data_RL3 # _chem_comp.id RL3 _chem_comp.name "[5-(6-bromo[1,2,4]triazolo[4,3-a]pyridin-3-yl)-2,4-dihydroxyphenyl](4-methylpiperazin-1-yl)methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H18 Br N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-24 _chem_comp.pdbx_modified_date 2014-06-13 _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 432.271 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RL3 _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 4L90 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 RL3 C01 C01 C 0 1 Y N N -0.773 11.534 24.930 -2.286 -2.008 1.682 C01 RL3 1 RL3 C02 C02 C 0 1 Y N N -0.595 12.121 23.659 -1.560 -3.167 1.466 C02 RL3 2 RL3 C03 C03 C 0 1 Y N N 0.723 12.272 23.125 -0.428 -3.141 0.670 C03 RL3 3 RL3 C04 C04 C 0 1 Y N N 1.799 11.873 23.863 -0.011 -1.939 0.076 C04 RL3 4 RL3 C05 C05 C 0 1 Y N N 1.606 11.293 25.126 -0.736 -0.772 0.289 C05 RL3 5 RL3 C06 C06 C 0 1 Y N N 0.308 11.128 25.659 -1.880 -0.802 1.089 C06 RL3 6 RL3 C07 C07 C 0 1 N N N 0.145 10.473 27.032 -2.656 0.430 1.314 C07 RL3 7 RL3 O08 O08 O 0 1 N N N -0.363 11.078 27.944 -2.917 0.786 2.447 O08 RL3 8 RL3 O09 O09 O 0 1 N N N 0.894 12.844 21.888 0.280 -4.280 0.462 O09 RL3 9 RL3 O10 O10 O 0 1 N N N -2.061 11.373 25.479 -3.395 -2.038 2.464 O10 RL3 10 RL3 C11 C11 C 0 1 Y N N 3.224 11.897 23.439 1.198 -1.913 -0.773 C11 RL3 11 RL3 N12 N12 N 0 1 Y N N 4.289 12.731 23.859 2.206 -0.989 -0.723 N12 RL3 12 RL3 C13 C13 C 0 1 Y N N 5.376 12.301 23.242 3.109 -1.366 -1.688 C13 RL3 13 RL3 N14 N14 N 0 1 Y N N 5.016 11.201 22.474 2.629 -2.459 -2.261 N14 RL3 14 RL3 N15 N15 N 0 1 Y N N 3.736 10.983 22.637 1.509 -2.780 -1.716 N15 RL3 15 RL3 C16 C16 C 0 1 Y N N 4.307 13.790 24.703 2.432 0.117 0.042 C16 RL3 16 RL3 C17 C17 C 0 1 Y N N 5.521 14.437 24.898 3.546 0.859 -0.138 C17 RL3 17 RL3 C18 C18 C 0 1 Y N N 6.691 14.051 24.303 4.487 0.500 -1.118 C18 RL3 18 RL3 C19 C19 C 0 1 Y N N 6.613 12.934 23.437 4.275 -0.603 -1.887 C19 RL3 19 RL3 N20 N20 N 0 1 N N N 0.614 9.129 27.227 -3.077 1.163 0.264 N20 RL3 20 RL3 N21 N21 N 0 1 N N N 2.600 7.158 27.946 -4.703 2.012 -1.834 N21 RL3 21 RL3 C22 C22 C 0 1 N N N 3.907 6.638 28.200 -5.835 2.064 -2.768 C22 RL3 22 RL3 BR1 BR1 BR 0 0 N N N 5.523 15.906 26.093 3.840 2.390 0.932 BR1 RL3 23 RL3 C24 C24 C 0 1 N N N 1.207 8.397 26.180 -2.704 0.796 -1.111 C24 RL3 24 RL3 C25 C25 C 0 1 N N N 2.407 7.530 26.546 -3.977 0.741 -1.962 C25 RL3 25 RL3 C26 C26 C 0 1 N N N 1.871 7.905 28.934 -5.148 2.228 -0.455 C26 RL3 26 RL3 C27 C27 C 0 1 N N N 0.522 8.424 28.472 -3.927 2.347 0.462 C27 RL3 27 RL3 H1 H1 H 0 1 N N N -1.451 12.455 23.092 -1.877 -4.094 1.921 H1 RL3 28 RL3 H2 H2 H 0 1 N N N 2.462 10.968 25.699 -0.417 0.154 -0.166 H2 RL3 29 RL3 H3 H3 H 0 1 N N N 1.820 12.872 21.677 -0.058 -4.827 -0.260 H3 RL3 30 RL3 H4 H4 H 0 1 N N N -1.993 10.964 26.334 -4.211 -2.229 1.982 H4 RL3 31 RL3 H5 H5 H 0 1 N N N 3.410 14.120 25.206 1.714 0.402 0.797 H5 RL3 32 RL3 H6 H6 H 0 1 N N N 7.621 14.569 24.484 5.377 1.096 -1.260 H6 RL3 33 RL3 H7 H7 H 0 1 N N N 7.496 12.573 22.932 4.992 -0.888 -2.642 H7 RL3 34 RL3 H9 H9 H 0 1 N N N 3.997 6.375 29.264 -6.314 3.042 -2.704 H9 RL3 35 RL3 H10 H10 H 0 