data_3KL # _chem_comp.id 3KL _chem_comp.name "(5beta,9beta)-3-oxocholan-24-oic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H38 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3-keto-lithocholic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-08 _chem_comp.pdbx_modified_date 2021-03-01 _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 374.557 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3KL _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 3W5Q _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 3KL C2 C2 C 0 1 N N N 8.983 1.821 27.144 -4.544 1.719 -0.951 C2 3KL 1 3KL C3 C3 C 0 1 N N N 9.193 0.267 26.837 -5.301 0.449 -1.274 C3 3KL 2 3KL O3 O3 O 0 1 N N N 8.250 -0.544 26.815 -6.352 0.488 -1.867 O3 3KL 3 3KL C4 C4 C 0 1 N N N 10.788 -0.085 26.549 -4.706 -0.870 -0.834 C4 3KL 4 3KL C5 C5 C 0 1 N N R 11.819 0.388 27.781 -4.366 -0.782 0.658 C5 3KL 5 3KL C6 C6 C 0 1 N N N 13.414 0.181 27.446 -3.613 -2.051 1.070 C6 3KL 6 3KL C1 C1 C 0 1 N N N 9.919 2.256 28.343 -4.212 1.718 0.544 C1 3KL 7 3KL C7 C7 C 0 1 N N N 13.859 1.076 26.167 -2.343 -2.182 0.227 C7 3KL 8 3KL C8 C8 C 0 1 N N R 13.608 2.641 26.415 -1.447 -0.966 0.459 C8 3KL 9 3KL C9 C9 C 0 1 N N S 12.042 2.891 26.871 -2.204 0.308 0.051 C9 3KL 10 3KL C10 C10 C 0 1 N N S 11.511 1.975 28.132 -3.467 0.433 0.902 C10 3KL 11 3KL C11 C11 C 0 1 N N N 11.758 4.422 26.960 -1.336 1.551 0.215 C11 3KL 12 3KL C12 C12 C 0 1 N N N 12.080 5.245 25.664 -0.012 1.415 -0.556 C12 3KL 13 3KL C13 C13 C 0 1 N N R 13.571 5.044 25.160 0.685 0.171 -0.041 C13 3KL 14 3KL C14 C14 C 0 1 N N S 13.879 3.480 25.082 -0.205 -1.047 -0.408 C14 3KL 15 3KL C15 C15 C 0 1 N N N 15.392 3.489 24.535 0.738 -2.220 -0.118 C15 3KL 16 3KL C16 C16 C 0 1 N N N 15.146 4.353 23.346 2.097 -1.719 -0.680 C16 3KL 17 3KL C17 C17 C 0 1 N N R 13.946 5.393 23.662 2.027 -0.172 -0.678 C17 3KL 18 3KL C18 C18 C 0 1 N N N 14.556 5.802 26.275 0.841 0.257 1.479 C18 3KL 19 3KL C19 C19 C 0 1 N N N 12.112 2.395 29.418 -3.077 0.485 2.381 C19 3KL 20 3KL C20 C20 C 0 1 N N R 14.400 6.927 23.322 3.172 0.409 0.154 C20 3KL 21 3KL C21 C21 C 0 1 N N N 13.189 7.946 23.638 3.064 1.935 0.174 C21 3KL 22 3KL C22 C22 C 0 1 N N N 14.749 6.971 21.840 4.510 0.000 -0.463 C22 3KL 23 3KL C23 C23 C 0 1 N N N 15.239 8.291 21.206 5.653 0.475 0.437 C23 3KL 24 3KL C24 C24 C 0 1 N N N 15.602 8.156 19.749 6.972 0.072 -0.172 C24 3KL 25 3KL OT1 OT1 O 0 1 N N N 16.367 9.010 19.282 8.121 0.385 0.448 OT1 3KL 26 3KL OT2 OT2 O 0 1 N N N 15.166 7.183 19.059 6.995 -0.533 -1.218 OT2 3KL 27 3KL H1 H1 H 0 1 N N N 9.237 2.409 26.249 -3.622 1.754 -1.532 H1 3KL 28 3KL H2 H2 H 0 1 N N N 7.932 2.002 27.415 -5.161 2.585 -1.190 H2 3KL 29 3KL H3 H3 H 0 1 N N N 10.884 -1.173 26.415 -5.428 -1.670 -0.998 H3 3KL 30 3KL H4 H4 H 0 1 N N N 11.095 