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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:49 UTC

Update Date

2020-02-26 21:39:20 UTC

HMDB ID

HMDB0014009

Secondary Accession Numbers

HMDB14009

Metabolite Identification

Common Name

Lansoprazole sulfone

Description

Lansoprazole sulfone is only found in individuals that have used or taken Lansoprazole. Lansoprazole sulfone is a metabolite of Lansoprazole. Lansoprazole sulfone belongs to the family of Sulfinylbenzimidazoles. These are polycyclic aromatic compounds containing a sulfinyl group attached at the position 2 of a benzimidazole moiety.

Structure

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

  Mrv0541 06191310392D          

 26 28  0  0  0  0            999 V2000
    8.0559   -2.4488    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.4664   -5.7192    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8953   -4.8942    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.5935   -6.0212    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.9434   -4.5922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4684   -1.7342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7493   -1.7848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7493   -3.1127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7059   -2.4488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4684   -3.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2934   -3.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7059   -3.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2309   -2.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9688   -2.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9688   -2.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5309   -3.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2934   -4.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2541   -1.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9434   -3.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2541   -3.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5309   -2.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5397   -2.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5397   -2.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7685   -4.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1810   -5.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6434   -3.1633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0  0  0  0
  1 10  1  0  0  0  0
  1 13  1  0  0  0  0
  2 25  1  0  0  0  0
  3 25  1  0  0  0  0
  4 25  1  0  0  0  0
  5 16  1  0  0  0  0
  5 24  1  0  0  0  0
  7 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 13  2  0  0  0  0
  8 15  1  0  0  0  0
  9 11  2  0  0  0  0
  9 21  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 16  2  0  0  0  0
 12 17  1  0  0  0  0
 14 15  1  0  0  0  0
 14 18  2  0  0  0  0
 15 20  2  0  0  0  0
 16 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 21  2  0  0  0  0
 20 23  1  0  0  0  0
 22 23  2  0  0  0  0
 24 25  1  0  0  0  0
  1 26  2  0  0  0  0
M  END

HMDB0014009
     RDKit          3D
Lansoprazole sulfone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.5366   -1.1650   -2.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9763   -0.9083   -0.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7082   -0.1131    0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8777    0.3713   -0.1502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9158    1.1276    0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6249    2.5787    0.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0917    3.2172   -0.6014 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8529    3.2350    0.7423 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7954    2.7779    1.5746 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0993    0.0586    1.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8672   -0.5176    1.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284   -1.2647    0.8410 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664   -1.4669   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -2.3196   -1.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048   -2.8799   -0.6861 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.2465   -3.6800   -1.7139 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444   -3.7157    0.5367 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956   -1.4924   -0.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7337   -1.5504    0.2585 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1675   -0.2662    0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572    0.2260    0.8853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5561    1.5775    0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5959    2.4292    0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4144    1.9360   -0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136    0.5803   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965   -0.1881   -0.5281 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813   -0.7273   -2.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6084   -2.2748   -2.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475   -0.7243   -2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5704    0.6885    1.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6497    1.1733   -0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5686    0.6309    2.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3743   -0.3901    2.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1508   -1.6713   -2.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6496   -3.1612   -1.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1378   -0.4317    1.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4870    2.0091    1.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7296    3.5049    0.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    2.6266   -0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3106    0.1599   -0.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  2  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
 25 26  1  0
 13  2  1  0
 26 18  1  0
 25 20  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  5 31  1  0
 10 32  1  0
 11 33  1  0
 14 34  1  0
 14 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
 24 39  1  0
 26 40  1  0
M  END

