data_0S5 # _chem_comp.id 0S5 _chem_comp.name "N-benzoyl-1-[(2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl]-L-prolinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H29 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-16 _chem_comp.pdbx_modified_date 2012-05-25 _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 415.483 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0S5 _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 4EOX _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 0S5 C26 C26 C 0 1 Y N N 17.904 -6.380 1.169 7.521 1.502 0.280 C26 0S5 1 0S5 C25 C25 C 0 1 Y N N 17.787 -5.625 2.322 6.838 0.558 1.025 C25 0S5 2 0S5 C27 C27 C 0 1 Y N N 18.920 -7.305 1.005 6.935 2.065 -0.840 C27 0S5 3 0S5 C24 C24 C 0 1 Y N N 18.701 -5.812 3.338 5.568 0.168 0.654 C24 0S5 4 0S5 C28 C28 C 0 1 Y N N 19.859 -7.488 1.996 5.664 1.688 -1.221 C28 0S5 5 0S5 C23 C23 C 0 1 Y N N 19.716 -6.723 3.147 4.973 0.728 -0.479 C23 0S5 6 0S5 C29 C29 C 0 1 N N N 28.582 -2.197 4.843 -2.960 1.649 2.262 C29 0S5 7 0S5 C21 C21 C 0 1 N N N 20.674 -6.849 4.243 3.611 0.319 -0.880 C21 0S5 8 0S5 C18 C18 C 0 1 N N N 23.005 -7.309 4.613 1.704 -0.981 -0.528 C18 0S5 9 0S5 C11 C11 C 0 1 N N N 25.190 -5.304 4.757 -1.122 -0.628 0.077 C11 0S5 10 0S5 C8 C8 C 0 1 N N N 25.037 -5.564 9.481 -6.494 1.862 -1.755 C8 0S5 11 0S5 C9 C9 C 0 1 N N N 24.646 -4.152 9.890 -6.486 0.380 -2.168 C9 0S5 12 0S5 C15 C15 C 0 1 N N N 26.192 -8.770 4.405 -0.034 -4.202 0.191 C15 0S5 13 0S5 C16 C16 C 0 1 N N N 24.819 -8.794 3.778 1.221 -3.432 -0.298 C16 0S5 14 0S5 C7 C7 C 0 1 N N N 25.985 -5.432 8.278 -5.112 2.154 -1.133 C7 0S5 15 0S5 C10 C10 C 0 1 N N N 25.194 -3.232 8.818 -5.100 -0.178 -1.783 C10 0S5 16 0S5 C14 C14 C 0 1 N N N 26.490 -7.393 4.955 -1.147 -3.136 0.108 C14 0S5 17 0S5 C17 C17 C 0 1 N N S 24.310 -7.366 3.859 0.961 -2.017 0.276 C17 0S5 18 0S5 C6 C6 C 0 1 N N N 25.503 -4.186 7.647 -4.609 0.768 -0.658 C6 0S5 19 0S5 C5 C5 C 0 1 N N N 26.128 -3.558 6.433 -3.083 0.749 -0.562 C5 0S5 20 0S5 C3 C3 C 0 1 N N N 27.066 -4.040 4.194 -3.151 -0.658 1.502 C3 0S5 21 0S5 C4 C4 C 0 1 N N R 26.387 -4.678 5.384 -2.628 -0.570 0.067 C4 0S5 22 0S5 N13 N13 N 0 1 N N N 25.278 -6.679 4.663 -0.494 -1.819 0.147 N13 0S5 23 0S5 N20 N20 N 0 1 N N N 21.950 -7.026 3.786 2.946 -0.608 -0.162 N20 0S5 24 0S5 N2 N2 N 0 1 N N N 28.322 -3.477 4.520 -2.514 0.379 2.318 N2 0S5 25 0S5 O30 O30 O 0 1 N N N 29.721 -1.861 5.122 -2.433 2.507 2.938 O30 0S5 26 0S5 O22 O22 O 0 1 N N N 20.354 -6.678 5.407 3.090 0.818 -1.858 O22 0S5 27 0S5 O19 O19 O 