data_331 # _chem_comp.id 331 _chem_comp.name "(2S)-2-(4-[2-(3-[2,4-DIFLUOROPHENYL]-1-HEPTYLUREIDO)ETHYL]PHENOXY)-2-METHYLBUTYRIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H36 F2 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms GW2331 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-11-24 _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 490.583 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 331 _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 1Y0S _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 331 C1 C1 C 0 1 Y N N 1.875 0.228 13.774 -2.085 0.075 -4.129 C1 331 1 331 N2 N2 N 0 1 N N N 0.956 0.412 12.757 -0.922 0.340 -3.393 N2 331 2 331 C3 C3 C 0 1 Y N N 1.465 0.321 15.121 -2.002 -0.179 -5.493 C3 331 3 331 C4 C4 C 0 1 Y N N 3.231 -0.073 13.524 -3.321 0.072 -3.499 C4 331 4 331 C5 C5 C 0 1 N N N 0.986 1.168 11.621 -0.918 0.171 -2.056 C5 331 5 331 C6 C6 C 0 1 Y N N 2.379 0.114 16.200 -3.151 -0.445 -6.217 C6 331 6 331 F7 F7 F 0 1 N N N 0.154 0.611 15.357 -0.800 -0.176 -6.110 F7 331 7 331 C8 C8 C 0 1 Y N N 4.143 -0.280 14.570 -4.466 -0.188 -4.226 C8 331 8 331 N9 N9 N 0 1 N N N -0.121 1.090 10.810 0.163 0.526 -1.335 N9 331 9 331 O10 O10 O 0 1 N N N 1.946 1.879 11.326 -1.891 -0.301 -1.500 O10 331 10 331 C11 C11 C 0 1 Y N N 3.715 -0.188 15.891 -4.382 -0.447 -5.584 C11 331 11 331 C12 C12 C 0 1 N N N -1.289 0.254 11.081 0.168 0.342 0.118 C12 331 12 331 C13 C13 C 0 1 N N N -0.127 1.881 9.576 1.335 1.095 -2.005 C13 331 13 331 F14 F14 F 0 1 N N N 4.620 -0.400 16.842 -5.504 -0.702 -6.293 F14 331 14 331 C15 C15 C 0 1 N N N -2.340 0.911 11.960 -0.377 1.602 0.793 C15 331 15 331 C16 C16 C 0 1 N N N 0.565 1.102 8.484 2.290 -0.029 -2.407 C16 331 16 331 C17 C17 C 0 1 Y N N -3.494 -0.013 11.938 -0.372 1.413 2.288 C17 331 17 331 C18 C18 C 0 1 N N N 0.335 1.832 7.182 3.514 0.565 -3.107 C18 331 18 331 C19 C19 C 0 1 Y N N -4.401 0.105 10.913 -1.481 0.880 2.920 C19 331 19 331 C20 C20 C 0 1 Y N N -3.686 -1.007 12.911 0.738 1.777 3.026 C20 331 20 331 C21 C21 C 0 1 N N N 1.169 1.302 5.965 4.468 -0.560 -3.509 C21 331 21 331 C22 C22 C 0 1 Y N N -5.480 -0.765 10.843 -1.477 0.701 4.289 C22 331 22 331 C23 C23 C 0 1 Y N N -4.771 -1.876 12.851 0.744 1.604 4.397 C23 331 23 331 C24 C24 C 0 1 N N N 0.587 1.902 4.695 5.692 0.034 -4.209 C24 331 24 331 C25 C25 C 0 1 Y N N -5.687 -1.770 11.796 -0.364 1.065 5.032 C25 331 25 331 C26 C26 C 0 1 N N N 1.432 1.721 3.461 6.647 -1.091 -4.611 C26 331 26 331 O27 O27 O 0 1 N N N -6.804 -2.586 11.589 -0.360 0.894 6.381 O27 331 27 331 C28 C28 C 0 1 N N N 1.130 2.811 2.457 7.871 -0.496 -5.310 C28 331 28 331 C29 C29 C 0 1 N N S -6.701 -4.016 11.608 0.356 -0.313 6.642 C29 331 29 331 C30 C30 C 0 1 N N N -6.511 -4.594 13.027 -0.413 -1.483 6.085 C30 331 30 331 C31 C31 C 0 1 N N N -5.705 -4.780 10.754 0.528 -0.488 8.152 C31 331 31 331 C32 C32 C 0 1 N N N -8.066 -4.484 11.027 1.732 -0.245 5.976 C32 331 32 331 O33 O33 O 0 1 N N N -5.781 -5.557 13.289 0.141 -2.706 6.071 O33 331 33 331 O34 O34 O 0 1 N N N -7.144 -4.052 13.921 -1.529 -1.322 5.652 O34 331 34 331 C35 C35 C 0 1 N N N -4.307 -4.301 10.513 -0.847 -0.557 8.818 C35 331 35 331 H36 H36 H 0 1 N N N 0.107 -0.110 12.854 -0.120 0.646 -3.845 H36 331 36 331 H37 H37 H 0 1 N N N 3.599 -0.157 12.515 -3.388 0.273 -2.440 H37 331 37 331 H38 H38 H 0 1 N N N 2.068 0.181 17.233 -3.087 -0.646 -7.276 H38 331 38 331 H39 H39 H 0 1 N N N 5.175 -0.514 14.352 -5.428 -0.191 -3.735 H39 331 39 331 H40 H40 H 0 1 N N N -0.970 -0.695 11.485 -0.459 -0.509 0.378 H40 331 40 331 H41 H41 H 0 1 N N N -1.680 0.027 10.101 1.187 0.160 0.458 H41 331 41 331 H42 H42 H 0 1 N N N 0.360 2.823 9.766 1.845 1.779 -1.326 H42 331 42 331 H43 H43 H 0 1 N N N -1.155 2.079 9.314 1.017 1.638 -2.895 H43 331 43 331 H44 H44 H 0 1 N N N -2.642 1.858 11.545 0.250 2.454 0.533 H44 331 44 331 H45 H45 H 0 1 N N N -1.973 1.049 12.965 -1.396 1.784 0.453 H45 331 45 331 H46 H46 H 0 1 N N N 0.140 0.113 8.420 1.780 -0.713 -3.086 H46 331 46 331 H47 H47 H 0 1 N N N 1.618 0.993 8.700 2.608 -0.572 -1.517 H47 331 47 331 H48 H48 H 0 1 N N N 0.508 2.888 7.333 4.024 1.248 -2.428 H48 331 48 331 H49 H49 H 0 1 N N N -0.722 1.762 6.978 3.195 1.107 -3.997 H49 331 49 331 H50 H50 H 0 1 N N N -4.256 0.866 10.166 -2.348 0.597 2.341 H50 331 50 331 H51 H51 H 0 1 N N N -2.982 -1.112 13.722 1.601 2.197 2.531 H51 331 51 331 H52 H52 H 0 1 N N N 1.134 0.222 5.905 3.958 -1.244 -4.188 H52 331 52 331 H53 H53 H 0 1 N N N 2.211 1.583 6.049 4.787 -1.103 -2.619 H53 331 53 331 H54 H54 H 0 1 N N N -6.157 -0.650 10.020 -2.342 0.280 4.782 H54 331 54 331 H55 H55 H 0 1 N N N -4.886 -2.631 13.610 1.613 1.888 4.973 H55 331 55 331 H56 H56 H 0 1 N N N 0.472 2.962 4.861 6.202 0.717 -3.530 H56 331 56 331 H57 H57 H 0 1 N N N -0.398 1.502 4.511 5.374 0.576 -5.099 H57 331 57 331 H58 H58 H 0 1 N N N 1.274 0.750 3.020 6.137 -1.775 -5.290 H58 331 58 331 H59 H59 H 0 1 N N N 2.465 1.765 3.761 6.965 -1.633 -3.720 H59 331 59 331 H60 H60 H 0 1 N N N 1.792 2.752 1.610 8.551 -1.298 -5.597 H60 331 60 331 H61 H61 H 0 1 N N N 1.209 3.786 2.890 7.552 0.045 -6.201 H61 331 61 331 H62 H62 H 0 1 N N N 0.122 2.708 2.107 8.381 0.186 -4.632 H62 331 62 331 H63 H63 H 0 1 N N N -6.149 -4.924 9.779 1.084 0.358 8.555 H63 331 63 331 H64 H64 H 0 1 N N N -5.607 -5.777 11.150 1.074 -1.410 8.351 H64 331 64 331 H65 H65 H 0 1 N N N -8.124 -5.565 10.958 2.211 0.701 6.229 H65 331 65 331 H66 H66 H 0 1 N N N -8.207 -4.092 10.033 2.349 -1.070 6.332 H66 331 66 331 H67 H67 H 0 1 N N N -8.891 -4.150 11.631 1.616 -0.316 4.895 H67 331 67 331 H33 H33 H 0 1 N N N -5.664 -5.913 14.162 -0.351 -3.457 5.714 H33 331 68 331 H69 H69 H 0 1 N N N -3.673 -5.153 10.434 -0.725 -0.681 9.894 H69 331 69 331 H70 H70 H 0 1 N N N -3.873 -3.758 11.296 -1.394 0.364 8.618 H70 331 70 331 H71 H71 H 0 1 N N N -4.266 -3.703 9.613 -1.404 -1.403 8.415 H71 331 71 # # 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 331 C1 N2 SING N N 1 331 C1 C3 SING Y N 2 331 C1 C4 DOUB Y N 3 331 N2 C5 SING N N 4 331 N2 H36 SING N N 5 331 C3 C6 DOUB Y N 6 331 C3 F7 SING