data_IMA
# 
_chem_comp.id                                    IMA 
_chem_comp.name                                  [4-({[5-BENZYLOXY-1-(3-CARBAMIMIDOYL-BENZYL)-1H-INDOLE-2-CARBONYL]-AMINO}-METHYL)-PHENYL]-TRIMETHYL-AMMONIUM 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H36 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2002-05-13 
_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                        546.682 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IMA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1LPG 
_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 
IMA C11  C11  C 0 1 Y N N 2.855  10.412 24.278 -3.225 -1.733 -0.324 C11  IMA 1  
IMA C12  C12  C 0 1 Y N N 3.653  9.817  25.282 -3.775 -0.556 -0.828 C12  IMA 2  
IMA C13  C13  C 0 1 Y N N 4.752  9.045  24.910 -2.966 0.499  -1.183 C13  IMA 3  
IMA C14  C14  C 0 1 Y N N 5.052  8.897  23.534 -1.586 0.397  -1.042 C14  IMA 4  
IMA C15  C15  C 0 1 Y N N 4.271  9.530  22.518 -1.024 -0.790 -0.533 C15  IMA 5  
IMA C16  C16  C 0 1 Y N N 3.159  10.275 22.906 -1.860 -1.856 -0.175 C16  IMA 6  
IMA C17  C17  C 0 1 Y N N 4.832  9.243  21.259 0.379  -0.604 -0.503 C17  IMA 7  
IMA N18  N18  N 0 1 Y N N 6.068  8.208  22.880 -0.548 1.264  -1.300 N18  IMA 8  
IMA C19  C19  C 0 1 Y N N 5.946  8.416  21.538 0.642  0.643  -0.974 C19  IMA 9  
IMA C20  C20  C 0 1 N N N 7.002  7.276  23.530 -0.683 2.622  -1.833 C20  IMA 10 
IMA C21  C21  C 0 1 N N N 6.789  7.900  20.548 1.979  1.239  -1.109 C21  IMA 11 
IMA N22  N22  N 0 1 N N N 6.269  7.692  19.348 3.070  0.540  -0.735 N22  IMA 12 
IMA C23  C23  C 0 1 N N N 7.251  7.291  18.364 4.408  1.084  -0.980 C23  IMA 13 
IMA C24  C24  C 0 1 Y N N 7.500  5.798  18.226 5.444  0.115  -0.471 C24  IMA 14 
IMA O27  O27  O 0 1 N N N 7.972  7.672  20.782 2.102  2.363  -1.559 O27  IMA 15 
IMA C28  C28  C 0 1 Y N N 8.189  7.928  24.165 -0.944 3.583  -0.702 C28  IMA 16 
IMA C31  C31  C 0 1 Y N N 9.813  7.778  25.959 -2.479 4.771  0.711  C31  IMA 17 
IMA C32  C32  C 0 1 Y N N 8.630  7.311  25.336 -2.240 3.886  -0.341 C32  IMA 18 
IMA C33  C33  C 0 1 Y N N 8.871  9.046  23.624 0.118  4.163  -0.031 C33  IMA 19 
IMA C34  C34  C 0 1 Y N N 10.037 9.537  24.249 -0.113 5.046  1.009  C34  IMA 20 
IMA C35  C35  C 0 1 Y N N 10.510 8.892  25.406 -1.405 5.352  1.383  C35  IMA 21 
IMA C36  C36  C 0 1 N N N 10.244 7.054  27.173 -3.868 5.095  1.108  C36  IMA 22 
IMA N37  N37  N 0 1 N N N 9.260  6.414  27.844 -4.102 5.973  2.144  N37  IMA 23 
IMA N38  N38  N 0 1 N N N 11.527 7.046  27.555 -4.870 4.550  0.478  N38  IMA 24 
IMA C39  C39  C 0 1 Y N N 8.673  3.767  18.834 6.893  -1.754 -0.842 C39  IMA 25 
