data_4XW # _chem_comp.id 4XW _chem_comp.name "(5S,6S,9R,13R)-2,3-didehydro-5,6,7,8,9,10,11,12,13,14-decahydroretinoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H36 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "9-cis-13,14-dihydroretinoic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-18 _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 308.499 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4XW _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 4ZSH _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 4XW C1 C1 C 0 1 N N N 64.249 44.991 32.688 -5.195 0.820 -0.136 C1 4XW 1 4XW C2 C2 C 0 1 N N N 64.783 44.923 34.099 -5.549 0.420 1.267 C2 4XW 2 4XW C3 C3 C 0 1 N N N 63.760 45.119 35.202 -5.168 -0.684 1.824 C3 4XW 3 4XW C4 C4 C 0 1 N N N 62.411 45.663 34.803 -4.312 -1.715 1.149 C4 4XW 4 4XW C5 C5 C 0 1 N N S 62.587 46.694 33.731 -4.317 -1.494 -0.365 C5 4XW 5 4XW C6 C6 C 0 1 N N S 63.253 46.143 32.460 -4.016 -0.015 -0.640 C6 4XW 6 4XW C7 C7 C 0 1 N N N 62.608 46.128 31.018 -2.741 0.396 0.098 C7 4XW 7 4XW C8 C8 C 0 1 N N N 61.285 46.337 30.691 -1.520 -0.121 -0.665 C8 4XW 8 4XW C9 C9 C 0 1 N N R 61.087 46.371 29.174 -0.245 0.414 -0.011 C9 4XW 9 4XW C10 C10 C 0 1 N N N 59.649 46.606 28.726 0.977 -0.202 -0.696 C10 4XW 10 4XW C11 C11 C 0 1 N N N 58.591 46.089 29.719 2.247 0.235 0.037 C11 4XW 11 4XW C12 C12 C 0 1 N N N 57.278 46.036 29.307 3.468 -0.381 -0.647 C12 4XW 12 4XW C13 C13 C 0 1 N N R 56.322 45.050 29.984 4.738 0.056 0.086 C13 4XW 13 4XW C14 C14 C 0 1 N N N 55.051 44.874 29.165 5.966 -0.456 -0.671 C14 4XW 14 4XW C15 C15 C 0 1 N N N 53.700 44.915 29.882 7.216 0.076 -0.019 C15 4XW 15 4XW C16 C16 C 0 1 N N N 63.727 43.628 32.276 -4.814 2.301 -0.161 C16 4XW 16 4XW C17 C17 C 0 1 N N N 65.406 45.402 31.825 -6.403 0.594 -1.047 C17 4XW 17 4XW C18 C18 C 0 1 N N N 61.384 47.601 33.514 -3.244 -2.371 -1.016 C18 4XW 18 4XW C19 C19 C 0 1 N N N 62.030 47.293 28.430 -0.197 1.936 -0.156 C19 4XW 19 4XW C20 C20 C 0 1 N N N 56.136 45.376 31.436 4.734 -0.522 1.502 C20 4XW 20 4XW O21 O1 O 0 1 N N N 53.371 43.812 30.650 8.421 -0.245 -0.516 O21 4XW 21 4XW O22 O2 O 0 1 N N N 53.065 46.135 30.034 7.133 0.792 0.951 O22 4XW 22 4XW H1 H1 H 0 1 N N N 65.827 44.746 34.310 -6.158 1.097 1.848 H1 4XW 23 4XW H2 H2 H 0 1 N N N 63.988 44.879 36.230 -5.486 -0.875 2.839 H2 4XW 24 4XW H3 H3 H 0 1 N N N 61.927 46.122 35.678 -3.291 -1.638 1.522 H3 4XW 25 4XW H4 H4 H 0 1 N N N 61.782 44.844 34.424 -4.703 -2.709 1.368 H4 4XW 26 4XW H5 H5 H 0 1 N N N 63.349 47.372 34.144 -5.295 -1.751 -0.770 H5 4XW 27 4XW H6 H6 H 0 1 N N N 63.980 46.952 32.297 -3.889 0.140 -1.712 H6 4XW 28 4XW H7 H7 H 0 1 N N N 62.844 45.132 30.614 -2.694 1.484 0.164 H7 4XW 29 4XW H8 H8 H 0 1 N N N 63.162 46.893 30.454 -2.749 -0.028 1.102 H8 4XW 30 4XW H9 H9 H 0 1 N N N 60.958 47.297 31.117 -1.511 -1.211 -0.641 H9 4XW 31 4XW H10 H10 H 0 1 N N N 60.678 45.523 31.114 -1.568 0.218 -1.700 H10 4XW 32 4XW H11 H11 H 0 1 N N N 61.336 45.357 28.828 -0.241 0.150 1.046 H11 4XW 33 4XW H12 H12 H 0 1 N N N 59.500 47.688 28.594 0.898 -1.289 -0.670 H12 4XW 34 4XW H13 H13 H 0 1 N N N 59.499 46.095 27.763 1.021 0.134 -1.732 H13 4XW 35 4XW H14 H14 H 0 1 N N N 58.884 45.068 30.004 2.325 1.322 0.011 H14 4XW 36 4XW H15 H15 H 0 1 N N N 58.628 46.742 30.604 2.202 -0.101 1.073 H15 4XW 37 4XW H16 H16 H 0 1 N N N 56.856 47.042 29.449 3.390 -1.468 -0.622 H16 4XW 38 4XW H17 H17 H 0 1 N N N 57.287 45.790 28.235 3.513 -0.044 -1.683 H17 4XW 39 4XW H18 H18 H 0 1 N N N 56.832 44.076 29.956 4.772 1.145 0.137 H18 4XW 40 4XW H19 H19 H 0 1 N N N 55.122 43.897 28.664 5.979 -1.546 -0.646 H19 4XW 41 4XW H20 H20 H 0 1 N N N 55.040 45.673 28.409 5.923 -0.117 -1.706 H20 4XW 42 4XW H21 H21 H 0 1 N N N 62.881 43.348 32.921 -3.957 2.467 0.492 H21 4XW 43 4XW H22 H22 H 0 1 N N N 63.393 43.665 31.229 -4.557 2.593 -1.179 H22 4XW 44 4XW H23 H23 H 0 1 N N N 64.529 42.882 32.379 -5.657 2.899 0.187 H23 4XW 45 4XW H24 H24 H 0 1 N N N 65.767 46.392 32.142 -7.240 1.198 -0.696 H24 4XW 46 4XW H25 H25 H 0 1 N N N 66.218 44.666 31.925 -6.148 0.884 -2.066 H25 4XW 47 4XW H26 H26 H 0 1 N N N 65.082 45.449 30.775 -6.681 -0.460 -1.027 H26 4XW 48 4XW H27 H27 H 0 1 N N N 60.993 47.932 34.488 -3.653 -3.364 -1.206 H27 4XW 49 4XW H28 H28 H 0 1 N N N 61.688 48.478 32.924 -2.930 -1.921 -1.958 H28 4XW 50 4XW H29 H29 H 0 1 N N N 60.601 47.049 32.974 -2.387 -2.452 -0.348 H29 4XW 51 4XW H30 H30 H 0 1 N N N 63.062 47.111 28.765 -1.068 2.375 0.331 H30 4XW 52 4XW H31 H31 H 0 1 N N N 61.955 47.100 27.350 0.711 2.318 0.310 H31 4XW 53 4XW H32 H32 H 0 1 N N N 61.758 48.339 28.635 -0.202 2.201 -1.214 H32 4XW 54 4XW H33 H33 H 0 1 N N N 57.119 45.478 31.918 5.639 -0.210 2.024 H33 4XW 55 4XW H34 H34 H 0 1 N N N 55.581 46.321 31.531 3.860 -0.156 2.041 H34 4XW 56 4XW H35 H35 H 0 1 N N N 55.571 44.568 31.924 4.701 -1.610 1.451 H35 4XW 57 4XW H36 H36 H 0 1 N N N 52.676 44.043 31.255 9.193 0.121 -0.064 H36 4XW 58 # # 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 4XW C19 C9 SING N N 1 4XW C10 C9 SING N N 2 4XW C10 C11 SING N N 3 4XW C14 C15 SING N N 4 4XW