data_5BC # _chem_comp.id 5BC _chem_comp.name "(5-{3-[4-(biphenyl-4-ylcarbonyl)-2-propylphenoxy]propoxy}-1H-indol-1-yl)acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H33 N O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-02 _chem_comp.pdbx_modified_date 2011-06-24 _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 547.640 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5BC _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 3NOA _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 5BC C1 C1 C 0 1 Y N N -6.613 6.557 46.067 7.347 -3.487 0.055 C1 5BC 1 5BC C2 C2 C 0 1 Y N N -7.019 7.891 46.113 6.630 -4.418 0.805 C2 5BC 2 5BC C3 C3 C 0 1 Y N N -7.036 8.606 47.317 7.056 -5.729 0.863 C3 5BC 3 5BC C4 C4 C 0 1 Y N N -6.633 7.966 48.487 8.192 -6.121 0.178 C4 5BC 4 5BC C5 C5 C 0 1 Y N N -6.209 6.623 48.442 8.908 -5.201 -0.568 C5 5BC 5 5BC C6 C6 C 0 1 Y N N -6.192 5.907 47.236 8.491 -3.887 -0.634 C6 5BC 6 5BC C7 C7 C 0 1 Y N N -6.603 4.553 42.381 6.036 0.556 -0.150 C7 5BC 7 5BC C8 C8 C 0 1 Y N N -7.666 5.363 42.737 7.187 0.159 -0.836 C8 5BC 8 5BC C9 C9 C 0 1 Y N N -7.674 6.027 43.962 7.610 -1.149 -0.769 C9 5BC 9 5BC C10 C10 C 0 1 Y N N -6.604 5.880 44.839 6.890 -2.078 -0.016 C10 5BC 10 5BC C11 C11 C 0 1 Y N N -5.516 5.069 44.484 5.741 -1.683 0.669 C11 5BC 11 5BC C12 C12 C 0 1 Y N N -5.512 4.405 43.253 5.316 -0.375 0.604 C12 5BC 12 5BC C13 C13 C 0 1 Y N N -7.920 3.466 40.307 4.143 2.274 -0.194 C13 5BC 13 5BC C14 C14 C 0 1 Y N N -10.205 2.846 38.861 1.436 2.863 -0.166 C14 5BC 14 5BC C15 C15 C 0 1 Y N N -9.091 3.319 38.188 2.370 3.890 -0.083 C15 5BC 15 5BC C16 C16 C 0 1 Y N N -7.933 3.626 38.918 3.716 3.602 -0.097 C16 5BC 16 5BC C17 C17 C 0 1 Y N N -9.052 2.991 40.989 3.201 1.244 -0.278 C17 5BC 17 5BC C18 C18 C 0 1 Y N N -10.206 2.663 40.251 1.857 1.541 -0.264 C18 5BC 18 5BC C19 C19 C 0 1 Y N N -12.610 5.417 35.764 -5.539 0.943 -0.350 C19 5BC 19 5BC C20 C20 C 0 1 Y N N -12.264 7.802 35.772 -7.873 0.387 -0.393 C20 5BC 20 5BC C21 C21 C 0 1 Y N N -11.237 7.699 34.832 -7.546 -0.977 -0.494 C21 5BC 21 5BC C22 C22 C 0 1 Y N N -10.892 6.417 34.348 -6.210 -1.361 -0.522 C22 5BC 22 5BC C23 C23 C 0 1 Y N N -11.593 5.291 34.813 -5.218 -0.408 -0.450 C23 5BC 23 5BC C24 C24 C 0 1 Y N N -12.939 6.680 36.237 -6.860 1.344 -0.321 C24 5BC 24 5BC C25 C25 C 0 1 Y N N -11.537 9.798 