data_CCX
#

_chem_comp.id                                   CCX
_chem_comp.name                                 "3-cyano-N-{1-[4-(5-cyano-1H-indol-3-yl)butyl]piperidin-4-yl}-1H-indole-7-carboxamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C28 H28 N6 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "3-Cyano-1H-indole-7-carboxylic acid {1-[4-(5-cyano-1H-indol-3-yl)-butyl]-piperidin-4-yl}-amide"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2010-03-04
_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                       464.562
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    CCX
_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       3LW0
_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
CCX  C1    C1    C  0  1  Y  N  N   -1.702  -22.557  -56.016   -7.541  -0.634  -0.467  C1    CCX   1  
CCX  C2    C2    C  0  1  Y  N  N   -0.529  -22.636  -56.746   -8.637  -1.448  -0.118  C2    CCX   2  
CCX  C3    C3    C  0  1  Y  N  N   -2.491  -21.404  -56.017   -7.712   0.742  -0.609  C3    CCX   3  
CCX  C4    C4    C  0  1  Y  N  N   -0.074  -21.553  -57.500   -9.889  -0.869   0.083  C4    CCX   4  
CCX  C5    C5    C  0  1  Y  N  N   -2.047  -20.314  -56.788   -8.971   1.298  -0.403  C5    CCX   5  
CCX  C6    C6    C  0  1  Y  N  N   -0.848  -20.394  -57.521  -10.054   0.477  -0.058  C6    CCX   6  
CCX  C7    C7    C  0  1  Y  N  N   -1.867  -23.775  -55.380   -6.395  -1.536  -0.608  C7    CCX   7  
CCX  C8    C8    C  0  1  Y  N  N   -0.772  -24.564  -55.738   -6.840  -2.776  -0.351  C8    CCX   8  
CCX  N9    N9    N  0  1  Y  N  N    0.019  -23.858  -56.561   -8.175  -2.741  -0.052  N9    CCX   9  
CCX  C10   C10   C  0  1  N  N  N   -3.019  -24.154  -54.462   -4.986  -1.146  -0.973  C10   CCX  10  
CCX  C11   C11   C  0  1  N  N  N   -2.828  -19.113  -56.811   -9.161   2.710  -0.545  C11   CCX  11  
CCX  N12   N12   N  0  1  N  N  N   -3.478  -18.150  -56.800   -9.312   3.830  -0.658  N12   CCX  12  
CCX  C13   C13   C  0  1  N  N  N   -2.568  -24.188  -53.001   -4.233  -0.717   0.288  C13   CCX  13  
CCX  C14   C14   C  0  1  N  N  N   -3.682  -24.527  -52.016   -2.802  -0.321  -0.083  C14   CCX  14  
CCX  C15   C15   C  0  1  N  N  N   -4.439  -23.264  -51.593   -2.049   0.108   1.178  C15   CCX  15  
CCX  C16   C16   C  0  1  N  N  N   -6.863  -24.419  -48.843    1.375   1.639   1.509  C16   CCX  16  
CCX  C17   C17   C  0  1  N  N  N   -7.292  -22.986  -48.537    2.207   0.464   0.988  C17   CCX  17  
CCX  C18   C18   C  0  1  N  N  N   -5.574  -24.332  -49.684    0.004   1.127   1.957  C18   CCX  18  
CCX  C19   C19   C  0  1  N  N  N   -7.657  -22.337  -49.868    1.455  -0.214  -0.161  C19   CCX  19  
CCX  N20   N20   N  0  1  N  N  N   -5.747  -23.541  -50.945   -0.676   0.488   0.823  N20   CCX  20  