IMA C40  C40  C 0 1 Y N N 8.111  3.084  17.732 7.347  -1.661 0.461  C40  IMA 26 
IMA C41  C41  C 0 1 Y N N 7.200  3.775  16.907 6.844  -0.683 1.299  C41  IMA 27 
IMA C42  C42  C 0 1 Y N N 6.882  5.126  17.157 5.896  0.208  0.832  C42  IMA 28 
IMA C43  C43  C 0 1 Y N N 8.368  5.119  19.086 5.942  -0.866 -1.308 C43  IMA 29 
IMA N44  N44  N 1 1 N N N 8.435  1.711  17.401 8.308  -2.559 0.932  N44  IMA 30 
IMA C45  C45  C 0 1 N N N 9.282  1.739  16.207 9.528  -2.440 0.123  C45  IMA 31 
IMA C49  C49  C 0 1 N N N 7.221  0.923  17.121 7.788  -3.930 0.834  C49  IMA 32 
IMA C53  C53  C 0 1 N N N 9.154  0.860  18.365 8.619  -2.253 2.335  C53  IMA 33 
IMA O1   O1   O 0 1 N N N 1.749  11.123 24.703 -4.039 -2.766 0.023  O1   IMA 34 
IMA C1   C1   C 0 1 N N N 0.943  11.799 23.747 -5.378 -2.343 -0.242 C1   IMA 35 
IMA C2   C2   C 0 1 Y N N -0.012 12.576 24.599 -6.335 -3.449 0.122  C2   IMA 36 
IMA C3   C3   C 0 1 Y N N -1.142 13.132 23.989 -6.856 -3.518 1.401  C3   IMA 37 
IMA C4   C4   C 0 1 Y N N -2.087 13.812 24.785 -7.734 -4.532 1.735  C4   IMA 38 
IMA C5   C5   C 0 1 Y N N -1.873 13.925 26.175 -8.091 -5.476 0.791  C5   IMA 39 
IMA C6   C6   C 0 1 Y N N -0.724 13.391 26.784 -7.571 -5.407 -0.488 C6   IMA 40 
IMA C7   C7   C 0 1 Y N N 0.215  12.718 25.991 -6.696 -4.390 -0.823 C7   IMA 41 
IMA H12  H12  H 0 1 N N N 3.419  9.955  26.351 -4.846 -0.471 -0.940 H12  IMA 42 
IMA H13  H13  H 0 1 N N N 5.370  8.563  25.686 -3.403 1.407  -1.573 H13  IMA 43 
IMA H16  H16  H 0 1 N N N 2.527  10.750 22.137 -1.437 -2.770 0.216  H16  IMA 44 
IMA H17  H17  H 0 1 N N N 4.478  9.589  20.274 1.110  -1.324 -0.165 H17  IMA 45 
IMA H201 1H20 H 0 0 N N N 7.330  6.490  22.810 0.236  2.905  -2.346 H201 IMA 46 
IMA H202 2H20 H 0 0 N N N 6.464  6.643  24.273 -1.516 2.655  -2.537 H202 IMA 47 
IMA H22  H22  H 0 1 N N N 5.268  7.821  19.204 2.968  -0.323 -0.305 H22  IMA 48 
IMA H231 1H23 H 0 0 N N N 8.215  7.816  18.560 4.514  2.036  -0.459 H231 IMA 49 
IMA H232 2H23 H 0 0 N N N 6.984  7.721  17.370 4.548  1.238  -2.050 H232 IMA 50 
IMA H32  H32  H 0 1 N N N 8.055  6.471  25.761 -3.068 3.433  -0.865 H32  IMA 51 
IMA H33  H33  H 0 1 N N N 8.492  9.537  22.712 1.131  3.926  -0.320 H33  IMA 52 
IMA H34  H34  H 0 1 N N N 10.570 10.411 23.840 0.720  5.496  1.529  H34  IMA 53 
IMA H35  H35  H 0 1 N N N 11.433 9.262  25.883 -1.584 6.041  2.195  H35  IMA 54 
IMA H371 1H37 H 0 0 N N N 8.762  5.782  27.217 -3.356 6.379  2.613  H371 IMA 55 
IMA H372 2H37 H 0 0 N N N 9.558  5.914  28.682 -5.012 6.186  2.404  H372 IMA 56 
IMA H38  H38  H 0 1 N N N 12.011 6.196  27.264 -5.780 4.763  0.739  H38  IMA 57 
