data_20W # _chem_comp.id 20W _chem_comp.name "(2S,3R,4R,5R)-N-(4-carbamoyl-2-methoxyphenyl)-2'-chloro-4-(3-chloro-2-fluorophenyl)-2-(2,2-dimethylpropyl)-5'-oxo-4',5'-dihydrospiro[pyrrolidine-3,6'-thieno[3,2-b]pyrrole]-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H29 Cl2 F 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 2013-08-13 _chem_comp.pdbx_modified_date 2014-06-27 _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 619.534 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 20W _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 4LWV _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 20W C2 C2 C 0 1 N N N 0.801 -32.107 -10.076 -2.963 -0.656 1.201 C2 20W 1 20W C3 C3 C 0 1 N N R 1.127 -31.443 -11.429 -2.328 -0.274 -0.106 C3 20W 2 20W C5 C5 C 0 1 Y N N 3.624 -34.153 -12.830 -4.530 2.934 -1.077 C5 20W 3 20W C6 C6 C 0 1 Y N N 3.224 -34.448 -11.534 -4.820 2.314 0.061 C6 20W 4 20W C7 C7 C 0 1 Y N N 2.085 -32.473 -11.951 -3.091 0.942 -0.568 C7 20W 5 20W C8 C8 C 0 1 Y N N 2.343 -33.443 -11.130 -4.026 1.195 0.366 C8 20W 6 20W C11 C11 C 0 1 N N S 1.713 -30.100 -11.151 -2.408 -1.409 -1.129 C11 20W 7 20W C13 C13 C 0 1 N N R -0.641 -29.860 -11.616 -0.152 -1.263 -0.422 C13 20W 8 20W C14 C14 C 0 1 N N R -0.107 -31.120 -12.279 -0.835 0.042 0.066 C14 20W 9 20W C21 C21 C 0 1 N N N 2.684 -30.150 -9.970 -3.033 -2.649 -0.488 C21 20W 10 20W C22 C22 C 0 1 N N N 3.710 -28.986 -10.064 -3.221 -3.733 -1.551 C22 20W 11 20W C23 C23 C 0 1 N N N 4.743 -29.098 -8.926 -3.847 -4.973 -0.910 C23 20W 12 20W C24 C24 C 0 1 N N N 4.433 -29.057 -11.412 -4.143 -3.210 -2.655 C24 20W 13 20W C25 C25 C 0 1 N N N 2.992 -27.639 -9.955 -1.863 -4.099 -2.152 C25 20W 14 20W N1 N1 N 0 1 N N N 1.608 -33.270 -9.913 -3.942 0.241 1.414 N1 20W 15 20W CL1 CL1 CL 0 0 N N N 4.698 -35.134 -13.839 -5.352 4.336 -1.689 CL1 20W 16 20W O2 O2 O 0 1 N N N -0.012 -31.732 -9.239 -2.657 -1.586 1.917 O2 20W 17 20W N12 N12 N 0 1 N N N 0.518 -29.278 -10.834 -1.017 -1.701 -1.549 N12 20W 18 20W C31 C31 C 0 1 Y N N -1.150 -32.195 -12.290 -0.507 0.307 1.513 C31 20W 19 20W C36 C36 C 0 1 Y N N -2.115 -32.257 -11.292 -1.047 1.406 2.154 C36 20W 20 20W C35 C35 C 0 1 Y N N -3.115 -33.247 -11.354 -0.747 1.650 3.482 C35 20W 21 20W C34 C34 C 0 1 Y N N -3.149 -34.168 -12.408 0.093 0.795 4.170 C34 20W 22 20W C32 C32 C 0 1 Y N N -1.207 -33.120 -13.318 0.329 -0.554 2.203 