data_74A # _chem_comp.id 74A _chem_comp.name "N'-{(1S,2S)-1-(3,5-difluorobenzyl)-2-hydroxy-2-[(2R)-4-(phenylcarbonyl)piperazin-2-yl]ethyl}-5-methyl-N,N-dipropylbenzene-1,3-dicarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H42 F2 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-02-11 _chem_comp.pdbx_modified_date 2011-06-04 _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 620.729 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 74A _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 3LNK _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 74A C1 C1 C 0 1 N N N 24.782 31.925 60.474 -7.067 -1.364 -0.286 C1 74A 1 74A F1 F1 F 0 1 N N N 16.425 34.224 53.945 2.726 3.160 -2.442 F1 74A 2 74A N1 N1 N 0 1 N N N 24.251 33.175 60.668 -5.931 -1.227 0.427 N1 74A 3 74A O1 O1 O 0 1 N N N 24.442 31.190 59.563 -7.030 -1.852 -1.399 O1 74A 4 74A C2 C2 C 0 1 Y N N 16.301 30.764 58.646 4.970 -0.527 -0.047 C2 74A 5 74A F2 F2 F 0 1 N N N 20.296 31.441 53.583 -0.292 5.285 0.529 F2 74A 6 74A N2 N2 N 0 1 N N N 19.729 33.301 58.386 0.141 -0.660 -0.557 N2 74A 7 74A O2 O2 O 0 1 N N N 14.133 31.329 59.138 6.218 1.355 0.557 O2 74A 8 74A C3 C3 C 0 1 N N N 14.968 31.218 58.218 6.178 0.142 0.481 C3 74A 9 74A N3 N3 N 0 1 N N N 22.306 35.220 61.469 -3.557 -0.097 1.351 N3 74A 10 74A O3 O3 O 0 1 N N N 21.070 31.494 58.433 1.122 0.984 0.569 O3 74A 11 74A C4 C4 C 0 1 N N N 19.951 32.016 58.538 1.237 -0.044 -0.070 C4 74A 12 74A N4 N4 N 0 1 N N N 14.705 31.572 56.936 7.236 -0.593 0.880 N4 74A 13 74A O4 O4 O 0 1 N N N 22.283 36.106 58.681 -2.286 -1.727 -1.715 O4 74A 14 74A C5 C5 C 0 1 N N R 22.006 34.331 60.296 -3.607 -0.635 -0.011 C5 74A 15 74A C6 C6 C 0 1 N N S 20.756 34.335 58.031 -1.187 -0.093 -0.315 C6 74A 16 74A C7 C7 C 0 1 Y N N 18.751 31.194 58.831 2.578 -0.617 -0.315 C7 74A 17 74A C8 C8 C 0 1 N N S 21.325 35.156 59.179 -2.237 -1.203 -0.386 C8 74A 18 74A C9 C9 C 0 1 N N N 23.279 33.688 59.712 -4.654 -1.752 -0.079 C9 74A 19 74A C10 C10 C 0 1 Y N N 17.461 31.592 58.336 3.711 0.020 0.188 C10 74A 20 74A C11 C11 C 0 1 Y N N 19.579 34.359 55.764 -0.532 2.118 -1.227 C11 74A 21 74A C12 C12 C 0 1 N N N 20.247 35.201 56.844 -1.491 0.965 -1.377 C12 74A 22 74A C13 C13 C 0 1 Y N N 16.446 29.546 59.381 5.090 -1.704 -0.789 C13 74A 23 74A C14 C14 C 0 1 Y N N 18.882 29.995 59.595 2.711 -1.797 -1.049 C14 74A 24 74A C15 C15 C 0 1 Y N N 25.816 31.349 61.389 -8.357 -0.926 0.287 C15 74A 25 74A C16 C16 C 0 1 Y N N 18.325 32.802 53.733 1.230 4.235 -0.952 C16 74A 26 74A C17 C17 C 0 1 Y N N 17.643 33.890 54.316 1.552 3.168 -1.773 C17 74A 27 74A C18 C18 C 0 1 Y N N 19.637 32.501 54.138 0.024 4.245 -0.273 C18 74A 28 74A C19 C19 C 0 1 Y