  Mrv0541 06191310392D          

 26 28  0  0  0  0            999 V2000
    8.0559   -2.4488    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.4664   -5.7192    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8953   -4.8942    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.5935   -6.0212    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.9434   -4.5922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4684   -1.7342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7493   -1.7848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7493   -3.1127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7059   -2.4488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4684   -3.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2934   -3.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7059   -3.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2309   -2.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9688   -2.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9688   -2.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5309   -3.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2934   -4.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2541   -1.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9434   -3.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2541   -3.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5309   -2.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5397   -2.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5397   -2.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7685   -4.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1810   -5.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6434   -3.1633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0  0  0  0
  1 10  1  0  0  0  0
  1 13  1  0  0  0  0
  2 25  1  0  0  0  0
  3 25  1  0  0  0  0
  4 25  1  0  0  0  0
  5 16  1  0  0  0  0
  5 24  1  0  0  0  0
  7 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 13  2  0  0  0  0
  8 15  1  0  0  0  0
  9 11  2  0  0  0  0
  9 21  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 16  2  0  0  0  0
 12 17  1  0  0  0  0
 14 15  1  0  0  0  0
 14 18  2  0  0  0  0
 15 20  2  0  0  0  0
 16 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 21  2  0  0  0  0
 20 23  1  0  0  0  0
 22 23  2  0  0  0  0
 24 25  1  0  0  0  0
  1 26  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014009

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)(=O)C1=NC2=CC=CC=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14F3N3O3S/c1-10-13(20-7-6-14(10)25-9-16(17,18)19)8-26(23,24)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)

> <INCHI_KEY>
TVMJMCGRSSSSDJ-UHFFFAOYSA-N

> <FORMULA>
C16H14F3N3O3S

> <MOLECULAR_WEIGHT>
385.361

> <EXACT_MASS>
385.070796634

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.87243667933736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfonyl}-1H-1,3-benzodiazole

> <ALOGPS_LOGP>
2.35

> <JCHEM_LOGP>
3.139749140666667

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.60359305780716

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.318890042542216

> <JCHEM_PKA_STRONGEST_BASIC>
3.86544524126294

> <JCHEM_POLAR_SURFACE_AREA>
84.94

> <JCHEM_REFRACTIVITY>
87.08439999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfonyl}-1H-1,3-benzodiazole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014009
     RDKit          3D
Lansoprazole sulfone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.5366   -1.1650   -2.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9763   -0.9083   -0.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7082   -0.1131    0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8777    0.3713   -0.1502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9158    1.1276    0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6249    2.5787    0.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0917    3.2172   -0.6014 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8529    3.2350    0.7423 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7954    2.7779    1.5746 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0993    0.0586    1.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8672   -0.5176    1.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284   -1.2647    0.8410 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664   -1.4669   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -2.3196   -1.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048   -2.8799   -0.6861 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.2465   -3.6800   -1.7139 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444   -3.7157    0.5367 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956   -1.4924   -0.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7337   -1.5504    0.2585 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1675   -0.2662    0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572    0.2260    0.8853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5561    1.5775    0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5959    2.4292    0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4144    1.9360   -0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136    0.5803   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965   -0.1881   -0.5281 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813   -0.7273   -2.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6084   -2.2748   -2.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475   -0.7243   -2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5704    0.6885    1.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6497    1.1733   -0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5686    0.6309    2.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3743   -0.3901    2.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1508   -1.6713   -2.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6496   -3.1612   -1.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1378   -0.4317    1.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4870    2.0091    1.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7296    3.5049    0.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    2.6266   -0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3106    0.1599   -0.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  2  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
 25 26  1  0
 13  2  1  0
 26 18  1  0
 25 20  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  5 31  1  0
 10 32  1  0
 11 33  1  0
 14 34  1  0
 14 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
 24 39  1  0
 26 40  1  0
M  END

