data_I09 # _chem_comp.id I09 _chem_comp.name "(3R,4R,5S)-3-(3-chlorophenyl)-4-(4-chlorophenyl)-4-cyano-N-[(3S)-3,4-dihydroxybutyl]-5-(2,2-dimethylpropyl)-D-prolinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H33 Cl2 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-01 _chem_comp.pdbx_modified_date 2013-07-19 _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 518.475 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I09 _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 4JRG _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 I09 C1 C1 C 0 1 N N R 4.256 -30.137 16.399 0.074 0.613 -1.595 C1 I09 1 I09 C10 C10 C 0 1 N N N 5.151 -31.344 16.405 -1.254 -0.093 -1.503 C10 I09 2 I09 N11 N11 N 0 1 N N N 4.966 -32.234 15.369 -2.362 0.597 -1.169 N11 I09 3 I09 C12 C12 C 0 1 N N N 5.731 -33.478 15.277 -3.654 -0.089 -1.080 C12 I09 4 I09 C13 C13 C 0 1 N N N 5.185 -34.504 16.276 -4.739 0.915 -0.687 C13 I09 5 I09 C14 C14 C 0 1 N N S 5.937 -35.829 16.124 -6.088 0.199 -0.594 C14 I09 6 I09 O14 O14 O 0 1 N N N 5.706 -36.376 14.829 -6.464 -0.279 -1.887 O14 I09 7 I09 C15 C15 C 0 1 N N N 5.502 -36.820 17.209 -7.149 1.174 -0.081 C15 I09 8 I09 O15 O15 O 0 1 N N N 4.092 -37.047 17.143 -8.381 0.477 0.117 O15 I09 9 I09 O10 O10 O 0 1 N N N 6.006 -31.557 17.285 -1.326 -1.282 -1.729 O10 I09 10 I09 N1 N1 N 0 1 N N N 3.564 -30.026 15.069 1.061 -0.232 -2.315 N1 I09 11 I09 C2 C2 C 0 1 N N R 5.072 -28.851 16.542 0.680 0.806 -0.188 C2 I09 12 I09 C21 C21 C 0 1 Y N N 5.282 -28.416 17.964 1.454 2.097 -0.123 C21 I09 13 I09 C26 C26 C 0 1 Y N N 4.347 -28.708 18.954 2.507 2.316 -0.992 C26 I09 14 I09 C25 C25 C 0 1 Y N N 4.559 -28.265 20.267 3.217 3.501 -0.933 C25 I09 15 I09 C22 C22 C 0 1 Y N N 6.432 -27.713 18.276 1.106 3.065 0.800 C22 I09 16 I09 C23 C23 C 0 1 Y N N 6.647 -27.282 19.577 1.816 4.252 0.858 C23 I09 17 I09 CL2 CL2 CL 0 0 N N N 8.130 -26.432 19.951 1.380 5.468 2.018 CL2 I09 18 I09 C24 C24 C 0 1 Y N N 5.708 -27.540 20.582 2.874 4.468 -0.007 C24 I09 19 I09 C3 C3 C 0 1 N N R 4.315 -27.844 15.718 1.627 -0.396 0.009 C3 I09 20 I09 C37 C37 C 0 1 N N N 3.111 -27.365 16.406 3.010 0.069 0.202 C37 I09 21 I09 N37 N37 N 0 1 N N N 2.165 -26.987 16.936 4.078 0.428 0.351 N37 I09 22 I09 C31 C31 C 0 1 Y N N 5.154 -26.670 15.309 1.185 -1.224 1.188 C31 I09 23 I09 C32 C32 C 0 1 Y N N 6.394 -26.864 14.699 2.084 -1.533 2.191 C32 I09 24 I09 C33 C33 C 0 1 Y N N 7.155 -25.770 14.322 1.677 -2.287 3.276 C33 I09 25 I09 C36 C36 C 0 1 Y N N 4.683 -25.377 15.547 -0.122 -1.669 1.268 C36 I09 26 I09 C35 C35 C 0 1 Y N N 5.437 -24.278 15.177 -0.528 -2.428 2.350 C35 I09 27 I09 C34 C34 C 0 1 Y N N 6.672 -24.480 14.562 0.370 -2.733 3.357 C34 I09 28 I09 CL3 CL3 CL 0 0 N N N 7.627 -23.104 14.084 -0.141 -3.681 4.718 CL3 I09 29 I09 C4 C4 C 0 1 N N S 3.862 -28.670 14.516 1.514 -1.214 -1.296 C4 I09 30 I09 C41 C41 C 0 1 N N N 2.623 -28.059 13.847 2.876 -1.794 -1.682 C41 I09 31 I09 C42 C42 C 0 1 N N N 2.428 -28.611 12.423 2.730 -2.638 -2.950 C42 I09 32 I09 C45 C45 C 0 1 N N N 2.325 -30.144 12.452 2.346 -1.733 -4.123 C45 I09 33 I09 C44 C44 C 0 1 N N N 3.617 -28.204 11.549 4.058 -3.334 -3.256 C44 I09 34 I09 C43 C43 C 0 1 N N N 1.136 -28.020 11.838 1.639 -3.690 -2.740 C43 I09 35 I09 H1 H1 H 0 1 N N N 3.516 -30.205 17.210 -0.041 1.575 -2.094 H1 I09 36 I09 H2 H2 H 0 1 N N N 4.291 -32.024 14.662 -2.305 1.549 -0.988 H2 I09 37 I09 H3 H3 H 0 1 N N N 5.648 -33.882 14.257 -3.899 -0.530 -2.046 H3 I09 38 I09 H4 H4 H 0 1 N N N 6.787 -33.274 15.505 -3.596 -0.875 -0.326 H4 I09 39 I09 H5 H5 H 0 1 N N N 5.319 -34.124 17.299 -4.494 1.356 0.279 H5 I09 40 I09 H6 H6 H 0 1 N N N 4.115 -34.668 16.083 -4.797 1.701 -1.441 H6 I09 41 I09 H7 H7 H 0 1 N N N 7.011 -35.630 16.253 -6.005 -0.643 0.094 H7 I09 42 I09 H8 H8 H 0 1 N N N 6.176 -37.197 14.743 -6.556 0.418 -2.552 H8 I09 43 I09 H9 H9 H 0 1 N N N 6.030 -37.774 17.061 -6.820 1.606 0.864 H9 I09 44 I09 H10 H10 H 0 1 N N N 5.757 -36.410 18.197 -7.295 1.969 -0.812 H10 I09 45 I09 H11 H11 H 0 1 N N N 3.838 -37.662 17.821 -9.101 1.035 0.442 H11 I09 46 I09 H12 H12 H 0 1 N N N 2.577 -30.136 15.188 1.834 0.322 -2.651 H12 I09 47 I09 H14 H14 H 0 1 N N N 6.055 -29.014 16.077 -0.106 0.798 0.567 H14 I09 48 I09 H15 H15 H 0 1 N N N 3.460 -29.275 18.711 2.776 1.561 -1.716 H15 I09 49 I09 H16 H16 H 0 1 N N N 3.832 -28.485 21.035 4.040 3.671 -1.612 H16 I09 50 I09 H17 H17 H 0 1 N N N 7.161 -27.500 17.508 0.280 2.896 1.475 H17 I09 51 I09 H18 H18 H 0 1 N N N 5.871 -27.182 21.588 3.429 5.393 0.040 H18 I09 52 I09 H19 H19 H 0 1 N N N 6.759 -27.865 14.521 3.104 -1.185 2.128 H19 I09 53 I09 H20 H20 H 0 1 N N N 8.114 -25.912 13.846 2.380 -2.529 4.059 H20 I09 54 I09 H21 H21 H 0 1 N N N 3.724 -25.234 16.023 -0.825 -1.424 0.486 H21 I09 55 I09 H22 H22 H 0 1 N N N 5.074 -23.278 15.362 -1.549 -2.775 2.413 H22 I09 56 I09 H23 H23 H 0 1 N N N 4.680 -28.734 13.783 0.778 -2.010 -1.183 H23 I09 57 I09 H24 H24 H 0 1 N N N 2.746 -26.967 13.795 3.578 -0.981 -1.865 H24 I09 58 I09 H25 H25 H 0 1 N N N 1.735 -28.300 14.450 3.247 -2.420 -0.870 H25 I09 59 I09 H26 H26 H 0 1 N N N 1.472 -30.443 13.079 3.042 -0.895 -4.178 H26 I09 60 I09 H27 H27 H 0 1 N N N 2.178 -30.521 11.429 2.390 -2.303 -5.051 H27 I09 61 I09 H28 H28 H 0 1 N N N 3.252 -30.566 12.869 1.334 -1.356 -3.976 H28 I09 62 I09 H29 H29 H 0 1 N N N 4.542 -28.627 11.968 4.835 -2.584 -3.405 H29 I09 63 I09 H30 H30 H 0 1 N N N 3.469 -28.585 10.528 4.331 -3.978 -2.420 H30 I09 64 I09 H31 H31 H 0 1 N N N 3.694 -27.107 11.523 3.954 -3.934 -4.159 H31 I09 65 I09 H32 H32 H 0 1 N N N 0.281 -28.312 12.466 1.535 -4.291 -3.644 H32 I09 66 I09 H33 H33 H 0 1 N N N 1.214 -26.923 11.812 1.912 -4.334 -1.905 H33 I09 67 I09 H34 H34 H 0 1 N N N 0.988 -28.401 10.817 0.693 -3.194 -2.523 H34 I09 68 # 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 I09 C44 C42 SING N N 1 I09 C43 C42 SING N N 2 I09 C42 C45 SING N N 3 I09 C42 C41 SING N N 4 I09 C41 C4 SING N N 5 I09 CL3 C34 SING N N 6 I09 C33 C34 DOUB