CCX  C21   C21   C  0  1  N  N  N   -6.396  -22.225  -50.727    0.082  -0.672   0.335  C21   CCX  21  
CCX  N22   N22   N  0  1  N  N  N   -8.422  -22.930  -47.598    3.499   0.956   0.504  N22   CCX  22  
CCX  C23   C23   C  0  1  N  N  N   -8.631  -21.786  -46.758    4.565   0.132   0.473  C23   CCX  23  
CCX  C24   C24   C  0  1  Y  N  N   -9.798  -21.745  -45.859    5.867   0.628  -0.015  C24   CCX  24  
CCX  C25   C25   C  0  1  Y  N  N  -12.051  -21.611  -44.171    8.317   1.588  -0.941  C25   CCX  25  
CCX  C26   C26   C  0  1  Y  N  N  -11.196  -22.698  -44.156    8.209   0.266  -0.517  C26   CCX  26  
CCX  C27   C27   C  0  1  Y  N  N  -11.771  -20.571  -45.051    7.214   2.416  -0.907  C27   CCX  27  
CCX  C28   C28   C  0  1  Y  N  N  -10.095  -22.773  -44.975    6.981  -0.227  -0.049  C28   CCX  28  
CCX  C29   C29   C  0  1  Y  N  N  -10.652  -20.640  -45.890    5.997   1.946  -0.449  C29   CCX  29  
CCX  C30   C30   C  0  1  Y  N  N  -11.235  -23.840  -43.398    9.158  -0.859  -0.423  C30   CCX  30  
CCX  C31   C31   C  0  1  Y  N  N  -10.143  -24.600  -43.777    8.454  -1.916   0.072  C31   CCX  31  
CCX  N32   N32   N  0  1  Y  N  N   -9.465  -23.933  -44.736    7.167  -1.543   0.296  N32   CCX  32  
CCX  C33   C33   C  0  1  N  N  N  -12.227  -24.163  -42.420   10.544  -0.845  -0.782  C33   CCX  33  
CCX  N34   N34   N  0  1  N  N  N  -13.093  -24.356  -41.666   11.644  -0.833  -1.066  N34   CCX  34  
CCX  O35   O35   O  0  1  N  N  N   -7.869  -20.845  -46.767    4.455  -1.019   0.846  O35   CCX  35  
CCX  H3    H3    H  0  1  N  N  N   -3.407  -21.351  -55.447   -6.876   1.370  -0.875  H3    CCX  36  
CCX  H4    H4    H  0  1  N  N  N    0.852  -21.612  -58.052  -10.731  -1.490   0.350  H4    CCX  37  
CCX  H6    H6    H  0  1  N  N  N   -0.524  -19.547  -58.107  -11.028   0.915   0.100  H6    CCX  38  
CCX  H8    H8    H  0  1  N  N  N   -0.591  -25.576  -55.407   -6.233  -3.669  -0.374  H8    CCX  39  
CCX  HN9   HN9   H  0  1  N  N  N    0.872  -24.182  -56.970   -8.717  -3.515   0.169  HN9   CCX  40  
CCX  H10   H10   H  0  1  N  N  N   -3.822  -23.410  -54.571   -4.479  -1.998  -1.426  H10   CCX  41  
CCX  H10A  H10A  H  0  0  N  N  N   -3.389  -25.151  -54.745   -5.010  -0.319  -1.682  H10A  CCX  42  
CCX  H13   H13   H  0  1  N  N  N   -1.785  -24.954  -52.905   -4.740   0.135   0.741  H13   CCX  43  
CCX  H13A  H13A  H  0  0  N  N  N   -2.177  -23.193  -52.743   -4.209  -1.545   0.996  H13A  CCX  44  
CCX  H14   H14   H  0  1  N  N  N   -4.386  -25.223  -52.496   -2.296  -1.173  -0.536  H14   CCX  45  
CCX  H14A  H14A  H  0  0  N  N  N   -3.241  -24.996  -51.124   -2.826   0.507  -0.791  H14A  CCX  46  
CCX  H15   H15   H  0  1  N  N  N   -3.812  -22.714  -50.876   -2.556   0.960   1.632  H15   CCX  47  
CCX  H15A  H15A  H  0  0  N  N  N   -4.625  -22.660  -52.493   -2.026  -0.720   1.887  H15A  CCX  48  
