data_ECP # _chem_comp.id ECP _chem_comp.name "(2E)-3-methyl-5-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]pent-2-en-1-yl trihydrogen diphosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H36 O7 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-06 _chem_comp.pdbx_modified_date 2015-01-30 _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 450.443 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ECP _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 3WBV _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 ECP OAZ OAZ O 0 1 N N N 22.110 -38.928 9.138 -8.327 0.281 0.606 OAZ ECP 1 ECP PAW PAW P 0 1 N N N 21.496 -39.254 7.831 -7.280 -0.942 0.586 PAW ECP 2 ECP OBA OBA O 0 1 N N N 21.184 -40.689 7.641 -7.508 -1.864 1.887 OBA ECP 3 ECP OBC OBC O 0 1 N N N 22.168 -38.625 6.671 -7.490 -1.751 -0.635 OBC ECP 4 ECP OAV OAV O 0 1 N N N 20.052 -38.546 7.886 -5.778 -0.362 0.596 OAV ECP 5 ECP PAU PAU P 0 1 N N N 19.931 -36.945 8.026 -4.843 0.337 -0.512 PAU ECP 6 ECP OAY OAY O 0 1 N N N 21.097 -36.459 8.795 -5.245 1.890 -0.650 OAY ECP 7 ECP OBB OBB O 0 1 N N N 18.570 -36.625 8.509 -5.031 -0.339 -1.815 OBB ECP 8 ECP OAT OAT O 0 1 N N N 20.072 -36.433 6.507 -3.301 0.220 -0.064 OAT ECP 9 ECP CAS CAS C 0 1 N N N 21.182 -35.610 6.138 -2.216 0.653 -0.887 CAS ECP 10 ECP CAQ CAQ C 0 1 N N N 20.789 -34.137 6.272 -0.913 0.402 -0.174 CAQ ECP 11 ECP CAK CAK C 0 1 N N N 21.114 -33.485 7.618 0.015 1.327 -0.160 CAK ECP 12 ECP CAR CAR C 0 1 N N N 22.332 -34.032 8.365 -0.162 2.584 -0.971 CAR ECP 13 ECP CAL CAL C 0 1 N N N 20.927 -31.969 7.699 1.260 1.133 0.668 CAL ECP 14 ECP CAM CAM C 0 1 N N N 20.830 -31.402 6.282 2.369 0.549 -0.208 CAM ECP 15 ECP CAJ CAJ C 0 1 N N R 21.179 -29.912 6.300 3.662 0.449 0.604 CAJ ECP 16 ECP CAE CAE C 0 1 N N R 21.299 -29.362 4.888 4.704 -0.376 -0.178 CAE ECP 17 ECP CAN CAN C 0 1 N N N 19.946 -29.489 4.184 4.806 0.212 -1.586 CAN ECP 18 ECP CAF CAF C 0 1 N N N 22.350 -30.138 4.113 4.202 -1.819 -0.262 CAF ECP 19 ECP CAA CAA C 0 1 N N N 22.526 -29.510 2.740 5.260 -2.701 -0.923 CAA ECP 20 ECP CAB CAB C 0 1 N N N 23.021 -28.082 2.904 6.514 -2.714 -0.056 CAB ECP 21 ECP CAC CAC C 0 1 N N N 22.005 -27.252 3.673 7.079 -1.306 0.127 CAC ECP 22 ECP CAO CAO C 0 1 N N N 22.601 -25.866 3.929 8.156 -1.404 1.233 CAO ECP 23 ECP CAP CAP C 0 1 N N N 20.725 -27.093 2.849 7.784 -0.862 -1.155 CAP ECP 24 ECP CAD CAD C 0 1 N N R 21.713 -27.904 5.016 6.023 -0.316 0.577 CAD ECP 25 ECP CAG CAG C 0 1 N N N 20.651 -27.149 5.799 6.568 1.112 0.609 CAG ECP 26 ECP CAH CAH C 0 1 N N N 20.503 -27.796 7.169 5.599 1.995 1.407 CAH ECP 27 ECP CAI CAI C 0 1 N N N 20.253 -29.155 7.009 4.212 1.839 0.830 CAI ECP 28 ECP CAX CAX C 0 1 N N N 18.966 -29.640 7.220 3.491 2.896 0.533 CAX ECP 29 ECP H1 H1 H 0 1 N N N 22.854 -38.353 9.004 -8.248 