data_PRM
# 
_chem_comp.id                                    PRM 
_chem_comp.name                                  3,8-DIAMINO-5[3-(DIETHYLMETHYLAMMONIO)PROPYL]-6-PHENYLPHENANTHRIDINIUM 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H34 N4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         PROPIDIUM 
_chem_comp.pdbx_formal_charge                    2 
_chem_comp.pdbx_initial_date                     2002-12-11 
_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                        414.586 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PRM 
_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        1N5R 
_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 
PRM C16  C16  C 0 1 Y N N 37.727 25.772 9.693  -4.408 0.825  -0.830 C16  PRM 1  
PRM C17  C17  C 0 1 Y N N 38.507 25.953 8.522  -3.109 0.727  -0.335 C17  PRM 2  
PRM C18  C18  C 0 1 Y N N 37.999 25.313 7.297  -2.533 -0.545 -0.107 C18  PRM 3  
PRM C19  C19  C 0 1 Y N N 36.783 24.536 7.416  -3.275 -1.694 -0.383 C19  PRM 4  
PRM C20  C20  C 0 1 Y N N 36.052 24.380 8.628  -4.562 -1.570 -0.874 C20  PRM 5  
PRM C21  C21  C 0 1 Y N N 36.528 25.008 9.776  -5.120 -0.310 -1.095 C21  PRM 6  
PRM C22  C22  C 0 1 Y N N 38.771 25.439 6.078  -1.164 -0.611 0.410  C22  PRM 7  
PRM N23  N23  N 1 1 Y N N 40.089 26.024 6.038  -0.490 0.486  0.666  N23  PRM 8  
PRM C24  C24  C 0 1 Y N N 40.613 26.485 7.264  -0.984 1.718  0.470  C24  PRM 9  
PRM C25  C25  C 0 1 Y N N 39.828 26.493 8.518  -2.293 1.908  -0.031 C25  PRM 10 
PRM C26  C26  C 0 1 Y N N 41.971 26.953 7.372  -0.201 2.846  0.762  C26  PRM 11 
PRM C27  C27  C 0 1 Y N N 42.588 27.395 8.561  -0.716 4.110  0.558  C27  PRM 12 
PRM C28  C28  C 0 1 Y N N 41.838 27.391 9.750  -2.010 4.280  0.063  C28  PRM 13 
PRM C29  C29  C 0 1 Y N N 40.481 26.942 9.696  -2.789 3.198  -0.228 C29  PRM 14 
PRM C30  C30  C 0 1 Y N N 38.172 24.963 4.786  -0.535 -1.929 0.651  C30  PRM 15 
PRM C31  C31  C 0 1 Y N N 37.470 25.903 3.952  -0.376 -2.832 -0.401 C31  PRM 16 
PRM C32  C32  C 0 1 Y N N 36.930 25.479 2.701  0.210  -4.060 -0.170 C32  PRM 17 
PRM C33  C33  C 0 1 Y N N 37.082 24.135 2.283  0.641  -4.395 1.102  C33  PRM 18 
PRM C34  C34  C 0 1 Y N N 37.774 23.209 3.114  0.485  -3.505 2.149  C34  PRM 19 
PRM C35  C35  C 0 1 Y N N 38.317 23.622 4.363  -0.094 -2.272 1.929  C35  PRM 20 
PRM N36  N36  N 0 1 N N N 34.871 23.610 8.704  -5.310 -2.716 -1.152 N36  PRM 21 
PRM N37  N37  N 0 1 N N N 43.915 27.845 8.585  0.065  5.230  0.850  N37  PRM 22 
PRM C41  C41  C 0 1 N N N 40.894 26.187 4.741  0.873  0.359  1.187  C41  PRM 23 
PRM C42  C42  C 0 1 N N N 41.834 25.063 4.316  1.870  0.423  0.028  C42  PRM 24 
PRM C43  C43  C 0 1 N N N 42.194 25.118 2.832  3.294  0.290  0.572  C43  PRM 25 
PRM N44  N44  N 1 1 N N N 43.542 24.644 2.250  4.251  0.352  -0.541 N44  PRM 26 
PRM C44  C44  C 0 1 N N N 43.598 23.120 2.272  5.618  0.224  -0.018 C44  PRM 27 
PRM C45  C45  C 0 1 N N N 42.454 22.193 1.845  6.615  0.288  -1.177 C45  PRM 28 
PRM C46  C46  C 0 1 N N N 44.699 25.150 3.076  4.111  1.638  -1.236 C46  PRM 29 
PRM C47  C47  C 0 1 N N N 43.690 25.122 0.810  3.981  -0.745 -1.480 C47  PRM 30 
PRM C48  C48  C 0 1 N N N 44.967 25.045 -0.035 4.127  -2.085 -0.756 C48  PRM 31 
