data_NFW # _chem_comp.id NFW _chem_comp.name "(2S)-6-[[[2-(furan-2-ylmethylcarbamoyl)phenyl]methyl-methyl-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 "C27 H28 N2 O8" _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 508.520 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NFW _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 4CES _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 NFW C1 C1 C 0 1 Y N N 10.816 5.377 19.288 -5.197 -2.476 2.531 C1 NFW 1 NFW C2 C2 C 0 1 Y N N 11.968 5.678 18.594 -4.687 -3.719 2.200 C2 NFW 2 NFW C3 C3 C 0 1 Y N N 5.798 6.016 12.845 -5.000 5.100 1.054 C3 NFW 3 NFW C4 C4 C 0 1 Y N N 9.687 4.941 18.621 -4.885 -1.372 1.764 C4 NFW 4 NFW C5 C5 C 0 1 Y N N 11.982 5.549 17.218 -3.862 -3.864 1.099 C5 NFW 5 NFW C6 C6 C 0 1 Y N N 9.052 8.003 12.066 2.005 -2.731 -1.259 C6 NFW 6 NFW C7 C7 C 0 1 Y N N 9.135 8.982 11.096 3.253 -2.243 -0.910 C7 NFW 7 NFW C8 C8 C 0 1 Y N N 6.400 5.116 13.759 -4.034 4.096 0.815 C8 NFW 8 NFW C9 C9 C 0 1 Y N N 4.901 6.768 13.576 -6.052 4.825 0.262 C9 NFW 9 NFW C10 C10 C 0 1 Y N N 9.703 4.817 17.243 -4.054 -1.512 0.652 C10 NFW 10 NFW C11 C11 C 0 1 Y N N 10.472 9.303 13.537 1.082 -0.521 -1.064 C11 NFW 11 NFW C12 C12 C 0 1 Y N N 10.855 5.123 16.541 -3.542 -2.768 0.324 C12 NFW 12 NFW C13 C13 C 0 1 Y N N 9.713 8.161 13.280 0.923 -1.883 -1.338 C13 NFW 13 NFW C14 C14 C 0 1 Y N N 9.895 10.107 11.339 3.428 -0.896 -0.636 C14 NFW 14 NFW C15 C15 C 0 1 Y N N 10.547 10.277 12.555 2.345 -0.027 -0.710 C15 NFW 15 NFW C16 C16 C 0 1 Y N N 5.823 5.377 14.978 -4.553 3.267 -0.108 C16 NFW 16 NFW C19 C19 C 0 1 N N N 8.481 4.362 16.526 -3.716 -0.334 -0.175 C19 NFW 17 NFW C20 C20 C 0 1 N N N 11.157 9.496 14.853 -0.073 0.391 -1.146 C20 NFW 18 NFW C21 C21 C 0 1 N N N 12.273 12.258 7.709 8.457 0.968 1.187 C21 NFW 19 NFW C22 C22 C 0 1 N N N 11.031 12.474 11.916 3.828 1.811 -0.460 C22 NFW 20 NFW C23 C23 C 0 1 N N S 11.056 11.949 10.512 4.728 0.847 0.327 C23 NFW 21 NFW C24 C24 C 0 1 N N N 10.902 4.992 15.056 -2.643 -2.928 -0.875 C24 NFW 22 NFW C25 C25 C 0 1 N N N 9.607 7.063 14.299 -0.432 -2.421 -1.721 C25 NFW 23 NFW C26 C26 C 0 1 N N N 6.044 4.776 16.306 -3.877 2.045 -0.675 C26 NFW 24 NFW C27 C27 C 0 1 N N N 11.456 5.944 12.933 -0.692 -3.405 0.476 C27 NFW 25 NFW C28 C28 C 0 1 N N N 10.876 12.697 8.105 7.037 0.464 1.201 C28 NFW 26 NFW C29 C29 C 0 1 N N N 10.963 13.128 9.556 6.169 1.359 0.313 C29 NFW 27 NFW N30 N30 N 0 1 N N N 7.366 5.142 16.764 -4.212 0.878 0.144 N30 NFW 28 NFW N31 N31 N 0 1 N N N 10.900 6.268 14.285 -1.281 -2.506 -0.525 N31 NFW 29 NFW O32 O32 O 0 1 N N N 11.723 8.507 15.409 -0.703 0.665 -0.145 O32 NFW 30 NFW O33 O33 O 0 1 N N N 12.317 11.204 7.009 9.401 0.334 1.899 O33 NFW 31 NFW O34 O34 O 0 1 N N N 8.517 3.395 15.771 -2.992 -0.458 -1.144 O34 NFW 32 NFW O35 O35 O 0 1 N N N 11.021 10.651 15.386 -0.430 0.921 -2.333 O35 NFW 33 NFW O36 O36 O 0 1 N N N 13.226 12.987 8.097 8.746 1.943 0.534 O36 NFW 34 NFW O37 O37 O 0 1 Y N N 4.905 6.382 14.881 -5.776 3.714 -0.440 O37 NFW 35 NFW O38 O38 O 0 1 N N N 11.336 11.400 12.806 2.493 1.295 -0.439 O38 NFW 36 NFW O39 O39 O 0 1 N N N 9.954 11.054 10.330 4.666 -0.437 -0.302 O39 NFW 37 NFW H1 H1 H 0 1 N N N 10.795 5.483 20.363 -5.843 -2.370 3.390 H1 NFW 38 NFW H2 H2 H 0 1 N N N 12.851 6.011 19.120 -4.933 -4.580 2.804 H2 NFW 39 NFW H4 H4 H 0 1 N N N 8.793 4.697 19.175 -5.284 -0.403 2.023 H4 NFW 40 NFW H5 H5 H 0 1 N N N 12.881 5.783 16.667 -3.466 -4.837 0.847 H5 NFW 41 NFW H3 H3 H 0 1 N N N 6.001 6.097 11.787 -4.913 5.927 1.744 H3 NFW 42 NFW H8 H8 H 0 1 N N N 7.157 4.377 13.542 -3.065 4.011 1.284 H8 NFW 43 NFW H9 H9 H 0 1 N N N 4.282 7.554 13.169 -6.964 5.400 0.201 H9 NFW 44 NFW H6 H6 H 0 1 N N N 8.472 7.111 11.882 1.880 -3.782 -1.475 H6 NFW 45 NFW H7 H7 H 0 1 N N N 8.611 8.868 10.158 4.095 -2.916 -0.850 H7 NFW 46 NFW H241 H241 H 0 0 N N N 11.819 4.443 14.796 -2.632 -3.973 -1.184 H241 NFW 47 NFW H242 H242 H 0 0 N N N 10.024 4.408 14.742 -3.015 -2.312 -1.693 H242 NFW 48 NFW H251 H251 H 0 0 N N N 9.449 7.497 15.297 -0.895 -1.756 -2.449 H251 NFW 49 NFW H252 H252 H 0 0 N N N 8.763 6.404 14.048 -0.318 -3.414 -2.157 H252 NFW 50 NFW H261 H261 H 0 0 N N N 5.290 5.152 17.013 -4.220 1.882 -1.697 H261 NFW 51 NFW H262 H262 H 0 0 N N N 5.966 3.681 16.235 -2.797 2.194 -0.673 H262 NFW 52 NFW H30 H30 H 0 1 N N N 7.478 5.995 17.274 -4.790 0.977 0.917 H30 NFW 53 NFW H35 H35 H 0 1 N N N 11.408 10.647 16.254 -1.194 1.513 -2.337 H35 NFW 54 NFW H281 H281 H 0 0 N N N 10.548 13.538 7.476 7.010 -0.558 0.822 H281 NFW 55 NFW H282 H282 H 0 0 N N N 10.169 11.861 7.997 6.654 0.484 2.221 H282 NFW 56 NFW H33 H33 H 0 1 N N N 13.220 11.006 6.790 10.298 0.694 1.859 H33 NFW 57 NFW H23 H23 H 0 1 N N N 12.006 11.422 10.339 4.374 0.772 1.356 H23 NFW 58 NFW H221 H221 H 0 0 N N N 11.780 13.272 12.027 3.849 2.796 0.007 H221 NFW 59 NFW H222 H222 H 0 0 N N N 10.032 12.874 12.145 4.178 1.885 -1.489 H222 NFW 60 NFW H291 H291 H 0 0 N N N 10.065 13.713 9.804 6.552 1.339 -0.707 H291 NFW 61 NFW H292 H292 H 0 0 N N N 11.857 13.756 9.684 6.196 2.381 0.691 H292 NFW 62 NFW H271 H271 H 0 0 N N N 11.478 6.855 12.317 -0.585 -4.403 0.050 H271 NFW 63 NFW H272 H272 H 0 0 N N N 12.477 5.550 13.041 0.288 -3.030 0.771 H272 NFW 64 NFW H273 H273 H 0 0 N N N 10.821 5.188 12.447 -1.341 -3.451 1.350 H273 NFW 65 # 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 NFW C1 C2 SING Y N 1 NFW C1 C4 DOUB Y N 2 NFW C2 C5 DOUB Y N 3 NFW C3 C8 SING Y N 4 NFW C3 C9 DOUB Y N 5 NFW C4 C10 SING Y N 6 NFW C5 C12 SING Y N 7 NFW C6 C7 SING Y N 8 NFW C6 C13 DOUB Y N 9 NFW