data_4NJ # _chem_comp.id 4NJ _chem_comp.name "(5S)-3,5-bis(4-chlorobenzyl)-4-(6-chloro-1H-indol-3-yl)-5-hydroxy-1-methyl-1,5-dihydro-2H-pyrrol-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H21 Cl3 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-21 _chem_comp.pdbx_modified_date 2016-10-14 _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 511.827 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4NJ _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 4ZFI _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 4NJ C5 C1 C 0 1 N N N 22.199 -3.275 -7.612 -1.924 -0.101 0.837 C5 4NJ 1 4NJ C6 C2 C 0 1 Y N N 21.351 -2.619 -6.564 -3.411 -0.340 0.775 C6 4NJ 2 4NJ C7 C3 C 0 1 Y N N 20.371 -1.679 -6.945 -4.269 0.712 0.514 C7 4NJ 3 4NJ C8 C4 C 0 1 Y N N 19.595 -1.021 -5.985 -5.633 0.494 0.457 C8 4NJ 4 4NJ C9 C5 C 0 1 Y N N 19.813 -1.356 -4.650 -6.139 -0.778 0.661 C9 4NJ 5 4NJ C10 C6 C 0 1 Y N N 20.767 -2.303 -4.277 -5.279 -1.830 0.923 C10 4NJ 6 4NJ C11 C7 C 0 1 Y N N 21.556 -2.921 -5.234 -3.915 -1.612 0.974 C11 4NJ 7 4NJ CL1 CL1 CL 0 0 N N N 18.864 -0.537 -3.404 -7.851 -1.052 0.590 CL12 4NJ 8 4NJ C13 C8 C 0 1 N N S 21.703 -4.649 -8.005 -1.292 -0.466 -0.507 C13 4NJ 9 4NJ C14 C9 C 0 1 N N N 20.324 -4.614 -8.536 0.207 -0.270 -0.455 C14 4NJ 10 4NJ C15 C10 C 0 1 N N N 19.440 -5.548 -7.834 0.499 0.665 -1.391 C15 4NJ 11 4NJ C16 C11 C 0 1 N N N 20.365 -6.110 -6.823 -0.676 1.089 -2.041 C16 4NJ 12 4NJ N18 N1 N 0 1 N N N 21.613 -5.668 -6.910 -1.757 0.453 -1.557 N18 4NJ 13 4NJ C19 C12 C 0 1 N N N 22.822 -5.994 -6.150 -3.143 0.640 -1.994 C19 4NJ 14 4NJ O20 O1 O 0 1 N N N 20.022 -7.018 -5.954 -0.709 1.924 -2.927 O20 4NJ 15 4NJ O21 O2 O 0 1 N N N 22.500 -5.029 -9.079 -1.607 -1.816 -0.853 O21 4NJ 16 4NJ C28 C13 C 0 1 N N N 17.973 -5.809 -8.039 1.883 1.179 -1.693 C28 4NJ 17 4NJ C37 C14 C 0 1 Y N N 17.123 -4.961 -7.152 2.139 2.431 -0.894 C37 4NJ 18 4NJ C38 C15 C 0 1 Y N N 15.824 -4.747 -7.552 1.719 3.657 -1.377 C38 4NJ 19 4NJ C39 C16 C 0 1 Y N N 14.973 -3.987 -6.762 1.954 4.805 -0.645 C39 4NJ 20 4NJ C40 C17 C 0 1 Y N N 15.461 -3.449 -5.590 2.610 4.728 0.571 C40 4NJ 21 4NJ C41 C18 C 0 1 Y N N 16.748 -3.648 -5.147 3.030 3.502 1.054 C41 4NJ 22 4NJ C42 C19 C 0 1 Y N N 17.598 -4.435 -5.920 2.790 2.353 0.323 C42 4NJ 23 4NJ CL2 CL2 CL 0 0 N N N 14.286 -2.594 -4.608 2.905 6.171 1.491 CL43 4NJ 24 4NJ C44 C20 C 0 1 Y N N 19.740 -3.789 -9.651 1.153 -0.953 0.430 C44 4NJ 25 4NJ C45 C21 C 0 1 Y N N 20.338 -3.561 -10.977 2.105 -2.015 0.054 