data_SPI # _chem_comp.id SPI _chem_comp.name "N-HYDROXY-1-(4-METHOXYPHENYL)SULFONYL-4-BENZYLOXYCARBONYL-PIPERAZINE-2-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N3 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-10-27 _chem_comp.pdbx_modified_date 2011-06-04 _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 449.478 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SPI _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1D8F _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 SPI S1 S1 S 0 1 N N N 3.918 48.681 53.575 -0.709 1.644 -2.391 S1 SPI 1 SPI O1 O1 O 0 1 N N N 3.376 47.785 52.598 -0.249 2.966 -2.149 O1 SPI 2 SPI O2 O2 O 0 1 N N N 5.348 48.751 53.527 -1.821 1.296 -3.204 O2 SPI 3 SPI C1 C1 C 0 1 Y N N 3.284 48.486 55.244 0.667 0.773 -3.063 C1 SPI 4 SPI C2 C2 C 0 1 Y N N 3.949 49.164 56.343 0.520 0.045 -4.229 C2 SPI 5 SPI C3 C3 C 0 1 Y N N 3.579 48.828 57.713 1.597 -0.637 -4.759 C3 SPI 6 SPI C4 C4 C 0 1 Y N N 2.556 47.826 57.967 2.828 -0.593 -4.119 C4 SPI 7 SPI C5 C5 C 0 1 Y N N 1.894 47.168 56.853 2.971 0.133 -2.946 C5 SPI 8 SPI C6 C6 C 0 1 Y N N 2.248 47.486 55.465 1.892 0.820 -2.424 C6 SPI 9 SPI O3 O3 O 0 1 N N N 2.133 47.478 59.190 3.889 -1.264 -4.638 O3 SPI 10 SPI C7 C7 C 0 1 N N N 2.835 47.524 60.324 4.995 -1.026 -3.765 C7 SPI 11 SPI N1 N1 N 0 1 N N N 3.641 50.224 52.920 -1.023 0.996 -0.899 N1 SPI 12 SPI C8 C8 C 0 1 N N R 2.315 50.311 52.291 -1.891 -0.180 -0.762 C8 SPI 13 SPI C9 C9 C 0 1 N N N 2.298 51.565 51.409 -1.116 -1.270 -0.002 C9 SPI 14 SPI N2 N2 N 0 1 N N N 2.849 52.749 52.095 -0.536 -0.673 1.208 N2 SPI 15 SPI C10 C10 C 0 1 N N N 4.213 52.608 52.633 0.327 0.508 1.072 C10 SPI 16 SPI C11 C11 C 0 1 N N N 4.322 51.387 53.520 -0.443 1.594 0.312 C11 SPI 17 SPI C12 C12 C 0 1 N N N 2.259 53.933 51.975 -0.792 -1.199 2.422 C12 SPI 18 SPI O4 O4 O 0 1 N N N 2.699 54.923 52.619 -1.507 -2.176 2.523 O4 SPI 19 SPI O5 O5 O 0 1 N N N 1.271 54.034 51.207 -0.254 -0.643 3.524 O5 SPI 20 SPI C13 C13 C 0 1 N N N 0.805 55.232 50.647 -0.529 -1.210 4.832 C13 SPI 21 SPI C14 C14 C 0 1 Y N N -0.387 55.003 49.771 0.185 -0.408 5.888 C14 SPI 22 SPI C15 C15 C 0 1 Y N N -0.991 53.690 49.839 -0.442 0.671 6.480 C15 SPI 23 SPI C16 C16 C 0 1 Y N N -2.135 53.405 48.991 0.214 1.407 7.449 C16 SPI 24 SPI C17 C17 C 0 1 Y N N -2.598 54.480 48.115 1.498 1.062 7.826 C17 SPI 25 SPI C18 C18 C 0 1 Y N N -1.954 55.795 48.081 2.126 -0.017 