data_NC5
# 
_chem_comp.id                                    NC5 
_chem_comp.name                                  3-[(2R)-2-ethylpiperidin-1-yl]-N-[6-({3-[(2S)-2-ethylpiperidin-1-yl]propanoyl}amino)acridin-3-yl]propanamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C33 H45 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-10-13 
_chem_comp.pdbx_modified_date                    2008-11-28 
_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                        543.743 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NC5 
_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        3EUI 
_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 
NC5 O39  O39  O 0 1 N N N -4.216  -2.637 2.615  -5.937  -1.069 0.423  O39  NC5 1  
NC5 C9   C9   C 0 1 N N N -3.068  -3.007 2.494  -5.911  -0.109 -0.318 C9   NC5 2  
NC5 C10  C10  C 0 1 N N N -2.230  -2.516 1.319  -7.179  0.654  -0.607 C10  NC5 3  
NC5 C13  C13  C 0 1 N N N -3.093  -2.201 0.097  -8.343  0.016  0.154  C13  NC5 4  
NC5 N16  N16  N 0 1 N N N -2.471  -1.193 -0.766 -9.578  0.760  -0.128 N16  NC5 5  
NC5 C18  C18  C 0 1 N N R -1.986  -1.793 -2.037 -10.740 0.098  0.479  C18  NC5 6  
NC5 C20  C20  C 0 1 N N N -0.710  -2.582 -1.752 -10.793 -1.361 0.020  C20  NC5 7  
NC5 C23  C23  C 0 1 N N N 0.227   -2.515 -2.946 -10.819 -1.414 -1.508 C23  NC5 8  
NC5 C27  C27  C 0 1 N N N -1.572  -0.729 -3.066 -12.021 0.816  0.046  C27  NC5 9  
NC5 C30  C30  C 0 1 N N N -2.688  0.259  -3.296 -11.954 2.280  0.489  C30  NC5 10 
NC5 C33  C33  C 0 1 N N N -2.905  0.959  -1.974 -10.709 2.932  -0.117 C33  NC5 11 
NC5 C36  C36  C 0 1 N N N -3.372  -0.042 -0.918 -9.467  2.154  0.321  C36  NC5 12 
NC5 N7   N7   N 0 1 N N N -2.489  -3.871 3.330  -4.749  0.278  -0.880 N7   NC5 13 
NC5 C6   C6   C 0 1 Y N N -3.043  -4.426 4.510  -3.559  -0.366 -0.536 C6   NC5 14 
NC5 C40  C40  C 0 1 Y N N -2.211  -5.217 5.302  -3.576  -1.744 -0.282 C40  NC5 15 
NC5 C42  C42  C 0 1 Y N N -2.669  -5.777 6.498  -2.447  -2.416 0.056  C42  NC5 16 
NC5 C4   C4   C 0 1 Y N N -4.352  -4.178 4.937  -2.401  0.363  -0.461 C4   NC5 17 
NC5 C3   C3   C 0 1 Y N N -4.819  -4.735 6.132  -1.196  -0.280 -0.115 C3   NC5 18 
NC5 N1   N1   N 0 1 Y N N -6.098  -4.509 6.528  -0.059  0.405  -0.035 N1   NC5 19 
NC5 C44  C44  C 0 1 Y N N -3.971  -5.537 6.909  -1.224  -1.721 0.155  C44  NC5 20 
NC5 C45  C45  C 0 1 Y N N -4.432  -6.092 8.095  -0.043  -2.381 0.501  C45  NC5 21 
NC5 C2   C2   C 0 1 Y N N -5.745  -5.838 8.494  1.129   -1.626 0.579  C2   NC5 22 
NC5 C47  C47  C 0 1 Y N N -6.234  -6.379 9.682  2.360   -2.222 0.923  C47  NC5 23 
NC5 C49  C49  C 0 1 Y N N -7.550  -6.123 10.080 3.480   -1.459 0.991  C49  NC5 24 
NC5 C51  C51  C 0 1 Y N N -8.393  -5.350 9.277  3.445   -0.084 0.727  C51  NC5 25 
NC5 C85  C85  C 0 1 Y N N -7.895  -4.786 8.096  2.280   0.553  0.389  C85  NC5 26 
NC5 C87  C87  C 0 1 Y N N -6.575  -5.035 7.693  1.086   -0.189 0.290  C87  NC5 27 
