data_OAN # _chem_comp.id OAN _chem_comp.name "O-(2-ACETAMIDO-2-DEOXY D-GLUCOPYRANOSYLIDENE) AMINO-N-PHENYLCARBAMATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H19 N3 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms PUGNAc _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-05 _chem_comp.pdbx_modified_date 2021-03-01 _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 353.327 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OAN _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 2CBJ _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 OAN CAH CAH C 0 1 N N N 36.361 41.126 22.347 0.719 4.434 -0.112 CAH OAN 1 OAN CAG CAG C 0 1 N N N 34.832 41.118 22.159 1.300 3.177 0.482 CAG OAN 2 OAN OAN OAN O 0 1 N N N 34.159 40.137 22.499 1.210 2.971 1.674 OAN OAN 3 OAN NAI NAI N 0 1 N N N 34.330 42.239 21.619 1.921 2.281 -0.312 NAI OAN 4 OAN CAB CAB C 0 1 N N R 32.890 42.492 21.404 2.487 1.060 0.266 CAB OAN 5 OAN CAC CAC C 0 1 N N R 32.217 42.765 22.785 3.621 0.542 -0.628 CAC OAN 6 OAN OAJ OAJ O 0 1 N N N 32.267 44.150 23.108 4.726 1.447 -0.571 OAJ OAN 7 OAN CAD CAD C 0 1 N N S 30.778 42.283 22.810 4.061 -0.836 -0.124 CAD OAN 8 OAN OAK OAK O 0 1 N N N 30.162 42.606 24.051 5.114 -1.332 -0.952 OAK OAN 9 OAN CAE CAE C 0 1 N N R 30.773 40.758 22.596 2.872 -1.799 -0.177 CAE OAN 10 OAN CAF CAF C 0 1 N N N 29.433 39.975 22.733 3.299 -3.167 0.361 CAF OAN 11 OAN OAM OAM O 0 1 N N N 28.370 40.686 22.098 2.225 -4.096 0.204 OAM OAN 12 OAN OAL OAL O 0 1 N N N 31.321 40.487 21.280 1.807 -1.280 0.628 OAL OAN 13 OAN CAA CAA C 0 1 N N N 32.191 41.347 20.659 1.419 -0.010 0.344 CAA OAN 14 OAN NAY NAY N 0 1 N N N 32.402 41.196 19.342 0.177 0.277 0.146 NAY OAN 15 OAN OAQ OAQ O 0 1 N N N 31.801 40.209 18.573 -0.668 -0.598 0.213 OAQ OAN 16 OAN CAP CAP C 0 1 N N N 31.153 40.697 17.477 -1.945 -0.232 -0.004 CAP OAN 17 OAN OAR OAR O 0 1 N N N 31.513 41.779 16.993 -2.211 0.927 -0.253 OAR OAN 18 OAN NAO NAO N 0 1 N N N 30.140 39.940 16.971 -2.929 -1.151 0.056 NAO OAN 19 OAN CAS CAS C 0 1 Y N N 29.365 40.286 15.889 -4.265 -0.756 -0.074 CAS OAN 20 OAN CAT CAT C 0 1 Y N N 29.874 40.990 14.769 -4.602 0.289 -0.924 CAT OAN 21 OAN CAU CAU C 0 1 Y N N 29.053 41.345 13.681 -5.922 0.676 -1.050 CAU OAN 22 OAN CAV CAV C 0 1 Y N N 27.701 41.000 13.698 -6.907 0.026 -0.329 CAV OAN 23 OAN CAW CAW C 0 1 Y N N 27.172 40.293 14.789 -6.574 -1.014 0.519 CAW OAN 24 OAN CAX CAX C 0 1 Y N N 28.001 39.939 15.865 -5.257 -1.411 0.644 CAX OAN 25 OAN HAH1 HAH1 H 0 0 N N N 36.680 40.175 22.798 1.472 5.222 -0.104 HAH1 OAN 26 OAN HAH2 HAH2 H 0 0 N N N 36.850 41.250 21.369 0.407 4.240 -1.139 HAH2 OAN 27 OAN HAH3 HAH3 H 0 0 N N N 36.645 41.959 23.007 -0.143 4.749 0.476 HAH3 OAN 28 OAN HAI HAI H 0 1 N N N 34.974 42.952 21.343 1.993 2.446 -1.265 HAI OAN 29 OAN HAB HAB H 0 1 N N N 32.786 43.375 20.756 2.872 1.269 1.264 HAB OAN 30 OAN HAC HAC H 0 1 N N N 32.783 42.200 23.540 3.268 0.461 -1.656 HAC OAN 31 OAN HAJ HAJ H 0 1 N N N 31.853 44.294 23.951 5.480 1.181 -1.114 HAJ OAN 32 OAN HAD HAD H 0 1 N N N 30.208 42.780 22.011 4.415 -0.751 0.904 HAD OAN 33 OAN HAK HAK H 0 1 N N N 29.264 42.297 24.049 5.443 -2.204 -0.690 HAK OAN 34 OAN HAE HAE H 0 1 N N N 31.369 40.384 23.442 2.533 -1.903 -1.207 HAE OAN 35 OAN HAF1 HAF1 H 0 0 N N N 29.542 38.989 22.257 4.169 -3.520 -0.193 HAF1 OAN 36 OAN HAF2 HAF2 H 0 0 N N N 29.196 39.850 23.800 3.552 -3.079 1.418 HAF2 OAN 37 OAN HAM HAM H 0 1 N N N 27.561 40.196 22.190 2.425 -4.987 0.524 HAM OAN 38 OAN HAO HAO H 0 1 N N N 29.945 39.068 17.420 -2.711 -2.087 0.188 HAO OAN 39 OAN HAT HAT H 0 1 N N N 30.919 41.261 14.749 -3.833 0.797 -1.487 HAT OAN 40 OAN HAU HAU H 0 1 N N N 29.467 41.881 12.839 -6.185 1.488 -1.712 HAU OAN 41 OAN HAV HAV H 0 1 N N N 27.062 41.277 12.872 -7.938 0.332 -0.429 HAV OAN 42 OAN HAW HAW H 0 1 N N N 26.127 40.021 14.801 -7.346 -1.520 1.080 HAW OAN 43 OAN HAX HAX H 0 1 N N N 27.583 39.387 16.694 -4.998 -2.226 1.304 HAX OAN 44 # # 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 OAN CAH CAG SING N N 1 OAN CAH HAH1 SING N N 2 OAN CAH HAH2 SING N N 3 OAN CAH HAH3 SING N N 4 OAN CAG OAN DOUB N N 5 OAN CAG NAI SING N N 6 OAN NAI CAB SING N N 7 OAN NAI HAI SING N N 8 OAN CAB CAC SING N N 9 OAN CAB CAA SING N N 10 OAN CAB HAB SING N N 11 OAN CAC OAJ SING N N 12 OAN CAC CAD SING N N 13 OAN CAC HAC SING N N 14 OAN OAJ HAJ SING N N 15 OAN CAD OAK SING N N 16 OAN CAD CAE SING N N 17 OAN CAD HAD SING N N 18 OAN OAK HAK SING N N 19 OAN CAE CAF SING N N 20 OAN CAE OAL SING N N 21 OAN CAE HAE SING N N 22 OAN CAF OAM SING N N 23 OAN CAF HAF1 SING N N 24 OAN CAF HAF2 SING N N 25 OAN OAM HAM SING N N 26 OAN OAL CAA SING N N 27 OAN CAA NAY DOUB N Z 28 OAN NAY OAQ SING N N 29 OAN OAQ CAP SING N N 30 OAN CAP OAR DOUB N N 31 OAN CAP NAO SING N N 32 OAN NAO CAS SING N N 33 OAN NAO HAO SING N N 34 OAN CAS CAT DOUB Y N 35 OAN CAS CAX SING Y N 36 OAN CAT CAU SING Y N 37 OAN CAT HAT SING N N 38 OAN CAU CAV DOUB Y N 39 OAN CAU HAU SING N N 40 OAN CAV CAW SING Y N 41 OAN CAV HAV SING N N 42 OAN CAW CAX DOUB Y N 43 OAN CAW HAW SING N N 44 OAN CAX HAX 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 OAN SMILES ACDLabs 12.01 "O=C(O\N=C1/OC(CO)C(O)C(O)C1NC(=O)C)Nc2ccccc2" OAN InChI InChI 1.03 "InChI=1S/C15H19N3O7/c1-8(20)16-11-13(22)12(21)10(7-19)24-14(11)18-25-15(23)17-9-5-3-2-4-6-9/h2-6,10-13,19,21-22H,7H2,1H3,(H,16,20)(H,17,23)/b18-14-/t10-,11-,12-,13-/m1/s1" OAN InChIKey InChI 1.03 PBLNJFVQMUMOJY-JXZOILRNSA-N OAN SMILES_CANONICAL CACTVS 3.370 "CC(=O)N[C@@H]\1[C@@H](O)[C@H](O)[C@@H](CO)OC\1=N\OC(=O)Nc2ccccc2" OAN SMILES CACTVS 3.370 "CC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)OC1=NOC(=O)Nc2ccccc2" OAN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CC(=O)N[C@@H]\1[C@H]([C@@H]([C@H](O/C1=N\OC(=O)Nc2ccccc2)CO)O)O" OAN SMILES "OpenEye OEToolkits" 1.7.2 "CC(=O)NC1C(C(C(OC1=NOC(=O)Nc2ccccc2)CO)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 OAN "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2Z,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{[(phenylcarbamoyl)oxy]imino}tetrahydro-2H-pyran-3-yl]acetamide (non-preferred name)" OAN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[(Z)-[(3R,4R,5S,6R)-3-acetamido-6-(hydroxymethyl)-4,5-bis(oxidanyl)oxan-2-ylidene]amino] N-phenylcarbamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OAN "Create component" 2006-01-05 EBI OAN "Modify descriptor" 2011-06-04 RCSB OAN "Modify synonyms" 2011-08-15 PDBJ OAN "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id OAN _pdbx_chem_comp_synonyms.name PUGNAc _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##