data_DJ4 # _chem_comp.id DJ4 _chem_comp.name "(2-nitro-4-{[(3S)-1-{[4-(trifluoromethyl)phenyl]methyl}pyrrolidin-3-yl]amino}phenyl)methanol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 F3 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-25 _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 395.376 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DJ4 _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 6BDS _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 DJ4 C1 C1 C 0 1 Y N N N N N 113.098 8.273 12.607 5.058 -1.700 0.121 C1 DJ4 1 DJ4 C2 C2 C 0 1 Y N N N N N 113.319 7.119 13.335 5.995 -0.705 0.332 C2 DJ4 2 DJ4 C4 C3 C 0 1 Y N N N N N 111.129 7.331 14.400 4.352 0.961 -0.181 C4 DJ4 3 DJ4 C6 C4 C 0 1 Y N N N N N 111.905 8.944 12.801 3.767 -1.370 -0.241 C6 DJ4 4 DJ4 C7 C5 C 0 1 N N N N N N 114.653 6.461 13.092 7.403 -1.068 0.726 C7 DJ4 5 DJ4 N8 N1 N 1 1 N N N N N N 112.513 5.428 14.952 6.647 1.686 0.408 N8 DJ4 6 DJ4 C9 C6 C 0 1 Y N N N N N 108.270 7.334 18.231 -3.528 0.529 -0.953 C9 DJ4 7 DJ4 C12 C7 C 0 1 Y N N N N N 110.213 7.425 20.217 -6.010 0.133 0.198 C12 DJ4 8 DJ4 C10 C8 C 0 1 Y N N N N N 108.006 7.988 19.427 -3.801 1.052 0.296 C10 DJ4 9 DJ4 C11 C9 C 0 1 Y N N N N N 108.978 8.038 20.424 -5.042 0.854 0.872 C11 DJ4 10 DJ4 C13 C10 C 0 1 N N S N N N 108.709 9.535 14.623 1.111 -0.753 -0.984 C13 DJ4 11 DJ4 C14 C11 C 0 1 N N N N N N 107.374 9.155 13.999 0.382 -1.095 0.336 C14 DJ4 12 DJ4 C15 C12 C 0 1 N N N N N N 106.642 8.412 15.112 -0.918 -0.258 0.241 C15 DJ4 13 DJ4 C16 C13 C 0 1 Y N N N N N 110.484 6.779 19.018 -5.736 -0.391 -1.052 C16 DJ4 14 DJ4 C17 C14 C 0 1 N N N N N N 108.739 8.910 16.009 0.008 -0.254 -1.935 C17 DJ4 15 DJ4 C18 C15 C 0 1 Y N N N N N 109.513 6.715 18.036 -4.495 -0.193 -1.628 C18 DJ4 16 DJ4 C19 C16 C 0 1 N N N N N N 111.303 7.469 21.253 -7.363 -0.082 0.825 C19 DJ4 17 DJ4 C3 C17 C 0 1 Y N N N N N 112.343 6.632 14.225 5.642 0.624 0.181 C3 DJ4 18 DJ4 C5 C18 C 0 1 Y N N N N N 110.924 8.501 13.684 3.409 -0.037 -0.393 C5 DJ4 19 DJ4 C8 C19 C 0 1 N N N N N N 107.241 7.291 17.125 -2.177 0.750 -1.584 C8 DJ4 20 DJ4 F20 F1 F 0 1 N N N N N N 112.361 8.044 20.713 -7.895 -1.298 0.382 F20 DJ4 21 DJ4 F21 F2 F 0 1 N N N N N N 110.923 8.196 22.280 -7.233 -0.110 2.217 F21 DJ4 22 DJ4 F22 F3 