data_NC8
# 
_chem_comp.id                                    NC8 
_chem_comp.name                                  "(3R)-3-({(4-aminobenzyl)[(4-aminophenyl)acetyl]amino}methyl)-5-{[(4-bromobenzoyl)oxy]methyl}-2,3,4,7-tetrahydro-1H-azepinium" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H34 Br N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2011-08-08 
_chem_comp.pdbx_modified_date                    2012-07-27 
_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                        578.520 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NC8 
_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        3T6I 
_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 
NC8 C1   C1   C  0 1 N N N 0.737  3.579  8.942  0.442  2.462  3.562  C1   NC8 1  
NC8 N1   N1   N  1 1 N N N 2.014  4.154  9.266  -0.340 3.541  2.947  N1   NC8 2  
NC8 O1   O1   O  0 1 N N N -0.828 8.591  12.142 -3.418 -0.852 1.548  O1   NC8 3  
NC8 BR1  BR1  BR 0 0 N N N -4.630 11.807 3.851  9.038  0.305  -0.900 BR1  NC8 4  
NC8 C2   C2   C  0 1 N N N 2.046  4.803  10.553 -1.711 3.117  2.695  C2   NC8 5  
NC8 N2   N2   N  0 1 N N N 1.412  8.099  12.223 -3.463 0.903  0.192  N2   NC8 6  
NC8 O2   O2   O  0 1 N N N -2.074 7.334  8.614  2.296  0.189  0.609  O2   NC8 7  
NC8 C3   C3   C  0 1 N N R 1.756  6.283  10.503 -1.846 2.061  1.615  C3   NC8 8  
NC8 N3   N3   N  0 1 N N N 4.287  6.892  17.842 -8.864 2.785  -2.477 N3   NC8 9  
NC8 O3   O3   O  0 1 N N N -3.901 8.088  9.651  2.403  -1.292 -1.042 O3   NC8 10 
NC8 C4   C4   C  0 1 N N N 1.152  6.685  11.883 -3.329 1.833  1.316  C4   NC8 11 
NC8 N4   N4   N  0 1 N N N -3.896 12.955 15.249 -3.407 -6.709 1.160  N4   NC8 12 
NC8 C5   C5   C  0 1 N N N 2.742  8.533  12.468 -3.516 1.414  -1.180 C5   NC8 13 
NC8 C6   C6   C  0 1 Y N N 3.150  8.096  13.907 -4.938 1.778  -1.525 C6   NC8 14 
NC8 C7   C7   C  0 1 N N N 0.293  9.013  12.351 -3.536 -0.424 0.420  C7   NC8 15 
NC8 C8   C8   C  0 1 Y N N -0.623 11.146 13.377 -3.671 -2.793 -0.230 C8   NC8 16 
NC8 C9   C9   C  0 1 N N N 0.824  6.663  9.391  -1.213 0.742  2.068  C9   NC8 17 
NC8 C10  C10  C  0 1 N N N -0.440 5.872  9.442  0.272  0.804  1.776  C10  NC8 18 
NC8 C11  C11  C  0 1 N N N -1.721 6.528  9.738  0.867  -0.054 0.689  C11  NC8 19 
NC8 C12  C12  C  0 1 N N N -3.301 7.984  8.621  2.983  -0.506 -0.320 C12  NC8 20 
NC8 C13  C13  C  0 1 Y N N -3.612 8.905  7.462  4.440  -0.310 -0.459 C13  NC8 21 
NC8 C14  C14  C  0 1 N N N -0.471 4.434  9.047  1.030  1.599  2.465  C14  NC8 22 
NC8 C15  C15  C  0 1 Y N N -4.690 9.775  7.554  5.154  -1.028 -1.421 C15  NC8 23 
NC8 C16  C16  C  0 1 Y N N -4.992 10.627 6.496  6.515  -0.841 -1.546 C16  NC8 24 