NC5 N52  N52  N 0 1 N N N -9.689  -5.057 9.753  4.626   0.656  0.811  N52  NC5 28 
NC5 C54  C54  C 0 1 N N N -10.670 -4.460 9.080  5.798   0.098  0.448  C54  NC5 29 
NC5 O84  O84  O 0 1 N N N -10.624 -4.178 7.888  5.817   -1.013 -0.036 O84  NC5 30 
NC5 C55  C55  C 0 1 N N N -11.907 -4.197 9.911  7.086   0.856  0.645  C55  NC5 31 
NC5 C58  C58  C 0 1 N N N -12.888 -3.316 9.138  8.259   0.004  0.154  C58  NC5 32 
NC5 N61  N61  N 0 1 N N N -13.426 -2.251 9.987  9.514   0.743  0.346  N61  NC5 33 
NC5 C63  C63  C 0 1 N N S -14.004 -1.162 9.180  10.676  -0.130 0.132  C63  NC5 34 
NC5 C77  C77  C 0 1 N N N -15.293 -1.584 8.481  10.724  -0.565 -1.334 C77  NC5 35 
NC5 C80  C80  C 0 1 N N N -15.210 -1.295 6.994  11.869  -1.559 -1.534 C80  NC5 36 
NC5 C66  C66  C 0 1 N N N -14.159 0.109  10.011 11.957  0.630  0.481  C66  NC5 37 
NC5 C69  C69  C 0 1 N N N -14.932 -0.176 11.293 12.062  1.877  -0.403 C69  NC5 38 
NC5 C72  C72  C 0 1 N N N -14.170 -1.231 12.089 10.817  2.744  -0.197 C72  NC5 39 
NC5 C75  C75  C 0 1 N N N -14.033 -2.533 11.292 9.569   1.923  -0.526 C75  NC5 40 
NC5 H10  H10  H 0 1 N N N -1.700  -1.601 1.622  -7.060  1.689  -0.288 H10  NC5 41 
NC5 H10A H10A H 0 0 N N N -1.525  -3.314 1.044  -7.385  0.625  -1.677 H10A NC5 42 
NC5 H13  H13  H 0 1 N N N -3.232  -3.125 -0.484 -8.461  -1.020 -0.165 H13  NC5 43 
NC5 H13A H13A H 0 0 N N N -4.055  -1.802 0.451  -8.137  0.045  1.224  H13A NC5 44 
NC5 H18  H18  H 0 1 N N N -2.810  -2.406 -2.431 -10.653 0.135  1.565  H18  NC5 45 
NC5 H20  H20  H 0 1 N N N -0.207  -2.152 -0.873 -9.913  -1.889 0.388  H20  NC5 46 
NC5 H20A H20A H 0 0 N N N -0.973  -3.633 -1.561 -11.692 -1.833 0.416  H20A NC5 47 
NC5 H23  H23  H 0 1 N N N -0.362  -2.499 -3.875 -10.766 -2.452 -1.837 H23  NC5 48 
NC5 H23A H23A H 0 0 N N N 0.837   -1.602 -2.883 -11.743 -0.965 -1.872 H23A NC5 49 
NC5 H23B H23B H 0 0 N N N 0.885   -3.396 -2.945 -9.967  -0.863 -1.906 H23B NC5 50 
NC5 H27  H27  H 0 1 N N N -0.689  -0.191 -2.690 -12.115 0.768  -1.039 H27  NC5 51 
NC5 H27A H27A H 0 0 N N N -1.343  -1.230 -4.018 -12.882 0.333  0.508  H27A NC5 52 
NC5 H30  H30  H 0 1 N N N -2.410  0.982  -4.077 -12.845 2.805  0.144  H30  NC5 53 
NC5 H30A H30A H 0 0 N N N -3.604  -0.244 -3.639 -11.899 2.329  1.576  H30A NC5 54 
NC5 H33  H33  H 0 1 N N N -1.960  1.417  -1.647 -10.783 2.918  -1.205 H33  NC5 55 
NC5 H33A H33A H 0 0 N N N -3.675  1.734  -2.100 -10.633 3.963  0.229  H33A NC5 56 
NC5 H36  H36  H 0 1 N N N -4.362  -0.418 -1.216 -9.385  2.180  1.407  H36  NC5 57 
NC5 H36A H36A H 0 0 N N N -3.393  0.486  0.047  -8.579  2.607  -0.121 H36A NC5 58 
NC5 HN7  HN7  H 0 1 N N N -1.560  -4.159 3.098  -4.739  1.005  -1.522 HN7  NC5 59 
NC5 H40  H40  H 0 1 N N N -1.195  -5.400 4.986  -4.509  -2.283 -0.356 H40  NC5 60 
NC5 H42  H42  H 0 1 N N N -2.014  -6.392 7.097  -2.485  -3.478 0.248  H42  NC5 61 
NC5 H4   H4   H 0 1 N N N -5.004  -3.555 4.342  -2.413  1.423  -0.666 H4   NC5 62 
