data_73X # _chem_comp.id 73X _chem_comp.name "5-[4-(3,4-dichlorophenyl)piperazin-1-yl]pyrimidine-2,4-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H16 Cl2 N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-19 _chem_comp.pdbx_modified_date 2016-09-23 _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 339.223 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 73X _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5T0L _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 73X C12 C1 C 0 1 Y N N 31.247 93.303 -70.502 6.262 0.509 -0.097 C12 73X 1 73X C13 C2 C 0 1 Y N N 31.612 94.871 -72.226 4.539 -0.969 0.306 C13 73X 2 73X CL1 CL1 CL 0 0 N N N 41.467 96.154 -73.892 -6.282 -0.916 0.175 CL1 73X 3 73X C2 C3 C 0 1 Y N N 39.706 96.478 -73.841 -4.577 -0.642 -0.007 C2 73X 4 73X C1 C4 C 0 1 Y N N 38.809 95.501 -74.254 -3.711 -1.717 -0.099 C1 73X 5 73X C3 C5 C 0 1 Y N N 39.254 97.707 -73.389 -4.088 0.652 -0.065 C3 73X 6 73X CL CL2 CL 0 0 N N N 40.445 98.937 -72.866 -5.179 1.998 0.043 CL 73X 7 73X C4 C6 C 0 1 Y N N 37.894 97.990 -73.337 -2.731 0.873 -0.209 C4 73X 8 73X C5 C7 C 0 1 Y N N 36.987 97.018 -73.750 -1.859 -0.204 -0.295 C5 73X 9 73X C C8 C 0 1 Y N N 37.449 95.776 -74.201 -2.354 -1.501 -0.242 C 73X 10 73X N N1 N 0 1 N N N 35.609 97.257 -73.696 -0.487 0.015 -0.440 N 73X 11 73X C9 C9 C 0 1 N N N 35.011 98.098 -72.676 0.246 -1.257 -0.511 C9 73X 12 73X C8 C10 C 0 1 N N N 34.194 97.158 -71.775 1.731 -0.974 -0.749 C8 73X 13 73X N1 N2 N 0 1 N N N 33.818 95.893 -72.432 2.248 -0.132 0.338 N1 73X 14 73X C7 C11 C 0 1 N N N 34.338 95.418 -73.715 1.515 1.140 0.409 C7 73X 15 73X C6 C12 C 0 1 N N N 34.710 96.593 -74.605 0.030 0.858 0.647 C6 73X 16 73X C10 C13 C 0 1 Y N N 32.922 95.027 -71.786 3.627 0.089 0.192 C10 73X 17 73X N4 N3 N 0 1 N N N 31.144 95.570 -73.292 4.096 -2.255 0.582 N4 73X 18 73X N3 N4 N 0 1 Y N N 30.800 94.011 -71.569 5.835 -0.718 0.161 N3 73X 19 73X N5 N5 N 0 1 N N N 30.423 92.443 -69.854 7.623 0.733 -0.248 N5 73X 20 73X N2 N6 N 0 1 Y N N 32.520 93.444 -70.072 5.425 1.527 -0.221 N2 73X 21 73X C11 C14 C 0 1 Y N N 33.360 94.283 -70.691 4.117 1.355 -0.084 C11 73X 22 73X H1 H1 H 0 1 N N N 39.163 94.545 -74.610 -4.095 -2.725 -0.058 H1 73X 23 73X H2 H2 H 0 1 N N N 37.546 98.949 -72.982 -2.349 1.882 -0.254 H2 73X 24 73X H3 H3 H 0 1 N N N 36.740 95.023 -74.511 -1.678 -2.341 -0.313 H3 73X 25 73X H4 H4 H 0 1 N N N 35.793 98.604 -72.091 0.125 -1.799 0.427 H4 73X 26 73X H5 H5 H 0 1 N N N 34.355 98.850 -73.138 -0.146 -1.857 -1.332 H5 73X 27 73X H6 H6 H 0 1 N N N 34.793 96.922 -70.883 2.281 -1.915 -0.773 H6 73X 28 73X H7 H7 H 0 1 N N N 33.274 97.679 -71.471 1.855 -0.456 -1.701 H7 73X 29 73X H8 H8 H 