data_SX4 # _chem_comp.id SX4 _chem_comp.name "4-bromo-2-{[(2R)-2-(2-chlorobenzyl)pyrrolidin-1-yl]carbonyl}aniline" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H18 Br Cl N2 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-03-13 _chem_comp.pdbx_modified_date 2011-06-04 _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 393.705 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SX4 _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 3CJ4 _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.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 SX4 CL1 CL1 CL 0 0 N N N 9.904 36.210 78.057 4.075 1.960 0.417 CL1 SX4 1 SX4 C18 C18 C 0 1 Y N N 10.861 34.759 78.292 4.708 0.345 0.470 C18 SX4 2 SX4 C17 C17 C 0 1 Y N N 12.112 34.873 78.920 6.075 0.135 0.425 C17 SX4 3 SX4 C16 C16 C 0 1 Y N N 12.937 33.764 79.143 6.578 -1.151 0.467 C16 SX4 4 SX4 C15 C15 C 0 1 Y N N 12.531 32.500 78.727 5.716 -2.229 0.553 C15 SX4 5 SX4 C14 C14 C 0 1 Y N N 11.288 32.357 78.103 4.351 -2.020 0.598 C14 SX4 6 SX4 C13 C13 C 0 1 Y N N 10.443 33.470 77.885 3.846 -0.734 0.563 C13 SX4 7 SX4 C12 C12 C 0 1 N N N 9.118 33.304 77.199 2.358 -0.506 0.618 C12 SX4 8 SX4 C11 C11 C 0 1 N N R 9.154 33.713 75.710 1.817 -0.322 -0.802 C11 SX4 9 SX4 C10 C10 C 0 1 N N N 10.143 32.883 74.874 2.001 -1.625 -1.607 C10 SX4 10 SX4 C9 C9 C 0 1 N N N 9.365 31.653 74.383 0.701 -1.700 -2.450 C9 SX4 11 SX4 C8 C8 C 0 1 N N N 7.933 31.892 74.849 -0.342 -1.112 -1.466 C8 SX4 12 SX4 N2 N2 N 0 1 N N N 7.889 33.322 75.104 0.376 -0.034 -0.754 N2 SX4 13 SX4 C7 C7 C 0 1 N N N 6.743 34.090 74.935 -0.197 1.031 -0.159 C7 SX4 14 SX4 O1 O1 O 0 1 N N N 5.717 33.624 74.405 0.498 1.903 0.325 O1 SX4 15 SX4 C6 C6 C 0 1 Y N N 6.758 35.513 75.392 -1.666 1.138 -0.095 C6 SX4 16 SX4 C1 C1 C 0 1 Y N N 5.949 35.949 76.473 -2.292 2.378 -0.296 C1 SX4 17 SX4 N1 N1 N 0 1 N N N 5.084 35.103 77.177 -1.531 3.511 -0.556 N1 SX4 18 SX4 C5 C5 C 0 1 Y N N 7.585 36.438 74.716 -2.443 0.006 0.159 C5 SX4 19 SX4 C4 C4 C 0 1 Y N N 7.612 37.791 75.102 -3.816 0.113 0.217 C4 SX4 20 SX4 BR1 BR1 BR 0 0 N N N 8.711 39.079 74.210 -4.866 -1.422 0.562 BR1 SX4 21 SX4 C3 C3 C 0 1 Y N N 6.807 38.220 76.165 -4.431 1.340 0.025 C3 SX4 22 SX4 C2 C2 C 0 1 Y N N 5.986 37.309 76.844 -3.677 2.467 -0.233 C2 SX4 23 SX4 H17 H17 H 0 1 N N N 12.449 35.848 79.241 6.749 0.977 0.357 H17 SX4 24 SX4 H16 H16 H 0 1 N N N 13.889 33.890 79.638 7.645 -1.315 0.432 H16 SX4 25 SX4 H15 H15 H 0 1 N N N 13.167 31.641 78.884 6.110 -3.234 0.586 H15 SX4 26 SX4 H14 H14 H 0 1 N N N 10.967 31.377 77.781 3.678 -2.862 0.665 H14 SX4 27 SX4 H12 H12 H 0 1 N N N 8.828 32.245 77.260 1.875 -1.366 1.082 H12 SX4 28 SX4 H12A H12A H 0 0 N N N 8.398 33.963 77.706 2.148 0.388 1.205 H12A SX4 29 SX4 H11 H11 H 0 1 N N N 9.403 34.785 75.706 2.342 0.496 -1.295 H11 SX4 30 SX4 H10 H10 H 0 1 N N N 10.516 33.470 74.021 2.876 -1.559 -2.253 H10 SX4 31 SX4 H10A H10A H 0 0 N N N 11.020 