data_HHE # _chem_comp.id HHE _chem_comp.name "(2R,4S,5S)-5-amino-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-2-ethyl-4-hydroxy-N-[(1R,2S,3S,5S,7S)-5-hydroxytricyclo[3.3.1.1~3,7~]dec-2-yl]hexanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H45 Cl N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-10 _chem_comp.pdbx_modified_date 2013-05-10 _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 561.156 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HHE _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 3VUC _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 HHE C1 C1 C 0 1 N N N 181.361 200.624 104.639 -6.372 0.324 0.468 C1 HHE 1 HHE C2 C2 C 0 1 N N S 182.780 200.149 104.301 -6.649 1.462 -0.516 C2 HHE 2 HHE C3 C3 C 0 1 N N R 181.383 201.118 106.082 -7.620 -0.553 0.597 C3 HHE 3 HHE C4 C4 C 0 1 N N N 183.136 198.961 105.202 -7.816 2.308 -0.003 C4 HHE 4 HHE C5 C5 C 0 1 N N N 181.698 199.962 107.029 -8.787 0.293 1.110 C5 HHE 5 HHE C6 C6 C 0 1 N N N 183.088 199.396 106.689 -9.063 1.431 0.126 C6 HHE 6 HHE C7 C7 C 0 1 N N N 182.453 202.257 106.267 -7.976 -1.137 -0.771 C7 HHE 7 HHE C8 C8 C 0 1 N N N 183.877 201.732 106.005 -8.253 0.001 -1.755 C8 HHE 8 HHE C9 C9 C 0 1 N N N 183.869 201.265 104.536 -7.006 0.878 -1.885 C9 HHE 9 HHE C10 C10 C 0 1 N N N 184.158 200.500 106.913 -9.420 0.847 -1.242 C10 HHE 10 HHE O11 O11 O 0 1 N N N 183.239 198.240 107.526 -10.153 2.221 0.606 O11 HHE 11 HHE N12 N12 N 0 1 N N N 181.044 201.789 103.803 -5.255 -0.486 -0.024 N12 HHE 12 HHE C13 C13 C 0 1 N N S 179.474 202.020 100.357 -0.354 -1.244 -0.182 C13 HHE 13 HHE C14 C14 C 0 1 N N S 178.666 201.843 99.058 0.963 -0.549 0.169 C14 HHE 14 HHE C15 C15 C 0 1 N N N 179.154 200.693 98.158 2.135 -1.384 -0.352 C15 HHE 15 HHE N16 N16 N 0 1 N N N 178.768 203.120 98.315 1.070 -0.410 1.627 N16 HHE 16 HHE N17 N17 N 0 1 N N N 178.146 200.370 97.109 3.400 -0.780 0.088 N17 HHE 17 HHE C18 C18 C 0 1 N N N 176.980 199.699 97.698 3.601 0.534 -0.538 C18 HHE 18 HHE C19 C19 C 0 1 N N N 175.963 199.299 96.659 4.966 1.061 -0.197 C19 HHE 19 HHE N20 N20 N 0 1 N N N 176.245 199.208 95.340 5.946 0.282 0.273 N20 HHE 20 HHE C21 C21 C 0 1 N N N 177.575 199.521 94.795 5.771 -1.144 0.531 C21 HHE 21 HHE C22 C22 C 0 1 N N N 178.649 199.579 95.908 4.538 -1.664 -0.210 C22 HHE 22 HHE C23 C23 C 0 1 N N N 179.870 200.246 95.257 4.222 -3.087 0.255 C23 HHE 23 HHE C24 C24 C 0 1 N N N 179.029 198.126 96.290 4.807 -1.664 -1.716 C24 HHE 24 HHE C25 C25 C 0 1 Y N N 175.263 198.850 94.416 7.196 0.859 0.527 C25 HHE 25 HHE C26 C26 C 0 1 Y N N 174.660 199.869 93.703 7.474 1.393 1.778 C26 HHE 26 HHE C27 C27 C 0 1 Y N N 173.729 199.540 92.743 8.708 1.962 2.027 C27 HHE 27 HHE C28 C28 C 0 1 Y N N 173.349 198.226 