NC5 H45  H45  H 0 1 N N N -3.785  -6.710 8.699  -0.036  -3.442 0.701  H45  NC5 63 
NC5 H47  H47  H 0 1 N N N -5.596  -6.997 10.296 2.411   -3.281 1.131  H47  NC5 64 
NC5 H49  H49  H 0 1 N N N -7.917  -6.525 11.013 4.419   -1.923 1.255  H49  NC5 65 
NC5 H85  H85  H 0 1 N N N -8.531  -4.156 7.492  2.278   1.614  0.190  H85  NC5 66 
NC5 HN52 HN52 H 0 0 N N N -9.891  -5.326 10.695 4.603   1.572  1.130  HN52 NC5 67 
NC5 H55  H55  H 0 1 N N N -12.392 -5.155 10.150 7.051   1.786  0.078  H55  NC5 68 
NC5 H55A H55A H 0 0 N N N -11.614 -3.680 10.836 7.218   1.081  1.703  H55A NC5 69 
NC5 H58  H58  H 0 1 N N N -12.363 -2.861 8.286  8.294   -0.926 0.722  H58  NC5 70 
NC5 H58A H58A H 0 0 N N N -13.723 -3.943 8.793  8.127   -0.220 -0.904 H58A NC5 71 
NC5 H63  H63  H 0 1 N N N -13.297 -0.928 8.371  10.591  -1.010 0.769  H63  NC5 72 
NC5 H77  H77  H 0 1 N N N -15.448 -2.663 8.631  9.780   -1.038 -1.604 H77  NC5 73 
NC5 H77A H77A H 0 0 N N N -16.132 -1.016 8.908  10.886  0.308  -1.967 H77A NC5 74 
NC5 H80  H80  H 0 1 N N N -15.190 -0.207 6.832  11.664  -2.468 -0.968 H80  NC5 75 
NC5 H80A H80A H 0 0 N N N -14.293 -1.744 6.584  11.958  -1.803 -2.593 H80A NC5 76 
NC5 H80B H80B H 0 0 N N N -16.087 -1.725 6.488  12.801  -1.115 -1.184 H80B NC5 77 
NC5 H66  H66  H 0 1 N N N -13.161 0.492  10.271 11.930  0.928  1.529  H66  NC5 78 
NC5 H66A H66A H 0 0 N N N -14.714 0.853  9.421  12.821  -0.012 0.307  H66A NC5 79 
NC5 H69  H69  H 0 1 N N N -15.024 0.746  11.887 12.951  2.444  -0.128 H69  NC5 80 
NC5 H69A H69A H 0 0 N N N -15.942 -0.540 11.052 12.129  1.577  -1.449 H69A NC5 81 
NC5 H72  H72  H 0 1 N N N -13.165 -0.847 12.320 10.772  3.076  0.840  H72  NC5 82 
NC5 H72A H72A H 0 0 N N N -14.729 -1.443 13.013 10.866  3.612  -0.854 H72A NC5 83 
NC5 H75  H75  H 0 1 N N N -15.028 -2.977 11.144 9.608   1.604  -1.567 H75  NC5 84 
NC5 H75A H75A H 0 0 N N N -13.394 -3.235 11.847 8.680   2.533  -0.367 H75A NC5 85 
# 
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 
NC5 C9  O39  DOUB N N 1  
NC5 C10 C9   SING N N 2  
NC5 C9  N7   SING N N 3  
NC5 C13 C10  SING N N 4  
NC5 C10 H10  SING N N 5  
NC5 C10 H10A SING N N 6  
NC5 N16 C13  SING N N 7  
NC5 C13 H13  SING N N 8  
NC5 C13 H13A SING N N 9  
NC5 C18 N16  SING N N 10 
NC5 C36 N16  SING N N 11 
NC5 C27 C18  SING N N 12 
NC5 C18 C20  SING N N 13 
NC5 C18 H18  SING N N 14 
NC5 C23 C20  SING N N 15 
NC5 C20 H20  SING N N 16 
NC5 C20 H20A SING N N 17 
NC5 C23 H23  SING N N 18 
NC5 C23 H23A SING N N 19 
NC5 C23 H23B SING N N 20 
NC5 C30 C27  SING N N 21 
NC5 C27 H27  SING N N 22 
NC5 C27 H27A SING N N 23 
NC5 C30 C33  SING N N 24 
NC5 C30 H30  SING N N 25 
NC5 C30 H30A SING N N 26 
NC5 C33 C36  SING N N 27 
NC5 C33 H33  SING N N 28 
NC5 C33 H33A SING N N 29 
NC5 C36 H36  SING N N 30 
NC5 C36 H36A SING N N 31 
NC5 N7  C6   SING N N 32 
NC5 N7  HN7  SING N N 33 
NC5 C6  C4   DOUB Y N 34 
