data_462 # _chem_comp.id 462 _chem_comp.name "N-[amino(imino)methyl]-2-[2-(2-chlorophenyl)-4-(4-propoxyphenyl)-3-thienyl]acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 Cl N3 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-09-11 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 427.947 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 462 _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 2QU3 _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 462 C1 C1 C 0 1 N N N 8.860 -2.022 13.981 8.207 1.612 -0.366 C1 462 1 462 C2 C2 C 0 1 N N N 8.537 -3.256 14.762 7.662 0.266 0.113 C2 462 2 462 C3 C3 C 0 1 N N N 9.645 -4.267 14.785 6.144 0.235 -0.072 C3 462 3 462 O1 O1 O 0 1 N N N 9.135 -5.417 15.424 5.634 -1.023 0.375 O1 462 4 462 C4 C4 C 0 1 Y N N 9.938 -6.360 15.993 4.292 -1.215 0.279 C4 462 5 462 C5 C5 C 0 1 Y N N 9.566 -7.707 16.222 3.732 -2.414 0.696 C5 462 6 462 C6 C6 C 0 1 Y N N 10.455 -8.620 16.830 2.370 -2.612 0.599 C6 462 7 462 C7 C7 C 0 1 Y N N 11.758 -8.241 17.180 1.556 -1.605 0.083 C7 462 8 462 C8 C8 C 0 1 Y N N 12.119 -6.871 16.941 2.122 -0.402 -0.335 C8 462 9 462 C9 C9 C 0 1 Y N N 11.250 -5.965 16.342 3.484 -0.208 -0.231 C9 462 10 462 C10 C10 C 0 1 Y N N 12.674 -9.207 17.806 0.091 -1.815 -0.023 C10 462 11 462 C11 C11 C 0 1 Y N N 12.317 -10.017 18.930 -0.449 -2.911 -0.591 C11 462 12 462 S1 S1 S 0 1 Y N N 13.546 -11.082 19.424 -2.203 -2.807 -0.533 S1 462 13 462 C12 C12 C 0 1 Y N N 14.583 -10.544 18.213 -2.120 -1.248 0.276 C12 462 14 462 C13 C13 C 0 1 Y N N 13.996 -9.560 17.373 -0.835 -0.898 0.461 C13 462 15 462 C14 C14 C 0 1 N N N 14.764 -8.912 16.232 -0.431 0.387 1.135 C14 462 16 462 C15 C15 C 0 1 N N N 15.451 -7.667 16.755 -0.441 1.508 0.127 C15 462 17 462 O2 O2 O 0 1 N N N 15.747 -7.604 17.926 -0.746 1.284 -1.025 O2 462 18 462 N1 N1 N 0 1 N N N 15.734 -6.808 15.729 -0.111 2.758 0.506 N1 462 19 462 C16 C16 C 0 1 N N N 16.258 -5.649 15.876 -0.221 3.804 -0.390 C16 462 20 462 N2 N2 N 0 1 N N N 16.767 -5.101 16.995 -0.549 3.568 -1.628 N2 462 21 462 N3 N3 N 0 1 N N N 16.449 -4.847 14.802 0.014 5.093 0.025 N3 462 22 462 C17 C17 C 0 1 Y N N 15.898 -11.098 18.041 -3.289 -0.444 0.695 C17 462 23 462 C18 C18 C 0 1 Y N N 16.925 -10.710 18.988 -3.377 0.035 2.002 C18 462 24 462 C19 C19 C 0 1 Y N N 18.229 -11.218 18.853 -4.470 0.784 2.387 C19 462 25 462 C20 C20 C 0 1 Y N N 18.560 -12.059 17.768 -5.478 1.060 1.480 C20 462 26 462 C21 C21 C 0 1 Y N N 17.574 -12.441 16.833 -5.398 0.588 0.182 C21 462 27 462 C22 C22 C 0 1 Y N N 16.254 -11.947 16.943 -4.307 -0.157 -0.218 C22 462 28 462 CL1 CL1 CL 0 0 N N N 15.130 -12.480 15.732 -4.207 -0.749 -1.847 CL1 462 29 462 H11A 1H1 H 0 0 N N N 8.939 -1.165 14.665 9.289 1.634 -0.233 H11A 462 30 462 H12 2H1 H 0 1 N N N 9.816 -2.161 13.455 7.968 1.747 -1.420 H12 462 31 462 H13 3H1 H 0 1 N N N 8.062 -1.833 13.248 7.754 2.415 0.216 H13 462 32 462 H21A 1H2 H 0 0 N N N 8.327 -2.957 15.800 8.115 -0.538 -0.468 H21A 462 33 462 H22 2H2 H 0 1 N N N 7.676 -3.733 14.270 7.902 0.131 1.168 H22 462 34 462 H31 1H3 H 0 1 N N N 9.964 -4.508 13.760 5.690 1.038 0.509 H31 462 35 462 H32 2H3 H 0 1 N N N 10.523 -3.876 15.320 5.904 0.370 -1.127 H32 462 36 462 H5 H5 H 0 1 N N N 8.583 -8.043 15.926 4.363 -3.194 1.095 H5 462 37 462 H6 H6 H 0 1 N N N 10.125 -9.629 17.029 1.935 -3.545 0.923 H6 462 38 462 H8 H8 H 0 1 N N N 13.101 -6.532 17.237 1.493 0.380 -0.736 H8 462 39 462 H9 H9 H 0 1 N