data_434 # _chem_comp.id 434 _chem_comp.name ;SPIRO[3-CARBOXY-4-{(4-[1,2,3]THIADIAZOL-4-YL-PHENYL)-AMINO-CARBONYL} -5-[3,4-DICHLORO-PHENYL]-TETRAHYDROFURAN-2,2'-5-METHYL-INDAN-1,3-DIONE] ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H19 Cl2 N3 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "BILH 434" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-11-10 _chem_comp.pdbx_modified_date 2020-06-17 _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 608.449 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 434 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1R6N _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 434 C1 C1 C 0 1 N N R 52.233 0.307 1.450 -1.751 -0.626 1.804 C1 434 1 434 C2 C2 C 0 1 Y N N 52.140 0.916 0.054 -2.455 -0.026 0.614 C2 434 2 434 O4 O4 O 0 1 N N N 53.315 0.715 2.295 -1.035 0.391 2.538 O4 434 3 434 C5 C5 C 0 1 N N R 53.937 -0.434 2.855 -0.018 -0.277 3.292 C5 434 4 434 C6 C6 C 0 1 N N R 53.291 -1.665 2.303 0.324 -1.586 2.564 C6 434 5 434 C8 C8 C 0 1 N N S 52.060 -1.208 1.595 -0.635 -1.600 1.348 C8 434 6 434 C10 C10 C 0 1 N N N 55.438 -0.369 2.595 1.206 0.587 3.428 C10 434 7 434 C11 C11 C 0 1 Y N N 56.126 -0.490 3.887 1.435 0.791 4.871 C11 434 8 434 O12 O12 O 0 1 N N N 55.976 -0.254 1.498 1.876 1.033 2.522 O12 434 9 434 C13 C13 C 0 1 N N N 53.832 -0.556 4.343 -0.489 -0.561 4.694 C13 434 10 434 O14 O14 O 0 1 N N N 52.803 -0.627 4.985 -1.454 -1.224 5.009 O14 434 11 434 C15 C15 C 0 1 Y N N 57.496 -0.505 4.150 2.427 1.508 5.543 C15 434 12 434 C17 C17 C 0 1 Y N N 57.891 -0.640 5.494 2.437 1.551 6.924 C17 434 13 434 C19 C19 C 0 1 Y N N 56.935 -0.748 6.515 1.459 0.894 7.651 C19 434 14 434 C21 C21 C 0 1 Y N N 55.560 -0.727 6.232 0.467 0.182 7.006 C21 434 15 434 C23 C23 C 0 1 Y N N 55.185 -0.598 4.904 0.443 0.120 5.611 C23 434 16 434 C24 C24 C 0 1 N N N 54.201 -2.588 1.547 1.759 -1.577 2.104 C24 434 17 434 O25 O25 O 0 1 N N N 54.603 -2.437 0.406 2.031 -1.877 0.965 O25 434 18 434 O26 O26 O 0 1 N N N 54.526 -3.579 2.249 2.736 -1.235 2.959 O26 434 19 434 C28 C28 C 0 1 N N N 51.468 -1.949 0.419 0.054 -1.086 0.111 C28 434 20 434 O29 O29 O 0 1 N N N 52.073 -2.549 -0.447 0.443 0.061 0.066 O29 434 21 434 N30 N30 N 0 1 N N N 50.097 -1.844 0.521 0.240 -1.902 -0.945 N30 434 22 434 C31 C31 C 0 1 Y N N 49.242 -2.590 -0.342 0.776 -1.396 -2.134 C31 434 23 434 C33 C33 C 0 1 Y N N 49.454 -2.618 -1.723 1.606 -2.191 -2.914 C33 434 24 434 C35 C35 C 0 1 Y N N 48.603 -3.344 -2.552 2.135 -1.695 -4.087 C35 434 25 434 C37 C37 C 0 1 Y N N 47.514 -4.062 -2.018 1.837 -0.395 -4.489 C37 434 26 434 C38 C38 C 0 1 Y N N 46.616 -4.810 -2.906 2.405 0.141 -5.751 C38 434 27 434 C39 C39 C 0 1 Y N N 47.316 -4.030 -0.630 1.004 0.401 -3.705 C39 434 28 434 C41 C41 C 0 1 Y N N 48.165 -3.308 0.191 0.473 -0.101 -2.536 C41 434 29 434 N43 N43 N 0 1 Y N N 45.883 -5.886 -2.450 