0.427 25.625 -3.799 -1.070 -1.405 H4 3KL 31 3KL H5 H5 H 0 1 N N N 11.576 -0.211 28.671 -5.283 -0.682 1.239 H5 3KL 32 3KL H6 H6 H 0 1 N N N 13.601 -0.880 27.225 -3.345 -1.989 2.125 H6 3KL 33 3KL H7 H7 H 0 1 N N N 14.008 0.483 28.321 -4.250 -2.921 0.908 H7 3KL 34 3KL H8 H8 H 0 1 N N N 9.784 3.336 28.503 -3.585 2.578 0.777 H8 3KL 35 3KL H9 H9 H 0 1 N N N 9.595 1.709 29.241 -5.135 1.775 1.121 H9 3KL 36 3KL H10 H10 H 0 1 N N N 13.277 0.757 25.290 -1.808 -3.087 0.514 H10 3KL 37 3KL H11 H11 H 0 1 N N N 14.930 0.914 25.975 -2.612 -2.239 -0.828 H11 3KL 38 3KL H12 H12 H 0 1 N N N 14.273 2.997 27.215 -1.172 -0.908 1.512 H12 3KL 39 3KL H13 H13 H 0 1 N N N 11.451 2.540 26.013 -2.503 0.221 -0.994 H13 3KL 40 3KL H14 H14 H 0 1 N N N 12.364 4.832 27.781 -1.880 2.418 -0.160 H14 3KL 41 3KL H15 H15 H 0 1 N N N 10.691 4.556 27.190 -1.119 1.697 1.273 H15 3KL 42 3KL H16 H16 H 0 1 N N N 11.923 6.312 25.878 -0.212 1.313 -1.622 H16 3KL 43 3KL H17 H17 H 0 1 N N N 11.394 4.926 24.866 0.612 2.291 -0.378 H17 3KL 44 3KL H18 H18 H 0 1 N N N 13.245 3.056 24.289 -0.477 -1.016 -1.464 H18 3KL 45 3KL H19 H19 H 0 1 N N N 15.747 2.485 24.260 0.808 -2.402 0.954 H19 3KL 46 3KL H20 H20 H 0 1 N N N 16.095 3.944 25.248 0.409 -3.118 -0.641 H20 3KL 47 3KL H21 H21 H 0 1 N N N 14.867 3.723 22.488 2.914 -2.057 -0.043 H21 3KL 48 3KL H22 H22 H 0 1 N N N 16.062 4.914 23.106 2.238 -2.086 -1.697 H22 3KL 49 3KL H23 H23 H 0 1 N N N 13.092 5.139 23.017 2.070 0.209 -1.698 H23 3KL 50 3KL H24 H24 H 0 1 N N N 14.245 5.520 27.292 -0.140 0.380 1.938 H24 3KL 51 3KL H25 H25 H 0 1 N N N 15.599 5.494 26.112 1.304 -0.657 1.849 H25 3KL 52 3KL H26 H26 H 0 1 N N N 14.473 6.892 26.156 1.470 1.111 1.731 H26 3KL 53 3KL H27 H27 H 0 1 N N N 11.729 1.757 30.228 -2.540 -0.426 2.647 H27 3KL 54 3KL H28 H28 H 0 1 N N N 13.206 2.297 29.361 -2.437 1.349 2.558 H28 3KL 55 3KL H29 H29 H 0 1 N N N 11.848 3.443 29.621 -3.976 0.568 2.991 H29 3KL 56 3KL H30 H30 H 0 1 N N N 15.273 7.192 23.936 3.110 0.027 1.173 H30 3KL 57 3KL H31 H31 H 0 1 N N N 12.946 7.906 24.710 2.111 2.227 0.614 H31 3KL 58 3KL H32 H32 H 0 1 N N N 13.491 8.969 23.369 3.880 2.349 0.767 H32 3KL 59 3KL H33 H33 H 0 1 N N N 12.305 7.658 23.050 3.126 2.317 -0.845 H33 3KL 60 3KL H34 H34 H 0 1 N N N 13.845 6.670 21.291 4.550 -1.085 -0.559 H34 3KL 61 3KL H35 H35 H 0 1 N N N 15.542 6.226 21.677 4.610 0.456 -1.448 H35 3KL 62 3KL H36 H36 H 0 1 N N N 16.128 8.634 21.757 5.614 1.560 0.532 H36 3KL 63 3KL H37 H37 H 0 1 N N N 14.439 9.040 21.298 5.553 0.019 1.422 H37 3KL 64 3KL H38 H38 H 0 1 N N N 16.550 8.808 18.372 8.941 0.105 0.020 H38 3KL 65 # # 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 3KL OT2 C24 DOUB N N 1 3KL OT1 C24 SING N N 2 3KL C24 C23 SING N N 3 3KL C23 C22 SING N N 4 3KL C22 C20 SING N N 5 3KL C20 C21 SING N N 6 