data_CWX # _chem_comp.id CWX _chem_comp.name ;4'-(alpha-D-Mannopyranosyloxy)-biphenyl-4-methyl sulfonamide ; _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H23 N O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-03-10 _chem_comp.pdbx_modified_date 2015-02-20 _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 425.453 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CWX _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 4CSS _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 CWX CAR CAR C 0 1 N N N -13.008 48.582 -14.428 7.466 2.052 -0.039 CAR CWX 1 CWX NAQ NAQ N 0 1 N N N -13.522 48.094 -13.192 7.513 0.750 -0.709 NAQ CWX 2 CWX SAN SAN S 0 1 N N N -12.951 46.668 -12.539 6.792 -0.567 -0.011 SAN CWX 3 CWX OAO OAO O 0 1 N N N -13.132 45.567 -13.475 6.981 -1.651 -0.910 OAO CWX 4 CWX OAP OAP O 0 1 N N N -13.630 46.393 -11.304 7.229 -0.594 1.341 OAP CWX 5 CWX CAK CAK C 0 1 Y N N -11.240 46.823 -12.182 5.059 -0.252 0.032 CAK CWX 6 CWX CAJ CAJ C 0 1 Y N N -10.629 48.049 -12.105 4.262 -0.636 -1.031 CAJ CWX 7 CWX CAI CAI C 0 1 Y N N -9.262 48.130 -11.814 2.904 -0.391 -1.003 CAI CWX 8 CWX CAL CAL C 0 1 Y N N -10.503 45.663 -11.949 4.500 0.374 1.132 CAL CWX 9 CWX CAM CAM C 0 1 Y N N -9.160 45.745 -11.654 3.143 0.623 1.171 CAM CWX 10 CWX CAH CAH C 0 1 Y N N -8.514 46.972 -11.585 2.336 0.243 0.100 CAH CWX 11 CWX CAE CAE C 0 1 Y N N -7.083 47.036 -11.269 0.877 0.508 0.137 CAE CWX 12 CWX CAD CAD C 0 1 Y N N -6.394 48.236 -11.321 0.310 1.143 1.240 CAD CWX 13 CWX CAC CAC C 0 1 Y N N -5.031 48.300 -10.993 -1.047 1.389 1.271 CAC CWX 14 CWX CAF CAF C 0 1 Y N N -6.392 45.873 -10.908 0.071 0.128 -0.935 CAF CWX 15 CWX CAG CAG C 0 1 Y N N -5.017 45.923 -10.605 -1.285 0.376 -0.899 CAG CWX 16 CWX CAB CAB C 0 1 Y N N -4.357 47.131 -10.648 -1.847 1.004 0.205 CAB CWX 17 CWX O1 O1 O 0 1 N N N -2.952 47.083 -10.341 -3.184 1.247 0.238 O1 CWX 18 CWX C1 C1 C 0 1 N N R -2.191 48.162 -10.146 -3.948 0.825 -0.893 C1 CWX 19 CWX O5 O5 O 0 1 N N N -2.711 49.155 -9.283 -4.011 -0.603 -0.920 O5 CWX 20 CWX C5 C5 C 0 1 N N R -2.957 48.609 -7.947 -4.593 -1.183 0.248 C5 CWX 21 CWX C6 C6 C 0 1 N N N -3.421 49.748 -7.115 -4.582 -2.708 0.120 C6 CWX 22 CWX O6 O6 O 0 1 N N N -2.441 50.764 -7.026 -3.231 -3.174 0.100 O6 CWX 23 CWX C4 C4 C 0 1 N N S -1.699 48.007 -7.397 -6.036 -0.694 0.395 C4 CWX 24 CWX O4 O4 O 0 1 N N N -1.975 47.372 -6.151 -6.602 -1.228 1.594 O4 CWX 25 CWX C3 C3 C 0 1 N N S -1.168 46.998 -8.358 -6.045 0.836 0.462 C3 CWX 26 CWX O3 O3 O 0 1 N N N 0.066 46.480 -7.835 -7.393 1.305 0.525 O3 CWX 27 CWX C2 C2 C 0 1 N N R -0.937 47.622 -9.717 -5.366 1.395 -0.793 C2 CWX 28 CWX O2 O2 O 0 1 N N N 0.043 48.658 -9.646 -6.115 1.017 -1.949 O2 CWX 29 CWX H21 H21 H 0 1 N N N -13.508 49.527 -14.686 7.990 2.792 -0.644 H21 CWX 30 CWX H22 H22 H 0 1 N N N -11.926 48.755 -14.332 6.428 2.357 0.090 H22 CWX 31 CWX H31 H31 H 0 1 N N N -6.917 44.930 -10.861 0.508 -0.360 -1.794 H31 CWX 32 CWX H32 H32 H 0 1 N N N -4.485 45.021 -10.341 -1.910 0.082 -1.729 H32 CWX 33 CWX HO3 HO3 H 0 1 N N N 0.419 45.834 -8.436 -7.473 2.267 0.569 H41 CWX 34 CWX H2 H2 H 0 1 N N N -0.607 46.839 -10.416 -5.318 2.482 -0.727 H42 CWX 35 CWX HAR HAR H 0 1 N N N -13.193 47.841 -15.220 7.946 1.976 0.937 HAR CWX 36 CWX HAQ HAQ H 0 1 N N N -13.356 48.807 -12.511 7.966 0.660 -1.562 HAQ CWX 37 CWX HAJ HAJ H 0 1 N N N -11.202 48.950 -12.269 4.704 -1.127 -1.886 HAJ CWX 38 CWX HAL HAL H 0 1 N N N -10.986 44.698 -12.000 5.126 0.668 1.961 HAL CWX 39 CWX HAI HAI H 0 1 N N N -8.781 49.096 -11.766 2.283 -0.692 -1.834 HAI