data_VYE # _chem_comp.id VYE _chem_comp.name "(3S,5R)-5-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-N-(3-methylbutyl)piperidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H35 Cl N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-11 _chem_comp.pdbx_modified_date 2012-12-14 _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 435.003 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VYE _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 3VYE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 VYE C1 C1 C 0 1 N N S 179.793 202.150 100.721 -2.830 0.886 0.188 C1 VYE 1 VYE C2 C2 C 0 1 N N N 179.424 203.616 100.517 -3.152 1.997 -0.814 C2 VYE 2 VYE N3 N3 N 0 1 N N N 179.510 204.020 99.122 -2.139 3.055 -0.716 N3 VYE 3 VYE C4 C4 C 0 1 N N N 178.623 203.216 98.283 -0.803 2.544 -1.050 C4 VYE 4 VYE C5 C5 C 0 1 N N R 178.956 201.729 98.362 -0.411 1.450 -0.055 C5 VYE 5 VYE C6 C6 C 0 1 N N N 178.991 201.209 99.801 -1.441 0.318 -0.115 C6 VYE 6 VYE N7 N7 N 0 1 N N N 178.108 200.935 97.474 0.916 0.924 -0.401 N7 VYE 7 VYE C8 C8 C 0 1 N N N 176.792 200.594 97.952 1.051 -0.479 0.012 C8 VYE 8 VYE C9 C9 C 0 1 N N N 175.850 200.006 96.883 2.461 -0.947 -0.211 C9 VYE 9 VYE N10 N10 N 0 1 N N N 176.417 199.635 95.674 3.483 -0.103 -0.391 N10 VYE 10 VYE C11 C11 C 0 1 N N N 177.860 199.785 95.391 3.319 1.347 -0.423 C11 VYE 11 VYE C12 C12 C 0 1 N N N 178.746 199.975 96.602 1.981 1.737 0.208 C12 VYE 12 VYE O13 O13 O 0 1 N N N 174.660 199.885 97.119 2.682 -2.139 -0.229 O13 VYE 13 VYE C14 C14 C 0 1 N N N 180.118 200.500 96.150 1.707 3.221 -0.046 C14 VYE 14 VYE C15 C15 C 0 1 N N N 178.931 198.641 97.340 2.028 1.475 1.715 C15 VYE 15 VYE C16 C16 C 0 1 Y N N 175.603 199.109 94.686 4.768 -0.635 -0.555 C16 VYE 16 VYE C17 C17 C 0 1 Y N N 175.304 197.763 94.585 5.578 -0.853 0.553 C17 VYE 17 VYE C18 C18 C 0 1 Y N N 174.487 197.252 93.592 6.846 -1.378 0.387 C18 VYE 18 VYE C19 C19 C 0 1 Y N N 173.950 198.135 92.661 7.308 -1.685 -0.880 C19 VYE 19 VYE C20 C20 C 0 1 Y N N 174.238 199.497 92.740 6.504 -1.468 -1.984 C20 VYE 20 VYE C21 C21 C 0 1 Y N N 175.067 199.986 93.754 5.233 -0.950 -1.824 C21 VYE 21 VYE CL1 CL1 CL 0 0 N N N 175.962 196.673 95.735 4.999 -0.467 2.143 CL1 VYE 22 VYE C23 C23 C 0 1 N N N 179.645 201.751 102.197 -3.858 -0.210 0.072 C23 VYE 23 VYE O24 O24 O 0 1 N N N 178.706 201.065 102.592 -3.514 -1.335 -0.222 O24 VYE 24 VYE N25 N25 N 0 1 N N N 180.635 202.223 102.977 -5.159 0.061 0.296 N25 VYE 25 VYE C26 C26 C 0 1 N N N 180.600 201.903 104.397 -6.159 -1.005 0.183 C26 VYE 26 VYE C27 C27 C 0 1 N N N 181.038 200.452 104.606 -7.547 -0.436 0.484 C27 VYE 27 VYE C28 C28 C 0 1 N N N 182.519 200.300 104.962 -8.590 -1.548 0.366 C28 VYE 28 VYE C29 C29 C 0 1 N N N 183.097 198.957 104.515 -9.959 -1.010 0.787 C29 VYE 29 VYE C30 C30 C 0 1 N N N 183.389 201.487 104.534 -8.657 -2.034 -1.083 