data_151 # _chem_comp.id 151 _chem_comp.name "(2S)-3-METHYL-2-((2R,3S)-3-[(METHYLSULFONYL)AMINO]-1-{[2-(PYRROLIDIN-1-YLMETHYL)-1,3-OXAZOL-4-YL]CARBONYL}PYRROLIDIN-2-YL)BUTANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H30 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 2002-07-05 _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 442.530 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 151 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1H1B _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 151 O3 O3 O 0 1 N N N 17.630 13.215 24.721 0.194 -2.949 -0.945 O3 151 1 151 C2 C2 C 0 1 N N N 18.260 12.771 23.753 0.667 -1.831 -0.877 C2 151 2 151 N1 N1 N 0 1 N N N 17.818 11.732 22.962 -0.141 -0.767 -0.701 N1 151 3 151 C26 C26 C 0 1 N N N 18.699 10.896 22.177 0.293 0.644 -0.643 C26 151 4 151 C28 C28 C 0 1 N N N 17.869 9.614 21.895 -0.958 1.461 -1.052 C28 151 5 151 C29 C29 C 0 1 N N R 16.779 9.759 22.939 -2.096 0.641 -0.390 C29 151 6 151 N2 N2 N 0 1 N N N 17.406 9.400 24.167 -3.360 0.830 -1.105 N2 151 7 151 S1 S1 S 0 1 N N N 16.398 8.901 25.457 -4.492 1.888 -0.521 S1 151 8 151 C3 C3 C 0 1 N N N 14.757 8.446 24.987 -3.644 3.490 -0.609 C3 151 9 151 O1 O1 O 0 1 N N N 17.261 7.845 26.079 -5.535 1.795 -1.481 O1 151 10 151 O2 O2 O 0 1 N N N 16.307 10.115 26.384 -4.661 1.459 0.823 O2 151 11 151 C8 C8 C 0 1 N N S 16.456 11.270 22.947 -1.600 -0.814 -0.531 C8 151 12 151 C7 C7 C 0 1 N N S 15.661 11.640 21.689 -1.952 -1.608 0.729 C7 151 13 151 C27 C27 C 0 1 N N N 15.298 13.144 21.502 -3.472 -1.653 0.896 C27 151 14 151 C1 C1 C 0 1 N N N 14.465 13.568 22.717 -4.103 -2.282 -0.348 C1 151 15 151 C17 C17 C 0 1 N N N 14.550 13.321 20.168 -3.826 -2.491 2.126 C17 151 16 151 C30 C30 C 0 1 N N N 14.365 10.791 21.665 -1.334 -0.941 1.932 C30 151 17 151 O5 O5 O 0 1 N N N 13.370 10.848 22.429 -1.972 -0.140 2.572 O5 151 18 151 C4 C4 C 0 1 Y N N 19.557 13.194 23.586 2.125 -1.639 -0.987 C4 151 19 151 N3 N3 N 0 1 Y N N 20.288 13.279 22.356 2.790 -0.453 -0.935 N3 151 20 151 C5 C5 C 0 1 Y N N 21.558 13.657 22.874 4.062 -0.689 -1.065 C5 151 21 151 O4 O4 O 0 1 Y N N 21.620 13.797 24.246 4.254 -2.007 -1.211 O4 151 22 151 C6 C6 C 0 1 Y N N 20.371 13.465 24.690 3.058 -2.614 -1.165 C6 151 23 151 C9 C9 C 0 1 N N N 22.726 13.916 21.986 5.148 0.356 -1.059 C9 151 24 151 N4 N4 N 0 1 N N N 23.498 12.739 21.641 5.622 0.561 0.316 N4 151 25 151 C11 C11 C 0 1 N N N 22.972 11.921 20.544 6.832 1.400 0.226 C11 151 26 151 C13 C13 C 0 1 N N N 23.741 12.376 19.310 6.515 2.736 0.929 C13 151 27 151 C14 C14 C 0 1 N N N 25.129 12.409 19.918 5.341 2.365 1.872 C14 151 28 151 C12 C12 C 0 1 N N N 24.870 13.124 21.254 4.571 1.327 1.019 C12 151 