data_25B # _chem_comp.id 25B _chem_comp.name "(1R,2R)-2-[(4-chlorophenyl)carbonyl]-N-{(1S)-1-[2-(phenylsulfonyl)ethyl]pentyl}cyclohexanecarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H34 Cl N O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(1R,2R)-2-(4-chlorobenzoyl)-N-((S,E)-1-(phenylsulfonyl)hept-1-en-3-yl)cyclohexanecarboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-05-13 _chem_comp.pdbx_modified_date 2020-06-17 _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 504.081 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 25B _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 3HD3 _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 25B O38 O38 O 0 1 N N N 12.423 -18.929 27.689 -5.669 1.032 -1.140 O38 25B 1 25B S29 S29 S 0 1 N N N 12.831 -18.796 26.358 -5.258 0.977 0.220 S29 25B 2 25B O37 O37 O 0 1 N N N 12.314 -19.898 25.651 -5.729 1.926 1.167 O37 25B 3 25B C29 C29 C 0 1 Y N N 14.471 -18.763 26.295 -5.885 -0.564 0.800 C29 25B 4 25B C30 C30 C 0 1 Y N N 15.189 -19.773 25.663 -6.096 -1.603 -0.087 C30 25B 5 25B C31 C31 C 0 1 Y N N 16.593 -19.746 25.610 -6.589 -2.812 0.368 C31 25B 6 25B C32 C32 C 0 1 Y N N 17.308 -18.713 26.203 -6.869 -2.982 1.711 C32 25B 7 25B C33 C33 C 0 1 Y N N 16.597 -17.696 26.840 -6.656 -1.944 2.599 C33 25B 8 25B C34 C34 C 0 1 Y N N 15.187 -17.756 26.874 -6.160 -0.736 2.144 C34 25B 9 25B C37 C37 C 0 1 N N N 12.229 -17.342 25.764 -3.456 0.804 0.333 C37 25B 10 25B C10 C10 C 0 1 N N N 10.772 -17.346 25.244 -2.789 2.094 -0.149 C10 25B 11 25B C11 C11 C 0 1 N N S 10.635 -17.180 23.703 -1.269 1.948 -0.053 C11 25B 12 25B C20 C20 C 0 1 N N N 11.559 -18.089 22.889 -0.605 3.278 -0.416 C20 25B 13 25B C21 C21 C 0 1 N N N 11.127 -18.005 21.432 0.905 3.170 -0.200 C21 25B 14 25B C23 C23 C 0 1 N N N 12.003 -18.875 20.525 1.569 4.500 -0.563 C23 25B 15 25B C24 C24 C 0 1 N N N 11.889 -20.326 20.912 3.080 4.392 -0.347 C24 25B 16 25B N12 N12 N 0 1 N N N 10.998 -15.772 23.441 -0.818 0.908 -0.981 N12 25B 17 25B C13 C13 C 0 1 N N N 10.172 -14.842 22.974 0.334 0.249 -0.747 C13 25B 18 25B O39 O39 O 0 1 N N N 8.939 -15.145 22.644 0.998 0.517 0.232 O39 25B 19 25B C14 C14 C 0 1 N N R 10.632 -13.409 22.851 0.797 -0.820 -1.702 C14 25B 20 25B C15 C15 C 0 1 N N N 10.082 -12.543 24.024 -0.255 -1.929 -1.775 C15 25B 21 25B C16 C16 C 0 1 N N N 10.606 -11.080 23.956 0.216 -3.015 -2.745 C16 25B 22 25B C17 C17 C 0 1 N N N 10.294 -10.473 22.613 1.541 -3.601 -2.251 C17 25B 23 25B C18 C18 C 0 1 N N N 10.783 -11.357 21.483 2.592 -2.492 -2.178 C18 25B 24 25B C19 C19 C 0 1 N N R 10.258 -12.806 21.512 2.122 -1.406 -1.208 C19 25B 25 25B C39 C39 C 0 1 N N N 10.821 -13.600 20.379 3.158 -0.314 -1.136 C39 25B 26 25B O41 O41 O 0 1 N N N 11.928 -14.146 20.420 3.051 0.671 -1.836 O41 25B 27 25B C40 C40 C 0 1 Y N N 9.980 -13.881 19.168 4.299 -0.442 -0.217 C40 25B 28 25B C41 C41 C 0 1 Y N N 8.753 -13.271 19.011 5.262 0.570 -0.147 C41 25B 29 25B C45 C45 C 0 1 Y N N 10.386 -14.897 18.296 4.423 -1.574 0.596 C45 25B 30 25B C44 C44 C 0 1 Y N N 9.584 -15.239 17.211 5.494 -1.687 1.455 C44 25B 31 25B C43 C43 C 0 1 Y N N 8.412 -14.591 