data_2SS # _chem_comp.id 2SS _chem_comp.name "(2S)-6-[[[2-(cyclobutylmethylcarbamoyl)phenyl]methyl-prop-2-enyl-amino]methyl]-2-(3-hydroxy-3-oxopropyl)-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H34 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-11 _chem_comp.pdbx_modified_date 2014-09-05 _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 522.589 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2SS _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 4CEC _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 2SS C1 C1 C 0 1 Y N N -11.462 5.679 -17.823 -5.255 3.106 -0.583 C1 2SS 1 2SS C2 C2 C 0 1 Y N N -12.616 6.033 -17.159 -5.976 2.119 -1.233 C2 2SS 2 2SS C3 C3 C 0 1 Y N N -10.396 5.146 -17.122 -3.916 2.919 -0.310 C3 2SS 3 2SS C4 C4 C 0 1 Y N N -12.706 5.861 -15.792 -5.360 0.940 -1.612 C4 2SS 4 2SS C5 C5 C 0 1 Y N N -9.526 7.877 -10.588 -0.272 -1.961 -2.049 C5 2SS 5 2SS C6 C6 C 0 1 Y N N -9.497 8.866 -9.622 1.057 -1.573 -2.031 C6 2SS 6 2SS C7 C7 C 0 1 Y N N -10.490 4.969 -15.758 -3.288 1.732 -0.691 C7 2SS 7 2SS C8 C8 C 0 1 Y N N -10.816 9.282 -12.045 -0.296 -2.006 0.353 C8 2SS 8 2SS C9 C9 C 0 1 Y N N -11.646 5.334 -15.090 -4.021 0.741 -1.345 C9 2SS 9 2SS C10 C10 C 0 1 Y N N -10.172 8.079 -11.793 -0.951 -2.177 -0.870 C10 2SS 10 2SS C11 C11 C 0 1 Y N N -10.151 10.055 -9.862 1.720 -1.398 -0.826 C11 2SS 11 2SS C12 C12 C 0 1 Y N N -10.795 10.271 -11.066 1.050 -1.615 0.372 C12 2SS 12 2SS C13 C13 C 0 1 N N N -12.311 4.044 -10.340 -5.216 -1.953 2.211 C13 2SS 13 2SS C14 C14 C 0 1 N N N -11.731 5.222 -10.587 -4.476 -2.439 1.246 C14 2SS 14 2SS C15 C15 C 0 1 N N N -9.322 4.404 -15.040 -1.853 1.525 -0.401 C15 2SS 15 2SS C16 C16 C 0 1 N N N -11.484 9.541 -13.361 -1.017 -2.237 1.618 C16 2SS 16 2SS C17 C17 C 0 1 N N N -12.350 12.198 -6.114 7.260 -0.214 -0.818 C17 2SS 17 2SS C18 C18 C 0 1 N N N -5.143 6.881 -12.790 2.507 4.806 1.253 C18 2SS 18 2SS C19 C19 C 0 1 N N N -5.052 5.394 -13.126 2.292 3.348 1.691 C19 2SS 19 2SS C20 C20 C 0 1 N N N -6.505 6.912 -13.490 1.334 4.605 0.280 C20 2SS 20 2SS C21 C21 C 0 1 N N N -11.193 12.488 -10.356 2.901 -0.704 1.549 C21 2SS 21 2SS C22 C22 C 0 1 N N N -6.548 5.382 -13.485 0.832 3.510 1.235 C22 2SS 22 2SS C23 C23 C 0 1 N N S -11.218 11.913 -8.973 3.760 -1.204 0.380 C23 2SS 23 2SS C24 C24 C 0 1 N N N -11.796 5.161 -13.628 -3.352 -0.545 -1.758 C24 