0.855 1.380 H1 ECP 30 ECP H2 H2 H 0 1 N N N 21.478 -40.966 6.781 -8.394 -2.247 1.947 H2 ECP 31 ECP H3 H3 H 0 1 N N N 20.796 -35.970 9.552 -5.146 2.397 0.168 H3 ECP 32 ECP H4 H4 H 0 1 N N N 21.465 -35.821 5.096 -2.229 0.100 -1.826 H4 ECP 33 ECP H5 H5 H 0 1 N N N 22.034 -35.824 6.800 -2.319 1.719 -1.092 H5 ECP 34 ECP H6 H6 H 0 1 N N N 20.313 -33.593 5.469 -0.743 -0.540 0.326 H6 ECP 35 ECP H9 H9 H 0 1 N N N 22.459 -33.485 9.311 -0.742 3.308 -0.398 H9 ECP 36 ECP H10 H10 H 0 1 N N N 22.182 -35.101 8.577 0.816 3.006 -1.205 H10 ECP 37 ECP H11 H11 H 0 1 N N N 23.231 -33.904 7.744 -0.687 2.348 -1.897 H11 ECP 38 ECP H12 H12 H 0 1 N N N 21.786 -31.519 8.218 1.582 2.094 1.070 H12 ECP 39 ECP H13 H13 H 0 1 N N N 20.004 -31.740 8.252 1.047 0.449 1.490 H13 ECP 40 ECP H14 H14 H 0 1 N N N 19.805 -31.533 5.905 2.077 -0.445 -0.549 H14 ECP 41 ECP H15 H15 H 0 1 N N N 21.534 -31.935 5.626 2.530 1.196 -1.070 H15 ECP 42 ECP H16 H16 H 0 1 N N N 22.165 -29.813 6.777 3.464 -0.031 1.559 H16 ECP 43 ECP H17 H17 H 0 1 N N N 19.186 -28.927 4.746 5.477 -0.400 -2.187 H17 ECP 44 ECP H18 H18 H 0 1 N N N 20.024 -29.083 3.165 3.817 0.227 -2.045 H18 ECP 45 ECP H19 H19 H 0 1 N N N 19.656 -30.549 4.135 5.194 1.229 -1.527 H19 ECP 46 ECP H20 H20 H 0 1 N N N 22.026 -31.183 4.000 3.998 -2.191 0.743 H20 ECP 47 ECP H21 H21 H 0 1 N N N 23.306 -30.107 4.657 3.288 -1.864 -0.855 H21 ECP 48 ECP H22 H22 H 0 1 N N N 21.562 -29.507 2.210 4.867 -3.723 -0.997 H22 ECP 49 ECP H23 H23 H 0 1 N N N 23.260 -30.090 2.161 5.486 -2.350 -1.924 H23 ECP 50 ECP H24 H24 H 0 1 N N N 23.973 -28.090 3.454 6.274 -3.133 0.925 H24 ECP 51 ECP H25 H25 H 0 1 N N N 23.175 -27.636 1.910 7.274 -3.346 -0.525 H25 ECP 52 ECP H26 H26 H 0 1 N N N 23.523 -25.966 4.521 8.935 -2.099 0.920 H26 ECP 53 ECP H27 H27 H 0 1 N N N 22.833 -25.384 2.968 8.593 -0.420 1.403 H27 ECP 54 ECP H28 H28 H 0 1 N N N 21.875 -25.251 4.482 7.698 -1.763 2.155 H28 ECP 55 ECP H29 H29 H 0 1 N N N 19.997 -26.492 3.414 7.074 -0.872 -1.982 H29 ECP 56 ECP H30 H30 H 0 1 N N N 20.960 -26.588 1.900 8.175 0.147 -1.024 H30 ECP 57 ECP H31 H31 H 0 1 N N N 20.298 -28.085 2.641 8.606 -1.544 -1.373 H31 ECP 58 ECP H32 H32 H 0 1 N N N 22.641 -27.875 5.606 5.782 -0.573 1.639 H32 ECP 59 ECP H33 H33 H 0 1 N N N 20.955 -26.098 5.917 7.538 1.135 1.112 H33 ECP 60 ECP H34 H34 H 0 1 N N N 19.692 -27.196 5.262 6.685 1.520 -0.389 H34 ECP 61 ECP H35 H35 H 0 1 N N N 21.431 -27.658 7.743 5.602 1.686 2.452 H35 ECP 62 ECP H36 H36 H 0 1 N N N 19.665 -27.329 7.708 5.914 3.037 1.333 H36 ECP 63 ECP H38 H38 H 0 1 N N N 18.174 -28.963 7.505 2.544 2.779 0.026 H38 ECP 64 ECP H39 H39 H 0 1 N N N 18.759 -30.693 7.099 3.844 3.882 0.797 H39 ECP 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 ECP CAA CAB SING N N 1 ECP CAA CAF SING N N 2 ECP CAP CAC SING N N 3 ECP CAB CAC SING