data_L8B # _chem_comp.id L8B _chem_comp.name "(4R)-4-HYDROXY-1-[(3-METHYLISOXAZOL-5-YL)ACETYL]-N-[4-(1,3-OXAZOL-5-YL)BENZYL]-L-PROLINAMIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-15 _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 410.423 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L8B _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 3ZRC _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 L8B CAA CAA C 0 1 N N N -57.688 37.869 -3.860 6.423 4.435 0.597 CAA L8B 1 L8B CAW CAW C 0 1 Y N N -56.923 36.604 -3.482 6.119 3.066 0.045 CAW L8B 2 L8B CAK CAK C 0 1 Y N N -55.702 36.589 -2.929 5.602 1.960 0.759 CAK L8B 3 L8B NAQ NAQ N 0 1 Y N N -57.384 35.368 -3.656 6.276 2.669 -1.185 NAQ L8B 4 L8B OAT OAT O 0 1 Y N N -56.355 34.486 -3.150 5.945 1.514 -1.325 OAT L8B 5 L8B CAZ CAZ C 0 1 Y N N -55.344 35.311 -2.739 5.511 0.982 -0.174 CAZ L8B 6 L8B CAM CAM C 0 1 N N N -54.069 34.787 -2.097 5.015 -0.425 0.040 CAM L8B 7 L8B CAU CAU C 0 1 N N N -54.303 35.147 -0.609 3.528 -0.475 -0.199 CAU L8B 8 L8B OAB OAB O 0 1 N N N -54.051 36.306 -0.257 2.929 0.533 -0.511 OAB L8B 9 L8B N N N 0 1 N N N -54.857 34.265 0.270 2.863 -1.639 -0.065 N L8B 10 L8B CD2 CD2 C 0 1 N N N -55.221 32.883 -0.070 3.463 -2.933 0.309 CD2 L8B 11 L8B CG CG C 0 1 N N R -55.902 32.280 1.169 2.494 -3.999 -0.262 CG L8B 12 L8B OD1 OD1 O 0 1 N N N -57.309 32.358 1.071 2.731 -4.213 -1.655 OD1 L8B 13 L8B CB CB C 0 1 N N N -55.512 33.180 2.310 1.116 -3.324 -0.029 CB L8B 14 L8B CA CA C 0 1 N N S -55.147 34.529 1.698 1.418 -1.829 -0.260 CA L8B 15 L8B C C C 0 1 N N N -53.893 34.940 2.438 0.652 -0.989 0.730 C L8B 16 L8B O O O 0 1 N N N -52.824 34.405 2.153 1.206 -0.568 1.723 O L8B 17 L8B NAR NAR N 0 1 N N N -54.090 35.836 3.405 -0.647 -0.707 0.511 NAR L8B 18 L8B CAL CAL C 0 1 N N N -53.042 36.381 4.287 -1.391 0.109 1.474 CAL L8B 19 L8B CAX CAX C 0 1 Y N N -52.788 35.417 5.447 -2.812 0.276 0.998 CAX L8B 20 L8B CAF CAF C 0 1 Y N N -53.727 34.457 5.843 -3.777 -0.639 1.378 CAF L8B 21 L8B CAH CAH C 0 1 Y N N -53.458 33.584 6.903 -5.079 -0.492 0.946 CAH L8B 22 L8B CAE CAE C 0 1 Y N N -51.583 35.509 6.128 -3.146 1.348 0.189 CAE L8B 23 L8B CAG CAG C 0 1 Y N N -51.304 34.649 7.180 -4.444 1.507 -0.249 CAG L8B 24 L8B CAY CAY C 0 1 Y N N -52.239 33.680 7.596 -5.422 0.583 0.125 CAY L8B 25 L8B CBA CBA C 0 1 