data_D4R # _chem_comp.id D4R _chem_comp.name "(4R,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Thebaine _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-06-27 _chem_comp.pdbx_modified_date 2020-06-19 _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 311.375 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D4R _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 6KA2 _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 D4R CAV C1 C 0 1 N N N -11.157 -8.668 8.333 0.795 4.838 -0.617 CAV D4R 1 D4R OAB O1 O 0 1 N N N -12.073 -9.745 8.669 0.947 3.716 0.254 OAB D4R 2 D4R CAL C2 C 0 1 N N N -12.356 -9.828 10.009 0.130 2.656 0.040 CAL D4R 3 D4R CAR C3 C 0 1 N N N -11.324 -9.984 10.929 -0.742 2.735 -0.959 CAR D4R 4 D4R CAO C4 C 0 1 N N N -11.565 -10.140 12.283 -1.642 1.620 -1.279 CAO D4R 5 D4R CAH C5 C 0 1 N N N -12.868 -10.177 12.742 -1.605 0.518 -0.565 CAH D4R 6 D4R CAI C6 C 0 1 N N R -13.226 -10.330 14.107 -2.451 -0.703 -0.872 CAI D4R 7 D4R CAN C7 C 0 1 N N N -14.120 -9.171 14.593 -1.603 -1.969 -1.029 CAN D4R 8 D4R NAD N1 N 0 1 N N N -13.986 -11.592 14.280 -3.280 -0.916 0.345 NAD D4R 9 D4R CAU C8 C 0 1 N N N -14.308 -11.885 15.689 -4.292 -1.956 0.117 CAU D4R 10 D4R CAQ C9 C 0 1 N N N -15.211 -11.513 13.471 -2.402 -1.271 1.470 CAQ D4R 11 D4R CAM C10 C 0 1 N N N -14.802 -11.338 12.100 -1.493 -0.096 1.834 CAM D4R 12 D4R CAE C11 C 0 1 N N S -13.942 -10.052 11.892 -0.692 0.354 0.623 CAE D4R 13 D4R CAF C12 C 0 1 N N R -13.723 -9.960 10.376 0.270 1.475 0.936 CAF D4R 14 D4R OAA O2 O 0 1 N N N -14.688 -8.883 10.027 1.586 0.893 0.860 OAA D4R 15 D4R CAJ C13 C 0 1 Y N N -14.999 -8.215 11.201 1.535 -0.350 0.345 CAJ D4R 16 D4R CAG C14 C 0 1 Y N N -14.556 -8.882 12.264 0.225 -0.734 0.120 CAG D4R 17 D4R CAK C15 C 0 1 Y N N -14.657 -8.461 13.528 -0.177 -1.829 -0.616 CAK D4R 18 D4R CAS C16 C 0 1 Y N N -15.319 -7.280 13.790 0.834 -2.716 -0.948 CAS D4R 19 D4R CAT C17 C 0 1 Y N N -15.829 -6.567 12.732 2.146 -2.440 -0.604 CAT D4R 20 D4R CAP C18 C 0 1 Y N N -15.649 -7.050 11.443 2.545 -1.265 0.015 CAP D4R 21 D4R OAC O3 O 0 1 N N N -16.122 -6.380 10.370 3.851 -1.020 0.306 OAC D4R 22 D4R CAW C19 C 0 1 N N N -17.128 -5.364 10.627 4.799 -2.020 -0.074 CAW D4R 23 D4R H1 H1 H 0 1 N N N -10.978 -8.663 7.248 0.982 4.528 -1.645 H1 D4R 24 D4R H2 H2 H 0 1 N N N -11.596 -7.706 8.636 -0.219 5.229 -0.533 H2 D4R 25 D4R H3 H3 H 0 1 N N N -10.204 -8.819 8.861 1.508 5.614 -0.337 H3 D4R 26 D4R H4 H4 H 0 1 N N N -10.303 -9.983 10.576 -0.790 3.638 -1.548 H4 D4R 27 D4R H5 H5 H 0 1 N N N -10.741 -10.232 12.975 -2.335 1.706 -2.103 H5 D4R 28 D4R H6 H6 H 0 1 N N N -12.323 -10.361 14.735 -3.078 -0.531 -1.747 H6 D4R 29 D4R H7 H7 H 0 1 N N N -13.517 -8.488 15.209 -2.057 -2.762 -0.434 H7 D4R 30 D4R H8 H8 H 0 1 N N N -14.941 -9.583 15.198 -1.627 -2.271 -2.076 H8 D4R 31 D4R H10 H10 H 0 1 N N N -13.378 -11.939 16.274 -3.797 -2.894 -0.137 H10 D4R 32 D4R H11 H11 H 0 1 N N N -14.949 -11.087 16.092 -4.884 -2.092 1.023 H11 D4R 33 D4R H12 H12 H 0 1 N N N -14.837 -12.847 15.752 -4.944 -1.656 -0.702 H12 D4R 34 D4R H13 H13 H 0 1 N N N -15.823 -10.658 13.795 -3.013 -1.534 2.333 H13 D4R 35 D4R H14 H14 H 0 1 N N N -15.793 -12.440 13.576 -1.788 -2.127 1.190 H14 D4R 36 D4R H15 H15 H 0 1 N N N -15.701 -11.267 11.470 -2.104 0.734 2.191 H15 D4R 37 D4R H16 H16 H 0 1 N N N -14.209 -12.212 11.795 -0.808 -0.403 2.624 H16 D4R 38 D4R H17 H17 H 0 1 N N N -14.106 -10.896 9.942 0.102 1.796 1.964 H17 D4R 39 D4R H18 H18 H 0 1 N N N -15.434 -6.924 14.803 0.597 -3.627 -1.478 H18 D4R 40 D4R H19 H19 H 0 1 N N N -16.363 -5.643 12.901 2.902 -3.174 -0.843 H19 D4R 41 D4R H20 H20 H 0 1 N N N -17.428 -4.896 9.678 4.558 -2.957 0.427 H20 D4R 42 D4R H21 H21 H 0 1 N N N -18.006 -5.829 11.100 4.761 -2.164 -1.153 H21 D4R 43 D4R H22 H22 H 0 1 N N N -16.712 -4.598 11.298 5.800 -1.699 0.215 H22 D4R 44 # # 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 D4R CAV OAB SING N N 1 D4R OAB CAL SING N N 2 D4R CAL CAF SING N N 3 D4R CAL CAR DOUB N N 4 D4R OAA CAF SING N N 5 D4R OAA CAJ SING N N 6 D4R OAC CAW SING N N 7 D4R OAC CAP SING N N 8 D4R CAF CAE SING N N 9 D4R CAR CAO SING N N 10 D4R CAJ CAP DOUB Y N 11 D4R CAJ CAG SING Y N 12 D4R CAP CAT SING Y N 13 D4R CAE CAM SING N N 14 D4R CAE CAG SING N N 15 D4R CAE CAH SING N N 16 D4R CAM CAQ SING N N 17 D4R CAG CAK DOUB Y N 18 D4R CAO CAH DOUB N N 19 D4R CAT CAS DOUB Y N 20 D4R CAH CAI SING N N 21 D4R CAQ NAD SING N N 22 D4R CAK CAS SING Y N 23 D4R CAK CAN SING N N 24 D4R CAI NAD SING N N 25 D4R CAI CAN SING N N 26 D4R NAD CAU SING N N 27 D4R CAV H1 SING N N 28 D4R CAV H2 SING N N 29 D4R CAV H3 SING N N 30 D4R CAR H4 SING N N 31 D4R CAO H5 SING N N 32 D4R CAI H6 SING N N 33 D4R CAN H7 SING N N 34 D4R CAN H8 SING N N 35 D4R CAU H10 SING N N 36 D4R CAU H11 SING N N 37 D4R CAU H12 SING N N 38 D4R CAQ H13 SING N N 39 D4R CAQ H14 SING N N 40 D4R CAM H15 SING N N 41 D4R CAM H16 SING N N 42 D4R CAF H17 SING N N 43 D4R CAS H18 SING N N 44 D4R CAT H19 SING N N 45 D4R CAW H20 SING N N 46 D4R CAW H21 SING N N 47 D4R CAW H22 SING N N 48 # # 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 D4R InChI InChI 1.03 "InChI=1S/C19H21NO3/c1-20-9-8-19-12-5-7-15(22-3)18(19)23-17-14(21-2)6-4-11(16(17)19)10-13(12)20/h4-7,13,18H,8-10H2,1-3H3/t13-,18+,19+/m1/s1" D4R InChIKey InChI 1.03 FQXXSQDCDRQNQE-VMDGZTHMSA-N D4R SMILES_CANONICAL CACTVS 3.385 "COC1=CC=C2[C@H]3Cc4ccc(OC)c5O[C@@H]1[C@]2(CCN3C)c45" D4R SMILES CACTVS 3.385 "COC1=CC=C2[CH]3Cc4ccc(OC)c5O[CH]1[C]2(CCN3C)c45" D4R SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN1CC[C@]23c4c5ccc(c4O[C@H]2C(=CC=C3[C@H]1C5)OC)OC" D4R SMILES "OpenEye OEToolkits" 2.0.7 "CN1CCC23c4c5ccc(c4OC2C(=CC=C3C1C5)OC)OC" # _pdbx_chem_comp_identifier.comp_id D4R _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(4~{R},7~{a}~{R},12~{b}~{S})-7,9-dimethoxy-3-methyl-2,4,7~{a},13-tetrahydro-1~{H}-4,12-methanobenzofuro[3,2-e]isoquinoline" # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id D4R _pdbx_chem_comp_synonyms.name Thebaine _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site D4R "Create component" 2019-06-27 PDBJ D4R "Modify synonyms" 2020-06-05 PDBE D4R "Initial release" 2020-06-24 RCSB ##