data_K8Q
#

_chem_comp.id                                   K8Q
_chem_comp.name                                 "4-(4-bromanyl-2-oxidanylidene-3~{H}-benzimidazol-1-yl)-~{N}-(4-iodophenyl)piperidine-1-carboxamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H18 Br I N4 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-05-03
_chem_comp.pdbx_modified_date                   2020-07-17
_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                       541.180
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    K8Q
_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       6RLW
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
K8Q  C10  C1   C   0  1  N  N  N  -23.418  13.889  35.837  -0.636   1.808  -1.428  C10  K8Q   1  
K8Q  C13  C2   C   0  1  N  N  N  -22.195  11.310  35.009  -1.711   0.589   1.027  C13  K8Q   2  
K8Q  C17  C3   C   0  1  Y  N  N  -23.477  13.074  39.990   3.535   0.262   0.447  C17  K8Q   3  
K8Q  C20  C4   C   0  1  Y  N  N  -23.101  12.773  42.698   6.254  -0.188   0.201  C20  K8Q   4  
K8Q  C22  C5   C   0  1  Y  N  N  -22.738  13.961  42.115   5.449  -0.195  -0.924  C22  K8Q   5  
K8Q  C24  C6   C   0  1  Y  N  N  -19.123  12.107  35.786  -5.150   0.901   0.120  C24  K8Q   6  
K8Q  C26  C7   C   0  1  Y  N  N  -18.201  11.503  38.010  -6.975   2.398   0.531  C26  K8Q   7  
K8Q  BR1  BR1  BR  0  0  N  N  N  -14.983  11.907  35.198  -8.630  -1.373   0.056  BR1  K8Q   8  
K8Q  C02  C8   C   0  1  Y  N  N  -16.707  11.841  36.042  -7.408   0.064   0.184  C02  K8Q   9  
K8Q  C03  C9   C   0  1  Y  N  N  -17.860  12.115  35.253  -6.049  -0.163   0.024  C03  K8Q  10  
K8Q  N04  N1   N   0  1  N  N  N  -17.929  12.434  33.882  -5.294  -1.306  -0.233  N04  K8Q  11  
K8Q  C05  C10  C   0  1  N  N  N  -19.287  12.636  33.561  -3.996  -0.952  -0.291  C05  K8Q  12  
K8Q  O06  O1   O   0  1  N  N  N  -19.661  12.933  32.468  -3.071  -1.714  -0.501  O06  K8Q  13  
K8Q  N07  N2   N   0  1  N  N  N  -20.047  12.455  34.694  -3.878   0.373  -0.087  N07  K8Q  14  
K8Q  C08  C11  C   0  1  N  N  N  -21.507  12.571  34.701  -2.624   1.130  -0.075  C08  K8Q  15  
K8Q  C09  C12  C   0  1  N  N  N  -21.888  13.779  35.626  -1.929   0.987  -1.432  C09  K8Q  16  
K8Q  N11  N3   N   0  1  N  N  N  -23.682  12.555  36.288   0.185   1.392  -0.283  N11  K8Q  17  
K8Q  C12  C13  C   0  1  N  N  N  -23.700  11.572  35.225  -0.415   1.405   1.058  C12  K8Q  18  
K8Q  C14  C14  C   0  1  N  N  N  -23.636  12.180  37.660   1.464   1.005  -0.460  C14  K8Q  19  
K8Q  O15  O2   O   0  1  N  N  N  -23.714  11.030  37.943   1.991   1.127  -1.548  O15  K8Q  20  
K8Q  N16  N4   N   0  1  N  N  N  -23.560  13.278  38.644   2.159   0.484   0.571  N16  K8Q  21  
K8Q  C18  C15  C   0  1  Y  N  N  -23.860  11.840  40.633   4.346   0.269   1.574  C18  K8Q  22  
K8Q  C19  C16  C   0  1  Y  N  N  -23.688  11.724  41.987   5.703   0.044   1.449  C19  K8Q  23  
K8Q  I21  I1   I   0  1  N  N  N  -22.852  12.569  44.734   8.313  -0.528   0.016  I21  K8Q  24  
K8Q  C23  C17  C   0  1  Y  N  N  -22.914  14.081  40.694   4.092   0.029  -0.804  C23  K8Q  25  
K8Q  C25  C18  C   0  1  Y  N  N  -19.300  11.768  37.241  -5.620   2.181   0.374  C25  K8Q  26  
K8Q  C27  C19  C   0  1  Y  N  N  -16.881  11.521  37.418  -7.866   1.342   0.436  C27  K8Q  27  
K8Q  H1   H1   H   0  1  N  N  N  -23.676  14.640  36.598  -0.088   1.631  -2.354  H1   K8Q  28  
K8Q  H2   H2   H   0  1  N  N  N  -23.947  14.120  34.901  -0.874   2.868  -1.341  H2   K8Q  29  
K8Q  H3   H3   H   0  1  N  N  N  -22.063  10.609  34.172  -2.215   0.669   1.990  H3   K8Q  30  
K8Q  H4   H4   H   0  1  N  N  N  -21.766  10.874  35.923  -1.477  -0.457   0.825  H4   K8Q  31  
K8Q  H5   H5   H   0  1  N  N  N  -22.336  14.774  42.701   5.883  -0.376  -1.896  H5   K8Q  32  
K8Q  H6   H6   H   0  1  N  N  N  -18.318  11.280  39.060  -7.340   3.394   0.728  H6   K8Q  33  
