data_SPU
#

_chem_comp.id                                   SPU
_chem_comp.name                                 "2-{[(R)-{[(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}(hydroxy)phosphoryl]oxy}-N,N,N-trimethylethanaminium"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H50 N2 O5 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "sphingosylphosphorylcholine, sphingosine phosphorylcholine"
_chem_comp.pdbx_formal_charge                   1
_chem_comp.pdbx_initial_date                    2009-07-28
_chem_comp.pdbx_modified_date                   2020-06-17
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       465.627
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    SPU
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       3IF7
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
SPU  C11   C11   C  0  1  N  N  N  -28.718   7.487  -17.410   11.604  -1.801  -0.565  C11   SPU   1  
SPU  C14   C14   C  0  1  N  N  N  -27.911   8.466  -18.257   10.711  -0.857   0.241  C14   SPU   2  
SPU  C17   C17   C  0  1  N  N  N  -28.363   9.910  -18.070    9.331  -0.774  -0.416  C17   SPU   3  
SPU  C20   C20   C  0  1  N  N  N  -27.333  10.669  -17.262    8.438   0.170   0.390  C20   SPU   4  
SPU  C23   C23   C  0  1  N  N  N  -26.988  12.047  -17.815    7.059   0.253  -0.267  C23   SPU   5  
SPU  C26   C26   C  0  1  N  N  N  -26.338  12.897  -16.737    6.165   1.197   0.540  C26   SPU   6  
SPU  C29   C29   C  0  1  N  N  N  -26.272  14.349  -17.119    4.786   1.280  -0.117  C29   SPU   7  
SPU  C32   C32   C  0  1  N  N  N  -25.278  15.108  -16.254    3.892   2.224   0.689  C32   SPU   8  
SPU  C35   C35   C  0  1  N  N  N  -24.714  16.282  -17.017    2.513   2.307   0.032  C35   SPU   9  
SPU  C38   C38   C  0  1  N  N  N  -23.893  15.744  -18.190    1.620   3.252   0.838  C38   SPU  10  
SPU  C41   C41   C  0  1  N  N  N  -22.538  16.370  -18.142    0.261   3.333   0.191  C41   SPU  11  
SPU  C43   C43   C  0  1  N  N  N  -21.926  16.816  -19.233   -0.814   3.066   0.890  C43   SPU  12  
SPU  C45   C45   C  0  1  N  N  R  -20.567  17.446  -19.070   -2.173   3.148   0.243  C45   SPU  13  
SPU  O47   O47   O  0  1  N  N  N  -20.236  18.008  -20.321   -2.020   3.418  -1.152  O47   SPU  14  
SPU  C49   C49   C  0  1  N  N  S  -20.632  18.579  -18.050   -2.906   1.818   0.428  C49   SPU  15  
SPU  N51   N51   N  0  1  N  N  N  -22.017  19.006  -17.877   -3.063   1.540   1.862  N51   SPU  16  
SPU  C54   C54   C  0  1  N  N  N  -20.118  18.244  -16.664   -4.285   1.900  -0.230  C54   SPU  17  
SPU  O57   O57   O  0  1  N  N  N  -20.933  19.008  -15.790   -4.924   0.624  -0.159  O57   SPU  18  
SPU  P58   P58   P  0  1  N  N  N  -20.797  18.817  -14.223   -6.393   0.344  -0.755  P58   SPU  19  
SPU  O59   O59   O  0  1  N  N  N  -21.683  17.632  -13.852   -7.478   1.207   0.065  O59   SPU  20  
SPU  O60   O60   O  0  1  N  N  N  -19.297  18.833  -13.963   -6.430   0.734  -2.182  O60   SPU  21  
SPU  O61   O61   O  0  1  N  N  N  -21.453  20.131  -13.541   -6.739  -1.222  -0.618  O61   SPU  22  
SPU  C62   C62   C  0  1  N  N  N  -21.363  20.319  -12.121   -7.930  -1.806  -1.150  C62   SPU  23  
SPU  C65   C65   C  0  1  N  N  N  -21.298  21.815  -11.776   -7.943  -3.305  -0.844  C65   SPU  24  
SPU  N68   N68   N  1  1  N  N  N  -19.929  22.352  -11.745   -8.063  -3.508   0.606  N68   SPU  25  