N N 17.730 29.165 59.882 3.963 -2.330 -1.283 C19 74A 29 74A C20 C20 C 0 1 Y N N 18.251 34.681 55.349 0.670 2.110 -1.910 C20 74A 30 74A C21 C21 C 0 1 Y N N 20.294 33.258 55.157 -0.857 3.185 -0.411 C21 74A 31 74A C22 C22 C 0 1 N N N 24.514 34.081 61.799 -5.936 -0.543 1.729 C22 74A 32 74A C23 C23 C 0 1 N N N 23.181 34.552 62.477 -4.836 0.524 1.722 C23 74A 33 74A C24 C24 C 0 1 N N N 13.419 32.211 56.648 8.467 0.071 1.314 C24 74A 34 74A C25 C25 C 0 1 N N N 15.577 31.194 55.787 7.153 -2.055 0.879 C25 74A 35 74A C26 C26 C 0 1 Y N N 25.443 30.533 62.486 -9.345 -0.389 -0.540 C26 74A 36 74A C27 C27 C 0 1 Y N N 27.208 31.619 61.114 -8.595 -1.053 1.657 C27 74A 37 74A C28 C28 C 0 1 N N N 17.913 27.885 60.719 4.100 -3.600 -2.083 C28 74A 38 74A C29 C29 C 0 1 N N N 13.582 33.620 56.109 8.403 0.329 2.821 C29 74A 39 74A C30 C30 C 0 1 N N N 14.896 30.147 54.873 7.930 -2.609 -0.317 C30 74A 40 74A C31 C31 C 0 1 N N N 14.309 34.495 57.098 9.689 1.023 3.275 C31 74A 41 74A C32 C32 C 0 1 N N N 14.446 28.895 55.677 7.734 -4.124 -0.396 C32 74A 42 74A C33 C33 C 0 1 Y N N 28.218 31.072 61.963 -9.801 -0.642 2.185 C33 74A 43 74A C34 C34 C 0 1 Y N N 26.475 29.997 63.327 -10.547 0.018 0.002 C34 74A 44 74A C35 C35 C 0 1 Y N N 27.841 30.267 63.069 -10.774 -0.106 1.361 C35 74A 45 74A HN2 HN2 H 0 1 N N N 18.790 33.619 58.519 0.233 -1.480 -1.067 HN2 74A 46 74A HN3 HN3 H 0 1 N N N 22.773 36.039 61.136 -3.292 -0.811 2.012 HN3 74A 47 74A HO4 HO4 H 0 1 N N N 21.886 36.625 57.992 -2.517 -1.073 -2.388 HO4 74A 48 74A H5 H5 H 0 1 N N N 21.344 33.531 60.658 -3.874 0.161 -0.707 H5 74A 49 74A H6 H6 H 0 1 N N N 21.644 33.768 57.714 -1.212 0.367 0.673 H6 74A 50 74A H8 H8 H 0 1 N N N 20.451 35.648 59.631 -1.972 -2.000 0.309 H8 74A 51 74A H9 H9 H 0 1 N N N 23.787 34.460 59.116 -4.333 -2.592 0.537 H9 74A 52 74A H9A H9A H 0 1 N N N 22.957 32.840 59.090 -4.775 -2.078 -1.112 H9A 74A 53 74A H10 H10 H 0 1 N N N 17.353 32.489 57.744 3.613 0.932 0.757 H10 74A 54 74A H12 H12 H 0 1 N N N 19.514 35.925 57.228 -1.380 0.527 -2.369 H12 74A 55 74A H12A H12A H 0 0 N N N 21.105 35.725 56.399 -2.513 1.324 -1.251 H12A 74A 56 74A H13 H13 H 0 1 N N N 15.587 28.915 59.557 6.067 -2.127 -0.975 H13 74A 57 74A H14 H14 H 0 1 N N N 19.854 29.703 59.964 1.834 -2.291 -1.439 H14 74A 58 74A H16 H16 H 0 1 N N N 17.841 32.202 52.977 1.917 5.061 -0.845 H16 74A 59 74A H20 H20 H 0 1 N N N 17.715 35.502 55.802 0.921 1.277 -2.551 H20 74A 60 74A H21 H21 H 0 1 N N N 21.300 33.014 55.466 -1.798 3.192 0.119 H21 74A 61 74A H22 H22 H 0 1 N N N 25.123 33.550 62.545 -6.904 -0.070 1.891 H22 74A 62 74A H22A H22A H 0 0 N N N 25.055 34.964 61.428 -5.740 -1.265 2.522 H22A 74A 63 74A H23 H23 H 0 1 N N N 