data_CEI
#

_chem_comp.id                                   CEI
_chem_comp.name                                 "N-[3-BENZYL-5-(4-HYDROXYPHENYL)PYRAZIN-2-YL]-2-(4-HYDROXYPHENYL)ACETAMIDE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C25 H21 N3 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        COELENTERAMIDE
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2004-01-26
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       411.453
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    CEI
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1S36
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
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
CEI  O33   O33   O  0  1  N  N  N  52.990  28.600  -60.568  -0.996  -0.048   2.272  O33   CEI   1  
CEI  C2    C2    C  0  1  N  N  N  53.872  28.725  -61.393   0.112  -0.533   2.346  C2    CEI   2  
CEI  C10   C10   C  0  1  N  N  N  54.020  30.020  -62.162   0.745  -0.764   3.694  C10   CEI   3  
CEI  C11   C11   C  0  1  Y  N  N  55.178  30.647  -61.366  -0.200  -0.312   4.777  C11   CEI   4  
CEI  C12   C12   C  0  1  Y  N  N  56.483  30.543  -61.823  -0.151   0.991   5.235  C12   CEI   5  
CEI  C13   C13   C  0  1  Y  N  N  57.543  31.102  -61.070  -1.020   1.410   6.224  C13   CEI   6  
CEI  C14   C14   C  0  1  Y  N  N  57.273  31.733  -59.846  -1.935   0.518   6.765  C14   CEI   7  
CEI  O17   O17   O  0  1  N  N  N  58.339  32.298  -59.068  -2.787   0.926   7.742  O17   CEI   8  
CEI  C15   C15   C  0  1  Y  N  N  55.962  31.814  -59.384  -1.982  -0.788   6.304  C15   CEI   9  
CEI  C16   C16   C  0  1  Y  N  N  54.917  31.261  -60.136  -1.114  -1.201   5.311  C16   CEI  10  
CEI  N1    N1    N  0  1  N  N  N  54.717  27.736  -61.647   0.779  -0.864   1.223  N1    CEI  11  
CEI  C9    C9    C  0  1  Y  N  N  54.802  26.523  -60.836   0.194  -0.650  -0.023  C9    CEI  12  
CEI  C8    C8    C  0  1  Y  N  N  53.794  25.532  -60.838   0.886  -0.988  -1.183  C8    CEI  13  
CEI  C26   C26   C  0  1  N  N  N  52.502  25.715  -61.631   2.264  -1.590  -1.089  C26   CEI  14  
CEI  C27   C27   C  0  1  Y  N  N  52.477  24.943  -62.931   3.295  -0.491  -1.110  C27   CEI  15  
CEI  C28   C28   C  0  1  Y  N  N  52.207  25.605  -64.125   3.822  -0.061  -2.313  C28   CEI  16  
CEI  C29   C29   C  0  1  Y  N  N  52.183  24.889  -65.336   4.765   0.950  -2.333  C29   CEI  17  
CEI  C30   C30   C  0  1  Y  N  N  52.424  23.511  -65.339   5.186   1.524  -1.148  C30   CEI  18  
CEI  C31   C31   C  0  1  Y  N  N  52.685  22.844  -64.140   4.663   1.090   0.054  C31   CEI  19  
CEI  C32   C32   C  0  1  Y  N  N  52.707  23.558  -62.934   3.717   0.082   0.073  C32   CEI  20  
CEI  N7    N7    N  0  1  Y  N  N  53.971  24.420  -60.092   0.331  -0.791  -2.363  N7    CEI  21  
CEI  C6    C6    C  0  1  Y  N  N  55.118  24.249  -59.384  -0.885  -0.260  -2.446  C6    CEI  22  
CEI  C5    C5    C  0  1  Y  N  N  56.108  25.221  -59.419  -1.574   0.082  -1.283  C5    CEI  23  
CEI  N4    N4    N  0  1  Y  N  N  55.937  26.321  -60.123  -1.019  -0.120  -0.103  N4    CEI  24  