SPU  C70   C70   C  0  1  N  N  N  -19.186  21.843  -12.893   -9.241  -2.787   1.106  C70   SPU  26  
SPU  C74   C74   C  0  1  N  N  N  -19.938  23.834  -11.792   -8.210  -4.942   0.889  C74   SPU  27  
SPU  C78   C78   C  0  1  N  N  N  -19.216  21.876  -10.554   -6.857  -2.999   1.273  C78   SPU  28  
SPU  C21   C21   C  0  1  N  N  N  -28.206   6.055  -17.651   12.983  -1.884   0.092  C21   SPU  29  
SPU  C22   C22   C  0  1  N  N  N  -29.539   5.285  -17.651   13.877  -2.828  -0.715  C22   SPU  30  
SPU  C231  C231  C  0  0  N  N  N  -28.769   3.951  -17.651   15.256  -2.911  -0.058  C231  SPU  31  
SPU  H11   H11   H  0  1  N  N  N  -28.604   7.743  -16.346   11.154  -2.794  -0.591  H11   SPU  32  
SPU  H11A  H11A  H  0  0  N  N  N  -29.780   7.549  -17.691   11.708  -1.423  -1.582  H11A  SPU  33  
SPU  H14   H14   H  0  1  N  N  N  -26.853   8.391  -17.964   10.606  -1.235   1.258  H14   SPU  34  
SPU  H14A  H14A  H  0  0  N  N  N  -28.036   8.196  -19.316   11.161   0.136   0.267  H14A  SPU  35  
SPU  H17   H17   H  0  1  N  N  N  -28.478  10.387  -19.055    9.436  -0.396  -1.433  H17   SPU  36  
SPU  H17A  H17A  H  0  0  N  N  N  -29.326   9.925  -17.539    8.881  -1.766  -0.442  H17A  SPU  37  
SPU  H20   H20   H  0  1  N  N  N  -27.734  10.804  -16.247    8.334  -0.208   1.407  H20   SPU  38  
SPU  H20A  H20A  H  0  0  N  N  N  -26.410  10.071  -17.246    8.888   1.163   0.416  H20A  SPU  39  
SPU  H23   H23   H  0  1  N  N  N  -26.290  11.935  -18.658    7.163   0.631  -1.284  H23   SPU  40  
SPU  H23A  H23A  H  0  0  N  N  N  -27.909  12.540  -18.159    6.609  -0.739  -0.293  H23A  SPU  41  
SPU  H26   H26   H  0  1  N  N  N  -26.930  12.804  -15.814    6.061   0.819   1.557  H26   SPU  42  
SPU  H26A  H26A  H  0  0  N  N  N  -25.314  12.531  -16.573    6.615   2.190   0.566  H26A  SPU  43  
SPU  H29   H29   H  0  1  N  N  N  -25.958  14.425  -18.170    4.890   1.658  -1.134  H29   SPU  44  
SPU  H29A  H29A  H  0  0  N  N  N  -27.269  14.796  -16.989    4.336   0.288  -0.143  H29A  SPU  45  
SPU  H32   H32   H  0  1  N  N  N  -25.789  15.474  -15.351    3.788   1.846   1.706  H32   SPU  46  
SPU  H32A  H32A  H  0  0  N  N  N  -24.457  14.434  -15.968    4.343   3.217   0.715  H32A  SPU  47  
SPU  H35   H35   H  0  1  N  N  N  -25.534  16.912  -17.393    2.617   2.685  -0.985  H35   SPU  48  
SPU  H35A  H35A  H  0  0  N  N  N  -24.072  16.883  -16.356    2.063   1.315   0.006  H35A  SPU  49  
SPU  H38   H38   H  0  1  N  N  N  -23.802  14.651  -18.112    1.516   2.873   1.855  H38   SPU  50  
SPU  H38A  H38A  H  0  0  N  N  N  -24.388  15.997  -19.139    2.070   4.244   0.864  H38A  SPU  51  
SPU  H41   H41   H  0  1  N  N  N  -22.039  16.463  -17.189    0.175   3.611  -0.849  H41   SPU  52  
SPU  H43   H43   H  0  1  N  N  N  -22.387  16.730  -20.206   -0.727   2.788   1.930  H43   SPU  53  
SPU  H45   H45   H  0  1  N  N  N  -19.833  16.699  -18.733   -2.749   3.948   0.707  H45   SPU  54  
SPU  HO47  HO47  H  0  0  N  N  N  -19.381  18.420  -20.268   -1.516   2.745  -1.630  HO47  SPU  55  
SPU  H49   H49   H  0  1  N  N  N  -19.976  19.355  -18.471   -2.330   1.017  -0.037  H49   SPU  56  
SPU  HN51  HN51  H  0  0  N  N  N  -22.056  19.748  -17.208   -3.594   2.269   2.315  HN51  SPU  57  
SPU  HN5A  HN5A  H  0  0  N  N  N  -22.379  19.327  -18.752   -3.487   0.637   2.011  HN5A  SPU  58  
SPU  H54   H54   H  0  1  N  N  N  -20.211  17.168  -16.455   -4.893   2.640   0.292  H54   SPU  59  
