3.3458    1.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0906    3.0105    0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1523    2.0564   -0.1172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3633    0.6913   -0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5791    0.1720    0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7560   -1.2020   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -1.9864   -0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1027   -3.6947   -0.7451 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.7463   -4.4876    0.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402   -4.3051   -1.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5544   -3.8888   -1.0779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5485   -1.4140   -0.9343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3237   -0.0646   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709    0.5473   -1.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0935    1.3221   -2.1678 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1831    0.4704   -0.5030 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740   -0.3764    0.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8684   -0.1837    1.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -0.0619    0.1159 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2404   -0.2750    0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9475    0.2384    1.3018 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3029    0.0943    1.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0440   -0.5936    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5433   -0.7166    0.5950 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9395   -1.6326   -0.4023 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.1156    0.5012    0.1819 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.9746   -1.0465    1.8297 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3374   -1.1336   -0.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644   -0.9828   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3040   -1.5353   -1.7347 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547    0.3693   -1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521    1.2952   -1.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0201    4.3017   -0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0951    3.9367   -1.9159 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1749    5.0425   -0.2800 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034    5.0402   -0.3137 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8170    4.0817    1.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1720    2.4334    2.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0678    3.8148    1.9858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1559    2.6455    0.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4031    0.7665    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7477   -1.5754    0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6443   -4.7385    0.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3658   -5.4048    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9163   -3.7779    1.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7737   -2.0595   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4435   -1.4560    0.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743   -0.3291    1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412   -1.0690    1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706    0.7379    1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8556    0.5322    2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9390   -1.6759   -1.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2672   -0.5095   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2774    0.9440   -1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4822    2.1159   -0.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9489    1.6698   -2.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  8 10  2  0
  8 11  2  0
  7 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  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  1  0
 24 26  1  0
 24 27  1  0
 23 28  1  0
 28 29  2  0
 29 30  1  0
 19 31  1  0
 31 32  1  0
  2 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 13  4  1  0
 32 16  1  0
 29 20  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  5 41  1  0
  6 42  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 12 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 22 51  1  0
 28 52  1  0
 31 53  1  0
 31 54  1  0
 32 55  1  0
 32 56  1  0
M  END

  Mrv1652309112105472D          

 36 38  0  0  0  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -1.6500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -1.6500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.0125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.1612   -7.3145    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862   -5.8855    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 27 36  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249280

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(OC1=C(C=C(C=C1)S(C)(=O)=O)C(=O)N1CCN(CC1)C1=C(F)C=C(C=N1)C(F)(F)F)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C21H20F7N3O4S/c1-12(20(23,24)25)35-17-4-3-14(36(2,33)34)10-15(17)19(32)31-7-5-30(6-8-31)18-16(22)9-13(11-29-18)21(26,27)28/h3-4,9-12H,5-8H2,1-2H3

> <INCHI_KEY>
YUUGYIUSCYNSQR-UHFFFAOYSA-N

> <FORMULA>
C21H20F7N3O4S

> <MOLECULAR_WEIGHT>
543.46

> <EXACT_MASS>
543.106274451

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
45.76083646838527

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[3-fluoro-5-(trifluoromethyl)pyridin-2-yl]-4-{5-methanesulfonyl-2-[(1,1,1-trifluoropropan-2-yl)oxy]benzoyl}piperazine

