data_5NP
#

_chem_comp.id                                   5NP
_chem_comp.name                                 "(9~{b}~{R})-9~{b}-(4-chlorophenyl)-1-pyridin-3-ylcarbonyl-2,3-dihydroimidazo[5,6]pyrrolo[1,2-~{a}]pyridin-5-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C21 H15 Cl N4 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        BTA-9881
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2015-10-27
_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                       390.822
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    5NP
_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       5EA6
_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
5NP  C10  C1   C   0  1  N  N  N  19.262  21.094  21.591   1.264   0.337  -1.921  C10   5NP   1  
5NP  C13  C2   C   0  1  N  N  N  21.612  18.550  21.615  -0.915  -2.526  -1.526  C13   5NP   2  
5NP  C15  C3   C   0  1  N  N  N  17.483  19.195  20.489   1.833   0.344   0.542  C15   5NP   3  
5NP  C17  C4   C   0  1  Y  N  N  19.596  20.178  17.570  -1.145   1.492   0.557  C17   5NP   4  
5NP  C20  C5   C   0  1  Y  N  N  16.223  19.611  21.236   3.167   0.929   0.289  C20   5NP   5  
5NP  C21  C6   C   0  1  Y  N  N  21.314  15.250  19.202  -0.530  -4.095   1.950  C21   5NP   6  
5NP  C22  C7   C   0  1  Y  N  N  19.991  20.979  16.340  -2.164   2.399   0.778  C22   5NP   7  
5NP  C24  C8   C   0  1  Y  N  N  21.185  21.919  16.408  -3.427   2.159   0.266  C24   5NP   8  
5NP  C26  C9   C   0  1  Y  N  N  15.047  18.656  21.156   3.532   1.336  -0.994  C26   5NP   9  
5NP  C28  C10  C   0  1  Y  N  N  13.757  20.198  22.714   5.605   2.016  -0.255  C28   5NP  10  
5NP  CL1  CL1  CL  0  0  N  N  N  21.659  22.858  15.030  -4.708   3.298   0.543  CL01  5NP  11  
5NP  O02  O1   O   0  1  N  N  N  22.393  18.414  22.542  -1.446  -3.229  -2.363  O02   5NP  12  
5NP  O03  O2   O   0  1  N  N  N  17.397  18.230  19.755   1.468   0.134   1.682  O03   5NP  13  
5NP  N04  N1   N   0  1  N  N  N  20.836  19.756  21.311  -0.433  -1.301  -1.741  N04   5NP  14  
5NP  N05  N2   N   0  1  N  N  N  18.761  19.831  20.687   1.023   0.043  -0.492  N05   5NP  15  
5NP  N06  N3   N   0  1  Y  N  N  20.326  15.808  18.265  -0.133  -2.998   2.563  N06   5NP  16  
5NP  N07  N4   N   0  1  Y  N  N  13.826  18.982  21.888   4.720   1.858  -1.220  N07   5NP  17  
5NP  C08  C11  C   0  1  N  N  R  19.970  19.485  20.117  -0.274  -0.641  -0.422  C08   5NP  18  
5NP  C09  C12  C   0  1  N  N  N  20.720  20.773  21.848   0.061  -0.277  -2.678  C09   5NP  19  
5NP  C11  C13  C   0  1  Y  N  N  20.333  18.068  19.616  -0.291  -1.753   0.585  C11   5NP  20  
5NP  C12  C14  C   0  1  Y  N  N  20.413  20.279  18.855  -1.387   0.345  -0.176  C12   5NP  21  
5NP  C14  C15  C   0  1  Y  N  N  21.283  17.499  20.547  -0.705  -2.896  -0.109  C14   5NP  22  
5NP  C16  C16  C   0  1  Y  N  N  19.821  17.180  18.460  -0.007  -1.847   1.929  C16   5NP  23  
5NP  C18  C17  C   0  1  Y  N  N  21.585  21.256  18.893  -2.650   0.102  -0.683  C18   5NP  24  
5NP  C19  C18  C   0  1  Y  N  N  21.801  16.108  20.363  -0.829  -4.090   0.600  C19   5NP  25  
5NP  C23  C19  C   0  1  Y  N  N  21.992  22.063  17.678  -3.669   1.010  -0.467  C23   5NP  26  
5NP  C25  C20  C   0  1  Y  N  N  16.155  20.829  22.069   4.084   1.090   1.336  C25   5NP  27  
5NP  C27  C21  C   0  1  Y  N  N  14.932  21.151  22.809   5.319   1.643   1.046  C27   5NP  28  
5NP  H1   H1   H   0  1  N  N  N  19.157  22.040  21.040   1.302   1.414  -2.083  H1    5NP  29  
5NP  H2   H2   H   0  1  N  N  N  18.698  21.154  22.534   2.194  -0.127  -2.251  H2    5NP  30  
5NP  H3   H3   H   0  1  N  N  N  18.731  19.533  17.534  -0.158   1.682   0.952  H3    5NP  31  
5NP  H4   H4   H   0  1  N  N  N  21.689  14.246  19.069  -0.623  -5.013   2.512  H4    5NP  32  
5NP  H5   H5   H   0  1  N  N  N  19.428  20.881  15.424  -1.975   3.295   1.350  H5    5NP  33  