2SS 24 2SS C25 C25 C 0 1 N N N -10.167 6.953 -12.776 -2.398 -2.597 -0.899 C25 2SS 25 2SS C26 C26 C 0 1 N N N -12.319 6.228 -11.511 -4.580 -1.867 -0.144 C26 2SS 26 2SS C27 C27 C 0 1 N N N -10.933 12.518 -6.557 5.972 -0.995 -0.763 C27 2SS 27 2SS C28 C28 C 0 1 N N N -6.844 4.685 -14.803 0.274 2.279 0.517 C28 2SS 28 2SS C29 C29 C 0 1 N N N -11.080 13.047 -7.969 5.068 -0.411 0.324 C29 2SS 29 2SS N30 N30 N 0 1 N N N -8.147 5.075 -15.310 -1.148 2.484 0.231 N30 2SS 30 2SS N31 N31 N 0 1 N N N -11.593 6.396 -12.815 -3.250 -1.439 -0.598 N31 2SS 31 2SS O32 O32 O 0 1 N N N -11.233 10.688 -13.834 -1.593 -1.204 2.263 O32 2SS 32 2SS O33 O33 O 0 1 N N N -12.471 11.105 -5.489 8.211 -0.550 -1.704 O33 2SS 33 2SS O34 O34 O 0 1 N N N -9.441 3.464 -14.266 -1.309 0.490 -0.734 O34 2SS 34 2SS O35 O35 O 0 1 N N N -12.120 8.652 -13.981 -1.092 -3.359 2.078 O35 2SS 35 2SS O36 O36 O 0 1 N N N -13.238 13.053 -6.382 7.436 0.715 -0.066 O36 2SS 36 2SS O37 O37 O 0 1 N N N -11.481 11.463 -11.306 1.683 -1.455 1.563 O37 2SS 37 2SS O38 O38 O 0 1 N N N -10.119 11.005 -8.852 3.025 -1.009 -0.833 O38 2SS 38 2SS H1 H1 H 0 1 N N N -11.390 5.818 -18.892 -5.741 4.026 -0.293 H1 2SS 39 2SS H2 H2 H 0 1 N N N -13.450 6.445 -17.708 -7.024 2.271 -1.444 H2 2SS 40 2SS H3 H3 H 0 1 N N N -9.491 4.869 -17.642 -3.355 3.690 0.197 H3 2SS 41 2SS H4 H4 H 0 1 N N N -13.610 6.141 -15.272 -5.929 0.174 -2.118 H4 2SS 42 2SS H5 H5 H 0 1 N N N -9.037 6.933 -10.398 -0.781 -2.090 -2.993 H5 2SS 43 2SS H6 H6 H 0 1 N N N -8.969 8.709 -8.693 1.581 -1.407 -2.961 H6 2SS 44 2SS H241 H241 H 0 0 N N N -12.812 4.789 -13.432 -3.942 -1.027 -2.538 H241 2SS 45 2SS H242 H242 H 0 0 N N N -11.061 4.412 -13.297 -2.354 -0.328 -2.140 H242 2SS 46 2SS H251 H251 H 0 0 N N N -9.876 7.320 -13.771 -2.645 -2.982 -1.888 H251 2SS 47 2SS H252 H252 H 0 0 N N N -9.463 6.171 -12.453 -2.565 -3.375 -0.154 H252 2SS 48 2SS H131 H131 H 0 0 N N N -13.245 3.791 -10.820 -5.142 -2.362 3.208 H131 2SS 49 2SS H132 H132 H 0 0 N N N -11.846 3.345 -9.661 -5.901 -1.142 2.010 H132 2SS 50 2SS H14 H14 H 0 1 N N N -10.797 5.453 -10.096 -3.792 -3.250 1.447 H14 2SS 51 2SS H261 H261 H 0 0 N N N -13.353 5.924 -11.733 -4.967 -2.628 -0.822 H261 2SS 52 2SS H262 H262 H 0 0 N N N -12.325 7.200 -10.997 -5.254 -1.011 -0.136 H262 2SS 53 2SS H30 H30 H 0 1 N N N -8.196 5.885 -15.895 -1.582 3.310 0.496 H30 2SS 54 2SS H32 H32 