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                    2008-10-14 
_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                        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 N 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 InChI            InChI                1.02b 
InChI=1/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/f/h32,38H 
434 InChIKey         InChI                1.02b KNRVCCXHLSHTFW-ANLHZYLCDE 
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 
# 
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
;
# 
