data_VYF # _chem_comp.id VYF _chem_comp.name "(3S,5R)-5-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-N-(2,6-dimethylheptan-4-yl)piperidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H43 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 491.109 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VYF _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 3VYF _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 VYF C1 C1 C 0 1 N N S 179.904 202.062 100.634 -2.329 0.915 -0.632 C1 VYF 1 VYF C2 C2 C 0 1 N N N 179.568 203.549 100.472 -2.598 1.120 -2.124 C2 VYF 2 VYF N3 N3 N 0 1 N N N 179.660 204.005 99.088 -1.562 1.992 -2.695 N3 VYF 3 VYF C4 C4 C 0 1 N N N 178.753 203.247 98.234 -0.231 1.383 -2.574 C4 VYF 4 VYF C5 C5 C 0 1 N N R 179.069 201.751 98.243 0.108 1.186 -1.094 C5 VYF 5 VYF C6 C6 C 0 1 N N N 179.122 201.168 99.662 -0.946 0.283 -0.449 C6 VYF 6 VYF N7 N7 N 0 1 N N N 178.240 200.991 97.297 1.431 0.559 -0.974 N7 VYF 7 VYF C8 C8 C 0 1 N N N 177.108 200.361 97.939 1.523 -0.245 0.252 C8 VYF 8 VYF C9 C9 C 0 1 N N N 176.108 199.856 96.902 2.927 -0.749 0.431 C9 VYF 9 VYF N10 N10 N 0 1 N N N 176.658 199.354 95.749 3.973 -0.223 -0.216 N10 VYF 10 VYF C11 C11 C 0 1 N N N 178.125 199.303 95.529 3.843 0.863 -1.183 C11 VYF 11 VYF C12 C12 C 0 1 N N N 179.014 199.996 96.572 2.500 1.571 -0.999 C12 VYF 12 VYF O13 O13 O 0 1 N N N 174.903 199.909 97.110 3.121 -1.671 1.195 O13 VYF 13 VYF C14 C14 C 0 1 N N N 179.561 198.944 97.542 2.503 2.345 0.321 C14 VYF 14 VYF C15 C15 C 0 1 N N N 180.180 200.681 95.857 2.265 2.536 -2.163 C15 VYF 15 VYF C16 C16 C 0 1 Y N N 175.823 198.874 94.753 5.248 -0.737 0.045 C16 VYF 16 VYF C17 C17 C 0 1 Y N N 175.444 197.542 94.656 6.026 -0.189 1.059 C17 VYF 17 VYF C18 C18 C 0 1 Y N N 174.610 197.089 93.650 7.285 -0.699 1.314 C18 VYF 18 VYF C19 C19 C 0 1 Y N N 174.126 198.000 92.718 7.771 -1.753 0.562 C19 VYF 19 VYF C20 C20 C 0 1 Y N N 174.494 199.343 92.800 6.999 -2.300 -0.447 C20 VYF 20 VYF C21 C21 C 0 1 Y N N 175.336 199.783 93.821 5.737 -1.799 -0.703 C21 VYF 21 VYF CL1 CL1 CL 0 0 N N N 176.041 196.402 95.813 5.417 1.135 2.002 CL1 VYF 22 VYF C23 C23 C 0 1 N N N 179.639 201.635 102.081 -3.379 0.004 -0.052 C23 VYF 23 VYF O24 O24 O 0 1 N N N 178.647 200.988 102.392 -3.055 -1.047 0.460 O24 VYF 24 VYF N25 N25 N 0 1 N N N 180.594 202.048 102.938 -4.679 0.357 -0.101 N25 VYF 25 VYF C26 C26 C 0 1 N N N 180.440 201.703 104.342 -5.701 -0.529 