data_394 # _chem_comp.id 394 _chem_comp.name "R-3-FLUORO-4-[2-HYDROXY-2-(5,5,8,8-TETRAMETHYL-5,6,7,8,-TETRAHYDRO-NAPHTALEN-2-YL)-ACETYLAMINO]-BENZOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H26 F N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms BMS270394 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-05-08 _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 399.455 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 394 _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 1EXA _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 394 C1 C1 C 0 1 Y N N 37.411 16.573 86.233 -1.039 -0.238 2.780 C1 394 1 394 C2 C2 C 0 1 Y N N 36.528 17.547 86.716 -1.484 0.072 4.047 C2 394 2 394 C3 C3 C 0 1 Y N N 35.619 17.156 87.714 -0.566 0.218 5.091 C3 394 3 394 C4 C4 C 0 1 Y N N 35.625 15.809 88.273 0.798 0.044 4.847 C4 394 4 394 C5 C5 C 0 1 Y N N 36.569 14.884 87.722 1.236 -0.270 3.580 C5 394 5 394 C6 C6 C 0 1 Y N N 37.441 15.237 86.683 0.321 -0.416 2.543 C6 394 6 394 C7 C7 C 0 1 N N N 34.617 18.093 88.194 -1.037 0.555 6.447 C7 394 7 394 C8 C8 C 0 1 Y N N 41.093 13.098 82.565 0.596 -1.012 -2.000 C8 394 8 394 C9 C9 C 0 1 Y N N 40.634 13.524 83.814 1.696 -0.314 -1.547 C9 394 9 394 C10 C10 C 0 1 Y N N 41.321 14.600 84.477 2.009 0.911 -2.105 C10 394 10 394 C11 C11 C 0 1 Y N N 42.424 15.168 83.894 1.218 1.428 -3.111 C11 394 11 394 C12 C12 C 0 1 Y N N 42.901 14.744 82.651 0.110 0.726 -3.568 C12 394 12 394 C13 C13 C 0 1 N N N 44.184 15.401 82.145 -0.713 1.353 -4.662 C13 394 13 394 C14 C14 C 0 1 N N N 44.392 15.058 80.662 -1.601 0.306 -5.332 C14 394 14 394 C15 C15 C 0 1 N N N 44.105 13.629 80.244 -2.371 -0.444 -4.240 C15 394 15 394 C16 C16 C 0 1 N N N 42.690 13.192 80.646 -1.382 -1.312 -3.464 C16 394 16 394 C17 C17 C 0 1 Y N N 42.222 13.698 81.969 -0.200 -0.494 -3.014 C17 394 17 394 C18 C18 C 0 1 N N N 41.749 13.695 79.535 -2.082 -1.903 -2.239 C18 394 18 394 C19 C19 C 0 1 N N N 42.716 11.646 80.676 -0.894 -2.449 -4.364 C19 394 19 394 C20 C20 C 0 1 N N N 44.193 16.898 82.194 0.220 1.967 -5.708 C20 394 20 394 C21 C21 C 0 1 N N N 45.447 15.030 82.915 -1.593 2.453 -4.064 C21 394 21 394 C22 C22 C 0 1 N N R 39.426 12.895 84.466 2.552 -0.884 -0.446 C22 394 22 394 C23 C23 C 0 1 N N N 38.383 14.000 84.853 2.026 -0.425 0.888 C23 394 23 394 N6 N6 N 0 1 N N N 38.332 14.256 86.178 0.769 -0.735 1.260 N6 394 24 394 F1 F1 F 0 1 N N N 38.380 16.909 85.356 -1.925 -0.379 1.769 F1 394 25 394 O22 O22 O 0 1 N N N 39.804 12.148 85.670 3.899 -0.433 -0.608 O22 394 26 394 O23 O23 O 0 1 N N