data_P14
# 
_chem_comp.id                                    P14 
_chem_comp.name                                  N-[2-(2-{[(4-{[AMINO(IMINO)METHYL]AMINO}BUTYL)AMINO]METHYL}-4-METHOXYPHENOXY)ETHYL]GUANIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H31 N7 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "RBT203 INHIBITOR" 
_chem_comp.pdbx_formal_charge                    2 
_chem_comp.pdbx_initial_date                     2003-12-18 
_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                        353.463 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P14 
_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 
P14 C1   C1   C 0 1 Y N N -3.133 0.601  19.902 3.608  -4.167 -4.307 C1   P14 1  
P14 C2   C2   C 0 1 Y N N -4.033 -0.166 19.126 2.907  -3.787 -3.167 C2   P14 2  
P14 C3   C3   C 0 1 Y N N -5.369 -0.292 19.536 3.404  -4.077 -1.901 C3   P14 3  
P14 C4   C4   C 0 1 Y N N -5.807 0.294  20.727 4.617  -4.754 -1.773 C4   P14 4  
P14 C5   C5   C 0 1 Y N N -4.904 1.046  21.492 5.326  -5.137 -2.912 C5   P14 5  
P14 C6   C6   C 0 1 Y N N -3.577 1.205  21.082 4.821  -4.843 -4.179 C6   P14 6  
P14 OA   OA   O 0 1 N N N -1.766 0.687  19.517 3.129  -3.887 -5.551 OA   P14 7  
P14 CB   CB   C 0 1 N N N -1.178 1.944  19.181 3.473  -4.795 -6.596 CB   P14 8  
P14 CG   CG   C 0 1 N N N -1.857 2.592  17.957 2.368  -4.807 -7.637 CG   P14 9  
P14 ND   ND   N 0 1 N N N -0.823 3.172  17.031 1.106  -5.272 -7.017 ND   P14 10 
P14 CE   CE   C 0 1 N N N -0.165 4.348  17.266 -0.067 -5.378 -7.746 CE   P14 11 
P14 NZ1  NZ1  N 1 1 N N N -0.472 5.114  18.349 -0.045 -5.037 -9.094 NZ1  P14 12 
P14 NZ2  NZ2  N 0 1 N N N 0.797  4.763  16.388 -1.259 -5.814 -7.176 NZ2  P14 13 
P14 CA   CA   C 0 1 N N N -3.562 -0.905 17.916 1.601  -3.057 -3.286 CA   P14 14 
P14 NB   NB   N 0 1 N N N -2.603 -1.956 18.318 0.468  -3.971 -3.340 NB   P14 15 
P14 CG1  CG1  C 0 1 N N N -1.631 -2.282 17.259 -0.787 -3.240 -3.443 CG1  P14 16 
P14 CD   CD   C 0 1 N N N -2.298 -3.016 16.091 -1.988 -4.179 -3.433 CD   P14 17 
P14 CE1  CE1  C 0 1 N N N -1.261 -3.534 15.092 -3.316 -3.418 -3.515 CE1  P14 18 
P14 CZ   CZ   C 0 1 N N N -0.525 -2.425 14.339 -4.523 -4.350 -3.524 CZ   P14 19 
P14 NH   NH   N 0 1 N N N 0.745  -3.003 13.817 -4.519 -5.243 -4.650 NH   P14 20 
P14 CI   CI   C 0 1 N N N 1.678  -2.219 13.208 -5.527 -6.200 -4.880 CI   P14 21 
P14 NJ1  NJ1  N 1 1 N N N 2.954  -2.684 13.111 -6.595 -6.314 -3.996 NJ1  P14 22 
P14 NJ2  NJ2  N 0 1 N N N 1.345  -1.000 12.693 -5.472 -7.038 -5.989 NJ2  P14 23 
P14 O1   O1   O 0 1 N N N -7.149 0.089  21.144 5.110  -5.040 -0.537 O1   P14 24 
P14 C11  C11  C 0 1 N N N -7.413 -0.299 22.489 6.355  -5.735 -0.479 C11  P14 25 
P14 H3   H3   H 0 1 N N N -6.065 -0.854 18.930 2.855  -3.780 -1.011 H3   P14 26 
P14 H5   H5   H 0 1 N N N -5.234 1.513  22.403 6.271  -5.665 -2.819 H5   P14 27 
P14 H6   H6   H 0 1 N N N -2.895 1.781  21.690 5.378  -5.145 -5.062 H6   P14 28 
