data_O4A
#

_chem_comp.id                                   O4A
_chem_comp.name                                 "N-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-(8-methyl[1]benzopyrano[4,3-c]pyrazol-1(4H)-yl)acetamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C21 H19 N3 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-06-07
_chem_comp.pdbx_modified_date                   2019-08-23
_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                       377.393
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    O4A
_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       6P89
_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
O4A  C2   C1   C  0  1  Y  N  N   -8.983  26.596  12.341   2.933  -0.888   0.141  C2   O4A   1  
O4A  C3   C2   C  0  1  Y  N  N   -9.098  27.980  12.734   3.006   0.554  -0.167  C3   O4A   2  
O4A  C11  C3   C  0  1  Y  N  N  -15.363  24.586  16.561  -3.687   0.347   0.483  C11  O4A   3  
O4A  C12  C4   C  0  1  Y  N  N  -14.003  24.598  16.444  -2.470  -0.055  -0.045  C12  O4A   4  
O4A  C13  C5   C  0  1  N  N  N   -8.100  27.234  10.108   4.689  -0.525   1.906  C13  O4A   5  
O4A  C14  C6   C  0  1  Y  N  N   -9.851  28.542  13.810   2.067   1.206  -0.948  C14  O4A   6  
O4A  C16  C7   C  0  1  Y  N  N  -16.190  24.261  15.527  -4.872  -0.131  -0.064  C16  O4A   7  
O4A  C17  C8   C  0  1  Y  N  N  -13.435  24.291  15.235  -2.435  -0.932  -1.120  C17  O4A   8  
O4A  C21  C9   C  0  1  Y  N  N   -8.219  30.200  12.235   4.202   2.616   0.147  C21  O4A   9  
O4A  C22  C10  C  0  1  Y  N  N  -15.627  23.943  14.247  -4.833  -1.008  -1.138  C22  O4A  10  
O4A  C23  C11  C  0  1  Y  N  N   -9.775  29.926  14.055   2.196   2.563  -1.179  C23  O4A  11  
O4A  C24  C12  C  0  1  Y  N  N  -14.244  23.963  14.114  -3.621  -1.406  -1.666  C24  O4A  12  
O4A  C25  C13  C  0  1  Y  N  N   -8.959  30.724  13.296   3.257   3.261  -0.629  C25  O4A  13  
O4A  C26  C14  C  0  1  N  N  N  -17.043  24.344  17.983  -4.941   1.879   1.801  C26  O4A  14  
O4A  C27  C15  C  0  1  N  N  N  -18.007  24.750  16.846  -6.071   0.836   1.748  C27  O4A  15  
O4A  C28  C16  C  0  1  N  N  N  -10.662  30.547  15.102   1.181   3.283  -2.029  C28  O4A  16  
O4A  C5   C17  C  0  1  Y  N  N   -8.497  26.217  11.087   3.743  -1.408   1.134  C5   O4A  17  
O4A  C6   C18  C  0  1  N  N  N   -9.791  25.205  14.320   1.215  -1.800  -1.438  C6   O4A  18  
O4A  C7   C19  C  0  1  Y  N  N   -8.473  24.816  11.023   3.488  -2.761   1.217  C7   O4A  19  
O4A  C8   C20  C  0  1  N  N  N  -11.330  25.130  14.188  -0.134  -1.477  -0.849  C8   O4A  20  
O4A  C9   C21  C  0  1  Y  N  N   -8.307  28.834  11.943   4.096   1.255   0.383  C9   O4A  21  