HEADER    PROTEIN                                 19-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-13         0                                  
HETATM    1  S   UNK     0      15.038  -4.571   0.000  0.00  0.00           S+0
HETATM    2  F   UNK     0      21.404 -10.676   0.000  0.00  0.00           F+0
HETATM    3  F   UNK     0      24.071  -9.136   0.000  0.00  0.00           F+0
HETATM    4  F   UNK     0      23.508 -11.240   0.000  0.00  0.00           F+0
HETATM    5  O   UNK     0      20.428  -8.572   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      15.808  -3.237   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      12.599  -3.332   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      12.599  -5.810   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      18.118  -4.571   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      15.808  -5.905   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.348  -5.905   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.118  -7.238   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.498  -4.571   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.142  -3.801   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.142  -5.341   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.658  -7.238   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.348  -8.572   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.808  -3.031   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.428  -5.905   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.808  -6.111   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      19.658  -4.571   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.474  -3.801   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.474  -5.341   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.968  -8.572   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.738  -9.906   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      14.268  -5.905   0.000  0.00  0.00           O+0
CONECT    1    6   10   13   26                                             
CONECT    2   25                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5   16   24                                                       
CONECT    6    1                                                            
CONECT    7   13   14                                                       
CONECT    8   13   15                                                       
CONECT    9   11   21                                                       
CONECT   10    1   11                                                       
CONECT   11    9   10   12                                                  
CONECT   12   11   16   17                                                  
CONECT   13    1    7    8                                                  
CONECT   14    7   15   18                                                  
CONECT   15    8   14   20                                                  
CONECT   16    5   12   19                                                  
CONECT   17   12                                                            
CONECT   18   14   22                                                       
CONECT   19   16   21                                                       
CONECT   20   15   23                                                       
CONECT   21    9   19                                                       
CONECT   22   18   23                                                       
CONECT   23   20   22                                                       
CONECT   24    5   25                                                       
CONECT   25    2    3    4   24                                             
CONECT   26    1                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0014009
HETATM    1  C1  UNL     1      -2.537  -1.165  -2.002  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.976  -0.908  -0.647  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.708  -0.113   0.258  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.878   0.371  -0.150  1.00  0.00           O  
HETATM    5  C4  UNL     1      -4.916   1.128   0.221  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.625   2.579   0.514  1.00  0.00           C  
HETATM    7  F1  UNL     1      -4.092   3.217  -0.601  1.00  0.00           F  
HETATM    8  F2  UNL     1      -5.853   3.235   0.742  1.00  0.00           F  
HETATM    9  F3  UNL     1      -3.795   2.778   1.575  1.00  0.00           F  
HETATM   10  C6  UNL     1      -2.099   0.059   1.478  1.00  0.00           C  
HETATM   11  C7  UNL     1      -0.867  -0.518   1.758  1.00  0.00           C  
HETATM   12  N1  UNL     1      -0.228  -1.265   0.841  1.00  0.00           N  
HETATM   13  C8  UNL     1      -0.766  -1.467  -0.355  1.00  0.00           C  
HETATM   14  C9  UNL     1      -0.025  -2.320  -1.352  1.00  0.00           C  
HETATM   15  S1  UNL     1       1.505  -2.880  -0.686  1.00  0.00           S  
HETATM   16  O2  UNL     1       2.246  -3.680  -1.714  1.00  0.00           O  
HETATM   17  O3  UNL     1       1.244  -3.716   0.537  1.00  0.00           O  
HETATM   18  C10 UNL     1       2.496  -1.492  -0.309  1.00  0.00           C  
HETATM   19  N2  UNL     1       3.734  -1.550   0.259  1.00  0.00           N  
HETATM   20  C11 UNL     1       4.167  -0.266   0.375  1.00  0.00           C  
HETATM   21  C12 UNL     1       5.357   0.226   0.885  1.00  0.00           C  
HETATM   22  C13 UNL     1       5.556   1.577   0.890  1.00  0.00           C  
HETATM   23  C14 UNL     1       4.596   2.429   0.399  1.00  0.00           C  
HETATM   24  C15 UNL     1       3.414   1.936  -0.108  1.00  0.00           C  
HETATM   25  C16 UNL     1       3.214   0.580  -0.114  1.00  0.00           C  
HETATM   26  N3  UNL     1       2.197  -0.188  -0.528  1.00  0.00           N  
HETATM   27  H1  UNL     1      -1.881  -0.727  -2.768  1.00  0.00           H  
HETATM   28  H2  UNL     1      -2.608  -2.275  -2.130  1.00  0.00           H  
HETATM   29  H3  UNL     1      -3.547  -0.724  -2.073  1.00  0.00           H  
HETATM   30  H4  UNL     1      -5.570   0.689   1.030  1.00  0.00           H  
HETATM   31  H5  UNL     1      -5.650   1.173  -0.660  1.00  0.00           H  
HETATM   32  H6  UNL     1      -2.569   0.631   2.252  1.00  0.00           H  
HETATM   33  H7  UNL     1      -0.374  -0.390   2.717  1.00  0.00           H  
HETATM   34  H8  UNL     1       0.151  -1.671  -2.234  1.00  0.00           H  
HETATM   35  H9  UNL     1      -0.650  -3.161  -1.693  1.00  0.00           H  
HETATM   36  H10 UNL     1       6.138  -0.432   1.282  1.00  0.00           H  
HETATM   37  H11 UNL     1       6.487   2.009   1.287  1.00  0.00           H  
HETATM   38  H12 UNL     1       4.730   3.505   0.392  1.00  0.00           H  
HETATM   39  H13 UNL     1       2.674   2.627  -0.489  1.00  0.00           H  
HETATM   40  H14 UNL     1       1.311   0.160  -0.959  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    3   13
CONECT    3    4   10
CONECT    4    5
CONECT    5    6   30   31
CONECT    6    7    8    9
CONECT   10   11   11   32
CONECT   11   12   33
CONECT   12   13   13
CONECT   13   14
CONECT   14   15   34   35
CONECT   15   16   16   17   17
CONECT   15   18
CONECT   18   19   19   26
CONECT   19   20
CONECT   20   21   21   25
CONECT   21   22   36
CONECT   22   23   23   37
CONECT   23   24   38
CONECT   24   25   25   39
CONECT   25   26
CONECT   26   40
END