CWX 40 CWX HAM HAM H 0 1 N N N -8.600 44.839 -11.473 2.707 1.111 2.030 HAM CWX 41 CWX HAD HAD H 0 1 N N N -6.913 49.135 -11.618 0.933 1.442 2.071 HAD CWX 42 CWX HAC HAC H 0 1 N N N -4.510 49.246 -11.008 -1.487 1.880 2.126 HAC CWX 43 CWX H1 H1 H 0 1 N N N -2.017 48.640 -11.121 -3.476 1.185 -1.807 H1 CWX 44 CWX H5 H5 H 0 1 N N N -3.742 47.840 -7.994 -4.018 -0.888 1.126 H5 CWX 45 CWX H61 H61 H 0 1 N N N -4.332 50.170 -7.564 -5.105 -3.148 0.969 H61C CWX 46 CWX H62 H62 H 0 1 N N N -3.647 49.381 -6.103 -5.081 -2.999 -0.804 H62C CWX 47 CWX H4 H4 H 0 1 N N N -0.951 48.802 -7.258 -6.622 -1.025 -0.463 H4 CWX 48 CWX HO6 HO6 H 0 1 N N N -2.769 51.475 -6.488 -3.147 -4.134 0.020 H6 CWX 49 CWX HO4 HO4 H 0 1 N N N -1.176 46.992 -5.805 -7.518 -0.958 1.750 HA CWX 50 CWX H3 H3 H 0 1 N N N -1.899 46.183 -8.463 -5.503 1.165 1.348 H3 CWX 51 CWX HO2 HO2 H 0 1 N N N 0.872 48.292 -9.361 -5.740 1.334 -2.782 H2 CWX 52 # 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 CWX CAR NAQ SING N N 1 CWX NAQ SAN SING N N 2 CWX SAN OAO DOUB N N 3 CWX SAN OAP DOUB N N 4 CWX SAN CAK SING N N 5 CWX CAK CAJ SING Y N 6 CWX CAK CAL DOUB Y N 7 CWX CAJ CAI DOUB Y N 8 CWX CAI CAH SING Y N 9 CWX CAL CAM SING Y N 10 CWX CAM CAH DOUB Y N 11 CWX CAH CAE SING N N 12 CWX CAE CAD SING Y N 13 CWX CAE CAF DOUB Y N 14 CWX CAD CAC DOUB Y N 15 CWX CAC CAB SING Y N 16 CWX CAF CAG SING Y N 17 CWX CAG CAB DOUB Y N 18 CWX CAB O1 SING N N 19 CWX O1 C1 SING N N 20 CWX C1 O5 SING N N 21 CWX C1 C2 SING N N 22 CWX O5 C5 SING N N 23 CWX C5 C6 SING N N 24 CWX C5 C4 SING N N 25 CWX C6 O6 SING N N 26 CWX C4 O4 SING N N 27 CWX C4 C3 SING N N 28 CWX C3 O3 SING N N 29 CWX C3 C2 SING N N 30 CWX C2 O2 SING N N 31 CWX CAR H21 SING N N 32 CWX CAR H22 SING N N 33 CWX CAF H31 SING N N 34 CWX CAG H32 SING N N 35 CWX O3 HO3 SING N N 36 CWX C2 H2 SING N N 37 CWX CAR HAR SING N N 38 CWX NAQ HAQ SING N N 39 CWX CAJ HAJ SING N N 40 CWX CAL HAL SING N N 41 CWX CAI HAI SING N N 42 CWX CAM HAM SING N N 43 CWX CAD HAD SING N N 44 CWX CAC HAC SING N N 45 CWX C1 H1 SING N N 46 CWX C5 H5 SING N N 47 CWX C6 H61 SING N N 48 CWX C6 H62 SING N N 49 CWX C4 H4 SING N N 50 CWX O6 HO6 SING N N 51 CWX O4 HO4 SING N N 52 CWX C3 H3 SING N N 53 CWX O2 HO2 SING N N 54 # 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 CWX SMILES ACDLabs 12.01 "O=S(=O)(NC)c1ccc(cc1)c3ccc(OC2OC(C(O)C(O)C2O)CO)cc3" CWX InChI InChI 1.03 "InChI=1S/C19H23NO8S/c1-20-29(25,26)14-8-4-12(5-9-14)11-2-6-13(7-3-11)27-19-18(24)17(23)16(22)15(10-21)28-19/h2-9,15-24H,10H2,1H3/t15-,16-,17+,18-,19+/m1/s1" CWX InChIKey InChI 1.03 CVQPQNFDTNLHAE-FQBWVUSXSA-N CWX SMILES_CANONICAL CACTVS 3.385 "CN[S](=O)(=O)c1ccc(cc1)c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc2" CWX SMILES CACTVS 3.385 "CN[S](=O)(=O)c1ccc(cc1)c2ccc(O[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)cc2" CWX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CNS(=O)(=O)c1ccc(cc1)c2ccc(cc2)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O" CWX SMILES "OpenEye OEToolkits" 1.7.6 "CNS(=O)(=O)c1ccc(cc1)c2ccc(cc2)OC3C(C(C(C(O3)CO)O)O)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 CWX "SYSTEMATIC NAME" ACDLabs 12.01 "4'-(alpha-D-glucopyranosyloxy)-N-methylbiphenyl-4-sulfonamide" CWX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[4-[(2R,3S,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxyphenyl]-N-methyl-benzenesulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CWX "Create component" 2014-03-10 EBI CWX "Modify atom id" 2014-03-25 EBI CWX "Initial release" 2015-02-25 RCSB #