data_1XH # _chem_comp.id 1XH _chem_comp.name "2-{[(1S,2R,4aS,8aR)-1,2,4a-trimethyl-5-methylidenedecahydronaphthalen-1-yl]methyl}cyclohexa-2,5-diene-1,4-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H28 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Arenarone _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-26 _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 312.446 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1XH _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 ? _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 1XH CAA CAA C 0 1 N N N 34.850 10.329 6.434 -2.835 2.859 0.758 CAA 1XH 1 1XH CAB CAB C 0 1 N N N 36.396 8.157 1.043 -1.930 -3.076 -0.683 CAB 1XH 2 1XH CAC CAC C 0 1 N N N 34.543 10.536 3.850 -1.416 0.964 1.939 CAC 1XH 3 1XH CAD CAD C 0 1 N N N 35.276 6.205 2.437 0.449 -1.934 -1.119 CAD 1XH 4 1XH OAE OAE O 0 1 N N N 30.123 5.234 -2.050 3.109 2.972 0.330 OAE 1XH 5 1XH OAF OAF O 0 1 N N N 32.329 5.386 2.569 2.978 -2.251 -0.146 OAF 1XH 6 1XH CAG CAG C 0 1 N N N 30.160 4.623 -0.042 4.191 1.054 -0.445 CAG 1XH 7 1XH CAH CAH C 0 1 N N N 30.768 4.688 1.193 4.157 -0.280 -0.567 CAH 1XH 8 1XH CAI CAI C 0 1 N N N 31.895 6.194 -0.841 1.930 1.001 0.751 CAI 1XH 9 1XH CAJ CAJ C 0 1 N N N 32.083 7.696 5.550 -1.824 1.403 -2.274 CAJ 1XH 10 1XH CAK CAK C 0 1 N N N 33.285 8.296 6.400 -3.049 1.825 -1.457 CAK 1XH 11 1XH CAL CAL C 0 1 N N N 32.626 7.103 4.231 -1.393 0.006 -1.808 CAL 1XH 12 1XH CAM CAM C 0 1 N N N 36.199 8.614 3.082 -2.467 -1.751 1.373 CAM 1XH 13 1XH CAN CAN C 0 1 N N N 35.648 8.357 4.430 -3.068 -0.498 0.748 CAN 1XH 14 1XH CAO CAO C 0 1 N N N 33.698 7.132 0.621 0.725 -1.110 1.172 CAO 1XH 15 1XH CAP CAP C 0 1 N N N 34.189 9.238 5.756 -2.635 1.809 -0.005 CAP 1XH 16 1XH CAQ CAQ C 0 1 N N N 32.564 6.257 0.433 1.897 -0.333 0.630 CAQ 1XH 17 1XH CAR CAR C 0 1 N N N 30.731 5.393 -1.008 3.079 1.763 0.220 CAR 1XH 18 1XH CAS CAS C 0 1 N N N 31.907 5.470 1.442 3.009 -1.042 -0.036 CAS 1XH 19 1XH CAT CAT C 0 1 N N R 35.354 8.404 1.932 -1.351 -2.321 0.517 CAT 1XH 20 1XH CAU CAU C 0 1 N N R 33.567 8.085 3.393 -0.895 0.044 -0.364 CAU 1XH 21 1XH CAV CAV C 0 1 N N S 34.481 9.064 4.406 -1.982 0.565 0.568 CAV 1XH 22 1XH CAW CAW C 0 1 N N S 34.464 7.458 2.095 -0.324 -1.298 0.060 CAW 1XH 23 1XH HAA HAA H 0 1 N N N 35.535 10.965 5.893 -3.300 3.744 0.348 HAA 1XH 24 1XH HAAA HAAA H 0 0 N N N 34.659 10.509 7.482 -2.539 2.837 1.796 HAAA 1XH 25 1XH HAB HAB H 0 1 N N N 35.985 7.958 0.042 -2.528 -2.393 -1.288 HAB 1XH 26 1XH HABA HABA H 0 0 N N N 37.057 9.035 1.000 -1.117 -3.478 -1.287 HABA 1XH 27 1XH HABB HABB H 0 0 N N N 36.970 7.283 1.384 -2.559 -3.893 -0.330 HABB 1XH 28 1XH HAC HAC H 0 1 N N N 33.540 10.985 3.888 -1.051 0.076 2.455 HAC 1XH 29 1XH HACA HACA H 0 0 N N N 35.235 11.131 4.464 -0.594 1.667 1.802 HACA 1XH 30 1XH HACB HACB H 0 0 N N N 34.898 10.520 2.809 -2.200 1.434 2.534 HACB 1XH 31 1XH HAD HAD H 0 1 N N N 35.801 6.357 3.392 0.876 -2.886 -0.803 HAD 1XH 32 1XH HADA HADA H 0 0 N N N 34.599 5.342 2.524 -0.232 -2.100 -1.953 HADA 1XH 33 1XH HADB HADB H 0 0 N N N 36.011 6.016 1.641 1.250 -1.263 -1.431 HADB 1XH 34 1XH H12 H12 H 0 1 N N N 29.294 4.006 -0.230 5.033 1.610 -0.830 H12 1XH 35 1XH HAH HAH H 0 1 N N N 30.350 4.112 2.005 4.970 -0.799 -1.054 HAH 1XH 36 1XH HAI HAI H 0 1 N N N 32.280 6.760 -1.677 1.117 1.520 1.238 HAI 1XH 37 1XH HAJ HAJ H 0 1 N N N 31.584 6.905 6.129 -2.082 1.369 -3.331 HAJ 1XH 38 1XH HAJA HAJA H 0 0 N N N 31.361 8.494 5.323 -1.012 2.107 -2.110 HAJA 1XH 39 1XH HAK HAK H 0 1 N N N 32.845 8.810 7.267 -3.358 2.828 -1.746 HAK 1XH 40 1XH HAKA HAKA H 0 0 N N N 33.893 7.447 6.746 -3.863 