C45 4NJ 26 4NJ C46 C22 C 0 1 Y N N 19.336 -2.728 -11.665 2.795 -2.348 1.230 C46 4NJ 27 4NJ C48 C23 C 0 1 Y N N 18.507 -3.149 -9.639 1.332 -0.728 1.765 C48 4NJ 28 4NJ N49 N2 N 0 1 Y N N 18.293 -2.540 -10.840 2.301 -1.549 2.241 N49 4NJ 29 4NJ C56 C24 C 0 1 Y N N 19.618 -2.324 -12.955 3.774 -3.335 1.191 C56 4NJ 30 4NJ C57 C25 C 0 1 Y N N 20.814 -2.702 -13.556 4.057 -3.976 0.003 C57 4NJ 31 4NJ C58 C26 C 0 1 Y N N 21.722 -3.509 -12.911 3.374 -3.645 -1.159 C58 4NJ 32 4NJ C59 C27 C 0 1 Y N N 21.500 -3.949 -11.624 2.401 -2.670 -1.139 C59 4NJ 33 4NJ CL3 CL3 CL 0 0 N N N 21.172 -2.252 -15.255 5.280 -5.207 -0.040 CL60 4NJ 34 4NJ H1 H1 H 0 1 N N N 23.224 -3.371 -7.223 -1.734 0.950 1.055 H1 4NJ 35 4NJ H2 H2 H 0 1 N N N 22.205 -2.636 -8.507 -1.489 -0.720 1.623 H2 4NJ 36 4NJ H3 H3 H 0 1 N N N 20.218 -1.464 -7.992 -3.874 1.704 0.355 H3 4NJ 37 4NJ H4 H4 H 0 1 N N N 18.858 -0.284 -6.267 -6.303 1.316 0.254 H4 4NJ 38 4NJ H5 H5 H 0 1 N N N 20.892 -2.556 -3.235 -5.674 -2.822 1.082 H5 4NJ 39 4NJ H6 H6 H 0 1 N N N 22.319 -3.628 -4.943 -3.244 -2.434 1.173 H6 4NJ 40 4NJ H7 H7 H 0 1 N N N 22.585 -6.753 -5.390 -3.579 1.488 -1.466 H7 4NJ 41 4NJ H8 H8 H 0 1 N N N 23.590 -6.386 -6.833 -3.162 0.831 -3.067 H8 4NJ 42 4NJ H9 H9 H 0 1 N N N 23.200 -5.087 -5.656 -3.718 -0.260 -1.775 H9 4NJ 43 4NJ H10 H10 H 0 1 N N N 23.408 -5.071 -8.801 -2.555 -1.993 -0.925 H10 4NJ 44 4NJ H11 H11 H 0 1 N N N 17.717 -5.594 -9.087 2.619 0.421 -1.425 H11 4NJ 45 4NJ H12 H12 H 0 1 N N N 17.767 -6.867 -7.821 1.964 1.404 -2.756 H12 4NJ 46 4NJ H13 H13 H 0 1 N N N 15.467 -5.170 -8.479 1.208 3.716 -2.326 H13 4NJ 47 4NJ H14 H14 H 0 1 N N N 13.948 -3.820 -7.059 1.626 5.763 -1.022 H14 4NJ 48 4NJ H15 H15 H 0 1 N N N 17.090 -3.205 -4.223 3.542 3.441 2.003 H15 4NJ 49 4NJ H16 H16 H 0 1 N N N 18.604 -4.643 -5.588 3.113 1.395 0.702 H16 4NJ 50 4NJ H17 H17 H 0 1 N N N 17.822 -3.136 -8.804 0.789 -0.002 2.352 H17 4NJ 51 4NJ H18 H18 H 0 1 N N N 17.470 -2.023 -11.075 2.603 -1.573 3.163 H18 4NJ 52 4NJ H19 H19 H 0 1 N N N 18.910 -1.715 -13.497 4.312 -3.599 2.089 H19 4NJ 53 4NJ H20 H20 H 0 1 N N N 22.626 -3.803 -13.423 3.606 -4.154 -2.083 H20 4NJ 54 4NJ H21 H21 H 0 1 N N N 22.219 -4.585 -11.129 1.870 -2.414 -2.045 H21 4NJ 55 # 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 4NJ CL3 C57 SING N N 1 4NJ C57 C56 DOUB Y N 2 4NJ C57 C58 SING Y N 3 4NJ C56 C46 SING Y N 4 4NJ C58 C59 DOUB Y N 5 4NJ C46 C45 DOUB Y N 6 4NJ C46 N49 SING Y N 7 4NJ C59 C45 SING Y N 8 4NJ C45 C44 SING Y N 9 4NJ N49 C48 SING