35.411 -9.788 -0.807 -0.484 C25 5BC 25 5BC N26 N26 N 0 1 Y N N -10.833 8.967 34.628 -8.734 -1.677 -0.547 N26 5BC 26 5BC C27 C27 C 0 1 Y N N -12.414 9.080 36.103 -9.337 0.453 -0.389 C27 5BC 27 5BC C28 C28 C 0 1 N N N -10.104 9.617 32.247 -8.766 -3.747 0.718 C28 5BC 28 5BC O29 O29 O 0 1 N N N -11.294 9.828 31.879 -8.849 -5.079 0.864 O29 5BC 29 5BC O30 O30 O 0 1 N N N -9.123 9.486 31.491 -8.625 -3.041 1.688 O30 5BC 30 5BC C31 C31 C 0 1 N N N -9.769 9.496 33.763 -8.849 -3.133 -0.656 C31 5BC 31 5BC O32 O32 O 0 1 N N N -13.381 4.410 36.292 -4.547 1.870 -0.274 O32 5BC 32 5BC C33 C33 C 0 1 N N N -12.899 3.120 36.387 -3.203 1.387 -0.303 C33 5BC 33 5BC C34 C34 C 0 1 N N N -13.606 2.539 37.617 -2.234 2.567 -0.208 C34 5BC 34 5BC C35 C35 C 0 1 N N N -12.533 2.088 38.633 -0.795 2.049 -0.240 C35 5BC 35 5BC O36 O36 O 0 1 N N N -11.271 2.586 38.070 0.110 3.152 -0.151 O36 5BC 36 5BC C37 C37 C 0 1 N N N -6.609 3.840 41.024 5.585 1.961 -0.216 C37 5BC 37 5BC O38 O38 O 0 1 N N N -5.543 3.630 40.462 6.401 2.859 -0.288 O38 5BC 38 5BC C39 C39 C 0 1 N N N -9.160 3.509 36.650 1.908 5.320 0.023 C39 5BC 39 5BC C40 C40 C 0 1 N N N -7.880 3.930 35.972 1.624 5.657 1.488 C40 5BC 40 5BC C41 C41 C 0 1 N N N -7.887 3.517 34.498 1.155 7.110 1.596 C41 5BC 41 5BC H2 H2 H 0 1 N N N -7.326 8.382 45.202 5.743 -4.113 1.341 H2 5BC 42 5BC H3 H3 H 0 1 N N N -7.356 9.637 47.338 6.502 -6.451 1.445 H3 5BC 43 5BC H4 H4 H 0 1 N N N -6.646 8.498 49.427 8.522 -7.148 0.226 H4 5BC 44 5BC H5 H5 H 0 1 N N N -5.891 6.136 49.352 9.795 -5.512 -1.101 H5 5BC 45 5BC H6 H6 H 0 1 N N N -5.862 4.879 47.208 9.050 -3.171 -1.217 H6 5BC 46 5BC H8 H8 H 0 1 N N N -8.498 5.482 42.059 7.745 0.877 -1.418 H8 5BC 47 5BC H9 H9 H 0 1 N N N -8.510 6.655 44.231 8.500 -1.457 -1.298 H9 5BC 48 5BC H11 H11 H 0 1 N N N -4.682 4.957 45.161 5.185 -2.402 1.251 H11 5BC 49 5BC H12 H12 H 0 1 N N N -4.675 3.782 42.975 4.426 -0.069 1.134 H12 5BC 50 5BC H16 H16 H 0 1 N N N -7.052 3.986 38.407 4.440 4.400 -0.032 H16 5BC 51 5BC H17 H17 H 0 1 N N N -9.038 2.879 42.063 3.527 0.217 -0.354 H17 5BC 52 5BC H18 H18 H 0 1 N N N -11.082 2.275 40.750 1.128 0.747 -0.327 H18 5BC 53 5BC H22 H22 H 0 1 N N N -10.096 6.303 33.627 -5.950 -2.407 -0.599 H22 5BC 54 5BC H23 H23 H 0 1 N N N -11.342 4.313 34.430 -4.182 -0.712 -0.471 H23 5BC 55 5BC H24 H24 H 0 1 N N N -13.724 6.791 36.970 -7.107 2.393 -0.243 H24 5BC 56 5BC H25 H25 H 0 1 N N N -11.412 10.869 35.469 -10.829 -1.093 -0.506 H25 5BC 57 5BC H27 H27 H 0 1 N N N -13.128 9.469 36.814 -9.939 1.348 -0.322 H27 5BC 58 5BC HO29 HO29 H 0 0 N N N -11.330 9.872 30.931 -8.790 -5.426 1.765 HO29 5BC 59 5BC H31 H31 H 0 1 N N N -9.528 10.506 34.125 -9.805 -3.389 -1.111 H31 5BC 60 5BC H31A H31A H 0 0 N N N -8.908 8.817 33.853 -8.038 -3.517 -1.275 H31A 5BC 61 5BC H33 H33 H 0 1 N N N -13.134 2.540 35.482 -3.040 0.715 0.540 H33 5BC 62 5BC H33A H33A H 0 0 N N N -11.807 3.112 36.515 -3.030 0.849 -1.235 H33A 5BC 63 5BC H34 H34 H 0 1 N N N -14.251 3.305 38.072 -2.397 3.239 -1.051 H34 5BC 64 5BC H34A H34A H 0 0 N N N -14.223 1.678 37.320 -2.407 3.105 0.724 H34A 5BC 65 5BC H35 H35 H 0 1 N N N -12.722 2.516 39.629 -0.632 1.377 0.603 H35 5BC 66 5BC H35A H35A H 0 0 N N N -12.518 0.993 38.738 -0.622 1.511 -1.172 H35A 5BC 67 5BC H39 H39 H 0 1 N N N -9.458 2.544 36.215 2.685 5.982 -0.358 H39 5BC 68 5BC H39A H39A H 0 0 N N N -9.908 4.291 36.451 0.998 5.453 -0.563 H39A 5BC 69 5BC H40 H40 H 0 1 N N N -7.781 5.024 36.038 0.847 4.995 1.870 H40 5BC 70 5BC H40A H40A H 0 0 N N N -7.030 3.447 36.476 2.533 5.525 2.074 H40A 5BC 71 5BC H41 H41 H 0 1 N N N -6.946 3.833 34.024 0.953 7.350 2.640 H41 5BC 72 5BC H41A H41A H 0 0 N N N -7.986 2.424 34.424 1.932 7.772 1.214 H41A 5BC 73 5BC H41B H41B H 0 0 N N N -8.735 3.997 33.987 0.245 7.242 1.010 H41B 5BC 74 # 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 5BC C1 C2 DOUB Y N 1 5BC C1 C6 SING Y N 2 5BC C1 C10 SING Y N 3 5BC C2 C3 SING Y N 4 5BC C3 C4 DOUB Y N 5 5BC C4 C5 SING Y N 6 5BC C5 C6 DOUB Y N 7 5BC C7 C8 DOUB Y N 8 5BC C7 C12 SING Y N 9 5BC C7 C37 SING N N 10 5BC C8 C9 SING Y N 11 5BC C9 C10 DOUB Y N 12 5BC C10 C11 SING Y N 13 5BC C11 C12 DOUB Y N 14 5BC C13 C16 DOUB Y N 15 5BC C13 C17 SING Y N 16 5BC C13 C37 SING N N 17 5BC C14 C15 DOUB Y N 18 5BC C14 C18 SING Y N 19 5BC C14 O36 SING N N 20 5BC C15 C16 SING Y N 21 5BC C15 C39 SING N N 22 5BC C17 C18 DOUB Y N 23 5BC C19 C23 DOUB Y N 24 5BC C19 C24 SING Y N 25 5BC C19 O32 SING N N 26 5BC C20 C21 SING Y N 27 5BC C20 C24 DOUB Y N 28 5BC C20 C27 SING Y N 29 5BC C21 C22 DOUB Y N 30 5BC C21 N26 SING Y N 31 5BC C22 C23 SING Y N 32 5BC C25 N26 SING Y N 33 5BC C25 C27 DOUB Y N 34 5BC N26 C31 SING N N 35 5BC C28 O29 SING N N 36 5BC C28 O30 