23.414 35.262 63.284 -4.752 0.962 2.717 H23 74A 64 74A H23A H23A H 0 0 N N N 22.656 33.679 62.893 -5.085 1.303 1.001 H23A 74A 65 74A H24 H24 H 0 1 N N N 12.890 31.608 55.895 9.322 -0.567 1.091 H24 74A 66 74A H24A H24A H 0 0 N N N 12.836 32.259 57.580 8.574 1.020 0.788 H24A 74A 67 74A H25 H25 H 0 1 N N N 15.791 32.095 55.194 7.582 -2.444 1.802 H25 74A 68 74A H25A H25A H 0 0 N N N 16.512 30.767 56.178 6.109 -2.360 0.807 H25A 74A 69 74A H26 H26 H 0 1 N N N 24.403 30.319 62.685 -9.169 -0.291 -1.601 H26 74A 70 74A H27 H27 H 0 1 N N N 27.484 32.232 60.269 -7.836 -1.472 2.301 H27 74A 71 74A H28 H28 H 0 1 N N N 18.133 27.038 60.052 4.061 -4.458 -1.412 H28 74A 72 74A H28A H28A H 0 0 N N N 18.747 28.023 61.422 3.286 -3.665 -2.804 H28A 74A 73 74A H28B H28B H 0 0 N N N 16.990 27.679 61.281 5.054 -3.596 -2.611 H28B 74A 74 74A H29 H29 H 0 1 N N N 14.160 33.581 55.174 7.548 0.967 3.045 H29 74A 75 74A H29A H29A H 0 0 N N N 12.587 34.047 55.918 8.297 -0.619 3.348 H29A 74A 76 74A H30 H30 H 0 1 N N N 14.011 30.605 54.407 7.563 -2.147 -1.234 H30 74A 77 74A H30A H30A H 0 0 N N N 15.612 29.833 54.099 8.990 -2.385 -0.197 H30A 74A 78 74A H31 H31 H 0 1 N N N 14.414 35.509 56.684 9.644 1.206 4.348 H31 74A 79 74A H31A H31A H 0 0 N N N 13.738 34.540 58.037 10.545 0.385 3.051 H31A 74A 80 74A H31B H31B H 0 0 N N N 15.306 34.075 57.295 9.796 1.971 2.748 H31B 74A 81 74A H32 H32 H 0 1 N N N 13.968 28.175 54.997 8.101 -4.586 0.521 H32 74A 82 74A H32A H32A H 0 0 N N N 15.323 28.427 56.148 6.674 -4.348 -0.516 H32A 74A 83 74A H32B H32B H 0 0 N N N 13.729 29.197 56.455 8.287 -4.519 -1.248 H32B 74A 84 74A H33 H33 H 0 1 N N N 29.261 31.270 61.765 -9.986 -0.740 3.245 H33 74A 85 74A H34 H34 H 0 1 N N N 26.206 29.378 64.170 -11.312 0.434 -0.637 H34 74A 86 74A H35 H35 H 0 1 N N N 28.601 29.858 63.718 -11.717 0.214 1.780 H35 74A 87 # 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 74A C1 N1 SING N N 1 74A C1 O1 DOUB N N 2 74A C1 C15 SING N N 3 74A F1 C17 SING N N 4 74A N1 C9 SING N N 5 74A N1 C22 SING N N 6 74A C2 C3 SING N N 7 74A C2 C10 DOUB Y N 8 74A C2 C13 SING Y N 9 74A F2 C18 SING N N 10 74A N2 C4 SING N N 11 74A N2 C6 SING N N 12 74A O2 C3 DOUB N N 13 74A C3 N4 SING N N 14 74A N3 C5 SING N N 15 74A N3 C23 SING N N 16 74A O3 C4 DOUB N N 17 74A C4 C7 SING N N 18 74A N4 C24 SING N N 19 74A N4 C25 SING N N 20 74A O4 C8 SING N N 21 74A C5 C8 SING N N 22 74A C5 C9 SING N N 23 74A C6 C8 SING N N 24 74A C6 C12 SING N N 25 74A C7 C10 SING Y N 26 74A C7 C14 DOUB Y N 27 74A C11 C12 SING N N 28 74A C11 C20 DOUB Y N 29 74A C11 C21 SING Y N 30 74A C13 C19 DOUB Y N 31 74A C14 C19 SING Y N 32 74A C15 C26 DOUB Y N 33 74A C15 C27 SING Y N 34 74A C16 C17 