SPU  H54A  H54A  H  0  0  N  N  N  -19.057  18.515  -16.557   -4.174   2.194  -1.274  H54A  SPU  60  
SPU  H59   H59   H  0  1  N  N  N  -21.153  16.952  -13.454   -7.509   1.003   1.010  H59   SPU  61  
SPU  H62   H62   H  0  1  N  N  N  -22.250  19.878  -11.643   -8.800  -1.334  -0.694  H62   SPU  62  
SPU  H62A  H62A  H  0  0  N  N  N  -20.453  19.824  -11.750   -7.957  -1.655  -2.229  H62A  SPU  63  
SPU  H65   H65   H  0  1  N  N  N  -21.865  22.367  -12.540   -8.791  -3.771  -1.347  H65   SPU  64  
SPU  H65A  H65A  H  0  0  N  N  N  -21.744  21.956  -10.780   -7.017  -3.757  -1.199  H65A  SPU  65  
SPU  H70   H70   H  0  1  N  N  N  -18.161  22.242  -12.874  -10.135  -3.165   0.611  H70   SPU  66  
SPU  H70A  H70A  H  0  0  N  N  N  -19.152  20.744  -12.850   -9.330  -2.938   2.182  H70A  SPU  67  
SPU  H70B  H70B  H  0  0  N  N  N  -19.685  22.158  -13.821   -9.132  -1.723   0.896  H70B  SPU  68  
SPU  H74   H74   H  0  1  N  N  N  -18.904  24.208  -11.768   -7.336  -5.477   0.518  H74   SPU  69  
SPU  H74A  H74A  H  0  0  N  N  N  -20.427  24.168  -12.719   -8.299  -5.093   1.965  H74A  SPU  70  
SPU  H74B  H74B  H  0  0  N  N  N  -20.490  24.225  -10.924   -9.105  -5.320   0.394  H74B  SPU  71  
SPU  H78   H78   H  0  1  N  N  N  -18.196  22.287  -10.548   -6.851  -1.910   1.230  H78   SPU  72  
SPU  H78A  H78A  H  0  0  N  N  N  -19.750  22.207   -9.651   -6.854  -3.321   2.314  H78A  SPU  73  
SPU  H78B  H78B  H  0  0  N  N  N  -19.168  20.777  -10.570   -5.972  -3.387   0.769  H78B  SPU  74  
SPU  H44   H44   H  0  1  N  N  N  -27.658   5.954  -18.599   13.434  -0.891   0.118  H44   SPU  75  
SPU  H451  H451  H  0  0  N  N  N  -27.518   5.712  -16.864   12.879  -2.262   1.109  H451  SPU  76  
SPU  H46   H46   H  0  1  N  N  N  -30.211   5.465  -16.799   13.427  -3.821  -0.741  H46   SPU  77  
SPU  H47   H47   H  0  1  N  N  N  -30.211   5.465  -18.503   13.981  -2.450  -1.732  H47   SPU  78  
SPU  H48   H48   H  0  1  N  N  N  -29.483   3.115  -17.651   15.706  -1.919  -0.032  H48   SPU  79  
SPU  H491  H491  H  0  0  N  N  N  -28.137   3.893  -18.549   15.152  -3.289   0.959  H491  SPU  80  
SPU  H50   H50   H  0  1  N  N  N  -28.137   3.893  -16.753   15.892  -3.584  -0.632  H50   SPU  81  
#   #
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
SPU  C11   C14   SING  N  N   1  
SPU  C11   C21   SING  N  N   2  
SPU  C14   C17   SING  N  N   3  
SPU  C17   C20   SING  N  N   4  
SPU  C20   C23   SING  N  N   5  
SPU  C23   C26   SING  N  N   6  
SPU  C26   C29   SING  N  N   7  
SPU  C29   C32   SING  N  N   8  
SPU  C32   C35   SING  N  N   9  
SPU  C35   C38   SING  N  N  10  
SPU  C38   C41   SING  N  N  11  
SPU  C41   C43   DOUB  N  N  12  
SPU  C43   C45   SING  N  N  13  
SPU  C45   O47   SING  N  N  14  
SPU  C45   C49   SING  N  N  15  
SPU  C49   N51   SING  N  N  16  
SPU  C49   C54   SING  N  N  17  
SPU  C54   O57   SING  N  N  18  
SPU  O57   P58   SING  N  N  19  
SPU  P58   O59   SING  N  N  20  
SPU  P58   O60   DOUB  N  N  21  
SPU  P58   O61   SING  N  N  22  
SPU  O61   C62   SING  N  N  23  
SPU  C62   C65   SING  N  N  24  
SPU  C65   N68   SING  N  N  25  
SPU  N68   C70   SING  N  N  26  
SPU  N68   C74   SING  N  N  27  
SPU  N68   C78   SING  N  N  28  
SPU  C21   C22   SING  N  N  29  
SPU  C22   C231  SING  N  N  30  
SPU  C11   H11   SING  N  N  31  
SPU  C11   H11A  SING  N  E  32  