0 1 N N N 22.924 -7.464 5.825 1.185 -0.483 -1.503 O19 0S5 28 0S5 O12 O12 O 0 1 N N N 24.233 -4.709 4.295 -0.475 0.396 0.021 O12 0S5 29 0S5 O1 O1 O 0 1 N N N 29.440 -4.317 4.669 -1.431 0.046 3.167 O1 0S5 30 0S5 H1 H1 H 0 1 N N N 17.184 -6.244 0.376 8.515 1.804 0.575 H1 0S5 31 0S5 H2 H2 H 0 1 N N N 16.993 -4.901 2.425 7.300 0.126 1.901 H2 0S5 32 0S5 H3 H3 H 0 1 N N N 18.977 -7.886 0.096 7.474 2.802 -1.418 H3 0S5 33 0S5 H4 H4 H 0 1 N N N 18.623 -5.257 4.261 5.036 -0.569 1.236 H4 0S5 34 0S5 H5 H5 H 0 1 N N N 20.669 -8.194 1.884 5.207 2.128 -2.095 H5 0S5 35 0S5 H6 H6 H 0 1 N N N 27.784 -1.469 4.855 -3.787 1.903 1.615 H6 0S5 36 0S5 H7 H7 H 0 1 N N N 24.142 -6.137 9.197 -6.650 2.493 -2.630 H7 0S5 37 0S5 H8 H8 H 0 1 N N N 25.549 -6.071 10.312 -7.280 2.041 -1.021 H8 0S5 38 0S5 H9 H9 H 0 1 N N N 25.086 -3.903 10.867 -7.267 -0.161 -1.634 H9 0S5 39 0S5 H10 H10 H 0 1 N N N 23.551 -4.061 9.947 -6.639 0.291 -3.243 H10 0S5 40 0S5 H11 H11 H 0 1 N N N 26.231 -9.504 5.223 -0.254 -5.040 -0.470 H11 0S5 41 0S5 H12 H12 H 0 1 N N N 24.154 -9.471 4.334 2.131 -3.863 0.121 H12 0S5 42 0S5 H13 H13 H 0 1 N N N 24.881 -9.121 2.730 1.267 -3.410 -1.387 H13 0S5 43 0S5 H14 H14 H 0 1 N N N 25.888 -6.290 7.596 -4.437 2.569 -1.881 H14 0S5 44 0S5 H15 H15 H 0 1 N N N 27.032 -5.338 8.602 -5.210 2.836 -0.289 H15 0S5 45 0S5 H16 H16 H 0 1 N N N 26.107 -2.726 9.164 -5.189 -1.199 -1.411 H16 0S5 46 0S5 H17 H17 H 0 1 N N N 24.446 -2.480 8.526 -4.424 -0.141 -2.637 H17 0S5 47 0S5 H18 H18 H 0 1 N N N 26.680 -7.429 6.038 -1.699 -3.248 -0.825 H18 0S5 48 0S5 H19 H19 H 0 1 N N N 24.210 -6.925 2.856 1.261 -1.971 1.322 H19 0S5 49 0S5 H20 H20 H 0 1 N N N 24.499 -4.460 7.291 -5.061 0.499 0.297 H20 0S5 50 0S5 H21 H21 H 0 1 N N N 27.079 -3.080 6.709 -2.654 0.842 -1.560 H21 0S5 51 0S5 H22 H22 H 0 1 N N N 25.447 -2.804 6.012 -2.747 1.581 0.057 H22 0S5 52 0S5 H23 H23 H 0 1 N N N 26.415 -3.245 3.802 -4.231 -0.511 1.505 H23 0S5 53 0S5 H24 H24 H 0 1 N N N 27.214 -4.808 3.420 -2.917 -1.640 1.914 H24 0S5 54 0S5 H25 H25 H 0 1 N N N 27.038 -5.449 5.823 -3.020 -1.404 -0.515 H25 0S5 55 0S5 H26 H26 H 0 1 N N N 22.121 -6.945 2.804 3.362 -1.006 0.619 H26 0S5 56 0S5 H27 H27 H 0 1 N N N 30.191 -3.801 4.937 -1.077 0.795 3.665 H27 0S5 57 0S5 H28 H28 H 0 1 N N N 26.944 -9.028 3.644 0.095 -4.545 1.217 H28 0S5 58 0S5 H29 H29 H 0 1 N N N 27.353 -6.939 4.446 -1.825 -3.241 0.955 H29 0S5 59 # 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 0S5 C27 C26 DOUB Y N 1 0S5 C27 C28 SING Y N 2 0S5 C26 C25 SING Y N 3 0S5 C28 C23 DOUB Y N 4 0S5 C25 C24 