data_24F # _chem_comp.id 24F _chem_comp.name "(2R)-({[5-(4-ethoxyphenyl)thiophen-2-yl]sulfonyl}amino){1-[(1-methylethoxy)carbonyl]piperidin-4-yl}ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H30 N2 O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-09-26 _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 510.624 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 24F _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 3ELM _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 24F C01 C01 C 0 1 Y N N 25.369 -0.174 60.140 6.509 2.047 -0.414 C01 24F 1 24F C02 C02 C 0 1 Y N N 25.385 0.595 61.352 5.675 1.607 -1.434 C02 24F 2 24F C03 C03 C 0 1 Y N N 24.179 1.117 61.898 4.686 0.684 -1.168 C03 24F 3 24F C04 C04 C 0 1 Y N N 22.916 0.889 61.254 4.522 0.192 0.128 C04 24F 4 24F C05 C05 C 0 1 Y N N 22.894 0.119 60.040 5.362 0.638 1.151 C05 24F 5 24F C06 C06 C 0 1 Y N N 24.099 -0.403 59.491 6.349 1.561 0.877 C06 24F 6 24F O07 O07 O 0 1 N N N 26.542 -0.672 59.612 7.486 2.952 -0.681 O07 24F 7 24F C08 C08 C 0 1 N N N 26.585 -1.908 58.878 8.307 3.362 0.414 C08 24F 8 24F C09 C09 C 0 1 Y N N 21.662 1.438 61.831 3.462 -0.797 0.418 C09 24F 9 24F C10 C10 C 0 1 Y N N 21.646 2.551 62.677 3.213 -1.339 1.626 C10 24F 10 24F C11 C11 C 0 1 Y N N 20.276 2.876 63.051 2.169 -2.241 1.649 C11 24F 11 24F C12 C12 C 0 1 Y N N 19.378 1.994 62.467 1.567 -2.440 0.473 C12 24F 12 24F S13 S13 S 0 1 Y N N 20.095 0.789 61.490 2.327 -1.443 -0.760 S13 24F 13 24F S14 S14 S 0 1 N N N 17.635 2.103 62.665 0.212 -3.532 0.200 S14 24F 14 24F N15 N15 N 0 1 N N N 17.045 2.999 61.419 -1.176 -2.661 0.443 N15 24F 15 24F O16 O16 O 0 1 N N N 17.041 0.781 62.486 0.238 -3.867 -1.181 O16 24F 16 24F O17 O17 O 0 1 N N N 17.289 2.800 63.896 0.263 -4.502 1.237 O17 24F 17 24F C18 C18 C 0 1 N N R 17.442 4.418 61.245 -1.508 -1.549 -0.451 C18 24F 18 24F C19 C19 C 0 1 N N N 18.708 4.475 60.339 -2.432 -2.036 -1.537 C19 24F 19 24F OM0 OM0 O 0 1 N N N 19.592 5.283 60.652 -2.871 -1.183 -2.477 OM0 24F 20 24F O21 O21 O 0 1 N N N 18.751 3.716 59.337 -2.777 -3.193 -1.563 O21 24F 21 24F C22 C22 C 0 1 N N N 16.244 5.238 60.703 -2.200 -0.442 0.348 C22 24F 22 24F C23 C23 C 0 1 N N N 16.622 6.666 60.204 -3.481 -0.993 0.979 C23 24F 23 24F C24 C24 C 0 1 N N N 15.400 7.481 59.733 -4.152 0.108 1.806 C24 24F 24 24F N25 N25 N 0 1 N N N 14.371 7.520 60.799 -4.358 1.284 0.950 N25 24F 25 24F C26 C26 C 0 1 N N N 13.920 6.198 61.294 -3.207 1.840 0.225 C26 24F 26 24F C27 C27 C 0 1 N N N 15.112 5.329 61.761 -2.547 0.720 -0.585 C27 24F 27 24F C28 C28 C 0 1 N N N 28.030 -2.160 58.452 9.343 4.376 -0.077 C28 24F 28 24F C29 C29 C 0 1 N N N 13.757 8.617 61.210 -5.579 1.842 0.831 C29 24F 29 24F O30 O30 O 0 1 N N N 14.398 9.810 60.767 -5.753 2.920 0.043 O30 24F 30 24F O31 O31 O 0 1 N N N 12.750 8.696 61.908 -6.523 