29 151 O51 O51 O 0 1 N Y N 14.176 10.314 20.213 -0.075 -1.238 2.290 O51 151 30 151 H261 1H26 H 0 0 N N N 19.640 10.675 22.702 1.107 0.818 -1.348 H261 151 31 151 H262 2H26 H 0 0 N N N 18.990 11.395 21.241 0.603 0.906 0.368 H262 151 32 151 H281 1H28 H 0 0 N N N 18.441 8.677 21.960 -1.073 1.484 -2.136 H281 151 33 151 H282 2H28 H 0 0 N N N 17.472 9.584 20.870 -0.915 2.471 -0.644 H282 151 34 151 H29 H29 H 0 1 N N N 15.873 9.158 22.769 -2.205 0.911 0.661 H29 151 35 151 H2 H2 H 0 1 N N N 18.019 8.636 23.967 -3.534 0.335 -1.921 H2 151 36 151 H3C1 1H3C H 0 0 N N N 14.782 7.484 24.455 -3.371 3.699 -1.643 H3C1 151 37 151 H3C2 2H3C H 0 0 N N N 14.337 9.220 24.327 -4.308 4.273 -0.243 H3C2 151 38 151 H3C3 3H3C H 0 0 N N N 14.130 8.351 25.886 -2.745 3.459 0.006 H3C3 151 39 151 H8 H8 H 0 1 N N N 15.827 11.680 23.751 -2.061 -1.279 -1.402 H8 151 40 151 H7 H7 H 0 1 N N N 16.337 11.424 20.849 -1.566 -2.623 0.638 H7 151 41 151 H27 H27 H 0 1 N N N 16.190 13.786 21.450 -3.854 -0.640 1.024 H27 151 42 151 H1C1 1H1C H 0 0 N N N 13.698 12.806 22.919 -3.641 -3.250 -0.540 H1C1 151 43 151 H1C2 2H1C H 0 0 N N N 13.979 14.533 22.509 -5.173 -2.416 -0.184 H1C2 151 44 151 H1C3 3H1C H 0 0 N N N 15.121 13.670 23.594 -3.946 -1.627 -1.205 H1C3 151 45 151 H171 1H17 H 0 0 N N N 14.774 12.471 19.507 -3.444 -3.504 1.998 H171 151 46 151 H172 2H17 H 0 0 N N N 14.875 14.255 19.687 -3.376 -2.043 3.013 H172 151 47 151 H173 3H17 H 0 0 N N N 13.467 13.363 20.357 -4.909 -2.523 2.245 H173 151 48 151 H6 H6 H 0 1 N N N 20.063 13.419 25.724 2.871 -3.674 -1.252 H6 151 49 151 H9C1 1H9C H 0 0 N N N 23.402 14.582 22.543 5.976 0.023 -1.684 H9C1 151 50 151 H9C2 2H9C H 0 0 N N N 22.346 14.354 21.051 4.752 1.293 -1.450 H9C2 151 51 151 H111 1H11 H 0 0 N N N 21.886 12.046 20.421 7.664 0.905 0.727 H111 151 52 151 H112 2H11 H 0 0 N N N 23.135 10.850 20.737 7.081 1.581 -0.820 H112 151 53 151 H131 1H13 H 0 0 N N N 23.398 13.317 18.855 7.375 3.083 1.502 H131 151 54 151 H132 2H13 H 0 0 N N N 23.653 11.683 18.460 6.205 3.489 0.204 H132 151 55 151 H141 1H14 H 0 0 N N N 25.877 12.910 19.286 5.708 1.917 2.795 H141 151 56 151 H142 2H14 H 0 0 N N N 25.542 11.400 20.062 4.719 3.236 2.082 H142 151 57 151 H121 1H12 H 0 0 N N N 25.606 12.838 22.020 3.923 1.830 0.301 H121 151 58 151 H122 2H12 H 0 0 N N N 24.954 14.215 21.138 3.986 0.667 1.660 H122 151 59 151 "HO'" "HO'" H 0 1 N N N 13.261 10.106 20.064 0.321 -0.811 3.062 "HO'" 151 60 # 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 151 O3 C2 DOUB N N 1 151 C2 N1 SING N N 2 151 C2 C4 SING N N 3 151 N1 C26 SING N N 4 151 N1 C8 SING N N 5 151 C26 C28 SING N N 6 151 C26 H261 SING N N 7 151 C26 H262 SING N N 8 151 C28 C29 SING