DOUB Y N 5 0S5 C23 C24 SING Y N 6 0S5 C23 C21 SING N N 7 0S5 C16 C17 SING N N 8 0S5 C16 C15 SING N N 9 0S5 N20 C21 SING N N 10 0S5 N20 C18 SING N N 11 0S5 C17 C18 SING N N 12 0S5 C17 N13 SING N N 13 0S5 C3 N2 SING N N 14 0S5 C3 C4 SING N N 15 0S5 C21 O22 DOUB N N 16 0S5 O12 C11 DOUB N N 17 0S5 C15 C14 SING N N 18 0S5 N2 O1 SING N N 19 0S5 N2 C29 SING N N 20 0S5 C18 O19 DOUB N N 21 0S5 N13 C11 SING N N 22 0S5 N13 C14 SING N N 23 0S5 C11 C4 SING N N 24 0S5 C29 O30 DOUB N N 25 0S5 C4 C5 SING N N 26 0S5 C5 C6 SING N N 27 0S5 C6 C7 SING N N 28 0S5 C6 C10 SING N N 29 0S5 C7 C8 SING N N 30 0S5 C10 C9 SING N N 31 0S5 C8 C9 SING N N 32 0S5 C26 H1 SING N N 33 0S5 C25 H2 SING N N 34 0S5 C27 H3 SING N N 35 0S5 C24 H4 SING N N 36 0S5 C28 H5 SING N N 37 0S5 C29 H6 SING N N 38 0S5 C8 H7 SING N N 39 0S5 C8 H8 SING N N 40 0S5 C9 H9 SING N N 41 0S5 C9 H10 SING N N 42 0S5 C15 H11 SING N N 43 0S5 C16 H12 SING N N 44 0S5 C16 H13 SING N N 45 0S5 C7 H14 SING N N 46 0S5 C7 H15 SING N N 47 0S5 C10 H16 SING N N 48 0S5 C10 H17 SING N N 49 0S5 C14 H18 SING N N 50 0S5 C17 H19 SING N N 51 0S5 C6 H20 SING N N 52 0S5 C5 H21 SING N N 53 0S5 C5 H22 SING N N 54 0S5 C3 H23 SING N N 55 0S5 C3 H24 SING N N 56 0S5 C4 H25 SING N N 57 0S5 N20 H26 SING N N 58 0S5 O1 H27 SING N N 59 0S5 C15 H28 SING N N 60 0S5 C14 H29 SING N N 61 # 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 0S5 SMILES ACDLabs 12.01 "O=C(NC(=O)c1ccccc1)C3N(C(=O)C(CC2CCCC2)CN(O)C=O)CCC3" 0S5 InChI InChI 1.03 "InChI=1S/C22H29N3O5/c26-15-24(30)14-18(13-16-7-4-5-8-16)22(29)25-12-6-11-19(25)21(28)23-20(27)17-9-2-1-3-10-17/h1-3,9-10,15-16,18-19,30H,4-8,11-14H2,(H,23,27,28)/t18-,19+/m1/s1" 0S5 InChIKey InChI 1.03 JPSWIPZHYDYDLN-MOPGFXCFSA-N 0S5 SMILES_CANONICAL CACTVS 3.370 "ON(C[C@@H](CC1CCCC1)C(=O)N2CCC[C@H]2C(=O)NC(=O)c3ccccc3)C=O" 0S5 SMILES CACTVS 3.370 "ON(C[CH](CC1CCCC1)C(=O)N2CCC[CH]2C(=O)NC(=O)c3ccccc3)C=O" 0S5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C(=O)NC(=O)[C@@H]2CCCN2C(=O)[C@H](CC3CCCC3)CN(C=O)O" 0S5 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C(=O)NC(=O)C2CCCN2C(=O)C(CC3CCCC3)CN(C=O)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 0S5 "SYSTEMATIC NAME" ACDLabs 12.01 "N-benzoyl-1-[(2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl]-L-prolinamide" 0S5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-1-[(2R)-2-(cyclopentylmethyl)-3-[methanoyl(oxidanyl)amino]propanoyl]-N-(phenylcarbonyl)pyrrolidine-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 0S5 "Create component" 2012-05-16 RCSB #