3.648 -0.093 -6.143 N43 434 30 434 N44 N44 N 0 1 Y N N 45.160 -6.357 -3.468 4.080 0.395 -7.249 N44 434 31 434 S46 S46 S 0 1 Y N N 45.317 -5.583 -4.913 2.876 1.218 -7.852 S46 434 32 434 C47 C47 C 0 1 Y N N 46.421 -4.507 -4.241 1.695 0.933 -6.618 C47 434 33 434 C49 C49 C 0 1 Y N N 50.896 1.122 -0.552 -3.610 -0.608 0.128 C49 434 34 434 C51 C51 C 0 1 Y N N 50.799 1.658 -1.832 -4.259 -0.055 -0.960 C51 434 35 434 C53 C53 C 0 1 Y N N 51.967 2.006 -2.546 -3.744 1.076 -1.570 C53 434 36 434 C55 C55 C 0 1 Y N N 53.213 1.809 -1.949 -2.584 1.655 -1.085 C55 434 37 434 C57 C57 C 0 1 Y N N 53.305 1.270 -0.663 -1.940 1.103 0.005 C57 434 38 434 C3 C3 C 0 1 N N N 59.382 -0.672 5.855 3.514 2.322 7.642 C3 434 39 434 CL1 CL1 CL 0 0 N N N 49.239 1.869 -2.502 -5.713 -0.782 -1.566 CL1 434 40 434 CL2 CL2 CL 0 0 N N N 51.897 2.654 -4.132 -4.553 1.768 -2.941 CL2 434 41 434 H1 H1 H 0 1 N N N 51.301 0.795 1.818 -2.464 -1.136 2.452 H1 434 42 434 H6 H6 H 0 1 N N N 53.003 -2.359 3.126 0.136 -2.443 3.209 H6 434 43 434 H8 H8 H 0 1 N N N 51.193 -1.513 2.227 -1.035 -2.600 1.181 H8 434 44 434 H15 H15 H 0 1 N N N 58.232 -0.414 3.333 3.190 2.028 4.982 H15 434 45 434 H19 H19 H 0 1 N N N 57.270 -0.851 7.560 1.473 0.938 8.730 H19 434 46 434 H21 H21 H 0 1 N N N 54.799 -0.809 7.026 -0.291 -0.327 7.582 H21 434 47 434 H26 H26 H 0 1 N N N 55.102 -4.163 1.770 3.657 -1.230 2.664 H26 434 48 434 H30 H30 H 0 1 N N N 49.717 -1.217 1.231 0.001 -2.840 -0.881 H30 434 49 434 H33 H33 H 0 1 N N N 50.299 -2.062 -2.162 1.837 -3.199 -2.602 H33 434 50 434 H35 H35 H 0 1 N N N 48.792 -3.350 -3.638 2.781 -2.313 -4.693 H35 434 51 434 H39 H39 H 0 1 N N N 46.476 -4.583 -0.175 0.771 1.409 -4.015 H39 434 52 434 H41 H41 H 0 1 N N N 47.981 -3.304 1.278 -0.172 0.515 -1.928 H41 434 53 434 H47 H47 H 0 1 N N N 46.984 -3.652 -4.651 0.675 1.282 -6.550 H47 434 54 434 H49 H49 H 0 1 N N N 49.973 0.856 -0.009 -4.011 -1.491 0.604 H49 434 55 434 H55 H55 H 0 1 N N N 54.130 2.081 -2.497 -2.183 2.538 -1.560 H55 434 56 434 H57 H57 H 0 1 N N N 54.300 1.123 -0.212 -1.035 1.555 0.383 H57 434 57 434 H31 1H3 H 0 1 N N N 59.695 -0.779 6.919 4.360 1.664 7.841 H31 434 58 434 H32 2H3 H 0 1 N N N 59.871 -1.478 5.260 3.840 3.155 7.020 H32 434 59 434 H33A 3H3 H 0 0 N N N 59.866 0.240 5.434 3.120 2.704 8.584 H33A 434 60 # # 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 434 C1 C2 SING N N 1 434 C1 O4 SING N N 2 434 C1 C8 SING N N 3 434 C1 H1 SING N N 4 434 C2 C49 DOUB Y N 5 434 C2 C57 SING Y N 6 434 O4 C5 SING N N 7 434 C5 C6 SING N N 8 434 C5 C10 SING N N 9 434 C5 C13 SING N N 10 434 C6 C8 SING N N 11 434 C6 C24 SING N N 12 434 C6 H6 SING N N 13 434 C8 C28 SING N N 14 434 C8 H8 SING N N 15 434 C10 C11 SING N N 16 434 C10 O12 DOUB N N 17 434 C11 C15 DOUB Y N 18 434 C11 C23 SING Y N 19 434 C13 O14 DOUB N N 20 434 C13 C23 SING N N 21 434 C15 C17 SING Y N 22 434 C15 