data_R44 # _chem_comp.id R44 _chem_comp.name "1-({7-[(2R)-5-chloro-2-(piperazine-1-carbonyl)-2,3-dihydro-1-benzofuran-7-yl]thieno[3,2-b]pyridin-2-yl}methyl)-1H-pyrrole-2,5-dione" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H23 Cl N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-01-29 _chem_comp.pdbx_modified_date 2020-06-08 _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 510.993 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R44 _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 6VN2 _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 R44 C2 C1 C 0 1 Y N N 26.658 -1.959 27.626 -2.553 -3.730 0.862 C2 R44 1 R44 C3 C2 C 0 1 Y N N 26.545 -1.441 26.335 -3.252 -2.536 0.938 C3 R44 2 R44 C4 C3 C 0 1 Y N N 26.230 -0.095 26.156 -2.727 -1.388 0.386 C4 R44 3 R44 C5 C4 C 0 1 Y N N 26.026 0.743 27.259 -1.498 -1.406 -0.259 C5 R44 4 R44 C6 C5 C 0 1 Y N N 26.138 0.217 28.573 -0.789 -2.615 -0.331 C6 R44 5 R44 C7 C6 C 0 1 Y N N 26.450 -1.135 28.717 -1.323 -3.769 0.236 C7 R44 6 R44 C8 C7 C 0 1 Y N N 25.929 1.067 29.782 0.528 -2.662 -1.008 C8 R44 7 R44 C12 C8 C 0 1 Y N N 26.613 1.954 31.973 2.860 -2.023 -1.149 C12 R44 8 R44 C16 C9 C 0 1 Y N N 26.869 1.114 30.866 1.633 -1.957 -0.488 C16 R44 9 R44 C17 C10 C 0 1 N N N 29.852 0.839 33.562 4.347 0.256 1.477 C17 R44 10 R44 C19 C11 C 0 1 N N N 31.263 2.891 33.564 5.106 2.135 0.079 C19 R44 11 R44 O20 O1 O 0 1 N N N 30.716 3.477 34.471 5.996 1.518 -0.466 O20 R44 12 R44 C21 C12 C 0 1 N N N 32.449 3.455 32.823 4.756 3.584 -0.181 C21 R44 13 R44 C23 C13 C 0 1 N N N 31.756 1.283 32.060 3.369 2.515 1.461 C23 R44 14 R44 O25 O2 O 0 1 N N N 25.724 1.995 26.855 -1.179 -0.176 -0.747 O25 R44 15 R44 C32 C14 C 0 1 N N N 28.467 5.243 25.869 -3.305 4.155 -1.422 C32 R44 16 R44 C33 C15 C 0 1 N N N 28.995 5.466 27.305 -4.801 4.454 -1.283 C33 R44 17 R44 C35 C16 C 0 1 N N N 26.685 4.807 28.176 -4.877 3.452 0.924 C35 R44 18 R44 C36 C17 C 0 1 N N N 26.183 4.919 26.729 -3.384 3.111 0.875 C36 R44 19 R44 CL1 CL1 CL 0 0 N N N 27.052 -3.618 27.925 -3.219 -5.174 1.559 CL1 R44 20 R44 C9 C18 C 0 1 Y N N 24.782 1.878 29.882 0.707 -3.410 -2.169 C9 R44 21 R44 C10 C19 C 0 1 Y N N 24.601 2.679 31.013 1.954 -3.429 -2.770 C10 R44 22 R44 N11 N1 N 0 1 Y N N 25.483 2.706 32.001 2.965 -2.761 -2.271 N11 R44 23 R44 C13 C20 C 0 1 Y N N 27.665 1.877 32.967 3.877 -1.233 -0.477 C13 R44 24 R44 C14 C21 C 0 1 Y N N 28.655 1.062 32.678 3.470 -0.617 0.618 C14 R44 25 R44 S15 S1 S 0 1 Y N N 28.393 0.282 31.139 1.775 -0.934 0.935 S15 R44 26 R44 N18 N2 N 0 1 N N N 30.957 1.674 33.068 4.273 1.640 1.003 N18 R44 27 R44 C22 C22 C 0 1 N N N 32.782 2.360 31.795 3.568 