data_6ZR # _chem_comp.id 6ZR _chem_comp.name "(3R,4R)-4-(4-methoxy-3-oxidanyl-phenyl)-3-methyl-1-(3,4,5-trimethoxyphenyl)azetidin-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-02 _chem_comp.pdbx_modified_date 2017-03-17 _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 373.400 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6ZR _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 5GON _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 6ZR CAO C1 C 0 1 N N N 17.115 375.618 48.176 4.485 -2.045 -2.752 CAO 6ZR 1 6ZR OAN O1 O 0 1 N N N 16.835 375.513 46.784 4.747 -1.767 -1.375 OAN 6ZR 2 6ZR CAM C2 C 0 1 Y N N 16.959 376.610 45.978 3.854 -0.976 -0.723 CAM 6ZR 3 6ZR CAK C3 C 0 1 Y N N 17.339 377.916 46.435 4.047 -0.665 0.620 CAK 6ZR 4 6ZR CAJ C4 C 0 1 Y N N 17.422 378.960 45.492 3.134 0.142 1.279 CAJ 6ZR 5 6ZR OAL O2 O 0 1 N N N 17.614 378.169 47.776 5.129 -1.152 1.283 OAL 6ZR 6 6ZR CAP C5 C 0 1 Y N N 16.671 376.364 44.630 2.753 -0.473 -1.396 CAP 6ZR 7 6ZR CAQ C6 C 0 1 Y N N 16.763 377.413 43.705 1.848 0.337 -0.734 CAQ 6ZR 8 6ZR CAI C7 C 0 1 Y N N 17.147 378.691 44.135 2.034 0.637 0.602 CAI 6ZR 9 6ZR CAH C8 C 0 1 N N R 17.239 379.775 43.179 1.045 1.520 1.319 CAH 6ZR 10 6ZR CAF C9 C 0 1 N N R 18.615 380.291 42.858 1.221 3.017 1.019 CAF 6ZR 11 6ZR CAG C10 C 0 1 N N N 19.678 379.136 42.979 2.366 3.319 0.051 CAG 6ZR 12 6ZR CAD C11 C 0 1 N N N 18.180 380.296 41.423 -0.138 2.951 0.352 CAD 6ZR 13 6ZR OAE O3 O 0 1 N N N 18.750 380.607 40.356 -0.842 3.760 -0.213 OAE 6ZR 14 6ZR NAC N1 N 0 1 N N N 17.009 379.547 41.753 -0.258 1.625 0.638 NAC 6ZR 15 6ZR CAB C12 C 0 1 Y N N 15.959 379.242 41.009 -1.266 0.689 0.374 CAB 6ZR 16 6ZR CAR C13 C 0 1 Y N N 14.735 379.090 41.646 -2.413 1.078 -0.306 CAR 6ZR 17 6ZR CAA C14 C 0 1 Y N N 16.050 379.154 39.593 -1.116 -0.627 0.787 CAA 6ZR 18 6ZR CAY C15 C 0 1 Y N N 14.926 378.861 38.815 -2.111 -1.555 0.520 CAY 6ZR 19 6ZR OAZ O4 O 0 1 N N N 14.988 378.767 37.431 -1.961 -2.846 0.920 OAZ 6ZR 20 6ZR CBA C16 C 0 1 N N N 16.264 379.114 36.886 -0.756 -3.175 1.614 CBA 6ZR 21 6ZR CAV C17 C 0 1 Y N N 13.699 378.693 39.485 -3.259 -1.167 -0.160 CAV 6ZR 22 6ZR OAW O5 O 0 1 N N N 12.514 378.403 38.852 -4.236 -2.078 -0.422 OAW 6ZR 23 6ZR CAX C18 C 0 1 N N N 12.498 378.491 37.377 -5.263 -2.229 0.561 CAX 6ZR 24 6ZR CAS C19 C 0 1 Y N N 13.612 378.812 40.868 -3.411 0.153 -0.568 CAS 6ZR 25 6ZR OAT O6 O 0 1 N N N 12.372 378.638 41.398 -4.534 0.534 -1.233 OAT 6ZR 26 6ZR CAU C20 C 0 1 N N N 12.361 378.864 42.819 -4.623 1.906 -1.622 CAU 6ZR 27 6ZR H1 H1 H 0 1 N N N 16.961 374.640 48.656 3.524 -2.551 -2.844 H1 6ZR 28 6ZR H2 H2 H 0 1 N N N 18.159 375.935 48.317 4.459 -1.110 -3.312 H2 6ZR 29 6ZR H3 H3 H 0 1 N N N 16.442 376.360 48.630 5.273 -2.685 -3.150 H3 6ZR 30 6ZR H4 H4 H 0 1 N N N 17.694 379.957 45.806 3.281 0.385 2.321 H4 6ZR 31 6ZR H5 H5 H 0 1 N N N 17.514 377.368 48.277 5.907 -0.579 1.243 H5 6ZR 32 6ZR H6 H6 H 0 1 N N N 16.381 375.375 44.306 2.601 -0.712 -2.438 H6 6ZR 33 6ZR H7 H7 H 0 1 N N N 16.539 377.237 42.663 0.988 0.725 -1.259 H7 6ZR 34 6ZR H8 H8 H 0 1 N N N 16.616 380.616 43.517 0.966 1.292 2.382 H8 6ZR 35 6ZR H9 H9 H 0 1 N N N 18.904 381.256 43.299 1.243 3.643 1.911 H9 6ZR 36 6ZR H10 H10 H 0 1 N N N 20.041 379.078 44.016 2.182 2.817 -0.899 H10 6ZR 37 6ZR H11 H11 H 0 1 N