H15 SING N N 23 434 C17 C19 DOUB Y N 24 434 C17 C3 SING N N 25 434 C19 C21 SING Y N 26 434 C19 H19 SING N N 27 434 C21 C23 DOUB Y N 28 434 C21 H21 SING N N 29 434 C24 O25 DOUB N N 30 434 C24 O26 SING N N 31 434 O26 H26 SING N N 32 434 C28 O29 DOUB N N 33 434 C28 N30 SING N N 34 434 N30 C31 SING N N 35 434 N30 H30 SING N N 36 434 C31 C33 DOUB Y N 37 434 C31 C41 SING Y N 38 434 C33 C35 SING Y N 39 434 C33 H33 SING N N 40 434 C35 C37 DOUB Y N 41 434 C35 H35 SING N N 42 434 C37 C38 SING Y N 43 434 C37 C39 SING Y N 44 434 C38 N43 SING Y N 45 434 C38 C47 DOUB Y N 46 434 C39 C41 DOUB Y N 47 434 C39 H39 SING N N 48 434 C41 H41 SING N N 49 434 N43 N44 DOUB Y N 50 434 N44 S46 SING Y N 51 434 S46 C47 SING Y N 52 434 C47 H47 SING N N 53 434 C49 C51 SING Y N 54 434 C49 H49 SING N N 55 434 C51 C53 DOUB Y N 56 434 C51 CL1 SING N N 57 434 C53 C55 SING Y N 58 434 C53 CL2 SING N N 59 434 C55 C57 DOUB Y N 60 434 C55 H55 SING N N 61 434 C57 H57 SING N N 62 434 C3 H31 SING N N 63 434 C3 H32 SING N N 64 434 C3 H33A SING N N 65 # # 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 434 SMILES ACDLabs 10.04 "Clc1ccc(cc1Cl)C6OC3(C(=O)c2ccc(cc2C3=O)C)C(C(=O)O)C6C(=O)Nc5ccc(c4nnsc4)cc5" 434 SMILES_CANONICAL CACTVS 3.341 "Cc1ccc2C(=O)[C@@]3(O[C@H]([C@H]([C@H]3C(O)=O)C(=O)Nc4ccc(cc4)c5csnn5)c6ccc(Cl)c(Cl)c6)C(=O)c2c1" 434 SMILES CACTVS 3.341 "Cc1ccc2C(=O)[C]3(O[CH]([CH]([CH]3C(O)=O)C(=O)Nc4ccc(cc4)c5csnn5)c6ccc(Cl)c(Cl)c6)C(=O)c2c1" 434 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccc2c(c1)C(=O)[C@]3(C2=O)[C@@H]([C@@H]([C@@H](O3)c4ccc(c(c4)Cl)Cl)C(=O)Nc5ccc(cc5)c6csnn6)C(=O)O" 434 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ccc2c(c1)C(=O)C3(C2=O)C(C(C(O3)c4ccc(c(c4)Cl)Cl)C(=O)Nc5ccc(cc5)c6csnn6)C(=O)O" 434 InChI InChI 1.03 "InChI=1S/C29H19Cl2N3O6S/c1-13-2-8-17-18(10-13)26(36)29(25(17)35)23(28(38)39)22(24(40-29)15-5-9-19(30)20(31)11-15)27(37)32-16-6-3-14(4-7-16)21-12-41-34-33-21/h2-12,22-24H,1H3,(H,32,37)(H,38,39)/t22-,23-,24-,29+/m0/s1" 434 InChIKey InChI 1.03 KNRVCCXHLSHTFW-HGPRPZRGSA-N # # 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 434 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3R,4S,5R)-5-(3,4-dichlorophenyl)-5'-methyl-1',3'-dioxo-4-{[4-(1,2,3-thiadiazol-4-yl)phenyl]carbamoyl}-1',3',4,5-tetrahydro-3H-spiro[furan-2,2'-indene]-3-carboxylic acid" 434 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3'R,4'S,5'R)-5'-(3,4-dichlorophenyl)-5-methyl-1,3-dioxo-4'-[[4-(1,2,3-thiadiazol-4-yl)phenyl]carbamoyl]spiro[indene-2,2'-oxolane]-3'-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 434 "Create component" 2003-11-10 RCSB 434 "Modify aromatic_flag" 2011-06-04 RCSB 434 "Modify descriptor" 2011-06-04 RCSB 434 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 434 _pdbx_chem_comp_synonyms.name "BILH 434" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##