data_NCL
#

_chem_comp.id                                   NCL
_chem_comp.name                                 "3,6-Bis{3-(3-[(3R)-methylpiperidino)]propionamido}acridine"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAD
_chem_comp.formula                              "C31 H41 N5 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "N,N'-acridine-3,6-diylbis{3-[(3R)-3-methylpiperidin-1-yl]propanamide}"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2008-10-08
_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                       515.690
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    NCL
_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       3ET8
_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
NCL  O39   O39   O  0  1  N  N  N  14.861  18.534  11.243    5.718  -0.506   1.122  O39   NCL   1  
NCL  C9    C9    C  0  1  N  N  N  13.698  18.206  11.325    5.840  -0.051   0.004  C9    NCL   2  
NCL  C10   C10   C  0  1  N  N  N  12.838  18.616  12.506    7.172   0.490  -0.448  C10   NCL   3  
NCL  C13   C13   C  0  1  N  N  N  13.586  19.495  13.497    8.191   0.349   0.685  C13   NCL   4  
NCL  N16   N16   N  0  1  N  N  N  12.800  19.743  14.717    9.489   0.877   0.245  N16   NCL   5  
NCL  C18   C18   C  0  1  N  N  N  12.323  18.560  15.445   10.425   0.978   1.372  C18   NCL   6  
NCL  C27   C27   C  0  1  N  N  R  11.382  18.938  16.589   11.712   1.665   0.907  C27   NCL   7  
NCL  C20   C20   C  0  1  N  N  N   9.935  19.085  16.158   11.387   3.074   0.408  C20   NCL   8  
NCL  C30   C30   C  0  1  N  N  N  11.919  20.073  17.444   12.337   0.851  -0.229  C30   NCL   9  
NCL  C33   C33   C  0  1  N  N  N  12.363  21.262  16.614   11.324   0.720  -1.370  C33   NCL  10  
NCL  C36   C36   C  0  1  N  N  N  13.310  20.888  15.485   10.049   0.060  -0.839  C36   NCL  11  
NCL  N7    N7    N  0  1  N  N  N  13.131  17.427  10.407    4.787  -0.036  -0.836  N7    NCL  12  
NCL  C6    C6    C  0  1  Y  N  N  13.704  16.979   9.254    3.585  -0.638  -0.460  C6    NCL  13  
NCL  C4    C4    C  0  1  Y  N  N  15.015  17.256   8.860    2.402  -0.089  -0.879  C4    NCL  14  
NCL  C3    C3    C  0  1  Y  N  N  15.491  16.798   7.628    1.184  -0.690  -0.504  C3    NCL  15  
NCL  N1    N1    N  0  1  Y  N  N  16.772  17.040   7.223    0.022  -0.177  -0.898  N1    NCL  16  
NCL  C40   C40   C  0  1  Y  N  N  12.878  16.262   8.405    3.617  -1.792   0.335  C40   NCL  17  
NCL  C42   C42   C  0  1  Y  N  N  13.339  15.796   7.190    2.477  -2.414   0.726  C42   NCL  18  
NCL  C44   C44   C  0  1  Y  N  N  14.641  16.066   6.802    1.227  -1.895   0.332  C44   NCL  19  
NCL  C45   C45   C  0  1  Y  N  N  15.081  15.591   5.573    0.033  -2.509   0.718  C45   NCL  20  
NCL  C2    C2    C  0  1  Y  N  N  16.380  15.859   5.163   -1.166  -1.939   0.283  C2    NCL  21  
NCL  C47   C47   C  0  1  Y  N  N  16.824  15.380   3.932   -2.411  -2.502   0.632  C47   NCL  22  
NCL  C49   C49   C  0  1  Y  N  N  18.132  15.647   3.535   -3.556  -1.923   0.193  C49   NCL  23  
NCL  C87   C87   C  0  1  Y  N  N  17.229  16.594   6.012   -1.135  -0.734  -0.551  C87   NCL  24  
NCL  C85   C85   C  0  1  Y  N  N  18.538  16.854   5.600   -2.357  -0.178  -0.976  C85   NCL  25  
NCL  C51   C51   C  0  1  Y  N  N  19.002  16.364   4.368   -3.535  -0.771  -0.604  C51   NCL  26  