NC8 C17  C17  C  0 1 Y N N -4.189 10.595 5.327  7.172  0.056  -0.721 C17  NC8 25 
NC8 C18  C18  C  0 1 Y N N -3.115 9.725  5.233  6.470  0.770  0.234  C18  NC8 26 
NC8 C19  C19  C  0 1 Y N N -2.805 8.867  6.299  5.108  0.597  0.366  C19  NC8 27 
NC8 C20  C20  C  0 1 Y N N 4.403  7.626  14.130 -5.439 3.016  -1.166 C20  NC8 28 
NC8 C21  C21  C  0 1 Y N N 4.795  7.230  15.433 -6.741 3.353  -1.480 C21  NC8 29 
NC8 C22  C22  C  0 1 Y N N 3.879  7.311  16.484 -7.547 2.447  -2.158 C22  NC8 30 
NC8 C23  C23  C  0 1 Y N N 2.599  7.779  16.259 -7.040 1.205  -2.518 C23  NC8 31 
NC8 C24  C24  C  0 1 Y N N 2.212  8.169  14.977 -5.735 0.876  -2.205 C24  NC8 32 
NC8 C25  C25  C  0 1 Y N N -1.287 12.199 12.748 -2.451 -3.444 -0.229 C25  NC8 33 
NC8 C26  C26  C  0 1 Y N N -2.351 12.792 13.351 -2.360 -4.743 0.232  C26  NC8 34 
NC8 C27  C27  C  0 1 Y N N -2.789 12.346 14.612 -3.496 -5.396 0.694  C27  NC8 35 
NC8 C28  C28  C  0 1 Y N N -2.125 11.303 15.236 -4.719 -4.739 0.692  C28  NC8 36 
NC8 C29  C29  C  0 1 Y N N -1.054 10.709 14.631 -4.803 -3.440 0.230  C29  NC8 37 
NC8 C30  C30  C  0 1 N N N 0.573  10.485 12.717 -3.765 -1.374 -0.727 C30  NC8 38 
NC8 H11  H11  H  0 1 N N N 0.587  2.738  9.634  1.246  2.889  4.161  H11  NC8 39 
NC8 H21  H21  H  0 1 N N N 0.798  3.249  7.894  -0.206 1.856  4.195  H21  NC8 40 
NC8 H1N1 H1N1 H  0 0 N N N 2.693  3.420  9.271  -0.349 4.338  3.566  H1N1 NC8 41 
NC8 H2N1 H2N1 H  0 0 N N N 2.234  4.836  8.568  0.090  3.806  2.074  H2N1 NC8 42 
NC8 H12  H12  H  0 1 N N N 1.285  4.329  11.191 -2.127 2.721  3.621  H12  NC8 43 
NC8 H22  H22  H  0 1 N N N 3.052  4.668  10.976 -2.295 3.989  2.399  H22  NC8 44 
NC8 H3   H3   H  0 1 N N N 2.693  6.822  10.300 -1.346 2.407  0.710  H3   NC8 45 
NC8 H1N3 H1N3 H  0 0 N N N 3.520  7.012  18.473 -9.217 3.652  -2.226 H1N3 NC8 46 
NC8 H2N3 H2N3 H  0 0 N N N 4.558  5.930  17.826 -9.426 2.151  -2.951 H2N3 NC8 47 
NC8 H14  H14  H  0 1 N N N 0.064  6.530  11.846 -3.798 2.783  1.059  H14  NC8 48 
NC8 H24  H24  H  0 1 N N N 1.604  6.051  12.660 -3.817 1.413  2.195  H24  NC8 49 
NC8 H1N4 H1N4 H  0 0 N N N -4.061 12.510 16.130 -2.552 -7.167 1.161  H1N4 NC8 50 
NC8 H2N4 H2N4 H  0 0 N N N -3.703 13.925 15.396 -4.201 -7.164 1.483  H2N4 NC8 51 
NC8 H15  H15  H  0 1 N N N 3.423  8.078  11.734 -2.884 2.298  -1.263 H15  NC8 52 
NC8 H25  H25  H  0 1 N N N 2.798  9.628  12.382 -3.161 0.647  -1.868 H25  NC8 53 
NC8 H19  H19  H  0 1 N N N 1.323  6.472  8.429  -1.373 0.605  3.137  H19  NC8 54 
NC8 H29  H29  H  0 1 N N N 0.578  7.731  9.484  -1.661 -0.088 1.520  H29  NC8 55 
NC8 H111 H111 H  0 0 N N N -1.622 7.157  10.635 0.401  0.194  -0.265 H111 NC8 56 
NC8 H211 H211 H  0 0 N N N -2.499 5.771  9.916  0.689  -1.105 0.918  H211 NC8 57 