Y N N -51.875 32.836 8.669 -6.815 0.747 -0.342 CBA L8B 26 L8B CAJ CAJ C 0 1 Y N N -51.879 31.509 8.752 -7.290 1.738 -1.139 CAJ L8B 27 L8B NAP NAP N 0 1 Y N N -51.383 31.138 9.946 -8.601 1.515 -1.321 NAP L8B 28 L8B CAI CAI C 0 1 Y N N -51.051 32.229 10.633 -8.940 0.437 -0.672 CAI L8B 29 L8B OAS OAS O 0 1 Y N N -51.355 33.295 9.838 -7.858 -0.065 -0.061 OAS L8B 30 L8B HAA1 HAA1 H 0 0 N N N -58.662 37.594 -4.291 7.452 4.462 0.955 HAA1 L8B 31 L8B HAA2 HAA2 H 0 0 N N N -57.845 38.485 -2.962 6.291 5.180 -0.187 HAA2 L8B 32 L8B HAA3 HAA3 H 0 0 N N N -57.108 38.441 -4.600 5.746 4.652 1.423 HAA3 L8B 33 L8B HAK HAK H 0 1 N N N -55.109 37.457 -2.680 5.341 1.908 1.805 HAK L8B 34 L8B HAM1 HAM1 H 0 0 N N N -53.966 33.701 -2.236 5.517 -1.096 -0.656 HAM1 L8B 35 L8B HAM2 HAM2 H 0 0 N N N -53.179 35.294 -2.498 5.230 -0.734 1.062 HAM2 L8B 36 L8B HD21 HD21 H 0 0 N N N -55.914 32.874 -0.924 4.450 -3.038 -0.141 HD21 L8B 37 L8B HD22 HD22 H 0 0 N N N -54.319 32.306 -0.324 3.528 -3.022 1.393 HD22 L8B 38 L8B HA HA H 0 1 N N N -55.956 35.263 1.829 1.142 -1.550 -1.277 HA L8B 39 L8B HG HG H 0 1 N N N -55.550 31.252 1.340 2.571 -4.934 0.293 HG L8B 40 L8B HD1 HD1 H 0 1 N N N -57.703 31.979 1.848 3.617 -4.542 -1.857 HD1 L8B 41 L8B HB1C HB1C H 0 0 N N N -56.355 33.295 3.007 0.382 -3.688 -0.748 HB1C L8B 42 L8B HB2C HB2C H 0 0 N N N -54.648 32.760 2.846 0.773 -3.491 0.992 HB2C L8B 43 L8B HAR HAR H 0 1 N N N -55.024 36.165 3.543 -1.090 -1.043 -0.284 HAR L8B 44 L8B HAL1 HAL1 H 0 0 N N N -52.113 36.513 3.712 -1.389 -0.383 2.446 HAL1 L8B 45 L8B HAL2 HAL2 H 0 0 N N N -53.369 37.353 4.685 -0.920 1.088 1.561 HAL2 L8B 46 L8B HAF HAF H 0 1 N N N -54.671 34.389 5.324 -3.511 -1.471 2.013 HAF L8B 47 L8B HAE HAE H 0 1 N N N -50.858 36.255 5.837 -2.388 2.062 -0.100 HAE L8B 48 L8B HAH HAH H 0 1 N N N -54.185 32.838 7.188 -5.832 -1.208 1.242 HAH L8B 49 L8B HAG HAG H 0 1 N N N -50.354 34.723 7.689 -4.704 2.344 -0.880 HAG L8B 50 L8B HAJ HAJ H 0 1 N N N -52.226 30.835 7.982 -6.718 2.556 -1.551 HAJ L8B 51 L8B HAI HAI H 0 1 N N N -50.625 32.263 11.625 -9.933 0.014 -0.636 HAI L8B 52 # 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 L8B CAA CAW SING N N 1 L8B CAW CAK SING Y N 2 L8B CAW NAQ DOUB Y N 3 L8B CAK CAZ DOUB Y N 4 L8B NAQ OAT SING Y N 5 L8B OAT CAZ SING Y N 6 L8B CAZ CAM SING N N 7 L8B CAM CAU SING N N 8 L8B