0.463 C26 VYF 26 VYF C27 C27 C 0 1 N N N 181.094 200.348 104.640 -6.931 0.293 0.853 C27 VYF 27 VYF C28 C28 C 0 1 N N N 180.985 202.833 105.221 -6.097 -1.578 -0.578 C28 VYF 28 VYF C29 C29 C 0 1 N N N 180.193 204.141 105.100 -4.898 -2.480 -0.875 C29 VYF 29 VYF C30 C30 C 0 1 N N N 178.687 203.927 104.925 -4.534 -3.274 0.380 C30 VYF 30 VYF C31 C31 C 0 1 N N N 180.782 205.101 104.067 -5.256 -3.448 -2.005 C31 VYF 31 VYF C32 C32 C 0 1 N N N 182.480 200.183 104.009 -6.548 1.298 1.941 C32 VYF 32 VYF C33 C33 C 0 1 N N N 183.519 201.142 104.592 -7.742 2.207 2.238 C33 VYF 33 VYF C34 C34 C 0 1 N N N 182.955 198.730 104.017 -6.151 0.546 3.213 C34 VYF 34 VYF H1 H1 H 0 1 N N N 180.977 201.930 100.430 -2.360 1.878 -0.121 H1 VYF 35 VYF H2 H2 H 0 1 N N N 180.270 204.136 101.082 -2.581 0.156 -2.632 H2 VYF 36 VYF H3 H3 H 0 1 N N N 178.542 203.718 100.830 -3.576 1.584 -2.257 H3 VYF 37 VYF H4 H4 H 0 1 N N N 180.598 203.881 98.763 -1.583 2.905 -2.267 H4 VYF 38 VYF H6 H6 H 0 1 N N N 178.840 203.622 97.203 -0.226 0.418 -3.079 H6 VYF 39 VYF H7 H7 H 0 1 N N N 177.723 203.394 98.592 0.510 2.037 -3.033 H7 VYF 40 VYF H8 H8 H 0 1 N N N 180.099 201.674 97.865 0.117 2.153 -0.591 H8 VYF 41 VYF H9 H9 H 0 1 N N N 178.094 201.055 100.036 -0.732 0.176 0.615 H9 VYF 42 VYF H10 H10 H 0 1 N N N 179.608 200.182 99.621 -0.928 -0.696 -0.926 H10 VYF 43 VYF H12 H12 H 0 1 N N N 176.611 201.093 98.593 1.247 0.369 1.109 H12 VYF 44 VYF H13 H13 H 0 1 N N N 177.462 199.512 98.542 0.842 -1.093 0.180 H13 VYF 45 VYF H14 H14 H 0 1 N N N 178.418 198.243 95.495 4.652 1.578 -1.034 H14 VYF 46 VYF H15 H15 H 0 1 N N N 178.330 199.771 94.555 3.903 0.458 -2.193 H15 VYF 47 VYF H16 H16 H 0 1 N N N 180.199 199.433 98.293 3.304 3.085 0.306 H16 VYF 48 VYF H17 H17 H 0 1 N N N 178.723 198.439 98.046 1.545 2.848 0.450 H17 VYF 49 VYF H18 H18 H 0 1 N N N 180.153 198.204 96.984 2.664 1.652 1.147 H18 VYF 50 VYF H19 H19 H 0 1 N N N 180.822 201.180 96.597 2.167 1.971 -3.090 H19 VYF 51 VYF H20 H20 H 0 1 N N N 180.767 199.929 95.310 1.352 3.104 -1.985 H20 VYF 52 VYF H21 H21 H 0 1 N N N 179.789 201.426 95.149 3.109 3.221 -2.243 H21 VYF 53 VYF H22 H22 H 0 1 N N N 174.339 196.045 93.589 7.890 -0.274 2.101 H22 VYF 54 VYF H23 H23 H 0 1 N N N 173.465 197.668 91.931 8.757 -2.146 0.759 H23 VYF 55 VYF H24 H24 H 0 1 N N N 174.125 200.046 92.068 7.382 -3.123 -1.033 H24 VYF 56 VYF H25 H25 H 0 1 N N N 175.609 200.826 93.887 5.136 -2.227 -1.491 H25 VYF 57 