5NP  H6   H6   H   0  1  N  N  N  15.112  17.752  20.569   2.833   1.222  -1.810  H6    5NP  34  
5NP  H7   H7   H   0  1  N  N  N  12.853  20.415  23.263   6.569   2.448  -0.483  H7    5NP  35  
5NP  H8   H8   H   0  1  N  N  N  20.927  20.683  22.925  -0.703   0.477  -2.863  H8    5NP  36  
5NP  H9   H9   H   0  1  N  N  N  21.381  21.535  21.410   0.387  -0.735  -3.612  H9    5NP  37  
5NP  H10  H10  H   0  1  N  N  N  19.078  17.572  17.781   0.322  -0.971   2.468  H10   5NP  38  
5NP  H11  H11  H   0  1  N  N  N  22.140  21.375  19.812  -2.839  -0.794  -1.255  H11   5NP  39  
5NP  H12  H12  H   0  1  N  N  N  22.525  15.709  21.058  -1.152  -4.994   0.105  H12   5NP  40  
5NP  H13  H13  H   0  1  N  N  N  22.842  22.728  17.718  -4.655   0.822  -0.866  H13   5NP  41  
5NP  H14  H14  H   0  1  N  N  N  17.010  21.485  22.133   3.834   0.790   2.342  H14   5NP  42  
5NP  H15  H15  H   0  1  N  N  N  14.869  22.047  23.409   6.052   1.778   1.827  H15   5NP  43  
#   #
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
5NP  CL1  C24  SING  N  N   1  
5NP  C22  C24  DOUB  Y  N   2  
5NP  C22  C17  SING  Y  N   3  
5NP  C24  C23  SING  Y  N   4  
5NP  C17  C12  DOUB  Y  N   5  
5NP  C23  C18  DOUB  Y  N   6  
5NP  N06  C16  DOUB  Y  N   7  
5NP  N06  C21  SING  Y  N   8  
5NP  C16  C11  SING  Y  N   9  
5NP  C12  C18  SING  Y  N  10  
5NP  C12  C08  SING  N  N  11  
5NP  C21  C19  DOUB  Y  N  12  
5NP  C11  C08  SING  N  N  13  
5NP  C11  C14  DOUB  Y  N  14  
5NP  O03  C15  DOUB  N  N  15  
5NP  C08  N05  SING  N  N  16  
5NP  C08  N04  SING  N  N  17  
5NP  C19  C14  SING  Y  N  18  
5NP  C15  N05  SING  N  N  19  
5NP  C15  C20  SING  N  N  20  
5NP  C14  C13  SING  N  N  21  
5NP  N05  C10  SING  N  N  22  
5NP  C26  C20  DOUB  Y  N  23  
5NP  C26  N07  SING  Y  N  24  
5NP  C20  C25  SING  Y  N  25  
5NP  N04  C13  SING  N  N  26  
5NP  N04  C09  SING  N  N  27  
5NP  C10  C09  SING  N  N  28  
5NP  C13  O02  DOUB  N  N  29  
5NP  N07  C28  DOUB  Y  N  30  
5NP  C25  C27  DOUB  Y  N  31  
5NP  C28  C27  SING  Y  N  32  
5NP  C10  H1   SING  N  N  33  
5NP  C10  H2   SING  N  N  34  
5NP  C17  H3   SING  N  N  35  
5NP  C21  H4   SING  N  N  36  
5NP  C22  H5   SING  N  N  37  
5NP  C26  H6   SING  N  N  38  
5NP  C28  H7   SING  N  N  39  
5NP  C09  H8   SING  N  N  40  
5NP  C09  H9   SING  N  N  41  
5NP  C16  H10  SING  N  N  42  
5NP  C18  H11  SING  N  N  43  
5NP  C19  H12  SING  N  N  44  
5NP  C23  H13  SING  N  N  45  
5NP  C25  H14  SING  N  N  46  
5NP  C27  H15  SING  N  N  47  
#   #
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
5NP  InChI             InChI                 1.03   "InChI=1S/C21H15ClN4O2/c22-16-5-3-15(4-6-16)21-18-13-24-9-7-17(18)20(28)26(21)11-10-25(21)19(27)14-2-1-8-23-12-14/h1-9,12-13H,10-11H2/t21-/m0/s1"  
5NP  InChIKey          InChI                 1.03   QZSZPSDRJPPZDZ-NRFANRHFSA-N  
5NP  SMILES_CANONICAL  CACTVS                3.385  "Clc1ccc(cc1)[C@]23N(CCN2C(=O)c4ccncc34)C(=O)c5cccnc5"  
5NP  SMILES            CACTVS                3.385  "Clc1ccc(cc1)[C]23N(CCN2C(=O)c4ccncc34)C(=O)c5cccnc5"  
5NP  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.4  "c1cc(cnc1)C(=O)N2CCN3[C@]2(c4cnccc4C3=O)c5ccc(cc5)Cl"  
5NP  SMILES            "OpenEye OEToolkits"  2.0.4  "c1cc(cnc1)C(=O)N2CCN3C2(c4cnccc4C3=O)c5ccc(cc5)Cl"  
#
_pdbx_chem_comp_identifier.comp_id          5NP
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.4
_pdbx_chem_comp_identifier.identifier       "(9~{b}~{R})-9~{b}-(4-chlorophenyl)-1-pyridin-3-ylcarbonyl-2,3-dihydroimidazo[5,6]pyrrolo[1,2-~{a}]pyridin-5-one"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
5NP  "Create component"  2015-10-27  RCSB  
5NP  "Initial release"   2015-12-09  RCSB  
5NP  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     5NP
_pdbx_chem_comp_synonyms.name        BTA-9881
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