PRM H16  H16  H 0 1 N N N 38.082 26.265 10.614 -4.850 1.795  -1.005 H16  PRM 32 
PRM H19  H19  H 0 1 N N N 36.386 24.028 6.521  -2.848 -2.672 -0.214 H19  PRM 33 
PRM H21  H21  H 0 1 N N N 35.972 24.903 10.723 -6.126 -0.231 -1.478 H21  PRM 34 
PRM H26  H26  H 0 1 N N N 42.595 26.975 6.462  0.801  2.724  1.146  H26  PRM 35 
PRM H28  H28  H 0 1 N N N 42.299 27.729 10.694 -2.398 5.276  -0.091 H28  PRM 36 
PRM H29  H29  H 0 1 N N N 39.896 26.942 10.631 -3.789 3.340  -0.610 H29  PRM 37 
PRM H31  H31  H 0 1 N N N 37.346 26.951 4.272  -0.712 -2.571 -1.393 H31  PRM 38 
PRM H32  H32  H 0 1 N N N 36.393 26.193 2.054  0.334  -4.760 -0.983 H32  PRM 39 
PRM H33  H33  H 0 1 N N N 36.664 23.811 1.315  1.099  -5.357 1.278  H33  PRM 40 
PRM H34  H34  H 0 1 N N N 37.891 22.162 2.787  0.822  -3.773 3.139  H34  PRM 41 
PRM H35  H35  H 0 1 N N N 38.851 22.901 5.005  -0.215 -1.577 2.748  H35  PRM 42 
PRM H361 1H36 H 0 0 N N N 35.087 22.678 8.351  -6.213 -2.634 -1.496 H361 PRM 43 
PRM H362 2H36 H 0 0 N N N 34.347 23.498 9.572  -4.927 -3.594 -1.000 H362 PRM 44 
PRM H371 1H37 H 0 0 N N N 44.004 28.589 7.893  0.965  5.117  1.193  H371 PRM 45 
PRM H372 2H37 H 0 0 N N N 44.361 28.165 9.445  -0.292 6.120  0.708  H372 PRM 46 
PRM H411 1H41 H 0 0 N N N 41.471 27.140 4.791  0.977  -0.596 1.703  H411 PRM 47 
PRM H412 2H41 H 0 0 N N N 40.190 26.405 3.904  1.074  1.172  1.884  H412 PRM 48 
PRM H421 1H42 H 0 0 N N N 41.413 24.067 4.587  1.766  1.377  -0.488 H421 PRM 49 
PRM H422 2H42 H 0 0 N N N 42.752 25.050 4.949  1.670  -0.391 -0.669 H422 PRM 50 
PRM H431 1H43 H 0 0 N N N 42.048 26.172 2.500  3.398  -0.665 1.088  H431 PRM 51 
PRM H432 2H43 H 0 0 N N N 41.391 24.574 2.281  3.494  1.103  1.269  H432 PRM 52 
PRM H441 1H44 H 0 0 N N N 43.882 22.824 3.309  5.722  -0.731 0.498  H441 PRM 53 
PRM H442 2H44 H 0 0 N N N 44.492 22.823 1.676  5.818  1.037  0.679  H442 PRM 54 
PRM H451 1H45 H 0 0 N N N 42.171 22.489 0.808  6.415  -0.525 -1.874 H451 PRM 55 
PRM H452 2H45 H 0 0 N N N 42.495 21.079 1.861  6.511  1.243  -1.693 H452 PRM 56 
PRM H453 3H45 H 0 0 N N N 41.560 22.490 2.441  7.629  0.193  -0.790 H453 PRM 57 
PRM H461 1H46 H 0 0 N N N 44.593 24.866 4.149  4.821  1.684  -2.062 H461 PRM 58 
PRM H462 2H46 H 0 0 N N N 45.673 24.808 2.655  3.097  1.733  -1.624 H462 PRM 59 
PRM H463 3H46 H 0 0 N N N 44.668 26.259 3.190  4.311  2.452  -0.539 H463 PRM 60 
PRM H471 1H47 H 0 0 N N N 43.367 26.189 0.797  2.967  -0.650 -1.868 H471 PRM 61 
PRM H472 2H47 H 0 0 N N N 42.892 24.609 0.224  4.692  -0.699 -2.306 H472 PRM 62 
PRM H481 1H48 H 0 0 N N N 45.290 23.978 -0.022 3.927  -2.898 -1.453 H481 PRM 63 
PRM H482 2H48 H 0 0 N N N 45.075 25.395 -1.088 5.142  -2.180 -0.368 H482 PRM 64 
PRM H483 3H48 H 0 0 N N N 45.765 25.558 0.551  3.417  -2.131 0.070  H483 PRM 65 
# 
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 
PRM C16 C17  DOUB Y N 1  
PRM C16 C21  SING Y N 2  
PRM C16 H16  SING N N 3  
PRM C17 C18  SING Y N 4  
PRM C17 C25  SING Y N 5  
PRM C18 C19  DOUB Y N 6  
PRM C18 C22  SING Y N 7  
PRM C19 C20  SING Y N 8  
PRM C19 H19  SING N N 9  
PRM C20 C21  DOUB Y N 10 
PRM C20 N36  SING N N 11 
PRM C21 H21  SING N N 12 
PRM C22 N23  DOUB Y N 13 
PRM C22 C30  SING N N 14 
PRM N23 C24  SING Y N 15 
PRM N23 C41  SING N N 16 
PRM C24 C25  DOUB Y N 17 
