data_NCJ
# 
_chem_comp.id                                    NCJ 
_chem_comp.name                                  3,6-Bis{3-[(2R)-2-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-[(2R)-2-methylpiperidin-1-yl]propanamide}" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-10-06 
_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                     NCJ 
_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        3ERU 
_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 
NCJ O39  O39  O 0 1 N N N 12.759 -2.903 -11.234 -5.890  -1.161 0.244  O39  NCJ 1  
NCJ C9   C9   C 0 1 N N N 13.956 -3.107 -11.236 -5.881  -0.141 -0.411 C9   NCJ 2  
NCJ C10  C10  C 0 1 N N N 14.842 -2.549 -12.343 -7.153  0.645  -0.598 C10  NCJ 3  
NCJ C13  C13  C 0 1 N N N 14.016 -2.101 -13.554 -8.299  -0.056 0.134  C13  NCJ 4  
NCJ N16  N16  N 0 1 N N N 14.812 -1.446 -14.606 -9.539  0.710  -0.049 N16  NCJ 5  
NCJ C18  C18  C 0 1 N N R 15.445 -2.368 -15.572 -10.701 -0.046 0.437  C18  NCJ 6  
NCJ C20  C20  C 0 1 N N N 16.068 -3.599 -14.944 -10.732 -1.420 -0.235 C20  NCJ 7  
NCJ C27  C27  C 0 1 N N N 16.484 -1.658 -16.437 -11.984 0.716  0.100  C27  NCJ 8  
NCJ C30  C30  C 0 1 N N N 15.743 -0.590 -17.212 -11.939 2.098  0.757  C30  NCJ 9  
NCJ C33  C33  C 0 1 N N N 15.019 0.337  -16.235 -10.694 2.846  0.271  C33  NCJ 10 
NCJ C36  C36  C 0 1 N N N 14.050 -0.439 -15.358 -9.448  2.022  0.604  C36  NCJ 11 
NCJ N7   N7   N 0 1 N N N 14.552 -3.833 -10.292 -4.733  0.294  -0.966 N7   NCJ 12 
NCJ C6   C6   C 0 1 Y N N 14.004 -4.394 -9.118  -3.535  -0.375 -0.706 C6   NCJ 13 
NCJ C40  C40  C 0 1 Y N N 14.866 -5.127 -8.284  -3.542  -1.772 -0.593 C40  NCJ 14 
NCJ C42  C42  C 0 1 Y N N 14.423 -5.649 -7.060  -2.405  -2.468 -0.342 C42  NCJ 15 
NCJ C4   C4   C 0 1 Y N N 12.691 -4.166 -8.701  -2.380  0.350  -0.574 C4   NCJ 16 
NCJ C3   C3   C 0 1 Y N N 12.242 -4.693 -7.491  -1.167  -0.317 -0.312 C3   NCJ 17 
NCJ N1   N1   N 0 1 Y N N 10.950 -4.489 -7.109  -0.031  0.362  -0.179 N1   NCJ 18 
NCJ C44  C44  C 0 1 Y N N 13.115 -5.425 -6.661  -1.184  -1.778 -0.189 C44  NCJ 19 
NCJ C45  C45  C 0 1 Y N N 12.654 -5.953 -5.442  0.005   -2.463 0.071  C45  NCJ 20 
NCJ C2   C2   C 0 1 Y N N 11.330 -5.713 -5.071  1.175   -1.713 0.210  C2   NCJ 21 
NCJ C47  C47  C 0 1 Y N N 10.857 -6.217 -3.867  2.414   -2.333 0.474  C47  NCJ 22 
NCJ C49  C49  C 0 1 Y N N 9.544  -5.946 -3.490  3.530   -1.574 0.604  C49  NCJ 23 
NCJ C51  C51  C 0 1 Y N N 8.675  -5.245 -4.344  3.486   -0.179 0.481  C51  NCJ 24 
NCJ C85  C85  C 0 1 Y N N 9.149  -4.719 -5.558  2.313   0.481  0.225  C85  NCJ 25 
NCJ C87  C87  C 0 1 Y N N 10.479 -4.965 -5.924  1.121   -0.254 0.069  C87  NCJ 26 