F 0 1 N N N N N N 111.665 6.255 21.636 -8.219 0.963 0.458 F22 DJ4 23 DJ4 N12 N2 N 0 1 N N N N N N 109.800 9.262 13.696 2.104 0.300 -0.760 N12 DJ4 24 DJ4 N16 N3 N 0 1 N N N N N N 107.347 8.568 16.381 -1.272 -0.342 -1.199 N16 DJ4 25 DJ4 O10 O1 O 0 1 N N N N N N 112.929 4.389 14.394 7.784 1.390 0.727 O10 DJ4 26 DJ4 O11 O2 O -1 1 N N N N N N 112.186 5.342 16.140 6.337 2.856 0.275 O11 DJ4 27 DJ4 O9 O3 O 0 1 N N N N N N 115.266 5.987 14.317 7.520 -2.489 0.817 O9 DJ4 28 DJ4 H1 H1 H 0 1 N N N N N N 113.835 8.639 11.908 5.338 -2.737 0.235 H1 DJ4 29 DJ4 H2 H2 H 0 1 N N N N N N 110.374 6.962 15.079 4.077 1.998 -0.299 H2 DJ4 30 DJ4 H3 H3 H 0 1 N N N N N N 111.726 9.851 12.243 3.036 -2.149 -0.405 H3 DJ4 31 DJ4 H4 H4 H 0 1 N N N N N N 114.507 5.606 12.416 8.099 -0.693 -0.024 H4 DJ4 32 DJ4 H5 H5 H 0 1 N N N N N N 115.326 7.191 12.619 7.636 -0.622 1.693 H5 DJ4 33 DJ4 H6 H6 H 0 1 N N N N N N 107.047 8.458 19.585 -3.045 1.616 0.823 H6 DJ4 34 DJ4 H7 H7 H 0 1 N N N N N N 108.776 8.550 21.353 -5.256 1.263 1.848 H7 DJ4 35 DJ4 H8 H8 H 0 1 N N N N N N 108.680 10.624 14.775 1.590 -1.643 -1.393 H8 DJ4 36 DJ4 H9 H9 H 0 1 N N N N N N 106.815 10.053 13.695 0.152 -2.160 0.385 H9 DJ4 37 DJ4 H10 H10 H 0 1 N N N N N N 107.523 8.503 13.126 0.976 -0.788 1.196 H10 DJ4 38 DJ4 H11 H11 H 0 1 N N N N N N 105.625 8.819 15.211 -1.704 -0.695 0.857 H11 DJ4 39 DJ4 H12 H12 H 0 1 N N N N N N 106.586 7.343 14.858 -0.732 0.776 0.531 H12 DJ4 40 DJ4 H13 H13 H 0 1 N N N N N N 111.451 6.328 18.853 -6.492 -0.954 -1.579 H13 DJ4 41 DJ4 H14 H14 H 0 1 N N N N N N 109.357 8.000 15.996 0.202 0.780 -2.219 H14 DJ4 42 DJ4 H15 H15 H 0 1 N N N N N N 109.155 9.626 16.733 -0.030 -0.885 -2.823 H15 DJ4 43 DJ4 H16 H16 H 0 1 N N N N N N 109.712 6.186 17.116 -4.281 -0.601 -2.604 H16 DJ4 44 DJ4 H17 H17 H 0 1 N N N N N N 106.233 7.186 17.552 -2.281 0.770 -2.669 H17 DJ4 45 DJ4 H18 H18 H 0 1 N N N N N N 107.445 6.445 16.453 -1.766 1.699 -1.240 H18 DJ4 46 DJ4 H19 H19 H 0 1 N N N N N N 110.162 10.177 13.519 1.855 1.232 -0.866 H19 DJ4 47 DJ4 H21 H21 H 0 1 N N N N N N 114.708 5.331 14.718 8.402 -2.796 1.067 H21 DJ4 48 # 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 DJ4 C1 C6 DOUB Y N 1 DJ4 C1 C2 SING Y N 2 DJ4 C6 C5 SING Y N 3 DJ4 C7 C2 SING N N 4 DJ4 C7 O9 SING N N 5 DJ4 C2 C3 DOUB