N N 7 331 C4 C8 SING Y N 8 331 C4 H37 SING N N 9 331 C5 N9 SING N N 10 331 C5 O10 DOUB N N 11 331 C6 C11 SING Y N 12 331 C6 H38 SING N N 13 331 C8 C11 DOUB Y N 14 331 C8 H39 SING N N 15 331 N9 C12 SING N N 16 331 N9 C13 SING N N 17 331 C11 F14 SING N N 18 331 C12 C15 SING N N 19 331 C12 H40 SING N N 20 331 C12 H41 SING N N 21 331 C13 C16 SING N N 22 331 C13 H42 SING N N 23 331 C13 H43 SING N N 24 331 C15 C17 SING N N 25 331 C15 H44 SING N N 26 331 C15 H45 SING N N 27 331 C16 C18 SING N N 28 331 C16 H46 SING N N 29 331 C16 H47 SING N N 30 331 C17 C19 SING Y N 31 331 C17 C20 DOUB Y N 32 331 C18 C21 SING N N 33 331 C18 H48 SING N N 34 331 C18 H49 SING N N 35 331 C19 C22 DOUB Y N 36 331 C19 H50 SING N N 37 331 C20 C23 SING Y N 38 331 C20 H51 SING N N 39 331 C21 C24 SING N N 40 331 C21 H52 SING N N 41 331 C21 H53 SING N N 42 331 C22 C25 SING Y N 43 331 C22 H54 SING N N 44 331 C23 C25 DOUB Y N 45 331 C23 H55 SING N N 46 331 C24 C26 SING N N 47 331 C24 H56 SING N N 48 331 C24 H57 SING N N 49 331 C25 O27 SING N N 50 331 C26 C28 SING N N 51 331 C26 H58 SING N N 52 331 C26 H59 SING N N 53 331 O27 C29 SING N N 54 331 C28 H60 SING N N 55 331 C28 H61 SING N N 56 331 C28 H62 SING N N 57 331 C29 C30 SING N N 58 331 C29 C31 SING N N 59 331 C29 C32 SING N N 60 331 C30 O33 SING N N 61 331 C30 O34 DOUB N N 62 331 C31 C35 SING N N 63 331 C31 H63 SING N N 64 331 C31 H64 SING N N 65 331 C32 H65 SING N N 66 331 C32 H66 SING N N 67 331 C32 H67 SING N N 68 331 O33 H33 SING N N 69 331 C35 H69 SING N N 70 331 C35 H70 SING N N 71 331 C35 H71 SING N N 72 # # 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 331 SMILES ACDLabs 10.04 "Fc1ccc(c(F)c1)NC(=O)N(CCCCCCC)CCc2ccc(OC(C(=O)O)(CC)C)cc2" 331 SMILES_CANONICAL CACTVS 3.341 "CCCCCCCN(CCc1ccc(O[C@@](C)(CC)C(O)=O)cc1)C(=O)Nc2ccc(F)cc2F" 331 SMILES CACTVS 3.341 "CCCCCCCN(CCc1ccc(O[C](C)(CC)C(O)=O)cc1)C(=O)Nc2ccc(F)cc2F" 331 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCCCCN(CCc1ccc(cc1)O[C@@](C)(CC)C(=O)O)C(=O)Nc2ccc(cc2F)F" 331 SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCCCN(CCc1ccc(cc1)OC(C)(CC)C(=O)O)C(=O)Nc2ccc(cc2F)F" 331 InChI InChI 1.03 "InChI=1S/C27H36F2N2O4/c1-4-6-7-8-9-17-31(26(34)30-24-15-12-21(28)19-23(24)29)18-16-20-10-13-22(14-11-20)35-27(3,5-2)25(32)33/h10-15,19H,4-9,16-18H2,1-3H3,(H,30,34)(H,32,33)/t27-/m0/s1" 331 InChIKey InChI 1.03 VGSJXSLGVQINOL-MHZLTWQESA-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 331 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-[4-(2-{[(2,4-difluorophenyl)carbamoyl](heptyl)amino}ethyl)phenoxy]-2-methylbutanoic acid" 331 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[4-[2-[(2,4-difluorophenyl)carbamoyl-heptyl-amino]ethyl]phenoxy]-2-methyl-butanoic 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 331 "Create component" 2004-11-24 RCSB 331 "Modify descriptor" 2011-06-04 RCSB 331 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 331 _pdbx_chem_comp_synonyms.name GW2331 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##