NCJ N52  N52  N 0 1 N N N 7.389  -4.990 -3.860  4.664   0.556  0.623  N52  NCJ 27 
NCJ C54  C54  C 0 1 N N N 6.407  -4.369 -4.486  5.836   0.037  0.207  C54  NCJ 28 
NCJ O84  O84  O 0 1 N N N 6.443  -4.064 -5.667  5.856   -1.027 -0.375 O84  NCJ 29 
NCJ C55  C55  C 0 1 N N N 5.193  -4.144 -3.611  7.122   0.779  0.464  C55  NCJ 30 
NCJ C58  C58  C 0 1 N N N 4.104  -3.383 -4.360  8.295   -0.021 -0.106 C58  NCJ 31 
NCJ N61  N61  N 0 1 N N N 3.644  -2.235 -3.574  9.549   0.702  0.144  N61  NCJ 32 
NCJ C63  C63  C 0 1 N N R 2.401  -1.751 -4.184  10.713  -0.153 -0.124 C63  NCJ 33 
NCJ C77  C77  C 0 1 N N N 2.642  -1.552 -5.675  10.590  -1.449 0.679  C77  NCJ 34 
NCJ C66  C66  C 0 1 N N N 2.053  -0.393 -3.579  11.992  0.581  0.284  C66  NCJ 35 
NCJ C69  C69  C 0 1 N N N 1.922  -0.477 -2.060  12.100  1.887  -0.508 C69  NCJ 36 
NCJ C72  C72  C 0 1 N N N 3.205  -1.045 -1.473  10.854  2.738  -0.248 C72  NCJ 37 
NCJ C75  C75  C 0 1 N N N 3.533  -2.387 -2.119  9.608   1.941  -0.641 C75  NCJ 38 
NCJ H10  H10  H 0 1 N N N 15.395 -1.682 -11.951 -7.024  1.649  -0.193 H10  NCJ 39 
NCJ H10A H10A H 0 0 N N N 15.530 -3.343 -12.669 -7.387  0.710  -1.661 H10A NCJ 40 
NCJ H13  H13  H 0 1 N N N 13.540 -2.992 -13.991 -8.429  -1.060 -0.271 H13  NCJ 41 
NCJ H13A H13A H 0 0 N N N 13.287 -1.361 -13.192 -8.065  -0.121 1.197  H13A NCJ 42 
NCJ H18  H18  H 0 1 N N N 14.613 -2.715 -16.202 -10.626 -0.171 1.517  H18  NCJ 43 
NCJ H20  H20  H 0 1 N N N 16.219 -4.368 -15.716 -9.889  -2.015 0.115  H20  NCJ 44 
NCJ H20A H20A H 0 0 N N N 17.037 -3.332 -14.498 -11.664 -1.927 0.018  H20A NCJ 45 
NCJ H20B H20B H 0 0 N N N 15.400 -3.990 -14.163 -10.667 -1.298 -1.316 H20B NCJ 46 
NCJ H27  H27  H 0 1 N N N 17.264 -1.205 -15.807 -12.066 0.830  -0.981 H27  NCJ 47 
NCJ H27A H27A H 0 0 N N N 16.983 -2.365 -17.116 -12.845 0.162  0.474  H27A NCJ 48 
NCJ H30  H30  H 0 1 N N N 16.459 -0.007 -17.809 -12.832 2.661  0.484  H30  NCJ 49 
NCJ H30A H30A H 0 0 N N N 15.009 -1.064 -17.881 -11.896 1.985  1.840  H30A NCJ 50 
NCJ H33  H33  H 0 1 N N N 15.764 0.830  -15.593 -10.756 2.993  -0.807 H33  NCJ 51 
NCJ H33A H33A H 0 0 N N N 14.449 1.079  -16.814 -10.634 3.814  0.769  H33A NCJ 52 
NCJ H36  H36  H 0 1 N N N 13.293 -0.934 -15.985 -9.380  1.887  1.683  H36  NCJ 53 
NCJ H36A H36A H 0 0 N N N 13.538 0.244  -14.664 -8.561  2.545  0.247  H36A NCJ 54 
NCJ HN7  HN7  H 0 1 N N N 15.527 -4.005 -10.435 -4.738  1.071  -1.547 HN7  NCJ 55 
NCJ H40  H40  H 0 1 N N N 15.888 -5.291 -8.591  -4.473  -2.306 -0.709 H40  NCJ 56 
NCJ H42  H42  H 0 1 N N N 15.094 -6.219 -6.435  -2.435  -3.544 -0.258 H42  NCJ 57 
NCJ H4   H4   H 0 1 N N N 12.023 -3.581 -9.316  -2.399  1.425  -0.669 H4   NCJ 58 
