data_4CP # _chem_comp.id 4CP _chem_comp.name "2-[2-(4-CHLORO-PHENYLSULFANYL)-ACETYLAMINO]-3-(4-GUANIDINO-PHENYL)-PROPIONAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 Cl N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-07-04 _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 405.902 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4CP _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2BVR _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 4CP C1 C1 C 0 1 Y N N 16.454 -9.539 12.224 -6.065 -1.447 -0.318 C1 4CP 1 4CP C2 C2 C 0 1 Y N N 15.444 -9.571 13.240 -6.132 -1.016 0.996 C2 4CP 2 4CP C3 C3 C 0 1 Y N N 15.438 -10.626 14.212 -5.088 -0.296 1.542 C3 4CP 3 4CP C4 C4 C 0 1 Y N N 16.446 -11.651 14.166 -3.969 -0.003 0.771 C4 4CP 4 4CP C5 C5 C 0 1 Y N N 17.456 -11.611 13.140 -3.908 -0.432 -0.549 C5 4CP 5 4CP C6 C6 C 0 1 Y N N 17.460 -10.559 12.172 -4.952 -1.156 -1.088 C6 4CP 6 4CP CL7 CL7 CL 0 0 N N N 16.464 -8.281 11.066 -7.379 -2.352 -1.001 CL7 4CP 7 4CP S8 S8 S 0 1 N N N 16.405 -12.920 15.370 -2.635 0.916 1.464 S8 4CP 8 4CP C9 C9 C 0 1 N N N 16.694 -14.587 14.700 -1.519 0.976 0.036 C9 4CP 9 4CP C10 C10 C 0 1 N N N 15.389 -15.274 14.320 -0.271 1.737 0.406 C10 4CP 10 4CP O11 O11 O 0 1 N N N 15.454 -16.401 13.854 -0.148 2.194 1.522 O11 4CP 11 4CP N12 N12 N 0 1 N N N 14.132 -14.673 14.483 0.707 1.910 -0.505 N12 4CP 12 4CP C13 C13 C 0 1 N N S 12.806 -15.277 14.135 1.920 2.650 -0.146 C13 4CP 13 4CP C14 C14 C 0 1 N N N 12.113 -15.749 15.440 3.075 2.201 -1.043 C14 4CP 14 4CP C15 C15 C 0 1 Y N N 12.831 -16.814 16.283 3.394 0.754 -0.765 C15 4CP 15 4CP C16 C16 C 0 1 Y N N 13.470 -16.411 17.510 2.756 -0.242 -1.481 C16 4CP 16 4CP C17 C17 C 0 1 Y N N 14.149 -17.379 18.329 3.046 -1.569 -1.229 C17 4CP 17 4CP C18 C18 C 0 1 Y N N 14.201 -18.779 17.937 3.979 -1.901 -0.256 C18 4CP 18 4CP C19 C19 C 0 1 Y N N 13.558 -19.168 16.702 4.614 -0.898 0.465 C19 4CP 19 4CP C20 C20 C 0 1 Y N N 12.876 -18.197 15.882 4.323 0.427 0.205 C20 4CP 20 4CP N21 N21 N 0 1 N N N 14.864 -19.829 18.702 4.274 -3.244 0.002 N21 4CP 21 4CP C22 C22 C 0 1 N N N 15.574 -19.796 19.936 5.546 -3.608 0.381 C22 4CP 22 4CP N23 N23 N 0 1 N N N 15.752 -18.703 20.630 6.502 -2.722 0.394 N23 4CP 23 4CP N24 N24 N 0 1 N N N 16.099 -20.980 20.420 5.809 -4.908 0.746 N24 4CP 24 4CP C25 C25 C 0 1 N N N 11.932 -14.232 13.428 1.682 4.126 -0.334 C25 4CP 25 4CP O26 O26 O 0 1 N N N 12.302 -13.067 13.384 0.605 4.521 -0.729 O26 4CP 26 4CP N27 N27 N 0 1 N N N 10.726 -14.568 12.821 2.665 5.007 -0.063 N27 4CP 27 4CP H2 H2 H 0 1 N N N 14.687 -8.801 13.274 -7.001 -1.245 1.594 H2 4CP 28 4CP H3 H3 H 0 1 N N N 14.677 -10.651 14.978 -5.140 0.038 2.567 H3 4CP 29 4CP H5 H5 H 0 1 N N N 18.214 -12.379 13.102 -3.040 -0.205 -1.151 H5 4CP 30 4CP H6 H6 H 0 1 N N N 18.219 -10.533 11.404 -4.903 -1.494 -2.113 H6 4CP 31 4CP H9C1 1H9C H 0 0 N N N 17.187 -15.190 15.477 -2.017 1.476 -0.794 H9C1 4CP 32 4CP H9C2 2H9C H 0 0 N N N 17.324 -14.503 13.802 -1.251 -0.039 -0.259 H9C2 4CP 33 4CP H12 H12 H 0 1 N N N 14.120 -13.751 14.869 0.608 1.545 -1.398 H12 4CP 34 4CP H13 H13 H 0 1 N N N 12.950 -16.134 13.461 2.170 2.452 0.896 H13 4CP 35 4CP H141 1H14 H 0 0 N N N 11.181 -16.230 15.108 3.954 2.813 -0.837 H141 4CP 36 4CP H142 