data_X0D # _chem_comp.id X0D _chem_comp.name "(R)-2-(3-(3-((2,4-DIFLUOROPENYL)ETHYNYL)BENZOYL)-3-PROPYLUREIDO)-3-(ISOBUTYLTHIO) PROPANOIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H28 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 2013-09-10 _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 502.573 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X0D _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 4C52 _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 X0D O2 O2 O 0 1 N N N 3.679 -26.256 -61.314 5.134 4.327 -0.541 O2 X0D 1 X0D C21 C21 C 0 1 N N N 4.594 -25.727 -60.639 4.279 3.309 -0.721 C21 X0D 2 X0D O1 O1 O 0 1 N N N 5.704 -25.419 -61.131 3.323 3.444 -1.448 O1 X0D 3 X0D C20 C20 C 0 1 N N R 4.343 -25.450 -59.178 4.509 1.997 -0.016 C20 X0D 4 X0D C22 C22 C 0 1 N N N 3.275 -24.371 -59.036 5.862 1.421 -0.440 C22 X0D 5 X0D S23 S23 S 0 1 N N N 2.893 -24.147 -57.327 6.140 -0.158 0.408 S23 X0D 6 X0D C24 C24 C 0 1 N N N 1.627 -22.932 -57.450 7.765 -0.674 -0.212 C24 X0D 7 X0D C25 C25 C 0 1 N N N 2.273 -21.586 -57.711 8.150 -2.013 0.420 C25 X0D 8 X0D C27 C27 C 0 1 N N N 3.410 -21.367 -56.721 9.460 -2.509 -0.196 C27 X0D 9 X0D C26 C26 C 0 1 N N N 1.241 -20.473 -57.608 8.332 -1.832 1.928 C26 X0D 10 X0D N19 N19 N 0 1 N N N 5.516 -24.926 -58.475 3.445 1.056 -0.375 N19 X0D 11 X0D C19 C19 C 0 1 N N N 6.483 -25.740 -58.042 2.280 1.067 0.303 C19 X0D 12 X0D O19 O19 O 0 1 N N N 6.336 -26.942 -58.238 2.112 1.857 1.211 O19 X0D 13 X0D N15 N15 N 0 1 N N N 7.658 -25.289 -57.537 1.301 0.201 -0.027 N15 X0D 14 X0D C16 C16 C 0 1 N N N 8.582 -26.235 -56.922 1.503 -0.751 -1.122 C16 X0D 15 X0D C17 C17 C 0 1 N N N 9.407 -26.932 -57.981 2.454 -1.859 -0.664 C17 X0D 16 X0D C18 C18 C 0 1 N N N 10.264 -27.971 -57.277 2.546 -2.933 -1.751 C18 X0D 17 X0D C15 C15 C 0 1 N N N 7.971 -23.976 -57.563 0.135 0.212 0.650 C15 X0D 18 X0D O15 O15 O 0 1 N N N 7.260 -23.108 -58.044 -0.061 1.051 1.507 O15 X0D 19 X0D C11 C11 C 0 1 Y N N 9.288 -23.486 -57.021 -0.903 -0.796 0.350 C11 X0D 20 X0D C10 C10 C 0 1 Y N N 9.550 -23.333 -55.653 -2.247 -0.429 0.331 C10 X0D 21 X0D C12 C12 C 0 1 Y N N 10.267 -23.118 -57.942 -0.539 -2.117 0.079 C12 X0D 22 X0D C13 C13 C 0 1 Y N N 11.493 -22.632 -57.501 -1.507 -3.061 -0.201 C13 X0D 23 X0D C14 C14 C 0 1 Y N N 11.751 -22.494 -56.144 -2.841 -2.707 -0.217 C14 X0D 24 X0D C9 C9 C 0 1 Y N N 10.777 -22.843 -55.201 -3.220 -1.387 0.047 C9 X0D 25 X0D C8 C8 C 0 1 N N N 11.061 -22.744 -53.927 -4.604 -1.019 0.025 C8 X0D 26 X0D C7 C7 C 0 1 N N N 11.318 -22.655 -52.762 -5.739 -0.718 0.007 C7 X0D 27 X0D C1 C1 C 0 1 Y N N 11.590 -22.545 -51.486 -7.123 -0.351 -0.014 C1 X0D 28 X0D C6 C6 C 0 1 Y N N 12.668 -23.238 -50.920 -8.099 -1.310 -0.299 C6 X0D 29 X0D C5 C5 C 0 1 Y N N 12.956 -23.102 -49.563 -9.430 -0.950 -0.319 C5 