> <ALOGPS_LOGP>
4.09

> <JCHEM_LOGP>
3.4611220890000007

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.707996284273204

> <JCHEM_PKA_STRONGEST_BASIC>
2.8823841515642696

> <JCHEM_POLAR_SURFACE_AREA>
79.81

> <JCHEM_REFRACTIVITY>
116.16080000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[3-fluoro-5-(trifluoromethyl)pyridin-2-yl]-4-{5-methanesulfonyl-2-[(1,1,1-trifluoropropan-2-yl)oxy]benzoyl}piperazine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249280
     RDKit          3D
Bitopertin
 56 58  0  0  0  0  0  0  0  0999 V2000
   -4.0058    3.3458    1.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0906    3.0105    0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1523    2.0564   -0.1172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3633    0.6913   -0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5791    0.1720    0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7560   -1.2020   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -1.9864   -0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1027   -3.6947   -0.7451 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.7463   -4.4876    0.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402   -4.3051   -1.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5544   -3.8888   -1.0779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5485   -1.4140   -0.9343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3237   -0.0646   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709    0.5473   -1.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0935    1.3221   -2.1678 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1831    0.4704   -0.5030 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740   -0.3764    0.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8684   -0.1837    1.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -0.0619    0.1159 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2404   -0.2750    0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9475    0.2384    1.3018 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3029    0.0943    1.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0440   -0.5936    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5433   -0.7166    0.5950 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9395   -1.6326   -0.4023 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.1156    0.5012    0.1819 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.9746   -1.0465    1.8297 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3374   -1.1336   -0.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644   -0.9828   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3040   -1.5353   -1.7347 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547    0.3693   -1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521    1.2952   -1.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0201    4.3017   -0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0951    3.9367   -1.9159 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1749    5.0425   -0.2800 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034    5.0402   -0.3137 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8170    4.0817    1.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1720    2.4334    2.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0678    3.8148    1.9858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1559    2.6455    0.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4031    0.7665    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7477   -1.5754    0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6443   -4.7385    0.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3658   -5.4048    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9163   -3.7779    1.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7737   -2.0595   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4435   -1.4560    0.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743   -0.3291    1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412   -1.0690    1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706    0.7379    1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8556    0.5322    2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9390   -1.6759   -1.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2672   -0.5095   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2774    0.9440   -1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4822    2.1159   -0.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9489    1.6698   -2.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  8 10  2  0
  8 11  2  0
  7 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  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  1  0
 24 26  1  0
 24 27  1  0
 23 28  1  0
 28 29  2  0
 29 30  1  0
 19 31  1  0
 31 32  1  0
  2 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 13  4  1  0
 32 16  1  0
 29 20  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  5 41  1  0
  6 42  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 12 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 22 51  1  0
 28 52  1  0
 31 53  1  0
 31 54  1  0
 32 55  1  0
 32 56  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  F   UNK     0       2.667  -1.540   0.000  0.00  0.00           F+0
HETATM    5  F   UNK     0       1.127  -3.080   0.000  0.00  0.00           F+0
HETATM    6  F   UNK     0       4.207  -3.080   0.000  0.00  0.00           F+0
HETATM    7  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0       4.001 -11.550   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0       4.001 -13.090   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.461 -11.550   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.541 -11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       8.002  -7.700   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      10.669  -9.240   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      12.003 -11.550   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   33  F   UNK     0      17.338 -13.090   0.000  0.00  0.00           F+0
HETATM   34  F   UNK     0      15.234 -13.654   0.000  0.00  0.00           F+0
HETATM   35  F   UNK     0      16.774 -10.986   0.000  0.00  0.00           F+0
HETATM   36  F   UNK     0      13.337  -7.700   0.000  0.00  0.00           F+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7    2    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18    9   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
CONECT   26   23   27   31                                                  
CONECT   27   26   28   36                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30   26                                                       
CONECT   32   29   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32                                                            
CONECT   36   27                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