1.373 1.436 O31 24F 31 24F C32 C32 C 0 1 N N N 13.774 11.081 61.032 -7.095 3.468 -0.037 C32 24F 32 24F C33 C33 C 0 1 N N N 13.795 11.961 59.767 -7.017 4.975 -0.292 C33 24F 33 24F C34 C34 C 0 1 N N N 14.524 11.757 62.179 -7.853 2.796 -1.184 C34 24F 34 24F H02 H02 H 0 1 N N N 26.323 0.779 61.855 5.802 1.988 -2.436 H02 24F 35 24F H03 H03 H 0 1 N N N 24.214 1.693 62.811 4.038 0.342 -1.961 H03 24F 36 24F H05 H05 H 0 1 N N N 21.955 -0.065 59.540 5.239 0.260 2.155 H05 24F 37 24F H06 H06 H 0 1 N N N 24.063 -0.978 58.577 7.000 1.905 1.667 H06 24F 38 24F H08 H08 H 0 1 N N N 26.233 -2.734 59.514 7.686 3.821 1.183 H08 24F 39 24F H08A H08A H 0 0 N N N 25.934 -1.847 57.993 8.818 2.494 0.830 H08A 24F 40 24F H10 H10 H 0 1 N N N 22.522 3.091 63.005 3.784 -1.087 2.507 H10 24F 41 24F H11 H11 H 0 1 N N N 19.996 3.695 63.697 1.862 -2.750 2.551 H11 24F 42 24F HN15 HN15 H 0 0 N N N 17.336 2.530 60.585 -1.769 -2.888 1.176 HN15 24F 43 24F H18 H18 H 0 1 N N N 17.711 4.879 62.207 -0.595 -1.157 -0.898 H18 24F 44 24F HOM0 HOM0 H 0 0 N N N 20.300 5.238 60.021 -3.462 -1.542 -3.153 HOM0 24F 45 24F H22 H22 H 0 1 N N N 15.889 4.686 59.821 -1.531 -0.090 1.134 H22 24F 46 24F H23 H23 H 0 1 N N N 17.100 7.207 61.034 -4.160 -1.322 0.192 H23 24F 47 24F H23A H23A H 0 0 N N N 17.295 6.549 59.342 -3.236 -1.836 1.625 H23A 24F 48 24F H24 H24 H 0 1 N N N 15.718 8.508 59.498 -5.114 -0.248 2.175 H24 24F 49 24F H24A H24A H 0 0 N N N 14.973 7.005 58.838 -3.512 0.376 2.646 H24A 24F 50 24F H26 H26 H 0 1 N N N 13.239 6.352 62.144 -3.546 2.627 -0.449 H26 24F 51 24F H26A H26A H 0 0 N N N 13.413 5.675 60.470 -2.490 2.249 0.936 H26A 24F 52 24F H27 H27 H 0 1 N N N 14.742 4.312 61.961 -1.636 1.097 -1.051 H27 24F 53 24F H27A H27A H 0 0 N N N 15.535 5.801 62.660 -3.235 0.374 -1.356 H27A 24F 54 24F H28 H28 H 0 1 N N N 28.084 -2.221 57.355 8.832 5.245 -0.493 H28 24F 55 24F H28A H28A H 0 0 N N N 28.666 -1.335 58.805 9.969 4.689 0.759 H28A 24F 56 24F H28B H28B H 0 0 N N N 28.381 -3.106 58.889 9.965 3.918 -0.845 H28B 24F 57 24F H32 H32 H 0 1 N N N 12.722 10.934 61.317 -7.619 3.285 0.901 H32 24F 58 24F H33 H33 H 0 1 N N N 13.800 13.022 60.058 -6.493 5.158 -1.230 H33 24F 59 24F H33A H33A H 0 0 N N N 14.698 11.738 59.180 -8.024 5.386 -0.352 H33A 24F 60 24F H33B H33B H 0 0 N N N 12.902 11.752 59.160 -6.477 5.453 0.525 H33B 24F 61 24F H34 H34 H 0 1 N N N 15.572 11.919 61.887 -8.861 3.208 -1.244 H34 24F 62 24F H34A H34A H 0 0 N N N 14.052 12.725 62.405 -7.330 2.979 -2.122 H34A 24F 63 24F H34B H34B H 0 0 N N N 14.487 11.113 63.070 -7.910 1.723 -1.002 H34B 24F 64 # 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 24F C06 C01 DOUB Y N 1 24F O07 C01 SING N N 2 24F C01 C02 SING Y N 3 24F C02 C03 DOUB Y N 4 24F C02 H02 SING N N 5 24F C04 C03 SING Y N 6 24F C03 H03 SING N N 7 24F C05 C04 DOUB Y N 