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 2020-06-17 _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 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" P14 InChI InChI 1.03 "InChI=1S/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" P14 InChIKey InChI 1.03 ZCQAXURCNFAREC-UHFFFAOYSA-P # # 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site P14 "Create component" 2003-12-18 EBI P14 "Modify descriptor" 2011-06-04 RCSB P14 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id P14 _pdbx_chem_comp_synonyms.name "RBT203 INHIBITOR" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##