CEI  C19   C19   C  0  1  Y  N  N  55.330  23.065  -58.623  -1.507  -0.033  -3.772  C19   CEI  25  
CEI  C20   C20   C  0  1  Y  N  N  54.840  21.836  -59.082  -2.241   1.128  -4.010  C20   CEI  26  
CEI  C21   C21   C  0  1  Y  N  N  55.076  20.668  -58.341  -2.818   1.336  -5.244  C21   CEI  27  
CEI  C22   C22   C  0  1  Y  N  N  55.800  20.728  -57.156  -2.669   0.391  -6.250  C22   CEI  28  
CEI  O25   O25   O  0  1  N  N  N  56.020  19.548  -56.401  -3.240   0.599  -7.466  O25   CEI  29  
CEI  C23   C23   C  0  1  Y  N  N  56.292  21.956  -56.695  -1.939  -0.765  -6.017  C23   CEI  30  
CEI  C24   C24   C  0  1  Y  N  N  56.081  23.115  -57.438  -1.355  -0.977  -4.786  C24   CEI  31  
CEI  H101  1H10  H  0  0  N  N  N  53.099  30.641  -62.262   0.958  -1.826   3.818  H101  CEI  32  
CEI  H102  2H10  H  0  0  N  N  N  54.175  29.924  -63.262   1.673  -0.197   3.762  H102  CEI  33  
CEI  H12   H12   H  0  1  N  N  N  56.676  30.021  -62.775   0.563   1.684   4.817  H12   CEI  34  
CEI  H13   H13   H  0  1  N  N  N  58.581  31.046  -61.438  -0.982   2.428   6.581  H13   CEI  35  
CEI  H17   H17   H  0  1  N  N  N  58.156  32.725  -58.239  -2.345   0.761   8.586  H17   CEI  36  
CEI  H15   H15   H  0  1  N  N  N  55.752  32.315  -58.424  -2.696  -1.483   6.721  H15   CEI  37  
CEI  H16   H16   H  0  1  N  N  N  53.882  31.309  -59.757  -1.150  -2.219   4.952  H16   CEI  38  
CEI  HN1   HN1   H  0  1  N  N  N  55.301  27.908  -62.465   1.666  -1.252   1.282  HN1   CEI  39  
CEI  H261  1H26  H  0  0  N  N  N  52.299  26.797  -61.810   2.427  -2.257  -1.936  H261  CEI  40  
CEI  H262  2H26  H  0  0  N  N  N  51.615  25.461  -61.004   2.352  -2.153  -0.160  H262  CEI  41  
CEI  H28   H28   H  0  1  N  N  N  52.013  26.691  -64.112   3.493  -0.510  -3.239  H28   CEI  42  
CEI  H29   H29   H  0  1  N  N  N  51.975  25.410  -66.286   5.173   1.289  -3.273  H29   CEI  43  
CEI  H30   H30   H  0  1  N  N  N  52.408  22.950  -66.288   5.924   2.312  -1.163  H30   CEI  44  
CEI  H31   H31   H  0  1  N  N  N  52.873  21.757  -64.145   4.992   1.539   0.980  H31   CEI  45  
CEI  H32   H32   H  0  1  N  N  N  52.906  23.030  -61.986   3.308  -0.256   1.014  H32   CEI  46  
CEI  H5    H5    H  0  1  N  N  N  57.059  25.116  -58.871  -2.562   0.514  -1.349  H5    CEI  47  
CEI  H20   H20   H  0  1  N  N  N  54.270  21.788  -60.025  -2.358   1.863  -3.227  H20   CEI  48  
CEI  H21   H21   H  0  1  N  N  N  54.690  19.696  -58.692  -3.387   2.236  -5.429  H21   CEI  49  
CEI  H25   H25   H  0  1  N  N  N  56.515  19.589  -55.591  -2.588   1.069  -8.004  H25   CEI  50  
CEI  H23   H23   H  0  1  N  N  N  56.848  22.011  -55.744  -1.824  -1.499  -6.802  H23   CEI  51  
CEI  H24   H24   H  0  1  N  N  N  56.508  24.070  -57.089  -0.786  -1.877  -4.605  H24   CEI  52  
#   #
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
CEI  O33  C2    DOUB  N  N   1  
CEI  C2   C10   SING  N  N   2  
CEI  C2   N1    SING  N  N   3  
CEI  C10  C11   SING  N  N   4  
CEI  C10  H101  SING  N  N   5  
CEI  C10  H102  SING  N  N   6  
CEI  C11  C12   DOUB  Y  N   7  
CEI  C11  C16   SING  Y  N   8  
CEI  C12  C13   SING  Y  N   9  