COMPND    HMDB0249280
HETATM    1  C1  UNL     1      -4.006   3.346   1.705  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.091   3.011   0.240  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.152   2.056  -0.117  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.363   0.691  -0.258  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.579   0.172   0.100  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.756  -1.202  -0.079  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.755  -1.986  -0.590  1.00  0.00           C  
HETATM    8  S1  UNL     1      -4.103  -3.695  -0.745  1.00  0.00           S  
HETATM    9  C7  UNL     1      -3.746  -4.488   0.788  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.340  -4.305  -1.893  1.00  0.00           O  
HETATM   11  O3  UNL     1      -5.554  -3.889  -1.078  1.00  0.00           O  
HETATM   12  C8  UNL     1      -2.548  -1.414  -0.934  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.324  -0.065  -0.777  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.071   0.547  -1.101  1.00  0.00           C  
HETATM   15  O4  UNL     1      -1.093   1.322  -2.168  1.00  0.00           O  
HETATM   16  N1  UNL     1       0.183   0.470  -0.503  1.00  0.00           N  
HETATM   17  C11 UNL     1       0.474  -0.376   0.619  1.00  0.00           C  
HETATM   18  C12 UNL     1       1.868  -0.184   1.144  1.00  0.00           C  
HETATM   19  N2  UNL     1       2.842  -0.062   0.116  1.00  0.00           N  
HETATM   20  C13 UNL     1       4.240  -0.275   0.287  1.00  0.00           C  
HETATM   21  N3  UNL     1       4.948   0.238   1.302  1.00  0.00           N  
HETATM   22  C14 UNL     1       6.303   0.094   1.410  1.00  0.00           C  
HETATM   23  C15 UNL     1       7.044  -0.594   0.478  1.00  0.00           C  
HETATM   24  C16 UNL     1       8.543  -0.717   0.595  1.00  0.00           C  
HETATM   25  F1  UNL     1       8.939  -1.633  -0.402  1.00  0.00           F  
HETATM   26  F2  UNL     1       9.116   0.501   0.182  1.00  0.00           F  
HETATM   27  F3  UNL     1       8.975  -1.046   1.830  1.00  0.00           F  
HETATM   28  C17 UNL     1       6.337  -1.134  -0.577  1.00  0.00           C  
HETATM   29  C18 UNL     1       4.964  -0.983  -0.676  1.00  0.00           C  
HETATM   30  F4  UNL     1       4.304  -1.535  -1.735  1.00  0.00           F  
HETATM   31  C19 UNL     1       2.455   0.369  -1.224  1.00  0.00           C  
HETATM   32  C20 UNL     1       1.252   1.295  -1.090  1.00  0.00           C  
HETATM   33  C21 UNL     1      -4.020   4.302  -0.570  1.00  0.00           C  
HETATM   34  F5  UNL     1      -4.095   3.937  -1.916  1.00  0.00           F  
HETATM   35  F6  UNL     1      -5.175   5.043  -0.280  1.00  0.00           F  
HETATM   36  F7  UNL     1      -2.903   5.040  -0.314  1.00  0.00           F  
HETATM   37  H1  UNL     1      -4.817   4.082   1.967  1.00  0.00           H  
HETATM   38  H2  UNL     1      -4.172   2.433   2.305  1.00  0.00           H  
HETATM   39  H3  UNL     1      -3.068   3.815   1.986  1.00  0.00           H  
HETATM   40  H4  UNL     1      -5.156   2.645   0.095  1.00  0.00           H  
HETATM   41  H5  UNL     1      -5.403   0.766   0.510  1.00  0.00           H  
HETATM   42  H6  UNL     1      -5.748  -1.575   0.207  1.00  0.00           H  
HETATM   43  H7  UNL     1      -2.644  -4.739   0.795  1.00  0.00           H  
HETATM   44  H8  UNL     1      -4.366  -5.405   0.931  1.00  0.00           H  
HETATM   45  H9  UNL     1      -3.916  -3.778   1.614  1.00  0.00           H  
HETATM   46  H10 UNL     1      -1.774  -2.059  -1.333  1.00  0.00           H  
HETATM   47  H11 UNL     1       0.443  -1.456   0.218  1.00  0.00           H  
HETATM   48  H12 UNL     1      -0.274  -0.329   1.448  1.00  0.00           H  
HETATM   49  H13 UNL     1       2.141  -1.069   1.822  1.00  0.00           H  
HETATM   50  H14 UNL     1       1.871   0.738   1.799  1.00  0.00           H  
HETATM   51  H15 UNL     1       6.856   0.532   2.259  1.00  0.00           H  
HETATM   52  H16 UNL     1       6.939  -1.676  -1.303  1.00  0.00           H  
HETATM   53  H17 UNL     1       2.267  -0.509  -1.845  1.00  0.00           H  
HETATM   54  H18 UNL     1       3.277   0.944  -1.641  1.00  0.00           H  
HETATM   55  H19 UNL     1       1.482   2.116  -0.392  1.00  0.00           H  
HETATM   56  H20 UNL     1       0.949   1.670  -2.042  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3   33   40
CONECT    3    4
CONECT    4    5    5   13
CONECT    5    6   41
CONECT    6    7    7   42
CONECT    7    8   12
CONECT    8    9   10   10   11
CONECT    8   11
CONECT    9   43   44   45
CONECT   12   13   13   46
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   32
CONECT   17   18   47   48
CONECT   18   19   49   50
CONECT   19   20   31
CONECT   20   21   21   29
CONECT   21   22
CONECT   22   23   23   51
CONECT   23   24   28
CONECT   24   25   26   27
CONECT   28   29   29   52
CONECT   29   30
CONECT   31   32   53   54
CONECT   32   55   56
CONECT   33   34   35   36
END