3.845 0.767 C22 R44 28 R44 O24 O3 O 0 1 N N N 31.699 0.237 31.448 2.524 2.280 2.297 O24 R44 29 R44 C26 C23 C 0 1 N N R 25.990 2.207 25.453 -1.963 0.820 -0.069 C26 R44 30 R44 C28 C24 C 0 1 N N N 26.047 0.749 24.907 -3.238 0.039 0.328 C28 R44 31 R44 C29 C25 C 0 1 N N N 27.235 3.084 25.333 -2.298 1.959 -0.998 C29 R44 32 R44 O30 O4 O 0 1 N N N 28.196 2.679 24.699 -1.964 1.910 -2.163 O30 R44 33 R44 N31 N3 N 0 1 N N N 27.282 4.332 25.921 -2.968 3.032 -0.534 N31 R44 34 R44 N34 N4 N 0 1 N N N 27.889 5.651 28.274 -5.125 4.665 0.134 N34 R44 35 R44 H1 H1 H 0 1 N N N 26.701 -2.080 25.479 -4.212 -2.505 1.431 H1 R44 36 R44 H2 H2 H 0 1 N N N 26.532 -1.551 29.710 -0.774 -4.698 0.183 H2 R44 37 R44 H3 H3 H 0 1 N N N 29.607 1.121 34.597 4.006 0.207 2.512 H3 R44 38 R44 H4 H4 H 0 1 N N N 30.145 -0.221 33.530 5.378 -0.094 1.418 H4 R44 39 R44 H5 H5 H 0 1 N N N 33.295 3.624 33.505 5.596 4.232 0.068 H5 R44 40 R44 H6 H6 H 0 1 N N N 29.256 4.787 25.253 -3.080 3.885 -2.454 H6 R44 41 R44 H7 H7 H 0 1 N N N 28.171 6.208 25.431 -2.727 5.034 -1.137 H7 R44 42 R44 H8 H8 H 0 1 N N N 29.590 4.591 27.606 -5.047 5.352 -1.850 H8 R44 43 R44 H9 H9 H 0 1 N N N 29.632 6.363 27.315 -5.378 3.612 -1.666 H9 R44 44 R44 H10 H10 H 0 1 N N N 25.913 5.165 28.874 -5.453 2.624 0.510 H10 R44 45 R44 H11 H11 H 0 1 N N N 26.935 3.762 28.411 -5.178 3.623 1.958 H11 R44 46 R44 H12 H12 H 0 1 N N N 26.014 5.971 26.454 -2.814 3.890 1.382 H12 R44 47 R44 H13 H13 H 0 1 N N N 25.251 4.350 26.593 -3.210 2.153 1.365 H13 R44 48 R44 H14 H14 H 0 1 N N N 24.047 1.881 29.090 -0.114 -3.967 -2.594 H14 R44 49 R44 H15 H15 H 0 1 N N N 23.716 3.294 31.084 2.097 -4.008 -3.671 H15 R44 50 R44 H16 H16 H 0 1 N N N 27.637 2.450 33.882 4.890 -1.158 -0.843 H16 R44 51 R44 H17 H17 H 0 1 N N N 33.801 1.976 31.950 3.818 4.622 1.490 H17 R44 52 R44 H18 H18 H 0 1 N N N 25.142 2.725 24.981 -1.442 1.185 0.816 H18 R44 53 R44 H19 H19 H 0 1 N N N 25.112 0.487 24.390 -4.012 0.144 -0.432 H19 R44 54 R44 H20 H20 H 0 1 N N N 26.895 0.621 24.219 -3.605 0.361 1.303 H20 R44 55 R44 H21 H21 H 0 1 N N N 28.274 5.503 29.185 -4.615 5.451 0.508 H21 R44 56 R44 H22 H22 H 0 1 N N N 32.187 4.399 32.322 4.460 3.726 -1.221 H22 R44 57 R44 H23 H23 H 0 1 N N N 32.688 2.746 30.769 2.679 4.119 0.199 H23 R44 58 # # 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 R44 O30 C29 DOUB N N 1 R44 C28 C26 SING N N 2 R44 C28 C4 SING N N 3 R44 C29 C26 SING N N 4 R44 C29 N31 SING N N 5 R44 C26 O25 SING N N 6 R44 C32 N31 SING N N 7 R44 C32 C33 SING N N 8 R44 N31 C36 SING N N 9 R44 C4 C3 DOUB Y N 10 R44 C4 C5 SING Y N 11 R44 C3 C2 SING Y N 12 R44 C36 C35 SING N N 13 R44 O25 C5 SING N N 14 R44 C5 