N N 9 151 C28 H281 SING N N 10 151 C28 H282 SING N N 11 151 C29 N2 SING N N 12 151 C29 C8 SING N N 13 151 C29 H29 SING N N 14 151 N2 S1 SING N N 15 151 N2 H2 SING N N 16 151 S1 C3 SING N N 17 151 S1 O1 DOUB N N 18 151 S1 O2 DOUB N N 19 151 C3 H3C1 SING N N 20 151 C3 H3C2 SING N N 21 151 C3 H3C3 SING N N 22 151 C8 C7 SING N N 23 151 C8 H8 SING N N 24 151 C7 C27 SING N N 25 151 C7 C30 SING N N 26 151 C7 H7 SING N N 27 151 C27 C1 SING N N 28 151 C27 C17 SING N N 29 151 C27 H27 SING N N 30 151 C1 H1C1 SING N N 31 151 C1 H1C2 SING N N 32 151 C1 H1C3 SING N N 33 151 C17 H171 SING N N 34 151 C17 H172 SING N N 35 151 C17 H173 SING N N 36 151 C30 O5 DOUB N N 37 151 C30 O51 SING N N 38 151 C4 N3 SING Y N 39 151 C4 C6 DOUB Y N 40 151 N3 C5 DOUB Y N 41 151 C5 O4 SING Y N 42 151 C5 C9 SING N N 43 151 O4 C6 SING Y N 44 151 C6 H6 SING N N 45 151 C9 N4 SING N N 46 151 C9 H9C1 SING N N 47 151 C9 H9C2 SING N N 48 151 N4 C11 SING N N 49 151 N4 C12 SING N N 50 151 C11 C13 SING N N 51 151 C11 H111 SING N N 52 151 C11 H112 SING N N 53 151 C13 C14 SING N N 54 151 C13 H131 SING N N 55 151 C13 H132 SING N N 56 151 C14 C12 SING N N 57 151 C14 H141 SING N N 58 151 C14 H142 SING N N 59 151 C12 H121 SING N N 60 151 C12 H122 SING N N 61 151 O51 "HO'" SING N N 62 # 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 151 SMILES ACDLabs 10.04 "O=C(O)C(C(C)C)C3N(C(=O)c1nc(oc1)CN2CCCC2)CCC3NS(=O)(=O)C" 151 SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@@H]([C@H]1[C@@H](CCN1C(=O)c2coc(CN3CCCC3)n2)N[S](C)(=O)=O)C(O)=O" 151 SMILES CACTVS 3.341 "CC(C)[CH]([CH]1[CH](CCN1C(=O)c2coc(CN3CCCC3)n2)N[S](C)(=O)=O)C(O)=O" 151 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)[C@@H]([C@H]1[C@@H](CCN1C(=O)c2coc(n2)CN3CCCC3)NS(=O)(=O)C)C(=O)O" 151 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)C(C1C(CCN1C(=O)c2coc(n2)CN3CCCC3)NS(=O)(=O)C)C(=O)O" 151 InChI InChI 1.03 "InChI=1S/C19H30N4O6S/c1-12(2)16(19(25)26)17-13(21-30(3,27)28)6-9-23(17)18(24)14-11-29-15(20-14)10-22-7-4-5-8-22/h11-13,16-17,21H,4-10H2,1-3H3,(H,25,26)/t13-,16+,17-/m1/s1" 151 InChIKey InChI 1.03 PWBJTGRBTWYVSH-XOKHGSTOSA-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 151 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-3-methyl-2-[(2S,3R)-3-[(methylsulfonyl)amino]-1-{[2-(pyrrolidin-1-ylmethyl)-1,3-oxazol-4-yl]carbonyl}pyrrolidin-2-yl]butanoic acid" 151 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-3-methyl-2-[(2S,3R)-3-(methylsulfonylamino)-1-[[2-(pyrrolidin-1-ylmethyl)-1,3-oxazol-4-yl]carbonyl]pyrrolidin-2-yl]butanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 151 "Create component" 2002-07-05 EBI 151 "Modify descriptor" 2011-06-04 RCSB #