data_P12
# 
_chem_comp.id                                    P12 
_chem_comp.name                                  4-[AMINO(IMINO)METHYL]-1-[2-(3-AMMONIOPROPOXY)-5-METHOXYBENZYL]PIPERAZIN-1-IUM 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H29 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "RBT205 INHIBITOR" 
_chem_comp.pdbx_formal_charge                    2 
_chem_comp.pdbx_initial_date                     2003-12-19 
_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                        323.434 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P12 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
P12 C5   C5   C 0 1 Y N N -9.912  1.317  -1.727 -5.376 -5.721  -0.328 C5   P12 1  
P12 C4   C4   C 0 1 Y N N -11.137 1.889  -1.294 -5.072 -5.757  -1.689 C4   P12 2  
P12 C3   C3   C 0 1 Y N N -11.696 1.511  -0.043 -3.742 -5.756  -2.108 C3   P12 3  
P12 C2   C2   C 0 1 Y N N -11.029 0.558  0.776  -2.721 -5.719  -1.163 C2   P12 4  
P12 C1   C1   C 0 1 Y N N -9.803  -0.014 0.339  -3.017 -5.683  0.196  C1   P12 5  
P12 C6   C6   C 0 1 Y N N -9.246  0.365  -0.911 -4.348 -5.684  0.615  C6   P12 6  
P12 OA   OA   O 0 1 N N N -9.131  -0.976 1.157  -2.026 -5.646  1.130  OA   P12 7  
P12 CB   CB   C 0 1 N N N -7.927  -0.411 1.691  -2.315 -4.978  2.356  CB   P12 8  
P12 CG   CG   C 0 1 N N N -7.000  -1.542 2.139  -1.024 -4.406  2.923  CG   P12 9  
P12 CD   CD   C 0 1 N N N -5.969  -1.009 3.139  -0.010 -5.502  3.204  CD   P12 10 
P12 NE   NE   N 1 1 N N N -4.690  -0.752 2.440  1.241  -4.889  3.710  NE   P12 11 
P12 CG1  CG1  C 0 1 N N N -13.687 1.405  2.637  -0.946 -8.083  -0.912 CG1  P12 12 
P12 CD1  CD1  C 0 1 N N N -13.319 1.573  4.121  -0.079 -8.966  -0.027 CD1  P12 13 
P12 NE1  NE1  N 0 1 N N N -12.805 0.302  4.721  1.329  -8.838  -0.379 NE1  P12 14 
P12 CD2  CD2  C 0 1 N N N -13.304 -1.032 4.263  1.868  -7.486  -0.417 CD2  P12 15 
P12 CG2  CG2  C 0 1 N N N -13.705 -1.020 2.778  1.023  -6.586  -1.306 CG2  P12 16 
P12 NB   NB   N 1 1 N N N -13.129 0.150  2.064  -0.421 -6.664  -0.859 NB   P12 17 
P12 CA   CA   C 0 1 N N N -11.631 0.138  2.137  -1.296 -5.717  -1.631 CA   P12 18 
P12 CZ   CZ   C 0 1 N N N -12.035 0.370  5.897  2.113  -9.925  -0.587 CZ   P12 19 
P12 NH1  NH1  N 0 1 N N N -11.603 1.570  6.379  1.857  -11.080 0.071  NH1  P12 20 
P12 NH2  NH2  N 0 1 N N N -11.591 -0.767 6.505  3.153  -9.853  -1.451 NH2  P12 21 
P12 OA1  OA1  O 0 1 N N N -11.810 2.846  -2.117 -6.075 -5.794  -2.609 OA1  P12 22 
P12 CB1  CB1  C 0 1 N N N -11.699 4.144  -1.528 -7.413 -5.793  -2.111 CB1  P12 23 
P12 H5   H5   H 0 1 N N N -9.489  1.604  -2.678 -6.410 -5.722  0.004  H5   P12 24 
P12 H3   H3   H 0 1 N N N -12.628 1.945  0.282  -3.509 -5.785  -3.169 H3   P12 25 
P12 H6   H6   H 0 1 N N N -8.315  -0.072 -1.242 -4.591 -5.656  1.673  H6   P12 26 