N 37.687 14.538 83.994 2.734 0.224 1.628 O23 394 27 394 O71 O71 O 0 1 N N N 34.430 19.146 87.524 -0.238 0.682 7.354 O71 394 28 394 O72 O72 O 0 1 N N N 33.909 17.753 89.175 -2.354 0.723 6.681 O72 394 29 394 H2 H2 H 0 1 N N N 36.547 18.578 86.326 -2.540 0.206 4.232 H2 394 30 394 H4 H4 H 0 1 N N N 34.941 15.501 89.082 1.510 0.156 5.652 H4 394 31 394 H5 H5 H 0 1 N N N 36.627 13.855 88.114 2.291 -0.405 3.392 H5 394 32 394 H8 H8 H 0 1 N N N 40.560 12.283 82.046 0.352 -1.969 -1.563 H8 394 33 394 H10 H10 H 0 1 N N N 40.995 14.997 85.452 2.870 1.462 -1.756 H10 394 34 394 H11 H11 H 0 1 N N N 42.937 15.981 84.434 1.463 2.385 -3.546 H11 394 35 394 H141 1H14 H 0 0 N N N 43.797 15.758 80.030 -2.304 0.798 -6.005 H141 394 36 394 H142 2H14 H 0 0 N N N 45.427 15.335 80.356 -0.983 -0.393 -5.894 H142 394 37 394 H151 1H15 H 0 0 N N N 44.281 13.481 79.152 -2.841 0.269 -3.565 H151 394 38 394 H152 2H15 H 0 0 N N N 44.875 12.927 80.641 -3.133 -1.076 -4.696 H152 394 39 394 H181 1H18 H 0 0 N N N 40.720 13.377 79.827 -1.380 -2.523 -1.682 H181 394 40 394 H182 2H18 H 0 0 N N N 41.836 14.789 79.343 -2.440 -1.095 -1.600 H182 394 41 394 H183 3H18 H 0 0 N N N 42.045 13.352 78.515 -2.927 -2.511 -2.562 H183 394 42 394 H191 1H19 H 0 0 N N N 41.687 11.328 80.968 -0.188 -3.071 -3.813 H191 394 43 394 H192 2H19 H 0 0 N N N 43.069 11.187 79.723 -1.745 -3.055 -4.676 H192 394 44 394 H193 3H19 H 0 0 N N N 43.514 11.226 81.331 -0.403 -2.032 -5.243 H193 394 45 394 H201 1H20 H 0 0 N N N 45.129 17.377 81.824 0.849 2.721 -5.235 H201 394 46 394 H202 2H20 H 0 0 N N N 43.311 17.305 81.647 0.848 1.186 -6.136 H202 394 47 394 H203 3H20 H 0 0 N N N 43.962 17.250 83.226 -0.372 2.430 -6.497 H203 394 48 394 H211 1H21 H 0 0 N N N 46.383 15.509 82.545 -0.962 3.207 -3.593 H211 394 49 394 H212 2H21 H 0 0 N N N 45.310 15.239 84.001 -2.184 2.915 -4.855 H212 394 50 394 H213 3H21 H 0 0 N N N 45.568 13.922 82.944 -2.260 2.019 -3.319 H213 394 51 394 H22 H22 H 0 1 N N N 38.972 12.188 83.731 2.526 -1.973 -0.492 H22 394 52 394 HN6 HN6 H 0 1 N N N 38.953 13.720 86.784 0.174 -1.181 0.636 HN6 394 53 394 HO22 2HO2 H 0 0 N N N 39.044 11.752 86.080 3.878 0.531 -0.561 HO22 394 54 394 HO27 7HO2 H 0 0 N N N 33.254 18.365 89.488 -2.663 0.944 7.570 HO27 394 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 394 C1 C2 DOUB Y N 1 394 C1 C6 SING Y N 2 394 C1 F1 SING N N 3 394 C2 C3 SING Y N 4 394 C2 H2 SING N N 5 394 C3 C4 DOUB Y N 6 394 C3 C7 SING N N 7 394 C4 C5 SING Y N 8 394 C4 H4 SING N N 9 394 C5 C6 DOUB Y N 10 394 C5 H5 SING N N 11 394 C6 N6 SING