data_X6C # _chem_comp.id X6C _chem_comp.name "(2S,4R)-1-ethanoyl-N-[[4-(1,3-oxazol-5-yl)phenyl]methyl]-4-oxidanyl-pyrrolidine-2-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-29 _chem_comp.pdbx_modified_date 2014-09-05 _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 329.350 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X6C _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 4BKS _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 X6C CAA CAA C 0 1 N N N -7.621 81.129 -1.983 6.217 1.807 -0.526 CAA X6C 1 X6C CAQ CAQ C 0 1 N N N -7.754 81.707 -0.552 4.790 1.338 -0.642 CAQ X6C 2 X6C OAB OAB O 0 1 N N N -7.478 82.874 -0.329 3.943 2.077 -1.097 OAB X6C 3 X6C N N N 0 1 N N N -8.080 80.862 0.437 4.454 0.096 -0.239 N X6C 4 X6C CD2 CD2 C 0 1 N N N -8.435 79.413 0.287 5.378 -0.901 0.331 CD2 X6C 5 X6C CG CG C 0 1 N N R -9.172 79.055 1.570 4.709 -2.270 0.047 CG X6C 6 X6C OD1 OD1 O 0 1 N N N -10.561 79.248 1.386 4.964 -2.696 -1.293 OD1 X6C 7 X6C CB CB C 0 1 N N N -8.632 79.998 2.624 3.208 -1.929 0.246 CB X6C 8 X6C CA CA C 0 1 N N S -8.229 81.286 1.890 3.105 -0.486 -0.289 CA X6C 9 X6C C C C 0 1 N N N -7.064 81.846 2.452 2.168 0.318 0.574 C X6C 10 X6C O O O 0 1 N N N -5.938 81.564 2.043 2.612 1.058 1.426 O X6C 11 X6C NAO NAO N 0 1 N N N -7.255 82.691 3.483 0.835 0.215 0.401 NAO X6C 12 X6C CAK CAK C 0 1 N N N -6.127 83.253 4.280 -0.076 0.996 1.240 CAK X6C 13 X6C CAS CAS C 0 1 Y N N -5.815 82.422 5.411 -1.500 0.701 0.847 CAS X6C 14 X6C CAF CAF C 0 1 Y N N -6.610 81.321 5.804 -2.186 -0.331 1.464 CAF X6C 15 X6C CAH CAH C 0 1 Y N N -6.237 80.508 6.897 -3.490 -0.607 1.107 CAH X6C 16 X6C CAE CAE C 0 1 Y N N -4.624 82.671 6.113 -2.119 1.466 -0.126 CAE X6C 17 X6C CAG CAG C 0 1 Y N N -4.248 81.871 7.199 -3.422 1.201 -0.491 CAG X6C 18 X6C CAT CAT C 0 1 Y N N -5.053 80.785 7.618 -4.117 0.157 0.123 CAT X6C 19 X6C CAU CAU C 0 1 Y N N -4.707 80.062 8.708 -5.514 -0.133 -0.264 CAU X6C 20 X6C OAP OAP O 0 1 Y N N -5.138 78.752 8.994 -6.306 -1.102 0.245 OAP X6C 21 X6C CAI CAI C 0 1 Y N N -4.553 78.429 10.256 -7.492 -1.027 -0.374 CAI X6C 22 X6C NAN NAN N 0 1 Y N N -3.874 79.500 10.666 -7.458 -0.053 -1.240 NAN X6C 23 X6C CAJ CAJ C 0 1 Y N N -3.972 80.493 9.749 -6.249 0.526 -1.196 CAJ X6C 24 X6C HAA1 HAA1 H 0 0 N N N -7.265 81.915 -2.665 6.295 2.829 -0.899 HAA1 X6C 25 X6C HAA2 HAA2 H 0 0 N N N -6.902 80.296 -1.977 6.526 1.777 0.518 HAA2 X6C 26 X6C HAA3 HAA3 H 0 0 N N N -8.601 80.765 -2.324 6.863 1.156 -1.115 HAA3 X6C 27 X6C HD21 HD21 H 0 0 N N N -9.085 79.262 -0.588 6.349 -0.844 -0.162 HD21 X6C 28 X6C HD22 HD22 H 0 0 N N N -7.527 78.801 0.179 5.487 -0.748 1.405 HD22 X6C 29 X6C HA HA H 0 1 N N N -9.063 82.000 1.962 2.745 -0.498 -1.318 HA X6C 30 X6C HG HG H 0 1 N N N -8.947 78.015 1.849 5.038 -3.022 0.764 HG X6C 31 X6C HD1 HD1 H 0 1 N N N -11.021 79.025 2.187 5.901 -2.827 -1.492 HD1 X6C 32 X6C HB1C HB1C H 0 0 N N N -9.407 80.214 3.374 2.579 -2.605 -0.335 HB1C X6C 33 X6C HB2C HB2C H 0 0 N N N -7.757 79.553 3.120 2.941 -1.965 