data_YJ8 # _chem_comp.id YJ8 _chem_comp.name "(2S,4R)-4-(2-chlorophenyl)sulfonyl-N-[1-(iminomethyl)cyclopropyl]-1-[1-(4-iodophenyl)cyclopropyl]carbonyl-pyrrolidine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H25 Cl I N3 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-05-19 _chem_comp.pdbx_modified_date 2011-11-18 _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 625.906 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YJ8 _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 2YJ8 _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 YJ8 C1 C1 C 0 1 N N S 8.279 35.824 20.984 1.745 -1.224 -1.102 C1 YJ8 1 YJ8 N2 N2 N 0 1 N N N 8.458 36.244 19.621 0.614 -1.251 -0.164 N2 YJ8 2 YJ8 C3 C3 C 0 1 N N N 9.467 35.442 18.961 0.416 0.106 0.377 C3 YJ8 3 YJ8 C4 C4 C 0 1 N N R 9.632 34.174 19.840 1.796 0.796 0.230 C4 YJ8 4 YJ8 C5 C5 C 0 1 N N N 9.383 34.768 21.209 2.290 0.219 -1.122 C5 YJ8 5 YJ8 C6 C6 C 0 1 N N N 8.461 36.954 22.002 2.820 -2.172 -0.636 C6 YJ8 6 YJ8 O7 O7 O 0 1 N N N 9.523 37.617 22.101 2.664 -2.812 0.382 O7 YJ8 7 YJ8 S8 S8 S 0 1 N N N 8.518 32.868 19.537 1.615 2.599 0.141 S8 YJ8 8 YJ8 C9 C9 C 0 1 Y N N 8.847 32.386 17.948 3.241 3.188 -0.196 C9 YJ8 9 YJ8 C10 C10 C 0 1 Y N N 9.986 31.759 17.515 4.249 3.003 0.733 C10 YJ8 10 YJ8 C11 C11 C 0 1 Y N N 10.198 31.398 16.192 5.526 3.466 0.468 C11 YJ8 11 YJ8 C12 C12 C 0 1 Y N N 9.252 31.685 15.218 5.793 4.111 -0.724 C12 YJ8 12 YJ8 C13 C13 C 0 1 Y N N 8.084 32.335 15.607 4.785 4.296 -1.652 C13 YJ8 13 YJ8 C14 C14 C 0 1 Y N N 7.899 32.672 16.944 3.510 3.829 -1.390 C14 YJ8 14 YJ8 CL CL CL 0 0 N N N 11.200 31.340 18.570 3.913 2.193 2.231 CL YJ8 15 YJ8 N16 N16 N 0 1 N N N 7.370 37.078 22.811 3.955 -2.308 -1.350 N16 YJ8 16 YJ8 C17 C17 C 0 1 N N N 7.340 37.901 23.945 5.000 -3.229 -0.896 C17 YJ8 17 YJ8 C18 C18 C 0 1 N N N 7.830 37.273 25.184 4.512 -4.481 -0.214 C18 YJ8 18 YJ8 C19 C19 C 0 1 N N N 7.593 39.391 23.716 6.266 -3.337 -1.750 C19 YJ8 19 YJ8 C20 C20 C 0 1 N N N 6.223 38.932 24.081 6.312 -2.619 -0.399 C20 YJ8 20 YJ8 C21 C21 C 0 1 N N N 7.563 37.104 19.026 -0.122 -2.336 0.149 C21 YJ8 21 YJ8 O22 O22 O 0 1 N N N 6.659 37.559 19.775 0.075 -3.387 -0.422 O22 YJ8 22 YJ8 C23 C23 C 0 1 N N N 7.768 37.527 17.594 -1.188 -2.243 1.211 C23 YJ8 23 YJ8 C24 C24 C 0 1 Y N N 9.109 38.083 17.381 -2.453 -1.535 0.800 C24 YJ8 24 YJ8 C25 C25 C 0 1 Y N N 9.556 39.154 18.187 -2.467 -0.158 0.679 C25 YJ8 25 YJ8 C26 C26 C 0 1 Y N N 10.828 39.646 17.992 -3.627 0.492 0.303 C26 YJ8 26 YJ8 C27 C27 C 0 1 Y N N 11.662 39.061 17.054 -4.775 -0.236 0.047 C27 YJ8 27 YJ8 C28 C28 C 0 1 Y N N 11.256 37.988 16.281 -4.761 -1.613 0.167 C28 YJ8 28 YJ8 C29 C29 C 0 1 Y N N 9.971 37.480 16.446 -3.599 -2.263 0.539 C29 