NC5 C6  C40  SING Y N 35 
NC5 C40 C42  DOUB Y N 36 
NC5 C40 H40  SING N N 37 
NC5 C42 C44  SING Y N 38 
NC5 C42 H42  SING N N 39 
NC5 C4  C3   SING Y N 40 
NC5 C4  H4   SING N N 41 
NC5 C3  N1   DOUB Y N 42 
NC5 C3  C44  SING Y N 43 
NC5 N1  C87  SING Y N 44 
NC5 C44 C45  DOUB Y N 45 
NC5 C45 C2   SING Y N 46 
NC5 C45 H45  SING N N 47 
NC5 C87 C2   SING Y N 48 
NC5 C2  C47  DOUB Y N 49 
NC5 C47 C49  SING N N 50 
NC5 C47 H47  SING N N 51 
NC5 C51 C49  DOUB Y N 52 
NC5 C49 H49  SING N N 53 
NC5 C85 C51  SING Y N 54 
NC5 C51 N52  SING N N 55 
NC5 C87 C85  DOUB Y N 56 
NC5 C85 H85  SING Y N 57 
NC5 C54 N52  SING N N 58 
NC5 N52 HN52 SING N N 59 
NC5 O84 C54  DOUB N N 60 
NC5 C54 C55  SING N N 61 
NC5 C58 C55  SING N N 62 
NC5 C55 H55  SING N N 63 
NC5 C55 H55A SING N N 64 
NC5 C58 N61  SING N N 65 
NC5 C58 H58  SING N N 66 
NC5 C58 H58A SING N N 67 
NC5 C63 N61  SING N N 68 
NC5 N61 C75  SING N N 69 
NC5 C77 C63  SING N N 70 
NC5 C63 C66  SING N N 71 
NC5 C63 H63  SING N N 72 
NC5 C80 C77  SING N N 73 
NC5 C77 H77  SING N N 74 
NC5 C77 H77A SING N N 75 
NC5 C80 H80  SING N N 76 
NC5 C80 H80A SING N N 77 
NC5 C80 H80B SING N N 78 
NC5 C66 C69  SING N N 79 
NC5 C66 H66  SING N N 80 
NC5 C66 H66A SING N N 81 
NC5 C69 C72  SING N N 82 
NC5 C69 H69  SING N N 83 
NC5 C69 H69A SING N N 84 
NC5 C75 C72  SING N N 85 
NC5 C72 H72  SING N N 86 
NC5 C72 H72A SING N N 87 
NC5 C75 H75  SING N N 88 
NC5 C75 H75A SING N N 89 
# 
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 
NC5 SMILES           ACDLabs              10.04 O=C(Nc3cc2nc1cc(ccc1cc2cc3)NC(=O)CCN4C(CCCC4)CC)CCN5C(CC)CCCC5 
NC5 InChI            InChI                1.02b 
InChI=1/C33H45N5O2/c1-3-28-9-5-7-17-37(28)19-15-32(39)34-26-13-11-24-21-25-12-14-27(23-31(25)36-30(24)22-26)35-33(40)16-20-38-18-8-6-10-29(38)4-2/h11-14,21-23,28-29H,3-10,15-20H2,1-2H3,(H,34,39)(H,35,40)/t28-,29+/f/h34-35H 
NC5 InChIKey         InChI                1.02b ZWPUGYBFVBXUSX-MTTBRJCWDL 
NC5 SMILES_CANONICAL CACTVS               3.341 CC[C@@H]1CCCCN1CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCCC[C@@H]5CC)cc4nc3c2 
NC5 SMILES           CACTVS               3.341 CC[CH]1CCCCN1CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCCC[CH]5CC)cc4nc3c2 
NC5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@@H]1CCCC[N@]1CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CC[N@@]5CCCC[C@@H]5CC 
NC5 SMILES           "OpenEye OEToolkits" 1.5.0 CCC1CCCCN1CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CCN5CCCCC5CC 
# 
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 
NC5 "SYSTEMATIC NAME" ACDLabs              10.04 3-[(2R)-2-ethylpiperidin-1-yl]-N-[6-({3-[(2S)-2-ethylpiperidin-1-yl]propanoyl}amino)acridin-3-yl]propanamide     
NC5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[(1S,2S)-2-ethylpiperidin-1-yl]-N-[6-[3-[(1S,2S)-2-ethylpiperidin-1-yl]propanoylamino]acridin-3-yl]propanamide 
# 