NC8 H14A H14A H  0 0 N N N -1.429 3.989  8.824  2.088  1.647  2.255  H14A NC8 58 
NC8 H15A H15A H  0 0 N N N -5.295 9.791  8.448  4.642  -1.729 -2.064 H15A NC8 59 
NC8 H16  H16  H  0 1 N N N -5.829 11.306 6.564  7.068  -1.396 -2.290 H16  NC8 60 
NC8 H18  H18  H  0 1 N N N -2.514 9.707  4.336  6.988  1.468  0.875  H18  NC8 61 
NC8 H19A H19A H  0 0 N N N -1.966 8.190  6.234  4.561  1.155  1.111  H19A NC8 62 
NC8 H20  H20  H  0 1 N N N 5.104  7.553  13.312 -4.812 3.720  -0.638 H20  NC8 63 
NC8 H21A H21A H  0 0 N N N 5.796  6.868  15.612 -7.132 4.320  -1.199 H21A NC8 64 
NC8 H23  H23  H  0 1 N N N 1.897  7.843  17.077 -7.664 0.498  -3.045 H23  NC8 65 
NC8 H24A H24A H  0 0 N N N 1.208  8.524  14.797 -5.339 -0.087 -2.488 H24A NC8 66 
NC8 H25A H25A H  0 0 N N N -0.955 12.544 11.780 -1.568 -2.937 -0.589 H25A NC8 67 
NC8 H26  H26  H  0 1 N N N -2.862 13.608 12.861 -1.407 -5.251 0.232  H26  NC8 68 
NC8 H28  H28  H  0 1 N N N -2.455 10.958 16.205 -5.604 -5.243 1.050  H28  NC8 69 
NC8 H29A H29A H  0 0 N N N -0.539 9.898  15.125 -5.755 -2.929 0.228  H29A NC8 70 
NC8 H130 H130 H  0 0 N N N 1.422  10.518 13.416 -4.755 -1.202 -1.149 H130 NC8 71 
NC8 H230 H230 H  0 0 N N N 0.815  11.036 11.796 -3.009 -1.207 -1.494 H230 NC8 72 
# 
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 
NC8 BR1 C17  SING N N 1  
NC8 C18 C17  DOUB Y N 2  
NC8 C18 C19  SING Y N 3  
NC8 C17 C16  SING Y N 4  
NC8 C19 C13  DOUB Y N 5  
NC8 C16 C15  DOUB Y N 6  
NC8 C13 C15  SING Y N 7  
NC8 C13 C12  SING N N 8  
NC8 O2  C12  SING N N 9  
NC8 O2  C11  SING N N 10 
NC8 C12 O3   DOUB N N 11 
NC8 C1  C14  SING N N 12 
NC8 C1  N1   SING N N 13 
NC8 C14 C10  DOUB N N 14 
NC8 N1  C2   SING N N 15 
NC8 C9  C10  SING N N 16 
NC8 C9  C3   SING N N 17 
NC8 C10 C11  SING N N 18 
NC8 C3  C2   SING N N 19 
NC8 C3  C4   SING N N 20 
NC8 C4  N2   SING N N 21 
NC8 O1  C7   DOUB N N 22 
NC8 N2  C7   SING N N 23 
NC8 N2  C5   SING N N 24 
NC8 C7  C30  SING N N 25 
NC8 C5  C6   SING N N 26 
NC8 C30 C8   SING N N 27 
NC8 C25 C26  DOUB Y N 28 
NC8 C25 C8   SING Y N 29 
NC8 C26 C27  SING Y N 30 
NC8 C8  C29  DOUB Y N 31 
NC8 C6  C20  DOUB Y N 32 
NC8 C6  C24  SING Y N 33 
NC8 C20 C21  SING Y N 34 
NC8 C27 C28  DOUB Y N 35 
NC8 C27 N4   SING N N 36 
NC8 C29 C28  SING Y N 37 
NC8 C24 C23  DOUB Y N 38 
NC8 C21 C22  DOUB Y N 39 
NC8 C23 C22  SING Y N 40 
NC8 C22 N3   SING N N 41 
NC8 C1  H11  SING N N 42 
NC8 C1  H21  SING N N 43 
NC8 N1  H1N1 SING N N 44 
NC8 N1  H2N1 SING N N 45 
NC8 C2  H12  SING N N 46 
NC8 C2  H22  SING N N 47 
NC8 C3  H3   SING N N 48 
NC8 N3  H1N3 SING N N 49 
NC8 N3  H2N3 SING N N 50 
NC8 C4  H14  SING N N 51 
NC8 C4  H24  SING N N 52 
NC8 N4  H1N4 SING N N 53 