1.302 HB2C X6C 34 X6C HAO HAO H 0 1 N N N -8.190 82.952 3.724 0.479 -0.377 -0.280 HAO X6C 35 X6C HAK1 HAK1 H 0 0 N N N -5.238 83.329 3.637 0.075 0.729 2.286 HAK1 X6C 36 X6C HAK2 HAK2 H 0 0 N N N -6.407 84.254 4.639 0.126 2.059 1.104 HAK2 X6C 37 X6C HAF HAF H 0 1 N N N -7.516 81.098 5.260 -1.699 -0.921 2.225 HAF X6C 38 X6C HAE HAE H 0 1 N N N -3.989 83.491 5.811 -1.580 2.273 -0.601 HAE X6C 39 X6C HAH HAH H 0 1 N N N -6.858 79.672 7.183 -4.023 -1.413 1.589 HAH X6C 40 X6C HAG HAG H 0 1 N N N -3.330 82.086 7.725 -3.904 1.799 -1.251 HAG X6C 41 X6C HAJ HAJ H 0 1 N N N -3.530 81.474 9.840 -5.920 1.363 -1.794 HAJ X6C 42 X6C HAI HAI H 0 1 N N N -4.644 77.490 10.781 -8.339 -1.670 -0.186 HAI X6C 43 # 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 X6C CAA CAQ SING N N 1 X6C CAQ OAB DOUB N N 2 X6C CAQ N SING N N 3 X6C N CD2 SING N N 4 X6C N CA SING N N 5 X6C CD2 CG SING N N 6 X6C CG OD1 SING N N 7 X6C CG CB SING N N 8 X6C CB CA SING N N 9 X6C CA C SING N N 10 X6C C O DOUB N N 11 X6C C NAO SING N N 12 X6C NAO CAK SING N N 13 X6C CAK CAS SING N N 14 X6C CAS CAF SING Y N 15 X6C CAS CAE DOUB Y N 16 X6C CAF CAH DOUB Y N 17 X6C CAH CAT SING Y N 18 X6C CAE CAG SING Y N 19 X6C CAG CAT DOUB Y N 20 X6C CAT CAU SING N N 21 X6C CAU OAP SING Y N 22 X6C CAU CAJ DOUB Y N 23 X6C OAP CAI SING Y N 24 X6C CAI NAN DOUB Y N 25 X6C NAN CAJ SING Y N 26 X6C CAA HAA1 SING N N 27 X6C CAA HAA2 SING N N 28 X6C CAA HAA3 SING N N 29 X6C CD2 HD21 SING N N 30 X6C CD2 HD22 SING N N 31 X6C CA HA SING N N 32 X6C CG HG SING N N 33 X6C OD1 HD1 SING N N 34 X6C CB HB1C SING N N 35 X6C CB HB2C SING N N 36 X6C NAO HAO SING N N 37 X6C CAK HAK1 SING N N 38 X6C CAK HAK2 SING N N 39 X6C CAF HAF SING N N 40 X6C CAE HAE SING N N 41 X6C CAH HAH SING N N 42 X6C CAG HAG SING N N 43 X6C CAJ HAJ SING N N 44 X6C CAI HAI SING N N 45 # 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 X6C SMILES ACDLabs 12.01 "O=C(N1CC(O)CC1C(=O)NCc3ccc(c2ocnc2)cc3)C" X6C InChI InChI 1.03 "InChI=1S/C17H19N3O4/c1-11(21)20-9-14(22)6-15(20)17(23)19-7-12-2-4-13(5-3-12)16-8-18-10-24-16/h2-5,8,10,14-15,22H,6-7,9H2,1H3,(H,19,23)/t14-,15+/m1/s1" X6C InChIKey InChI 1.03 KFYARNZFJDIZMC-CABCVRRESA-N X6C SMILES_CANONICAL CACTVS 3.385 "CC(=O)N1C[C@H](O)C[C@H]1C(=O)NCc2ccc(cc2)c3ocnc3" X6C SMILES CACTVS 3.385 "CC(=O)N1C[CH](O)C[CH]1C(=O)NCc2ccc(cc2)c3ocnc3" X6C SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(=O)N1C[C@@H](C[C@H]1C(=O)NCc2ccc(cc2)c3cnco3)O" X6C SMILES "OpenEye OEToolkits" 1.9.2 "CC(=O)N1CC(CC1C(=O)NCc2ccc(cc2)c3cnco3)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 X6C "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-1-acetyl-4-hydroxy-N-[4-(1,3-oxazol-5-yl)benzyl]-L-prolinamide" X6C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S,4R)-1-ethanoyl-N-[[4-(1,3-oxazol-5-yl)phenyl]methyl]-4-oxidanyl-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 X6C "Create component" 2013-04-29 EBI X6C "Initial release" 2013-11-27 RCSB X6C "Modify descriptor" 2014-09-05 RCSB #