data_A8X # _chem_comp.id A8X _chem_comp.name "3-[(3R)-3-[(4-fluorophenyl)sulfonylamino]-1,2,3,4-tetrahydrocarbazol-9-yl]propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 F N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Ramatroban _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-10-23 _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 416.466 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A8X _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 6IIU _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 A8X F F1 F 0 1 N N N 20.030 162.974 145.363 4.980 -3.722 -0.701 F A8X 1 A8X C11 C1 C 0 1 N N N 27.638 163.130 147.976 -0.322 2.408 -0.303 C11 A8X 2 A8X C12 C2 C 0 1 N N R 26.191 162.878 147.446 0.854 1.449 -0.080 C12 A8X 3 A8X C16 C3 C 0 1 Y N N 21.199 162.421 145.592 4.626 -2.456 -0.393 C16 A8X 4 A8X C15 C4 C 0 1 Y N N 21.604 162.265 146.925 3.728 -2.218 0.634 C15 A8X 5 A8X C14 C5 C 0 1 Y N N 22.829 161.649 147.149 3.367 -0.921 0.949 C14 A8X 6 A8X C17 C6 C 0 1 Y N N 21.994 161.969 144.488 5.165 -1.394 -1.099 C17 A8X 7 A8X C18 C7 C 0 1 Y N N 23.232 161.352 144.742 4.802 -0.099 -0.783 C18 A8X 8 A8X C13 C8 C 0 1 Y N N 23.668 161.198 146.081 3.901 0.138 0.238 C13 A8X 9 A8X S S1 S 0 1 N N N 25.149 160.558 146.406 3.438 1.790 0.640 S A8X 10 A8X O2 O1 O 0 1 N N N 25.133 160.027 147.723 2.993 1.765 1.989 O2 A8X 11 A8X O3 O2 O 0 1 N N N 25.624 159.747 145.349 4.495 2.624 0.185 O3 A8X 12 A8X N1 N1 N 0 1 N N N 26.149 161.867 146.427 2.115 2.166 -0.282 N1 A8X 13 A8X C19 C9 C 0 1 N N N 25.525 164.194 146.937 0.759 0.290 -1.077 C19 A8X 14 A8X C20 C10 C 0 1 N N N 25.254 165.111 148.149 -0.429 -0.605 -0.706 C20 A8X 15 A8X C3 C11 C 0 1 Y N N 26.484 165.164 149.041 -1.650 0.266 -0.522 C3 A8X 16 A8X C4 C12 C 0 1 Y N N 27.544 164.250 148.983 -1.596 1.604 -0.344 C4 A8X 17 A8X C5 C13 C 0 1 Y N N 28.453 164.574 150.016 -2.961 2.070 -0.208 C5 A8X 18 A8X C10 C14 C 0 1 Y N N 27.915 165.728 150.699 -3.781 0.917 -0.319 C10 A8X 19 A8X C9 C15 C 0 1 Y N N 28.591 166.264 151.826 -5.167 1.022 -0.231 C9 A8X 20 A8X C8 C16 C 0 1 Y N N 29.782 165.632 152.244 -5.688 2.289 -0.032 C8 A8X 21 A8X C7 C17 C 0 1 Y N N 30.319 164.503 151.567 -4.884 3.411 0.077 C7 A8X 22 A8X C6 C18 C 0 1 Y N N 29.670 163.972 150.457 -3.515 3.338 -0.008 C6 A8X 23 A8X N N2 N 0 1 Y N N 26.693 166.130 150.076 -2.954 -0.153 -0.507 N A8X 24 A8X C2 C19 C 0 1 N N N 26.566 167.544 149.626 -3.396 -1.540 -0.669 C2 A8X 25 A8X C1 C20 C 0 1 N N N 25.834 168.500 150.518 -3.472 -2.214 0.702 C1 A8X 26 A8X C C21 C 0 1 N N N 26.905 169.280 151.216 -3.926 -3.642 0.536 C A8X 27 A8X O O3 O 0 1 N N N 27.679 170.080 150.726 -4.164 -4.075 -0.567 O A8X 28 A8X O1 O4 O 0 1 N N N 27.066 169.067 152.515 -4.066 -4.431 1.612 O1 A8X 29 A8X H1 H1 H 0 1 N N N 28.029 162.221 148.456 -0.368 3.126 0.515 H1 A8X 30 A8X H2 H2 H 0 1 N N N 28.300 163.421 147.147 -0.192 2.936 -1.248 H2 A8X 31 A8X H3 H3 H 0 1 N N N 25.595 162.530 148.303 0.816 1.058 0.937 H3 A8X 32 A8X H4 H4 H 0 1 N N N 20.989 162.609 147.744 3.310 -3.045 1.189 H4 A8X 33 A8X H5 H5 H 0 1 N N N 23.160 161.505 148.167 2.666 -0.735 1.750 H5 A8X 34 A8X H6 H6 H 0 1 N N N 21.647 162.101 143.474 5.869 -1.578 -1.898 H6 A8X 35 A8X H7 H7 H 0 1 N N N 23.844 160.999 143.925 5.222 0.730 -1.335 H7 A8X 36 A8X H8 H8 H 0 1 N N N 27.075 161.491 146.392 2.175 2.861 -0.956 H8 A8X 37 A8X H9 H9 H 0 1 N N N 26.200 164.702 146.232 