X0D 30 X0D C4 C4 C 0 1 Y N N 12.169 -22.282 -48.759 -9.802 0.360 -0.058 C4 X0D 31 X0D F4 F4 F 0 1 N N N 12.438 -22.138 -47.458 -11.108 0.705 -0.079 F4 X0D 32 X0D C3 C3 C 0 1 Y N N 11.098 -21.598 -49.310 -8.841 1.317 0.225 C3 X0D 33 X0D C2 C2 C 0 1 Y N N 10.830 -21.732 -50.671 -7.504 0.969 0.254 C2 X0D 34 X0D F2 F2 F 0 1 N N N 9.805 -21.064 -51.200 -6.567 1.901 0.536 F2 X0D 35 X0D H2 H2 H 0 1 N N N 3.972 -26.370 -62.211 4.945 5.149 -1.014 H2 X0D 36 X0D H20 H20 H 0 1 N N N 3.992 -26.370 -58.688 4.504 2.158 1.062 H20 X0D 37 X0D H221 H221 H 0 0 N N N 3.650 -23.426 -59.455 5.867 1.261 -1.518 H221 X0D 38 X0D H222 H222 H 0 0 N N N 2.368 -24.678 -59.578 6.654 2.122 -0.173 H222 X0D 39 X0D H19 H19 H 0 1 N N N 5.595 -23.942 -58.316 3.579 0.425 -1.099 H19 X0D 40 X0D H241 H241 H 0 0 N N N 0.950 -23.185 -58.279 7.722 -0.782 -1.296 H241 X0D 41 X0D H242 H242 H 0 0 N N N 1.057 -22.894 -56.510 8.509 0.079 0.049 H242 X0D 42 X0D H25 H25 H 0 1 N N N 2.689 -21.586 -58.729 7.362 -2.743 0.234 H25 X0D 43 X0D H271 H271 H 0 0 N N N 3.879 -20.390 -56.910 10.248 -1.779 -0.010 H271 X0D 44 X0D H272 H272 H 0 0 N N N 3.013 -21.390 -55.696 9.735 -3.463 0.254 H272 X0D 45 X0D H273 H273 H 0 0 N N N 4.160 -22.163 -56.842 9.331 -2.638 -1.270 H273 X0D 46 X0D H261 H261 H 0 0 N N N 1.725 -19.504 -57.800 7.399 -1.478 2.366 H261 X0D 47 X0D H262 H262 H 0 0 N N N 0.447 -20.639 -58.351 8.606 -2.786 2.378 H262 X0D 48 X0D H263 H263 H 0 0 N N N 0.804 -20.471 -56.599 9.120 -1.102 2.114 H263 X0D 49 X0D H161 H161 H 0 0 N N N 9.253 -25.694 -56.238 0.545 -1.188 -1.405 H161 X0D 50 X0D H162 H162 H 0 0 N N N 8.010 -26.985 -56.357 1.934 -0.234 -1.979 H162 X0D 51 X0D H171 H171 H 0 0 N N N 8.746 -27.422 -58.711 3.443 -1.438 -0.485 H171 X0D 52 X0D H172 H172 H 0 0 N N N 10.048 -26.203 -58.498 2.076 -2.305 0.256 H172 X0D 53 X0D H181 H181 H 0 0 N N N 10.881 -28.501 -58.018 1.557 -3.354 -1.930 H181 X0D 54 X0D H182 H182 H 0 0 N N N 10.917 -27.473 -56.545 2.924 -2.487 -2.671 H182 X0D 55 X0D H183 H183 H 0 0 N N N 9.614 -28.691 -56.758 3.223 -3.722 -1.425 H183 X0D 56 X0D H10 H10 H 0 1 N N N 8.789 -23.599 -54.935 -2.534 0.592 0.536 H10 X0D 57 X0D H12 H12 H 0 1 N N N 10.073 -23.210 -59.000 0.503 -2.401 0.089 H12 X0D 58 X0D H13 H13 H 0 1 N N N 12.251 -22.360 -58.220 -1.219 -4.081 -0.410 H13 X0D 59 X0D H14 H14 H 0 1 N N N 12.707 -22.116 -55.814 -3.593 -3.450 -0.438 H14 X0D 60 X0D H6 H6 H 0 1 N N N 13.278 -23.880 -51.538 -7.812 -2.330 -0.503 H6 X0D 61 X0D H5 H5 H 0 1 N N N 13.792 -23.634 -49.134 -10.184 -1.691 -0.538 H5 X0D 62 X0D H3 H3 H 0 1 N N N 10.477 -20.967 -48.691 -9.137 2.335 0.428 H3 X0D 63 # 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 X0D O2 C21 SING N N 1 X0D C21 O1 DOUB N N 2 X0D C21 C20 SING N N 3 X0D C20 C22 SING N N 4 X0D C20 N19 SING N N 5 X0D C22 S23 SING N