data_E4F # _chem_comp.id E4F _chem_comp.name "5-[[(1R,2S)-2-(5-azanylpentanoylamino)-2,3-dihydro-1H-inden-1-yl]methyl]-1,3-benzodioxole-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H26 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-19 _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 410.463 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E4F _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 4CJ3 _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 E4F C1 C1 C 0 1 Y N N 30.985 -27.627 -1.049 2.144 4.708 -0.036 C1 E4F 1 E4F C2 C2 C 0 1 Y N N 30.901 -28.503 -0.011 2.963 3.656 -0.399 C2 E4F 2 E4F C3 C3 C 0 1 Y N N 32.090 -27.680 -1.839 0.792 4.497 0.154 C3 E4F 3 E4F C4 C4 C 0 1 Y N N 31.886 -29.415 0.256 2.427 2.395 -0.576 C4 E4F 4 E4F C5 C5 C 0 1 Y N N 33.148 -32.174 1.417 2.778 0.224 1.614 C5 E4F 5 E4F C6 C6 C 0 1 Y N N 32.447 -32.907 2.336 4.099 -0.188 1.680 C6 E4F 6 E4F C7 C7 C 0 1 Y N N 32.702 -33.753 -0.291 2.318 -1.499 0.002 C7 E4F 7 E4F C8 C8 C 0 1 Y N N 33.077 -28.581 -1.580 0.254 3.233 -0.019 C8 E4F 8 E4F C9 C9 C 0 1 Y N N 32.989 -29.454 -0.552 1.072 2.182 -0.393 C9 E4F 9 E4F C10 C10 C 0 1 Y N N 33.284 -32.572 0.114 1.888 -0.422 0.784 C10 E4F 10 E4F C11 C11 C 0 1 Y N N 31.884 -34.057 1.899 4.542 -1.249 0.908 C11 E4F 11 E4F C12 C12 C 0 1 Y N N 31.991 -34.484 0.627 3.655 -1.908 0.060 C12 E4F 12 E4F C13 C13 C 0 1 N N N 32.804 -34.255 -1.680 1.369 -2.192 -0.888 C13 E4F 13 E4F C14 C14 C 0 1 N N N 37.418 -30.308 -1.335 -3.420 0.426 -0.248 C14 E4F 14 E4F C15 C15 C 0 1 N N N 34.324 -28.759 -2.331 -1.171 2.745 0.125 C15 E4F 15 E4F C16 C16 C 0 1 N N N 30.610 -35.681 1.623 5.722 -2.589 -0.431 C16 E4F 16 E4F C17 C17 C 0 1 N N R 34.188 -30.320 -0.438 0.253 0.915 -0.515 C17 E4F 17 E4F C18 C18 C 0 1 N N S 35.134 -29.489 -1.301 -1.211 1.388 -0.610 C18 E4F 18 E4F C19 C19 C 0 1 N N N 34.051 -31.761 -0.851 0.453 0.032 0.719 C19 E4F 19 E4F C20 C20 C 0 1 N N N 38.196 -31.164 -2.281 -4.346 -0.535 0.451 C20 E4F 20 E4F C21 C21 C 0 1 N N N 37.191 -31.804 -3.241 -5.766 -0.363 -0.092 C21 E4F 21 E4F C22 C22 C 0 1 N N N 37.717 -32.915 -4.142 -6.705 -1.339 0.618 C22 E4F 22 E4F C23 C23 C 0 1 N N N 37.324 -32.638 -5.576 -8.125 -1.167 0.075 C23 E4F 23 E4F N25 N1 N 0 1 N N N 36.203 -30.166 -1.900 -2.111 0.454 0.070 N25 E4F 24 E4F N24 N2 N 0 1 N N N 36.893 -33.817 -6.359 -9.028 -2.105 0.757 N24 E4F 25 E4F O30 O1 O 0 1 N N N 31.841 -34.791 -2.197 0.582 -3.172 -0.401 O30 E4F 26 E4F O26 O2 O 0 1 N N N 33.898 -34.110 -2.234 1.296 -1.881 -2.060 O26 E4F 27 E4F O27 O3 O 0 1 N N N 37.837 -29.864 -0.274 -3.853 1.176 -1.098 O27 E4F 28 E4F O28 O4 O 0 1 N N N 31.163 -34.869 2.619 5.770 -1.834 0.794 O28 E4F 29 E4F O29 O5 O 0 1 N N N 31.327 -35.649 0.430 4.325 -2.905 -0.582 O29 E4F 30 E4F H1 H1 H 0 1 N N N 30.198 -26.912 -1.239 2.562 5.695 0.104 H1 E4F 31 E4F H2 H2 H 0 1 N N N 30.027 -28.478 0.624 4.021 3.819 -0.543 H2 E4F 32 E4F H3 H3 H 0 1 N N N 32.185 -27.004 -2.676 0.153 5.319 0.438 H3 E4F 33 E4F H4 H4 H 0 1 N N N 31.794 -30.093 1.091 3.068 1.573 -0.860 H4 E4F 34 E4F H5 H5 H 0 1 N N N 33.610 -31.249 1.731 2.443 1.052 2.220 H5 E4F 35 E4F H6 H6 H 0 1 N N N 32.348 -32.583 3.361 4.788 0.322 2.338 H6 E4F 36 E4F H7 H7 H 0 1 N N N 34.174 -29.363 -3.238 -1.421 2.613 1.177 H7 E4F 37 E4F H8 H8 H 0 1 N N N 34.780 -27.796 -2.603 -1.861 3.449 -0.343 H8 E4F 38 E4F H9 H9 H 0 1 N N N 29.583 -35.340 1.423 6.074 -1.985 -1.268 H9 E4F 39 E4F H10 H10 H 0 1 N N N 30.587 -36.718 1.990 6.314 -3.500 -0.343 H10 E4F 40 E4F H11 H11 H 0 1 N N N 34.551 -30.287 0.600 0.530 0.371 -1.418 H11 E4F 41 E4F H12 H12 H 0 1 N N N 35.557 -28.721 -0.637 -1.503 1.520 -1.652 H12 E4F 42 E4F H13 H13 H 0 1 N N N 33.539 -31.799 -1.824 -0.201 -0.838 0.653 H13 E4F 43 E4F H14 H14 H 0 1 N N N 35.058 -32.194 -0.949 0.211 0.601 1.616 H14 E4F 44 E4F H15 H15 H 0 1 N N N 38.737 -31.945 -1.726 -4.010 -1.557 0.274 H15 E4F 45 E4F H16 H16 H 0 1 N N N 38.915 -30.549 -2.842 -4.339 -0.332 1.522 H16 E4F 46 E4F H17 H17 H 0 1 N N N 36.796 -31.008 -3.889 -6.101 0.659 0.086 H17 E4F 47 E4F H18 H18 H 0 1 N N N 36.374 -32.224 -2.636 -5.772 -0.567 -1.163 H18 E4F 48 E4F H19 H19 H 0 1 N N N 37.288 -33.877 -3.825 -6.370 -2.361 0.441 H19 E4F 49 E4F H20 H20 H 0 1 N N N 38.813 -32.959 -4.065 -6.699 -1.136 1.689 H20 E4F 50 E4F H21 H21 H 0 1 N N N 38.191 -32.192 -6.085 -8.461 -0.145 0.252 H21 E4F 51 E4F H22 H22 H 0 1 N N N 36.494 -31.916 -5.566 -8.132 -1.371 -0.996 H22 E4F 52 E4F H23 H23 H 0 1 N N N 36.056 -30.569 -2.803 -1.764 -0.146 0.750 H23 E4F 53 E4F H24 H24 H 0 1 N N N 36.656 -33.532 -7.288 -8.991 -1.979 1.758 H24 E4F 54 E4F H25 H25 H 0 1 N N N 37.638 -34.484 -6.395 -9.972 -2.010 0.415 H25 E4F 55 E4F H27 H27 H 0 1 N N N 32.068 -35.071 -3.076 0.029 -3.648 -1.037 H27 E4F 56 # 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 E4F N24 C23 SING N N 1 E4F C23 C22 SING N N 2 E4F C22 C21 SING N N 3 E4F C21 C20 SING N N 4 E4F C15 C8 SING N N 5 E4F C15 C18 SING N N 6 E4F C20 C14 SING N N 7 E4F O26 C13 DOUB N N 8 