data_OB3 # _chem_comp.id OB3 _chem_comp.name "(1S,2R,4S)-N-(2-chlorophenyl)-5,6-bis(4-hydroxyphenyl)-N-methyl-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 Cl N O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-21 _chem_comp.pdbx_modified_date 2016-05-27 _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 483.964 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OB3 _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 4ZWH _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 OB3 C01 C1 C 0 1 Y N N 2.609 -15.607 -8.572 -3.205 3.480 -1.362 C01 OB3 1 OB3 C02 C2 C 0 1 Y N N 1.590 -15.592 -9.456 -3.328 3.838 -0.026 C02 OB3 2 OB3 C03 C3 C 0 1 Y N N 0.976 -14.412 -9.664 -2.811 3.017 0.969 C03 OB3 3 OB3 C04 C4 C 0 1 Y N N 1.367 -13.297 -9.017 -2.174 1.842 0.633 C04 OB3 4 OB3 C05 C5 C 0 1 Y N N 2.398 -13.290 -8.139 -2.049 1.477 -0.710 C05 OB3 5 OB3 C06 C6 C 0 1 Y N N 2.998 -14.485 -7.936 -2.570 2.306 -1.707 C06 OB3 6 OB3 O01 O1 O 0 1 N N N 1.187 -16.720 -10.110 -3.955 4.996 0.310 O01 OB3 7 OB3 C07 C7 C 0 1 N N N 2.764 -12.150 -7.502 -1.368 0.222 -1.075 C07 OB3 8 OB3 C08 C8 C 0 1 N N N 3.933 -11.490 -7.281 -1.772 -1.040 -0.784 C08 OB3 9 OB3 C09 C9 C 0 1 N N S 3.524 -10.270 -6.456 -0.715 -1.970 -1.388 C09 OB3 10 OB3 C10 C10 C 0 1 Y N N 5.233 -11.669 -7.617 -2.980 -1.436 -0.038 C10 OB3 11 OB3 C11 C11 C 0 1 N N S 1.722 -11.280 -6.798 -0.064 0.075 -1.864 C11 OB3 12 OB3 C12 C12 C 0 1 Y N N 6.247 -11.310 -6.798 -4.247 -1.167 -0.563 C12 OB3 13 OB3 C13 C13 C 0 1 Y N N 7.537 -11.465 -7.133 -5.373 -1.539 0.138 C13 OB3 14 OB3 C14 C14 C 0 1 Y N N 7.889 -11.981 -8.323 -5.251 -2.180 1.364 C14 OB3 15 OB3 C15 C15 C 0 1 Y N N 6.891 -12.338 -9.153 -3.994 -2.449 1.890 C15 OB3 16 OB3 C16 C16 C 0 1 Y N N 5.595 -12.182 -8.814 -2.862 -2.086 1.194 C16 OB3 17 OB3 O02 O2 O 0 1 N N N 9.190 -12.143 -8.675 -6.365 -2.544 2.052 O02 OB3 18 OB3 C17 C17 C 0 1 N N R 1.918 -11.543 -5.297 1.001 -0.364 -0.813 C17 OB3 19 OB3 C18 C18 C 0 1 N N N 3.200 -10.721 -5.026 0.538 -1.812 -0.471 C18 OB3 20 OB3 S01 S1 S 0 1 N N N 0.405 -11.149 -4.290 2.664 -0.366 -1.537 S01 OB3 21 OB3 O03 O3 O 0 1 N N N 2.233 -9.977 -6.936 -0.306 -1.190 -2.561 O03 OB3 22 OB3 N01 N1 N 0 1 N N N -0.830 -12.147 -4.896 3.634 -0.980 -0.344 N01 OB3 23 OB3 O04 O4 O 0 1 N N N 0.390 -9.741 -4.665 2.751 -1.320 -2.586 O04 OB3 24 OB3 O05 O5 O 0 1 N N N 1.012 -11.568 -3.035 3.131 0.965 -1.717 O05 OB3 25 OB3 C19 C19 C 0 1 Y N N -1.855 -11.752 -5.563 4.229 -0.122 0.585 C19 OB3 26 OB3 C20 C20 C 0 1 