C32 20W 23 20W F1 F1 F 0 1 N N N -0.286 -33.070 -14.295 0.853 -1.632 1.579 F1 20W 24 20W C33 C33 C 0 1 Y N N -2.180 -34.090 -13.402 0.635 -0.306 3.531 C33 20W 25 20W CL2 CL2 CL 0 0 N N N -2.193 -35.196 -14.752 1.684 -1.384 4.398 CL2 20W 26 20W C41 C41 C 0 1 N N N -1.081 -28.846 -12.609 1.248 -0.985 -0.905 C41 20W 27 20W N42 N42 N 0 1 N N N -0.446 -27.605 -12.443 2.121 -0.339 -0.106 N42 20W 28 20W C43 C43 C 0 1 Y N N -0.697 -26.431 -13.200 3.417 -0.077 -0.555 C43 20W 29 20W C48 C48 C 0 1 Y N N -1.356 -26.471 -14.423 3.996 -0.897 -1.516 C48 20W 30 20W C44 C44 C 0 1 Y N N -0.248 -25.250 -12.657 4.125 1.010 -0.042 C44 20W 31 20W O49 O49 O 0 1 N N N 0.396 -25.314 -11.423 3.554 1.814 0.895 O49 20W 32 20W C50 C50 C 0 1 N N N 0.749 -24.046 -10.887 4.337 2.908 1.375 C50 20W 33 20W C45 C45 C 0 1 Y N N -0.453 -24.044 -13.298 5.407 1.270 -0.486 C45 20W 34 20W C46 C46 C 0 1 Y N N -1.169 -24.041 -14.512 5.991 0.442 -1.449 C46 20W 35 20W C51 C51 C 0 1 N N N -1.533 -22.760 -15.132 7.361 0.715 -1.926 C51 20W 36 20W O51 O51 O 0 1 N N N -1.607 -21.692 -14.481 7.982 1.662 -1.481 O51 20W 37 20W N51 N51 N 0 1 N N N -1.818 -22.740 -16.499 7.923 -0.084 -2.854 N51 20W 38 20W C47 C47 C 0 1 Y N N -1.591 -25.264 -15.089 5.273 -0.639 -1.965 C47 20W 39 20W O41 O41 O 0 1 N N N -1.922 -29.038 -13.493 1.591 -1.344 -2.012 O41 20W 40 20W S4 S4 S 0 1 Y N N 2.928 -32.641 -13.456 -3.190 2.121 -1.870 S4 20W 41 20W H1 H1 H 0 1 N N N 3.537 -35.298 -10.946 -5.616 2.649 0.711 H1 20W 42 20W H2 H2 H 0 1 N N N 2.226 -29.711 -12.043 -2.999 -1.095 -1.989 H2 20W 43 20W H3 H3 H 0 1 N N N -1.466 -30.115 -10.935 -0.143 -2.011 0.370 H3 20W 44 20W H4 H4 H 0 1 N N N 0.207 -30.891 -13.308 -0.544 0.887 -0.558 H4 20W 45 20W H5 H5 H 0 1 N N N 2.118 -30.060 -9.031 -2.377 -3.022 0.299 H5 20W 46 20W H6 H6 H 0 1 N N N 3.222 -31.109 -9.983 -4.001 -2.388 -0.060 H6 20W 47 20W H7 H7 H 0 1 N N N 4.227 -29.047 -7.956 -4.815 -4.712 -0.482 H7 20W 48 20W H8 H8 H 0 1 N N N 5.276 -30.057 -9.008 -3.981 -5.746 -1.668 H8 20W 49 20W H9 H9 H 0 1 N N N 5.463 -28.270 -9.002 -3.190 -5.346 -0.124 H9 20W 50 20W H10 H10 H 0 1 N N N 5.160 -28.235 -11.482 -3.697 -2.326 -3.112 H10 20W 51 20W H11 H11 H 0 1 N N N 4.959 -30.020 -11.496 -4.277 -3.982 -3.413 H11 20W 52 20W H12 H12 H 0 1 N N N 3.699 -28.968 -12.227 -5.110 -2.949 -2.227 H12 20W 53 20W H13 H13 H 0 1 N N N 2.469 -27.579 -8.989 -1.206 -4.472 -1.366 H13 20W 54 20W H14 H14 H 0 1 N N N 3.728 -26.825 -10.025 -1.997 -4.872 -2.909 H14 20W 55 20W H15 H15 H 0 1 N N N 2.263 -27.545 -10.773 -1.417 -3.216 -2.609 H15 20W 56 20W H16 H16 H 0 1 N N N 1.653 -33.854 -9.103 -4.524 0.234 2.190 H16 20W 57 20W H17 H17 H 0 1 N N N 0.673 -28.328 -11.106 -0.784 -1.207 -2.397 H17 20W 58 20W H19 H19 H 0 1 N N N -2.098 -31.551 -10.475 -1.704 2.075 1.617 H19 20W 59 20W H20 H20 H 0 1 N N N -3.865 -33.296 -10.579 -1.169 2.509 3.981 H20 20W 60 20W H21 H21 H 0 1 N N N -3.916 -34.927 -12.448 0.327 0.987 5.207 H21 20W 61 20W H22 H22 H 0 1 N N N 0.247 -27.542 -11.725 1.848 -0.056 0.781 H22 20W 62 20W H23 H23 H 0 1 N N N -1.678 -27.410 -14.848 3.445 -1.737 -1.911 H23 20W 63 20W H24 H24 H 0 1 N N N 1.250 -24.184 -9.917 5.250 2.528 1.833 H24 20W 64 20W H25 H25 H 0 1 N N N 1.429 -23.531 -11.581 4.593 3.564 0.544 H25 20W 65 20W H26 H26 H 0 1 N N N -0.159 -23.441 -10.748 3.765 3.467 2.116 H26 20W 66 20W H27 H27 H 0 1 N N N -0.073 -23.124 -12.879 5.956 2.111 -0.090 H27 20W 67 20W H28 H28 H 0 1 N N N -2.076 -21.882 -16.943 7.428 -0.838 -3.208 H28 20W 68 20W H29 H29 H 0 1 N N N -1.764 -23.583 -17.033 8.823 0.096 -3.167 H29 20W 69 20W H30 H30 H 0 1 N N N -2.095 -25.264 -16.044 5.723 -1.280 -2.709 H30 20W 70 # 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 20W N51 C51 SING N N 1 20W C51 C46 SING N N 2 20W C51 O51 DOUB N N 3 20W C47 C46 DOUB Y N 4 20W C47 C48 SING Y N 5 20W CL2 C33 SING N N 6 20W C46 C45 SING Y N 7 20W C48 C43 DOUB Y N 8 20W F1 C32 SING N N 9 20W CL1 C5 SING N N 10 20W O41 C41 DOUB N N 11 20W S4 C5 SING Y N 12 20W S4 C7 SING Y N 13 20W C33 C32 DOUB Y N 14 20W C33 C34 SING Y N 15 20W C32 C31 SING Y N 16 20W C45 C44 DOUB Y N 17 20W C43 C44 SING Y N 18 20W C43 N42 SING N N 19 20W C5 C6 DOUB Y N 20 20W C44 O49 SING N N 21 20W C41 N42 SING N N 22 20W C41 C13 SING N N 23 20W C34 C35 DOUB Y N 24 20W C31 C14 SING N N 25 20W C31 C36 DOUB Y N 26 20W C14 C13 SING N N 27 20W C14 C3 SING N N 28 20W C7 C3 SING N N 29 20W C7 C8 DOUB Y N 30 20W C13 N12 SING N N 31 20W C6 C8 SING Y N 32 20W C3 C11 SING N N 33 20W C3 C2 SING N N 34 20W O49 C50 SING N N 35 20W C24 C22 SING N N 36 20W C35 C36 SING Y N 37 20W C11 N12 SING N N 38 20W C11 C21 SING N N 39 20W C8 N1 SING N N 40 20W C2 N1 SING N N 41 20W C2 O2 DOUB N N 42 20W C22 C21 SING N N 43 20W C22 C25 SING N N 44 20W C22 C23 SING N N 45 20W