8 24F C04 C09 SING Y N 9 24F C06 C05 SING Y N 10 24F C05 H05 SING N N 11 24F C06 H06 SING N N 12 24F C08 O07 SING N N 13 24F C28 C08 SING N N 14 24F C08 H08 SING N N 15 24F C08 H08A SING N N 16 24F S13 C09 SING Y N 17 24F C09 C10 DOUB Y N 18 24F C10 C11 SING Y N 19 24F C10 H10 SING N N 20 24F C12 C11 DOUB Y N 21 24F C11 H11 SING N N 22 24F S13 C12 SING Y N 23 24F C12 S14 SING N N 24 24F N15 S14 SING N N 25 24F O16 S14 DOUB N N 26 24F S14 O17 DOUB N N 27 24F C18 N15 SING N N 28 24F N15 HN15 SING N N 29 24F C19 C18 SING N N 30 24F C22 C18 SING N N 31 24F C18 H18 SING N N 32 24F O21 C19 DOUB N N 33 24F C19 OM0 SING N N 34 24F OM0 HOM0 SING N N 35 24F C23 C22 SING N N 36 24F C22 C27 SING N N 37 24F C22 H22 SING N N 38 24F C24 C23 SING N N 39 24F C23 H23 SING N N 40 24F C23 H23A SING N N 41 24F C24 N25 SING N N 42 24F C24 H24 SING N N 43 24F C24 H24A SING N N 44 24F N25 C29 SING N N 45 24F N25 C26 SING N N 46 24F C26 C27 SING N N 47 24F C26 H26 SING N N 48 24F C26 H26A SING N N 49 24F C27 H27 SING N N 50 24F C27 H27A SING N N 51 24F C28 H28 SING N N 52 24F C28 H28A SING N N 53 24F C28 H28B SING N N 54 24F O30 C29 SING N N 55 24F C29 O31 DOUB N N 56 24F O30 C32 SING N N 57 24F C33 C32 SING N N 58 24F C32 C34 SING N N 59 24F C32 H32 SING N N 60 24F C33 H33 SING N N 61 24F C33 H33A SING N N 62 24F C33 H33B SING N N 63 24F C34 H34 SING N N 64 24F C34 H34A SING N N 65 24F C34 H34B SING N N 66 # 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 24F SMILES ACDLabs 10.04 "O=S(=O)(c2sc(c1ccc(OCC)cc1)cc2)NC(C(=O)O)C3CCN(C(=O)OC(C)C)CC3" 24F SMILES_CANONICAL CACTVS 3.341 "CCOc1ccc(cc1)c2sc(cc2)[S](=O)(=O)N[C@H](C3CCN(CC3)C(=O)OC(C)C)C(O)=O" 24F SMILES CACTVS 3.341 "CCOc1ccc(cc1)c2sc(cc2)[S](=O)(=O)N[CH](C3CCN(CC3)C(=O)OC(C)C)C(O)=O" 24F SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCOc1ccc(cc1)c2ccc(s2)S(=O)(=O)N[C@H](C3CCN(CC3)C(=O)OC(C)C)C(=O)O" 24F SMILES "OpenEye OEToolkits" 1.5.0 "CCOc1ccc(cc1)c2ccc(s2)S(=O)(=O)NC(C3CCN(CC3)C(=O)OC(C)C)C(=O)O" 24F InChI InChI 1.03 "InChI=1S/C23H30N2O7S2/c1-4-31-18-7-5-16(6-8-18)19-9-10-20(33-19)34(29,30)24-21(22(26)27)17-11-13-25(14-12-17)23(28)32-15(2)3/h5-10,15,17,21,24H,4,11-14H2,1-3H3,(H,26,27)/t21-/m1/s1" 24F InChIKey InChI 1.03 GYETWAWIKBOMPE-OAQYLSRUSA-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 24F "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-({[5-(4-ethoxyphenyl)thiophen-2-yl]sulfonyl}amino){1-[(1-methylethoxy)carbonyl]piperidin-4-yl}ethanoic acid" 24F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[[5-(4-ethoxyphenyl)thiophen-2-yl]sulfonylamino]-2-(1-propan-2-yloxycarbonylpiperidin-4-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 24F "Create component" 2008-09-26 RCSB 24F "Modify aromatic_flag" 2011-06-04 RCSB 24F "Modify descriptor" 2011-06-04 RCSB #