VYF H26 H26 H 0 1 N N N 181.382 202.574 102.619 -4.939 1.197 -0.510 H26 VYF 58 VYF H27 H27 H 0 1 N N N 179.366 201.605 104.560 -5.302 -1.027 1.347 H27 VYF 59 VYF H28 H28 H 0 1 N N N 180.439 199.553 104.253 -7.302 0.828 -0.022 H28 VYF 60 VYF H29 H29 H 0 1 N N N 181.194 200.242 105.730 -7.708 -0.372 1.229 H29 VYF 61 VYF H30 H30 H 0 1 N N N 180.954 202.503 106.270 -6.919 -2.181 -0.191 H30 VYF 62 VYF H31 H31 H 0 1 N N N 182.027 203.029 104.929 -6.413 -1.079 -1.494 H31 VYF 63 VYF H32 H32 H 0 1 N N N 180.308 204.645 106.071 -4.049 -1.868 -1.177 H32 VYF 64 VYF H33 H33 H 0 1 N N N 178.323 203.230 105.694 -5.383 -3.887 0.683 H33 VYF 65 VYF H34 H34 H 0 1 N N N 178.166 204.890 105.027 -3.679 -3.917 0.169 H34 VYF 66 VYF H35 H35 H 0 1 N N N 178.490 203.508 103.927 -4.279 -2.585 1.185 H35 VYF 67 VYF H36 H36 H 0 1 N N N 181.862 205.213 104.244 -5.516 -2.883 -2.900 H36 VYF 68 VYF H37 H37 H 0 1 N N N 180.616 204.699 103.057 -4.402 -4.091 -2.217 H37 VYF 69 VYF H38 H38 H 0 1 N N N 180.292 206.082 104.157 -6.106 -4.061 -1.703 H38 VYF 70 VYF H39 H39 H 0 1 N N N 182.368 200.461 102.951 -5.708 1.902 1.599 H39 VYF 71 VYF H40 H40 H 0 1 N N N 183.128 202.170 104.562 -8.553 1.615 2.663 H40 VYF 72 VYF H41 H41 H 0 1 N N N 183.733 200.861 105.634 -7.444 2.978 2.949 H41 VYF 73 VYF H42 H42 H 0 1 N N N 184.444 201.085 103.999 -8.081 2.676 1.314 H42 VYF 74 VYF H43 H43 H 0 1 N N N 182.173 198.086 103.589 -6.991 -0.058 3.555 H43 VYF 75 VYF H44 H44 H 0 1 N N N 183.873 198.641 103.417 -5.300 -0.102 3.001 H44 VYF 76 VYF H45 H45 H 0 1 N N N 183.162 198.418 105.051 -5.879 1.262 3.989 H45 VYF 77 # 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 VYF C19 C20 DOUB Y N 1 VYF C19 C18 SING Y N 2 VYF C20 C21 SING Y N 3 VYF C18 C17 DOUB Y N 4 VYF C21 C16 DOUB Y N 5 VYF C17 C16 SING Y N 6 VYF C17 CL1 SING N N 7 VYF C16 N10 SING N N 8 VYF C11 N10 SING N N 9 VYF C11 C12 SING N N 10 VYF N10 C9 SING N N 11 VYF C15 C12 SING N N 12 VYF C12 N7 SING N N 13 VYF C12 C14 SING N N 14 VYF C9 O13 DOUB N N 15 VYF C9 C8 SING N N 16 VYF N7 C8 SING N N 17 VYF N7 C5 SING N N 18 VYF C4 C5 SING N N 19 VYF C4 N3 SING N N 20 VYF C5 C6 SING N N 21 VYF N3 C2 SING N N 22 VYF C6 C1 SING N N 23 VYF C2 C1 SING N N 24 VYF C1 C23 SING N N 25 VYF C23 O24 DOUB N N 26 VYF C23 N25 SING N N 27 VYF N25 C26 SING N N 28 VYF C32 C34 SING N N 29 VYF C32 C33 SING N N 30 VYF C32 C27 SING N N 31 VYF C31 C29 SING N N 32 VYF C26 C27 SING N N 33 VYF