HMDB0014009
     RDKit          3D
Lansoprazole sulfone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.5366   -1.1650   -2.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9763   -0.9083   -0.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7082   -0.1131    0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8777    0.3713   -0.1502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9158    1.1276    0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6249    2.5787    0.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0917    3.2172   -0.6014 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8529    3.2350    0.7423 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7954    2.7779    1.5746 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0993    0.0586    1.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8672   -0.5176    1.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284   -1.2647    0.8410 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664   -1.4669   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -2.3196   -1.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048   -2.8799   -0.6861 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.2465   -3.6800   -1.7139 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444   -3.7157    0.5367 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956   -1.4924   -0.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7337   -1.5504    0.2585 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1675   -0.2662    0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572    0.2260    0.8853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5561    1.5775    0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5959    2.4292    0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4144    1.9360   -0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136    0.5803   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965   -0.1881   -0.5281 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813   -0.7273   -2.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6084   -2.2748   -2.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5475   -0.7243   -2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5704    0.6885    1.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6497    1.1733   -0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5686    0.6309    2.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3743   -0.3901    2.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1508   -1.6713   -2.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6496   -3.1612   -1.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1378   -0.4317    1.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4870    2.0091    1.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7296    3.5049    0.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    2.6266   -0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3106    0.1599   -0.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  2  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
 25 26  1  0
 13  2  1  0
 26 18  1  0
 25 20  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  5 31  1  0
 10 32  1  0
 11 33  1  0
 14 34  1  0
 14 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
 24 39  1  0
 26 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Lansoprazole sulphone	Generator
2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulphonyl}-1H-1,3-benzodiazole	HMDB
Lansoprazole sulfone	MeSH

Chemical Formula

C₁₆H₁₄F₃N₃O₃S

Average Molecular Weight

385.361

Monoisotopic Molecular Weight

385.070796634

IUPAC Name

2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfonyl}-1H-1,3-benzodiazole

Traditional Name

2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfonyl}-1H-1,3-benzodiazole

CAS Registry Number

Not Available

SMILES

CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)(=O)C1=NC2=CC=CC=C2N1

InChI Identifier

InChI=1S/C16H14F3N3O3S/c1-10-13(20-7-6-14(10)25-9-16(17,18)19)8-26(23,24)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)

InChI Key

TVMJMCGRSSSSDJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfinylbenzimidazoles. These are polycyclic aromatic compounds containing a sulfinyl group attached at the position 2 of a benzimidazole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

Sulfinylbenzimidazoles

Direct Parent

Sulfinylbenzimidazoles

Alternative Parents

Substituents

Sulfinylbenzimidazole
Alkyl aryl ether
Methylpyridine
Pyridine
Benzenoid
Azole
Imidazole
Sulfone
Sulfonyl
Heteroaromatic compound
Ether
Azacycle
Alkyl halide
Organopnictogen compound
Organic oxygen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Alkyl fluoride
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Organ

Liver (HMDB: HMDB0014009)
Kidney (HMDB: HMDB0014009)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0014009)