E4F O30 C13 SING N N 9 E4F N25 C14 SING N N 10 E4F N25 C18 SING N N 11 E4F C3 C8 DOUB Y N 12 E4F C3 C1 SING Y N 13 E4F C13 C7 SING N N 14 E4F C8 C9 SING Y N 15 E4F C14 O27 DOUB N N 16 E4F C18 C17 SING N N 17 E4F C1 C2 DOUB Y N 18 E4F C19 C17 SING N N 19 E4F C19 C10 SING N N 20 E4F C9 C17 SING N N 21 E4F C9 C4 DOUB Y N 22 E4F C7 C10 DOUB Y N 23 E4F C7 C12 SING Y N 24 E4F C2 C4 SING Y N 25 E4F C10 C5 SING Y N 26 E4F O29 C12 SING N N 27 E4F O29 C16 SING N N 28 E4F C12 C11 DOUB Y N 29 E4F C5 C6 DOUB Y N 30 E4F C16 O28 SING N N 31 E4F C11 C6 SING Y N 32 E4F C11 O28 SING N N 33 E4F C1 H1 SING N N 34 E4F C2 H2 SING N N 35 E4F C3 H3 SING N N 36 E4F C4 H4 SING N N 37 E4F C5 H5 SING N N 38 E4F C6 H6 SING N N 39 E4F C15 H7 SING N N 40 E4F C15 H8 SING N N 41 E4F C16 H9 SING N N 42 E4F C16 H10 SING N N 43 E4F C17 H11 SING N N 44 E4F C18 H12 SING N N 45 E4F C19 H13 SING N N 46 E4F C19 H14 SING N N 47 E4F C20 H15 SING N N 48 E4F C20 H16 SING N N 49 E4F C21 H17 SING N N 50 E4F C21 H18 SING N N 51 E4F C22 H19 SING N N 52 E4F C22 H20 SING N N 53 E4F C23 H21 SING N N 54 E4F C23 H22 SING N N 55 E4F N25 H23 SING N N 56 E4F N24 H24 SING N N 57 E4F N24 H25 SING N N 58 E4F O30 H27 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 E4F SMILES ACDLabs 12.01 "O=C(NC2Cc1ccccc1C2Cc3ccc4OCOc4c3C(=O)O)CCCCN" E4F InChI InChI 1.03 "InChI=1S/C23H26N2O5/c24-10-4-3-7-20(26)25-18-12-14-5-1-2-6-16(14)17(18)11-15-8-9-19-22(30-13-29-19)21(15)23(27)28/h1-2,5-6,8-9,17-18H,3-4,7,10-13,24H2,(H,25,26)(H,27,28)/t17-,18+/m1/s1" E4F InChIKey InChI 1.03 OWTQVNFBKGWMJL-MSOLQXFVSA-N E4F SMILES_CANONICAL CACTVS 3.385 "NCCCCC(=O)N[C@H]1Cc2ccccc2[C@H]1Cc3ccc4OCOc4c3C(O)=O" E4F SMILES CACTVS 3.385 "NCCCCC(=O)N[CH]1Cc2ccccc2[CH]1Cc3ccc4OCOc4c3C(O)=O" E4F SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)C[C@@H]([C@@H]2Cc3ccc4c(c3C(=O)O)OCO4)NC(=O)CCCCN" E4F SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)CC(C2Cc3ccc4c(c3C(=O)O)OCO4)NC(=O)CCCCN" # 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 E4F "SYSTEMATIC NAME" ACDLabs 12.01 "5-({(1R,2S)-2-[(5-aminopentanoyl)amino]-2,3-dihydro-1H-inden-1-yl}methyl)-1,3-benzodioxole-4-carboxylic acid" E4F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[[(1R,2S)-2-(5-azanylpentanoylamino)-2,3-dihydro-1H-inden-1-yl]methyl]-1,3-benzodioxole-4-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 E4F "Create component" 2013-12-19 EBI E4F "Initial release" 2014-01-08 RCSB E4F "Modify descriptor" 2014-09-05 RCSB #