NCL  N52   N52   N  0  1  N  N  N  20.245  16.655   3.882   -4.743  -0.214  -1.030  N52   NCL  27  
NCL  C54   C54   C  0  1  N  N  N  21.318  17.163   4.498   -5.814  -0.222  -0.212  C54   NCL  28  
NCL  O84   O84   O  0  1  N  N  N  21.400  17.348   5.696   -5.754  -0.785   0.860  O84   NCL  29  
NCL  C55   C55   C  0  1  N  N  N  22.495  17.465   3.597   -7.085   0.471  -0.629  C55   NCL  30  
NCL  C58   C58   C  0  1  N  N  N  23.691  17.952   4.411   -8.137   0.313   0.471  C58   NCL  31  
NCL  N61   N61   N  0  1  N  N  N  24.108  19.314   4.094   -9.377   0.988   0.064  N61   NCL  32  
NCL  C63   C63   C  0  1  N  N  N  24.672  19.530   2.760  -10.323   1.070   1.184  C63   NCL  33  
NCL  C66   C66   C  0  1  N  N  R  24.704  21.035   2.525  -11.537   1.903   0.767  C66   NCL  34  
NCL  C77   C77   C  0  1  N  N  N  25.268  21.412   1.163  -12.533   1.969   1.927  C77   NCL  35  
NCL  C69   C69   C  0  1  N  N  N  25.500  21.710   3.639  -12.207   1.249  -0.445  C69   NCL  36  
NCL  C72   C72   C  0  1  N  N  N  24.794  21.472   4.966  -11.186   1.132  -1.580  C72   NCL  37  
NCL  C75   C75   C  0  1  N  N  N  24.755  19.975   5.224   -9.982   0.321  -1.095  C75   NCL  38  
NCL  H10   H10   H  0  1  N  N  N  11.972  19.178  12.127    7.516  -0.069  -1.317  H10   NCL  39  
NCL  H10A  H10A  H  0  0  N  N  N  12.535  17.700  13.034    7.066   1.543  -0.711  H10A  NCL  40  
NCL  H13   H13   H  0  1  N  N  N  14.522  18.990  13.778    7.847   0.909   1.555  H13   NCL  41  
NCL  H13A  H13A  H  0  0  N  N  N  13.781  20.464  13.014    8.297  -0.703   0.949  H13A  NCL  42  
NCL  H18   H18   H  0  1  N  N  N  11.781  17.909  14.743    9.970   1.563   2.171  H18   NCL  43  
NCL  H18A  H18A  H  0  0  N  N  N  13.196  18.046  15.874   10.659  -0.021   1.740  H18A  NCL  44  
NCL  H27   H27   H  0  1  N  N  N  11.360  18.074  17.269   12.413   1.725   1.740  H27   NCL  45  
NCL  H20   H20   H  0  1  N  N  N   9.289  19.121  17.047   10.939   3.652   1.216  H20   NCL  46  
NCL  H20A  H20A  H  0  0  N  N  N   9.817  20.014  15.582   12.304   3.562   0.077  H20A  NCL  47  
NCL  H20B  H20B  H  0  0  N  N  N   9.650  18.226  15.532   10.688   3.012  -0.426  H20B  NCL  48  
NCL  H30   H30   H  0  1  N  N  N  11.122  20.402  18.127   13.231   1.359  -0.592  H30   NCL  49  
NCL  H30A  H30A  H  0  0  N  N  N  12.796  19.697  17.991   12.606  -0.140   0.137  H30A  NCL  50  
NCL  H33   H33   H  0  1  N  N  N  11.469  21.726  16.173   11.087   1.709  -1.761  H33   NCL  51  
NCL  H33A  H33A  H  0  0  N  N  N  12.906  21.945  17.284   11.749   0.106  -2.164  H33A  NCL  52  
NCL  H36   H36   H  0  1  N  N  N  14.287  20.622  15.914   10.285  -0.934  -0.460  H36   NCL  53  
NCL  H36A  H36A  H  0  0  N  N  N  13.401  21.749  14.807    9.320  -0.022  -1.646  H36A  NCL  54  
NCL  HN7   HN7   H  0  1  N  N  N  12.189  17.141  10.581    4.864   0.393  -1.703  HN7   NCL  55  
NCL  H4    H4    H  0  1  N  N  N  15.663  17.826   9.509    2.402   0.799  -1.494  H4    NCL  56  
NCL  H40   H40   H  0  1  N  N  N  11.857  16.064   8.698    4.570  -2.195   0.641  H40   NCL  57  
NCL  H42   H42   H  0  1  N  N  N  12.688  15.224   6.545    2.526  -3.303   1.338  H42   NCL  58  
NCL  H45   H45   H  0  1  N  N  N  14.418  15.018   4.942    0.037  -3.397   1.332  H45   NCL  59  
