data_8HO
#

_chem_comp.id                                   8HO
_chem_comp.name                                 "2-[(1-methyl-4-oxidanyl-7-phenoxy-isoquinolin-3-yl)carbonylamino]ethanoic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H16 N2 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-07-11
_chem_comp.pdbx_modified_date                   2019-10-18
_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                       352.341
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    8HO
_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       5XYE
_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
8HO  C    C1   C  0  1  N  N  N  32.251  -13.567  13.950   0.112   2.492   1.155  C    8HO   1  
8HO  N    N1   N  0  1  Y  N  N  34.252  -12.296  13.525   1.640   0.731   0.450  N    8HO   2  
8HO  O    O1   O  0  1  N  N  N  29.618  -10.212  16.719  -4.211  -0.184   1.252  O    8HO   3  
8HO  O3   O2   O  0  1  N  N  N  37.412  -11.079   9.893   6.025   2.130   0.029  O3   8HO   4  
8HO  C18  C2   C  0  1  N  N  N  38.296  -11.662  10.598   6.545   1.096  -0.319  C18  8HO   5  
8HO  O4   O3   O  0  1  N  N  N  39.558  -11.459  10.390   7.865   1.056  -0.560  O4   8HO   6  
8HO  C17  C3   C  0  1  N  N  N  37.918  -12.559  11.724   5.711  -0.149  -0.482  C17  8HO   7  
8HO  N1   N2   N  0  1  N  N  N  36.653  -12.272  12.266   4.314   0.153  -0.162  N1   8HO   8  
8HO  C16  C4   C  0  1  N  N  N  36.275  -11.154  12.917   3.380  -0.815  -0.238  C16  8HO   9  
8HO  O2   O4   O  0  1  N  N  N  37.146  -10.195  12.941   3.697  -1.941  -0.573  O2   8HO  10  
8HO  C2   C5   C  0  1  Y  N  N  35.031  -11.108  13.592   1.975  -0.511   0.083  C2   8HO  11  
8HO  C3   C6   C  0  1  Y  N  N  34.528  -10.015  14.272   1.021  -1.523   0.000  C3   8HO  12  
8HO  O1   O5   O  0  1  N  N  N  35.365   -8.869  14.223   1.370  -2.777  -0.372  O1   8HO  13  
8HO  C4   C7   C  0  1  Y  N  N  33.311   -9.959  14.942  -0.320  -1.209   0.313  C4   8HO  14  
8HO  C9   C8   C  0  1  Y  N  N  32.822   -8.847  15.644  -1.339  -2.168   0.255  C9   8HO  15  
8HO  C8   C9   C  0  1  Y  N  N  31.618   -8.955  16.273  -2.617  -1.817   0.568  C8   8HO  16  
8HO  C7   C10  C  0  1  Y  N  N  30.872  -10.109  16.139  -2.928  -0.507   0.947  C7   8HO  17  
8HO  C6   C11  C  0  1  Y  N  N  31.329  -11.247  15.485  -1.947   0.460   1.013  C6   8HO  18  
8HO  C5   C12  C  0  1  Y  N  N  32.482  -11.175  14.840  -0.625   0.122   0.697  C5   8HO  19  
8HO  C1   C13  C  0  1  Y  N  N  33.057  -12.265  14.065   0.415   1.073   0.750  C1   8HO  20  
8HO  C10  C14  C  0  1  Y  N  N  29.155   -9.293  17.639  -5.016   0.250   0.247  C10  8HO  21  
8HO  C15  C15  C  0  1  Y  N  N  28.421   -8.227  17.036  -4.527   0.333  -1.048  C15  8HO  22  
8HO  C14  C16  C  0  1  Y  N  N  27.882   -7.276  17.894  -5.347   0.775  -2.068  C14  8HO  23  
8HO  C13  C17  C  0  1  Y  N  N  28.104   -7.536  19.254  -6.655   1.135  -1.798  C13  8HO  24  
8HO  C12  C18  C  0  1  Y  N  N  28.810   -8.530  19.765  -7.144   1.054  -0.508  C12  8HO  25  
8HO  C11  C19  C  0  1  Y  N  N  29.453   -9.485  18.983  -6.330   0.607   0.515  C11  8HO  26  
8HO  H1   H1   H  0  1  N  N  N  32.846  -14.321  13.414  -0.134   3.078   0.269  H1   8HO  27  
8HO  H2   H2   H  0  1  N  N  N  32.010  -13.939  14.957  -0.734   2.501   1.843  H2   8HO  28  
8HO  H3   H3   H  0  1  N  N  N  31.320  -13.374  13.397   0.984   2.924   1.646  H3   8HO  29  
8HO  H4   H4   H  0  1  N  N  N  39.667  -10.845   9.673   8.357   1.880  -0.442  H4   8HO  30  
8HO  H5   H5   H  0  1  N  N  N  37.913  -13.596  11.357   5.780  -0.501  -1.511  H5   8HO  31  