DOUB Y N 35 74A C16 C18 SING Y N 36 74A C17 C20 SING Y N 37 74A C18 C21 DOUB Y N 38 74A C19 C28 SING N N 39 74A C22 C23 SING N N 40 74A C24 C29 SING N N 41 74A C25 C30 SING N N 42 74A C26 C34 SING Y N 43 74A C27 C33 DOUB Y N 44 74A C29 C31 SING N N 45 74A C30 C32 SING N N 46 74A C33 C35 SING Y N 47 74A C34 C35 DOUB Y N 48 74A N2 HN2 SING N N 49 74A N3 HN3 SING N N 50 74A O4 HO4 SING N N 51 74A C5 H5 SING N N 52 74A C6 H6 SING N N 53 74A C8 H8 SING N N 54 74A C9 H9 SING N N 55 74A C9 H9A SING N N 56 74A C10 H10 SING N N 57 74A C12 H12 SING N N 58 74A C12 H12A SING N N 59 74A C13 H13 SING N N 60 74A C14 H14 SING N N 61 74A C16 H16 SING N N 62 74A C20 H20 SING N N 63 74A C21 H21 SING N N 64 74A C22 H22 SING N N 65 74A C22 H22A SING N N 66 74A C23 H23 SING N N 67 74A C23 H23A SING N N 68 74A C24 H24 SING N N 69 74A C24 H24A SING N N 70 74A C25 H25 SING N N 71 74A C25 H25A SING N N 72 74A C26 H26 SING N N 73 74A C27 H27 SING N N 74 74A C28 H28 SING N N 75 74A C28 H28A SING N N 76 74A C28 H28B SING N N 77 74A C29 H29 SING N N 78 74A C29 H29A SING N N 79 74A C30 H30 SING N N 80 74A C30 H30A SING N N 81 74A C31 H31 SING N N 82 74A C31 H31A SING N N 83 74A C31 H31B SING N N 84 74A C32 H32 SING N N 85 74A C32 H32A SING N N 86 74A C32 H32B SING N N 87 74A C33 H33 SING N N 88 74A C34 H34 SING N N 89 74A C35 H35 SING N N 90 # 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 74A SMILES_CANONICAL CACTVS 3.352 "CCCN(CCC)C(=O)c1cc(C)cc(c1)C(=O)N[C@@H](Cc2cc(F)cc(F)c2)[C@H](O)[C@H]3CN(CCN3)C(=O)c4ccccc4" 74A SMILES CACTVS 3.352 "CCCN(CCC)C(=O)c1cc(C)cc(c1)C(=O)N[CH](Cc2cc(F)cc(F)c2)[CH](O)[CH]3CN(CCN3)C(=O)c4ccccc4" 74A SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCN(CCC)C(=O)c1cc(cc(c1)C(=O)N[C@@H](Cc2cc(cc(c2)F)F)[C@@H]([C@H]3CN(CCN3)C(=O)c4ccccc4)O)C" 74A SMILES "OpenEye OEToolkits" 1.7.0 "CCCN(CCC)C(=O)c1cc(cc(c1)C(=O)NC(Cc2cc(cc(c2)F)F)C(C3CN(CCN3)C(=O)c4ccccc4)O)C" 74A InChI InChI 1.03 "InChI=1S/C35H42F2N4O4/c1-4-12-40(13-5-2)35(45)27-16-23(3)15-26(20-27)33(43)39-30(19-24-17-28(36)21-29(37)18-24)32(42)31-22-41(14-11-38-31)34(44)25-9-7-6-8-10-25/h6-10,15-18,20-21,30-32,38,42H,4-5,11-14,19,22H2,1-3H3,(H,39,43)/t30-,31+,32-/m0/s1" 74A InChIKey InChI 1.03 ZJLWDMHHAMNWRK-QAXCHELISA-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 74A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "N3-[(1S,2S)-3-(3,5-difluorophenyl)-1-hydroxy-1-[(2R)-4-(phenylcarbonyl)piperazin-2-yl]propan-2-yl]-5-methyl-N1,N1-dipropyl-benzene-1,3-dicarboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 74A "Create component" 2010-02-11 RCSB 74A "Modify aromatic_flag" 2011-06-04 RCSB 74A "Modify descriptor" 2011-06-04 RCSB #