17.048 6.448 -0.683 1.515 C43 25B 32 25B CL22 CL22 CL 0 0 N N N 7.391 -15.057 15.635 7.794 -0.834 2.601 CL22 25B 33 25B C42 C42 C 0 1 Y N N 7.950 -13.630 17.914 6.329 0.443 0.717 C42 25B 34 25B H30 H30 H 0 1 N N N 14.657 -20.594 25.204 -5.878 -1.470 -1.136 H30 25B 35 25B H31 H31 H 0 1 N N N 17.123 -20.538 25.102 -6.754 -3.623 -0.325 H31 25B 36 25B H32 H32 H 0 1 N N N 18.387 -18.698 26.172 -7.254 -3.926 2.067 H32 25B 37 25B H33 H33 H 0 1 N N N 17.120 -16.872 27.302 -6.876 -2.077 3.648 H33 25B 38 25B H34 H34 H 0 1 N N N 14.650 -16.968 27.382 -5.990 0.074 2.838 H34 25B 39 25B H37 H37 H 0 1 N N N 12.276 -16.614 26.587 -3.174 0.614 1.369 H37 25B 40 25B H37A H37A H 0 0 N N N 12.850 -17.107 24.887 -3.131 -0.028 -0.290 H37A 25B 41 25B H10 H10 H 0 1 N N N 10.319 -18.309 25.520 -3.071 2.284 -1.184 H10 25B 42 25B H10A H10A H 0 0 N N N 10.272 -16.479 25.700 -3.114 2.927 0.475 H10A 25B 43 25B H11 H11 H 0 1 N N N 9.615 -17.455 23.397 -0.994 1.671 0.965 H11 25B 44 25B H20 H20 H 0 1 N N N 12.602 -17.756 22.993 -0.807 3.512 -1.461 H20 25B 45 25B H20A H20A H 0 0 N N N 11.493 -19.126 23.250 -1.007 4.070 0.217 H20A 25B 46 25B H21 H21 H 0 1 N N N 10.086 -18.351 21.353 1.107 2.937 0.845 H21 25B 47 25B H21A H21A H 0 0 N N N 11.228 -16.960 21.105 1.307 2.379 -0.833 H21A 25B 48 25B H23 H23 H 0 1 N N N 11.674 -18.754 19.483 1.367 4.734 -1.609 H23 25B 49 25B H23A H23A H 0 0 N N N 13.051 -18.559 20.634 1.167 5.291 0.070 H23A 25B 50 25B H24 H24 H 0 1 N N N 11.861 -20.947 20.004 3.553 5.339 -0.606 H24 25B 51 25B H24A H24A H 0 0 N N N 12.757 -20.611 21.525 3.282 4.159 0.698 H24A 25B 52 25B H24B H24B H 0 0 N N N 10.966 -20.480 21.490 3.482 3.601 -0.981 H24B 25B 53 25B HN12 HN12 H 0 0 N N N 11.941 -15.497 23.630 -1.349 0.694 -1.764 HN12 25B 54 25B H14 H14 H 0 1 N N N 11.730 -13.415 22.911 0.938 -0.387 -2.692 H14 25B 55 25B H15 H15 H 0 1 N N N 8.984 -12.527 23.966 -0.395 -2.362 -0.785 H15 25B 56 25B H15A H15A H 0 0 N N N 10.426 -12.987 24.970 -1.198 -1.512 -2.127 H15A 25B 57 25B H16 H16 H 0 1 N N N 10.120 -10.485 24.743 -0.533 -3.805 -2.797 H16 25B 58 25B H16A H16A H 0 0 N N N 11.696 -11.084 24.102 0.357 -2.582 -3.735 H16A 25B 59 25B H17 H17 H 0 1 N N N 9.205 -10.350 22.523 1.400 -4.034 -1.260 H17 25B 60 25B H17A H17A H 0 0 N N N 10.806 -9.502 22.542 1.876 -4.374 -2.941 H17A 25B 61 25B H18 H18 H 0 1 N N N 10.453 -10.902 20.537 3.536 -2.909 -1.826 H18 25B 62 25B H18A H18A H 0 0 N N N 11.876 -11.422 21.591 2.733 -2.059 -3.168 H18A 25B 63 25B H19 H19 H 0 1 N N N 9.165 -12.818 21.392 1.981 -1.839 -0.218 H19 25B 64 25B H41 H41 H 0 1 N N N 8.414 -12.529 19.719 5.171 1.448 -0.769 H41 25B 65 25B H45 H45 H 0 1 N N N 11.319 -15.414 18.464 3.680 -2.356 0.551 H45 25B 66 25B H44 H44 H 0 1 N N N 9.893 -16.005 16.516 5.591 -2.560 2.084 H44 25B 67 25B H42 H42 H 0 1 N N N 6.991 -13.160 17.756 7.076 1.222 0.768 H42 25B 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 25B S29 O38 DOUB N N 1 25B O37 S29 DOUB N N 2 25B C37 S29 SING N N 3 25B C29 S29 SING N N 4 25B C30 C29 DOUB Y N 5 25B C29 C34 SING Y N 6 25B C31 C30 SING Y N 7 25B C30 H30 SING N N 8 25B C31 C32 DOUB Y N 9 25B