P14 HB1  1HB  H 0 1 N N N -0.107 1.740  18.968 4.409  -4.453 -7.047 HB1  P14 29 
P14 HB2  2HB  H 0 1 N N N -1.224 2.634  20.051 3.628  -5.789 -6.163 HB2  P14 30 
P14 HG1  1HG  H 0 1 N N N -2.567 3.387  18.271 2.200  -3.807 -8.048 HG1  P14 31 
P14 HG2  2HG  H 0 1 N N N -2.410 1.842  17.357 2.620  -5.492 -8.452 HG2  P14 32 
P14 HD   HD   H 0 1 N N N -0.592 2.663  16.199 1.109  -5.514 -6.037 HD   P14 33 
P14 HZ11 1HZ1 H 0 0 N N N -1.177 4.814  18.994 0.809  -4.714 -9.542 HZ11 P14 34 
P14 HZ12 2HZ1 H 0 0 N N N -0.003 5.983  18.511 -0.883 -5.100 -9.667 HZ12 P14 35 
P14 HZ21 1HZ2 H 0 0 N N N 1.015  4.206  15.586 -2.108 -5.885 -7.731 HZ21 P14 36 
P14 HZ22 2HZ2 H 0 0 N N N 1.289  5.621  16.543 -1.323 -6.072 -6.195 HZ22 P14 37 
P14 HA1  1HA  H 0 1 N N N -3.052 -0.190 17.239 1.454  -2.388 -2.431 HA1  P14 38 
P14 HA2  2HA  H 0 1 N N N -4.416 -1.382 17.391 1.576  -2.440 -4.190 HA2  P14 39 
P14 HB11 1HB1 H 0 0 N N N -3.116 -2.807 18.621 0.569  -4.582 -4.150 HB11 P14 40 
P14 HG11 1HG1 H 0 0 N N N -0.848 -2.925 17.717 -0.761 -2.641 -4.359 HG11 P14 41 
P14 HG12 2HG1 H 0 0 N N N -1.164 -1.330 16.928 -0.841 -2.554 -2.592 HG12 P14 42 
P14 HD1  1HD  H 0 1 N N N -3.017 -2.352 15.563 -1.964 -4.771 -2.511 HD1  P14 43 
P14 HD2  2HD  H 0 1 N N N -2.859 -3.893 16.487 -1.906 -4.878 -4.273 HD2  P14 44 
P14 HE1  1HE  H 0 1 N N N -1.771 -4.185 14.351 -3.330 -2.790 -4.414 HE1  P14 45 
P14 HE2  2HE  H 0 1 N N N -0.541 -4.163 15.664 -3.399 -2.748 -2.651 HE2  P14 46 
P14 HZ1  1HZ  H 0 1 N N N -0.249 -1.586 15.012 -5.447 -3.766 -3.583 HZ1  P14 47 
P14 HZ2  2HZ  H 0 1 N N N -1.128 -2.035 13.495 -4.563 -4.958 -2.614 HZ2  P14 48 
P14 HH   HH   H 0 1 N N N 0.997  -3.938 14.066 -3.757 -5.213 -5.343 HH   P14 49 
P14 HJ11 1HJ1 H 0 0 N N N 3.188  -3.601 13.444 -6.666 -5.716 -3.176 HJ11 P14 50 
P14 HJ12 2HJ1 H 0 0 N N N 3.676  -2.124 12.702 -7.332 -6.998 -4.146 HJ12 P14 51 
P14 HJ21 1HJ2 H 0 0 N N N 0.402  -0.673 12.759 -6.199 -7.729 -6.158 HJ21 P14 52 
P14 HJ22 2HJ2 H 0 0 N N N 2.030  -0.438 12.227 -4.710 -6.993 -6.660 HJ22 P14 53 
P14 H11  1H1  H 0 1 N N N -7.025 0.464  23.197 7.173  -5.013 -0.409 H11  P14 54 
P14 H12  2H1  H 0 1 N N N -6.932 -1.280 22.696 6.473  -6.348 -1.376 H12  P14 55 
P14 H13  3H1  H 0 1 N N N -8.510 -0.392 22.629 6.363  -6.378 0.404  H13  P14 56 
# 
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 
P14 C1  C2   DOUB Y N 1  
P14 C1  C6   SING Y N 2  
P14 C1  OA   SING N N 3  
P14 C2  C3   SING Y N 4  
P14 C2  CA   SING N N 5  
P14 C3  C4   DOUB Y N 6  
P14 C3  H3   SING N N 7  
P14 C4  C5   SING Y N 8  
P14 C4  O1   SING N N 9  
P14 C5  C6   DOUB Y N 10 
P14 C5  H5   SING N N 11 
P14 C6  H6   SING N N 12 
P14 OA  CB   SING N N 13 
P14 CB  CG   SING N N 14 
P14 CB  HB1  SING N N 15 
P14 CB  HB2  SING N N 16 
P14 CG  ND   SING N N 17 
P14 CG  HG1  SING N N 18 
P14 CG  HG2  SING N N 19 
P14 ND  CE   SING N N 20 
