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                    2008-10-14 
_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 N N 32 
NCL C3  C4   DOUB Y N 33 
NCL C4  H4   SING Y N 34 
NCL C44 C3   SING Y N 35 
NCL N1  C3   SING N N 36 
NCL C87 N1   DOUB Y N 37 
NCL C42 C40  SING N N 38 
NCL C40 H40  SING Y N 39 
NCL C44 C42  DOUB Y N 40 
NCL C42 H42  SING Y N 41 
NCL C45 C44  SING N N 42 
NCL C2  C45  DOUB Y N 43 
NCL C45 H45  SING Y N 44 
NCL C47 C2   SING Y N 45 
NCL C2  C87  SING N N 46 
NCL C49 C47  DOUB Y N 47 
NCL C47 H47  SING Y N 48 
NCL C49 C51  SING N N 49 
NCL C49 H49  SING Y N 50 
NCL C85 C87  SING Y N 51 
NCL C51 C85  DOUB N N 52 
NCL C85 H85  SING Y 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 InChI            InChI                1.02b 
InChI=1/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/f/h32-33H 
NCL InChIKey         InChI                1.02b JGEGKUSUCAFTEW-KTWJGKPVDF 
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 
# 
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 
# 