NCL  H47   H47   H  0  1  N  N  N  16.164  14.810   3.295   -2.452  -3.390   1.245  H47   NCL  60  
NCL  H49   H49   H  0  1  N  N  N  18.480  15.298   2.574   -4.506  -2.360   0.464  H49   NCL  61  
NCL  H85   H85   H  0  1  N  N  N  19.196  17.434   6.231   -2.366   0.710  -1.590  H85   NCL  62  
NCL  HN52  HN52  H  0  0  N  N  N  20.373  16.456   2.910   -4.811   0.178  -1.914  HN52  NCL  63  
NCL  H55   H55   H  0  1  N  N  N  22.778  16.549   3.057   -6.886   1.530  -0.792  H55   NCL  64  
NCL  H55A  H55A  H  0  0  N  N  N  22.204  18.256   2.890   -7.456   0.024  -1.552  H55A  NCL  65  
NCL  H58   H58   H  0  1  N  N  N  23.414  17.920   5.475   -8.336  -0.746   0.634  H58   NCL  66  
NCL  H58A  H58A  H  0  0  N  N  N  24.536  17.292   4.167   -7.766   0.759   1.394  H58A  NCL  67  
NCL  H63   H63   H  0  1  N  N  N  25.689  19.114   2.704  -10.648   0.066   1.459  H63   NCL  68  
NCL  H63A  H63A  H  0  0  N  N  N  24.064  19.028   1.993   -9.836   1.540   2.038  H63A  NCL  69  
NCL  H66   H66   H  0  1  N  N  N  23.663  21.391   2.538  -11.215   2.911   0.506  H66   NCL  70  
NCL  H77   H77   H  0  1  N  N  N  24.446  21.503   0.438  -12.055   2.431   2.790  H77   NCL  71  
NCL  H77A  H77A  H  0  0  N  N  N  25.798  22.373   1.239  -13.398   2.563   1.630  H77A  NCL  72  
NCL  H77B  H77B  H  0  0  N  N  N  25.968  20.632   0.828  -12.856   0.961   2.187  H77B  NCL  73  
NCL  H69   H69   H  0  1  N  N  N  26.514  21.285   3.678  -12.564   0.256  -0.172  H69   NCL  74  
NCL  H69A  H69A  H  0  0  N  N  N  25.570  22.790   3.444  -13.047   1.862  -0.772  H69A  NCL  75  
NCL  H72   H72   H  0  1  N  N  N  25.341  21.977   5.776  -11.645   0.629  -2.431  H72   NCL  76  
NCL  H72A  H72A  H  0  0  N  N  N  23.772  21.876   4.929  -10.858   2.128  -1.879  H72A  NCL  77  
NCL  H75   H75   H  0  1  N  N  N  24.187  19.773   6.144   -9.247   0.248  -1.897  H75   NCL  78  
NCL  H75A  H75A  H  0  0  N  N  N  25.779  19.592   5.341  -10.309  -0.679  -0.810  H75A  NCL  79  
#   #
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
NCL  O39  C9    DOUB  N  N   1  
NCL  N7   C9    SING  N  N   2  
NCL  C9   C10   SING  N  N   3  
NCL  C10  C13   SING  N  N   4  
NCL  C10  H10   SING  N  N   5  
NCL  C10  H10A  SING  N  N   6  
NCL  C13  N16   SING  N  N   7  
NCL  C13  H13   SING  N  N   8  
NCL  C13  H13A  SING  N  N   9  
NCL  N16  C18   SING  N  N  10  
NCL  N16  C36   SING  N  N  11  
NCL  C18  C27   SING  N  N  12  
NCL  C18  H18   SING  N  N  13  
NCL  C18  H18A  SING  N  N  14  
NCL  C20  C27   SING  N  N  15  
NCL  C27  C30   SING  N  N  16  
NCL  C27  H27   SING  N  N  17  
NCL  C20  H20   SING  N  N  18  
NCL  C20  H20A  SING  N  N  19  
NCL  C20  H20B  SING  N  N  20  
NCL  C33  C30   SING  N  N  21  
NCL  C30  H30   SING  N  N  22  
NCL  C30  H30A  SING  N  N  23  
NCL  C36  C33   SING  N  N  24  
NCL  C33  H33   SING  N  N  25  
NCL  C33  H33A  SING  N  N  26  
NCL  C36  H36   SING  N  N  27  
NCL  C36  H36A  SING  N  N  28  
NCL  C6   N7    SING  N  N  29  
NCL  N7   HN7   SING  N  N  30  
NCL  C40  C6    DOUB  Y  N  31  
NCL  C4   C6    SING  Y  N  32  
NCL  C3   C4    DOUB  Y  N  33  
NCL  C4   H4    SING  N  N  34  
NCL  C44  C3    SING  Y  N  35  
NCL  N1   C3    SING  Y  N  36  
NCL  C87  N1    DOUB  Y  N  37  
NCL  C42  C40   SING  Y  N  38  
NCL  C40  H40   SING  N  N  39  
NCL  C44  C42   DOUB  Y  N  40  