N 6 X0D S23 C24 SING N N 7 X0D C24 C25 SING N N 8 X0D C25 C27 SING N N 9 X0D C25 C26 SING N N 10 X0D N19 C19 SING N N 11 X0D C19 O19 DOUB N N 12 X0D C19 N15 SING N N 13 X0D N15 C16 SING N N 14 X0D N15 C15 SING N N 15 X0D C16 C17 SING N N 16 X0D C17 C18 SING N N 17 X0D C15 O15 DOUB N N 18 X0D C15 C11 SING N N 19 X0D C11 C10 SING Y N 20 X0D C11 C12 DOUB Y N 21 X0D C10 C9 DOUB Y N 22 X0D C12 C13 SING Y N 23 X0D C13 C14 DOUB Y N 24 X0D C14 C9 SING Y N 25 X0D C9 C8 SING N N 26 X0D C8 C7 TRIP N N 27 X0D C7 C1 SING N N 28 X0D C1 C6 SING Y N 29 X0D C1 C2 DOUB Y N 30 X0D C6 C5 DOUB Y N 31 X0D C5 C4 SING Y N 32 X0D C4 F4 SING N N 33 X0D C4 C3 DOUB Y N 34 X0D C3 C2 SING Y N 35 X0D C2 F2 SING N N 36 X0D O2 H2 SING N N 37 X0D C20 H20 SING N N 38 X0D C22 H221 SING N N 39 X0D C22 H222 SING N N 40 X0D N19 H19 SING N N 41 X0D C24 H241 SING N N 42 X0D C24 H242 SING N N 43 X0D C25 H25 SING N N 44 X0D C27 H271 SING N N 45 X0D C27 H272 SING N N 46 X0D C27 H273 SING N N 47 X0D C26 H261 SING N N 48 X0D C26 H262 SING N N 49 X0D C26 H263 SING N N 50 X0D C16 H161 SING N N 51 X0D C16 H162 SING N N 52 X0D C17 H171 SING N N 53 X0D C17 H172 SING N N 54 X0D C18 H181 SING N N 55 X0D C18 H182 SING N N 56 X0D C18 H183 SING N N 57 X0D C10 H10 SING N N 58 X0D C12 H12 SING N N 59 X0D C13 H13 SING N N 60 X0D C14 H14 SING N N 61 X0D C6 H6 SING N N 62 X0D C5 H5 SING N N 63 X0D C3 H3 SING N N 64 # 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 X0D SMILES ACDLabs 12.01 "Fc2cc(F)ccc2C#Cc1cccc(C(=O)N(C(=O)NC(C(=O)O)CSCC(C)C)CCC)c1" X0D InChI InChI 1.03 "InChI=1S/C26H28F2N2O4S/c1-4-12-30(26(34)29-23(25(32)33)16-35-15-17(2)3)24(31)20-7-5-6-18(13-20)8-9-19-10-11-21(27)14-22(19)28/h5-7,10-11,13-14,17,23H,4,12,15-16H2,1-3H3,(H,29,34)(H,32,33)/t23-/m0/s1" X0D InChIKey InChI 1.03 KBNODIQMRDIBMX-QHCPKHFHSA-N X0D SMILES_CANONICAL CACTVS 3.385 "CCCN(C(=O)N[C@@H](CSCC(C)C)C(O)=O)C(=O)c1cccc(c1)C#Cc2ccc(F)cc2F" X0D SMILES CACTVS 3.385 "CCCN(C(=O)N[CH](CSCC(C)C)C(O)=O)C(=O)c1cccc(c1)C#Cc2ccc(F)cc2F" X0D SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCCN(C(=O)c1cccc(c1)C#Cc2ccc(cc2F)F)C(=O)N[C@@H](CSCC(C)C)C(=O)O" X0D SMILES "OpenEye OEToolkits" 1.9.2 "CCCN(C(=O)c1cccc(c1)C#Cc2ccc(cc2F)F)C(=O)NC(CSCC(C)C)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 X0D "SYSTEMATIC NAME" ACDLabs 12.01 "N-[{3-[(2,4-difluorophenyl)ethynyl]benzoyl}(propyl)carbamoyl]-S-(2-methylpropyl)-L-cysteine" X0D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-2-[[[3-[2-[2,4-bis(fluoranyl)phenyl]ethynyl]phenyl]carbonyl-propyl-carbamoyl]amino]-3-(2-methylpropylsulfanyl)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 X0D "Create component" 2013-09-10 EBI X0D "Create component" 2013-10-09 EBI X0D "Initial release" 2014-02-05 RCSB X0D "Modify descriptor" 2014-09-05 RCSB #