7.235 C18 SPI 26 SPI C19 C19 C 0 1 Y N N -0.802 56.096 48.923 1.468 -0.755 6.270 C19 SPI 27 SPI C20 C20 C 0 1 N N N 1.140 50.302 53.282 -2.273 -0.691 -2.128 C20 SPI 28 SPI NA NA N 0 1 N N N 0.280 49.289 53.214 -3.563 -0.674 -2.517 NA SPI 29 SPI OA OA O 0 1 N N N -0.859 49.482 54.031 -3.922 -1.154 -3.800 OA SPI 30 SPI OB OB O 0 1 N N N 0.954 51.193 54.129 -1.419 -1.118 -2.876 OB SPI 31 SPI HC21 1HC2 H 0 0 N N N 4.723 49.922 56.140 -0.437 0.011 -4.727 HC21 SPI 32 SPI HC31 1HC3 H 0 0 N N N 4.074 49.333 58.559 1.482 -1.206 -5.670 HC31 SPI 33 SPI HC51 1HC5 H 0 0 N N N 1.113 46.417 57.063 3.928 0.170 -2.447 HC51 SPI 34 SPI HC61 1HC6 H 0 0 N N N 1.751 46.989 54.614 2.004 1.390 -1.514 HC61 SPI 35 SPI HC71 1HC7 H 0 0 N N N 2.483 47.234 61.341 5.875 -1.547 -4.142 HC71 SPI 36 SPI HC72 2HC7 H 0 0 N N N 3.761 46.932 60.137 5.199 0.043 -3.720 HC72 SPI 37 SPI HC73 3HC7 H 0 0 N N N 3.210 48.570 60.412 4.756 -1.393 -2.767 HC73 SPI 38 SPI HC81 1HC8 H 0 0 N N N 2.160 49.389 51.682 -2.791 0.083 -0.206 HC81 SPI 39 SPI HC91 1HC9 H 0 0 N N N 2.822 51.381 50.442 -0.319 -1.663 -0.633 HC91 SPI 40 SPI HC92 2HC9 H 0 0 N N N 1.272 51.768 51.021 -1.796 -2.074 0.275 HC92 SPI 41 SPI H101 1H10 H 0 0 N N N 4.976 52.595 51.820 1.226 0.241 0.517 H101 SPI 42 SPI H102 2H10 H 0 0 N N N 4.544 53.531 53.162 0.600 0.877 2.061 H102 SPI 43 SPI H111 1H11 H 0 0 N N N 3.946 51.594 54.549 0.236 2.398 0.033 H111 SPI 44 SPI H112 2H11 H 0 0 N N N 5.384 51.155 53.768 -1.240 1.987 0.943 H112 SPI 45 SPI H131 1H13 H 0 0 N N N 0.592 55.993 51.433 -1.602 -1.184 5.021 H131 SPI 46 SPI H132 2H13 H 0 0 N N N 1.615 55.768 50.100 -0.180 -2.242 4.861 H132 SPI 47 SPI H151 1H15 H 0 0 N N N -0.588 52.923 50.522 -1.446 0.940 6.185 H151 SPI 48 SPI H161 1H16 H 0 0 N N N -2.628 52.418 49.011 -0.276 2.251 7.911 H161 SPI 49 SPI H171 1H17 H 0 0 N N N -3.463 54.292 47.457 2.011 1.638 8.583 H171 SPI 50 SPI H181 1H18 H 0 0 N N N -2.345 56.575 47.406 3.130 -0.286 7.530 H181 SPI 51 SPI H191 1H19 H 0 0 N N N -0.286 57.071 48.918 1.959 -1.599 5.808 H191 SPI 52 SPI HNA HNA H 0 1 N N N 0.467 48.480 52.620 -4.246 -0.333 -1.919 HNA SPI 53 SPI HOA HOA H 0 1 N N N -1.473 48.758 53.982 -4.881 -1.054 -3.878 HOA SPI 54 # 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 SPI S1 O1 DOUB N N 1 SPI S1 O2 DOUB N N 2 SPI S1 C1 SING N N 3 SPI S1 N1 SING N N 4 SPI C1 C2 DOUB Y N 5 SPI C1 C6 SING Y N 6 SPI C2 C3 SING Y