32.589 75.470 2.080 -2.483 -0.939 H10A SX4 32 SX4 H9 H9 H 0 1 N N N 9.416 31.563 73.288 0.781 -1.086 -3.347 H9 SX4 33 SX4 H9A H9A H 0 1 N N N 9.779 30.714 74.780 0.459 -2.732 -2.704 H9A SX4 34 SX4 H8 H8 H 0 1 N N N 7.205 31.598 74.079 -1.191 -0.703 -2.014 H8 SX4 35 SX4 H8A H8A H 0 1 N N N 7.670 31.295 75.734 -0.674 -1.876 -0.764 H8A SX4 36 SX4 HN1 HN1 H 0 1 N N N 5.473 34.901 78.076 -0.576 3.430 -0.705 HN1 SX4 37 SX4 HN1A HN1A H 0 0 N N N 4.198 35.552 77.290 -1.955 4.383 -0.588 HN1A SX4 38 SX4 H5 H5 H 0 1 N N N 8.202 36.103 73.895 -1.968 -0.953 0.310 H5 SX4 39 SX4 H3 H3 H 0 1 N N N 6.819 39.258 76.463 -5.508 1.415 0.073 H3 SX4 40 SX4 H2 H2 H 0 1 N N N 5.373 37.654 77.663 -4.164 3.419 -0.387 H2 SX4 41 # 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 SX4 CL1 C18 SING N N 1 SX4 C13 C18 DOUB Y N 2 SX4 C18 C17 SING Y N 3 SX4 C17 C16 DOUB Y N 4 SX4 C17 H17 SING N N 5 SX4 C15 C16 SING Y N 6 SX4 C16 H16 SING N N 7 SX4 C14 C15 DOUB Y N 8 SX4 C15 H15 SING N N 9 SX4 C13 C14 SING Y N 10 SX4 C14 H14 SING N N 11 SX4 C12 C13 SING N N 12 SX4 C11 C12 SING N N 13 SX4 C12 H12 SING N N 14 SX4 C12 H12A SING N N 15 SX4 C10 C11 SING N N 16 SX4 N2 C11 SING N N 17 SX4 C11 H11 SING N N 18 SX4 C9 C10 SING N N 19 SX4 C10 H10 SING N N 20 SX4 C10 H10A SING N N 21 SX4 C9 C8 SING N N 22 SX4 C9 H9 SING N N 23 SX4 C9 H9A SING N N 24 SX4 C8 N2 SING N N 25 SX4 C8 H8 SING N N 26 SX4 C8 H8A SING N N 27 SX4 C7 N2 SING N N 28 SX4 O1 C7 DOUB N N 29 SX4 C7 C6 SING N N 30 SX4 C5 C6 DOUB Y N 31 SX4 C6 C1 SING Y N 32 SX4 C1 C2 DOUB Y N 33 SX4 C1 N1 SING N N 34 SX4 N1 HN1 SING N N 35 SX4 N1 HN1A SING N N 36 SX4 C5 C4 SING Y N 37 SX4 C5 H5 SING N N 38 SX4 BR1 C4 SING N N 39 SX4 C4 C3 DOUB Y N 40 SX4 C3 C2 SING Y N 41 SX4 C3 H3 SING N N 42 SX4 C2 H2 SING N N 43 # 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 SX4 SMILES ACDLabs 10.04 "O=C(c1cc(Br)ccc1N)N2CCCC2Cc3ccccc3Cl" SX4 SMILES_CANONICAL CACTVS 3.341 "Nc1ccc(Br)cc1C(=O)N2CCC[C@@H]2Cc3ccccc3Cl" SX4 SMILES CACTVS 3.341 "Nc1ccc(Br)cc1C(=O)N2CCC[CH]2Cc3ccccc3Cl" SX4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)C[C@H]2CCCN2C(=O)c3cc(ccc3N)Br)Cl" SX4 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)CC2CCCN2C(=O)c3cc(ccc3N)Br)Cl" SX4 InChI InChI 1.03 "InChI=1S/C18H18BrClN2O/c19-13-7-8-17(21)15(11-13)18(23)22-9-3-5-14(22)10-12-4-1-2-6-16(12)20/h1-2,4,6-8,11,14H,3,5,9-10,21H2/t14-/m1/s1" SX4 InChIKey InChI 1.03 JEGGWFHNKPRKTO-CQSZACIVSA-N # 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 SX4 "SYSTEMATIC NAME" ACDLabs 10.04 "4-bromo-2-{[(2R)-2-(2-chlorobenzyl)pyrrolidin-1-yl]carbonyl}aniline" SX4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2-amino-5-bromo-phenyl)-[(2R)-2-[(2-chlorophenyl)methyl]pyrrolidin-1-yl]methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SX4 "Create component" 2008-03-13 RCSB SX4 "Modify aromatic_flag" 2011-06-04 RCSB SX4 "Modify descriptor" 2011-06-04 RCSB #