CCX  H16   H16   H  0  1  N  N  N   -6.674  -24.969  -47.909    1.885   2.099   2.355  H16   CCX  49  
CCX  H16A  H16A  H  0  0  N  N  N   -7.651  -24.942  -49.405    1.247   2.375   0.716  H16A  CCX  50  
CCX  H17   H17   H  0  1  N  N  N   -6.468  -22.448  -48.045    2.368  -0.254   1.792  H17   CCX  51  
CCX  H18   H18   H  0  1  N  N  N   -4.797  -23.846  -49.076    0.131   0.401   2.760  H18   CCX  52  
CCX  H18A  H18A  H  0  0  N  N  N   -5.270  -25.354  -49.956   -0.596   1.963   2.316  H18A  CCX  53  
CCX  H19   H19   H  0  1  N  N  N   -8.405  -22.954  -50.388    1.329   0.493  -0.981  H19   CCX  54  
CCX  H19A  H19A  H  0  0  N  N  N   -8.073  -21.335  -49.689    2.023  -1.077  -0.508  H19A  CCX  55  
CCX  H21   H21   H  0  1  N  N  N   -6.675  -21.806  -51.705   -0.462  -1.142  -0.484  H21   CCX  56  
CCX  H21A  H21A  H  0  0  N  N  N   -5.682  -21.563  -50.216    0.209  -1.389   1.146  H21A  CCX  57  
CCX  HN22  HN22  H  0  0  N  N  N   -9.055  -23.702  -47.544    3.588   1.875   0.206  HN22  CCX  58  
CCX  H25   H25   H  0  1  N  N  N  -12.911  -21.571  -43.519    9.264   1.964  -1.300  H25   CCX  59  
CCX  H27   H27   H  0  1  N  N  N  -12.419  -19.707  -45.087    7.302   3.441  -1.237  H27   CCX  60  
CCX  H29   H29   H  0  1  N  N  N  -10.446  -19.827  -46.571    5.141   2.604  -0.428  H29   CCX  61  
CCX  H31   H31   H  0  1  N  N  N   -9.877  -25.566  -43.373    8.859  -2.899   0.262  H31   CCX  62  
CCX  HN32  HN32  H  0  0  N  N  N   -8.633  -24.250  -45.191    6.476  -2.125   0.650  HN32  CCX  63  
#   #
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
CCX  C1   C2    DOUB  Y  N   1  
CCX  C1   C3    SING  Y  N   2  
CCX  C1   C7    SING  Y  N   3  
CCX  C2   C4    SING  Y  N   4  
CCX  C2   N9    SING  Y  N   5  
CCX  C3   C5    DOUB  Y  N   6  
CCX  C4   C6    DOUB  Y  N   7  
CCX  C5   C6    SING  Y  N   8  
CCX  C5   C11   SING  N  N   9  
CCX  C7   C8    DOUB  Y  N  10  
CCX  C7   C10   SING  N  N  11  
CCX  C8   N9    SING  Y  N  12  
CCX  C10  C13   SING  N  N  13  
CCX  C11  N12   TRIP  N  N  14  
CCX  C13  C14   SING  N  N  15  
CCX  C14  C15   SING  N  N  16  
CCX  C15  N20   SING  N  N  17  
CCX  C16  C17   SING  N  N  18  
CCX  C16  C18   SING  N  N  19  
CCX  C17  C19   SING  N  N  20  
CCX  C17  N22   SING  N  N  21  
CCX  C18  N20   SING  N  N  22  
CCX  C19  C21   SING  N  N  23  
CCX  N20  C21   SING  N  N  24  
CCX  N22  C23   SING  N  N  25  
CCX  C23  C24   SING  N  N  26  
CCX  C23  O35   DOUB  N  N  27  
CCX  C24  C28   DOUB  Y  N  28  
CCX  C24  C29   SING  Y  N  29  
CCX  C25  C26   DOUB  Y  N  30  
CCX  C25  C27   SING  Y  N  31  
CCX  C26  C28   SING  Y  N  32  
CCX  C26  C30   SING  Y  N  33  
CCX  C27  C29   DOUB  Y  N  34  
CCX  C28  N32   SING  Y  N  35  