N 7 SPI C2 HC21 SING N N 8 SPI C3 C4 DOUB Y N 9 SPI C3 HC31 SING N N 10 SPI C4 C5 SING Y N 11 SPI C4 O3 SING N N 12 SPI C5 C6 DOUB Y N 13 SPI C5 HC51 SING N N 14 SPI C6 HC61 SING N N 15 SPI O3 C7 SING N N 16 SPI C7 HC71 SING N N 17 SPI C7 HC72 SING N N 18 SPI C7 HC73 SING N N 19 SPI N1 C8 SING N N 20 SPI N1 C11 SING N N 21 SPI C8 C9 SING N N 22 SPI C8 C20 SING N N 23 SPI C8 HC81 SING N N 24 SPI C9 N2 SING N N 25 SPI C9 HC91 SING N N 26 SPI C9 HC92 SING N N 27 SPI N2 C10 SING N N 28 SPI N2 C12 SING N N 29 SPI C10 C11 SING N N 30 SPI C10 H101 SING N N 31 SPI C10 H102 SING N N 32 SPI C11 H111 SING N N 33 SPI C11 H112 SING N N 34 SPI C12 O4 DOUB N N 35 SPI C12 O5 SING N N 36 SPI O5 C13 SING N N 37 SPI C13 C14 SING N N 38 SPI C13 H131 SING N N 39 SPI C13 H132 SING N N 40 SPI C14 C15 DOUB Y N 41 SPI C14 C19 SING Y N 42 SPI C15 C16 SING Y N 43 SPI C15 H151 SING N N 44 SPI C16 C17 DOUB Y N 45 SPI C16 H161 SING N N 46 SPI C17 C18 SING Y N 47 SPI C17 H171 SING N N 48 SPI C18 C19 DOUB Y N 49 SPI C18 H181 SING N N 50 SPI C19 H191 SING N N 51 SPI C20 NA SING N N 52 SPI C20 OB DOUB N N 53 SPI NA OA SING N N 54 SPI NA HNA SING N N 55 SPI OA HOA SING N N 56 # 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 SPI SMILES ACDLabs 10.04 "O=S(=O)(c1ccc(OC)cc1)N3C(C(=O)NO)CN(C(=O)OCc2ccccc2)CC3" SPI SMILES_CANONICAL CACTVS 3.341 "COc1ccc(cc1)[S](=O)(=O)N2CCN(C[C@@H]2C(=O)NO)C(=O)OCc3ccccc3" SPI SMILES CACTVS 3.341 "COc1ccc(cc1)[S](=O)(=O)N2CCN(C[CH]2C(=O)NO)C(=O)OCc3ccccc3" SPI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)S(=O)(=O)[N@@]2CCN(C[C@@H]2C(=O)NO)C(=O)OCc3ccccc3" SPI SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)S(=O)(=O)N2CCN(CC2C(=O)NO)C(=O)OCc3ccccc3" SPI InChI InChI 1.03 "InChI=1S/C20H23N3O7S/c1-29-16-7-9-17(10-8-16)31(27,28)23-12-11-22(13-18(23)19(24)21-26)20(25)30-14-15-5-3-2-4-6-15/h2-10,18,26H,11-14H2,1H3,(H,21,24)/t18-/m1/s1" SPI InChIKey InChI 1.03 DNGGPLKVDUPXFN-GOSISDBHSA-N # 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 SPI "SYSTEMATIC NAME" ACDLabs 10.04 "benzyl (3R)-3-(hydroxycarbamoyl)-4-[(4-methoxyphenyl)sulfonyl]piperazine-1-carboxylate" SPI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl (3R,4R)-3-(hydroxycarbamoyl)-4-(4-methoxyphenyl)sulfonyl-piperazine-1-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SPI "Create component" 1999-10-27 RCSB SPI "Modify descriptor" 2011-06-04 RCSB #