C31 H31 SING N N 10 25B C32 C33 SING Y N 11 25B C32 H32 SING N N 12 25B C33 C34 DOUB Y N 13 25B C33 H33 SING N N 14 25B C34 H34 SING N N 15 25B C10 C37 SING N N 16 25B C37 H37 SING N N 17 25B C37 H37A SING N N 18 25B C11 C10 SING N N 19 25B C10 H10 SING N N 20 25B C10 H10A SING N N 21 25B C20 C11 SING N N 22 25B N12 C11 SING N N 23 25B C11 H11 SING N N 24 25B C21 C20 SING N N 25 25B C20 H20 SING N N 26 25B C20 H20A SING N N 27 25B C23 C21 SING N N 28 25B C21 H21 SING N N 29 25B C21 H21A SING N N 30 25B C23 C24 SING N N 31 25B C23 H23 SING N N 32 25B C23 H23A SING N N 33 25B C24 H24 SING N N 34 25B C24 H24A SING N N 35 25B C24 H24B SING N N 36 25B C13 N12 SING N N 37 25B N12 HN12 SING N N 38 25B O39 C13 DOUB N N 39 25B C14 C13 SING N N 40 25B C19 C14 SING N N 41 25B C14 C15 SING N N 42 25B C14 H14 SING N N 43 25B C16 C15 SING N N 44 25B C15 H15 SING N N 45 25B C15 H15A SING N N 46 25B C17 C16 SING N N 47 25B C16 H16 SING N N 48 25B C16 H16A SING N N 49 25B C18 C17 SING N N 50 25B C17 H17 SING N N 51 25B C17 H17A SING N N 52 25B C18 C19 SING N N 53 25B C18 H18 SING N N 54 25B C18 H18A SING N N 55 25B C39 C19 SING N N 56 25B C19 H19 SING N N 57 25B C40 C39 SING N N 58 25B C39 O41 DOUB N N 59 25B C45 C40 DOUB Y N 60 25B C41 C40 SING Y N 61 25B C42 C41 DOUB Y N 62 25B C41 H41 SING N N 63 25B C44 C45 SING Y N 64 25B C45 H45 SING N N 65 25B C43 C44 DOUB Y N 66 25B C44 H44 SING N N 67 25B CL22 C43 SING N N 68 25B C43 C42 SING Y N 69 25B C42 H42 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 25B SMILES ACDLabs 10.04 "O=C(c1ccc(Cl)cc1)C3C(C(=O)NC(CCS(=O)(=O)c2ccccc2)CCCC)CCCC3" 25B SMILES_CANONICAL CACTVS 3.341 "CCCC[C@@H](CC[S](=O)(=O)c1ccccc1)NC(=O)[C@@H]2CCCC[C@H]2C(=O)c3ccc(Cl)cc3" 25B SMILES CACTVS 3.341 "CCCC[CH](CC[S](=O)(=O)c1ccccc1)NC(=O)[CH]2CCCC[CH]2C(=O)c3ccc(Cl)cc3" 25B SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCC[C@@H](CCS(=O)(=O)c1ccccc1)NC(=O)[C@@H]2CCCC[C@H]2C(=O)c3ccc(cc3)Cl" 25B SMILES "OpenEye OEToolkits" 1.5.0 "CCCCC(CCS(=O)(=O)c1ccccc1)NC(=O)C2CCCCC2C(=O)c3ccc(cc3)Cl" 25B InChI InChI 1.03 "InChI=1S/C27H34ClNO4S/c1-2-3-9-22(18-19-34(32,33)23-10-5-4-6-11-23)29-27(31)25-13-8-7-12-24(25)26(30)20-14-16-21(28)17-15-20/h4-6,10-11,14-17,22,24-25H,2-3,7-9,12-13,18-19H2,1H3,(H,29,31)/t22-,24+,25+/m0/s1" 25B InChIKey InChI 1.03 GOPKEHWOLDXUST-ICDZXHCJSA-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 25B "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,2R)-2-[(4-chlorophenyl)carbonyl]-N-{(1S)-1-[2-(phenylsulfonyl)ethyl]pentyl}cyclohexanecarboxamide" 25B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,2R)-2-(4-chlorophenyl)carbonyl-N-[(3S)-1-(phenylsulfonyl)heptan-3-yl]cyclohexane-1-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 25B "Create component" 2009-05-13 RCSB 25B "Modify aromatic_flag" 2011-06-04 RCSB 25B "Modify descriptor" 2011-06-04 RCSB 25B "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 25B _pdbx_chem_comp_synonyms.name "(1R,2R)-2-(4-chlorobenzoyl)-N-((S,E)-1-(phenylsulfonyl)hept-1-en-3-yl)cyclohexanecarboxamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##