2H14 H 0 0 N N N 11.998 -14.861 16.079 2.789 2.316 -2.088 H142 4CP 37 4CP H16 H16 H 0 1 N N N 13.439 -15.376 17.817 2.031 0.017 -2.238 H16 4CP 38 4CP H17 H17 H 0 1 N N N 14.626 -17.063 19.245 2.547 -2.347 -1.789 H17 4CP 39 4CP H19 H19 H 0 1 N N N 13.589 -20.201 16.389 5.340 -1.154 1.223 H19 4CP 40 4CP H20 H20 H 0 1 N N N 12.398 -18.508 14.965 4.819 1.207 0.762 H20 4CP 41 4CP H21 H21 H 0 1 N N N 14.810 -20.736 18.284 3.583 -3.919 -0.086 H21 4CP 42 4CP H23 H23 H 0 1 N N N 16.274 -18.899 21.460 7.398 -2.978 0.661 H23 4CP 43 4CP H241 1H24 H 0 0 N N N 16.613 -21.070 21.273 5.084 -5.547 0.822 H241 4CP 44 4CP H242 2H24 H 0 0 N N N 15.891 -21.733 19.796 6.721 -5.186 0.924 H242 4CP 45 4CP H271 1H27 H 0 0 N N N 10.121 -13.929 12.345 3.526 4.691 0.253 H271 4CP 46 4CP H272 2H27 H 0 0 N N N 10.557 -15.547 12.934 2.512 5.957 -0.184 H272 4CP 47 # 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 4CP C1 C2 DOUB Y N 1 4CP C1 C6 SING Y N 2 4CP C1 CL7 SING N N 3 4CP C2 C3 SING Y N 4 4CP C2 H2 SING N N 5 4CP C3 C4 DOUB Y N 6 4CP C3 H3 SING N N 7 4CP C4 C5 SING Y N 8 4CP C4 S8 SING N N 9 4CP C5 C6 DOUB Y N 10 4CP C5 H5 SING N N 11 4CP C6 H6 SING N N 12 4CP S8 C9 SING N N 13 4CP C9 C10 SING N N 14 4CP C9 H9C1 SING N N 15 4CP C9 H9C2 SING N N 16 4CP C10 O11 DOUB N N 17 4CP C10 N12 SING N N 18 4CP N12 C13 SING N N 19 4CP N12 H12 SING N N 20 4CP C13 C14 SING N N 21 4CP C13 C25 SING N N 22 4CP C13 H13 SING N N 23 4CP C14 C15 SING N N 24 4CP C14 H141 SING N N 25 4CP C14 H142 SING N N 26 4CP C15 C16 DOUB Y N 27 4CP C15 C20 SING Y N 28 4CP C16 C17 SING Y N 29 4CP C16 H16 SING N N 30 4CP C17 C18 DOUB Y N 31 4CP C17 H17 SING N N 32 4CP C18 C19 SING Y N 33 4CP C18 N21 SING N N 34 4CP C19 C20 DOUB Y N 35 4CP C19 H19 SING N N 36 4CP C20 H20 SING N N 37 4CP N21 C22 SING N N 38 4CP N21 H21 SING N N 39 4CP C22 N23 DOUB N N 40 4CP C22 N24 SING N N 41 4CP N23 H23 SING N N 42 4CP N24 H241 SING N N 43 4CP N24 H242 SING N N 44 4CP C25 O26 DOUB N N 45 4CP C25 N27 SING N N 46 4CP N27 H271 SING N N 47 4CP N27 H272 SING N N 48 # 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 4CP SMILES ACDLabs 10.04 "Clc2ccc(SCC(=O)NC(C(=O)N)Cc1ccc(NC(=[N@H])N)cc1)cc2" 4CP SMILES_CANONICAL CACTVS 3.341 "NC(=N)Nc1ccc(C[C@H](NC(=O)CSc2ccc(Cl)cc2)C(N)=O)cc1" 4CP SMILES CACTVS 3.341 "NC(=N)Nc1ccc(C[CH](NC(=O)CSc2ccc(Cl)cc2)C(N)=O)cc1" 4CP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(\N)/Nc1ccc(cc1)C[C@@H](C(=O)N)NC(=O)CSc2ccc(cc2)Cl" 4CP SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(N)Nc1ccc(cc1)CC(C(=O)N)NC(=O)CSc2ccc(cc2)Cl" 4CP InChI InChI 1.03 "InChI=1S/C18H20ClN5O2S/c19-12-3-7-14(8-4-12)27-10-16(25)24-15(17(20)26)9-11-1-5-13(6-2-11)23-18(21)22/h1-8,15H,9-10H2,(H2,20,26)(H,24,25)(H4,21,22,23)/t15-/m0/s1" 4CP InChIKey InChI 1.03 IEEYGOJDTRVYGR-HNNXBMFYSA-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 4CP "SYSTEMATIC NAME" ACDLabs 10.04 "4-carbamimidamido-Nalpha-{[(4-chlorophenyl)sulfanyl]acetyl}-L-phenylalaninamide" 4CP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-3-(4-carbamimidamidophenyl)-2-[2-(4-chlorophenyl)sulfanylethanoylamino]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4CP "Create component" 2005-07-04 EBI 4CP "Modify descriptor" 2011-06-04 RCSB #