NCL  C42  H42   SING  N  N  41  
NCL  C45  C44   SING  Y  N  42  
NCL  C2   C45   DOUB  Y  N  43  
NCL  C45  H45   SING  N  N  44  
NCL  C47  C2    SING  Y  N  45  
NCL  C2   C87   SING  Y  N  46  
NCL  C49  C47   DOUB  Y  N  47  
NCL  C47  H47   SING  N  N  48  
NCL  C49  C51   SING  Y  N  49  
NCL  C49  H49   SING  N  N  50  
NCL  C85  C87   SING  Y  N  51  
NCL  C51  C85   DOUB  Y  N  52  
NCL  C85  H85   SING  N  N  53  
NCL  N52  C51   SING  N  N  54  
NCL  N52  C54   SING  N  N  55  
NCL  N52  HN52  SING  N  N  56  
NCL  C55  C54   SING  N  N  57  
NCL  C54  O84   DOUB  N  N  58  
NCL  C55  C58   SING  N  N  59  
NCL  C55  H55   SING  N  N  60  
NCL  C55  H55A  SING  N  N  61  
NCL  N61  C58   SING  N  N  62  
NCL  C58  H58   SING  N  N  63  
NCL  C58  H58A  SING  N  N  64  
NCL  C63  N61   SING  N  N  65  
NCL  N61  C75   SING  N  N  66  
NCL  C66  C63   SING  N  N  67  
NCL  C63  H63   SING  N  N  68  
NCL  C63  H63A  SING  N  N  69  
NCL  C77  C66   SING  N  N  70  
NCL  C66  C69   SING  N  N  71  
NCL  C66  H66   SING  N  N  72  
NCL  C77  H77   SING  N  N  73  
NCL  C77  H77A  SING  N  N  74  
NCL  C77  H77B  SING  N  N  75  
NCL  C69  C72   SING  N  N  76  
NCL  C69  H69   SING  N  N  77  
NCL  C69  H69A  SING  N  N  78  
NCL  C72  C75   SING  N  N  79  
NCL  C72  H72   SING  N  N  80  
NCL  C72  H72A  SING  N  N  81  
NCL  C75  H75   SING  N  N  82  
NCL  C75  H75A  SING  N  N  83  
#   #
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
NCL  SMILES            ACDLabs               10.04  "O=C(Nc3cc2nc1cc(ccc1cc2cc3)NC(=O)CCN4CCCC(C4)C)CCN5CCCC(C)C5"  
NCL  SMILES_CANONICAL  CACTVS                3.341  "C[C@@H]1CCCN(CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCC[C@@H](C)C5)cc4nc3c2)C1"  
NCL  SMILES            CACTVS                3.341  "C[CH]1CCCN(CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCC[CH](C)C5)cc4nc3c2)C1"  
NCL  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C[C@@H]1CCC[N@](C1)CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CC[N@]5CCC[C@H](C5)C"  
NCL  SMILES            "OpenEye OEToolkits"  1.5.0  "CC1CCCN(C1)CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CCN5CCCC(C5)C"  
NCL  InChI             InChI                 1.03   "InChI=1S/C31H41N5O2/c1-22-5-3-13-35(20-22)15-11-30(37)32-26-9-7-24-17-25-8-10-27(19-29(25)34-28(24)18-26)33-31(38)12-16-36-14-4-6-23(2)21-36/h7-10,17-19,22-23H,3-6,11-16,20-21H2,1-2H3,(H,32,37)(H,33,38)/t22-,23-/m1/s1"  
NCL  InChIKey          InChI                 1.03   JGEGKUSUCAFTEW-DHIUTWEWSA-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
NCL  "SYSTEMATIC NAME"  ACDLabs               10.04  "N,N'-acridine-3,6-diylbis{3-[(3R)-3-methylpiperidin-1-yl]propanamide}"  
NCL  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "3-[(1R,3R)-3-methylpiperidin-1-yl]-N-[6-[3-[(1R,3R)-3-methylpiperidin-1-yl]propanoylamino]acridin-3-yl]propanamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
NCL  "Create component"      2008-10-08  RCSB  
NCL  "Modify aromatic_flag"  2011-06-04  RCSB  
NCL  "Modify descriptor"     2011-06-04  RCSB  
NCL  "Modify synonyms"       2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     NCL
_pdbx_chem_comp_synonyms.name        "N,N'-acridine-3,6-diylbis{3-[(3R)-3-methylpiperidin-1-yl]propanamide}"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