3KL C20 C17 SING N N 7 3KL C16 C17 SING N N 8 3KL C16 C15 SING N N 9 3KL C17 C13 SING N N 10 3KL C15 C14 SING N N 11 3KL C14 C13 SING N N 12 3KL C14 C8 SING N N 13 3KL C13 C12 SING N N 14 3KL C13 C18 SING N N 15 3KL C12 C11 SING N N 16 3KL C7 C8 SING N N 17 3KL C7 C6 SING N N 18 3KL C8 C9 SING N N 19 3KL C4 C3 SING N N 20 3KL C4 C5 SING N N 21 3KL O3 C3 DOUB N N 22 3KL C3 C2 SING N N 23 3KL C9 C11 SING N N 24 3KL C9 C10 SING N N 25 3KL C2 C1 SING N N 26 3KL C6 C5 SING N N 27 3KL C5 C10 SING N N 28 3KL C10 C1 SING N N 29 3KL C10 C19 SING N N 30 3KL C2 H1 SING N N 31 3KL C2 H2 SING N N 32 3KL C4 H3 SING N N 33 3KL C4 H4 SING N N 34 3KL C5 H5 SING N N 35 3KL C6 H6 SING N N 36 3KL C6 H7 SING N N 37 3KL C1 H8 SING N N 38 3KL C1 H9 SING N N 39 3KL C7 H10 SING N N 40 3KL C7 H11 SING N N 41 3KL C8 H12 SING N N 42 3KL C9 H13 SING N N 43 3KL C11 H14 SING N N 44 3KL C11 H15 SING N N 45 3KL C12 H16 SING N N 46 3KL C12 H17 SING N N 47 3KL C14 H18 SING N N 48 3KL C15 H19 SING N N 49 3KL C15 H20 SING N N 50 3KL C16 H21 SING N N 51 3KL C16 H22 SING N N 52 3KL C17 H23 SING N N 53 3KL C18 H24 SING N N 54 3KL C18 H25 SING N N 55 3KL C18 H26 SING N N 56 3KL C19 H27 SING N N 57 3KL C19 H28 SING N N 58 3KL C19 H29 SING N N 59 3KL C20 H30 SING N N 60 3KL C21 H31 SING N N 61 3KL C21 H32 SING N N 62 3KL C21 H33 SING N N 63 3KL C22 H34 SING N N 64 3KL C22 H35 SING N N 65 3KL C23 H36 SING N N 66 3KL C23 H37 SING N N 67 3KL OT1 H38 SING N N 68 # # 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 3KL SMILES ACDLabs 12.01 "O=C(O)CCC(C1CCC2C1(C)CCC4C2CCC3CC(=O)CCC34C)C" 3KL InChI InChI 1.03 "InChI=1S/C24H38O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-16,18-21H,4-14H2,1-3H3,(H,26,27)/t15-,16-,18+,19-,20+,21+,23+,24-/m1/s1" 3KL InChIKey InChI 1.03 KIQFUORWRVZTHT-OPTMKGCMSA-N 3KL SMILES_CANONICAL CACTVS 3.370 "C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C" 3KL SMILES CACTVS 3.370 "C[CH](CCC(O)=O)[CH]1CC[CH]2[CH]3CC[CH]4CC(=O)CC[C]4(C)[CH]3CC[C]12C" 3KL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CCC(=O)C4)C)C" 3KL SMILES "OpenEye OEToolkits" 1.7.6 "CC(CCC(=O)O)C1CCC2C1(CCC3C2CCC4C3(CCC(=O)C4)C)C" # # 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 3KL "SYSTEMATIC NAME" ACDLabs 12.01 "(5beta,9beta)-3-oxocholan-24-oic acid" 3KL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4R)-4-[(5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-oxidanylidene-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic 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 3KL "Create component" 2013-02-08 PDBJ 3KL "Initial release" 2013-06-26 RCSB 3KL "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3KL _pdbx_chem_comp_synonyms.name "3-keto-lithocholic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##