92.506 9.666 2.001 1.031 C28 HHE 28 HHE C29 C29 C 0 1 Y N N 173.944 197.198 93.234 9.393 1.472 -0.217 C29 HHE 29 HHE C30 C30 C 0 1 Y N N 174.900 197.548 94.160 8.163 0.895 -0.470 C30 HHE 30 HHE O31 O31 O 0 1 N N N 174.850 199.034 97.037 5.189 2.243 -0.354 O31 HHE 31 HHE CL CL CL 0 0 N N N 175.576 196.276 95.043 7.821 0.229 -2.037 CL HHE 32 HHE C33 C33 C 0 1 N N N 178.728 203.025 101.265 -1.526 -0.409 0.338 C33 HHE 33 HHE C34 C34 C 0 1 N N R 179.464 203.323 102.585 -2.841 -1.009 -0.162 C34 HHE 34 HHE C35 C35 C 0 1 N N N 179.779 202.109 103.445 -3.987 -0.118 0.245 C35 HHE 35 HHE O36 O36 O 0 1 N N N 178.865 201.432 103.832 -3.767 0.930 0.815 O36 HHE 36 HHE C37 C37 C 0 1 N N N 178.626 204.330 103.402 -3.033 -2.398 0.450 C37 HHE 37 HHE O38 O38 O 0 1 N N N 180.832 202.449 100.065 -0.385 -2.538 0.423 O38 HHE 38 HHE C39 C39 C 0 1 N N N 179.379 204.709 104.707 -2.939 -2.302 1.974 C39 HHE 39 HHE H1 H1 H 0 1 N N N 180.631 199.812 104.508 -6.118 0.740 1.443 H1 HHE 40 HHE H2 H2 H 0 1 N N N 182.818 199.833 103.248 -5.761 2.087 -0.608 H2 HHE 41 HHE H3 H3 H 0 1 N N N 180.394 201.527 106.335 -7.423 -1.364 1.298 H3 HHE 42 HHE H4 H4 H 0 1 N N N 182.414 198.148 105.036 -7.562 2.724 0.972 H4 HHE 43 HHE H5 H5 H 0 1 N N N 184.149 198.608 104.957 -8.013 3.119 -0.704 H5 HHE 44 HHE H6 H6 H 0 1 N N N 181.692 200.325 108.067 -9.675 -0.332 1.203 H6 HHE 45 HHE H7 H7 H 0 1 N N N 180.940 199.173 106.912 -8.533 0.709 2.085 H7 HHE 46 HHE H8 H8 H 0 1 N N N 182.395 202.639 107.297 -7.145 -1.740 -1.137 H8 HHE 47 HHE H9 H9 H 0 1 N N N 182.235 203.072 105.561 -8.865 -1.762 -0.679 H9 HHE 48 HHE H10 H10 H 0 1 N N N 184.627 202.520 106.167 -8.507 -0.415 -2.730 H10 HHE 49 HHE H11 H11 H 0 1 N N N 184.860 200.859 104.283 -7.203 1.689 -2.586 H11 HHE 50 HHE H12 H12 H 0 1 N N N 183.648 202.125 103.887 -6.174 0.275 -2.250 H12 HHE 51 HHE H13 H13 H 0 1 N N N 185.152 200.094 106.673 -10.309 0.222 -1.150 H13 HHE 52 HHE H14 H14 H 0 1 N N N 184.136 200.816 107.967 -9.617 1.658 -1.943 H14 HHE 53 HHE H15 H15 H 0 1 N N N 183.210 198.503 108.438 -10.979 1.729 0.712 H15 HHE 54 HHE H16 H16 H 0 1 N N N 181.794 202.370 103.485 -5.428 -1.287 -0.543 H16 HHE 55 HHE H17 H17 H 0 1 N N N 179.504 201.050 100.875 -0.433 -1.347 -1.264 H17 HHE 56 HHE H18 H18 H 0 1 N N N 177.614 201.659 99.322 0.987 0.438 -0.293 H18 HHE 57 HHE H19 H19 H 0 1 N N N 179.327 199.800 98.777 2.061 -2.398 0.041 H19 HHE 58 HHE H20 H20 H 0 1 N N N 180.095 200.991 97.673 2.105 -1.412 -1.441 H20 HHE 59 HHE H21 H21 H 0 1 N N N 178.452 203.870 98.896 1.050 -1.312 2.079 H21 HHE 60 HHE H22 H22 H 0 1 N N N 179.720 203.279 98.054 1.901 0.104 1.881 H22 HHE 61 HHE H25 H25 H 0 1 N N N 176.503 200.384 98.415 3.511 0.437 -1.620 H25 HHE 62 HHE H26 H26 H 0 1 N N N 