Y N 10 4NJ C44 C48 DOUB Y N 11 4NJ C44 C14 SING N N 12 4NJ O21 C13 SING N N 13 4NJ C14 C13 SING N N 14 4NJ C14 C15 DOUB N N 15 4NJ C28 C15 SING N N 16 4NJ C28 C37 SING N N 17 4NJ C13 C5 SING N N 18 4NJ C13 N18 SING N N 19 4NJ C15 C16 SING N N 20 4NJ C5 C6 SING N N 21 4NJ C38 C37 DOUB Y N 22 4NJ C38 C39 SING Y N 23 4NJ C37 C42 SING Y N 24 4NJ C7 C6 DOUB Y N 25 4NJ C7 C8 SING Y N 26 4NJ N18 C16 SING N N 27 4NJ N18 C19 SING N N 28 4NJ C16 O20 DOUB N N 29 4NJ C39 C40 DOUB Y N 30 4NJ C6 C11 SING Y N 31 4NJ C8 C9 DOUB Y N 32 4NJ C42 C41 DOUB Y N 33 4NJ C40 C41 SING Y N 34 4NJ C40 CL2 SING N N 35 4NJ C11 C10 DOUB Y N 36 4NJ C9 C10 SING Y N 37 4NJ C9 CL1 SING N N 38 4NJ C5 H1 SING N N 39 4NJ C5 H2 SING N N 40 4NJ C7 H3 SING N N 41 4NJ C8 H4 SING N N 42 4NJ C10 H5 SING N N 43 4NJ C11 H6 SING N N 44 4NJ C19 H7 SING N N 45 4NJ C19 H8 SING N N 46 4NJ C19 H9 SING N N 47 4NJ O21 H10 SING N N 48 4NJ C28 H11 SING N N 49 4NJ C28 H12 SING N N 50 4NJ C38 H13 SING N N 51 4NJ C39 H14 SING N N 52 4NJ C41 H15 SING N N 53 4NJ C42 H16 SING N N 54 4NJ C48 H17 SING N N 55 4NJ N49 H18 SING N N 56 4NJ C56 H19 SING N N 57 4NJ C58 H20 SING N N 58 4NJ C59 H21 SING N N 59 # 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 4NJ SMILES ACDLabs 12.01 "C(c1ccc(cc1)Cl)C2(N(C(C(=C2c3cnc4c3ccc(c4)Cl)Cc5ccc(cc5)Cl)=O)C)O" 4NJ InChI InChI 1.03 "InChI=1S/C27H21Cl3N2O2/c1-32-26(33)22(12-16-2-6-18(28)7-3-16)25(23-15-31-24-13-20(30)10-11-21(23)24)27(32,34)14-17-4-8-19(29)9-5-17/h2-11,13,15,31,34H,12,14H2,1H3/t27-/m0/s1" 4NJ InChIKey InChI 1.03 HHGSWONIEYVVCX-MHZLTWQESA-N 4NJ SMILES_CANONICAL CACTVS 3.385 "CN1C(=O)C(=C(c2c[nH]c3cc(Cl)ccc23)[C@@]1(O)Cc4ccc(Cl)cc4)Cc5ccc(Cl)cc5" 4NJ SMILES CACTVS 3.385 "CN1C(=O)C(=C(c2c[nH]c3cc(Cl)ccc23)[C]1(O)Cc4ccc(Cl)cc4)Cc5ccc(Cl)cc5" 4NJ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN1C(=O)C(=C([C@]1(Cc2ccc(cc2)Cl)O)c3c[nH]c4c3ccc(c4)Cl)Cc5ccc(cc5)Cl" 4NJ SMILES "OpenEye OEToolkits" 1.9.2 "CN1C(=O)C(=C(C1(Cc2ccc(cc2)Cl)O)c3c[nH]c4c3ccc(c4)Cl)Cc5ccc(cc5)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 4NJ "SYSTEMATIC NAME" ACDLabs 12.01 "(5S)-3,5-bis(4-chlorobenzyl)-4-(6-chloro-1H-indol-3-yl)-5-hydroxy-1-methyl-1,5-dihydro-2H-pyrrol-2-one" 4NJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(5S)-4-(6-chloranyl-1H-indol-3-yl)-3,5-bis[(4-chlorophenyl)methyl]-1-methyl-5-oxidanyl-pyrrol-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4NJ "Create component" 2015-04-21 EBI 4NJ "Initial release" 2016-10-19 RCSB #