data_0DO # _chem_comp.id 0DO _chem_comp.name "(2R,4S)-N-tert-butyl-1-[(2S,3S)-3-{[(2,6-dimethylphenoxy)acetyl]amino}-2-hydroxy-4-phenylbutyl]-4-(pyridin-4-ylsulfonyl)piperidine-2-carboxamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H46 N4 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-11-07 _chem_comp.pdbx_modified_date 2011-07-13 _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 650.828 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0DO _chem_comp.pdbx_model_coordinates_details "not provided" _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 1IDB _chem_comp.pdbx_subcomponent_list "DBA SZ0 NTB" _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 0DO C1 C1 C 0 1 N N N 51.143 22.698 6.146 3.864 -0.313 0.065 C1 DBA 1 0DO C2 C2 C 0 1 N N N 51.118 22.353 7.627 4.925 -1.255 0.571 C2 DBA 2 0DO "C1'" C3 C 0 1 Y N N 51.808 23.445 9.592 7.233 -1.266 1.143 "C1'" DBA 3 0DO "C2'" C4 C 0 1 Y N N 51.083 24.555 10.058 8.057 -1.923 0.241 "C2'" DBA 4 0DO "C3'" C5 C 0 1 Y N N 50.917 24.795 11.423 9.146 -2.640 0.699 "C3'" DBA 5 0DO "C4'" C6 C 0 1 Y N N 51.521 23.948 12.354 9.414 -2.703 2.054 "C4'" DBA 6 0DO "C5'" C7 C 0 1 Y N N 52.296 22.882 11.885 8.593 -2.049 2.954 "C5'" DBA 7 0DO "C6'" C8 C 0 1 Y N N 52.447 22.612 10.519 7.503 -1.331 2.502 "C6'" DBA 8 0DO CM2 C9 C 0 1 N N N 50.432 25.523 9.140 7.766 -1.855 -1.236 CM2 DBA 9 0DO CM6 C10 C 0 1 N N N 53.298 21.438 10.039 6.610 -0.618 3.484 CM6 DBA 10 0DO O1 O1 O 0 1 N N N 50.564 21.953 5.352 4.142 0.845 -0.168 O1 DBA 11 0DO "O1'" O3 O 0 1 N N N 52.031 23.232 8.297 6.165 -0.555 0.695 "O1'" DBA 12 0DO N N1 N 0 1 N N N 51.832 23.814 5.772 2.607 -0.758 -0.135 N SZ0 13 0DO CA C11 C 0 1 N N S 51.855 24.122 4.345 1.576 0.159 -0.628 C1 SZ0 14 0DO C C12 C 0 1 N N R 53.291 23.988 3.841 0.197 -0.346 -0.196 C2 SZ0 15 0DO OXT O4 O 0 1 N N N 54.046 25.140 4.117 -0.073 -1.597 -0.831 O1 SZ0 16 0DO CB C13 C 0 1 N N N 51.129 25.453 4.072 1.639 0.224 -2.155 C3 SZ0 17 0DO CG C14 C 0 1 Y N N 49.700 25.522 4.614 2.950 0.836 -2.578 C4 SZ0 18 0DO CD1 C15 C 0 1 Y N N 48.598 25.042 3.891 4.050 0.028 -2.798 C5 SZ0 19 0DO CD2 C16 C 0 1 Y N N 49.425 26.091 5.861 3.051 2.203 -2.751 C6 SZ0 20 0DO CE1 C17 C 0 1 Y N N 47.295 25.126 4.399 5.253 0.589 -3.185 C7 SZ0 21 0DO CE2 C18 C 0 1 Y N N 48.126 26.207 6.373 4.253 2.764 -3.139 C8 SZ0 22 0DO CZ C19 C 0 