data_R4M # _chem_comp.id R4M _chem_comp.name "(2E,6Z,8E)-3,7-dimethyl-8-[(4R)-4-methyl-3,4-dihydronaphthalen-1(2H)-ylidene]octa-2,6-dienoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H26 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-13 _chem_comp.pdbx_modified_date 2014-01-17 _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 310.430 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R4M _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 4M8H _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 R4M "C2'" "C2'" C 0 1 N N N 63.587 48.485 31.406 -2.302 1.615 -1.037 "C2'" R4M 1 R4M "C1'" "C1'" C 0 1 N N N 63.468 48.289 32.922 -2.320 0.453 -2.039 "C1'" R4M 2 R4M C18 C18 C 0 1 N N R 64.833 48.180 33.603 -3.315 -0.605 -1.569 C18 R4M 3 R4M "C4'" "C4'" C 0 1 N N N 64.677 47.894 35.096 -3.240 -1.814 -2.504 "C4'" R4M 4 R4M C5 C5 C 0 1 Y N N 65.707 47.124 32.938 -3.015 -1.050 -0.164 C5 R4M 5 R4M C4 C4 C 0 1 Y N N 66.743 46.542 33.664 -3.468 -2.285 0.263 C4 R4M 6 R4M C3 C3 C 0 1 Y N N 67.571 45.592 33.091 -3.210 -2.718 1.550 C3 R4M 7 R4M C2 C2 C 0 1 Y N N 67.378 45.207 31.768 -2.496 -1.922 2.428 C2 R4M 8 R4M C1 C1 C 0 1 Y N N 66.358 45.790 31.029 -2.035 -0.688 2.020 C1 R4M 9 R4M C6 C6 C 0 1 Y N N 65.541 46.741 31.624 -2.291 -0.247 0.719 C6 R4M 10 R4M C7 C7 C 0 1 N N N 64.596 47.508 30.804 -1.788 1.070 0.279 C7 R4M 11 R4M C8 C8 C 0 1 N N N 64.671 47.295 29.433 -0.903 1.761 1.021 C8 R4M 12 R4M C9 C9 C 0 1 N N N 63.840 47.975 28.420 -0.344 3.018 0.514 C9 R4M 13 R4M C19 C19 C 0 1 N N N 64.550 48.913 27.434 -1.240 4.213 0.311 C19 R4M 14 R4M C10 C10 C 0 1 N N N 62.463 47.847 28.309 0.955 3.103 0.233 C10 R4M 15 R4M C11 C11 C 0 1 N N N 61.572 47.027 29.141 1.871 1.947 0.542 C11 R4M 16 R4M C12 C12 C 0 1 N N N 60.224 47.175 28.813 2.638 1.552 -0.722 C12 R4M 17 R4M C13 C13 C 0 1 N N N 59.111 46.502 29.481 3.554 0.396 -0.413 C13 R4M 18 R4M C20 C20 C 0 1 N N N 59.366 45.365 30.484 4.923 0.652 0.164 C20 R4M 19 R4M C14 C14 C 0 1 N N N 57.831 46.946 29.154 3.154 -0.851 -0.649 C14 R4M 20 R4M C15 C15 C 0 1 N N N 56.631 46.356 29.764 3.976 -1.984 -0.200 C15 R4M 21 R4M O1 O1 O 0 1 N N N 55.614 47.075 29.807 4.961 -1.786 0.484 O1 R4M 22 R4M O2 O2 O 0 1 N N N 56.689 45.189 30.222 3.638 -3.241 -0.547 O2 R4M 23 R4M H1 H1 H 0 1 N N N 63.917 49.514 31.201 -1.641 2.404 -1.396 H1 R4M 24 R4M H2 H2 H 0 1 N N N 62.603 48.316 30.943 -3.311 2.008 -0.908 H2 R4M 25 R4M H3 H3 H 0 1 N N N 62.928 49.147 33.348 -2.619 0.823 -3.020 H3 R4M 26 R4M H4 H4 H 0 1 N N N 62.901 47.366 33.116 -1.325 0.013 -2.103 H4 R4M 27 R4M H5 H5 H 0 1 N N N 65.339 49.151 33.498 -4.321 -0.189 -1.603 H5 R4M 28 R4M H6 H6 H 0 1 N N N 65.671 47.820 35.562 -2.230 -2.225 -2.486 H6 R4M 29 R4M H7 H7 H 0 1 N N N 64.111 48.710 35.568 -3.948 -2.573 -2.174 H7 R4M 30 R4M H8 H8 H 0 1 N N N 64.137 46.946 35.233 -3.487 -1.503 -3.519 H8 R4M 31 R4M H9 H9 H 0 1 N N N 66.903 46.837 34.691 -4.027 -2.915 -0.414 H9 R4M 32 R4M H10 H10 H 0 1 N N N 68.367 45.149 33.671 -3.569 -3.684 1.873 H10 R4M 33 R4M H11 H11 H 0 1 N N N 68.017 44.460 31.320 -2.300 -2.266 3.433 H11 R4M 34 R4M H12 H12 H 0 1 N N N 66.201 45.506 29.999 -1.478 -0.064 2.703 H12 R4M 35 R4M H13 H13 H 0 1 N N N 65.395 46.575 29.081 -0.604 1.389 1.990 H13 R4M 36 R4M H14 H14 H 0 1 N N N 65.630 48.913 27.641 -1.196 4.853 1.192 H14 R4M 37 R4M H15 H15 H 0 1 N N N 