1.122 -1.621 HAKA 1XH 41 1XH HAL HAL H 0 1 N N N 33.204 6.200 4.474 -2.249 -0.663 -1.888 HAL 1XH 42 1XH HALA HALA H 0 0 N N N 31.768 6.830 3.600 -0.613 -0.309 -2.499 HALA 1XH 43 1XH HAM HAM H 0 1 N N N 36.519 9.666 3.059 -2.107 -1.544 2.381 HAM 1XH 44 1XH HAMA HAMA H 0 0 N N N 37.076 7.961 2.962 -3.263 -2.507 1.466 HAMA 1XH 45 1XH HAN HAN H 0 1 N N N 35.461 7.284 4.586 -3.511 -0.735 -0.218 HAN 1XH 46 1XH HANA HANA H 0 0 N N N 36.323 8.729 5.214 -3.849 -0.104 1.405 HANA 1XH 47 1XH HAO HAO H 0 1 N N N 34.486 6.728 -0.031 1.065 -2.085 1.520 HAO 1XH 48 1XH H26 H26 H 0 1 N N N 33.373 8.112 0.241 0.279 -0.563 2.003 H26 1XH 49 1XH HAT HAT H 0 1 N N N 34.868 9.356 1.672 -0.813 -3.073 1.133 HAT 1XH 50 1XH HAU HAU H 0 1 N N N 32.871 8.787 2.910 -0.062 0.775 -0.334 HAU 1XH 51 # # 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 1XH CAA CAP DOUB N N 1 1XH CAB CAT SING N N 2 1XH CAC CAV SING N N 3 1XH CAD CAW SING N N 4 1XH OAE CAR DOUB N N 5 1XH OAF CAS DOUB N N 6 1XH CAG CAH DOUB N N 7 1XH CAG CAR SING N N 8 1XH CAH CAS SING N N 9 1XH CAI CAQ DOUB N N 10 1XH CAI CAR SING N N 11 1XH CAJ CAK SING N N 12 1XH CAJ CAL SING N N 13 1XH CAK CAP SING N N 14 1XH CAL CAU SING N N 15 1XH CAM CAN SING N N 16 1XH CAM CAT SING N N 17 1XH CAN CAV SING N N 18 1XH CAO CAQ SING N N 19 1XH CAO CAW SING N N 20 1XH CAP CAV SING N N 21 1XH CAQ CAS SING N N 22 1XH CAT CAW SING N N 23 1XH CAU CAV SING N N 24 1XH CAU CAW SING N N 25 1XH CAA HAA SING N N 26 1XH CAA HAAA SING N N 27 1XH CAB HAB SING N N 28 1XH CAB HABA SING N N 29 1XH CAB HABB SING N N 30 1XH CAC HAC SING N N 31 1XH CAC HACA SING N N 32 1XH CAC HACB SING N N 33 1XH CAD HAD SING N N 34 1XH CAD HADA SING N N 35 1XH CAD HADB SING N N 36 1XH CAG H12 SING N N 37 1XH CAH HAH SING N N 38 1XH CAI HAI SING N N 39 1XH CAJ HAJ SING N N 40 1XH CAJ HAJA SING N N 41 1XH CAK HAK SING N N 42 1XH CAK HAKA SING N N 43 1XH CAL HAL SING N N 44 1XH CAL HALA SING N N 45 1XH CAM HAM SING N N 46 1XH CAM HAMA SING N N 47 1XH CAN HAN SING N N 48 1XH CAN HANA SING N N 49 1XH CAO HAO SING N N 50 1XH CAO H26 SING N N 51 1XH CAT HAT SING N N 52 1XH CAU HAU SING N N 53 # # 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 1XH SMILES ACDLabs 12.01 "O=C1C=C(C(=O)C=C1)CC3(C(CCC2(C(=C)/CCCC23)C)C)C" 1XH InChI InChI 1.03 "InChI=1S/C21H28O2/c1-14-6-5-7-19-20(14,3)11-10-15(2)21(19,4)13-16-12-17(22)8-9-18(16)23/h8-9,12,15,19H,1,5-7,10-11,13H2,2-4H3/t15-,19+,20-,21+/m1/s1" 1XH InChIKey InChI 1.03 NXIFNLNXFPAWTO-QAJUQPOASA-N 1XH SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CC[C@@]2(C)[C@H](CCCC2=C)[C@@]1(C)CC3=CC(=O)C=CC3=O" 1XH SMILES CACTVS 3.385 "C[CH]1CC[C]2(C)[CH](CCCC2=C)[C]1(C)CC3=CC(=O)C=CC3=O" 1XH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1CC[C@]2([C@@H]([C@@]1(C)CC3=CC(=O)C=CC3=O)CCCC2=C)C" 1XH SMILES "OpenEye OEToolkits" 1.7.6 "CC1CCC2(C(C1(C)CC3=CC(=O)C=CC3=O)CCCC2=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 1XH "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(1S,2R,4aS,8aR)-1,2,4a-trimethyl-5-methylidenedecahydronaphthalen-1-yl]methyl}cyclohexa-2,5-diene-1,4-dione" 1XH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[[(1S,2R,4aS,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]cyclohexa-2,5-diene-1,4-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1XH "Create component" 2014-02-26 RCSB 1XH "Other modification" 2014-04-21 RCSB 1XH "Initial release" 2014-07-02 RCSB 1XH "Modify internal type" 2015-11-02 RCSB 1XH "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1XH _pdbx_chem_comp_synonyms.name Arenarone _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##