1 Y N N 47.052 25.694 5.649 5.355 1.957 -3.354 C9 SZ0 23 0DO CM C20 C 0 1 N N N 53.528 23.702 2.373 -0.869 0.674 -0.601 C10 SZ0 24 0DO N1 N2 N 0 1 N N N 53.320 22.303 2.236 -2.166 0.276 -0.039 N2 SZ0 25 0DO C21 C21 C 0 1 N N S 52.800 21.846 0.915 -3.109 1.401 -0.043 C11 SZ0 26 0DO C3 C22 C 0 1 N N N 52.721 20.351 0.932 -4.395 0.993 0.680 C12 SZ0 27 0DO C4 C23 C 0 1 N N R 53.873 19.637 1.538 -5.012 -0.215 -0.030 C13 SZ0 28 0DO C5 C24 C 0 1 N N N 54.040 20.114 2.908 -3.992 -1.357 -0.055 C14 SZ0 29 0DO C6 C25 C 0 1 N N N 54.486 21.548 2.708 -2.718 -0.881 -0.756 C15 SZ0 30 0DO C7 C26 C 0 1 N N N 51.494 22.425 0.439 -2.488 2.579 0.664 C SZ0 31 0DO O O5 O 0 1 N N N 50.470 22.293 1.175 -1.673 2.397 1.543 O SZ0 32 0DO N11 N4 N 0 1 Y N N 52.481 16.221 -2.620 -7.799 -4.492 -1.260 N3 SZ0 33 0DO C22 C31 C 0 1 Y N N 53.564 17.015 -2.490 -6.960 -4.587 -0.247 C17 SZ0 34 0DO C31 C32 C 0 1 Y N N 53.881 17.560 -1.228 -6.538 -3.458 0.429 C18 SZ0 35 0DO C41 C33 C 0 1 Y N N 53.089 17.269 -0.138 -7.008 -2.216 0.031 C19 SZ0 36 0DO C51 C34 C 0 1 Y N N 51.987 16.439 -0.317 -7.889 -2.156 -1.039 C20 SZ0 37 0DO C61 C35 C 0 1 Y N N 51.711 15.925 -1.584 -8.266 -3.328 -1.667 C21 SZ0 38 0DO S S1 S 0 1 N N N 53.447 17.919 1.387 -6.498 -0.749 0.863 S1 SZ0 39 0DO O1S O6 O 0 1 N N N 52.263 17.581 2.075 -6.162 -1.188 2.172 O3 SZ0 40 0DO O2S O7 O 0 1 N N N 54.250 17.196 2.284 -7.565 0.165 0.647 O4 SZ0 41 0DO N2 N3 N 0 1 N N N 51.659 22.931 -0.841 -2.840 3.833 0.319 N NTB 42 0DO "C1'1" C27 C 0 0 N N N 50.621 23.583 -1.533 -2.236 4.978 1.006 C NTB 43 0DO "C2'1" C28 C 0 0 N N N 51.097 24.074 -2.921 -0.720 4.951 0.807 C1 NTB 44 0DO "C3'1" C29 C 0 0 N N N 50.175 24.821 -0.752 -2.803 6.276 0.429 C2 NTB 45 0DO "C4'1" C30 C 0 0 N N N 49.435 22.629 -1.724 -2.555 4.902 2.501 C3 NTB 46 0DO H21 H1 H 0 1 N N N 50.103 22.487 8.028 4.629 -1.646 1.545 H21 DBA 47 0DO H22 H2 H 0 1 N N N 51.424 21.307 7.776 5.043 -2.081 -0.131 H22 DBA 48 0DO "H3'" H3 H 0 1 N N N 50.323 25.633 11.758 9.788 -3.152 -0.002 "H3'" DBA 49 0DO "H4'" H4 H 0 1 N N N 51.393 24.112 13.414 10.265 -3.264 2.410 "H4'" DBA 50 0DO "H5'" H5 H 0 1 N N N 52.795 22.245 12.601 8.804 -2.101 4.012 "H5'" DBA 51 0DO HM21 H6 H 0 0 N N N 49.409 25.186 8.917 8.281 -0.998 -1.669 HM21 DBA 52 0DO HM22 H7 H 0 0 N N N 50.396 26.513 9.617 8.113 -2.769 -1.717 HM22 DBA 53 0DO HM23 H8 H 0 0 N N