64.374 48.565 26.405 -0.905 4.773 -0.562 H15 R4M 38 R4M H16 H16 H 0 1 N N N 64.154 49.933 27.549 -2.265 3.876 0.156 H16 R4M 39 R4M H17 H17 H 0 1 N N N 61.992 48.415 27.521 1.352 4.002 -0.217 H17 R4M 40 R4M H18 H18 H 0 1 N N N 61.849 45.970 29.013 2.577 2.241 1.319 H18 R4M 41 R4M H19 H19 H 0 1 N N N 61.710 47.318 30.193 1.281 1.099 0.889 H19 R4M 42 R4M H20 H20 H 0 1 N N N 60.016 48.251 28.913 1.932 1.259 -1.499 H20 R4M 43 R4M H21 H21 H 0 1 N N N 60.148 46.884 27.755 3.228 2.401 -1.069 H21 R4M 44 R4M H22 H22 H 0 1 N N N 58.405 44.995 30.872 4.882 0.562 1.250 H22 R4M 45 R4M H23 H23 H 0 1 N N N 59.898 44.545 29.981 5.627 -0.077 -0.235 H23 R4M 46 R4M H24 H24 H 0 1 N N N 59.977 45.742 31.318 5.248 1.657 -0.105 H24 R4M 47 R4M H25 H25 H 0 1 N N N 57.718 47.743 28.434 2.226 -1.031 -1.170 H25 R4M 48 R4M H26 H26 H 0 1 N N N 55.849 44.953 30.597 4.209 -3.953 -0.229 H26 R4M 49 # 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 R4M C19 C9 SING N N 1 R4M C10 C9 DOUB N Z 2 R4M C10 C11 SING N N 3 R4M C9 C8 SING N N 4 R4M C12 C11 SING N N 5 R4M C12 C13 SING N N 6 R4M C14 C13 DOUB N E 7 R4M C14 C15 SING N N 8 R4M C8 C7 DOUB N E 9 R4M C13 C20 SING N N 10 R4M C15 O1 DOUB N N 11 R4M C15 O2 SING N N 12 R4M C7 "C2'" SING N N 13 R4M C7 C6 SING N N 14 R4M C1 C6 DOUB Y N 15 R4M C1 C2 SING Y N 16 R4M "C2'" "C1'" SING N N 17 R4M C6 C5 SING Y N 18 R4M C2 C3 DOUB Y N 19 R4M "C1'" C18 SING N N 20 R4M C5 C18 SING N N 21 R4M C5 C4 DOUB Y N 22 R4M C3 C4 SING Y N 23 R4M C18 "C4'" SING N N 24 R4M "C2'" H1 SING N N 25 R4M "C2'" H2 SING N N 26 R4M "C1'" H3 SING N N 27 R4M "C1'" H4 SING N N 28 R4M C18 H5 SING N N 29 R4M "C4'" H6 SING N N 30 R4M "C4'" H7 SING N N 31 R4M "C4'" H8 SING N N 32 R4M C4 H9 SING N N 33 R4M C3 H10 SING N N 34 R4M C2 H11 SING N N 35 R4M C1 H12 SING N N 36 R4M C8 H13 SING N N 37 R4M C19 H14 SING N N 38 R4M C19 H15 SING N N 39 R4M C19 H16 SING N N 40 R4M C10 H17 SING N N 41 R4M C11 H18 SING N N 42 R4M C11 H19 SING N N 43 R4M C12 H20 SING N N 44 R4M C12 H21 SING N N 45 R4M C20 H22 SING N N 46 R4M C20 H23 SING N N 47 R4M C20 H24 SING N N 48 R4M C14 H25 SING N N 49 R4M O2 H26 SING N N 50 # 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 R4M SMILES ACDLabs 12.01 "O=C(O)\C=C(/C)CC/C=C(\C=C2\c1c(cccc1)C(CC2)C)C" R4M InChI InChI 1.03 "InChI=1S/C21H26O2/c1-15(7-6-8-16(2)14-21(22)23)13-18-12-11-17(3)19-9-4-5-10-20(18)19/h4-5,7,9-10,13-14,17H,6,8,11-12H2,1-3H3,(H,22,23)/b15-7-,16-14+,18-13+/t17-/m1/s1" R4M InChIKey InChI 1.03 ONGGGDPVQXADCB-RGZUUTACSA-N R4M SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CC\C(=C/C(C)=C\CC/C(C)=C/C(O)=O)c2ccccc12" R4M SMILES CACTVS 3.385 "C[CH]1CCC(=CC(C)=CCCC(C)=CC(O)=O)c2ccccc12" R4M SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1CC/C(=C\C(=C/CC/C(=C/C(=O)O)/C)\C)/c2c1cccc2" R4M SMILES "OpenEye OEToolkits" 1.7.6 "CC1CCC(=CC(=CCCC(=CC(=O)O)C)C)c2c1cccc2" # 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 R4M "SYSTEMATIC NAME" ACDLabs 12.01 "(2E,6Z,8E)-3,7-dimethyl-8-[(4R)-4-methyl-3,4-dihydronaphthalen-1(2H)-ylidene]octa-2,6-dienoic acid" R4M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2E,6Z,8E)-3,7-dimethyl-8-[(4R)-4-methyl-3,4-dihydro-2H-naphthalen-1-ylidene]octa-2,6-dienoic 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 R4M "Create component" 2013-09-13 RCSB R4M "Initial release" 2014-01-22 RCSB #