P12 HB1  1HB  H 0 1 N N N -7.431  0.181  0.934  -3.040 -4.182  2.157  HB1  P12 27 
P12 HB2  2HB  H 0 1 N N N -8.169  0.215  2.537  -2.760 -5.699  3.049  HB2  P12 28 
P12 HG1  1HG  H 0 1 N N N -7.586  -2.317 2.605  -0.611 -3.673  2.218  HG1  P12 29 
P12 HG2  2HG  H 0 1 N N N -6.489  -1.948 1.279  -1.246 -3.845  3.839  HG2  P12 30 
P12 HD1  1HD  H 0 1 N N N -5.811  -1.740 3.921  0.253  -6.060  2.300  HD1  P12 31 
P12 HD2  2HD  H 0 1 N N N -6.331  -0.090 3.576  -0.359 -6.195  3.976  HD2  P12 32 
P12 HE1  1HE  H 0 1 N N N -4.102  -0.133 3.016  1.549  -5.342  4.577  HE1  P12 33 
P12 HE2  2HE  H 0 1 N N N -4.200  -1.644 2.283  1.108  -3.891  3.906  HE2  P12 34 
P12 HE3  3HE  H 0 1 N N N -4.879  -0.300 1.534  1.998  -4.976  3.022  HE3  P12 35 
P12 HG11 1HG1 H 0 0 N N N -14.763 1.386  2.542  -0.917 -8.401  -1.961 HG11 P12 36 
P12 HG12 2HG1 H 0 0 N N N -13.302 2.248  2.085  -1.981 -8.064  -0.559 HG12 P12 37 
P12 HD11 1HD1 H 0 0 N N N -12.559 2.333  4.197  -0.210 -8.690  1.027  HD11 P12 38 
P12 HD12 2HD1 H 0 0 N N N -14.194 1.893  4.667  -0.409 -10.007 -0.126 HD12 P12 39 
P12 HD21 1HD2 H 0 0 N N N -12.526 -1.764 4.398  2.899  -7.492  -0.790 HD21 P12 40 
P12 HD22 2HD2 H 0 0 N N N -14.160 -1.312 4.858  1.901  -7.086  0.604  HD22 P12 41 
P12 HG21 1HG2 H 0 0 N N N -14.781 -0.985 2.702  1.337  -5.540  -1.223 HG21 P12 42 
P12 HG22 2HG2 H 0 0 N N N -13.347 -1.927 2.311  1.055  -6.900  -2.355 HG22 P12 43 
P12 HB   HB   H 0 1 N N N -13.410 0.092  1.076  -0.459 -6.356  0.122  HB   P12 44 
P12 HA1  1HA  H 0 1 N N N -11.291 -0.860 2.382  -1.224 -6.010  -2.684 HA1  P12 45 
P12 HA2  2HA  H 0 1 N N N -11.297 0.824  2.901  -0.848 -4.722  -1.530 HA2  P12 46 
P12 HH11 1HH1 H 0 0 N N N -11.066 1.598  7.199  2.429  -11.906 -0.068 HH11 P12 47 
P12 HH21 1HH2 H 0 0 N N N -11.054 -0.703 7.322  3.754  -10.652 -1.623 HH21 P12 48 
P12 HH22 2HH2 H 0 0 N N N -11.805 -1.644 6.135  3.363  -9.000  -1.957 HH22 P12 49 
P12 HB11 1HB1 H 0 0 N N N -12.072 4.113  -0.515 -7.492 -6.492  -1.275 HB11 P12 50 
P12 HB12 2HB1 H 0 0 N N N -10.663 4.448  -1.520 -8.099 -6.085  -2.910 HB12 P12 51 
P12 HB3  3HB  H 0 1 N N N -12.278 4.851  -2.103 -7.663 -4.787  -1.767 HB3  P12 52 
# 
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 
P12 C5  C4   DOUB Y N 1  
P12 C5  C6   SING Y N 2  
P12 C5  H5   SING N N 3  
P12 C4  C3   SING Y N 4  
P12 C4  OA1  SING N N 5  
P12 C3  C2   DOUB Y N 6  
P12 C3  H3   SING N N 7  
P12 C2  C1   SING Y N 8  
P12 C2  CA   SING N N 9  
P12 C1  C6   DOUB Y N 10 
P12 C1  OA   SING N N 11 
P12 C6  H6   SING N N 12 
P12 OA  CB   SING N N 13 
P12 CB  CG   SING N N 14 
P12 CB  HB1  SING N N 15 
P12 CB  HB2  SING N N 16 
P12 CG  CD   SING N N 17 
P12 CG  HG1  SING N N 18 
P12 CG  HG2  SING N N 19 
P12 CD  NE   SING N N 20 