H 0 1 N N N -11.597 10.757 -14.709 -2.055 -1.404 3.089 H32 2SS 55 2SS H271 H271 H 0 0 N N N -10.485 13.280 -5.902 5.468 -0.933 -1.728 H271 2SS 56 2SS H272 H272 H 0 0 N N N -10.309 11.612 -6.545 6.190 -2.038 -0.533 H272 2SS 57 2SS H33 H33 H 0 1 N N N -13.376 10.990 -5.223 9.020 -0.019 -1.702 H33 2SS 58 2SS H181 H181 H 0 0 N N N -5.179 7.103 -11.713 2.303 5.532 2.040 H181 2SS 59 2SS H182 H182 H 0 0 N N N -4.372 7.504 -13.267 3.463 4.976 0.757 H182 2SS 60 2SS H191 H191 H 0 0 N N N -4.386 5.165 -13.971 2.856 2.626 1.100 H191 2SS 61 2SS H192 H192 H 0 0 N N N -4.791 4.755 -12.269 2.399 3.193 2.764 H192 2SS 62 2SS H201 H201 H 0 0 N N N -7.303 7.385 -12.898 0.669 5.466 0.215 H201 2SS 63 2SS H202 H202 H 0 0 N N N -6.482 7.357 -14.496 1.637 4.228 -0.697 H202 2SS 64 2SS H22 H22 H 0 1 N N N -7.163 4.990 -12.662 0.169 3.882 2.017 H22 2SS 65 2SS H211 H211 H 0 0 N N N -11.949 13.283 -10.435 3.436 -0.853 2.487 H211 2SS 66 2SS H212 H212 H 0 0 N N N -10.197 12.907 -10.560 2.679 0.354 1.416 H212 2SS 67 2SS H23 H23 H 0 1 N N N -12.172 11.392 -8.806 3.979 -2.264 0.511 H23 2SS 68 2SS H281 H281 H 0 0 N N N -6.074 4.961 -15.538 0.814 2.127 -0.417 H281 2SS 69 2SS H282 H282 H 0 0 N N N -6.829 3.596 -14.647 0.394 1.402 1.153 H282 2SS 70 2SS H291 H291 H 0 0 N N N -10.191 13.644 -8.222 4.850 0.632 0.094 H291 2SS 71 2SS H292 H292 H 0 0 N N N -11.976 13.683 -8.022 5.572 -0.473 1.288 H292 2SS 72 # 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 2SS C1 C2 SING Y N 1 2SS C1 C3 DOUB Y N 2 2SS C2 C4 DOUB Y N 3 2SS C3 C7 SING Y N 4 2SS C4 C9 SING Y N 5 2SS C5 C6 SING Y N 6 2SS C5 C10 DOUB Y N 7 2SS C6 C11 DOUB Y N 8 2SS C7 C9 DOUB Y N 9 2SS C7 C15 SING N N 10 2SS C8 C10 SING Y N 11 2SS C8 C12 DOUB Y N 12 2SS C8 C16 SING N N 13 2SS C9 C24 SING N N 14 2SS C10 C25 SING N N 15 2SS C11 C12 SING Y N 16 2SS C11 O38 SING N N 17 2SS C12 O37 SING N N 18 2SS C13 C14 DOUB N N 19 2SS C14 C26 SING N N 20 2SS C15 N30 SING N N 21 2SS C15 O34 DOUB N N 22 2SS C16 O32 SING N N 23 2SS C16 O35 DOUB N N 24 2SS C17 C27 SING N N 25 2SS C17 O33 SING N N 26 2SS C17 O36 DOUB N N 27 2SS C18 C19 SING N N 28 2SS C18 C20 SING N N 29 2SS C19 C22 SING N N 30 2SS C20 C22 SING N N 31 2SS C21 C23 SING N N 32 2SS C21 O37 SING N N 33 2SS C22 C28 SING N N 34 2SS C23 C29 SING N N 35 2SS C23 O38 SING N N 36 2SS C24 N31 SING N N 37 2SS C25 N31 SING N N 38 2SS C26 