IMA H39  H39  H 0 1 N N N 9.363  3.235  19.510 7.283  -2.521 -1.496 H39  IMA 58 
IMA H41  H41  H 0 1 N N N 6.731  3.253  16.056 7.198  -0.611 2.317  H41  IMA 59 
IMA H42  H42  H 0 1 N N N 6.153  5.655  16.520 5.507  0.974  1.486  H42  IMA 60 
IMA H43  H43  H 0 1 N N N 8.806  5.643  19.952 5.589  -0.938 -2.326 H43  IMA 61 
IMA H451 1H45 H 0 0 N N N 10.184 2.383  16.328 9.298  -2.668 -0.918 H451 IMA 62 
IMA H452 2H45 H 0 0 N N N 9.531  0.683  15.952 9.914  -1.423 0.195  H452 IMA 63 
IMA H453 3H45 H 0 0 N N N 8.820  2.295  15.358 10.278 -3.140 0.490  H453 IMA 64 
IMA H491 1H49 H 0 0 N N N 6.600  1.399  16.327 8.538  -4.630 1.202  H491 IMA 65 
IMA H492 2H49 H 0 0 N N N 7.470  -0.133 16.866 6.883  -4.018 1.435  H492 IMA 66 
IMA H493 3H49 H 0 0 N N N 6.494  0.979  17.965 7.557  -4.157 -0.206 H493 IMA 67 
IMA H531 1H53 H 0 0 N N N 8.587  0.864  19.325 9.005  -1.236 2.407  H531 IMA 68 
IMA H532 2H53 H 0 0 N N N 9.403  -0.196 18.110 7.714  -2.341 2.935  H532 IMA 69 
IMA H533 3H53 H 0 0 N N N 10.096 1.381  18.657 9.369  -2.953 2.702  H533 IMA 70 
IMA HC11 1HC1 H 0 0 N N N 0.459  11.135 22.994 -5.603 -1.457 0.351  HC11 IMA 71 
IMA HC12 2HC1 H 0 0 N N N 1.512  12.411 23.009 -5.482 -2.108 -1.302 HC12 IMA 72 
IMA HC3  HC3  H 0 1 N N N -1.285 13.036 22.900 -6.577 -2.780 2.138  HC3  IMA 73 
IMA HC4  HC4  H 0 1 N N N -2.987 14.252 24.324 -8.140 -4.587 2.735  HC4  IMA 74 
IMA HC5  HC5  H 0 1 N N N -2.621 14.442 26.800 -8.776 -6.269 1.053  HC5  IMA 75 
IMA HC6  HC6  H 0 1 N N N -0.561 13.499 27.870 -7.850 -6.144 -1.225 HC6  IMA 76 
IMA HC7  HC7  H 0 1 N N N 1.124  12.304 26.458 -6.290 -4.335 -1.822 HC7  IMA 77 
# 
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 
IMA C11 C12  DOUB Y N 1  
IMA C11 C16  SING Y N 2  
IMA C11 O1   SING N N 3  
IMA C12 C13  SING Y N 4  
IMA C12 H12  SING N N 5  
IMA C13 C14  DOUB Y N 6  
IMA C13 H13  SING N N 7  
IMA C14 C15  SING Y N 8  
IMA C14 N18  SING Y N 9  
IMA C15 C16  DOUB Y N 10 
IMA C15 C17  SING Y N 11 
IMA C16 H16  SING N N 12 
IMA C17 C19  DOUB Y N 13 
IMA C17 H17  SING N N 14 
IMA N18 C19  SING Y N 15 
IMA N18 C20  SING N N 16 
IMA C19 C21  SING N N 17 
IMA C20 C28  SING N N 18 
IMA C20 H201 SING N N 19 
IMA C20 H202 SING N N 20 
IMA C21 N22  SING N N 21 
IMA C21 O27  DOUB N N 22 
IMA N22 C23  SING N N 23 
IMA N22 H22  SING N N 24 
IMA C23 C24  SING N N 25 
IMA C23 H231 SING N N 26 
IMA C23 H232 SING N N 27 
IMA C24 C42  DOUB Y N 28 
IMA C24 C43  SING Y N 29 
IMA C28 C32  DOUB Y N 30 
IMA C28 C33  SING Y N 31 
IMA C31 C32  SING Y N 32 
IMA C31 C35  DOUB Y N 33 
IMA C31 C36  SING N N 34 
IMA C32 H32  SING N N 35 