177.321 198.796 98.225 2.845 1.229 -0.173 H26 HHE 63 HHE H27 H27 H 0 1 N N N 177.855 198.743 94.069 6.653 -1.685 0.189 H27 HHE 64 HHE H28 H28 H 0 1 N N N 177.533 200.497 94.289 5.644 -1.305 1.602 H28 HHE 65 HHE H29 H29 H 0 1 N N N 180.683 200.323 95.994 4.025 -3.083 1.327 H29 HHE 66 HHE H30 H30 H 0 1 N N N 180.206 199.641 94.402 3.343 -3.455 -0.274 H30 HHE 67 HHE H31 H31 H 0 1 N N N 179.595 201.252 94.908 5.072 -3.736 0.043 H31 HHE 68 HHE H32 H32 H 0 1 N N N 179.793 198.142 97.081 5.659 -2.309 -1.933 H32 HHE 69 HHE H33 H33 H 0 1 N N N 178.136 197.597 96.654 3.927 -2.035 -2.242 H33 HHE 70 HHE H34 H34 H 0 1 N N N 179.428 197.607 95.406 5.027 -0.649 -2.046 H34 HHE 71 HHE H35 H35 H 0 1 N N N 174.914 200.901 93.895 6.726 1.363 2.557 H35 HHE 72 HHE H36 H36 H 0 1 N N N 173.281 200.328 92.157 8.925 2.377 3.000 H36 HHE 73 HHE H37 H37 H 0 1 N N N 172.598 198.002 91.763 10.630 2.447 1.228 H37 HHE 74 HHE H38 H38 H 0 1 N N N 173.666 196.166 93.078 10.143 1.505 -0.993 H38 HHE 75 HHE H39 H39 H 0 1 N N N 178.606 203.969 100.713 -1.517 -0.410 1.428 H39 HHE 76 HHE H40 H40 H 0 1 N N N 177.738 202.610 101.504 -1.432 0.615 -0.025 H40 HHE 77 HHE H41 H41 H 0 1 N N N 180.416 203.812 102.332 -2.813 -1.091 -1.248 H41 HHE 78 HHE H42 H42 H 0 1 N N N 178.458 205.236 102.802 -4.013 -2.786 0.171 H42 HHE 79 HHE H43 H43 H 0 1 N N N 177.658 203.875 103.659 -2.258 -3.069 0.080 H43 HHE 80 HHE H44 H44 H 0 1 N N N 181.313 202.552 100.877 -0.319 -2.523 1.388 H44 HHE 81 HHE H45 H45 H 0 1 N N N 178.776 205.426 105.284 -3.756 -1.687 2.351 H45 HHE 82 HHE H46 H46 H 0 1 N N N 179.547 203.804 105.309 -3.006 -3.300 2.406 H46 HHE 83 HHE H47 H47 H 0 1 N N N 180.347 205.165 104.452 -1.987 -1.849 2.251 H47 HHE 84 # 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 HHE C28 C27 DOUB Y N 1 HHE C28 C29 SING Y N 2 HHE C27 C26 SING Y N 3 HHE C29 C30 DOUB Y N 4 HHE C26 C25 DOUB Y N 5 HHE C30 C25 SING Y N 6 HHE C30 CL SING N N 7 HHE C25 N20 SING N N 8 HHE C21 N20 SING N N 9 HHE C21 C22 SING N N 10 HHE C23 C22 SING N N 11 HHE N20 C19 SING N N 12 HHE C22 C24 SING N N 13 HHE C22 N17 SING N N 14 HHE C19 O31 DOUB N N 15 HHE C19 C18 SING N N 16 HHE N17 C18 SING N N 17 HHE N17 C15 SING N N 18 HHE C15 C14 SING N N 19 HHE N16 C14 SING N N 20 HHE C14 C13 SING N N 21 HHE O38 C13 SING N N 22 HHE C13 C33 SING N N 23 HHE C33 C34 SING N N 24 HHE C34 C37 SING N N 25 HHE C34 C35 SING N N 26 HHE C37 C39 SING N N 27 HHE C35 N12 SING N N 28 HHE C35 O36 DOUB N N 29 HHE N12 C1 SING N N 30 HHE C2 C9 SING N N 31 HHE C2 C1 SING N N 32 HHE C2 C4 SING N N 33 HHE C9 C8 SING N N 34 HHE C1 C3 SING N N 35 HHE C4 C6 SING N N 36 HHE C8 C7 SING N N 37 HHE C8 C10 SING N N 38 HHE C3 C7 SING N N 39 HHE C3 C5 SING N N 40 HHE C6 C10 SING N N 41 HHE C6 C5 SING N N 42 HHE C6 O11 SING N N 43 HHE C1 H1 SING N N 44 HHE C2 H2 SING N N 45 HHE C3 H3 SING N N 46 HHE C4 H4 SING N N 47 HHE C4 H5 SING N N 48 HHE C5 H6 SING N N 49 HHE C5 H7 SING N N 50 HHE C7 H8 SING N N 51 HHE C7 H9 SING N N 52 HHE C8 H10 SING N N 53 HHE C9 H11 SING N N 54 HHE C9 H12 SING N N 55 HHE C10 H13 SING N N 56 HHE C10 H14 SING N N 57 HHE O11 H15 SING N N 58 HHE N12 H16 SING N N 59 HHE C13 H17 SING N N 60 HHE C14 H18 SING N N 61 HHE C15 H19 SING N N 62 HHE C15 H20 SING N N 63 HHE N16 H21 SING N N 64 HHE N16 H22 SING N N 65 HHE C18 H25 SING N N 66 HHE C18 H26 SING N N 67 HHE C21 H27 SING N N 68 HHE C21 H28 SING N N 69 HHE C23 H29 SING N N 70 HHE C23 H30 SING N N 71 HHE C23 H31 SING N N 72 HHE C24 H32 SING N N 73 HHE C24 H33 SING N N 74 HHE C24 H34 SING N N 75 HHE C26 H35 SING N N 76 HHE C27 H36 SING N N 77 HHE C28 H37 SING N N 78 HHE C29 H38 SING N N 79 HHE C33 H39 SING N N 80 HHE C33 H40 SING N N 81 HHE C34 H41 SING N N 82 HHE C37 H42 SING N N 83 HHE C37 H43 SING N N 84 HHE O38 H44 SING N N 85 HHE C39 H45 SING N N 86 HHE C39 H46 SING N N 87 HHE C39 H47 SING N N 88 # 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 HHE SMILES ACDLabs 12.01 "O=C(NC3C2CC1CC3CC(O)(C1)C2)C(CC)CC(O)C(N)CN4C(CN(C(=O)C4)c5ccccc5Cl)(C)C" HHE InChI InChI 1.03 "InChI=1S/C30H45ClN4O4/c1-4-19(28(38)33-27-20-9-18-10-21(27)14-30(39,12-18)13-20)11-25(36)23(32)15-34-16-26(37)35(17-29(34,2)3)24-8-6-5-7-22(24)31/h5-8,18-21,23,25,27,36,39H,4,9-17,32H2,1-3H3,(H,33,38)/t18-,19-,20-,21+,23+,25+,27-,30-/m1/s1" HHE InChIKey InChI 1.03 MGQQKSSUXHKDSK-PTMRNKDMSA-N HHE SMILES_CANONICAL CACTVS 3.370 "CC[C@H](C[C@H](O)[C@@H](N)CN1CC(=O)N(CC1(C)C)c2ccccc2Cl)C(=O)NC3[C@@H]4CC5C[C@H]3CC(O)(C5)C4" HHE SMILES CACTVS 3.370 "CC[CH](C[CH](O)[CH](N)CN1CC(=O)N(CC1(C)C)c2ccccc2Cl)C(=O)NC3[CH]4CC5C[CH]3CC(O)(C5)C4" HHE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@H](C[C@@H]([C@H](CN1CC(=O)N(CC1(C)C)c2ccccc2Cl)N)O)C(=O)NC3[C@@H]4CC5C[C@H]3CC(C4)(C5)O" HHE SMILES "OpenEye OEToolkits" 1.7.6 "CCC(CC(C(CN1CC(=O)N(CC1(C)C)c2ccccc2Cl)N)O)C(=O)NC3C4CC5CC3CC(C5)(C4)O" # 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 HHE "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4S,5S)-5-amino-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-2-ethyl-4-hydroxy-N-[(1R,2S,3S,5S,7S)-5-hydroxytricyclo[3.3.1.1~3,7~]dec-2-yl]hexanamide (non-preferred name)" HHE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,4S,5S)-5-azanyl-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxidanylidene-piperazin-1-yl]-2-ethyl-4-oxidanyl-N-[(1S,3R)-5-oxidanyl-2-adamantyl]hexanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HHE "Create component" 2012-07-10 PDBJ HHE "Initial release" 2013-05-15 RCSB #