N 51.009 25.587 8.206 6.692 -1.749 -1.390 HM23 DBA 54 0DO HM61 H9 H 0 0 N N N 54.337 21.771 9.897 5.808 -1.286 3.797 HM61 DBA 55 0DO HM62 H10 H 0 0 N N N 53.270 20.634 10.789 7.193 -0.317 4.354 HM62 DBA 56 0DO HM63 H11 H 0 0 N N N 52.900 21.063 9.085 6.182 0.266 3.010 HM63 DBA 57 0DO H H13 H 0 1 N N N 52.298 24.392 6.442 2.386 -1.684 0.047 H SZ0 58 0DO HA H15 H 0 1 N N N 51.278 23.402 3.746 1.745 1.153 -0.214 H1 SZ0 59 0DO HC H16 H 0 1 N N N 53.599 23.089 4.395 0.181 -0.477 0.886 H3 SZ0 60 0DO HOR H17 H 0 1 N N N 54.931 25.025 3.792 -0.075 -1.554 -1.797 H4 SZ0 61 0DO HB2 H18 H 0 1 N N N 51.709 26.256 4.550 1.558 -0.782 -2.566 H5 SZ0 62 0DO HB3 H19 H 0 1 N N N 51.082 25.593 2.982 0.816 0.835 -2.527 H6 SZ0 63 0DO HD1 H20 H 0 1 N N N 48.758 24.597 2.920 3.970 -1.041 -2.667 H7 SZ0 64 0DO HD2 H21 H 0 1 N N N 50.249 26.457 6.455 2.190 2.834 -2.584 H8 SZ0 65 0DO HE1 H22 H 0 1 N N N 46.469 24.746 3.816 6.112 -0.042 -3.357 H9 SZ0 66 0DO HE2 H23 H 0 1 N N N 47.958 26.691 7.324 4.332 3.833 -3.274 H10 SZ0 67 0DO HZ H24 H 0 1 N N N 46.050 25.736 6.049 6.294 2.395 -3.656 H11 SZ0 68 0DO HM2 H26 H 0 1 N N N 52.828 24.269 1.742 -0.595 1.658 -0.221 H12 SZ0 69 0DO HM3 H27 H 0 1 N N N 54.550 23.980 2.077 -0.940 0.712 -1.688 H13 SZ0 70 0DO H2 H29 H 0 1 N N N 53.522 22.234 0.181 -3.342 1.677 -1.071 H14 SZ0 71 0DO H31 H30 H 0 1 N N N 51.827 20.078 1.512 -4.165 0.731 1.712 H15 SZ0 72 0DO H32 H31 H 0 1 N N N 52.643 20.017 -0.113 -5.101 1.824 0.663 H16 SZ0 73 0DO H42 H33 H 0 1 N N N 54.847 19.809 1.057 -5.278 0.058 -1.051 H17 SZ0 74 0DO H51 H34 H 0 1 N N N 53.102 20.054 3.479 -3.756 -1.657 0.966 H18 SZ0 75 0DO H52 H35 H 0 1 N N N 54.790 19.526 3.457 -4.410 -2.206 -0.596 H19 SZ0 76 0DO H61 H36 H 0 1 N N N 55.296 21.595 1.965 -2.952 -0.595 -1.781 H20 SZ0 77 0DO H62 H37 H 0 1 N N N 54.853 21.968 3.656 -1.984 -1.688 -0.763 H21 SZ0 78 0DO H23 H48 H 0 1 N N N 54.185 17.232 -3.347 -6.599 -5.558 0.057 H22 SZ0 79 0DO H3 H49 H 0 1 N N N 54.741 18.203 -1.116 -5.852 -3.543 1.259 H23 SZ0 80 0DO H5 H50 H 0 1 N N N 51.349 16.194 0.520 -8.275 -1.206 -1.376 H24 SZ0 81 0DO H6 H51 H 0 1 N N N 50.858 15.277 -1.722 -8.952 -3.289 -2.501 H25 SZ0 82 0DO HN H38 H 0 1 N N N 52.547 22.829 -1.289 -3.492 3.978 -0.384 HN1 NTB 83 0DO "H2'1" H39 H 0 0 N N N 50.266 24.578 -3.437 -0.492 5.005 -0.258 H11 NTB 84 0DO "H2'2" H40 H 0 0 N N N 51.932 