data_YPA # _chem_comp.id YPA _chem_comp.name "(S)-3-(4-(2-CARBAZOL-9-YL-ETHOXY)-PHENYL)-2-ETHOXY-PROPIONIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H25 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-12-27 _chem_comp.pdbx_modified_date 2011-06-04 _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 403.470 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YPA _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 1KNU _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 YPA C1 C1 C 0 1 Y N N 11.350 64.061 9.571 3.385 -1.261 5.102 C1 YPA 1 YPA C2 C2 C 0 1 Y N N 12.111 65.196 9.169 2.104 -1.472 5.563 C2 YPA 2 YPA C3 C3 C 0 1 Y N N 13.496 65.220 9.416 1.045 -0.747 5.021 C3 YPA 3 YPA C4 C4 C 0 1 Y N N 14.161 64.162 10.066 1.283 0.193 4.009 C4 YPA 4 YPA C5 C5 C 0 1 Y N N 13.394 63.012 10.474 2.584 0.393 3.556 C5 YPA 5 YPA C6 C6 C 0 1 Y N N 11.990 62.968 10.222 3.623 -0.330 4.102 C6 YPA 6 YPA C11 C11 C 0 1 Y N N 14.499 66.244 9.111 -0.406 -0.728 5.277 C11 YPA 7 YPA C12 C12 C 0 1 Y N N 15.720 65.760 9.584 -0.951 0.227 4.407 C12 YPA 8 YPA N13 N13 N 0 1 Y N N 15.537 64.510 10.177 0.075 0.764 3.651 N13 YPA 9 YPA C14 C14 C 0 1 Y N N 14.400 67.496 8.466 -1.234 -1.428 6.151 C14 YPA 10 YPA C15 C15 C 0 1 Y N N 15.585 68.277 8.308 -2.590 -1.181 6.155 C15 YPA 11 YPA C16 C16 C 0 1 Y N N 16.841 67.801 8.791 -3.131 -0.241 5.292 C16 YPA 12 YPA C17 C17 C 0 1 Y N N 16.911 66.533 9.439 -2.323 0.458 4.422 C17 YPA 13 YPA C22 C22 C 0 1 N N N 16.723 63.772 10.791 -0.092 1.795 2.624 C22 YPA 14 YPA C23 C23 C 0 1 N N N 16.556 62.390 11.474 -0.339 1.130 1.269 C23 YPA 15 YPA O26 O26 O 0 1 N N N 17.801 61.910 12.016 -0.503 2.135 0.267 O26 YPA 16 YPA C29 C29 C 0 1 Y N N 17.908 61.991 13.452 -0.718 1.487 -0.907 C29 YPA 17 YPA C30 C30 C 0 1 Y N N 19.210 61.959 14.006 -0.914 2.212 -2.074 C30 YPA 18 YPA C31 C31 C 0 1 Y N N 19.416 62.030 15.413 -1.134 1.551 -3.267 C31 YPA 19 YPA C32 C32 C 0 1 Y N N 18.319 62.137 16.316 -1.158 0.169 -3.299 C32 YPA 20 YPA C33 C33 C 0 1 Y N N 16.999 62.169 15.772 -0.968 -0.554 -2.137 C33 YPA 21 YPA C34 C34 C 0 1 Y N N 16.791 62.096 14.359 -0.743 0.101 -0.942 C34 YPA 22 YPA C39 C39 C 0 1 N N N 18.577 62.218 17.832 -1.397 -0.549 -4.602 C39 YPA 23 YPA C40 C40 C 0 1 N N S 18.851 63.667 18.373 -0.057 -0.811 -5.294 C40 YPA 24 YPA C43 C43 C 0 1 N N N 18.799 63.714 19.967 -0.297 -1.529 -6.597 C43 YPA 25 YPA O44 O44 O 0 1 N N N 20.020 63.799 20.551 -0.904 -2.726 -6.601 O44 YPA 26 YPA O45 O45 O 0 1 N N N 17.796 63.695 20.626 0.057 -1.027 -7.637 O45 YPA 27 YPA O47 O47 O 0 1 N N N 20.123 64.129 17.830 0.597 0.432 -5.549 O47 YPA 28 YPA C49 C49 C 0 1 N N N 20.617 65.434 18.152 2.002 0.175 -5.506 C49 YPA 29 YPA C50 C50 C 0 1 N N N 20.878 66.216 16.871 2.767 1.473 -5.773 C50 YPA 30 YPA H1 H1 H 0 1 N N N 10.265 64.028 9.378 4.208 -1.822 5.521 H1 YPA 31 YPA H2 H2 H 0 1 N N N 11.630 66.053 8.668 1.921 -2.198 6.342 H2 YPA 32 YPA H5 H5 H 0 1 N N N 13.883 62.163 10.981 2.780 1.114 2.777 H5 YPA 33 YPA H6 H6 H 0 1 N N N 11.399 62.089 10.531 4.630 -0.172 3.746 H6 YPA 34 YPA H14 H14 H 0 1 N N N 13.425 67.854 8.096 -0.815 -2.162 6.824 H14 YPA 35 YPA H15 H15 H 0 1 N N N 15.530 69.258 7.808 -3.233 -1.723 6.833 H15 YPA 36 YPA H16 H16 H 0 1 N N N 17.752 68.410 8.664 -4.195 -0.055 5.302 H16 YPA 37 YPA H17 H17 H 0 1 N N N 17.874 66.155 9.823 -2.755 1.188 3.753 H17 YPA 38 YPA H221 1H22 H 0 0 N N N 17.212 64.458 11.522 0.810 2.404 2.570 H221 YPA 39 YPA H222 2H22 H 0 0 N N N 17.508 63.673 10.006 -0.942 2.428 2.879 H222 YPA 40 YPA H231 1H23 H 0 0 N N N 16.101 61.646 10.780 -1.242 0.520 1.323 H231 YPA 41 YPA H232 2H23 H 0 0 N N N 15.757 62.414 12.251 0.510 0.497 1.014 H232 YPA 42 YPA H30 H30 H 0 1 N N N 20.078 61.877 13.330 -0.895 3.291 -2.050 H30 YPA 43 YPA H31 H31 H 0 1 N N N 20.444 62.002 15.811 -1.287 2.114 -4.176 H31 YPA 44 YPA H33 H33 H 0 1 N N N 16.132 62.251 16.449 -0.988 -1.634 -2.164 H33 YPA 45 YPA H34 H34 H 0 1 N N N 15.761 62.121 13.966 -0.590 -0.465 -0.035 H34 YPA 46 YPA H391 1H39 H 0 0 N N N 19.408 61.533 18.121 -2.024 0.066 -5.247 H391 YPA 47 YPA H392 2H39 H 0 0 N N N 17.737 61.747 18.394 -1.897 -1.498 -4.408 H392 YPA 48 YPA H40 H40 H 0 1 N N N 18.048 64.362 18.033 0.569 -1.426 -4.649 H40 YPA 49 YPA H44 H44 H 0 1 N N N 19.989 63.827 21.500 -1.057 -3.187 -7.438 H44 YPA 50 YPA H491 1H49 H 0 0 N N N 21.517 65.392 18.809 2.260 -0.560 -6.267 H491 YPA 51 YPA H492 2H49 H 0 0 N N N 19.937 65.981 18.846 2.271 -0.208 -4.522 H492 YPA 52 YPA H501 1H50 H 0 0 N N N 19.978 66.258 16.214 3.838 1.277 -5.740 H501 YPA 53 YPA H502 2H50 H 0 0 N N N 21.263 67.232 17.122 2.498 1.858 -6.756 H502 YPA 54 YPA H503 3H50 H 0 0 N N N 21.558 65.669 16.177 2.509 2.210 -5.012 H503 YPA 55 # 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 YPA C1 C2 DOUB Y N 1 YPA C1 C6 SING Y N 2 YPA C1 H1 SING N N 3 YPA C2 C3 SING Y N 4 YPA C2 H2 SING N N 5 