SPU  C14   H14   SING  N  N  33  
SPU  C14   H14A  SING  N  N  34  
SPU  C17   H17   SING  N  N  35  
SPU  C17   H17A  SING  N  N  36  
SPU  C20   H20   SING  N  N  37  
SPU  C20   H20A  SING  N  N  38  
SPU  C23   H23   SING  N  N  39  
SPU  C23   H23A  SING  N  N  40  
SPU  C26   H26   SING  N  N  41  
SPU  C26   H26A  SING  N  N  42  
SPU  C29   H29   SING  N  N  43  
SPU  C29   H29A  SING  N  N  44  
SPU  C32   H32   SING  N  N  45  
SPU  C32   H32A  SING  N  N  46  
SPU  C35   H35   SING  N  N  47  
SPU  C35   H35A  SING  N  N  48  
SPU  C38   H38   SING  N  N  49  
SPU  C38   H38A  SING  N  N  50  
SPU  C41   H41   SING  N  N  51  
SPU  C43   H43   SING  N  N  52  
SPU  C45   H45   SING  N  N  53  
SPU  O47   HO47  SING  N  N  54  
SPU  C49   H49   SING  N  N  55  
SPU  N51   HN51  SING  N  N  56  
SPU  N51   HN5A  SING  N  N  57  
SPU  C54   H54   SING  N  N  58  
SPU  C54   H54A  SING  N  N  59  
SPU  O59   H59   SING  N  N  60  
SPU  C62   H62   SING  N  N  61  
SPU  C62   H62A  SING  N  N  62  
SPU  C65   H65   SING  N  N  63  
SPU  C65   H65A  SING  N  N  64  
SPU  C70   H70   SING  N  N  65  
SPU  C70   H70A  SING  N  N  66  
SPU  C70   H70B  SING  N  N  67  
SPU  C74   H74   SING  N  N  68  
SPU  C74   H74A  SING  N  N  69  
SPU  C74   H74B  SING  N  N  70  
SPU  C78   H78   SING  N  N  71  
SPU  C78   H78A  SING  N  N  72  
SPU  C78   H78B  SING  N  N  73  
SPU  C21   H44   SING  N  N  74  
SPU  C21   H451  SING  N  N  75  
SPU  C22   H46   SING  N  N  76  
SPU  C22   H47   SING  N  N  77  
SPU  C231  H48   SING  N  N  78  
SPU  C231  H491  SING  N  N  79  
SPU  C231  H50   SING  N  N  80  
#   #
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
SPU  SMILES            ACDLabs               11.02  "O=P(OCC(N)C(O)/C=C/CCCCCCCCCCCCC)(OCC[N+](C)(C)C)O"  
SPU  SMILES_CANONICAL  CACTVS                3.352  "CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO[P](O)(=O)OCC[N+](C)(C)C"  
SPU  SMILES            CACTVS                3.352  "CCCCCCCCCCCCCC=C[CH](O)[CH](N)CO[P](O)(=O)OCC[N+](C)(C)C"  
SPU  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.0  "CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO[P@](=O)(O)OCC[N+](C)(C)C)N)O"  
SPU  SMILES            "OpenEye OEToolkits"  1.7.0  "CCCCCCCCCCCCCC=CC(C(COP(=O)(O)OCC[N+](C)(C)C)N)O"  
SPU  InChI             InChI                 1.03   "InChI=1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/p+1/b18-17+/t22-,23+/m0/s1"  
SPU  InChIKey          InChI                 1.03   JLVSPVFPBBFMBE-HXSWCURESA-O  
#   #
loop_
_pdbx_chem_comp_identifier.comp_id
_pdbx_chem_comp_identifier.type
_pdbx_chem_comp_identifier.program
_pdbx_chem_comp_identifier.program_version
_pdbx_chem_comp_identifier.identifier
SPU  "SYSTEMATIC NAME"  ACDLabs               11.02  "2-{[(R)-{[(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}(hydroxy)phosphoryl]oxy}-N,N,N-trimethylethanaminium"  
SPU  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.6.1  "2-[[(E,2S,3R)-2-azanyl-3-hydroxy-octadec-4-enoxy]-hydroxy-phosphoryl]oxyethyl-trimethyl-azanium"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
SPU  "Create component"   2009-07-28  PDBJ  
SPU  "Modify descriptor"  2011-06-04  RCSB  
SPU  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     SPU
_pdbx_chem_comp_synonyms.name        "sphingosylphosphorylcholine, sphingosine phosphorylcholine"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