N N N -0.662 -13.601 -4.626 3.868 -2.424 -0.262 C20 OB3 27 OB3 C21 C21 C 0 1 Y N N -2.922 -10.987 -5.210 3.527 0.274 1.717 C21 OB3 28 OB3 C22 C22 C 0 1 Y N N -3.908 -10.705 -6.081 4.119 1.123 2.633 C22 OB3 29 OB3 C23 C23 C 0 1 Y N N -3.880 -11.171 -7.336 5.408 1.578 2.423 C23 OB3 30 OB3 C24 C24 C 0 1 Y N N -2.843 -11.927 -7.708 6.109 1.186 1.298 C24 OB3 31 OB3 C25 C25 C 0 1 Y N N -1.868 -12.202 -6.843 5.525 0.333 0.381 C25 OB3 32 OB3 CL1 CL1 CL 0 0 N N N -3.195 -10.267 -3.658 1.909 -0.296 1.980 CL1 OB3 33 OB3 H1 H1 H 0 1 N N N 3.122 -16.536 -8.371 -3.612 4.119 -2.131 H1 OB3 34 OB3 H2 H2 H 0 1 N N N 0.154 -14.358 -10.363 -2.908 3.300 2.006 H2 OB3 35 OB3 H3 H3 H 0 1 N N N 0.839 -12.374 -9.206 -1.772 1.205 1.407 H3 OB3 36 OB3 H4 H4 H 0 1 N N N 3.820 -14.542 -7.238 -2.479 2.026 -2.746 H4 OB3 37 OB3 H5 H5 H 0 1 N N N 1.729 -17.453 -9.842 -4.906 4.900 0.452 H5 OB3 38 OB3 H6 H6 H 0 1 N N N 4.249 -9.444 -6.502 -1.038 -2.994 -1.572 H6 OB3 39 OB3 H7 H7 H 0 1 N N N 0.692 -11.440 -7.149 0.210 0.928 -2.485 H7 OB3 40 OB3 H8 H8 H 0 1 N N N 6.009 -10.881 -5.836 -4.343 -0.668 -1.516 H8 OB3 41 OB3 H9 H9 H 0 1 N N N 8.306 -11.170 -6.434 -6.353 -1.331 -0.267 H9 OB3 42 OB3 H10 H10 H 0 1 N N N 7.135 -12.761 -10.116 -3.904 -2.951 2.842 H10 OB3 43 OB3 H11 H11 H 0 1 N N N 4.828 -12.474 -9.516 -1.884 -2.296 1.603 H11 OB3 44 OB3 H12 H12 H 0 1 N N N 9.749 -11.838 -7.970 -6.684 -3.432 1.842 H12 OB3 45 OB3 H13 H13 H 0 1 N N N 2.125 -12.611 -5.133 0.963 0.273 0.070 H13 OB3 46 OB3 H14 H14 H 0 1 N N N 4.002 -11.342 -4.601 0.265 -1.901 0.580 H14 OB3 47 OB3 H15 H15 H 0 1 N N N 3.006 -9.867 -4.361 1.307 -2.537 -0.735 H15 OB3 48 OB3 H16 H16 H 0 1 N N N 0.260 -13.763 -4.048 4.745 -2.685 -0.856 H16 OB3 49 OB3 H17 H17 H 0 1 N N N -1.524 -13.969 -4.051 4.037 -2.706 0.777 H17 OB3 50 OB3 H18 H18 H 0 1 N N N -0.598 -14.146 -5.579 2.998 -2.956 -0.646 H18 OB3 51 OB3 H19 H19 H 0 1 N N N -4.737 -10.091 -5.762 3.574 1.431 3.513 H19 OB3 52 OB3 H20 H20 H 0 1 N N N -4.675 -10.942 -8.030 5.868 2.241 3.141 H20 OB3 53 OB3 H21 H21 H 0 1 N N N -2.795 -12.317 -8.714 7.115 1.544 1.137 H21 OB3 54 OB3 H22 H22 H 0 1 N N N -1.045 -12.815 -7.178 6.074 0.027 -0.498 H22 OB3 55 # 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 OB3 O01 C02 SING N N 1 OB3 C03 C02 DOUB Y N 2 OB3 C03 C04 SING Y N 3 OB3 C02 C01 SING Y N 4 OB3 C15 C16 DOUB Y N 5 OB3 C15 C14 SING Y N 6 OB3 C04 C05 DOUB Y N 7 OB3 C16 C10 SING Y N 8 OB3 O02 C14 SING N N 9 OB3 C01 C06 DOUB Y N 10 OB3 C14 C13 DOUB Y N 11 OB3 C05 C06 