YJ8 29 YJ8 I30 I30 I 0 1 N N N 13.594 39.832 16.857 -6.534 0.749 -0.522 I30 YJ8 30 YJ8 C31 C31 C 0 1 N N N 7.092 36.650 16.570 -1.318 -3.415 2.185 C31 YJ8 31 YJ8 C32 C32 C 0 1 N N N 6.605 38.051 16.813 -0.729 -2.085 2.661 C32 YJ8 32 YJ8 O33 O33 O 0 1 N N N 8.851 31.850 20.487 0.863 2.968 -1.008 O33 YJ8 33 YJ8 O34 O34 O 0 1 N N N 7.193 33.349 19.607 1.306 3.133 1.421 O34 YJ8 34 YJ8 N35 N35 N 0 1 N N N 7.768 37.856 26.334 3.345 -4.937 -0.473 N35 YJ8 35 YJ8 H1 H1 H 0 1 N N N 7.254 35.454 21.132 1.407 -1.507 -2.099 H1 YJ8 36 YJ8 H3 H3 H 0 1 N N N 9.148 35.173 17.943 -0.338 0.639 -0.203 H3 YJ8 37 YJ8 H3A H3A H 0 1 N N N 10.417 35.992 18.887 0.126 0.058 1.426 H3A YJ8 38 YJ8 H4 H4 H 0 1 N N N 10.601 33.684 19.665 2.463 0.512 1.044 H4 YJ8 39 YJ8 H5 H5 H 0 1 N N N 10.296 35.230 21.612 3.379 0.220 -1.166 H5 YJ8 40 YJ8 H5A H5A H 0 1 N N N 9.054 33.997 21.921 1.869 0.779 -1.958 H5A YJ8 41 YJ8 H11 H11 H 0 1 N N N 11.109 30.888 15.917 6.314 3.322 1.193 H11 YJ8 42 YJ8 H12 H12 H 0 1 N N N 9.417 31.412 14.186 6.790 4.473 -0.931 H12 YJ8 43 YJ8 H13 H13 H 0 1 N N N 7.327 32.576 14.876 4.994 4.801 -2.584 H13 YJ8 44 YJ8 H14 H14 H 0 1 N N N 6.987 33.176 17.226 2.724 3.970 -2.117 H14 YJ8 45 YJ8 HN16 HN16 H 0 0 N N N 6.549 36.555 22.583 4.080 -1.796 -2.164 HN16 YJ8 46 YJ8 H19 H19 H 0 1 N N N 8.273 40.087 24.229 6.745 -4.313 -1.817 H19 YJ8 47 YJ8 H19A H19A H 0 0 N N N 7.953 39.925 22.825 6.321 -2.723 -2.648 H19A YJ8 48 YJ8 H20 H20 H 0 1 N N N 5.271 39.027 23.538 6.398 -1.532 -0.409 H20 YJ8 49 YJ8 H20A H20A H 0 0 N N N 5.591 39.189 24.944 6.822 -3.123 0.422 H20A YJ8 50 YJ8 H25 H25 H 0 1 N N N 8.912 39.579 18.942 -1.570 0.410 0.880 H25 YJ8 51 YJ8 H26 H26 H 0 1 N N N 11.175 40.489 18.571 -3.638 1.568 0.210 H26 YJ8 52 YJ8 H28 H28 H 0 1 N N N 11.928 37.550 15.558 -5.657 -2.182 -0.032 H28 YJ8 53 YJ8 H29 H29 H 0 1 N N N 9.639 36.633 15.864 -3.587 -3.339 0.628 H29 YJ8 54 YJ8 H31 H31 H 0 1 N N N 7.481 36.166 15.662 -2.319 -3.673 2.530 H31 YJ8 55 YJ8 H31A H31A H 0 0 N N N 6.584 35.680 16.671 -0.633 -4.253 2.059 H31A YJ8 56 YJ8 H32 H32 H 0 1 N N N 5.625 38.421 17.148 0.345 -2.048 2.849 H32 YJ8 57 YJ8 H32A H32A H 0 0 N N N 6.528 38.911 16.132 -1.342 -1.469 3.319 H32A YJ8 58 YJ8 H35 H35 H 0 1 N N N 8.145 37.286 27.064 3.031 -5.743 -0.034 H35 YJ8 59 YJ8 H18 H18 H 0 1 N N N 8.259 36.283 25.128 5.147 -4.992 0.494 H18 YJ8 60 # 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 YJ8 C1 N2 SING N N 1 YJ8 C1 C5 SING N N 2 YJ8 C1 C6 SING N N 3 YJ8 C1 H1 SING N N 4 YJ8 N2 C3 SING N N 5 YJ8 N2 C21 SING N N 6 YJ8 C3 C4 SING N N 7 YJ8 C3 H3 SING N N 8 YJ8 C3 H3A SING N N 9 YJ8 C4 C5 SING N N 10 YJ8 C4 S8 SING N N 11 YJ8 C4 H4 SING N N 12 YJ8 C5 H5 SING N N 13 YJ8 C5 H5A SING N N 14 