C6 H1 SING N N 46 20W C11 H2 SING N N 47 20W C13 H3 SING N N 48 20W C14 H4 SING N N 49 20W C21 H5 SING N N 50 20W C21 H6 SING N N 51 20W C23 H7 SING N N 52 20W C23 H8 SING N N 53 20W C23 H9 SING N N 54 20W C24 H10 SING N N 55 20W C24 H11 SING N N 56 20W C24 H12 SING N N 57 20W C25 H13 SING N N 58 20W C25 H14 SING N N 59 20W C25 H15 SING N N 60 20W N1 H16 SING N N 61 20W N12 H17 SING N N 62 20W C36 H19 SING N N 63 20W C35 H20 SING N N 64 20W C34 H21 SING N N 65 20W N42 H22 SING N N 66 20W C48 H23 SING N N 67 20W C50 H24 SING N N 68 20W C50 H25 SING N N 69 20W C50 H26 SING N N 70 20W C45 H27 SING N N 71 20W N51 H28 SING N N 72 20W N51 H29 SING N N 73 20W C47 H30 SING N N 74 # 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 20W SMILES ACDLabs 12.01 "O=C(N)c1ccc(c(OC)c1)NC(=O)C5NC(C3(C(=O)Nc2cc(Cl)sc23)C5c4cccc(Cl)c4F)CC(C)(C)C" 20W InChI InChI 1.03 "InChI=1S/C29H29Cl2FN4O4S/c1-28(2,3)12-19-29(24-17(35-27(29)39)11-20(31)41-24)21(14-6-5-7-15(30)22(14)32)23(36-19)26(38)34-16-9-8-13(25(33)37)10-18(16)40-4/h5-11,19,21,23,36H,12H2,1-4H3,(H2,33,37)(H,34,38)(H,35,39)/t19-,21-,23+,29+/m0/s1" 20W InChIKey InChI 1.03 UOVSZRTTWLJPHE-HNXAPSNLSA-N 20W SMILES_CANONICAL CACTVS 3.385 "COc1cc(ccc1NC(=O)[C@@H]2N[C@@H](CC(C)(C)C)[C@]3([C@H]2c4cccc(Cl)c4F)C(=O)Nc5cc(Cl)sc35)C(N)=O" 20W SMILES CACTVS 3.385 "COc1cc(ccc1NC(=O)[CH]2N[CH](CC(C)(C)C)[C]3([CH]2c4cccc(Cl)c4F)C(=O)Nc5cc(Cl)sc35)C(N)=O" 20W SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)C[C@H]1[C@]2(c3c(cc(s3)Cl)NC2=O)[C@H]([C@@H](N1)C(=O)Nc4ccc(cc4OC)C(=O)N)c5cccc(c5F)Cl" 20W SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)CC1C2(c3c(cc(s3)Cl)NC2=O)C(C(N1)C(=O)Nc4ccc(cc4OC)C(=O)N)c5cccc(c5F)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 20W "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,3R,4R,5R)-N-(4-carbamoyl-2-methoxyphenyl)-2'-chloro-4-(3-chloro-2-fluorophenyl)-2-(2,2-dimethylpropyl)-5'-oxo-4',5'-dihydrospiro[pyrrolidine-3,6'-thieno[3,2-b]pyrrole]-5-carboxamide" 20W "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2'R,3'R,5'S,6R)-N-(4-aminocarbonyl-2-methoxy-phenyl)-2-chloranyl-3'-(3-chloranyl-2-fluoranyl-phenyl)-5'-(2,2-dimethylpropyl)-5-oxidanylidene-spiro[4H-thieno[3,2-b]pyrrole-6,4'-pyrrolidine]-2'-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 20W "Create component" 2013-08-13 RCSB 20W "Initial release" 2014-07-02 RCSB #