IMA C33 C34  DOUB Y N 36 
IMA C33 H33  SING N N 37 
IMA C34 C35  SING Y N 38 
IMA C34 H34  SING N N 39 
IMA C35 H35  SING N N 40 
IMA C36 N37  SING N N 41 
IMA C36 N38  DOUB N N 42 
IMA N37 H371 SING N N 43 
IMA N37 H372 SING N N 44 
IMA N38 H38  SING N N 45 
IMA C39 C40  SING Y N 46 
IMA C39 C43  DOUB Y N 47 
IMA C39 H39  SING N N 48 
IMA C40 C41  DOUB Y N 49 
IMA C40 N44  SING N N 50 
IMA C41 C42  SING Y N 51 
IMA C41 H41  SING N N 52 
IMA C42 H42  SING N N 53 
IMA C43 H43  SING N N 54 
IMA N44 C45  SING N N 55 
IMA N44 C49  SING N N 56 
IMA N44 C53  SING N N 57 
IMA C45 H451 SING N N 58 
IMA C45 H452 SING N N 59 
IMA C45 H453 SING N N 60 
IMA C49 H491 SING N N 61 
IMA C49 H492 SING N N 62 
IMA C49 H493 SING N N 63 
IMA C53 H531 SING N N 64 
IMA C53 H532 SING N N 65 
IMA C53 H533 SING N N 66 
IMA O1  C1   SING N N 67 
IMA C1  C2   SING N N 68 
IMA C1  HC11 SING N N 69 
IMA C1  HC12 SING N N 70 
IMA C2  C3   DOUB Y N 71 
IMA C2  C7   SING Y N 72 
IMA C3  C4   SING Y N 73 
IMA C3  HC3  SING N N 74 
IMA C4  C5   DOUB Y N 75 
IMA C4  HC4  SING N N 76 
IMA C5  C6   SING Y N 77 
IMA C5  HC5  SING N N 78 
IMA C6  C7   DOUB Y N 79 
IMA C6  HC6  SING N N 80 
IMA C7  HC7  SING N N 81 
# 
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 
IMA SMILES           ACDLabs              10.04 O=C(NCc1ccc(cc1)[N+](C)(C)C)c4cc3cc(OCc2ccccc2)ccc3n4Cc5cc(C(=[N@H])N)ccc5 
IMA InChI            InChI                1.02b 
InChI=1/C34H35N5O2/c1-39(2,3)29-14-12-24(13-15-29)21-37-34(40)32-20-28-19-30(41-23-25-8-5-4-6-9-25)16-17-31(28)38(32)22-26-10-7-11-27(18-26)33(35)36/h4-20H,21-23H2,1-3H3,(H3-,35,36,37,40)/p+1/fC34H36N5O2/h35,37H,36H2/q+1 
IMA InChIKey         InChI                1.02b UFKJQTGPBFWMGT-CGXQWKIQCT 
IMA SMILES_CANONICAL CACTVS               3.341 C[N+](C)(C)c1ccc(CNC(=O)c2cc3cc(OCc4ccccc4)ccc3n2Cc5cccc(c5)C(N)=N)cc1 
IMA SMILES           CACTVS               3.341 C[N+](C)(C)c1ccc(CNC(=O)c2cc3cc(OCc4ccccc4)ccc3n2Cc5cccc(c5)C(N)=N)cc1 
IMA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N+](C)(C)c1ccc(cc1)CNC(=O)c2cc3cc(ccc3n2Cc4cccc(c4)C(=N)N)OCc5ccccc5 
IMA SMILES           "OpenEye OEToolkits" 1.5.0 C[N+](C)(C)c1ccc(cc1)CNC(=O)c2cc3cc(ccc3n2Cc4cccc(c4)C(=N)N)OCc5ccccc5 
# 
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 
IMA "SYSTEMATIC NAME" ACDLabs              10.04 4-[({[5-(benzyloxy)-1-(3-carbamimidoylbenzyl)-1H-indol-2-yl]carbonyl}amino)methyl]-N,N,N-trimethylanilinium       
IMA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [4-[[[1-[(3-carbamimidoylphenyl)methyl]-5-phenylmethoxy-indol-2-yl]carbonylamino]methyl]phenyl]-trimethyl-azanium 
# 