SING Y N 12 OB3 C05 C07 SING N N 13 OB3 C24 C23 DOUB Y N 14 OB3 C24 C25 SING Y N 15 OB3 C10 C08 SING N N 16 OB3 C10 C12 DOUB Y N 17 OB3 C07 C08 DOUB N N 18 OB3 C07 C11 SING N N 19 OB3 C23 C22 SING Y N 20 OB3 C08 C09 SING N N 21 OB3 C13 C12 SING Y N 22 OB3 O03 C11 SING N N 23 OB3 O03 C09 SING N N 24 OB3 C25 C19 DOUB Y N 25 OB3 C11 C17 SING N N 26 OB3 C09 C18 SING N N 27 OB3 C22 C21 DOUB Y N 28 OB3 C19 C21 SING Y N 29 OB3 C19 N01 SING N N 30 OB3 C17 C18 SING N N 31 OB3 C17 S01 SING N N 32 OB3 C21 CL1 SING N N 33 OB3 N01 C20 SING N N 34 OB3 N01 S01 SING N N 35 OB3 O04 S01 DOUB N N 36 OB3 S01 O05 DOUB N N 37 OB3 C01 H1 SING N N 38 OB3 C03 H2 SING N N 39 OB3 C04 H3 SING N N 40 OB3 C06 H4 SING N N 41 OB3 O01 H5 SING N N 42 OB3 C09 H6 SING N N 43 OB3 C11 H7 SING N N 44 OB3 C12 H8 SING N N 45 OB3 C13 H9 SING N N 46 OB3 C15 H10 SING N N 47 OB3 C16 H11 SING N N 48 OB3 O02 H12 SING N N 49 OB3 C17 H13 SING N N 50 OB3 C18 H14 SING N N 51 OB3 C18 H15 SING N N 52 OB3 C20 H16 SING N N 53 OB3 C20 H17 SING N N 54 OB3 C20 H18 SING N N 55 OB3 C22 H19 SING N N 56 OB3 C23 H20 SING N N 57 OB3 C24 H21 SING N N 58 OB3 C25 H22 SING N N 59 # 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 OB3 SMILES ACDLabs 12.01 "c1cc(ccc1O)C2=C(C3CC(C2O3)S(=O)(N(C)c4c(Cl)cccc4)=O)c5ccc(cc5)O" OB3 InChI InChI 1.03 "InChI=1S/C25H22ClNO5S/c1-27(20-5-3-2-4-19(20)26)33(30,31)22-14-21-23(15-6-10-17(28)11-7-15)24(25(22)32-21)16-8-12-18(29)13-9-16/h2-13,21-22,25,28-29H,14H2,1H3/t21-,22+,25+/m0/s1" OB3 InChIKey InChI 1.03 UOCUJSGNIGCJMB-SGIRGMQISA-N OB3 SMILES_CANONICAL CACTVS 3.385 "CN(c1ccccc1Cl)[S](=O)(=O)[C@@H]2C[C@@H]3O[C@H]2C(=C3c4ccc(O)cc4)c5ccc(O)cc5" OB3 SMILES CACTVS 3.385 "CN(c1ccccc1Cl)[S](=O)(=O)[CH]2C[CH]3O[CH]2C(=C3c4ccc(O)cc4)c5ccc(O)cc5" OB3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN(c1ccccc1Cl)S(=O)(=O)[C@@H]2C[C@H]3C(=C([C@@H]2O3)c4ccc(cc4)O)c5ccc(cc5)O" OB3 SMILES "OpenEye OEToolkits" 1.9.2 "CN(c1ccccc1Cl)S(=O)(=O)C2CC3C(=C(C2O3)c4ccc(cc4)O)c5ccc(cc5)O" # 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 OB3 "SYSTEMATIC NAME" ACDLabs 12.01 "(1S,2R,4S)-N-(2-chlorophenyl)-5,6-bis(4-hydroxyphenyl)-N-methyl-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide" OB3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1S,4S,5R)-N-(2-chlorophenyl)-2,3-bis(4-hydroxyphenyl)-N-methyl-7-oxabicyclo[2.2.1]hept-2-ene-5-sulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OB3 "Create component" 2015-05-21 RCSB OB3 "Initial release" 2016-06-01 RCSB #