NC8 N4  H2N4 SING N N 54 
NC8 C5  H15  SING N N 55 
NC8 C5  H25  SING N N 56 
NC8 C9  H19  SING N N 57 
NC8 C9  H29  SING N N 58 
NC8 C11 H111 SING N N 59 
NC8 C11 H211 SING N N 60 
NC8 C14 H14A SING N N 61 
NC8 C15 H15A SING N N 62 
NC8 C16 H16  SING N N 63 
NC8 C18 H18  SING N N 64 
NC8 C19 H19A SING N N 65 
NC8 C20 H20  SING N N 66 
NC8 C21 H21A SING N N 67 
NC8 C23 H23  SING N N 68 
NC8 C24 H24A SING N N 69 
NC8 C25 H25A SING N N 70 
NC8 C26 H26  SING N N 71 
NC8 C28 H28  SING N N 72 
NC8 C29 H29A SING N N 73 
NC8 C30 H130 SING N N 74 
NC8 C30 H230 SING N N 75 
# 
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 
NC8 SMILES           ACDLabs              12.01 "Brc1ccc(cc1)C(=O)OCC4=CC[NH2+]CC(CN(C(=O)Cc2ccc(N)cc2)Cc3ccc(N)cc3)C4"                                                                                                                 
NC8 InChI            InChI                1.03  "InChI=1S/C30H33BrN4O3/c31-26-7-5-25(6-8-26)30(37)38-20-23-13-14-34-17-24(15-23)19-35(18-22-3-11-28(33)12-4-22)29(36)16-21-1-9-27(32)10-2-21/h1-13,24,34H,14-20,32-33H2/p+1/t24-/m1/s1" 
NC8 InChIKey         InChI                1.03  ILVATMQGTNYMLQ-XMMPIXPASA-O                                                                                                                                                             
NC8 SMILES_CANONICAL CACTVS               3.370 "Nc1ccc(CN(C[C@H]2C[NH2+]CC=C(COC(=O)c3ccc(Br)cc3)C2)C(=O)Cc4ccc(N)cc4)cc1"                                                                                                             
NC8 SMILES           CACTVS               3.370 "Nc1ccc(CN(C[CH]2C[NH2+]CC=C(COC(=O)c3ccc(Br)cc3)C2)C(=O)Cc4ccc(N)cc4)cc1"                                                                                                              
NC8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1cc(ccc1CC(=O)N(Cc2ccc(cc2)N)C[C@@H]3CC(=CC[NH2+]C3)COC(=O)c4ccc(cc4)Br)N"                                                                                                            
NC8 SMILES           "OpenEye OEToolkits" 1.7.2 "c1cc(ccc1CC(=O)N(Cc2ccc(cc2)N)CC3CC(=CC[NH2+]C3)COC(=O)c4ccc(cc4)Br)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 
NC8 "SYSTEMATIC NAME" ACDLabs              12.01 "(3R)-3-({(4-aminobenzyl)[(4-aminophenyl)acetyl]amino}methyl)-5-{[(4-bromobenzoyl)oxy]methyl}-2,3,4,7-tetrahydro-1H-azepinium"               
NC8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[(3R)-3-[[2-(4-aminophenyl)ethanoyl-[(4-aminophenyl)methyl]amino]methyl]-2,3,4,7-tetrahydro-1H-azepin-1-ium-5-yl]methyl 4-bromanylbenzoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
NC8 "Create component" 2011-08-08 RCSB 
# 