NCJ H45  H45  H 0 1 N N N 13.309 -6.531 -4.807  0.020   -3.539 0.162  H45  NCJ 59 
NCJ H47  H47  H 0 1 N N N 11.498 -6.811 -3.232  2.472   -3.407 0.573  H47  NCJ 60 
NCJ H49  H49  H 0 1 N N N 9.188  -6.280 -2.527  4.476   -2.056 0.806  H49  NCJ 61 
NCJ H85  H85  H 0 1 N N N 8.501  -4.137 -6.196  2.303   1.557  0.136  H85  NCJ 62 
NCJ HN52 HN52 H 0 0 N N N 7.191  -5.315 -2.935  4.639   1.440  1.022  HN52 NCJ 63 
NCJ H55  H55  H 0 1 N N N 4.794  -5.120 -3.298  7.081   1.756  -0.018 H55  NCJ 64 
NCJ H55A H55A H 0 0 N N N 5.498  -3.547 -2.739  7.259   0.909  1.537  H55A NCJ 65 
NCJ H58  H58  H 0 1 N N N 4.509  -3.024 -5.318  8.337   -0.998 0.376  H58  NCJ 66 
NCJ H58A H58A H 0 0 N N N 3.253  -4.059 -4.534  8.159   -0.152 -1.180 H58A NCJ 67 
NCJ H63  H63  H 0 1 N N N 1.589  -2.472 -4.010  10.753  -0.387 -1.188 H63  NCJ 68 
NCJ H77  H77  H 0 1 N N N 1.676  -1.504 -6.200  9.760   -2.040 0.291  H77  NCJ 69 
NCJ H77A H77A H 0 0 N N N 3.193  -0.614 -5.835  11.515  -2.019 0.593  H77A NCJ 70 
NCJ H77B H77B H 0 0 N N N 3.230  -2.395 -6.067  10.407  -1.210 1.727  H77B NCJ 71 
NCJ H66  H66  H 0 1 N N N 2.851  0.322  -3.828  11.959  0.804  1.351  H66  NCJ 72 
NCJ H66A H66A H 0 0 N N N 1.088  -0.065 -3.993  12.856  -0.047 0.070  H66A NCJ 73 
NCJ H69  H69  H 0 1 N N N 1.745  0.528  -1.651  12.988  2.434  -0.189 H69  NCJ 74 
NCJ H69A H69A H 0 0 N N N 1.077  -1.132 -1.800  12.173  1.663  -1.572 H69A NCJ 75 
NCJ H72  H72  H 0 1 N N N 4.030  -0.342 -1.660  10.803  2.995  0.810  H72  NCJ 76 
NCJ H72A H72A H 0 0 N N N 3.070  -1.191 -0.391  10.906  3.650  -0.842 H72A NCJ 77 
NCJ H75  H75  H 0 1 N N N 2.732  -3.105 -1.890  9.653   1.696  -1.703 H75  NCJ 78 
NCJ H75A H75A H 0 0 N N N 4.491  -2.752 -1.722  8.718   2.539  -0.444 H75A NCJ 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 
NCJ C9  O39  DOUB N N 1  
NCJ C10 C9   SING N N 2  
NCJ C9  N7   SING N N 3  
NCJ C13 C10  SING N N 4  
NCJ C10 H10  SING N N 5  
NCJ C10 H10A SING N N 6  
NCJ N16 C13  SING N N 7  
NCJ C13 H13  SING N N 8  
NCJ C13 H13A SING N N 9  
NCJ C18 N16  SING N N 10 
NCJ C36 N16  SING N N 11 
NCJ C27 C18  SING N N 12 
NCJ C18 C20  SING N N 13 
NCJ C18 H18  SING N N 14 
NCJ C20 H20  SING N N 15 
NCJ C20 H20A SING N N 16 
NCJ C20 H20B SING N N 17 
NCJ C30 C27  SING N N 18 
NCJ C27 H27  SING N N 19 
NCJ C27 H27A SING N N 20 
NCJ C30 C33  SING N N 21 
NCJ C30 H30  SING N N 22 
NCJ C30 H30A SING N N 23 
NCJ C33 C36  SING N N 24 
NCJ C33 H33  SING N N 25 
NCJ C33 H33A SING N N 26 
NCJ C36 H36  SING N N 27 
NCJ C36 H36A SING N N 28 
NCJ N7  C6   SING N N 29 
NCJ N7  HN7  SING N N 30 
NCJ C6  C4   DOUB Y N 31 
NCJ C6  C40  SING Y N 32 
NCJ C40 C42  DOUB Y N 33 
NCJ C40 H40  SING N N 34 
NCJ C42 C44  SING Y N 35 
