data_RL1 # _chem_comp.id RL1 _chem_comp.name "[5-(6-bromo[1,2,4]triazolo[4,3-a]pyridin-3-yl)-2,4-dihydroxyphenyl](3,4-dihydroisoquinolin-2(1H)-yl)methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H17 Br N4 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 465.299 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RL1 _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 4L8Z _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 RL1 C01 C01 C 0 1 Y N N -0.801 -32.675 -24.078 -1.568 -2.519 -1.814 C01 RL1 1 RL1 C02 C02 C 0 1 Y N N -0.626 -32.114 -25.344 -0.803 -3.574 -1.344 C02 RL1 2 RL1 C03 C03 C 0 1 Y N N 0.664 -31.991 -25.864 0.214 -3.344 -0.433 C03 RL1 3 RL1 C04 C04 C 0 1 Y N N 1.748 -32.413 -25.116 0.475 -2.040 0.018 C04 RL1 4 RL1 C05 C05 C 0 1 Y N N 1.564 -32.980 -23.853 -0.289 -0.978 -0.451 C05 RL1 5 RL1 C06 C06 C 0 1 Y N N 0.284 -33.096 -23.340 -1.310 -1.212 -1.373 C06 RL1 6 RL1 C07 C07 C 0 1 N N N 0.083 -33.705 -21.992 -2.120 -0.089 -1.878 C07 RL1 7 RL1 O08 O08 O 0 1 N N N -0.424 -33.104 -21.045 -2.358 0.002 -3.067 O08 RL1 8 RL1 O09 O09 O 0 1 N N N 0.848 -31.430 -27.113 0.959 -4.381 0.025 O09 RL1 9 RL1 O10 O10 O 0 1 N N N -2.052 -32.808 -23.525 -2.563 -2.750 -2.707 O10 RL1 10 RL1 C11 C11 C 0 1 Y N N 3.141 -32.404 -25.620 1.561 -1.798 0.990 C11 RL1 11 RL1 N12 N12 N 0 1 Y N N 4.192 -31.598 -25.145 2.504 -0.808 0.924 N12 RL1 12 RL1 C13 C13 C 0 1 Y N N 5.323 -32.033 -25.763 3.298 -0.972 2.034 C13 RL1 13 RL1 N14 N14 N 0 1 Y N N 4.987 -33.110 -26.527 2.822 -2.013 2.701 N14 RL1 14 RL1 N15 N15 N 0 1 Y N N 3.677 -33.335 -26.388 1.798 -2.491 2.086 N15 RL1 15 RL1 C16 C16 C 0 1 Y N N 4.220 -30.544 -24.288 2.753 0.197 0.037 C16 RL1 16 RL1 C17 C17 C 0 1 Y N N 5.436 -29.892 -24.085 3.784 1.046 0.236 C17 RL1 17 RL1 C18 C18 C 0 1 Y N N 6.639 -30.297 -24.702 4.614 0.904 1.362 C18 RL1 18 RL1 C19 C19 C 0 1 Y N N 6.564 -31.392 -25.561 4.376 -0.094 2.255 C19 RL1 19 RL1 BR1 BR20 BR 0 0 N N N 5.475 -28.442 -22.849 4.113 2.434 -1.007 BR20 RL1 20 RL1 N21 N21 N 0 1 N N N 0.500 -35.046 -21.835 -2.597 0.836 -1.022 N21 RL1 21 RL1 C22 C22 C 0 1 N N N 0.410 -35.670 -20.568 -2.422 0.697 0.428 C22 RL1 22 RL1 C23 C23 C 0 1 Y N N 1.646 -36.494 -20.358 -3.715 1.027 1.130 C23 RL1 23 RL1 C24 C24 C 0 1 Y N N 2.454 -36.925 -21.492 -4.776 1.617 0.480 C24 RL1 24 RL1 C25 C25 C 0 1 N N N 2.094 -36.547 -22.894 -4.751 1.952 -0.988 C25 RL1 25 RL1 C26 C26 C 0 1 N N N 0.815 -35.809 -22.988 -3.309 2.031 -1.505 C26 RL1 26 RL1 C27 C27 C 0 1 Y N N 2.010 -36.865 -19.060 -3.816 0.719 2.480 C27 RL1 27 RL1 C28 C28 C 0 1 Y N N 3.165 -37.663 -18.866 -4.970 1.006 3.179 C28 RL1 28 RL1 C29 C29 C 0 1 Y N N 3.958 -38.084 -19.987 -6.033 1.608 2.530 C29 RL1 29 RL1 C30 C30 C 0 1 Y N N 3.599 -37.712 -21.296 -5.935 1.911 1.189 C30 RL1 30 RL1 H1 H1 H 0 1 N N N -1.479 -31.779 -25.915 -1.001 -4.578 -1.688 H1 RL1 31 RL1 H2 H2 H 0 1 N N N 2.413 -33.325 -23.282 -0.090 0.026 -0.106 H2 RL1 32 RL1 H3 H3 H 0 1 N N N 1.775 -31.418 -27.322 1.702 -4.615 -0.548 H3 RL1 33 RL1 H4 H4 H 0 1 N N N -1.972 -32.942 -22.588 -2.281 -2.704 -3.631 H4 RL1 34 RL1 H5 H5 H 0 1 N N N 3.325 -30.220 -23.778 2.121 0.314 -0.831 H5 RL1 35 RL1 H6 H6 H 0 1 N N N 7.571 -29.784 -24.518 5.438 1.585 1.517 H6 RL1 36 RL1 H7 H7 H 0 1 N N N 7.449 -31.747 -26.068 5.007 -0.212 3.124 H7 RL1 37 RL1 H8 H8 H 0 1 N N N 0.335 -34.905 -19.781 -2.134 -0.329 0.661 H8 RL1 38 RL1 H9 H9 H 0 1 N N N -0.478 -36.318 -20.535 -1.641 1.378 0.766 H9 RL1 39 RL1 H10 H10 H 0 1 N N N 2.013 -37.465 -23.494 -5.291 1.183 -1.540 H10 RL1 40 RL1 H11 H11 H 0 1 N N N 2.895 -35.912 -23.302 -5.238 2.915 -1.144 H11 RL1 41 RL1 H12 H12 H 0 1 N N N 0.873 -35.126 -23.849 -2.829 2.932 -1.123 H12 RL1 42 RL1 H13 H13 H 0 1 N N N 0.007 -36.538 -23.151 -3.309 2.045 -2.595 H13 RL1 43 RL1 H14 H14 H 0 1 N N N 1.418 -36.547 -18.215 -2.986 0.249 2.986 H14 RL1 44 RL1 H15 H15 H 0 1 N N N 3.451 -37.957 -17.867 -5.043 0.762 4.228 H15 RL1 45 RL1 H16 H16 H 0 1 N N N 4.837 -38.691 -19.824 -6.937 1.839 3.073 H16 RL1 46 RL1 H17 H17 H 0 1 N N N 4.197 -38.028 -22.138 -6.765 2.382 0.684 H17 RL1 47 # 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 RL1 O09 C03 SING N N 1 RL1 N14 N15 SING Y N 2 RL1 N14 C13 DOUB Y N 3 RL1 N15 C11 DOUB Y N 4 RL1 C03 C02 SING Y N 5 RL1 C03 C04 DOUB Y N 6 RL1 C13 C19 SING Y N 7 RL1 C13 N12 SING Y N 8 RL1 C11 N12 SING Y N 9 RL1 C11 C04 SING N N 10 RL1 C19 C18 DOUB Y N 11 RL1 C02 C01 DOUB Y N 12 RL1 N12 C16 SING Y N 13 RL1 C04 C05 SING Y N 14 RL1 C18 C17 SING Y N 15 RL1 C16 C17 DOUB Y N 16 RL1 C17 BR1 SING N N 17 RL1 C01 O10 SING N N 18 RL1 C01 C06 SING Y N 19 RL1 C05 C06 DOUB Y N 20 RL1 C06 C07 SING N N 21 RL1 C26 C25 SING N N 22 RL1 C26 N21 SING N N 23 RL1 C25 C24 SING N N 24 RL1 C07 N21 SING N N 25 RL1 C07 O08 DOUB N N 26 RL1 N21 C22 SING N N 27 RL1 C24 C30 SING Y N 28 RL1 C24 C23 DOUB Y N 29 RL1 C30 C29 DOUB Y N 30 RL1 C22 C23 SING N N 31 RL1 C23 C27 SING Y N 32 RL1 C29 C28 SING Y N 33 RL1 C27 C28 DOUB Y N 34 RL1 C02 H1 SING N N 35 RL1 C05 H2 SING N N 36 RL1 O09 H3 SING N N 37 RL1 O10 H4 SING N N 38 RL1 C16 H5 SING N N 39 RL1 C18 H6 SING N N 40 RL1 C19 H7 SING N N 41 RL1 C22 H8 SING N N 42 RL1 C22 H9 SING N N 43 RL1 C25 H10 SING N N 44 RL1 C25 H11 SING N N 45 RL1 C26 H12 SING N N 46 RL1 C26 H13 SING N N 47 RL1 C27 H14 SING N N 48 RL1 C28 H15 SING N N 49 RL1 C29 H16 SING N N 50 RL1 C30 H17 SING N N 51 # 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 RL1 SMILES ACDLabs 12.01 "Brc1ccc2nnc(n2c1)c3cc(c(O)cc3O)C(=O)N5Cc4c(cccc4)CC5" RL1 InChI InChI 1.03 "InChI=1S/C22H17BrN4O3/c23-15-5-6-20-24-25-21(27(20)12-15)16-9-17(19(29)10-18(16)28)22(30)26-8-7-13-3-1-2-4-14(13)11-26/h1-6,9-10,12,28-29H,7-8,11H2" RL1 InChIKey InChI 1.03 PQZGUYBCXAZFGQ-UHFFFAOYSA-N RL1 SMILES_CANONICAL CACTVS 3.385 "Oc1cc(O)c(cc1C(=O)N2CCc3ccccc3C2)c4nnc5ccc(Br)cn45" RL1 SMILES CACTVS 3.385 "Oc1cc(O)c(cc1C(=O)N2CCc3ccccc3C2)c4nnc5ccc(Br)cn45" RL1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)CCN(C2)C(=O)c3cc(c(cc3O)O)c4nnc5n4cc(cc5)Br" RL1 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)CCN(C2)C(=O)c3cc(c(cc3O)O)c4nnc5n4cc(cc5)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 RL1 "SYSTEMATIC NAME" ACDLabs 12.01 "[5-(6-bromo[1,2,4]triazolo[4,3-a]pyridin-3-yl)-2,4-dihydroxyphenyl](3,4-dihydroisoquinolin-2(1H)-yl)methanone" RL1 "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]-(3,4-dihydro-1H-isoquinolin-2-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 RL1 "Create component" 2013-06-24 PDBJ RL1 "Initial release" 2014-06-18 RCSB #