Y N 6 DJ4 C5 N12 SING N N 7 DJ4 C5 C4 DOUB Y N 8 DJ4 N12 C13 SING N N 9 DJ4 C14 C13 SING N N 10 DJ4 C14 C15 SING N N 11 DJ4 C3 C4 SING Y N 12 DJ4 C3 N8 SING N N 13 DJ4 O10 N8 DOUB N N 14 DJ4 C13 C17 SING N N 15 DJ4 N8 O11 SING N N 16 DJ4 C15 N16 SING N N 17 DJ4 C17 N16 SING N N 18 DJ4 N16 C8 SING N N 19 DJ4 C8 C9 SING N N 20 DJ4 C18 C9 DOUB Y N 21 DJ4 C18 C16 SING Y N 22 DJ4 C9 C10 SING Y N 23 DJ4 C16 C12 DOUB Y N 24 DJ4 C10 C11 DOUB Y N 25 DJ4 C12 C11 SING Y N 26 DJ4 C12 C19 SING N N 27 DJ4 F20 C19 SING N N 28 DJ4 C19 F22 SING N N 29 DJ4 C19 F21 SING N N 30 DJ4 C1 H1 SING N N 31 DJ4 C4 H2 SING N N 32 DJ4 C6 H3 SING N N 33 DJ4 C7 H4 SING N N 34 DJ4 C7 H5 SING N N 35 DJ4 C10 H6 SING N N 36 DJ4 C11 H7 SING N N 37 DJ4 C13 H8 SING N N 38 DJ4 C14 H9 SING N N 39 DJ4 C14 H10 SING N N 40 DJ4 C15 H11 SING N N 41 DJ4 C15 H12 SING N N 42 DJ4 C16 H13 SING N N 43 DJ4 C17 H14 SING N N 44 DJ4 C17 H15 SING N N 45 DJ4 C18 H16 SING N N 46 DJ4 C8 H17 SING N N 47 DJ4 C8 H18 SING N N 48 DJ4 N12 H19 SING N N 49 DJ4 O9 H21 SING N N 50 # 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 DJ4 SMILES ACDLabs 12.01 "[O-][N+](=O)c1cc(ccc1CO)NC1CCN(Cc2ccc(cc2)C(F)(F)F)C1" DJ4 InChI InChI 1.06 "InChI=1S/C19H20F3N3O3/c20-19(21,22)15-4-1-13(2-5-15)10-24-8-7-17(11-24)23-16-6-3-14(12-26)18(9-16)25(27)28/h1-6,9,17,23,26H,7-8,10-12H2/t17-/m0/s1" DJ4 InChIKey InChI 1.06 BDIGVJQSNTVCKR-KRWDZBQOSA-N DJ4 SMILES_CANONICAL CACTVS 3.385 "OCc1ccc(N[C@H]2CCN(C2)Cc3ccc(cc3)C(F)(F)F)cc1[N+]([O-])=O" DJ4 SMILES CACTVS 3.385 "OCc1ccc(N[CH]2CCN(C2)Cc3ccc(cc3)C(F)(F)F)cc1[N+]([O-])=O" DJ4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CN2CC[C@@H](C2)Nc3ccc(c(c3)[N+](=O)[O-])CO)C(F)(F)F" DJ4 SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CN2CCC(C2)Nc3ccc(c(c3)[N+](=O)[O-])CO)C(F)(F)F" # 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 DJ4 "SYSTEMATIC NAME" ACDLabs 12.01 "(2-nitro-4-{[(3S)-1-{[4-(trifluoromethyl)phenyl]methyl}pyrrolidin-3-yl]amino}phenyl)methanol" DJ4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[2-nitro-4-[[(3~{S})-1-[[4-(trifluoromethyl)phenyl]methyl]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 DJ4 "Create component" 2017-10-25 RCSB DJ4 "Initial release" 2018-10-03 RCSB DJ4 "Modify charge" 2024-04-25 RCSB #