P14 ND  HD   SING N N 21 
P14 CE  NZ1  DOUB N N 22 
P14 CE  NZ2  SING N N 23 
P14 NZ1 HZ11 SING N N 24 
P14 NZ1 HZ12 SING N N 25 
P14 NZ2 HZ21 SING N N 26 
P14 NZ2 HZ22 SING N N 27 
P14 CA  NB   SING N N 28 
P14 CA  HA1  SING N N 29 
P14 CA  HA2  SING N N 30 
P14 NB  CG1  SING N N 31 
P14 NB  HB11 SING N N 32 
P14 CG1 CD   SING N N 33 
P14 CG1 HG11 SING N N 34 
P14 CG1 HG12 SING N N 35 
P14 CD  CE1  SING N N 36 
P14 CD  HD1  SING N N 37 
P14 CD  HD2  SING N N 38 
P14 CE1 CZ   SING N N 39 
P14 CE1 HE1  SING N N 40 
P14 CE1 HE2  SING N N 41 
P14 CZ  NH   SING N N 42 
P14 CZ  HZ1  SING N N 43 
P14 CZ  HZ2  SING N N 44 
P14 NH  CI   SING N N 45 
P14 NH  HH   SING N N 46 
P14 CI  NJ1  DOUB N N 47 
P14 CI  NJ2  SING N N 48 
P14 NJ1 HJ11 SING N N 49 
P14 NJ1 HJ12 SING N N 50 
P14 NJ2 HJ21 SING N N 51 
P14 NJ2 HJ22 SING N N 52 
P14 O1  C11  SING N N 53 
P14 C11 H11  SING N N 54 
P14 C11 H12  SING N N 55 
P14 C11 H13  SING N N 56 
# 
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 
P14 SMILES           ACDLabs              10.04 O(c1ccc(OC)cc1CNCCCCNC(=[NH2+])\N)CCNC(=[NH2+])\N                                                                                                                                    
P14 InChI            InChI                1.02b InChI=1/C16H29N7O2/c1-24-13-4-5-14(25-9-8-23-16(19)20)12(10-13)11-21-6-2-3-7-22-15(17)18/h4-5,10,21H,2-3,6-9,11H2,1H3,(H4,17,18,22)(H4,19,20,23)/p+2/fC16H31N7O2/h22-23H,17-20H2/q+2 
P14 InChIKey         InChI                1.02b ZCQAXURCNFAREC-RLDIEACYCE                                                                                                                                                            
P14 SMILES_CANONICAL CACTVS               3.341 COc1ccc(OCCNC(N)=[NH2+])c(CNCCCCNC(N)=[NH2+])c1                                                                                                                                      
P14 SMILES           CACTVS               3.341 COc1ccc(OCCNC(N)=[NH2+])c(CNCCCCNC(N)=[NH2+])c1                                                                                                                                      
P14 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccc(c(c1)CNCCCCNC(=[NH2+])N)OCCNC(=[NH2+])N                                                                                                                                      
P14 SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccc(c(c1)CNCCCCNC(=[NH2+])N)OCCNC(=[NH2+])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 
P14 "SYSTEMATIC NAME" ACDLabs              10.04 amino{[2-(2-{[(4-{[amino(iminio)methyl]amino}butyl)amino]methyl}-4-methoxyphenoxy)ethyl]amino}methaniminium              
P14 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [amino-[2-[2-[[4-[(amino-azaniumylidene-methyl)amino]butylamino]methyl]-4-methoxy-phenoxy]ethylamino]methylidene]azanium 
# 