1 N N N 4.070 5.740 27.586 -5.476 1.901 -3.784 H10 RL3 36 RL3 H11 H11 H 0 1 N N N 4.660 7.398 27.945 -6.556 1.289 -2.508 H11 RL3 37 RL3 H12 H12 H 0 1 N N N 1.536 9.116 25.415 -2.023 1.543 -1.517 H12 RL3 38 RL3 H13 H13 H 0 1 N N N 0.436 7.737 25.756 -2.221 -0.182 -1.111 H13 RL3 39 RL3 H14 H14 H 0 1 N N N 2.320 6.596 25.971 -4.610 -0.076 -1.618 H14 RL3 40 RL3 H15 H15 H 0 1 N N N 3.309 8.073 26.228 -3.709 0.579 -3.007 H15 RL3 41 RL3 H16 H16 H 0 1 N N N 1.707 7.252 29.804 -5.734 3.146 -0.402 H16 RL3 42 RL3 H17 H17 H 0 1 N N N 2.485 8.767 29.233 -5.763 1.386 -0.136 H17 RL3 43 RL3 H18 H18 H 0 1 N N N 0.123 9.106 29.237 -4.252 2.394 1.501 H18 RL3 44 RL3 H19 H19 H 0 1 N N N -0.162 7.572 28.348 -3.365 3.246 0.209 H19 RL3 45 # 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 RL3 O09 C03 SING N N 1 RL3 N14 N15 SING Y N 2 RL3 N14 C13 DOUB Y N 3 RL3 N15 C11 DOUB Y N 4 RL3 C03 C02 DOUB Y N 5 RL3 C03 C04 SING Y N 6 RL3 C13 C19 SING Y N 7 RL3 C13 N12 SING Y N 8 RL3 C19 C18 DOUB Y N 9 RL3 C11 N12 SING Y N 10 RL3 C11 C04 SING N N 11 RL3 C02 C01 SING Y N 12 RL3 N12 C16 SING Y N 13 RL3 C04 C05 DOUB Y N 14 RL3 C18 C17 SING Y N 15 RL3 C16 C17 DOUB Y N 16 RL3 C17 BR1 SING N N 17 RL3 C01 O10 SING N N 18 RL3 C01 C06 DOUB Y N 19 RL3 C05 C06 SING Y N 20 RL3 C06 C07 SING N N 21 RL3 C24 C25 SING N N 22 RL3 C24 N20 SING N N 23 RL3 C25 N21 SING N N 24 RL3 C07 N20 SING N N 25 RL3 C07 O08 DOUB N N 26 RL3 N20 C27 SING N N 27 RL3 N21 C22 SING N N 28 RL3 N21 C26 SING N N 29 RL3 C27 C26 SING N N 30 RL3 C02 H1 SING N N 31 RL3 C05 H2 SING N N 32 RL3 O09 H3 SING N N 33 RL3 O10 H4 SING N N 34 RL3 C16 H5 SING N N 35 RL3 C18 H6 SING N N 36 RL3 C19 H7 SING N N 37 RL3 C22 H9 SING N N 38 RL3 C22 H10 SING N N 39 RL3 C22 H11 SING N N 40 RL3 C24 H12 SING N N 41 RL3 C24 H13 SING N N 42 RL3 C25 H14 SING N N 43 RL3 C25 H15 SING N N 44 RL3 C26 H16 SING N N 45 RL3 C26 H17 SING N N 46 RL3 C27 H18 SING N N 47 RL3 C27 H19 SING N N 48 # 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 RL3 SMILES ACDLabs 12.01 "O=C(N1CCN(C)CC1)c4cc(c3nnc2ccc(Br)cn23)c(O)cc4O" RL3 InChI InChI 1.03 "InChI=1S/C18H18BrN5O3/c1-22-4-6-23(7-5-22)18(27)13-8-12(14(25)9-15(13)26)17-21-20-16-3-2-11(19)10-24(16)17/h2-3,8-10,25-26H,4-7H2,1H3" RL3 InChIKey InChI 1.03 MORDYVAZUXQMHB-UHFFFAOYSA-N RL3 SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)C(=O)c2cc(c(O)cc2O)c3nnc4ccc(Br)cn34" RL3 SMILES CACTVS 3.385 "CN1CCN(CC1)C(=O)c2cc(c(O)cc2O)c3nnc4ccc(Br)cn34" RL3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)C(=O)c2cc(c(cc2O)O)c3nnc4n3cc(cc4)Br" RL3 SMILES "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)C(=O)c2cc(c(cc2O)O)c3nnc4n3cc(cc4)Br" # 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 RL3 "SYSTEMATIC NAME" ACDLabs 12.01 "[5-(6-bromo[1,2,4]triazolo[4,3-a]pyridin-3-yl)-2,4-dihydroxyphenyl](4-methylpiperazin-1-yl)methanone" RL3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[5-(6-bromanyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)-2,4-bis(oxidanyl)phenyl]-(4-methylpiperazin-1-yl)methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RL3 "Create component" 2013-06-24 PDBJ RL3 "Initial release" 2014-06-18 RCSB #