CCX  C30  C31   DOUB  Y  N  36  
CCX  C30  C33   SING  N  N  37  
CCX  C31  N32   SING  Y  N  38  
CCX  C33  N34   TRIP  N  N  39  
CCX  C3   H3    SING  N  N  40  
CCX  C4   H4    SING  N  N  41  
CCX  C6   H6    SING  N  N  42  
CCX  C8   H8    SING  N  N  43  
CCX  N9   HN9   SING  N  N  44  
CCX  C10  H10   SING  N  N  45  
CCX  C10  H10A  SING  N  N  46  
CCX  C13  H13   SING  N  N  47  
CCX  C13  H13A  SING  N  N  48  
CCX  C14  H14   SING  N  N  49  
CCX  C14  H14A  SING  N  N  50  
CCX  C15  H15   SING  N  N  51  
CCX  C15  H15A  SING  N  N  52  
CCX  C16  H16   SING  N  N  53  
CCX  C16  H16A  SING  N  N  54  
CCX  C17  H17   SING  N  N  55  
CCX  C18  H18   SING  N  N  56  
CCX  C18  H18A  SING  N  N  57  
CCX  C19  H19   SING  N  N  58  
CCX  C19  H19A  SING  N  N  59  
CCX  C21  H21   SING  N  N  60  
CCX  C21  H21A  SING  N  N  61  
CCX  N22  HN22  SING  N  N  62  
CCX  C25  H25   SING  N  N  63  
CCX  C27  H27   SING  N  N  64  
CCX  C29  H29   SING  N  N  65  
CCX  C31  H31   SING  N  N  66  
CCX  N32  HN32  SING  N  N  67  
#   #
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
CCX  SMILES            ACDLabs               12.01  "N#Cc2c1cccc(c1nc2)C(=O)NC5CCN(CCCCc4c3cc(C#N)ccc3nc4)CC5"  
CCX  SMILES_CANONICAL  CACTVS                3.370  "O=C(NC1CCN(CCCCc2c[nH]c3ccc(cc23)C#N)CC1)c4cccc5c(c[nH]c45)C#N"  
CCX  SMILES            CACTVS                3.370  "O=C(NC1CCN(CCCCc2c[nH]c3ccc(cc23)C#N)CC1)c4cccc5c(c[nH]c45)C#N"  
CCX  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.0  "c1cc2c(c[nH]c2c(c1)C(=O)NC3CCN(CC3)CCCCc4c[nH]c5c4cc(cc5)C#N)C#N"  
CCX  SMILES            "OpenEye OEToolkits"  1.7.0  "c1cc2c(c[nH]c2c(c1)C(=O)NC3CCN(CC3)CCCCc4c[nH]c5c4cc(cc5)C#N)C#N"  
CCX  InChI             InChI                 1.03   "InChI=1S/C28H28N6O/c29-15-19-7-8-26-25(14-19)20(17-31-26)4-1-2-11-34-12-9-22(10-13-34)33-28(35)24-6-3-5-23-21(16-30)18-32-27(23)24/h3,5-8,14,17-18,22,31-32H,1-2,4,9-13H2,(H,33,35)"  
CCX  InChIKey          InChI                 1.03   GVZDPXYOJHKYRC-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
CCX  "SYSTEMATIC NAME"  ACDLabs               12.01  "3-cyano-N-{1-[4-(5-cyano-1H-indol-3-yl)butyl]piperidin-4-yl}-1H-indole-7-carboxamide"  
CCX  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.0  "3-cyano-N-[1-[4-(5-cyano-1H-indol-3-yl)butyl]piperidin-4-yl]-1H-indole-7-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
CCX  "Create component"      2010-03-04  PDBJ  
CCX  "Modify aromatic_flag"  2011-06-04  RCSB  
CCX  "Modify descriptor"     2011-06-04  RCSB  
CCX  "Modify synonyms"       2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     CCX
_pdbx_chem_comp_synonyms.name        "3-Cyano-1H-indole-7-carboxylic acid {1-[4-(5-cyano-1H-indol-3-yl)-butyl]-piperidin-4-yl}-amide"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
