data_DE4 # _chem_comp.id DE4 _chem_comp.name "(4-{[(3R)-1-benzylpyrrolidin-3-yl]amino}-2-nitrophenyl)methanol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H21 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-24 _chem_comp.pdbx_modified_date 2024-04-25 _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 327.378 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DE4 _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 6BDP _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.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 DE4 C1 C1 C 0 1 Y N N N N N 112.806 7.376 14.506 3.460 1.630 -0.116 C1 DE4 1 DE4 C10 C2 C 0 1 Y N N N N N 108.630 8.714 19.423 -5.921 -1.293 -0.302 C10 DE4 2 DE4 C11 C3 C 0 1 Y N N N N N 109.680 8.687 20.330 -7.019 -1.459 0.521 C11 DE4 3 DE4 C12 C4 C 0 1 Y N N N N N 110.768 7.852 20.122 -7.531 -0.379 1.216 C12 DE4 4 DE4 C13 C5 C 0 1 N N R N N N 108.967 9.046 14.720 -0.544 0.465 -0.670 C13 DE4 5 DE4 C14 C6 C 0 1 N N N N N N 108.886 9.578 16.141 -1.725 -0.157 -1.439 C14 DE4 6 DE4 C15 C7 C 0 1 Y N N N N N 110.808 7.038 18.997 -6.945 0.866 1.087 C15 DE4 7 DE4 C16 C8 C 0 1 N N N N N N 106.720 9.077 15.379 -2.649 1.042 0.377 C16 DE4 8 DE4 C17 C9 C 0 1 N N N N N N 107.595 9.372 14.173 -1.136 0.913 0.686 C17 DE4 9 DE4 C18 C10 C 0 1 Y N N N N N 109.757 7.056 18.086 -5.847 1.032 0.265 C18 DE4 10 DE4 C2 C11 C 0 1 Y N N N N N 113.545 7.621 13.356 4.453 0.688 0.080 C2 DE4 11 DE4 C3 C12 C 0 1 Y N N N N N 113.099 8.564 12.426 4.139 -0.659 0.096 C3 DE4 12 DE4 C4 C13 C 0 1 Y N N N N N 111.912 9.244 12.649 2.832 -1.067 -0.085 C4 DE4 13 DE4 C5 C14 C 0 1 Y N N N N N 111.166 8.994 13.786 1.832 -0.123 -0.281 C5 DE4 14 DE4 C6 C15 C 0 1 Y N N N N N 111.608 8.062 14.723 2.151 1.229 -0.296 C6 DE4 15 DE4 C7 C16 C 0 1 N N N N N N 114.843 6.868 13.140 5.880 1.130 0.277 C7 DE4 16 DE4 C8 C17 C 0 1 N N N N N N 107.523 7.943 17.306 -4.135 0.132 -1.323 C8 DE4 17 DE4 C9 C18 C 0 1 Y N N N N N 108.668 7.903 18.295 -5.332 -0.049 -0.426 C9 DE4 18 DE4 N12 N1 N 0 1 N N N N N N 110.019 9.682 13.973 0.509 -0.532 -0.463 N12 DE4 19 DE4 N15 N2 N 0 1 N N N N N N 107.528 9.230 16.593 -2.905 -0.089 -0.550 N15 DE4 20 DE4 N8 N3 N 1 1 N N N N N N 113.724 8.829 11.375 5.205 -1.664 0.305 N8 DE4 21 DE4 O10 O1 O 0 1 N N N N N N 113.795 9.997 10.975 4.929 -2.850 0.318 O10 DE4 22 DE4 O11 O2 O -1 1 N N N N N N 114.337 7.852 10.605 6.358 -1.304 0.464 O11 DE4 23 DE4 O9 O3 O 0 1 N N N N N N 115.345 6.301 14.353 5.950 2.556 0.220 O9 DE4 24 DE4 H1 H1 H 0 1 N N N N N N 113.157 6.657 15.231 3.708 2.682 -0.123 H1 DE4 25 DE4 H2 H2 H 0 1 N N N N N N 107.785 9.364 19.593 -5.521 -2.137 -0.845 H2 DE4 26 DE4 H3 H3 H 0 1 N N N N N N 109.650 9.321 21.204 -7.477 -2.432 0.621 H3 DE4 27 DE4 H4 H4 H 0 1 N N N N N N 111.581 7.835 20.832 -8.389 -0.508 1.859 H4 DE4 28 DE4 H5 H5 H 0 1 N N N N N N 109.108 7.955 14.742 -0.150 1.324 -1.213 H5 DE4 29 DE4 H6 H6 H 0 1 N N N N N N 109.642 9.097 16.779 -1.914 0.410 -2.351 H6 DE4 30 DE4 H7 H7 H 0 1 N N N N N N 109.033 10.668 16.156 -1.503 -1.196 -1.684 H7 DE4 31 DE4 H8 H8 H 0 1 N N N N N N 111.656 6.391 18.830 -7.346 1.710 1.630 H8 DE4 32 DE4 H9 H9 H 0 1 N N N N N N 105.875 9.781 15.405 -3.238 0.934 1.288 H9 DE4 33 DE4 H10 H10 H 0 1 N N N N N N 106.337 8.048 