0.615 0.686 -2.082 H9 A8X 38 A8X H10 H10 H 0 1 N N N 24.577 163.958 146.432 1.678 -0.294 -1.044 H10 A8X 39 A8X H11 H11 H 0 1 N N N 25.017 166.125 147.794 -0.610 -1.323 -1.506 H11 A8X 40 A8X H12 H12 H 0 1 N N N 24.403 164.715 148.723 -0.213 -1.133 0.222 H12 A8X 41 A8X H13 H13 H 0 1 N N N 28.206 167.128 152.347 -5.806 0.155 -0.314 H13 A8X 42 A8X H14 H14 H 0 1 N N N 30.303 166.019 153.107 -6.760 2.407 0.041 H14 A8X 43 A8X H15 H15 H 0 1 N N N 31.237 164.055 151.917 -5.347 4.374 0.231 H15 A8X 44 A8X H16 H16 H 0 1 N N N 30.080 163.119 149.938 -2.895 4.218 0.077 H16 A8X 45 A8X H17 H17 H 0 1 N N N 27.584 167.937 149.490 -4.380 -1.556 -1.137 H17 A8X 46 A8X H18 H18 H 0 1 N N N 26.044 167.534 148.658 -2.685 -2.076 -1.299 H18 A8X 47 A8X H19 H19 H 0 1 N N N 25.194 169.169 149.924 -2.487 -2.198 1.170 H19 A8X 48 A8X H20 H20 H 0 1 N N N 25.217 167.953 151.247 -4.182 -1.678 1.332 H20 A8X 49 A8X H21 H21 H 0 1 N N N 27.784 169.599 152.837 -4.359 -5.339 1.455 H21 A8X 50 # # 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 A8X C17 C18 DOUB Y N 1 A8X C17 C16 SING Y N 2 A8X C18 C13 SING Y N 3 A8X O3 S DOUB N N 4 A8X F C16 SING N N 5 A8X C16 C15 DOUB Y N 6 A8X C13 S SING N N 7 A8X C13 C14 DOUB Y N 8 A8X S N1 SING N N 9 A8X S O2 DOUB N N 10 A8X N1 C12 SING N N 11 A8X C15 C14 SING Y N 12 A8X C19 C12 SING N N 13 A8X C19 C20 SING N N 14 A8X C12 C11 SING N N 15 A8X C11 C4 SING N N 16 A8X C20 C3 SING N N 17 A8X C4 C3 DOUB Y N 18 A8X C4 C5 SING Y N 19 A8X C3 N SING Y N 20 A8X C2 N SING N N 21 A8X C2 C1 SING N N 22 A8X C5 C6 DOUB Y N 23 A8X C5 C10 SING Y N 24 A8X N C10 SING Y N 25 A8X C6 C7 SING Y N 26 A8X C1 C SING N N 27 A8X C10 C9 DOUB Y N 28 A8X O C DOUB N N 29 A8X C O1 SING N N 30 A8X C7 C8 DOUB Y N 31 A8X C9 C8 SING Y N 32 A8X C11 H1 SING N N 33 A8X C11 H2 SING N N 34 A8X C12 H3 SING N N 35 A8X C15 H4 SING N N 36 A8X C14 H5 SING N N 37 A8X C17 H6 SING N N 38 A8X C18 H7 SING N N 39 A8X N1 H8 SING N N 40 A8X C19 H9 SING N N 41 A8X C19 H10 SING N N 42 A8X C20 H11 SING N N 43 A8X C20 H12 SING N N 44 A8X C9 H13 SING N N 45 A8X C8 H14 SING N N 46 A8X C7 H15 SING N N 47 A8X C6 H16 SING N N 48 A8X C2 H17 SING N N 49 A8X C2 H18 SING N N 50 A8X C1 H19 SING N N 51 A8X C1 H20 SING N N 52 A8X O1 H21 SING N N 53 # # 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 A8X InChI InChI 1.03 "InChI=1S/C21H21FN2O4S/c22-14-5-8-16(9-6-14)29(27,28)23-15-7-10-20-18(13-15)17-3-1-2-4-19(17)24(20)12-11-21(25)26/h1-6,8-9,15,23H,7,10-13H2,(H,25,26)/t15-/m1/s1" A8X InChIKey InChI 1.03 LDXDSHIEDAPSSA-OAHLLOKOSA-N A8X SMILES_CANONICAL CACTVS 3.385 "OC(=O)CCn1c2CC[C@H](Cc2c3ccccc13)N[S](=O)(=O)c4ccc(F)cc4" A8X SMILES CACTVS 3.385 "OC(=O)CCn1c2CC[CH](Cc2c3ccccc13)N[S](=O)(=O)c4ccc(F)cc4" A8X SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)c3c(n2CCC(=O)O)CC[C@H](C3)NS(=O)(=O)c4ccc(cc4)F" A8X SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)c3c(n2CCC(=O)O)CCC(C3)NS(=O)(=O)c4ccc(cc4)F" # _pdbx_chem_comp_identifier.comp_id A8X _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "3-[(3~{R})-3-[(4-fluorophenyl)sulfonylamino]-1,2,3,4-tetrahydrocarbazol-9-yl]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 A8X "Create component" 2018-10-23 RCSB A8X "Initial release" 2018-12-19 RCSB A8X "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id A8X _pdbx_chem_comp_synonyms.name Ramatroban _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##