YJ8 C6 O7 DOUB N N 15 YJ8 C6 N16 SING N N 16 YJ8 S8 C9 SING N N 17 YJ8 S8 O33 DOUB N N 18 YJ8 S8 O34 DOUB N N 19 YJ8 C9 C10 DOUB Y N 20 YJ8 C9 C14 SING Y N 21 YJ8 C10 C11 SING Y N 22 YJ8 C10 CL SING N N 23 YJ8 C11 C12 DOUB Y N 24 YJ8 C11 H11 SING N N 25 YJ8 C12 C13 SING Y N 26 YJ8 C12 H12 SING N N 27 YJ8 C13 C14 DOUB Y N 28 YJ8 C13 H13 SING N N 29 YJ8 C14 H14 SING N N 30 YJ8 N16 C17 SING N N 31 YJ8 N16 HN16 SING N N 32 YJ8 C17 C18 SING N N 33 YJ8 C17 C19 SING N N 34 YJ8 C17 C20 SING N N 35 YJ8 C18 N35 DOUB N N 36 YJ8 C19 C20 SING N N 37 YJ8 C19 H19 SING N N 38 YJ8 C19 H19A SING N N 39 YJ8 C20 H20 SING N N 40 YJ8 C20 H20A SING N N 41 YJ8 C21 O22 DOUB N N 42 YJ8 C21 C23 SING N N 43 YJ8 C23 C24 SING N N 44 YJ8 C23 C31 SING N N 45 YJ8 C23 C32 SING N N 46 YJ8 C24 C25 DOUB Y N 47 YJ8 C24 C29 SING Y N 48 YJ8 C25 C26 SING Y N 49 YJ8 C25 H25 SING N N 50 YJ8 C26 C27 DOUB Y N 51 YJ8 C26 H26 SING N N 52 YJ8 C27 C28 SING Y N 53 YJ8 C27 I30 SING N N 54 YJ8 C28 C29 DOUB Y N 55 YJ8 C28 H28 SING N N 56 YJ8 C29 H29 SING N N 57 YJ8 C31 C32 SING N N 58 YJ8 C31 H31 SING N N 59 YJ8 C31 H31A SING N N 60 YJ8 C32 H32 SING N N 61 YJ8 C32 H32A SING N N 62 YJ8 C18 H18 SING N N 63 YJ8 N35 H35 SING N N 64 # 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 YJ8 SMILES ACDLabs 12.01 "O=S(=O)(c1ccccc1Cl)C5CC(C(=O)NC2(C=[N@H])CC2)N(C(=O)C4(c3ccc(I)cc3)CC4)C5" YJ8 SMILES_CANONICAL CACTVS 3.370 "Clc1ccccc1[S](=O)(=O)[C@@H]2C[C@H](N(C2)C(=O)C3(CC3)c4ccc(I)cc4)C(=O)NC5(CC5)C=N" YJ8 SMILES CACTVS 3.370 "Clc1ccccc1[S](=O)(=O)[CH]2C[CH](N(C2)C(=O)C3(CC3)c4ccc(I)cc4)C(=O)NC5(CC5)C=N" YJ8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(c(c1)S(=O)(=O)[C@@H]2C[C@H](N(C2)C(=O)C3(CC3)c4ccc(cc4)I)C(=O)NC5(CC5)C=N)Cl" YJ8 SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(c(c1)S(=O)(=O)C2CC(N(C2)C(=O)C3(CC3)c4ccc(cc4)I)C(=O)NC5(CC5)C=N)Cl" YJ8 InChI InChI 1.03 "InChI=1S/C25H25ClIN3O4S/c26-19-3-1-2-4-21(19)35(33,34)18-13-20(22(31)29-24(15-28)9-10-24)30(14-18)23(32)25(11-12-25)16-5-7-17(27)8-6-16/h1-8,15,18,20,28H,9-14H2,(H,29,31)/b28-15+/t18-,20+/m1/s1" YJ8 InChIKey InChI 1.03 UYNFQDPYPNDGRC-OIRADOGLSA-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 YJ8 "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-4-[(2-chlorophenyl)sulfonyl]-N-[1-(iminomethyl)cyclopropyl]-1-{[1-(4-iodophenyl)cyclopropyl]carbonyl}-L-prolinamide" YJ8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S,4R)-4-(2-chlorophenyl)sulfonyl-N-[1-(iminomethyl)cyclopropyl]-1-[1-(4-iodophenyl)cyclopropyl]carbonyl-pyrrolidine-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 YJ8 "Create component" 2011-05-19 EBI YJ8 "Modify aromatic_flag" 2011-06-04 RCSB YJ8 "Modify descriptor" 2011-06-04 RCSB #