O4A  N1   N1   N  0  1  Y  N  N   -9.240  25.397  12.995   2.206  -1.898  -0.364  N1   O4A  22  
O4A  N15  N2   N  0  1  N  N  N  -11.987  24.323  15.122  -1.206  -1.338  -1.654  N15  O4A  23  
O4A  N4   N3   N  0  1  Y  N  N   -8.932  24.310  12.209   2.569  -3.068   0.328  N4   O4A  24  
O4A  O10  O1   O  0  1  N  N  N   -7.627  28.432  10.809   5.037   0.604   1.108  O10  O4A  25  
O4A  O18  O2   O  0  1  N  N  N  -15.816  24.940  17.791  -3.704   1.206   1.539  O18  O4A  26  
O4A  O19  O3   O  0  1  N  N  N  -17.499  24.195  15.595  -6.077   0.252   0.441  O19  O4A  27  
O4A  O20  O4   O  0  1  N  N  N  -11.939  25.748  13.340  -0.255  -1.341   0.351  O20  O4A  28  
O4A  H32  H1   H  0  1  N  N  N  -13.383  24.846  17.293  -1.548   0.314   0.381  H32  O4A  29  
O4A  H33  H2   H  0  1  N  N  N   -8.964  27.495   9.480   4.196  -0.188   2.818  H33  O4A  30  
O4A  H34  H3   H  0  1  N  N  N   -7.293  26.837   9.475   5.590  -1.082   2.162  H34  O4A  31  
O4A  H35  H4   H  0  1  N  N  N  -10.472  27.912  14.429   1.240   0.658  -1.374  H35  O4A  32  
O4A  H37  H5   H  0  1  N  N  N   -7.584  30.843  11.644   5.025   3.174   0.569  H37  O4A  33  
O4A  H38  H6   H  0  1  N  N  N  -16.261  23.695  13.409  -5.754  -1.382  -1.562  H38  O4A  34  
O4A  H39  H7   H  0  1  N  N  N  -13.787  23.730  13.164  -3.594  -2.089  -2.503  H39  O4A  35  
O4A  H40  H8   H  0  1  N  N  N   -8.887  31.777  13.523   3.348   4.322  -0.808  H40  O4A  36  
O4A  H42  H9   H  0  1  N  N  N  -17.459  24.669  18.948  -5.114   2.648   1.048  H42  O4A  37  
O4A  H41  H10  H  0  1  N  N  N  -16.921  23.251  17.985  -4.907   2.335   2.790  H41  O4A  38  
O4A  H44  H11  H  0  1  N  N  N  -18.056  25.847  16.774  -5.893   0.064   2.496  H44  O4A  39  
O4A  H43  H12  H  0  1  N  N  N  -19.011  24.351  17.049  -7.028   1.321   1.940  H43  O4A  40  
O4A  H46  H13  H  0  1  N  N  N  -11.621  30.834  14.647   0.374   3.652  -1.396  H46  O4A  41  
O4A  H47  H14  H  0  1  N  N  N  -10.842  29.820  15.908   1.659   4.122  -2.534  H47  O4A  42  
O4A  H45  H15  H  0  1  N  N  N  -10.171  31.440  15.516   0.775   2.595  -2.771  H45  O4A  43  
O4A  H29  H16  H  0  1  N  N  N   -9.407  24.269  14.753   1.161  -2.750  -1.970  H29  O4A  44  
O4A  H30  H17  H  0  1  N  N  N   -9.512  26.050  14.967   1.507  -1.012  -2.131  H30  O4A  45  
O4A  H31  H18  H  0  1  N  N  N   -8.146  24.232  10.176   3.964  -3.453   1.897  H31  O4A  46  
O4A  H36  H19  H  0  1  N  N  N  -11.442  23.749  15.733  -1.125  -1.519  -2.604  H36  O4A  47  
#   #
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
O4A  C13  O10  SING  N  N   1  
O4A  C13  C5   SING  N  N   2  
O4A  O10  C9   SING  N  N   3  
O4A  C7   C5   SING  Y  N   4  
O4A  C7   N4   DOUB  Y  N   5  
O4A  C5   C2   DOUB  Y  N   6  
O4A  C9   C21  DOUB  Y  N   7  