C6 DOUB Y N 15 R44 C33 N34 SING N N 16 R44 C2 CL1 SING N N 17 R44 C2 C7 DOUB Y N 18 R44 C35 N34 SING N N 19 R44 C6 C7 SING Y N 20 R44 C6 C8 SING N N 21 R44 C8 C9 DOUB Y N 22 R44 C8 C16 SING Y N 23 R44 C9 C10 SING Y N 24 R44 C16 S15 SING Y N 25 R44 C16 C12 DOUB Y N 26 R44 C10 N11 DOUB Y N 27 R44 S15 C14 SING Y N 28 R44 O24 C23 DOUB N N 29 R44 C22 C23 SING N N 30 R44 C22 C21 SING N N 31 R44 C12 N11 SING Y N 32 R44 C12 C13 SING Y N 33 R44 C23 N18 SING N N 34 R44 C14 C13 DOUB Y N 35 R44 C14 C17 SING N N 36 R44 C21 C19 SING N N 37 R44 N18 C17 SING N N 38 R44 N18 C19 SING N N 39 R44 C19 O20 DOUB N N 40 R44 C3 H1 SING N N 41 R44 C7 H2 SING N N 42 R44 C17 H3 SING N N 43 R44 C17 H4 SING N N 44 R44 C21 H5 SING N N 45 R44 C32 H6 SING N N 46 R44 C32 H7 SING N N 47 R44 C33 H8 SING N N 48 R44 C33 H9 SING N N 49 R44 C35 H10 SING N N 50 R44 C35 H11 SING N N 51 R44 C36 H12 SING N N 52 R44 C36 H13 SING N N 53 R44 C9 H14 SING N N 54 R44 C10 H15 SING N N 55 R44 C13 H16 SING N N 56 R44 C22 H17 SING N N 57 R44 C26 H18 SING N N 58 R44 C28 H19 SING N N 59 R44 C28 H20 SING N N 60 R44 N34 H21 SING N N 61 R44 C21 H22 SING N N 62 R44 C22 H23 SING N N 63 # # 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 R44 SMILES ACDLabs 12.01 "c1(Cl)cc(c2c(c1)CC(O2)C(N3CCNCC3)=O)c5ccnc6cc(CN4C(=O)CCC4=O)sc56" R44 InChI InChI 1.03 "InChI=1S/C25H23ClN4O4S/c26-15-9-14-10-20(25(33)29-7-5-27-6-8-29)34-23(14)18(11-15)17-3-4-28-19-12-16(35-24(17)19)13-30-21(31)1-2-22(30)32/h3-4,9,11-12,20,27H,1-2,5-8,10,13H2/t20-/m1/s1" R44 InChIKey InChI 1.03 HDYYKIHPDVFOOZ-HXUWFJFHSA-N R44 SMILES_CANONICAL CACTVS 3.385 "Clc1cc2C[C@@H](Oc2c(c1)c3ccnc4cc(CN5C(=O)CCC5=O)sc34)C(=O)N6CCNCC6" R44 SMILES CACTVS 3.385 "Clc1cc2C[CH](Oc2c(c1)c3ccnc4cc(CN5C(=O)CCC5=O)sc34)C(=O)N6CCNCC6" R44 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cnc2cc(sc2c1c3cc(cc4c3O[C@H](C4)C(=O)N5CCNCC5)Cl)CN6C(=O)CCC6=O" R44 SMILES "OpenEye OEToolkits" 2.0.7 "c1cnc2cc(sc2c1c3cc(cc4c3OC(C4)C(=O)N5CCNCC5)Cl)CN6C(=O)CCC6=O" # # 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 R44 "SYSTEMATIC NAME" ACDLabs 12.01 "1-({7-[(2R)-5-chloro-2-(piperazine-1-carbonyl)-2,3-dihydro-1-benzofuran-7-yl]thieno[3,2-b]pyridin-2-yl}methyl)pyrrolidine-2,5-dione" R44 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-[[7-[(2~{R})-5-chloranyl-2-piperazin-1-ylcarbonyl-2,3-dihydro-1-benzofuran-7-yl]thieno[3,2-b]pyridin-2-yl]methyl]pyrrolidine-2,5-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site R44 "Create component" 2020-01-29 RCSB R44 "Initial release" 2020-04-29 RCSB R44 "Modify aromatic_flag" 2020-06-08 RCSB R44 "Modify descriptor" 2020-06-08 RCSB ##