YPA C3 C4 DOUB Y N 6 YPA C3 C11 SING Y N 7 YPA C4 C5 SING Y N 8 YPA C4 N13 SING Y N 9 YPA C5 C6 DOUB Y N 10 YPA C5 H5 SING N N 11 YPA C6 H6 SING N N 12 YPA C11 C12 DOUB Y N 13 YPA C11 C14 SING Y N 14 YPA C12 N13 SING Y N 15 YPA C12 C17 SING Y N 16 YPA N13 C22 SING N N 17 YPA C14 C15 DOUB Y N 18 YPA C14 H14 SING N N 19 YPA C15 C16 SING Y N 20 YPA C15 H15 SING N N 21 YPA C16 C17 DOUB Y N 22 YPA C16 H16 SING N N 23 YPA C17 H17 SING N N 24 YPA C22 C23 SING N N 25 YPA C22 H221 SING N N 26 YPA C22 H222 SING N N 27 YPA C23 O26 SING N N 28 YPA C23 H231 SING N N 29 YPA C23 H232 SING N N 30 YPA O26 C29 SING N N 31 YPA C29 C30 DOUB Y N 32 YPA C29 C34 SING Y N 33 YPA C30 C31 SING Y N 34 YPA C30 H30 SING N N 35 YPA C31 C32 DOUB Y N 36 YPA C31 H31 SING N N 37 YPA C32 C33 SING Y N 38 YPA C32 C39 SING N N 39 YPA C33 C34 DOUB Y N 40 YPA C33 H33 SING N N 41 YPA C34 H34 SING N N 42 YPA C39 C40 SING N N 43 YPA C39 H391 SING N N 44 YPA C39 H392 SING N N 45 YPA C40 C43 SING N N 46 YPA C40 O47 SING N N 47 YPA C40 H40 SING N N 48 YPA C43 O44 SING N N 49 YPA C43 O45 DOUB N N 50 YPA O44 H44 SING N N 51 YPA O47 C49 SING N N 52 YPA C49 C50 SING N N 53 YPA C49 H491 SING N N 54 YPA C49 H492 SING N N 55 YPA C50 H501 SING N N 56 YPA C50 H502 SING N N 57 YPA C50 H503 SING N N 58 # 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 YPA SMILES ACDLabs 10.04 "O=C(O)C(OCC)Cc4ccc(OCCn3c1ccccc1c2c3cccc2)cc4" YPA SMILES_CANONICAL CACTVS 3.341 "CCO[C@@H](Cc1ccc(OCCn2c3ccccc3c4ccccc24)cc1)C(O)=O" YPA SMILES CACTVS 3.341 "CCO[CH](Cc1ccc(OCCn2c3ccccc3c4ccccc24)cc1)C(O)=O" YPA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCO[C@@H](Cc1ccc(cc1)OCCn2c3ccccc3c4c2cccc4)C(=O)O" YPA SMILES "OpenEye OEToolkits" 1.5.0 "CCOC(Cc1ccc(cc1)OCCn2c3ccccc3c4c2cccc4)C(=O)O" YPA InChI InChI 1.03 "InChI=1S/C25H25NO4/c1-2-29-24(25(27)28)17-18-11-13-19(14-12-18)30-16-15-26-22-9-5-3-7-20(22)21-8-4-6-10-23(21)26/h3-14,24H,2,15-17H2,1H3,(H,27,28)/t24-/m0/s1" YPA InChIKey InChI 1.03 WUZIMDSVRIBNNI-DEOSSOPVSA-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 YPA "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-3-{4-[2-(9H-carbazol-9-yl)ethoxy]phenyl}-2-ethoxypropanoic acid" YPA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-3-[4-(2-carbazol-9-ylethoxy)phenyl]-2-ethoxy-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 YPA "Create component" 2001-12-27 RCSB YPA "Modify descriptor" 2011-06-04 RCSB #