Source

Endogenous

Endogenous (HMDB: HMDB0014009)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	2.35	ALOGPS
logP	3.14	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	6.32	ChemAxon
pKa (Strongest Basic)	3.87	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	84.94 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	87.08 m³·mol⁻¹	ChemAxon
Polarizability	33.87 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	180.8	30932474
DeepCCS	[M-H]-	178.442	30932474
DeepCCS	[M-2H]-	212.091	30932474
DeepCCS	[M+Na]+	187.319	30932474
AllCCS	[M+H]+	184.0	32859911
AllCCS	[M+H-H2O]+	181.2	32859911
AllCCS	[M+NH4]+	186.6	32859911
AllCCS	[M+Na]+	187.4	32859911
AllCCS	[M-H]-	179.6	32859911
AllCCS	[M+Na-2H]-	178.9	32859911
AllCCS	[M+HCOO]-	178.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lansoprazole sulfone	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)(=O)C1=NC2=CC=CC=C2N1	3911.0	Standard polar	33892256
Lansoprazole sulfone	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)(=O)C1=NC2=CC=CC=C2N1	2683.7	Standard non polar	33892256
Lansoprazole sulfone	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)(=O)C1=NC2=CC=CC=C2N1	2829.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lansoprazole sulfone,1TMS,isomer #1	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)(=O)C1=NC2=CC=CC=C2N1[Si](C)(C)C	2685.3	Semi standard non polar	33892256
Lansoprazole sulfone,1TMS,isomer #1	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)(=O)C1=NC2=CC=CC=C2N1[Si](C)(C)C	2818.9	Standard non polar	33892256
Lansoprazole sulfone,1TMS,isomer #1	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)(=O)C1=NC2=CC=CC=C2N1[Si](C)(C)C	3280.9	Standard polar	33892256
Lansoprazole sulfone,1TBDMS,isomer #1	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)(=O)C1=NC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C	2842.1	Semi standard non polar	33892256
Lansoprazole sulfone,1TBDMS,isomer #1	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)(=O)C1=NC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C	3066.1	Standard non polar	33892256
Lansoprazole sulfone,1TBDMS,isomer #1	CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)(=O)C1=NC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C	3301.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lansoprazole sulfone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-6961000000-6f26fcbc8a983e769ed6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lansoprazole sulfone 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 - Lansoprazole sulfone 10V, Positive-QTOF	splash10-00kr-0098000000-4826cc3ee4298941b0af	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansoprazole sulfone 20V, Positive-QTOF	splash10-0udi-0390000000-61137cc8b9b3bc5f16d2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansoprazole sulfone 40V, Positive-QTOF	splash10-0a4i-5910000000-16ad7cc4ae8f41221ee8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansoprazole sulfone 10V, Negative-QTOF	splash10-001i-0918000000-6b868506d317335637d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansoprazole sulfone 20V, Negative-QTOF	splash10-001i-1920000000-88bca5ffbb0681578ebb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansoprazole sulfone 40V, Negative-QTOF	splash10-03e9-9600000000-4ed8dfb3f317d90eef61	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansoprazole sulfone 10V, Positive-QTOF	splash10-000i-0009000000-aa73f76e04f9ed695b8c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansoprazole sulfone 20V, Positive-QTOF	splash10-0uy0-0296000000-33c73a82746dd576f027	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansoprazole sulfone 40V, Positive-QTOF	splash10-05nr-1910000000-32dbbf8fb87b83567e7a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansoprazole sulfone 10V, Negative-QTOF	splash10-001i-0009000000-1f32d1ba8dc12d68beb6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansoprazole sulfone 20V, Negative-QTOF	splash10-0kur-0649000000-e362c263da587f22011d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansoprazole sulfone 40V, Negative-QTOF	splash10-014i-1960000000-64a441378927b7e3e42c	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	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

8560827

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10385385

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Lansoprazole sulfone (HMDB0014009)

MOL for HMDB0014009 (Lansoprazole sulfone)

3D MOL for HMDB0014009 (Lansoprazole sulfone)

3D SDF for HMDB0014009 (Lansoprazole sulfone)

3D-SDF for HMDB0014009 (Lansoprazole sulfone)

PDB for HMDB0014009 (Lansoprazole sulfone)

3D PDB for HMDB0014009 (Lansoprazole sulfone)

SMILES for HMDB0014009 (Lansoprazole sulfone)

INCHI for HMDB0014009 (Lansoprazole sulfone)

Structure for HMDB0014009 (Lansoprazole sulfone)

3D Structure for HMDB0014009 (Lansoprazole sulfone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra