data_X0R # _chem_comp.id X0R _chem_comp.name "(R)-3-(4-BROMOBENZYLTHIO)-2-(3-(3-((2,4-DIFLUOROPHENYL)ETHYNYL)BENZOYL)-3-PROPYLUREIDO)PROPANOIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H25 Br F2 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-11 _chem_comp.pdbx_modified_date 2014-09-05 _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 615.486 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X0R _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 4C5D _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 X0R BR BR BR 0 0 N N N 1.453 -18.784 -56.490 8.718 -3.403 0.613 BR X0R 1 X0R C28 C28 C 0 1 Y N N 1.830 -20.655 -56.660 7.828 -1.782 0.218 C28 X0R 2 X0R C27 C27 C 0 1 Y N N 3.152 -21.115 -56.801 7.045 -1.682 -0.918 C27 X0R 3 X0R C26 C26 C 0 1 Y N N 3.432 -22.468 -56.910 6.395 -0.497 -1.207 C26 X0R 4 X0R C29 C29 C 0 1 Y N N 0.787 -21.585 -56.673 7.955 -0.698 1.068 C29 X0R 5 X0R C30 C30 C 0 1 Y N N 1.075 -22.941 -56.798 7.304 0.486 0.779 C30 X0R 6 X0R C25 C25 C 0 1 Y N N 2.392 -23.396 -56.914 6.527 0.588 -0.360 C25 X0R 7 X0R C24 C24 C 0 1 N N N 2.685 -24.889 -57.023 5.818 1.880 -0.675 C24 X0R 8 X0R S23 S23 S 0 1 N N N 2.193 -25.598 -58.557 4.173 1.869 0.089 S23 X0R 9 X0R C22 C22 C 0 1 N N N 3.557 -25.111 -59.561 3.488 3.478 -0.395 C22 X0R 10 X0R C20 C20 C 0 1 N N R 4.675 -26.131 -59.401 2.078 3.626 0.181 C20 X0R 11 X0R C21 C21 C 0 1 N N N 5.024 -26.570 -60.778 1.509 4.962 -0.220 C21 X0R 12 X0R O2 O2 O 0 1 N N N 5.922 -25.947 -61.376 0.494 5.015 -0.873 O2 X0R 13 X0R O1 O1 O 0 1 N N N 4.401 -27.543 -61.256 2.130 6.094 0.147 O1 X0R 14 X0R N19 N19 N 0 1 N N N 5.829 -25.583 -58.691 1.224 2.555 -0.337 N19 X0R 15 X0R C19 C19 C 0 1 N N N 6.716 -26.378 -58.080 0.141 2.159 0.361 C19 X0R 16 X0R O19 O19 O 0 1 N N N 6.547 -27.586 -58.128 -0.126 2.690 1.421 O19 X0R 17 X0R N15 N15 N 0 1 N N N 7.777 -25.854 -57.426 -0.645 1.174 -0.116 N15 X0R 18 X0R C16 C16 C 0 1 N N N 8.804 -26.742 -56.898 -0.323 0.534 -1.394 C16 X0R 19 X0R C17 C17 C 0 1 N N N 9.725 -27.065 -58.053 0.881 -0.392 -1.212 C17 X0R 20 X0R C18 C18 C 0 1 N N N 10.604 -28.234 -57.668 1.123 -1.174 -2.504 C18 X0R 21 X0R C15 C15 C 0 1 N N N 7.904 -24.518 -57.423 -1.728 0.777 0.582 C15 X0R 22 X0R O15 O15 O 0 1 N N N 7.037 -23.794 -57.868 -2.038 1.358 1.604 O15 X0R 23 X0R C11 C11 C 0 1 Y N N 9.147 -23.850 -56.936 -2.538 -0.363 0.105 C11 X0R 24 X0R C10 C10 C 0 1 Y N N 9.447 -23.718 -55.577 -3.927 -0.322 0.205 C10 X0R 25 X0R C12 C12 C 0 1 Y N N 10.017 -23.346 -57.892 -1.913 -1.481 -0.452 C12 X0R 26 X0R C13 C13 C 0 1 Y N N 11.192 -22.722 -57.498 -2.668 -2.548 -0.898 C13 X0R 27 X0R C14 C14 C 0 1 Y N N 11.498 -22.578 -56.144 -4.044 -2.518 -0.798 C14 X0R 28 X0R C9 C9 C 0 1 Y N N 10.632 -23.079 -55.170 -4.684 -1.403 -0.248 C9 X0R 29 X0R C8 C8 C 0 1 N N N 10.960 -22.943 -53.911 -6.112 -1.371 -0.150 C8 X0R 30 X0R C7 C7 C 0 1 N N N 11.208 -22.839 -52.750 -7.283 -1.344 -0.070 C7 X0R 31 X0R C1 C1 C 0 1 Y N N 11.486 -22.708 -51.475 -8.712 -1.311 0.028 C1 X0R 32 X0R C6 C6 C 0 1 Y N N 12.544 -23.432 -50.919 -9.471 -2.394 -0.425 C6 X0R 33 X0R C5 C5 C 0 1 Y N N 12.840 -23.281 -49.565 -10.846 -2.357 -0.328 C5 X0R 34 X0R C4 C4 C 0 1 Y N N 12.105 -22.431 -48.751 -11.477 -1.249 0.217 C4 X0R 35 X0R F4 F4 F 0 1 N N N 12.383 -22.287 -47.433 -12.824 -1.220 0.309 F4 X0R 36 X0R C3 C3 C 0 1 Y N N 11.070 -21.720 -49.300 -10.731 -0.172 0.669 C3 X0R 37 X0R C2 C2 C 0 1 Y N N 10.763 -21.857 -50.637 -9.353 -0.198 0.583 C2 X0R 38 X0R F2 F2 F 0 1 N N N 9.745 -21.114 -51.094 -8.626 0.850 1.029 F2 X0R 39 X0R H27 H27 H 0 1 N N N 3.963 -20.402 -56.825 6.943 -2.529 -1.580 H27 X0R 40 X0R H29 H29 H 0 1 N N N -0.237 -21.253 -56.587 8.561 -0.778 1.958 H29 X0R 41 X0R H26 H26 H 0 1 N N N 4.455 -22.803 -56.992 5.784 -0.419 -2.094 H26 X0R 42 X0R H30 H30 H 0 1 N N N 0.265 -23.656 -56.806 7.403 1.332 1.442 H30 X0R 43 X0R H241 H241 H 0 0 N N N 3.768 -25.040 -56.902 6.396 2.717 -0.282 H241 X0R 44 X0R H242 H242 H 0 0 N N N 2.150 -25.408 -56.214 5.716 1.984 -1.756 H242 X0R 45 X0R H221 H221 H 0 0 N N N 3.244 -25.069 -60.615 4.124 4.274 -0.009 H221 X0R 46 X0R H222 H222 H 0 0 N N N 3.913 -24.120 -59.244 3.444 3.542 -1.482 H222 X0R 47 X0R H20 H20 H 0 1 N N N 4.282 -26.993 -58.842 2.122 3.561 1.269 H20 X0R 48 X0R H19 H19 H 0 1 N N N 5.959 -24.592 -58.661 1.437 2.131 -1.184 H19 X0R 49 X0R H1 H1 H 0 1 N N N 4.720 -27.724 -62.132 1.727 6.927 -0.134 H1 X0R 50 X0R H161 H161 H 0 0 N N N 9.363 -26.241 -56.094 -1.180 -0.048 -1.735 H161 X0R 51 X0R H162 H162 H 0 0 N N N 8.346 -27.663 -56.507 -0.086 1.298 -2.134 H162 X0R 52 X0R H171 H171 H 0 0 N N N 9.128 -27.328 -58.939 1.764 0.203 -0.976 H171 X0R 53 X0R H172 H172 H 0 0 N N N 10.352 -26.191 -58.280 0.684 -1.089 -0.397 H172 X0R 54 X0R H181 H181 H 0 0 N N N 11.278 -28.477 -58.502 1.982 -1.833 -2.375 H181 X0R 55 X0R H182 H182 H 0 0 N N N 11.199 -27.969 -56.781 0.241 -1.769 -2.740 H182 X0R 56 X0R H183 H183 H 0 0 N N N 9.974 -29.107 -57.440 1.321 -0.477 -3.319 H183 X0R 57 X0R H10 H10 H 0 1 N N N 8.765 -24.109 -54.836 -4.416 0.541 0.631 H10 X0R 58 X0R H12 H12 H 0 1 N N N 9.780 -23.439 -58.942 -0.837 -1.512 -0.534 H12 X0R 59 X0R H13 H13 H 0 1 N N N 11.875 -22.345 -58.245 -2.179 -3.410 -1.328 H13 X0R 60 X0R H14 H14 H 0 1 N N N 12.408 -22.077 -55.848 -4.628 -3.356 -1.150 H14 X0R 61 X0R H6 H6 H 0 1 N N N 13.127 -24.103 -51.533 -8.982 -3.257 -0.850 H6 X0R 62 X0R H5 H5 H 0 1 N N N 13.661 -23.839 -49.140 -11.433 -3.193 -0.678 H5 X0R 63 X0R H3 H3 H 0 1 N N N 10.492 -21.049 -48.682 -11.229 0.688 1.092 H3 X0R 64 # 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 X0R BR C28 SING N N 1 X0R C28 C27 SING Y N 2 X0R C28 C29 DOUB Y N 3 X0R C27 C26 DOUB Y N 4 X0R C26 C25 SING Y N 5 X0R C29 C30 SING Y N 6 X0R C30 C25 DOUB Y N 7 X0R C25 