PRM C24 C26  SING Y N 18 
PRM C25 C29  SING Y N 19 
PRM C26 C27  DOUB Y N 20 
PRM C26 H26  SING N N 21 
PRM C27 C28  SING Y N 22 
PRM C27 N37  SING N N 23 
PRM C28 C29  DOUB Y N 24 
PRM C28 H28  SING N N 25 
PRM C29 H29  SING N N 26 
PRM C30 C31  DOUB Y N 27 
PRM C30 C35  SING Y N 28 
PRM C31 C32  SING Y N 29 
PRM C31 H31  SING N N 30 
PRM C32 C33  DOUB Y N 31 
PRM C32 H32  SING N N 32 
PRM C33 C34  SING Y N 33 
PRM C33 H33  SING N N 34 
PRM C34 C35  DOUB Y N 35 
PRM C34 H34  SING N N 36 
PRM C35 H35  SING N N 37 
PRM N36 H361 SING N N 38 
PRM N36 H362 SING N N 39 
PRM N37 H371 SING N N 40 
PRM N37 H372 SING N N 41 
PRM C41 C42  SING N N 42 
PRM C41 H411 SING N N 43 
PRM C41 H412 SING N N 44 
PRM C42 C43  SING N N 45 
PRM C42 H421 SING N N 46 
PRM C42 H422 SING N N 47 
PRM C43 N44  SING N N 48 
PRM C43 H431 SING N N 49 
PRM C43 H432 SING N N 50 
PRM N44 C44  SING N N 51 
PRM N44 C46  SING N N 52 
PRM N44 C47  SING N N 53 
PRM C44 C45  SING N N 54 
PRM C44 H441 SING N N 55 
PRM C44 H442 SING N N 56 
PRM C45 H451 SING N N 57 
PRM C45 H452 SING N N 58 
PRM C45 H453 SING N N 59 
PRM C46 H461 SING N N 60 
PRM C46 H462 SING N N 61 
PRM C46 H463 SING N N 62 
PRM C47 C48  SING N N 63 
PRM C47 H471 SING N N 64 
PRM C47 H472 SING N N 65 
PRM C48 H481 SING N N 66 
PRM C48 H482 SING N N 67 
PRM C48 H483 SING N N 68 
# 
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 
PRM SMILES           ACDLabs              10.04 c4c3c1ccc(cc1c(c2ccccc2)[n+](c3cc(N)c4)CCC[N+](CC)(CC)C)N                                                                                                                                
PRM InChI            InChI                1.02b InChI=1/C27H33N4/c1-4-31(3,5-2)17-9-16-30-26-19-22(29)13-15-24(26)23-14-12-21(28)18-25(23)27(30)20-10-7-6-8-11-20/h6-8,10-15,18-19,29H,4-5,9,16-17,28H2,1-3H3/q+1/p+1/fC27H34N4/h29H/q+2 
PRM InChIKey         InChI                1.02b ZDWVWKDAWBGPDN-RXFFIJQVCT                                                                                                                                                                
PRM SMILES_CANONICAL CACTVS               3.341 CC[N+](C)(CC)CCC[n+]1c2cc(N)ccc2c3ccc(N)cc3c1c4ccccc4                                                                                                                                    
PRM SMILES           CACTVS               3.341 CC[N+](C)(CC)CCC[n+]1c2cc(N)ccc2c3ccc(N)cc3c1c4ccccc4                                                                                                                                    
PRM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[N+](C)(CC)CCC[n+]1c2cc(ccc2c3ccc(cc3c1c4ccccc4)N)N                                                                                                                                    
PRM SMILES           "OpenEye OEToolkits" 1.5.0 CC[N+](C)(CC)CCC[n+]1c2cc(ccc2c3ccc(cc3c1c4ccccc4)N)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 
PRM "SYSTEMATIC NAME" ACDLabs              10.04 3,8-diamino-5-{3-[diethyl(methyl)ammonio]propyl}-6-phenylphenanthridinium      
PRM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-(3,8-diamino-6-phenyl-phenanthridin-5-ium-5-yl)propyl-diethyl-methyl-azanium 
# 