N N 4 ECP CAC CAO SING N N 5 ECP CAC CAD SING N N 6 ECP CAF CAE SING N N 7 ECP CAN CAE SING N N 8 ECP CAE CAD SING N N 9 ECP CAE CAJ SING N N 10 ECP CAD CAG SING N N 11 ECP CAG CAH SING N N 12 ECP CAS CAQ SING N N 13 ECP CAS OAT SING N N 14 ECP CAQ CAK DOUB N E 15 ECP CAM CAJ SING N N 16 ECP CAM CAL SING N N 17 ECP CAJ CAI SING N N 18 ECP OAT PAU SING N N 19 ECP OBC PAW DOUB N N 20 ECP CAI CAH SING N N 21 ECP CAI CAX DOUB N N 22 ECP CAK CAL SING N N 23 ECP CAK CAR SING N N 24 ECP OBA PAW SING N N 25 ECP PAW OAV SING N N 26 ECP PAW OAZ SING N N 27 ECP OAV PAU SING N N 28 ECP PAU OBB DOUB N N 29 ECP PAU OAY SING N N 30 ECP OAZ H1 SING N N 31 ECP OBA H2 SING N N 32 ECP OAY H3 SING N N 33 ECP CAS H4 SING N N 34 ECP CAS H5 SING N N 35 ECP CAQ H6 SING N N 36 ECP CAR H9 SING N N 37 ECP CAR H10 SING N N 38 ECP CAR H11 SING N N 39 ECP CAL H12 SING N N 40 ECP CAL H13 SING N N 41 ECP CAM H14 SING N N 42 ECP CAM H15 SING N N 43 ECP CAJ H16 SING N N 44 ECP CAN H17 SING N N 45 ECP CAN H18 SING N N 46 ECP CAN H19 SING N N 47 ECP CAF H20 SING N N 48 ECP CAF H21 SING N N 49 ECP CAA H22 SING N N 50 ECP CAA H23 SING N N 51 ECP CAB H24 SING N N 52 ECP CAB H25 SING N N 53 ECP CAO H26 SING N N 54 ECP CAO H27 SING N N 55 ECP CAO H28 SING N N 56 ECP CAP H29 SING N N 57 ECP CAP H30 SING N N 58 ECP CAP H31 SING N N 59 ECP CAD H32 SING N N 60 ECP CAG H33 SING N N 61 ECP CAG H34 SING N N 62 ECP CAH H35 SING N N 63 ECP CAH H36 SING N N 64 ECP CAX H38 SING N N 65 ECP CAX H39 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 ECP SMILES ACDLabs 12.01 "O=P(O)(O)OP(=O)(O)OC/C=C(\C)CCC1C(=C)\CCC2C(CCCC12C)(C)C" ECP InChI InChI 1.03 "InChI=1S/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)7-9-17-16(2)8-10-18-19(3,4)12-6-13-20(17,18)5/h11,17-18H,2,6-10,12-14H2,1,3-5H3,(H,24,25)(H2,21,22,23)/b15-11+/t17-,18-,20+/m1/s1" ECP InChIKey InChI 1.03 JCAIWDXKLCEQEO-PGHZQYBFSA-N ECP SMILES_CANONICAL CACTVS 3.370 "C\C(CC[C@@H]1C(=C)CC[C@@H]2C(C)(C)CCC[C@@]12C)=C/CO[P](O)(=O)O[P](O)(O)=O" ECP SMILES CACTVS 3.370 "CC(CC[CH]1C(=C)CC[CH]2C(C)(C)CCC[C]12C)=CCO[P](O)(=O)O[P](O)(O)=O" ECP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C/C(=C\COP(=O)(O)OP(=O)(O)O)/CC[C@@H]1C(=C)CC[C@H]2[C@]1(CCCC2(C)C)C" ECP SMILES "OpenEye OEToolkits" 1.7.6 "CC(=CCOP(=O)(O)OP(=O)(O)O)CCC1C(=C)CCC2C1(CCCC2(C)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 ECP "SYSTEMATIC NAME" ACDLabs 12.01 "(2E)-3-methyl-5-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]pent-2-en-1-yl trihydrogen diphosphate" ECP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(E)-5-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methyl-pent-2-enyl] phosphono hydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ECP "Create component" 2013-06-06 PDBJ ECP "Initial release" 2015-02-04 RCSB #