C24 SING N N 8 X0R C24 S23 SING N N 9 X0R S23 C22 SING N N 10 X0R C22 C20 SING N N 11 X0R C20 C21 SING N N 12 X0R C20 N19 SING N N 13 X0R C21 O2 DOUB N N 14 X0R C21 O1 SING N N 15 X0R N19 C19 SING N N 16 X0R C19 O19 DOUB N N 17 X0R C19 N15 SING N N 18 X0R N15 C16 SING N N 19 X0R N15 C15 SING N N 20 X0R C16 C17 SING N N 21 X0R C17 C18 SING N N 22 X0R C15 O15 DOUB N N 23 X0R C15 C11 SING N N 24 X0R C11 C10 SING Y N 25 X0R C11 C12 DOUB Y N 26 X0R C10 C9 DOUB Y N 27 X0R C12 C13 SING Y N 28 X0R C13 C14 DOUB Y N 29 X0R C14 C9 SING Y N 30 X0R C9 C8 SING N N 31 X0R C8 C7 TRIP N N 32 X0R C7 C1 SING N N 33 X0R C1 C6 SING Y N 34 X0R C1 C2 DOUB Y N 35 X0R C6 C5 DOUB Y N 36 X0R C5 C4 SING Y N 37 X0R C4 F4 SING N N 38 X0R C4 C3 DOUB Y N 39 X0R C3 C2 SING Y N 40 X0R C2 F2 SING N N 41 X0R C27 H27 SING N N 42 X0R C29 H29 SING N N 43 X0R C26 H26 SING N N 44 X0R C30 H30 SING N N 45 X0R C24 H241 SING N N 46 X0R C24 H242 SING N N 47 X0R C22 H221 SING N N 48 X0R C22 H222 SING N N 49 X0R C20 H20 SING N N 50 X0R N19 H19 SING N N 51 X0R O1 H1 SING N N 52 X0R C16 H161 SING N N 53 X0R C16 H162 SING N N 54 X0R C17 H171 SING N N 55 X0R C17 H172 SING N N 56 X0R C18 H181 SING N N 57 X0R C18 H182 SING N N 58 X0R C18 H183 SING N N 59 X0R C10 H10 SING N N 60 X0R C12 H12 SING N N 61 X0R C13 H13 SING N N 62 X0R C14 H14 SING N N 63 X0R C6 H6 SING N N 64 X0R C5 H5 SING N N 65 X0R C3 H3 SING N N 66 # 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 X0R SMILES ACDLabs 12.01 "Brc1ccc(cc1)CSCC(C(=O)O)NC(=O)N(C(=O)c3cccc(C#Cc2ccc(F)cc2F)c3)CCC" X0R InChI InChI 1.03 "InChI=1S/C29H25BrF2N2O4S/c1-2-14-34(29(38)33-26(28(36)37)18-39-17-20-7-11-23(30)12-8-20)27(35)22-5-3-4-19(15-22)6-9-21-10-13-24(31)16-25(21)32/h3-5,7-8,10-13,15-16,26H,2,14,17-18H2,1H3,(H,33,38)(H,36,37)/t26-/m0/s1" X0R InChIKey InChI 1.03 WDPWVHPOPPOGPB-SANMLTNESA-N X0R SMILES_CANONICAL CACTVS 3.385 "CCCN(C(=O)N[C@@H](CSCc1ccc(Br)cc1)C(O)=O)C(=O)c2cccc(c2)C#Cc3ccc(F)cc3F" X0R SMILES CACTVS 3.385 "CCCN(C(=O)N[CH](CSCc1ccc(Br)cc1)C(O)=O)C(=O)c2cccc(c2)C#Cc3ccc(F)cc3F" X0R SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCCN(C(=O)c1cccc(c1)C#Cc2ccc(cc2F)F)C(=O)N[C@@H](CSCc3ccc(cc3)Br)C(=O)O" X0R SMILES "OpenEye OEToolkits" 1.9.2 "CCCN(C(=O)c1cccc(c1)C#Cc2ccc(cc2F)F)C(=O)NC(CSCc3ccc(cc3)Br)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 X0R "SYSTEMATIC NAME" ACDLabs 12.01 "S-(4-bromobenzyl)-N-[{3-[(2,4-difluorophenyl)ethynyl]benzoyl}(propyl)carbamoyl]-L-cysteine" X0R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-2-[[[3-[2-[2,4-bis(fluoranyl)phenyl]ethynyl]phenyl]carbonyl-propyl-carbamoyl]amino]-3-[(4-bromophenyl)methylsulfanyl]propanoic 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 X0R "Create component" 2013-09-11 EBI X0R "Modify value order" 2013-10-18 EBI X0R "Initial release" 2014-02-05 RCSB X0R "Modify descriptor" 2014-09-05 RCSB #