Y N 7 I09 C33 C32 SING Y N 8 I09 C4 N1 SING N N 9 I09 C4 C3 SING N N 10 I09 C34 C35 SING Y N 11 I09 C32 C31 DOUB Y N 12 I09 O14 C14 SING N N 13 I09 N1 C1 SING N N 14 I09 C35 C36 DOUB Y N 15 I09 C12 N11 SING N N 16 I09 C12 C13 SING N N 17 I09 C31 C36 SING Y N 18 I09 C31 C3 SING N N 19 I09 N11 C10 SING N N 20 I09 C3 C37 SING N N 21 I09 C3 C2 SING N N 22 I09 C14 C13 SING N N 23 I09 C14 C15 SING N N 24 I09 C1 C10 SING N N 25 I09 C1 C2 SING N N 26 I09 C10 O10 DOUB N N 27 I09 C37 N37 TRIP N N 28 I09 C2 C21 SING N N 29 I09 O15 C15 SING N N 30 I09 C21 C22 DOUB Y N 31 I09 C21 C26 SING Y N 32 I09 C22 C23 SING Y N 33 I09 C26 C25 DOUB Y N 34 I09 C23 CL2 SING N N 35 I09 C23 C24 DOUB Y N 36 I09 C25 C24 SING Y N 37 I09 C1 H1 SING N N 38 I09 N11 H2 SING N N 39 I09 C12 H3 SING N N 40 I09 C12 H4 SING N N 41 I09 C13 H5 SING N N 42 I09 C13 H6 SING N N 43 I09 C14 H7 SING N N 44 I09 O14 H8 SING N N 45 I09 C15 H9 SING N N 46 I09 C15 H10 SING N N 47 I09 O15 H11 SING N N 48 I09 N1 H12 SING N N 49 I09 C2 H14 SING N N 50 I09 C26 H15 SING N N 51 I09 C25 H16 SING N N 52 I09 C22 H17 SING N N 53 I09 C24 H18 SING N N 54 I09 C32 H19 SING N N 55 I09 C33 H20 SING N N 56 I09 C36 H21 SING N N 57 I09 C35 H22 SING N N 58 I09 C4 H23 SING N N 59 I09 C41 H24 SING N N 60 I09 C41 H25 SING N N 61 I09 C45 H26 SING N N 62 I09 C45 H27 SING N N 63 I09 C45 H28 SING N N 64 I09 C44 H29 SING N N 65 I09 C44 H30 SING N N 66 I09 C44 H31 SING N N 67 I09 C43 H32 SING N N 68 I09 C43 H33 SING N N 69 I09 C43 H34 SING N N 70 # 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 I09 SMILES ACDLabs 12.01 "Clc1cccc(c1)C3C(C(=O)NCCC(O)CO)NC(CC(C)(C)C)C3(C#N)c2ccc(Cl)cc2" I09 InChI InChI 1.03 "InChI=1S/C27H33Cl2N3O3/c1-26(2,3)14-22-27(16-30,18-7-9-19(28)10-8-18)23(17-5-4-6-20(29)13-17)24(32-22)25(35)31-12-11-21(34)15-33/h4-10,13,21-24,32-34H,11-12,14-15H2,1-3H3,(H,31,35)/t21-,22-,23-,24+,27-/m0/s1" I09 InChIKey InChI 1.03 ZSZGGSIFAMXPIG-CPASSRBFSA-N I09 SMILES_CANONICAL CACTVS 3.370 "CC(C)(C)C[C@@H]1N[C@H]([C@H](c2cccc(Cl)c2)[C@@]1(C#N)c3ccc(Cl)cc3)C(=O)NCC[C@H](O)CO" I09 SMILES CACTVS 3.370 "CC(C)(C)C[CH]1N[CH]([CH](c2cccc(Cl)c2)[C]1(C#N)c3ccc(Cl)cc3)C(=O)NCC[CH](O)CO" I09 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)C[C@H]1[C@]([C@H]([C@@H](N1)C(=O)NCC[C@@H](CO)O)c2cccc(c2)Cl)(C#N)c3ccc(cc3)Cl" I09 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)CC1C(C(C(N1)C(=O)NCCC(CO)O)c2cccc(c2)Cl)(C#N)c3ccc(cc3)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 I09 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,4R,5S)-3-(3-chlorophenyl)-4-(4-chlorophenyl)-4-cyano-N-[(3S)-3,4-dihydroxybutyl]-5-(2,2-dimethylpropyl)-D-prolinamide" I09 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3R,4R,5S)-N-[(3S)-3,4-bis(oxidanyl)butyl]-3-(3-chlorophenyl)-4-(4-chlorophenyl)-4-cyano-5-(2,2-dimethylpropyl)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 I09 "Create component" 2013-04-01 RCSB I09 "Initial release" 2013-07-24 RCSB #