P12 CD  HD1  SING N N 21 
P12 CD  HD2  SING N N 22 
P12 NE  HE1  SING N N 23 
P12 NE  HE2  SING N N 24 
P12 NE  HE3  SING N N 25 
P12 CG1 CD1  SING N N 26 
P12 CG1 NB   SING N N 27 
P12 CG1 HG11 SING N N 28 
P12 CG1 HG12 SING N N 29 
P12 CD1 NE1  SING N N 30 
P12 CD1 HD11 SING N N 31 
P12 CD1 HD12 SING N N 32 
P12 NE1 CD2  SING N N 33 
P12 NE1 CZ   SING N N 34 
P12 CD2 CG2  SING N N 35 
P12 CD2 HD21 SING N N 36 
P12 CD2 HD22 SING N N 37 
P12 CG2 NB   SING N N 38 
P12 CG2 HG21 SING N N 39 
P12 CG2 HG22 SING N N 40 
P12 NB  CA   SING N N 41 
P12 NB  HB   SING N N 42 
P12 CA  HA1  SING N N 43 
P12 CA  HA2  SING N N 44 
P12 CZ  NH1  DOUB N E 45 
P12 CZ  NH2  SING N N 46 
P12 NH1 HH11 SING N N 47 
P12 NH2 HH21 SING N N 48 
P12 NH2 HH22 SING N N 49 
P12 OA1 CB1  SING N N 50 
P12 CB1 HB11 SING N N 51 
P12 CB1 HB12 SING N N 52 
P12 CB1 HB3  SING N N 53 
# 
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 
P12 SMILES           ACDLabs              10.04 [N@H]=C(N)N2CC[NH+](Cc1cc(OC)ccc1OCCC[NH3+])CC2                                                                                                                          
P12 InChI            InChI                1.02b InChI=1/C16H27N5O2/c1-22-14-3-4-15(23-10-2-5-17)13(11-14)12-20-6-8-21(9-7-20)16(18)19/h3-4,11H,2,5-10,12,17H2,1H3,(H3,18,19)/p+2/fC16H29N5O2/h17-18,20H,19H2/q+2/b18-16+ 
P12 InChIKey         InChI                1.02b XWWAFELYNPUCDX-OQLWNKMADF                                                                                                                                                
P12 SMILES_CANONICAL CACTVS               3.341 COc1ccc(OCCC[NH3+])c(C[NH+]2CCN(CC2)C(N)=N)c1                                                                                                                            
P12 SMILES           CACTVS               3.341 COc1ccc(OCCC[NH3+])c(C[NH+]2CCN(CC2)C(N)=N)c1                                                                                                                            
P12 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\N)/N1CC[NH+](CC1)Cc2cc(ccc2OCCC[NH3+])OC                                                                                                                        
P12 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)N1CC[NH+](CC1)Cc2cc(ccc2OCCC[NH3+])OC                                                                                                                           
# 
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 
P12 "SYSTEMATIC NAME" ACDLabs              10.04 1-[2-(3-ammoniopropoxy)-5-methoxybenzyl]-4-carbamimidoylpiperazin-1-ium            
P12 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[2-[(4-carbamimidoylpiperazin-1-ium-1-yl)methyl]-4-methoxy-phenoxy]propylazanium 
# 