HMDB0249280
     RDKit          3D
Bitopertin
 56 58  0  0  0  0  0  0  0  0999 V2000
   -4.0058    3.3458    1.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0906    3.0105    0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1523    2.0564   -0.1172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3633    0.6913   -0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5791    0.1720    0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7560   -1.2020   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -1.9864   -0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1027   -3.6947   -0.7451 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.7463   -4.4876    0.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402   -4.3051   -1.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5544   -3.8888   -1.0779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5485   -1.4140   -0.9343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3237   -0.0646   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709    0.5473   -1.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0935    1.3221   -2.1678 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1831    0.4704   -0.5030 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740   -0.3764    0.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8684   -0.1837    1.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -0.0619    0.1159 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2404   -0.2750    0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9475    0.2384    1.3018 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3029    0.0943    1.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0440   -0.5936    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5433   -0.7166    0.5950 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9395   -1.6326   -0.4023 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.1156    0.5012    0.1819 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.9746   -1.0465    1.8297 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3374   -1.1336   -0.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644   -0.9828   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3040   -1.5353   -1.7347 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547    0.3693   -1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521    1.2952   -1.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0201    4.3017   -0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0951    3.9367   -1.9159 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1749    5.0425   -0.2800 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034    5.0402   -0.3137 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8170    4.0817    1.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1720    2.4334    2.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0678    3.8148    1.9858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1559    2.6455    0.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4031    0.7665    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7477   -1.5754    0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6443   -4.7385    0.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3658   -5.4048    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9163   -3.7779    1.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7737   -2.0595   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4435   -1.4560    0.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743   -0.3291    1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412   -1.0690    1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706    0.7379    1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8556    0.5322    2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9390   -1.6759   -1.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2672   -0.5095   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2774    0.9440   -1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4822    2.1159   -0.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9489    1.6698   -2.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
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  7 12  1  0
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 22 23  2  0
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 31 32  1  0
  2 33  1  0
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 13  4  1  0
 32 16  1  0
 29 20  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  5 41  1  0
  6 42  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
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 31 53  1  0
 31 54  1  0
 32 55  1  0
 32 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀F₇N₃O₄S

Average Molecular Weight

543.46

Monoisotopic Molecular Weight

543.106274451

IUPAC Name

1-[3-fluoro-5-(trifluoromethyl)pyridin-2-yl]-4-{5-methanesulfonyl-2-[(1,1,1-trifluoropropan-2-yl)oxy]benzoyl}piperazine

Traditional Name

1-[3-fluoro-5-(trifluoromethyl)pyridin-2-yl]-4-{5-methanesulfonyl-2-[(1,1,1-trifluoropropan-2-yl)oxy]benzoyl}piperazine

CAS Registry Number

Not Available

SMILES

CC(OC1=C(C=C(C=C1)S(C)(=O)=O)C(=O)N1CCN(CC1)C1=C(F)C=C(C=N1)C(F)(F)F)C(F)(F)F

InChI Identifier

InChI=1S/C21H20F7N3O4S/c1-12(20(23,24)25)35-17-4-3-14(36(2,33)34)10-15(17)19(32)31-7-5-30(6-8-31)18-16(22)9-13(11-29-18)21(26,27)28/h3-4,9-12H,5-8H2,1-2H3