N N 12 394 C7 O71 DOUB N N 13 394 C7 O72 SING N N 14 394 C8 C9 DOUB Y N 15 394 C8 C17 SING Y N 16 394 C8 H8 SING N N 17 394 C9 C10 SING Y N 18 394 C9 C22 SING N N 19 394 C10 C11 DOUB Y N 20 394 C10 H10 SING N N 21 394 C11 C12 SING Y N 22 394 C11 H11 SING N N 23 394 C12 C13 SING N N 24 394 C12 C17 DOUB Y N 25 394 C13 C14 SING N N 26 394 C13 C20 SING N N 27 394 C13 C21 SING N N 28 394 C14 C15 SING N N 29 394 C14 H141 SING N N 30 394 C14 H142 SING N N 31 394 C15 C16 SING N N 32 394 C15 H151 SING N N 33 394 C15 H152 SING N N 34 394 C16 C17 SING N N 35 394 C16 C18 SING N N 36 394 C16 C19 SING N N 37 394 C18 H181 SING N N 38 394 C18 H182 SING N N 39 394 C18 H183 SING N N 40 394 C19 H191 SING N N 41 394 C19 H192 SING N N 42 394 C19 H193 SING N N 43 394 C20 H201 SING N N 44 394 C20 H202 SING N N 45 394 C20 H203 SING N N 46 394 C21 H211 SING N N 47 394 C21 H212 SING N N 48 394 C21 H213 SING N N 49 394 C22 C23 SING N N 50 394 C22 O22 SING N N 51 394 C22 H22 SING N N 52 394 C23 N6 SING N N 53 394 C23 O23 DOUB N N 54 394 N6 HN6 SING N N 55 394 O22 HO22 SING N N 56 394 O72 HO27 SING N N 57 # # 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 394 SMILES ACDLabs 10.04 "O=C(O)c1ccc(c(F)c1)NC(=O)C(O)c2ccc3c(c2)C(CCC3(C)C)(C)C" 394 SMILES_CANONICAL CACTVS 3.341 "CC1(C)CCC(C)(C)c2cc(ccc12)[C@@H](O)C(=O)Nc3ccc(cc3F)C(O)=O" 394 SMILES CACTVS 3.341 "CC1(C)CCC(C)(C)c2cc(ccc12)[CH](O)C(=O)Nc3ccc(cc3F)C(O)=O" 394 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1(CCC(c2c1ccc(c2)[C@H](C(=O)Nc3ccc(cc3F)C(=O)O)O)(C)C)C" 394 SMILES "OpenEye OEToolkits" 1.5.0 "CC1(CCC(c2c1ccc(c2)C(C(=O)Nc3ccc(cc3F)C(=O)O)O)(C)C)C" 394 InChI InChI 1.03 "InChI=1S/C23H26FNO4/c1-22(2)9-10-23(3,4)16-11-13(5-7-15(16)22)19(26)20(27)25-18-8-6-14(21(28)29)12-17(18)24/h5-8,11-12,19,26H,9-10H2,1-4H3,(H,25,27)(H,28,29)/t19-/m1/s1" 394 InChIKey InChI 1.03 AANFHDFOMFRLLR-LJQANCHMSA-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 394 "SYSTEMATIC NAME" ACDLabs 10.04 "3-fluoro-4-{[(2R)-2-hydroxy-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)acetyl]amino}benzoic acid" 394 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-fluoro-4-[[(2R)-2-hydroxy-2-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)ethanoyl]amino]benzoic 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 394 "Create component" 2000-05-08 RCSB 394 "Modify descriptor" 2011-06-04 RCSB 394 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 394 _pdbx_chem_comp_synonyms.name BMS270394 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##