C26 C28 SING N N 34 VYF C30 C29 SING N N 35 VYF C29 C28 SING N N 36 VYF C1 H1 SING N N 37 VYF C2 H2 SING N N 38 VYF C2 H3 SING N N 39 VYF N3 H4 SING N N 40 VYF C4 H6 SING N N 41 VYF C4 H7 SING N N 42 VYF C5 H8 SING N N 43 VYF C6 H9 SING N N 44 VYF C6 H10 SING N N 45 VYF C8 H12 SING N N 46 VYF C8 H13 SING N N 47 VYF C11 H14 SING N N 48 VYF C11 H15 SING N N 49 VYF C14 H16 SING N N 50 VYF C14 H17 SING N N 51 VYF C14 H18 SING N N 52 VYF C15 H19 SING N N 53 VYF C15 H20 SING N N 54 VYF C15 H21 SING N N 55 VYF C18 H22 SING N N 56 VYF C19 H23 SING N N 57 VYF C20 H24 SING N N 58 VYF C21 H25 SING N N 59 VYF N25 H26 SING N N 60 VYF C26 H27 SING N N 61 VYF C27 H28 SING N N 62 VYF C27 H29 SING N N 63 VYF C28 H30 SING N N 64 VYF C28 H31 SING N N 65 VYF C29 H32 SING N N 66 VYF C30 H33 SING N N 67 VYF C30 H34 SING N N 68 VYF C30 H35 SING N N 69 VYF C31 H36 SING N N 70 VYF C31 H37 SING N N 71 VYF C31 H38 SING N N 72 VYF C32 H39 SING N N 73 VYF C33 H40 SING N N 74 VYF C33 H41 SING N N 75 VYF C33 H42 SING N N 76 VYF C34 H43 SING N N 77 VYF C34 H44 SING N N 78 VYF C34 H45 SING N N 79 # 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 VYF SMILES ACDLabs 12.01 "Clc3ccccc3N2C(=O)CN(C1CNCC(C(=O)NC(CC(C)C)CC(C)C)C1)C(C2)(C)C" VYF InChI InChI 1.03 "InChI=1S/C27H43ClN4O2/c1-18(2)11-21(12-19(3)4)30-26(34)20-13-22(15-29-14-20)32-16-25(33)31(17-27(32,5)6)24-10-8-7-9-23(24)28/h7-10,18-22,29H,11-17H2,1-6H3,(H,30,34)/t20-,22+/m0/s1" VYF InChIKey InChI 1.03 VVEBLTKFUFYNOR-RBBKRZOGSA-N VYF SMILES_CANONICAL CACTVS 3.370 "CC(C)CC(CC(C)C)NC(=O)[C@@H]1CNC[C@@H](C1)N2CC(=O)N(CC2(C)C)c3ccccc3Cl" VYF SMILES CACTVS 3.370 "CC(C)CC(CC(C)C)NC(=O)[CH]1CNC[CH](C1)N2CC(=O)N(CC2(C)C)c3ccccc3Cl" VYF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)CC(CC(C)C)NC(=O)[C@H]1C[C@H](CNC1)N2CC(=O)N(CC2(C)C)c3ccccc3Cl" VYF SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CC(CC(C)C)NC(=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 VYF "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,5R)-5-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-N-(2,6-dimethylheptan-4-yl)piperidine-3-carboxamide" VYF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S,5R)-5-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxidanylidene-piperazin-1-yl]-N-(2,6-dimethylheptan-4-yl)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 VYF "Create component" 2012-10-11 PDBJ VYF "Initial release" 2012-12-14 RCSB #