8HO  H6   H6   H  0  1  N  N  N  38.670  -12.455  12.520   6.079  -0.923   0.192  H6   8HO  32  
8HO  H7   H7   H  0  1  N  N  N  35.954  -12.978  12.156   4.061   1.051   0.105  H7   8HO  33  
8HO  H8   H8   H  0  1  N  N  N  36.169   -9.083  13.765   1.620  -3.351   0.366  H8   8HO  34  
8HO  H9   H9   H  0  1  N  N  N  33.386   -7.927  15.685  -1.112  -3.183  -0.036  H9   8HO  35  
8HO  H10  H10  H  0  1  N  N  N  31.248   -8.139  16.876  -3.400  -2.559   0.523  H10  8HO  36  
8HO  H11  H11  H  0  1  N  N  N  30.759  -12.164  15.503  -2.197   1.469   1.306  H11  8HO  37  
8HO  H12  H12  H  0  1  N  N  N  28.291   -8.163  15.966  -3.506   0.052  -1.260  H12  8HO  38  
8HO  H13  H13  H  0  1  N  N  N  27.339   -6.411  17.543  -4.967   0.840  -3.077  H13  8HO  39  
8HO  H14  H14  H  0  1  N  N  N  27.651   -6.853  19.957  -7.294   1.481  -2.597  H14  8HO  40  
8HO  H15  H15  H  0  1  N  N  N  28.892   -8.604  20.839  -8.166   1.337  -0.300  H15  8HO  41  
8HO  H16  H16  H  0  1  N  N  N  30.093  -10.265  19.367  -6.715   0.539   1.521  H16  8HO  42  
#   #
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
8HO  O3   C18  DOUB  N  N   1  
8HO  O4   C18  SING  N  N   2  
8HO  C18  C17  SING  N  N   3  
8HO  C17  N1   SING  N  N   4  
8HO  N1   C16  SING  N  N   5  
8HO  C16  O2   DOUB  N  N   6  
8HO  C16  C2   SING  N  N   7  
8HO  N    C2   SING  Y  N   8  
8HO  N    C1   DOUB  Y  N   9  
8HO  C2   C3   DOUB  Y  N  10  
8HO  C    C1   SING  N  N  11  
8HO  C1   C5   SING  Y  N  12  
8HO  O1   C3   SING  N  N  13  
8HO  C3   C4   SING  Y  N  14  
8HO  C5   C4   DOUB  Y  N  15  
8HO  C5   C6   SING  Y  N  16  
8HO  C4   C9   SING  Y  N  17  
8HO  C6   C7   DOUB  Y  N  18  
8HO  C9   C8   DOUB  Y  N  19  
8HO  C7   C8   SING  Y  N  20  
8HO  C7   O    SING  N  N  21  
8HO  O    C10  SING  N  N  22  
8HO  C15  C10  DOUB  Y  N  23  
8HO  C15  C14  SING  Y  N  24  
8HO  C10  C11  SING  Y  N  25  
8HO  C14  C13  DOUB  Y  N  26  
8HO  C11  C12  DOUB  Y  N  27  
8HO  C13  C12  SING  Y  N  28  
8HO  C    H1   SING  N  N  29  
8HO  C    H2   SING  N  N  30  
8HO  C    H3   SING  N  N  31  
8HO  O4   H4   SING  N  N  32  
8HO  C17  H5   SING  N  N  33  
8HO  C17  H6   SING  N  N  34  
8HO  N1   H7   SING  N  N  35  
8HO  O1   H8   SING  N  N  36  
8HO  C9   H9   SING  N  N  37  
8HO  C8   H10  SING  N  N  38  
8HO  C6   H11  SING  N  N  39  
8HO  C15  H12  SING  N  N  40  
8HO  C14  H13  SING  N  N  41  
8HO  C13  H14  SING  N  N  42  
8HO  C12  H15  SING  N  N  43  
8HO  C11  H16  SING  N  N  44  
#   #
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
8HO  InChI             InChI                 1.03   "InChI=1S/C19H16N2O5/c1-11-15-9-13(26-12-5-3-2-4-6-12)7-8-14(15)18(24)17(21-11)19(25)20-10-16(22)23/h2-9,24H,10H2,1H3,(H,20,25)(H,22,23)"  
8HO  InChIKey          InChI                 1.03   YOZBGTLTNGAVFU-UHFFFAOYSA-N  
8HO  SMILES_CANONICAL  CACTVS                3.385  "Cc1nc(C(=O)NCC(O)=O)c(O)c2ccc(Oc3ccccc3)cc12"  
8HO  SMILES            CACTVS                3.385  "Cc1nc(C(=O)NCC(O)=O)c(O)c2ccc(Oc3ccccc3)cc12"  
8HO  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "Cc1c2cc(ccc2c(c(n1)C(=O)NCC(=O)O)O)Oc3ccccc3"  
8HO  SMILES            "OpenEye OEToolkits"  2.0.6  "Cc1c2cc(ccc2c(c(n1)C(=O)NCC(=O)O)O)Oc3ccccc3"  
#
_pdbx_chem_comp_identifier.comp_id          8HO
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.6
_pdbx_chem_comp_identifier.identifier       "2-[(1-methyl-4-oxidanyl-7-phenoxy-isoquinolin-3-yl)carbonylamino]ethanoic acid"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
8HO  "Create component"  2017-07-11  PDBJ  
8HO  "Initial release"   2019-10-23  RCSB  
##