DOUB N N 37 5BC C28 C31 SING N N 38 5BC O32 C33 SING N N 39 5BC C33 C34 SING N N 40 5BC C34 C35 SING N N 41 5BC C35 O36 SING N N 42 5BC C37 O38 DOUB N N 43 5BC C39 C40 SING N N 44 5BC C40 C41 SING N N 45 5BC C2 H2 SING N N 46 5BC C3 H3 SING N N 47 5BC C4 H4 SING N N 48 5BC C5 H5 SING N N 49 5BC C6 H6 SING N N 50 5BC C8 H8 SING N N 51 5BC C9 H9 SING N N 52 5BC C11 H11 SING N N 53 5BC C12 H12 SING N N 54 5BC C16 H16 SING N N 55 5BC C17 H17 SING N N 56 5BC C18 H18 SING N N 57 5BC C22 H22 SING N N 58 5BC C23 H23 SING N N 59 5BC C24 H24 SING N N 60 5BC C25 H25 SING N N 61 5BC C27 H27 SING N N 62 5BC O29 HO29 SING N N 63 5BC C31 H31 SING N N 64 5BC C31 H31A SING N N 65 5BC C33 H33 SING N N 66 5BC C33 H33A SING N N 67 5BC C34 H34 SING N N 68 5BC C34 H34A SING N N 69 5BC C35 H35 SING N N 70 5BC C35 H35A SING N N 71 5BC C39 H39 SING N N 72 5BC C39 H39A SING N N 73 5BC C40 H40 SING N N 74 5BC C40 H40A SING N N 75 5BC C41 H41 SING N N 76 5BC C41 H41A SING N N 77 5BC C41 H41B SING N N 78 # 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 5BC SMILES ACDLabs 12.01 "O=C(c2ccc(c1ccccc1)cc2)c5ccc(OCCCOc3cc4c(cc3)n(cc4)CC(=O)O)c(c5)CCC" 5BC SMILES_CANONICAL CACTVS 3.370 "CCCc1cc(ccc1OCCCOc2ccc3n(CC(O)=O)ccc3c2)C(=O)c4ccc(cc4)c5ccccc5" 5BC SMILES CACTVS 3.370 "CCCc1cc(ccc1OCCCOc2ccc3n(CC(O)=O)ccc3c2)C(=O)c4ccc(cc4)c5ccccc5" 5BC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCc1cc(ccc1OCCCOc2ccc3c(c2)ccn3CC(=O)O)C(=O)c4ccc(cc4)c5ccccc5" 5BC SMILES "OpenEye OEToolkits" 1.7.0 "CCCc1cc(ccc1OCCCOc2ccc3c(c2)ccn3CC(=O)O)C(=O)c4ccc(cc4)c5ccccc5" 5BC InChI InChI 1.03 "InChI=1S/C35H33NO5/c1-2-7-29-22-30(35(39)27-12-10-26(11-13-27)25-8-4-3-5-9-25)14-17-33(29)41-21-6-20-40-31-15-16-32-28(23-31)18-19-36(32)24-34(37)38/h3-5,8-19,22-23H,2,6-7,20-21,24H2,1H3,(H,37,38)" 5BC InChIKey InChI 1.03 KDJDNXXKJABUHE-UHFFFAOYSA-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 5BC "SYSTEMATIC NAME" ACDLabs 12.01 "(5-{3-[4-(biphenyl-4-ylcarbonyl)-2-propylphenoxy]propoxy}-1H-indol-1-yl)acetic acid" 5BC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-[5-[3-[4-(4-phenylphenyl)carbonyl-2-propyl-phenoxy]propoxy]indol-1-yl]ethanoic 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 5BC "Create component" 2010-07-02 PDBJ 5BC "Modify aromatic_flag" 2011-06-04 RCSB 5BC "Modify descriptor" 2011-06-04 RCSB #