InChI Key

YUUGYIUSCYNSQR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridinylpiperazines. Pyridinylpiperazines are compounds containing a pyridinylpiperazine skeleton, which consists of a pyridine linked (not fused) to a piperazine by a bond by a single bond that is not part of a ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

Pyridinylpiperazines

Alternative Parents

Substituents

Pyridinylpiperazine
N-arylpiperazine
Benzamide
Benzenesulfonyl group
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Phenol ether
Dialkylarylamine
Alkyl aryl ether
Aminopyridine
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Pyridine
Imidolactam
Benzenoid
Tertiary carboxylic acid amide
Sulfonyl
Sulfone
Heteroaromatic compound
Tertiary amine
Amino acid or derivatives
Carboxamide group
Azacycle
Ether
Carboxylic acid derivative
Organic oxygen compound
Organohalogen compound
Hydrocarbon derivative
Alkyl halide
Organic oxide
Alkyl fluoride
Organic nitrogen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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: HMDB0249280)

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	4.09	ALOGPS
logP	3.46	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	19.71	ChemAxon
pKa (Strongest Basic)	2.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	79.81 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	116.16 m³·mol⁻¹	ChemAxon
Polarizability	45.76 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	209.859	30932474
DeepCCS	[M-H]-	207.464	30932474
DeepCCS	[M-2H]-	240.548	30932474
DeepCCS	[M+Na]+	215.772	30932474
AllCCS	[M+H]+	212.1	32859911
AllCCS	[M+H-H2O]+	210.6	32859911
AllCCS	[M+NH4]+	213.5	32859911
AllCCS	[M+Na]+	213.9	32859911
AllCCS	[M-H]-	202.8	32859911
AllCCS	[M+Na-2H]-	203.1	32859911
AllCCS	[M+HCOO]-	203.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bitopertin	CC(OC1=C(C=C(C=C1)S(C)(=O)=O)C(=O)N1CCN(CC1)C1=C(F)C=C(C=N1)C(F)(F)F)C(F)(F)F	3962.0	Standard polar	33892256
Bitopertin	CC(OC1=C(C=C(C=C1)S(C)(=O)=O)C(=O)N1CCN(CC1)C1=C(F)C=C(C=N1)C(F)(F)F)C(F)(F)F	3101.5	Standard non polar	33892256
Bitopertin	CC(OC1=C(C=C(C=C1)S(C)(=O)=O)C(=O)N1CCN(CC1)C1=C(F)C=C(C=N1)C(F)(F)F)C(F)(F)F	3109.4	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bitopertin 10V, Positive-QTOF	splash10-0006-0000090000-99d64fcbbeacc9ed89b4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bitopertin 20V, Positive-QTOF	splash10-0007-0010290000-5b9035941339c77b1fa2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bitopertin 40V, Positive-QTOF	splash10-052b-0290000000-d66d1d3948d6573b915b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bitopertin 10V, Negative-QTOF	splash10-00fu-0000390000-f542431e7aa378752a15	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bitopertin 20V, Negative-QTOF	splash10-004i-1000910000-23e56a19476b99973324	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bitopertin 40V, Negative-QTOF	splash10-004i-9111310000-335af4d44a4977dc33ef	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

25035406

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bitopertin

METLIN ID

Not Available

PubChem Compound

49798777

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 Bitopertin (HMDB0249280)

MOL for HMDB0249280 (Bitopertin)

3D MOL for HMDB0249280 (Bitopertin)

3D SDF for HMDB0249280 (Bitopertin)

3D-SDF for HMDB0249280 (Bitopertin)

PDB for HMDB0249280 (Bitopertin)

3D PDB for HMDB0249280 (Bitopertin)

SMILES for HMDB0249280 (Bitopertin)

INCHI for HMDB0249280 (Bitopertin)

Structure for HMDB0249280 (Bitopertin)

3D Structure for HMDB0249280 (Bitopertin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra