data_3PW # _chem_comp.id 3PW _chem_comp.name "5-chloro-N-{[(4S)-4-(1-methyl-1H-imidazol-2-yl)-2,5-dioxoimidazolidin-4-yl]methyl}-1-benzofuran-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H14 Cl N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-02 _chem_comp.pdbx_modified_date 2014-12-05 _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 387.777 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3PW _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 4WKI _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 3PW C4 C1 C 0 1 Y N N -12.331 4.747 26.631 6.089 1.944 0.382 C4 3PW 1 3PW C5 C2 C 0 1 Y N N -11.740 5.831 27.236 6.597 0.698 0.320 C5 3PW 2 3PW C6 C3 C 0 1 Y N N -2.974 0.870 21.202 -5.417 0.911 0.047 C6 3PW 3 3PW C7 C4 C 0 1 Y N N -4.879 1.057 23.001 -2.915 1.736 0.064 C7 3PW 4 3PW C8 C5 C 0 1 N N N -9.196 3.256 24.228 2.005 1.231 0.052 C8 3PW 5 3PW C10 C6 C 0 1 Y N N -4.920 2.252 21.135 -3.433 -0.492 0.016 C10 3PW 6 3PW C13 C7 C 0 1 Y N N -10.308 4.791 25.891 4.417 0.599 0.160 C13 3PW 7 3PW C15 C8 C 0 1 N N N -6.874 5.176 25.593 2.438 -2.061 0.487 C15 3PW 8 3PW C17 C9 C 0 1 N N S -9.061 4.461 25.147 3.009 0.077 0.026 C17 3PW 9 3PW C1 C10 C 0 1 N N N -9.505 6.862 27.155 5.605 -1.614 0.061 C1 3PW 10 3PW C2 C11 C 0 1 Y N N -3.474 2.359 19.359 -5.620 -1.471 -0.016 C2 3PW 11 3PW C3 C12 C 0 1 Y N N -4.639 2.812 19.919 -4.249 -1.617 -0.009 C3 3PW 12 3PW C9 C13 C 0 1 Y N N -2.669 1.428 19.971 -6.199 -0.209 0.018 C9 3PW 13 3PW C11 C14 C 0 1 Y N N -4.155 1.311 21.799 -4.025 0.785 0.044 C11 3PW 14 3PW C12 C15 C 0 1 Y N N -6.011 1.846 22.976 -1.780 0.991 0.047 C12 3PW 15 3PW C14 C16 C 0 1 N N N -8.670 5.615 24.275 2.847 -0.732 -1.245 C14 3PW 16 3PW C16 C17 C 0 1 N N N -7.101 2.040 23.883 -0.413 1.531 0.059 C16 3PW 17 3PW N18 N1 N 0 1 Y N N -11.438 4.116 25.801 4.755 1.853 0.282 N18 3PW 18 3PW N19 N2 N 0 1 N N N -7.367 5.914 24.563 2.513 -1.975 -0.846 N19 3PW 19 3PW N20 N3 N 0 1 N N N -7.900 4.372 26.015 2.712 -0.892 1.094 N20 3PW 20 3PW N21 N4 N 0 1 N N N -7.993 3.010 23.464 0.642 0.693 0.040 N21 3PW 21 3PW N22 N5 N 0 1 Y N N -10.463 5.844 26.756 5.537 -0.155 0.174 N22 3PW 22 3PW O23 O1 O 0 1 N N N -9.398 6.150 23.455 2.991 -0.343 -2.385 O23 3PW 23 3PW O24 O2 O 0 1 N N N -5.733 5.249 26.030 2.149 -3.080 1.083 O24 3PW 24 3PW O25 O3 O 0 1 N N N -7.203 1.423 24.935 -0.235 2.734 0.085 O25 3PW 25 3PW O26 O4 O 0 1 Y N N -6.031 2.577 21.833 -2.097 -0.321 0.019 O26 3PW 26 3PW CL2 CL1 CL 0 0 N N N -1.252 1.010 19.077 -7.928 -0.054 0.022 CL2 3PW 27 3PW H1 H1 H 0 1 N N N -13.353 4.436 26.787 6.656 2.856 0.497 H1 3PW 28 3PW H2 H2 H 0 1 N N N -12.188 6.520 27.937 7.641 0.425 0.375 H2 3PW 29 3PW H3 H3 H 0 1 N N N -2.335 0.137 21.672 -5.872 1.891 0.068 H3 3PW 30 3PW H4 H4 H 0 1 N N N -4.594 0.373 23.787 -2.984 2.814 0.088 H4 3PW 31 3PW H5 H5 H 0 1 N N N -10.028 3.435 23.530 2.154 1.823 0.955 H5 3PW 32 3PW H6 H6 H 0 1 N N N -9.415 2.368 24.839 2.154 1.862 -0.825 H6 3PW 33 3PW H7 H7 H 0 1 N N N -9.978 7.552 27.869 5.689 -1.894 -0.989 H7 3PW 34 3PW H8 H8 H 0 1 N N N -8.637 6.382 27.630 6.475 -1.980 0.606 H8 3PW 35 3PW H9 H9 H 0 1 N N N -9.174 7.422 26.268 4.701 -2.053 0.483 H9 3PW 36 3PW H10 H10 H 0 1 N N N -3.176 2.749 18.397 -6.250 -2.348 -0.035 H10 3PW 37 3PW H11 H11 H 0 1 N N N -5.277 3.543 19.445 -3.810 -2.603 -0.035 H11 3PW 38 3PW H12 H12 H 0 1 N N N -6.834 6.601 24.069 2.349 -2.716 -1.450 H12 3PW 39 3PW H13 H13 H 0 1 N N N -7.855 3.791 26.827 2.713 -0.721 2.049 H13 3PW 40 3PW H14 H14 H 0 1 N N N -7.807 3.539 22.636 0.500 -0.266 0.019 H14 3PW 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 3PW CL2 C9 SING N N 1 3PW C2 C3 DOUB Y N 2 3PW C2 C9 SING Y N 3 3PW C3 C10 SING Y N 4 3PW C9 C6 DOUB Y N 5 3PW C10 C11 DOUB Y N 6 3PW C10 O26 SING Y N 7 3PW C6 C11 SING Y N 8 3PW C11 C7 SING Y N 9 3PW O26 C12 SING Y N 10 3PW C12 C7 DOUB Y N 11 3PW C12 C16 SING N N 12 3PW O23 C14 DOUB N N 13 3PW N21 C16 SING N N 14 3PW N21 C8 SING N N 15 3PW C16 O25 DOUB N N 16 3PW C8 C17 SING N N 17 3PW C14 N19 SING N N 18 3PW C14 C17 SING N N 19 3PW N19 C15 SING N N 20 3PW C17 C13 SING N N 21 3PW C17 N20 SING N N 22 3PW C15 N20 SING N N 23 3PW C15 O24 DOUB N N 24 3PW N18 C13 DOUB Y N 25 3PW N18 C4 SING Y N 26 3PW C13 N22 SING Y N 27 3PW C4 C5 DOUB Y N 28 3PW N22 C1 SING N N 29 3PW N22 C5 SING Y N 30 3PW C4 H1 SING N N 31 3PW C5 H2 SING N N 32 3PW C6 H3 SING N N 33 3PW C7 H4 SING N N 34 3PW C8 H5 SING N N 35 3PW C8 H6 SING N N 36 3PW C1 H7 SING N N 37 3PW C1 H8 SING N N 38 3PW C1 H9 SING N N 39 3PW C2 H10 SING N N 40 3PW C3 H11 SING N N 41 3PW N19 H12 SING N N 42 3PW N20 H13 SING N N 43 3PW N21 H14 SING N N 44 # 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 3PW SMILES ACDLabs 12.01 "O=C2NC(=O)NC2(c1nccn1C)CNC(=O)c4oc3ccc(Cl)cc3c4" 3PW InChI InChI 1.03 "InChI=1S/C17H14ClN5O4/c1-23-5-4-19-14(23)17(15(25)21-16(26)22-17)8-20-13(24)12-7-9-6-10(18)2-3-11(9)27-12/h2-7H,8H2,1H3,(H,20,24)(H2,21,22,25,26)/t17-/m0/s1" 3PW InChIKey InChI 1.03 NPWGFJCNOCYDSO-KRWDZBQOSA-N 3PW SMILES_CANONICAL CACTVS 3.385 "Cn1ccnc1[C@]2(CNC(=O)c3oc4ccc(Cl)cc4c3)NC(=O)NC2=O" 3PW SMILES CACTVS 3.385 "Cn1ccnc1[C]2(CNC(=O)c3oc4ccc(Cl)cc4c3)NC(=O)NC2=O" 3PW SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cn1ccnc1[C@]2(C(=O)NC(=O)N2)CNC(=O)c3cc4cc(ccc4o3)Cl" 3PW SMILES "OpenEye OEToolkits" 1.9.2 "Cn1ccnc1C2(C(=O)NC(=O)N2)CNC(=O)c3cc4cc(ccc4o3)Cl" # 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 3PW "SYSTEMATIC NAME" ACDLabs 12.01 "5-chloro-N-{[(4S)-4-(1-methyl-1H-imidazol-2-yl)-2,5-dioxoimidazolidin-4-yl]methyl}-1-benzofuran-2-carboxamide" 3PW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-chloranyl-N-[[(4S)-4-(1-methylimidazol-2-yl)-2,5-bis(oxidanylidene)imidazolidin-4-yl]methyl]-1-benzofuran-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3PW "Create component" 2014-10-02 RCSB 3PW "Initial release" 2014-12-10 RCSB #