CAU OAB DOUB N N 9 L8B CAU N SING N N 10 L8B N CD2 SING N N 11 L8B N CA SING N N 12 L8B CD2 CG SING N N 13 L8B CG OD1 SING N N 14 L8B CG CB SING N N 15 L8B CB CA SING N N 16 L8B CA C SING N N 17 L8B C O DOUB N N 18 L8B C NAR SING N N 19 L8B NAR CAL SING N N 20 L8B CAL CAX SING N N 21 L8B CAX CAF SING Y N 22 L8B CAX CAE DOUB Y N 23 L8B CAF CAH DOUB Y N 24 L8B CAH CAY SING Y N 25 L8B CAE CAG SING Y N 26 L8B CAG CAY DOUB Y N 27 L8B CAY CBA SING N N 28 L8B CBA CAJ DOUB Y N 29 L8B CBA OAS SING Y N 30 L8B CAJ NAP SING Y N 31 L8B NAP CAI DOUB Y N 32 L8B CAI OAS SING Y N 33 L8B CAA HAA1 SING N N 34 L8B CAA HAA2 SING N N 35 L8B CAA HAA3 SING N N 36 L8B CAK HAK SING N N 37 L8B CAM HAM1 SING N N 38 L8B CAM HAM2 SING N N 39 L8B CD2 HD21 SING N N 40 L8B CD2 HD22 SING N N 41 L8B CA HA SING N N 42 L8B CG HG SING N N 43 L8B OD1 HD1 SING N N 44 L8B CB HB1C SING N N 45 L8B CB HB2C SING N N 46 L8B NAR HAR SING N N 47 L8B CAL HAL1 SING N N 48 L8B CAL HAL2 SING N N 49 L8B CAF HAF SING N N 50 L8B CAE HAE SING N N 51 L8B CAH HAH SING N N 52 L8B CAG HAG SING N N 53 L8B CAJ HAJ SING N N 54 L8B CAI HAI SING N N 55 # 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 L8B SMILES ACDLabs 12.01 "O=C(N3C(C(=O)NCc2ccc(c1ocnc1)cc2)CC(O)C3)Cc4onc(c4)C" L8B InChI InChI 1.03 "InChI=1S/C21H22N4O5/c1-13-6-17(30-24-13)8-20(27)25-11-16(26)7-18(25)21(28)23-9-14-2-4-15(5-3-14)19-10-22-12-29-19/h2-6,10,12,16,18,26H,7-9,11H2,1H3,(H,23,28)/t16-,18+/m1/s1" L8B InChIKey InChI 1.03 HFCLIEBJTGJKSV-AEFFLSMTSA-N L8B SMILES_CANONICAL CACTVS 3.385 "Cc1cc(CC(=O)N2C[C@H](O)C[C@H]2C(=O)NCc3ccc(cc3)c4ocnc4)on1" L8B SMILES CACTVS 3.385 "Cc1cc(CC(=O)N2C[CH](O)C[CH]2C(=O)NCc3ccc(cc3)c4ocnc4)on1" L8B SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc(on1)CC(=O)N2C[C@@H](C[C@H]2C(=O)NCc3ccc(cc3)c4cnco4)O" L8B SMILES "OpenEye OEToolkits" 1.9.2 "Cc1cc(on1)CC(=O)N2CC(CC2C(=O)NCc3ccc(cc3)c4cnco4)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 L8B "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-4-hydroxy-1-[(3-methyl-1,2-oxazol-5-yl)acetyl]-N-[4-(1,3-oxazol-5-yl)benzyl]-L-prolinamide" L8B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S,4R)-1-[2-(3-methyl-1,2-oxazol-5-yl)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 L8B "Create component" 2011-06-15 EBI L8B "Modify descriptor" 2014-09-05 RCSB #