K8Q  H7   H7   H   0  1  N  N  N  -17.156  12.504  33.252  -5.644  -2.203  -0.350  H7   K8Q  34  
K8Q  H8   H8   H   0  1  N  N  N  -21.812  12.863  33.685  -2.836   2.183   0.114  H8   K8Q  35  
K8Q  H9   H9   H   0  1  N  N  N  -21.404  13.644  36.604  -2.589   1.352  -2.219  H9   K8Q  36  
K8Q  H10  H10  H   0  1  N  N  N  -21.526  14.709  35.163  -1.694  -0.062  -1.611  H10  K8Q  37  
K8Q  H11  H11  H   0  1  N  N  N  -24.171  11.974  34.316  -0.637   2.432   1.349  H11  K8Q  38  
K8Q  H12  H12  H   0  1  N  N  N  -24.225  10.657  35.535   0.279   0.962   1.773  H12  K8Q  39  
K8Q  H13  H13  H   0  1  N  N  N  -23.570  14.219  38.306   1.705   0.262   1.399  H13  K8Q  40  
K8Q  H14  H14  H   0  1  N  N  N  -24.274  11.025  40.058   3.915   0.450   2.548  H14  K8Q  41  
K8Q  H15  H15  H   0  1  N  N  N  -24.004  10.828  42.501   6.333   0.049   2.325  H15  K8Q  42  
K8Q  H16  H16  H   0  1  N  N  N  -22.595  14.979  40.186   3.464   0.022  -1.683  H16  K8Q  43  
K8Q  H17  H17  H   0  1  N  N  N  -20.288  11.734  37.675  -4.928   3.006   0.449  H17  K8Q  44  
K8Q  H18  H18  H   0  1  N  N  N  -16.019  11.289  38.026  -8.924   1.520   0.561  H18  K8Q  45  
#   #
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
K8Q  O06  C05  DOUB  N  N   1  
K8Q  C05  N04  SING  N  N   2  
K8Q  C05  N07  SING  N  N   3  
K8Q  N04  C03  SING  N  N   4  
K8Q  N07  C08  SING  N  N   5  
K8Q  N07  C24  SING  N  N   6  
K8Q  C08  C13  SING  N  N   7  
K8Q  C08  C09  SING  N  N   8  
K8Q  C13  C12  SING  N  N   9  
K8Q  BR1  C02  SING  N  N  10  
K8Q  C12  N11  SING  N  N  11  
K8Q  C03  C24  DOUB  Y  N  12  
K8Q  C03  C02  SING  Y  N  13  
K8Q  C09  C10  SING  N  N  14  
K8Q  C24  C25  SING  Y  N  15  
K8Q  C10  N11  SING  N  N  16  
K8Q  C02  C27  DOUB  Y  N  17  
K8Q  N11  C14  SING  N  N  18  
K8Q  C25  C26  DOUB  Y  N  19  
K8Q  C27  C26  SING  Y  N  20  
K8Q  C14  O15  DOUB  N  N  21  
K8Q  C14  N16  SING  N  N  22  
K8Q  N16  C17  SING  N  N  23  
K8Q  C17  C18  DOUB  Y  N  24  
K8Q  C17  C23  SING  Y  N  25  
K8Q  C18  C19  SING  Y  N  26  
K8Q  C23  C22  DOUB  Y  N  27  
K8Q  C19  C20  DOUB  Y  N  28  
K8Q  C22  C20  SING  Y  N  29  
K8Q  C20  I21  SING  N  N  30  
K8Q  C10  H1   SING  N  N  31  
K8Q  C10  H2   SING  N  N  32  
K8Q  C13  H3   SING  N  N  33  
K8Q  C13  H4   SING  N  N  34  
K8Q  C22  H5   SING  N  N  35  
K8Q  C26  H6   SING  N  N  36  
K8Q  N04  H7   SING  N  N  37  
K8Q  C08  H8   SING  N  N  38  
K8Q  C09  H9   SING  N  N  39  
K8Q  C09  H10  SING  N  N  40  
K8Q  C12  H11  SING  N  N  41  
K8Q  C12  H12  SING  N  N  42  
K8Q  N16  H13  SING  N  N  43  
K8Q  C18  H14  SING  N  N  44  
K8Q  C19  H15  SING  N  N  45  
K8Q  C23  H16  SING  N  N  46  
K8Q  C25  H17  SING  N  N  47  
K8Q  C27  H18  SING  N  N  48  
#   #
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
K8Q  InChI             InChI                 1.03   "InChI=1S/C19H18BrIN4O2/c20-15-2-1-3-16-17(15)23-19(27)25(16)14-8-10-24(11-9-14)18(26)22-13-6-4-12(21)5-7-13/h1-7,14H,8-11H2,(H,22,26)(H,23,27)"  
K8Q  InChIKey          InChI                 1.03   FZLKVWWPFOLPKF-UHFFFAOYSA-N  
K8Q  SMILES_CANONICAL  CACTVS                3.385  "Brc1cccc2N(C3CCN(CC3)C(=O)Nc4ccc(I)cc4)C(=O)Nc12"  
K8Q  SMILES            CACTVS                3.385  "Brc1cccc2N(C3CCN(CC3)C(=O)Nc4ccc(I)cc4)C(=O)Nc12"  
K8Q  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc2c(c(c1)Br)NC(=O)N2C3CCN(CC3)C(=O)Nc4ccc(cc4)I"  
K8Q  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc2c(c(c1)Br)NC(=O)N2C3CCN(CC3)C(=O)Nc4ccc(cc4)I"  
#
_pdbx_chem_comp_identifier.comp_id          K8Q
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "4-(4-bromanyl-2-oxidanylidene-3~{H}-benzimidazol-1-yl)-~{N}-(4-iodophenyl)piperidine-1-carboxamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
K8Q  "Create component"  2019-05-03  PDBE  
K8Q  "Initial release"   2020-07-22  RCSB  
##