C30 VYE 30 VYE H1 H1 H 0 1 N N N 180.855 202.038 100.457 -2.844 1.293 1.199 H1 VYE 31 VYE H2 H2 H 0 1 N N N 180.111 204.239 101.108 -3.152 1.586 -1.824 H2 VYE 32 VYE H3 H3 H 0 1 N N N 178.393 203.773 100.867 -4.135 2.413 -0.592 H3 VYE 33 VYE H4 H4 H 0 1 N N N 180.452 203.904 98.806 -2.145 3.479 0.199 H4 VYE 34 VYE H6 H6 H 0 1 N N N 178.724 203.548 97.239 -0.814 2.131 -2.059 H6 VYE 35 VYE H7 H7 H 0 1 N N N 177.586 203.366 98.617 -0.079 3.358 -0.999 H7 VYE 36 VYE H8 H8 H 0 1 N N N 179.984 201.631 97.983 -0.387 1.866 0.953 H8 VYE 37 VYE H9 H9 H 0 1 N N N 177.961 201.132 100.179 -1.189 -0.443 0.624 H9 VYE 38 VYE H10 H10 H 0 1 N N N 179.460 200.214 99.810 -1.438 -0.124 -1.111 H10 VYE 39 VYE H12 H12 H 0 1 N N N 176.327 201.506 98.354 0.803 -0.571 1.069 H12 VYE 40 VYE H13 H13 H 0 1 N N N 176.902 199.853 98.757 0.370 -1.096 -0.574 H13 VYE 41 VYE H14 H14 H 0 1 N N N 178.197 198.881 94.863 4.131 1.815 0.134 H14 VYE 42 VYE H15 H15 H 0 1 N N N 177.988 200.660 94.737 3.346 1.691 -1.457 H15 VYE 43 VYE H16 H16 H 0 1 N N N 180.765 200.639 97.028 1.590 3.391 -1.116 H16 VYE 44 VYE H17 H17 H 0 1 N N N 180.581 199.774 95.465 0.794 3.516 0.471 H17 VYE 45 VYE H18 H18 H 0 1 N N N 179.990 201.462 95.633 2.543 3.814 0.326 H18 VYE 46 VYE H19 H19 H 0 1 N N N 179.577 198.793 98.218 2.826 2.068 2.162 H19 VYE 47 VYE H20 H20 H 0 1 N N N 177.951 198.264 97.667 1.074 1.753 2.162 H20 VYE 48 VYE H21 H21 H 0 1 N N N 179.398 197.910 96.664 2.218 0.417 1.893 H21 VYE 49 VYE H22 H22 H 0 1 N N N 174.272 196.195 93.541 7.476 -1.548 1.247 H22 VYE 50 VYE H23 H23 H 0 1 N N N 173.308 197.765 91.875 8.301 -2.090 -1.008 H23 VYE 51 VYE H24 H24 H 0 1 N N N 173.818 200.178 92.014 6.868 -1.709 -2.972 H24 VYE 52 VYE H25 H25 H 0 1 N N N 175.289 201.041 93.812 4.606 -0.781 -2.687 H25 VYE 53 VYE H26 H26 H 0 1 N N N 181.373 202.777 102.592 -5.434 0.961 0.531 H26 VYE 54 VYE H27 H27 H 0 1 N N N 181.282 202.573 104.940 -6.144 -1.411 -0.828 H27 VYE 55 VYE H28 H28 H 0 1 N N N 179.576 202.035 104.777 -5.928 -1.796 0.896 H28 VYE 56 VYE H29 H29 H 0 1 N N N 180.439 200.023 105.423 -7.561 -0.029 1.495 H29 VYE 57 VYE H30 H30 H 0 1 N N N 180.845 199.894 103.678 -7.777 0.356 -0.229 H30 VYE 58 VYE H31 H31 H 0 1 N N N 182.558 200.287 106.061 -8.311 -2.379 1.015 H31 VYE 59 VYE H32 H32 H 0 1 N N N 182.435 198.144 104.847 -10.238 -0.180 0.139 H32 VYE 60 VYE H33 H33 H 0 1 N N N 183.177 198.939 103.418 -10.703 -1.803 0.704 H33 VYE 61 VYE H34 H34 H 0 1 N N N 184.095 198.822 104.958 -9.912 -0.664 1.820 H34 VYE 62 VYE H35 H35 H 0 1 N N N 182.928 202.424 104.880 -7.682 -2.417 -1.383 H35 VYE 63 VYE H36 H36 H 0 1 N N N 184.391 201.386 104.977 -9.401 -2.827 -1.167 H36 VYE 64 VYE H37 H37 H 0 1 N N N 183.473 201.503 103.437 -8.936 -1.204 -1.732 H37 VYE 65 # 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 VYE C19 C20 DOUB Y N 1 VYE C19 C18 SING Y N 