N N 19.213 378.179 42.699 2.429 4.395 -0.113 H11 6ZR 38 6ZR H12 H12 H 0 1 N N N 20.523 379.344 42.306 3.304 2.961 0.475 H12 6ZR 39 6ZR H13 H13 H 0 1 N N N 14.655 379.185 42.719 -2.527 2.102 -0.630 H13 6ZR 40 6ZR H14 H14 H 0 1 N N N 17.003 379.316 39.111 -0.224 -0.929 1.315 H14 6ZR 41 6ZR H15 H15 H 0 1 N N N 16.235 379.016 35.791 -0.764 -4.233 1.876 H15 6ZR 42 6ZR H16 H16 H 0 1 N N N 16.507 380.153 37.154 0.101 -2.966 0.974 H16 6ZR 43 6ZR H17 H17 H 0 1 N N N 17.032 378.441 37.294 -0.685 -2.577 2.523 H17 6ZR 44 6ZR H18 H18 H 0 1 N N N 11.495 378.235 37.005 -5.976 -2.983 0.229 H18 6ZR 45 6ZR H19 H19 H 0 1 N N N 12.753 379.515 37.068 -4.818 -2.540 1.506 H19 6ZR 46 6ZR H20 H20 H 0 1 N N N 13.234 377.788 36.960 -5.777 -1.278 0.698 H20 6ZR 47 6ZR H21 H21 H 0 1 N N N 11.343 378.714 43.207 -3.793 2.151 -2.285 H21 6ZR 48 6ZR H22 H22 H 0 1 N N N 13.048 378.157 43.308 -5.566 2.076 -2.142 H22 6ZR 49 6ZR H23 H23 H 0 1 N N N 12.685 379.894 43.029 -4.579 2.539 -0.735 H23 6ZR 50 # 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 6ZR CBA OAZ SING N N 1 6ZR CAX OAW SING N N 2 6ZR OAZ CAY SING N N 3 6ZR CAY CAV DOUB Y N 4 6ZR CAY CAA SING Y N 5 6ZR OAW CAV SING N N 6 6ZR CAV CAS SING Y N 7 6ZR CAA CAB DOUB Y N 8 6ZR OAE CAD DOUB N N 9 6ZR CAS OAT SING N N 10 6ZR CAS CAR DOUB Y N 11 6ZR CAB CAR SING Y N 12 6ZR CAB NAC SING N N 13 6ZR OAT CAU SING N N 14 6ZR CAD NAC SING N N 15 6ZR CAD CAF SING N N 16 6ZR NAC CAH SING N N 17 6ZR CAF CAG SING N N 18 6ZR CAF CAH SING N N 19 6ZR CAH CAI SING N N 20 6ZR CAQ CAI DOUB Y N 21 6ZR CAQ CAP SING Y N 22 6ZR CAI CAJ SING Y N 23 6ZR CAP CAM DOUB Y N 24 6ZR CAJ CAK DOUB Y N 25 6ZR CAM CAK SING Y N 26 6ZR CAM OAN SING N N 27 6ZR CAK OAL SING N N 28 6ZR OAN CAO SING N N 29 6ZR CAO H1 SING N N 30 6ZR CAO H2 SING N N 31 6ZR CAO H3 SING N N 32 6ZR CAJ H4 SING N N 33 6ZR OAL H5 SING N N 34 6ZR CAP H6 SING N N 35 6ZR CAQ H7 SING N N 36 6ZR CAH H8 SING N N 37 6ZR CAF H9 SING N N 38 6ZR CAG H10 SING N N 39 6ZR CAG H11 SING N N 40 6ZR CAG H12 SING N N 41 6ZR CAR H13 SING N N 42 6ZR CAA H14 SING N N 43 6ZR CBA H15 SING N N 44 6ZR CBA H16 SING N N 45 6ZR CBA H17 SING N N 46 6ZR CAX H18 SING N N 47 6ZR CAX H19 SING N N 48 6ZR CAX H20 SING N N 49 6ZR CAU H21 SING N N 50 6ZR CAU H22 SING N N 51 6ZR CAU H23 SING N N 52 # 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 6ZR InChI InChI 1.03 "InChI=1S/C20H23NO6/c1-11-18(12-6-7-15(24-2)14(22)8-12)21(20(11)23)13-9-16(25-3)19(27-5)17(10-13)26-4/h6-11,18,22H,1-5H3/t11-,18-/m1/s1" 6ZR InChIKey InChI 1.03 KLFAJLHIJQPMNJ-ADLMAVQZSA-N 6ZR SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1O)[C@H]2[C@@H](C)C(=O)N2c3cc(OC)c(OC)c(OC)c3" 6ZR SMILES CACTVS 3.385 "COc1ccc(cc1O)[CH]2[CH](C)C(=O)N2c3cc(OC)c(OC)c(OC)c3" 6ZR SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "C[C@@H]1[C@@H](N(C1=O)c2cc(c(c(c2)OC)OC)OC)c3ccc(c(c3)O)OC" 6ZR SMILES "OpenEye OEToolkits" 2.0.5 "CC1C(N(C1=O)c2cc(c(c(c2)OC)OC)OC)c3ccc(c(c3)O)OC" # 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 6ZR "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(3~{R},4~{R})-4-(4-methoxy-3-oxidanyl-phenyl)-3-methyl-1-(3,4,5-trimethoxyphenyl)azetidin-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6ZR "Create component" 2016-08-02 PDBJ 6ZR "Initial release" 2017-03-22 RCSB #