0 1 N N N 33.568 94.813 -74.216 1.907 1.740 1.230 H8 73X 30 73X H9 H9 H 0 1 N N N 35.231 94.801 -73.538 1.637 1.682 -0.529 H9 73X 31 73X H10 H10 H 0 1 N N N 35.213 96.273 -75.529 -0.520 1.798 0.671 H10 73X 32 73X H11 H11 H 0 1 N N N 33.839 97.215 -74.859 -0.094 0.340 1.598 H11 73X 33 73X H12 H12 H 0 1 N N N 30.187 95.331 -73.454 3.166 -2.409 0.810 H12 73X 34 73X H13 H13 H 0 1 N N N 31.215 96.550 -73.105 4.717 -2.999 0.546 H13 73X 35 73X H14 H14 H 0 1 N N N 29.523 92.451 -70.290 7.949 1.625 -0.441 H14 73X 36 73X H15 H15 H 0 1 N N N 30.805 91.520 -69.895 8.248 -0.004 -0.160 H15 73X 37 73X H16 H16 H 0 1 N N N 34.377 94.384 -70.342 3.443 2.194 -0.178 H16 73X 38 # 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 73X C6 C7 SING N N 1 73X C6 N SING N N 2 73X C1 C DOUB Y N 3 73X C1 C2 SING Y N 4 73X C C5 SING Y N 5 73X CL1 C2 SING N N 6 73X C2 C3 DOUB Y N 7 73X C5 N SING N N 8 73X C5 C4 DOUB Y N 9 73X C7 N1 SING N N 10 73X N C9 SING N N 11 73X C3 C4 SING Y N 12 73X C3 CL SING N N 13 73X N4 C13 SING N N 14 73X C9 C8 SING N N 15 73X N1 C10 SING N N 16 73X N1 C8 SING N N 17 73X C13 C10 DOUB Y N 18 73X C13 N3 SING Y N 19 73X C10 C11 SING Y N 20 73X N3 C12 DOUB Y N 21 73X C11 N2 DOUB Y N 22 73X C12 N2 SING Y N 23 73X C12 N5 SING N N 24 73X C1 H1 SING N N 25 73X C4 H2 SING N N 26 73X C H3 SING N N 27 73X C9 H4 SING N N 28 73X C9 H5 SING N N 29 73X C8 H6 SING N N 30 73X C8 H7 SING N N 31 73X C7 H8 SING N N 32 73X C7 H9 SING N N 33 73X C6 H10 SING N N 34 73X C6 H11 SING N N 35 73X N4 H12 SING N N 36 73X N4 H13 SING N N 37 73X N5 H14 SING N N 38 73X N5 H15 SING N N 39 73X C11 H16 SING N N 40 # 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 73X SMILES ACDLabs 12.01 "c1(ncc(c(n1)N)N3CCN(c2cc(c(Cl)cc2)Cl)CC3)N" 73X InChI InChI 1.03 "InChI=1S/C14H16Cl2N6/c15-10-2-1-9(7-11(10)16)21-3-5-22(6-4-21)12-8-19-14(18)20-13(12)17/h1-2,7-8H,3-6H2,(H4,17,18,19,20)" 73X InChIKey InChI 1.03 YYBKNWXCJMWHIP-UHFFFAOYSA-N 73X SMILES_CANONICAL CACTVS 3.385 "Nc1ncc(N2CCN(CC2)c3ccc(Cl)c(Cl)c3)c(N)n1" 73X SMILES CACTVS 3.385 "Nc1ncc(N2CCN(CC2)c3ccc(Cl)c(Cl)c3)c(N)n1" 73X SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1cc(c(cc1N2CCN(CC2)c3cnc(nc3N)N)Cl)Cl" 73X SMILES "OpenEye OEToolkits" 2.0.5 "c1cc(c(cc1N2CCN(CC2)c3cnc(nc3N)N)Cl)Cl" # 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 73X "SYSTEMATIC NAME" ACDLabs 12.01 "5-[4-(3,4-dichlorophenyl)piperazin-1-yl]pyrimidine-2,4-diamine" 73X "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "5-[4-(3,4-dichlorophenyl)piperazin-1-yl]pyrimidine-2,4-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 73X "Create component" 2016-08-19 RCSB 73X "Initial release" 2016-09-28 RCSB #