NCJ C42 H42  SING N N 36 
NCJ C4  C3   SING Y N 37 
NCJ C4  H4   SING N N 38 
NCJ C3  N1   DOUB Y N 39 
NCJ C3  C44  SING Y N 40 
NCJ N1  C87  SING Y N 41 
NCJ C44 C45  DOUB Y N 42 
NCJ C45 C2   SING Y N 43 
NCJ C45 H45  SING N N 44 
NCJ C87 C2   SING Y N 45 
NCJ C2  C47  DOUB Y N 46 
NCJ C47 C49  SING N N 47 
NCJ C47 H47  SING N N 48 
NCJ C51 C49  DOUB Y N 49 
NCJ C49 H49  SING N N 50 
NCJ C85 C51  SING Y N 51 
NCJ C51 N52  SING N N 52 
NCJ C87 C85  DOUB Y N 53 
NCJ C85 H85  SING Y N 54 
NCJ C54 N52  SING N N 55 
NCJ N52 HN52 SING N N 56 
NCJ O84 C54  DOUB N N 57 
NCJ C54 C55  SING N N 58 
NCJ C58 C55  SING N N 59 
NCJ C55 H55  SING N N 60 
NCJ C55 H55A SING N N 61 
NCJ C58 N61  SING N N 62 
NCJ C58 H58  SING N N 63 
NCJ C58 H58A SING N N 64 
NCJ C63 N61  SING N N 65 
NCJ N61 C75  SING N N 66 
NCJ C77 C63  SING N N 67 
NCJ C63 C66  SING N N 68 
NCJ C63 H63  SING N N 69 
NCJ C77 H77  SING N N 70 
NCJ C77 H77A SING N N 71 
NCJ C77 H77B SING N N 72 
NCJ C66 C69  SING N N 73 
NCJ C66 H66  SING N N 74 
NCJ C66 H66A SING N N 75 
NCJ C69 C72  SING N N 76 
NCJ C69 H69  SING N N 77 
NCJ C69 H69A SING N N 78 
NCJ C75 C72  SING N N 79 
NCJ C72 H72  SING N N 80 
NCJ C72 H72A SING N N 81 
NCJ C75 H75  SING N N 82 
NCJ 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 
NCJ SMILES           ACDLabs              10.04 O=C(Nc3cc2nc1cc(ccc1cc2cc3)NC(=O)CCN4C(CCCC4)C)CCN5C(C)CCCC5 
NCJ InChI            InChI                1.02b 
InChI=1/C31H41N5O2/c1-22-7-3-5-15-35(22)17-13-30(37)32-26-11-9-24-19-25-10-12-27(21-29(25)34-28(24)20-26)33-31(38)14-18-36-16-6-4-8-23(36)2/h9-12,19-23H,3-8,13-18H2,1-2H3,(H,32,37)(H,33,38)/t22-,23-/m1/s1/f/h32-33H 
NCJ InChIKey         InChI                1.02b AFTOIBDEHJTNKF-KTWJGKPVDT 
NCJ SMILES_CANONICAL CACTVS               3.341 C[C@@H]1CCCCN1CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCCC[C@H]5C)cc4nc3c2 
NCJ SMILES           CACTVS               3.341 C[CH]1CCCCN1CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCCC[CH]5C)cc4nc3c2 
NCJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1CCCC[N@]1CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CC[N@@]5CCCC[C@H]5C 
NCJ SMILES           "OpenEye OEToolkits" 1.5.0 CC1CCCCN1CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CCN5CCCCC5C 
# 
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 
NCJ "SYSTEMATIC NAME" ACDLabs              10.04 "N,N'-acridine-3,6-diylbis{3-[(2R)-2-methylpiperidin-1-yl]propanamide}"                                            
NCJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[(1S,2R)-2-methylpiperidin-1-yl]-N-[6-[3-[(1S,2R)-2-methylpiperidin-1-yl]propanoylamino]acridin-3-yl]propanamide 
# 