C7 C14 DOUB Y N 10 NFW C8 C16 DOUB Y N 11 NFW C9 O37 SING Y N 12 NFW C10 C12 DOUB Y N 13 NFW C10 C19 SING N N 14 NFW C11 C13 SING Y N 15 NFW C11 C15 DOUB Y N 16 NFW C11 C20 SING N N 17 NFW C12 C24 SING N N 18 NFW C13 C25 SING N N 19 NFW C14 C15 SING Y N 20 NFW C14 O39 SING N N 21 NFW C15 O38 SING N N 22 NFW C16 C26 SING N N 23 NFW C16 O37 SING Y N 24 NFW C19 N30 SING N N 25 NFW C19 O34 DOUB N N 26 NFW C20 O32 DOUB N N 27 NFW C20 O35 SING N N 28 NFW C21 C28 SING N N 29 NFW C21 O33 SING N N 30 NFW C21 O36 DOUB N N 31 NFW C23 C22 SING N N 32 NFW C23 C29 SING N N 33 NFW C23 O39 SING N N 34 NFW C22 O38 SING N N 35 NFW C24 N31 SING N N 36 NFW C25 N31 SING N N 37 NFW C26 N30 SING N N 38 NFW C27 N31 SING N N 39 NFW C28 C29 SING N N 40 NFW C1 H1 SING N N 41 NFW C2 H2 SING N N 42 NFW C4 H4 SING N N 43 NFW C5 H5 SING N N 44 NFW C3 H3 SING N N 45 NFW C8 H8 SING N N 46 NFW C9 H9 SING N N 47 NFW C6 H6 SING N N 48 NFW C7 H7 SING N N 49 NFW C24 H241 SING N N 50 NFW C24 H242 SING N N 51 NFW C25 H251 SING N N 52 NFW C25 H252 SING N N 53 NFW C26 H261 SING N N 54 NFW C26 H262 SING N N 55 NFW N30 H30 SING N N 56 NFW O35 H35 SING N N 57 NFW C28 H281 SING N N 58 NFW C28 H282 SING N N 59 NFW O33 H33 SING N N 60 NFW C23 H23 SING N N 61 NFW C22 H221 SING N N 62 NFW C22 H222 SING N N 63 NFW C29 H291 SING N N 64 NFW C29 H292 SING N N 65 NFW C27 H271 SING N N 66 NFW C27 H272 SING N N 67 NFW C27 H273 SING N N 68 # 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 NFW SMILES ACDLabs 12.01 "O=C(NCc1occc1)c2ccccc2CN(Cc4ccc3OC(CCC(=O)O)COc3c4C(=O)O)C" NFW InChI InChI 1.03 "InChI=1S/C27H28N2O8/c1-29(14-17-5-2-3-7-21(17)26(32)28-13-19-6-4-12-35-19)15-18-8-10-22-25(24(18)27(33)34)36-16-20(37-22)9-11-23(30)31/h2-8,10,12,20H,9,11,13-16H2,1H3,(H,28,32)(H,30,31)(H,33,34)/t20-/m0/s1" NFW InChIKey InChI 1.03 AXAHDWKRRRPCME-FQEVSTJZSA-N NFW SMILES_CANONICAL CACTVS 3.385 "CN(Cc1ccccc1C(=O)NCc2occc2)Cc3ccc4O[C@@H](CCC(O)=O)COc4c3C(O)=O" NFW SMILES CACTVS 3.385 "CN(Cc1ccccc1C(=O)NCc2occc2)Cc3ccc4O[CH](CCC(O)=O)COc4c3C(O)=O" NFW SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN(Cc1ccccc1C(=O)NCc2ccco2)Cc3ccc4c(c3C(=O)O)OC[C@@H](O4)CCC(=O)O" NFW SMILES "OpenEye OEToolkits" 1.9.2 "CN(Cc1ccccc1C(=O)NCc2ccco2)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 NFW "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-(2-carboxyethyl)-6-{[{2-[(furan-2-ylmethyl)carbamoyl]benzyl}(methyl)amino]methyl}-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" NFW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-6-[[[2-(furan-2-ylmethylcarbamoyl)phenyl]methyl-methyl-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 NFW "Create component" 2013-11-11 EBI NFW "Initial release" 2013-11-20 RCSB NFW "Modify descriptor" 2014-09-05 RCSB #