24.779 -2.794 -0.270 5.802 1.318 H12 NTB 85 0DO "H2'3" H41 H 0 0 N N N 51.432 23.214 -3.519 -0.315 4.026 1.218 H13 NTB 86 0DO "H3'1" H42 H 0 0 N N N 49.364 25.326 -1.297 -3.884 6.296 0.571 H21 NTB 87 0DO "H3'2" H43 H 0 0 N N N 49.815 24.517 0.242 -2.354 7.128 0.940 H22 NTB 88 0DO "H3'3" H44 H 0 0 N N N 51.026 25.509 -0.639 -2.576 6.330 -0.636 H23 NTB 89 0DO "H4'1" H45 H 0 0 N N N 48.630 23.148 -2.265 -2.151 3.977 2.912 H31 NTB 90 0DO "H4'2" H46 H 0 0 N N N 49.760 21.752 -2.303 -2.106 5.754 3.012 H32 NTB 91 0DO "H4'3" H47 H 0 0 N N N 49.065 22.303 -0.741 -3.636 4.921 2.643 H33 NTB 92 # 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 0DO C1 C2 SING N N 1 0DO C1 O1 DOUB N N 2 0DO C2 "O1'" SING N N 3 0DO C2 H21 SING N N 4 0DO C2 H22 SING N N 5 0DO "C1'" "C2'" DOUB Y N 6 0DO "C1'" "C6'" SING Y N 7 0DO "C1'" "O1'" SING N N 8 0DO "C2'" "C3'" SING Y N 9 0DO "C2'" CM2 SING N N 10 0DO "C3'" "C4'" DOUB Y N 11 0DO "C3'" "H3'" SING N N 12 0DO "C4'" "C5'" SING Y N 13 0DO "C4'" "H4'" SING N N 14 0DO "C5'" "C6'" DOUB Y N 15 0DO "C5'" "H5'" SING N N 16 0DO "C6'" CM6 SING N N 17 0DO CM2 HM21 SING N N 18 0DO CM2 HM22 SING N N 19 0DO CM2 HM23 SING N N 20 0DO CM6 HM61 SING N N 21 0DO CM6 HM62 SING N N 22 0DO CM6 HM63 SING N N 23 0DO N CA SING N N 24 0DO N H SING N N 25 0DO CA C SING N N 26 0DO CA CB SING N N 27 0DO CA HA SING N N 28 0DO C OXT SING N N 29 0DO C CM SING N N 30 0DO C HC SING N N 31 0DO OXT HOR SING N N 32 0DO CB CG SING N N 33 0DO CB HB2 SING N N 34 0DO CB HB3 SING N N 35 0DO CG CD1 DOUB Y N 36 0DO CG CD2 SING Y N 37 0DO CD1 CE1 SING Y N 38 0DO CD1 HD1 SING N N 39 0DO CD2 CE2 DOUB Y N 40 0DO CD2 HD2 SING N N 41 0DO CE1 CZ DOUB Y N 42 0DO CE1 HE1 SING N N 43 0DO CE2 CZ SING Y N 44 0DO CE2 HE2 SING N N 45 0DO CZ HZ SING N N 46 0DO CM HM2 SING N N 47 0DO CM HM3 SING N N 48 0DO N1 C21 SING N N 49 0DO N1 C6 SING N N 50 0DO C21 C3 SING N N 51 0DO C21 C7 SING N N 52 0DO C21 H2 SING N N 53 0DO C3 C4 SING N N 54 0DO C3 H31 SING N N 55 0DO C3 H32 SING N N 56 0DO C4 C5 SING N N 57 0DO C4 H42 SING N N 58 0DO C5 C6 SING N N 59 0DO C5 H51 SING N N 60 0DO C5 H52 SING N N 61 0DO C6 H61 SING N N 62 0DO C6 H62 SING N N 63 0DO C7 O DOUB N N 64 0DO C7 N2 SING N N 65 0DO N2 "C1'1" SING N N 66 0DO N2 HN SING N N 67 0DO "C1'1" "C2'1" SING N N 68 0DO "C1'1" "C3'1" SING N N 69 0DO "C1'1" "C4'1" SING N N 70 0DO "C2'1" "H2'1" SING N N 71 0DO "C2'1" "H2'2" SING N N 72 0DO "C2'1" "H2'3" SING N N 73 0DO "C3'1" "H3'1" SING N N 74 0DO "C3'1" "H3'2" SING N N 75 0DO "C3'1" "H3'3" SING N N 76 0DO "C4'1" "H4'1" SING N N 77 0DO "C4'1" "H4'2" SING N N 78 0DO "C4'1" "H4'3" SING N N 79 0DO N11 C22 DOUB Y N 80 0DO N11 C61 SING Y N 81 0DO C22 C31 SING Y N 82 0DO C22 H23 SING N N 83 0DO C31 C41 DOUB Y N 84 0DO C31 H3 SING N N 85 0DO C41 C51 SING Y N 86 0DO C41 S SING N N 87 0DO C51 C61 DOUB Y N 88 0DO C51 H5 SING N N 89 0DO C61 H6 SING N N 90 0DO S O1S DOUB N N 91 0DO S O2S DOUB N N 92 0DO C1 N SING N N 93 0DO CM N1 SING N N 94 0DO C4 S SING N N 95 # 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 0DO SMILES ACDLabs 12.01 "O=S(=O)(c1ccncc1)C4CC(C(=O)NC(C)(C)C)N(CC(O)C(NC(=O)COc2c(cccc2C)C)Cc3ccccc3)CC4" 0DO SMILES_CANONICAL CACTVS 3.370 "Cc1cccc(C)c1OCC(=O)N[C@@H](Cc2ccccc2)[C@H](O)CN3CC[C@H](C[C@H]3C(=O)NC(C)(C)C)[S](=O)(=O)c4ccncc4" 0DO SMILES CACTVS 3.370 "Cc1cccc(C)c1OCC(=O)N[CH](Cc2ccccc2)[CH](O)CN3CC[CH](C[CH]3C(=O)NC(C)(C)C)[S](=O)(=O)c4ccncc4" 0DO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cccc(c1OCC(=O)N[C@@H](Cc2ccccc2)[C@@H](C[N@@]3CC[C@H](C[C@H]3C(=O)NC(C)(C)C)S(=O)(=O)c4ccncc4)O)C" 0DO SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cccc(c1OCC(=O)NC(Cc2ccccc2)C(CN3CCC(CC3C(=O)NC(C)(C)C)S(=O)(=O)c4ccncc4)O)C" 0DO InChI InChI 1.03 "InChI=1S/C35H46N4O6S/c1-24-10-9-11-25(2)33(24)45-23-32(41)37-29(20-26-12-7-6-8-13-26)31(40)22-39-19-16-28(21-30(39)34(42)38-35(3,4)5)46(43,44)27-14-17-36-18-15-27/h6-15,17-18,28-31,40H,16,19-23H2,1-5H3,(H,37,41)(H,38,42)/t28-,29+,30+,31-/m1/s1" 0DO InChIKey InChI 1.03 HJVDBHNPRUSMDC-QNRWOPMTSA-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 0DO "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,4R)-N-tert-butyl-1-[(2R,3S)-3-{[(2,6-dimethylphenoxy)acetyl]amino}-2-hydroxy-4-phenylbutyl]-4-(pyridin-4-ylsulfonyl)piperidine-2-carboxamide" 0DO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(1S,2S,4R)-N-tert-butyl-1-[(2R,3S)-3-[2-(2,6-dimethylphenoxy)ethanoylamino]-2-hydroxy-4-phenyl-butyl]-4-pyridin-4-ylsulfonyl-piperidine-2-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 0DO "Create component" 2008-11-07 RCSB 0DO "Other modification" 2010-10-24 RCSB 0DO "Modify aromatic_flag" 2011-06-04 RCSB 0DO "Modify descriptor" 2011-06-04 RCSB #