O4A  C9   C3   SING  Y  N   8  
O4A  N4   N1   SING  Y  N   9  
O4A  C21  C25  SING  Y  N  10  
O4A  C2   C3   SING  N  N  11  
O4A  C2   N1   SING  Y  N  12  
O4A  C3   C14  DOUB  Y  N  13  
O4A  N1   C6   SING  N  N  14  
O4A  C25  C23  DOUB  Y  N  15  
O4A  O20  C8   DOUB  N  N  16  
O4A  C14  C23  SING  Y  N  17  
O4A  C23  C28  SING  N  N  18  
O4A  C24  C22  DOUB  Y  N  19  
O4A  C24  C17  SING  Y  N  20  
O4A  C8   C6   SING  N  N  21  
O4A  C8   N15  SING  N  N  22  
O4A  C22  C16  SING  Y  N  23  
O4A  N15  C17  SING  N  N  24  
O4A  C17  C12  DOUB  Y  N  25  
O4A  C16  O19  SING  N  N  26  
O4A  C16  C11  DOUB  Y  N  27  
O4A  O19  C27  SING  N  N  28  
O4A  C12  C11  SING  Y  N  29  
O4A  C11  O18  SING  N  N  30  
O4A  C27  C26  SING  N  N  31  
O4A  O18  C26  SING  N  N  32  
O4A  C12  H32  SING  N  N  33  
O4A  C13  H33  SING  N  N  34  
O4A  C13  H34  SING  N  N  35  
O4A  C14  H35  SING  N  N  36  
O4A  C21  H37  SING  N  N  37  
O4A  C22  H38  SING  N  N  38  
O4A  C24  H39  SING  N  N  39  
O4A  C25  H40  SING  N  N  40  
O4A  C26  H42  SING  N  N  41  
O4A  C26  H41  SING  N  N  42  
O4A  C27  H44  SING  N  N  43  
O4A  C27  H43  SING  N  N  44  
O4A  C28  H46  SING  N  N  45  
O4A  C28  H47  SING  N  N  46  
O4A  C28  H45  SING  N  N  47  
O4A  C6   H29  SING  N  N  48  
O4A  C6   H30  SING  N  N  49  
O4A  C7   H31  SING  N  N  50  
O4A  N15  H36  SING  N  N  51  
#   #
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
O4A  SMILES            ACDLabs               12.01  "c32c1cc(C)ccc1OCc2cnn3CC(Nc5cc4OCCOc4cc5)=O"  
O4A  InChI             InChI                 1.03   "InChI=1S/C21H19N3O4/c1-13-2-4-17-16(8-13)21-14(12-28-17)10-22-24(21)11-20(25)23-15-3-5-18-19(9-15)27-7-6-26-18/h2-5,8-10H,6-7,11-12H2,1H3,(H,23,25)"  
O4A  InChIKey          InChI                 1.03   YHHIKABCYPQVLY-UHFFFAOYSA-N  
O4A  SMILES_CANONICAL  CACTVS                3.385  "Cc1ccc2OCc3cnn(CC(=O)Nc4ccc5OCCOc5c4)c3c2c1"  
O4A  SMILES            CACTVS                3.385  "Cc1ccc2OCc3cnn(CC(=O)Nc4ccc5OCCOc5c4)c3c2c1"  
O4A  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1ccc2c(c1)-c3c(cnn3CC(=O)Nc4ccc5c(c4)OCCO5)CO2"  
O4A  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1ccc2c(c1)-c3c(cnn3CC(=O)Nc4ccc5c(c4)OCCO5)CO2"  
#   #
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
O4A  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-(8-methyl[1]benzopyrano[4,3-c]pyrazol-1(4H)-yl)acetamide"  
O4A  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "~{N}-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-(8-methyl-4~{H}-chromeno[4,3-c]pyrazol-1-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
O4A  "Create component"  2019-06-07  RCSB  
O4A  "Initial release"   2019-08-28  RCSB  
##
