data_728 # _chem_comp.id 728 _chem_comp.name "1-(4-aminobenzyl)-3-{2-[(2R)-2-(2-bromophenyl)pyrrolidin-1-yl]-2-oxoethyl}urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 Br N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-15 _chem_comp.pdbx_modified_date 2014-02-14 _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 431.326 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 728 _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 4J5D _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 728 CAA CAA C 0 1 Y N N 1.784 16.536 20.750 -6.708 -0.476 -1.096 CAA 728 1 728 CAB CAB C 0 1 Y N N 1.592 16.066 22.054 -7.666 -1.452 -0.907 CAB 728 2 728 CAC CAC C 0 1 Y N N 0.507 15.242 22.356 -8.205 -1.659 0.356 CAC 728 3 728 NAG NAG N 0 1 N N N 0.319 14.790 23.603 -9.174 -2.646 0.551 NAG 728 4 728 CAD CAD C 0 1 Y N N -0.376 14.887 21.338 -7.777 -0.883 1.426 CAD 728 5 728 CAE CAE C 0 1 Y N N -0.181 15.354 20.038 -6.818 0.091 1.230 CAE 728 6 728 CAF CAF C 0 1 Y N N 0.897 16.178 19.728 -6.280 0.291 -0.028 CAF 728 7 728 CAH CAH C 0 1 N N N 1.083 16.682 18.277 -5.234 1.355 -0.238 CAH 728 8 728 NAI NAI N 0 1 N N N 1.432 18.101 18.373 -3.903 0.780 -0.028 NAI 728 9 728 CAJ CAJ C 0 1 N N N 2.558 18.607 17.879 -2.806 1.551 -0.163 CAJ 728 10 728 OAL OAL O 0 1 N N N 3.345 17.959 17.185 -2.921 2.725 -0.459 OAL 728 11 728 N N N 0 1 N N N 2.719 19.904 18.049 -1.582 1.022 0.031 N 728 12 728 CA CA C 0 1 N N N 3.925 20.539 17.538 -0.390 1.860 -0.116 CA 728 13 728 C C C 0 1 N N N 4.986 20.523 18.653 0.842 1.034 0.151 C 728 14 728 O O O 0 1 N N N 4.749 20.087 19.785 0.734 -0.140 0.436 O 728 15 728 NAP NAP N 0 1 N N N 6.215 20.819 18.285 2.063 1.599 0.073 NAP 728 16 728 CAQ CAQ C 0 1 N N N 7.410 20.681 19.083 2.337 3.009 -0.261 CAQ 728 17 728 CAR CAR C 0 1 N N N 8.362 21.743 18.536 3.722 3.303 0.369 CAR 728 18 728 CAS CAS C 0 1 N N N 8.200 21.006 17.184 4.462 1.960 0.136 CAS 728 19 728 CAT CAT C 0 1 N N R 6.628 21.151 16.929 3.341 0.914 0.314 CAT 728 20 728 CAU CAU C 0 1 Y N N 6.355 22.684 16.832 3.515 -0.199 -0.687 CAU 728 21 728 CAX CAX C 0 1 Y N N 5.971 23.572 17.853 2.854 -0.147 -1.900 CAX 728 22 728 CAW CAW C 0 1 Y N N 5.692 24.906 17.563 3.013 -1.168 -2.818 CAW 728 23 728 CAV CAV C 0 1 Y N N 5.700 25.373 16.257 3.833 -2.241 -2.524 CAV 728 24 728 CAY CAY C 0 1 Y N N 6.009 24.502 15.225 4.494 -2.294 -1.312 CAY 728 25 728 CAZ CAZ C 0 1 Y N N 6.307 23.169 15.505 4.340 -1.270 -0.395 CAZ 728 26 728 BR BR BR 0 0 N N N 6.705 22.065 13.997 5.244 -1.342 1.264 BR 728 27 728 H1 H1 H 0 1 N N N 2.623 17.180 20.530 -6.289 -0.314 -2.078 H1 728 28 728 H2 H2 H 0 1 N N N 2.288 16.343 22.832 -7.997 -2.054 -1.741 H2 728 29 728 H3 H3 H 0 1 N N N 1.042 15.142 24.198 -9.471 -3.188 -0.197 H3 728 30 728 H4 H4 H 0 1 N N N -0.570 15.100 23.939 -9.549 -2.790 1.434 H4 728 31 728 H5 H5 H 0 1 N N N -1.217 14.246 21.557 -8.194 -1.042 2.410 H5 728 32 728 H6 H6 H 0 1 N N N -0.876 15.072 19.261 -6.485 0.695 2.061 H6 728 33 728 H7 H7 H 0 1 N N N 0.150 16.558 17.709 -5.306 1.741 -1.255 H7 728 34 728 H8 H8 H 0 1 N N N 1.891 16.124 17.781 -5.394 2.167 0.471 H8 728 35 728 H9 H9 H 0 1 N N N 0.793 18.719 18.832 -3.811 -0.157 0.208 H9 728 36 728 H10 H10 H 0 1 N N N 2.023 20.444 18.522 -1.490 0.086 0.267 H10 728 37 728 H11 H11 H 0 1 N N N 4.296 19.985 16.663 -0.347 2.258 -1.130 H11 728 38 728 H12 H12 H 0 1 N N N 3.705 21.577 17.248 -0.435 2.685 0.596 H12 728 39 728 H13 H13 H 0 1 N N N 7.191 20.865 20.145 2.376 3.142 -1.342 H13 728 40 728 H14 H14 H 0 1 N N N 7.841 19.676 18.966 1.576 3.657 0.173 H14 728 41 728 H15 H15 H 0 1 N N N 9.377 21.724 18.960 4.222 4.120 -0.151 H15 728 42 728 H16 H16 H 0 1 N N N 7.975 22.773 18.556 3.629 3.519 1.433 H16 728 43 728 H17 H17 H 0 1 N N N 8.499 19.950 17.263 4.877 1.918 -0.872 H17 728 44 728 H18 H18 H 0 1 N N N 8.783 21.493 16.388 5.246 1.817 0.880 H18 728 45 728 H19 H19 H 0 1 N N N 6.229 20.540 16.106 3.367 0.512 1.327 H19 728 46 728 H20 H20 H 0 1 N N N 5.892 23.217 18.870 2.213 0.692 -2.130 H20 728 47 728 H21 H21 H 0 1 N N N 5.466 25.588 18.369 2.496 -1.127 -3.766 H21 728 48 728 H22 H22 H 0 1 N N N 5.467 26.406 16.046 3.957 -3.039 -3.242 H22 728 49 728 H23 H23 H 0 1 N N N 6.019 24.855 14.204 5.138 -3.130 -1.084 H23 728 50 # 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 728 BR CAZ SING N N 1 728 CAY CAZ DOUB Y N 2 728 CAY CAV SING Y N 3 728 CAZ CAU SING Y N 4 728 CAV CAW DOUB Y N 5 728 CAU CAT SING N N 6 728 CAU CAX DOUB Y N 7 728 CAT CAS SING N N 8 728 CAT NAP SING N N 9 728 CAS CAR SING N N 10 728 OAL CAJ DOUB N N 11 728 CA N SING N N 12 728 CA C SING N N 13 728 CAW CAX SING Y N 14 728 CAJ N SING N N 15 728 CAJ NAI SING N N 16 728 CAH NAI SING N N 17 728 CAH CAF SING N N 18 728 NAP C SING N N 19 728 NAP CAQ SING N N 20 728 CAR CAQ SING N N 21 728 C O DOUB N N 22 728 CAF CAE DOUB Y N 23 728 CAF CAA SING Y N 24 728 CAE CAD SING Y N 25 728 CAA CAB DOUB Y N 26 728 CAD CAC DOUB Y N 27 728 CAB CAC SING Y N 28 728 CAC NAG SING N N 29 728 CAA H1 SING N N 30 728 CAB H2 SING N N 31 728 NAG H3 SING N N 32 728 NAG H4 SING N N 33 728 CAD H5 SING N N 34 728 CAE H6 SING N N 35 728 CAH H7 SING N N 36 728 CAH H8 SING N N 37 728 NAI H9 SING N N 38 728 N H10 SING N N 39 728 CA H11 SING N N 40 728 CA H12 SING N N 41 728 CAQ H13 SING N N 42 728 CAQ H14 SING N N 43 728 CAR H15 SING N N 44 728 CAR H16 SING N N 45 728 CAS H17 SING N N 46 728 CAS H18 SING N N 47 728 CAT H19 SING N N 48 728 CAX H20 SING N N 49 728 CAW H21 SING N N 50 728 CAV H22 SING N N 51 728 CAY H23 SING N N 52 # 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 728 SMILES ACDLabs 12.01 "O=C(N2C(c1c(Br)cccc1)CCC2)CNC(=O)NCc3ccc(N)cc3" 728 InChI InChI 1.03 "InChI=1S/C20H23BrN4O2/c21-17-5-2-1-4-16(17)18-6-3-11-25(18)19(26)13-24-20(27)23-12-14-7-9-15(22)10-8-14/h1-2,4-5,7-10,18H,3,6,11-13,22H2,(H2,23,24,27)/t18-/m1/s1" 728 InChIKey InChI 1.03 QASXSMHVNVTEBM-GOSISDBHSA-N 728 SMILES_CANONICAL CACTVS 3.370 "Nc1ccc(CNC(=O)NCC(=O)N2CCC[C@@H]2c3ccccc3Br)cc1" 728 SMILES CACTVS 3.370 "Nc1ccc(CNC(=O)NCC(=O)N2CCC[CH]2c3ccccc3Br)cc1" 728 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)[C@H]2CCCN2C(=O)CNC(=O)NCc3ccc(cc3)N)Br" 728 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)C2CCCN2C(=O)CNC(=O)NCc3ccc(cc3)N)Br" # 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 728 "SYSTEMATIC NAME" ACDLabs 12.01 "1-(4-aminobenzyl)-3-{2-[(2R)-2-(2-bromophenyl)pyrrolidin-1-yl]-2-oxoethyl}urea" 728 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[(4-aminophenyl)methyl]-3-[2-[(2R)-2-(2-bromophenyl)pyrrolidin-1-yl]-2-oxidanylidene-ethyl]urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 728 "Create component" 2013-02-15 RCSB 728 "Initial release" 2014-02-19 RCSB #