2 VYE C20 C21 SING Y N 3 VYE C18 C17 DOUB Y N 4 VYE C21 C16 DOUB Y N 5 VYE C17 C16 SING Y N 6 VYE C17 CL1 SING N N 7 VYE C16 N10 SING N N 8 VYE C11 N10 SING N N 9 VYE C11 C12 SING N N 10 VYE N10 C9 SING N N 11 VYE C14 C12 SING N N 12 VYE C12 C15 SING N N 13 VYE C12 N7 SING N N 14 VYE C9 O13 DOUB N N 15 VYE C9 C8 SING N N 16 VYE N7 C8 SING N N 17 VYE N7 C5 SING N N 18 VYE C4 C5 SING N N 19 VYE C4 N3 SING N N 20 VYE C5 C6 SING N N 21 VYE N3 C2 SING N N 22 VYE C6 C1 SING N N 23 VYE C2 C1 SING N N 24 VYE C1 C23 SING N N 25 VYE C23 O24 DOUB N N 26 VYE C23 N25 SING N N 27 VYE N25 C26 SING N N 28 VYE C26 C27 SING N N 29 VYE C29 C28 SING N N 30 VYE C30 C28 SING N N 31 VYE C27 C28 SING N N 32 VYE C1 H1 SING N N 33 VYE C2 H2 SING N N 34 VYE C2 H3 SING N N 35 VYE N3 H4 SING N N 36 VYE C4 H6 SING N N 37 VYE C4 H7 SING N N 38 VYE C5 H8 SING N N 39 VYE C6 H9 SING N N 40 VYE C6 H10 SING N N 41 VYE C8 H12 SING N N 42 VYE C8 H13 SING N N 43 VYE C11 H14 SING N N 44 VYE C11 H15 SING N N 45 VYE C14 H16 SING N N 46 VYE C14 H17 SING N N 47 VYE C14 H18 SING N N 48 VYE C15 H19 SING N N 49 VYE C15 H20 SING N N 50 VYE C15 H21 SING N N 51 VYE C18 H22 SING N N 52 VYE C19 H23 SING N N 53 VYE C20 H24 SING N N 54 VYE C21 H25 SING N N 55 VYE N25 H26 SING N N 56 VYE C26 H27 SING N N 57 VYE C26 H28 SING N N 58 VYE C27 H29 SING N N 59 VYE C27 H30 SING N N 60 VYE C28 H31 SING N N 61 VYE C29 H32 SING N N 62 VYE C29 H33 SING N N 63 VYE C29 H34 SING N N 64 VYE C30 H35 SING N N 65 VYE C30 H36 SING N N 66 VYE C30 H37 SING N N 67 # 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 VYE SMILES ACDLabs 12.01 "Clc3ccccc3N2C(=O)CN(C1CNCC(C(=O)NCCC(C)C)C1)C(C2)(C)C" VYE InChI InChI 1.03 "InChI=1S/C23H35ClN4O2/c1-16(2)9-10-26-22(30)17-11-18(13-25-12-17)28-14-21(29)27(15-23(28,3)4)20-8-6-5-7-19(20)24/h5-8,16-18,25H,9-15H2,1-4H3,(H,26,30)/t17-,18+/m0/s1" VYE InChIKey InChI 1.03 OIPASSZLGANZOF-ZWKOTPCHSA-N VYE SMILES_CANONICAL CACTVS 3.370 "CC(C)CCNC(=O)[C@@H]1CNC[C@@H](C1)N2CC(=O)N(CC2(C)C)c3ccccc3Cl" VYE SMILES CACTVS 3.370 "CC(C)CCNC(=O)[CH]1CNC[CH](C1)N2CC(=O)N(CC2(C)C)c3ccccc3Cl" VYE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)CCNC(=O)[C@H]1C[C@H](CNC1)N2CC(=O)N(CC2(C)C)c3ccccc3Cl" VYE SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CCNC(=O)C1CC(CNC1)N2CC(=O)N(CC2(C)C)c3ccccc3Cl" # 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 VYE "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,5R)-5-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-N-(3-methylbutyl)piperidine-3-carboxamide" VYE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S,5R)-5-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxidanylidene-piperazin-1-yl]-N-(3-methylbutyl)piperidine-3-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 VYE "Create component" 2012-10-11 PDBJ VYE "Initial release" 2012-12-14 RCSB #