N31 SING N N 39 2SS C27 C29 SING N N 40 2SS C28 N30 SING N N 41 2SS C1 H1 SING N N 42 2SS C2 H2 SING N N 43 2SS C3 H3 SING N N 44 2SS C4 H4 SING N N 45 2SS C5 H5 SING N N 46 2SS C6 H6 SING N N 47 2SS C24 H241 SING N N 48 2SS C24 H242 SING N N 49 2SS C25 H251 SING N N 50 2SS C25 H252 SING N N 51 2SS C13 H131 SING N N 52 2SS C13 H132 SING N N 53 2SS C14 H14 SING N N 54 2SS C26 H261 SING N N 55 2SS C26 H262 SING N N 56 2SS N30 H30 SING N N 57 2SS O32 H32 SING N N 58 2SS C27 H271 SING N N 59 2SS C27 H272 SING N N 60 2SS O33 H33 SING N N 61 2SS C18 H181 SING N N 62 2SS C18 H182 SING N N 63 2SS C19 H191 SING N N 64 2SS C19 H192 SING N N 65 2SS C20 H201 SING N N 66 2SS C20 H202 SING N N 67 2SS C22 H22 SING N N 68 2SS C21 H211 SING N N 69 2SS C21 H212 SING N N 70 2SS C23 H23 SING N N 71 2SS C28 H281 SING N N 72 2SS C28 H282 SING N N 73 2SS C29 H291 SING N N 74 2SS C29 H292 SING N N 75 # 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 2SS SMILES ACDLabs 12.01 "O=C(NCC1CCC1)c2ccccc2CN(C/C=C)Cc4ccc3OC(COc3c4C(=O)O)CCC(=O)O" 2SS InChI InChI 1.03 "InChI=1S/C29H34N2O7/c1-2-14-31(16-20-8-3-4-9-23(20)28(34)30-15-19-6-5-7-19)17-21-10-12-24-27(26(21)29(35)36)37-18-22(38-24)11-13-25(32)33/h2-4,8-10,12,19,22H,1,5-7,11,13-18H2,(H,30,34)(H,32,33)(H,35,36)/t22-/m0/s1" 2SS InChIKey InChI 1.03 RSUHSHHLBHNUAK-QFIPXVFZSA-N 2SS SMILES_CANONICAL CACTVS 3.385 "OC(=O)CC[C@H]1COc2c(O1)ccc(CN(CC=C)Cc3ccccc3C(=O)NCC4CCC4)c2C(O)=O" 2SS SMILES CACTVS 3.385 "OC(=O)CC[CH]1COc2c(O1)ccc(CN(CC=C)Cc3ccccc3C(=O)NCC4CCC4)c2C(O)=O" 2SS SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C=CCN(Cc1ccccc1C(=O)NCC2CCC2)Cc3ccc4c(c3C(=O)O)OC[C@@H](O4)CCC(=O)O" 2SS SMILES "OpenEye OEToolkits" 1.9.2 "C=CCN(Cc1ccccc1C(=O)NCC2CCC2)Cc3ccc4c(c3C(=O)O)OCC(O4)CCC(=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 2SS "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-(2-carboxyethyl)-6-{[{2-[(cyclobutylmethyl)carbamoyl]benzyl}(prop-2-en-1-yl)amino]methyl}-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" 2SS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-6-[[[2-(cyclobutylmethylcarbamoyl)phenyl]methyl-prop-2-enyl-amino]methyl]-2-(3-hydroxy-3-oxopropyl)-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2SS "Create component" 2013-11-11 EBI 2SS "Initial release" 2013-11-20 RCSB 2SS "Modify descriptor" 2014-09-05 RCSB #