C14 C13 SING N N 5 4XW C9 C8 SING N N 6 4XW C12 C11 SING N N 7 4XW C12 C13 SING N N 8 4XW C15 O22 DOUB N N 9 4XW C15 O21 SING N N 10 4XW C13 C20 SING N N 11 4XW C8 C7 SING N N 12 4XW C7 C6 SING N N 13 4XW C17 C1 SING N N 14 4XW C16 C1 SING N N 15 4XW C6 C1 SING N N 16 4XW C6 C5 SING N N 17 4XW C1 C2 SING N N 18 4XW C18 C5 SING N N 19 4XW C5 C4 SING N N 20 4XW C2 C3 DOUB N N 21 4XW C4 C3 SING N N 22 4XW C2 H1 SING N N 23 4XW C3 H2 SING N N 24 4XW C4 H3 SING N N 25 4XW C4 H4 SING N N 26 4XW C5 H5 SING N N 27 4XW C6 H6 SING N N 28 4XW C7 H7 SING N N 29 4XW C7 H8 SING N N 30 4XW C8 H9 SING N N 31 4XW C8 H10 SING N N 32 4XW C9 H11 SING N N 33 4XW C10 H12 SING N N 34 4XW C10 H13 SING N N 35 4XW C11 H14 SING N N 36 4XW C11 H15 SING N N 37 4XW C12 H16 SING N N 38 4XW C12 H17 SING N N 39 4XW C13 H18 SING N N 40 4XW C14 H19 SING N N 41 4XW C14 H20 SING N N 42 4XW C16 H21 SING N N 43 4XW C16 H22 SING N N 44 4XW C16 H23 SING N N 45 4XW C17 H24 SING N N 46 4XW C17 H25 SING N N 47 4XW C17 H26 SING N N 48 4XW C18 H27 SING N N 49 4XW C18 H28 SING N N 50 4XW C18 H29 SING N N 51 4XW C19 H30 SING N N 52 4XW C19 H31 SING N N 53 4XW C19 H32 SING N N 54 4XW C20 H33 SING N N 55 4XW C20 H34 SING N N 56 4XW C20 H35 SING N N 57 4XW O21 H36 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 4XW SMILES ACDLabs 12.01 "C1(C=CCC(C1CCC(CCCC(C)CC(=O)O)C)C)(C)C" 4XW InChI InChI 1.03 "InChI=1S/C20H36O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h7,13,15-18H,6,8-12,14H2,1-5H3,(H,21,22)/t15-,16-,17+,18+/m1/s1" 4XW InChIKey InChI 1.03 IUMIJQXLDMMXRF-BDXSIMOUSA-N 4XW SMILES_CANONICAL CACTVS 3.385 "C[C@H](CCC[C@@H](C)CC(O)=O)CC[C@H]1[C@@H](C)CC=CC1(C)C" 4XW SMILES CACTVS 3.385 "C[CH](CCC[CH](C)CC(O)=O)CC[CH]1[CH](C)CC=CC1(C)C" 4XW SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H]1CC=CC([C@H]1CC[C@H](C)CCC[C@@H](C)CC(=O)O)(C)C" 4XW SMILES "OpenEye OEToolkits" 1.9.2 "CC1CC=CC(C1CCC(C)CCCC(C)CC(=O)O)(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 4XW "SYSTEMATIC NAME" ACDLabs 12.01 "(5S,6S,9R,13R)-2,3-didehydro-5,6,7,8,9,10,11,12,13,14-decahydroretinoic acid" 4XW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(3R,7R)-3,7-dimethyl-9-[(1S,6S)-2,2,6-trimethylcyclohex-3-en-1-yl]nonanoic 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 4XW "Create component" 2015-06-18 EBI 4XW "Initial release" 2016-03-30 RCSB 4XW "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4XW _pdbx_chem_comp_synonyms.name "9-cis-13,14-dihydroretinoic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##