15.316 -2.865 1.994 -0.108 H10 DE4 34 DE4 H11 H11 H 0 1 N N N N N N 107.522 10.427 13.870 -0.962 0.157 1.451 H11 DE4 35 DE4 H12 H12 H 0 1 N N N N N N 107.337 8.727 13.320 -0.721 1.874 0.989 H12 DE4 36 DE4 H13 H13 H 0 1 N N N N N N 109.784 6.415 17.217 -5.386 2.004 0.168 H13 DE4 37 DE4 H14 H14 H 0 1 N N N N N N 111.568 9.973 11.931 2.588 -2.119 -0.073 H14 DE4 38 DE4 H15 H15 H 0 1 N N N N N N 111.027 7.871 15.613 1.375 1.966 -0.444 H15 DE4 39 DE4 H16 H16 H 0 1 N N N N N N 114.667 6.058 12.416 6.236 0.787 1.248 H16 DE4 40 DE4 H17 H17 H 0 1 N N N N N N 115.594 7.564 12.737 6.504 0.704 -0.509 H17 DE4 41 DE4 H18 H18 H 0 1 N N N N N N 106.571 7.827 17.844 -4.183 -0.586 -2.142 H18 DE4 42 DE4 H19 H19 H 0 1 N N N N N N 107.637 7.123 16.581 -4.133 1.144 -1.727 H19 DE4 43 DE4 H20 H20 H 0 1 N N N N N N 110.254 10.528 14.451 0.288 -1.476 -0.453 H20 DE4 44 DE4 H22 H22 H 0 1 N N N N N N 116.156 5.839 14.175 6.841 2.911 0.339 H22 DE4 45 # 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 DE4 O11 N8 SING N N 1 DE4 O10 N8 DOUB N N 2 DE4 N8 C3 SING N N 3 DE4 C3 C4 DOUB Y N 4 DE4 C3 C2 SING Y N 5 DE4 C4 C5 SING Y N 6 DE4 C7 C2 SING N N 7 DE4 C7 O9 SING N N 8 DE4 C2 C1 DOUB Y N 9 DE4 C5 N12 SING N N 10 DE4 C5 C6 DOUB Y N 11 DE4 N12 C13 SING N N 12 DE4 C17 C13 SING N N 13 DE4 C17 C16 SING N N 14 DE4 C1 C6 SING Y N 15 DE4 C13 C14 SING N N 16 DE4 C16 N15 SING N N 17 DE4 C14 N15 SING N N 18 DE4 N15 C8 SING N N 19 DE4 C8 C9 SING N N 20 DE4 C18 C9 DOUB Y N 21 DE4 C18 C15 SING Y N 22 DE4 C9 C10 SING Y N 23 DE4 C15 C12 DOUB Y N 24 DE4 C10 C11 DOUB Y N 25 DE4 C12 C11 SING Y N 26 DE4 C1 H1 SING N N 27 DE4 C10 H2 SING N N 28 DE4 C11 H3 SING N N 29 DE4 C12 H4 SING N N 30 DE4 C13 H5 SING N N 31 DE4 C14 H6 SING N N 32 DE4 C14 H7 SING N N 33 DE4 C15 H8 SING N N 34 DE4 C16 H9 SING N N 35 DE4 C16 H10 SING N N 36 DE4 C17 H11 SING N N 37 DE4 C17 H12 SING N N 38 DE4 C18 H13 SING N N 39 DE4 C4 H14 SING N N 40 DE4 C6 H15 SING N N 41 DE4 C7 H16 SING N N 42 DE4 C7 H17 SING N N 43 DE4 C8 H18 SING N N 44 DE4 C8 H19 SING N N 45 DE4 N12 H20 SING N N 46 DE4 O9 H22 SING N N 47 # 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 DE4 SMILES ACDLabs 12.01 "[O-][N+](=O)c1cc(ccc1CO)NC1CCN(Cc2ccccc2)C1" DE4 InChI InChI 1.06 "InChI=1S/C18H21N3O3/c22-13-15-6-7-16(10-18(15)21(23)24)19-17-8-9-20(12-17)11-14-4-2-1-3-5-14/h1-7,10,17,19,22H,8-9,11-13H2/t17-/m1/s1" DE4 InChIKey InChI 1.06 BWQQLSMUSJPPCM-QGZVFWFLSA-N DE4 SMILES_CANONICAL CACTVS 3.385 "OCc1ccc(N[C@@H]2CCN(C2)Cc3ccccc3)cc1[N+]([O-])=O" DE4 SMILES CACTVS 3.385 "OCc1ccc(N[CH]2CCN(C2)Cc3ccccc3)cc1[N+]([O-])=O" DE4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CN2CC[C@H](C2)Nc3ccc(c(c3)[N+](=O)[O-])CO" DE4 SMILES "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CN2CCC(C2)Nc3ccc(c(c3)[N+](=O)[O-])CO" # 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 DE4 "SYSTEMATIC NAME" ACDLabs 12.01 "(4-{[(3R)-1-benzylpyrrolidin-3-yl]amino}-2-nitrophenyl)methanol" DE4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[2-nitro-4-[[(3~{R})-1-(phenylmethyl)pyrrolidin-3-yl]amino]phenyl]methanol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DE4 "Create component" 2017-10-24 RCSB DE4 "Initial release" 2018-10-03 RCSB DE4 "Modify charge" 2024-04-25 RCSB #