N N 11.579 -4.956 16.143 3.921 0.726 -0.551 H9 462 40 462 H11 H11 H 0 1 N N N 11.356 -9.957 19.419 0.112 -3.730 -1.017 H11 462 41 462 H141 1H14 H 0 0 N N N 14.069 -8.641 15.423 -1.133 0.614 1.937 H141 462 42 462 H142 2H14 H 0 0 N N N 15.512 -9.615 15.837 0.572 0.281 1.549 H142 462 43 462 HN1 HN1 H 0 1 N N N 15.517 -7.106 14.799 0.205 2.924 1.408 HN1 462 44 462 HN2 HN2 H 0 1 N N N 17.159 -4.200 16.809 -0.627 4.302 -2.257 HN2 462 45 462 HN31 1HN3 H 0 0 N N N 16.135 -5.290 13.962 0.329 5.262 0.927 HN31 462 46 462 HN32 2HN3 H 0 0 N N N 16.852 -3.933 14.843 -0.134 5.833 -0.584 HN32 462 47 462 H18 H18 H 0 1 N N N 16.689 -10.032 19.795 -2.591 -0.180 2.711 H18 462 48 462 H19 H19 H 0 1 N N N 18.982 -10.963 19.584 -4.539 1.156 3.399 H19 462 49 462 H20 H20 H 0 1 N N N 19.574 -12.412 17.653 -6.331 1.646 1.788 H20 462 50 462 H21 H21 H 0 1 N N N 17.830 -13.115 16.029 -6.186 0.811 -0.522 H21 462 51 # 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 462 C1 C2 SING N N 1 462 C2 C3 SING N N 2 462 C3 O1 SING N N 3 462 N3 C16 SING N N 4 462 O1 C4 SING N N 5 462 N1 C16 SING N N 6 462 N1 C15 SING N N 7 462 CL1 C22 SING N N 8 462 C16 N2 DOUB N N 9 462 C4 C5 DOUB Y N 10 462 C4 C9 SING Y N 11 462 C5 C6 SING Y N 12 462 C14 C15 SING N N 13 462 C14 C13 SING N N 14 462 C9 C8 DOUB Y N 15 462 C15 O2 DOUB N N 16 462 C6 C7 DOUB Y N 17 462 C21 C22 DOUB Y N 18 462 C21 C20 SING Y N 19 462 C8 C7 SING Y N 20 462 C22 C17 SING Y N 21 462 C7 C10 SING Y N 22 462 C13 C10 SING Y N 23 462 C13 C12 DOUB Y N 24 462 C20 C19 DOUB Y N 25 462 C10 C11 DOUB Y N 26 462 C17 C12 SING Y N 27 462 C17 C18 DOUB Y N 28 462 C12 S1 SING Y N 29 462 C19 C18 SING Y N 30 462 C11 S1 SING Y N 31 462 C1 H11A SING N N 32 462 C1 H12 SING N N 33 462 C1 H13 SING N N 34 462 C2 H21A SING N N 35 462 C2 H22 SING N N 36 462 C3 H31 SING N N 37 462 C3 H32 SING N N 38 462 C5 H5 SING N N 39 462 C6 H6 SING N N 40 462 C8 H8 SING N N 41 462 C9 H9 SING N N 42 462 C11 H11 SING N N 43 462 C14 H141 SING N N 44 462 C14 H142 SING N N 45 462 N1 HN1 SING N N 46 462 N2 HN2 SING N N 47 462 N3 HN31 SING N N 48 462 N3 HN32 SING N N 49 462 C18 H18 SING N N 50 462 C19 H19 SING N N 51 462 C20 H20 SING N N 52 462 C21 H21 SING N N 53 # 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 462 SMILES ACDLabs 10.04 "Clc3ccccc3c2scc(c1ccc(OCCC)cc1)c2CC(=O)NC(=[N@H])N" 462 SMILES_CANONICAL CACTVS 3.341 "CCCOc1ccc(cc1)c2csc(c2CC(=O)NC(N)=N)c3ccccc3Cl" 462 SMILES CACTVS 3.341 "CCCOc1ccc(cc1)c2csc(c2CC(=O)NC(N)=N)c3ccccc3Cl" 462 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(\N)/NC(=O)Cc1c(csc1c2ccccc2Cl)c3ccc(cc3)OCCC" 462 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(N)NC(=O)Cc1c(csc1c2ccccc2Cl)c3ccc(cc3)OCCC" 462 InChI InChI 1.03 "InChI=1S/C22H22ClN3O2S/c1-2-11-28-15-9-7-14(8-10-15)18-13-29-21(16-5-3-4-6-19(16)23)17(18)12-20(27)26-22(24)25/h3-10,13H,2,11-12H2,1H3,(H4,24,25,26,27)" 462 InChIKey InChI 1.03 VZSMTBLDWPKVRW-UHFFFAOYSA-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 462 "SYSTEMATIC NAME" ACDLabs 10.04 "N-carbamimidoyl-2-[2-(2-chlorophenyl)-4-(4-propoxyphenyl)thiophen-3-yl]acetamide" 462 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-carbamimidoyl-2-[2-(2-chlorophenyl)-4-(4-propoxyphenyl)thiophen-3-yl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 462 "Create component" 2007-09-11 RCSB 462 "Modify aromatic_flag" 2011-06-04 RCSB 462 "Modify descriptor" 2011-06-04 RCSB #