CEI  C12  H12   SING  N  N  10  
CEI  C13  C14   DOUB  Y  N  11  
CEI  C13  H13   SING  N  N  12  
CEI  C14  O17   SING  N  N  13  
CEI  C14  C15   SING  Y  N  14  
CEI  O17  H17   SING  N  N  15  
CEI  C15  C16   DOUB  Y  N  16  
CEI  C15  H15   SING  N  N  17  
CEI  C16  H16   SING  N  N  18  
CEI  N1   C9    SING  N  N  19  
CEI  N1   HN1   SING  N  N  20  
CEI  C9   C8    DOUB  Y  N  21  
CEI  C9   N4    SING  Y  N  22  
CEI  C8   C26   SING  N  N  23  
CEI  C8   N7    SING  Y  N  24  
CEI  C26  C27   SING  N  N  25  
CEI  C26  H261  SING  N  N  26  
CEI  C26  H262  SING  N  N  27  
CEI  C27  C28   DOUB  Y  N  28  
CEI  C27  C32   SING  Y  N  29  
CEI  C28  C29   SING  Y  N  30  
CEI  C28  H28   SING  N  N  31  
CEI  C29  C30   DOUB  Y  N  32  
CEI  C29  H29   SING  N  N  33  
CEI  C30  C31   SING  Y  N  34  
CEI  C30  H30   SING  N  N  35  
CEI  C31  C32   DOUB  Y  N  36  
CEI  C31  H31   SING  N  N  37  
CEI  C32  H32   SING  N  N  38  
CEI  N7   C6    DOUB  Y  N  39  
CEI  C6   C5    SING  Y  N  40  
CEI  C6   C19   SING  Y  N  41  
CEI  C5   N4    DOUB  Y  N  42  
CEI  C5   H5    SING  N  N  43  
CEI  C19  C20   DOUB  Y  N  44  
CEI  C19  C24   SING  Y  N  45  
CEI  C20  C21   SING  Y  N  46  
CEI  C20  H20   SING  N  N  47  
CEI  C21  C22   DOUB  Y  N  48  
CEI  C21  H21   SING  N  N  49  
CEI  C22  O25   SING  N  N  50  
CEI  C22  C23   SING  Y  N  51  
CEI  O25  H25   SING  N  N  52  
CEI  C23  C24   DOUB  Y  N  53  
CEI  C23  H23   SING  N  N  54  
CEI  C24  H24   SING  N  N  55  
#   #
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
CEI  SMILES            ACDLabs               10.04  "O=C(Nc1ncc(nc1Cc2ccccc2)c3ccc(O)cc3)Cc4ccc(O)cc4"  
CEI  SMILES_CANONICAL  CACTVS                3.341  "Oc1ccc(CC(=O)Nc2ncc(nc2Cc3ccccc3)c4ccc(O)cc4)cc1"  
CEI  SMILES            CACTVS                3.341  "Oc1ccc(CC(=O)Nc2ncc(nc2Cc3ccccc3)c4ccc(O)cc4)cc1"  
CEI  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1ccc(cc1)Cc2c(ncc(n2)c3ccc(cc3)O)NC(=O)Cc4ccc(cc4)O"  
CEI  SMILES            "OpenEye OEToolkits"  1.5.0  "c1ccc(cc1)Cc2c(ncc(n2)c3ccc(cc3)O)NC(=O)Cc4ccc(cc4)O"  
CEI  InChI             InChI                 1.03   "InChI=1S/C25H21N3O3/c29-20-10-6-18(7-11-20)15-24(31)28-25-22(14-17-4-2-1-3-5-17)27-23(16-26-25)19-8-12-21(30)13-9-19/h1-13,16,29-30H,14-15H2,(H,26,28,31)"  
CEI  InChIKey          InChI                 1.03   CJIIERPDFZUYPI-UHFFFAOYSA-N  
#   #
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
CEI  "SYSTEMATIC NAME"  ACDLabs               10.04  "N-[3-benzyl-5-(4-hydroxyphenyl)pyrazin-2-yl]-2-(4-hydroxyphenyl)acetamide"  
CEI  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "2-(4-hydroxyphenyl)-N-[5-(4-hydroxyphenyl)-3-(phenylmethyl)pyrazin-2-yl]ethanamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
CEI  "Create component"      2004-01-26  RCSB  
CEI  "Modify aromatic_flag"  2011-06-04  RCSB  
CEI  "Modify descriptor"     2011-06-04  RCSB  
CEI  "Modify synonyms"       2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     CEI
_pdbx_chem_comp_synonyms.name        COELENTERAMIDE
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
