data_8EP # _chem_comp.id 8EP _chem_comp.name "(2R,3aR,6R,7S,7aR)-2-[(2S)-2-amino-3-hydroxy-3-oxo-propyl]-6,7-dihydroxy-3,3a,5,6,7,7a-hexahydrofuro[4,5-b]pyran-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H17 N O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-01-21 _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 291.255 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8EP _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 3FVO _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 8EP OAC OAC O 0 1 N N N 9.052 -16.903 19.703 -0.613 1.529 1.605 OAC 8EP 1 8EP CAN CAN C 0 1 N N N 7.860 -16.888 20.097 -0.442 1.635 0.278 CAN 8EP 2 8EP OAE OAE O 0 1 N N N 7.123 -17.897 20.036 -0.339 2.726 -0.232 OAE 8EP 3 8EP CAT CAT C 0 1 N N R 7.312 -15.603 20.683 -0.378 0.395 -0.576 CAT 8EP 4 8EP CB CB C 0 1 N N N 5.846 -15.360 20.317 -1.793 -0.063 -0.932 CB 8EP 5 8EP CA CA C 0 1 N N S 5.589 -15.311 18.809 -2.612 -0.235 0.349 CA 8EP 6 8EP N N N 0 1 N N N 6.005 -14.037 18.220 -2.041 -1.325 1.152 N 8EP 7 8EP C C C 0 1 N N N 4.120 -15.529 18.578 -4.038 -0.567 -0.007 C 8EP 8 8EP OXT OXT O 0 1 N N N 3.618 -16.564 19.059 -4.422 -1.712 0.040 OXT 8EP 9 8EP O O O 0 1 N N N 3.472 -14.694 17.906 -4.882 0.410 -0.375 O 8EP 10 8EP OAL OAL O 0 1 N N N 8.123 -14.518 20.231 0.308 -0.649 0.132 OAL 8EP 11 8EP CAS CAS C 0 1 N N R 8.539 -13.717 21.318 1.445 -1.066 -0.626 CAS 8EP 12 8EP CAQ CAQ C 0 1 N N S 9.834 -13.025 20.900 2.591 -1.529 0.254 CAQ 8EP 13 8EP OAG OAG O 0 1 N N N 10.042 -11.913 21.766 3.608 -2.109 -0.565 OAG 8EP 14 8EP CAP CAP C 0 1 N N R 11.038 -13.947 21.018 3.180 -0.350 1.032 CAP 8EP 15 8EP OAF OAF O 0 1 N N N 10.968 -14.924 19.977 2.190 0.191 1.910 OAF 8EP 16 8EP CAH CAH C 0 1 N N N 11.028 -14.647 22.370 3.617 0.720 0.024 CAH 8EP 17 8EP OAK OAK O 0 1 N N N 9.852 -15.448 22.452 2.473 1.146 -0.711 OAK 8EP 18 8EP CAR CAR C 0 1 N N R 8.637 -14.688 22.486 1.837 0.140 -1.502 CAR 8EP 19 8EP CAJ CAJ C 0 1 N N N 7.499 -15.648 22.201 0.420 0.687 -1.866 CAJ 8EP 20 8EP HOAC HOAC H 0 0 N N N 9.266 -17.768 19.374 -0.647 2.352 2.111 HOAC 8EP 21 8EP HB HB H 0 1 N N N 5.248 -16.181 20.739 -2.268 0.684 -1.569 HB 8EP 22 8EP HBA HBA H 0 1 N N N 5.569 -14.377 20.725 -1.745 -1.014 -1.463 HBA 8EP 23 8EP HA HA H 0 1 N N N 6.185 -16.097 18.322 -2.586 0.691 0.924 HA 8EP 24 8EP HN HN H 0 1 N N N 6.100 -13.351 18.941 -2.053 -2.195 0.641 HN 8EP 25 8EP HNA HNA H 0 1 N N N 6.883 -14.155 17.755 -1.107 -1.098 1.457 HNA 8EP 26 8EP HO HO H 0 1 N N N 2.569 -14.979 17.832 -5.787 0.148 -0.594 HO 8EP 27 8EP HAS HAS H 0 1 N N N 7.867 -12.900 21.618 1.151 -1.883 -1.285 HAS 8EP 28 8EP HAQ HAQ H 0 1 N N N 9.736 -12.719 19.848 2.225 -2.277 0.957 HAQ 8EP 29 8EP HOAG HOAG H 0 0 N N N 10.088 -12.216 22.665 4.376 -2.429 -0.070 HOAG 8EP 30 8EP HAP HAP H 0 1 N N N 11.964 -13.360 20.928 4.041 -0.685 1.611 HAP 8EP 31 8EP HOAF HOAF H 0 0 N N N 10.952 -14.488 19.133 2.498 0.943 2.435 HOAF 8EP 32 8EP HAH HAH H 0 1 N N N 11.920 -15.283 22.468 4.048 1.569 0.555 HAH 8EP 33 8EP HAHA HAHA H 0 0 N N N 11.036 -13.903 23.181 4.355 0.299 -0.659 HAHA 8EP 34 8EP HAR HAR H 0 1 N N N 8.605 -14.168 23.455 2.430 -0.145 -2.370 HAR 8EP 35 8EP HAJ HAJ H 0 1 N N N 6.581 -15.336 22.720 -0.001 0.146 -2.714 HAJ 8EP 36 8EP HAJA HAJA H 0 0 N N N 7.720 -16.665 22.558 0.454 1.758 -2.068 HAJA 8EP 37 # 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 8EP OAC CAN SING N N 1 8EP CAN OAE DOUB N N 2 8EP CAN CAT SING N N 3 8EP CAT CB SING N N 4 8EP CAT OAL SING N N 5 8EP CAT CAJ SING N N 6 8EP CB CA SING N N 7 8EP CA N SING N N 8 8EP CA C SING N N 9 8EP C OXT DOUB N N 10 8EP C O SING N N 11 8EP OAL CAS SING N N 12 8EP CAS CAQ SING N N 13 8EP CAS CAR SING N N 14 8EP CAQ OAG SING N N 15 8EP CAQ CAP SING N N 16 8EP CAP OAF SING N N 17 8EP CAP CAH SING N N 18 8EP CAH OAK SING N N 19 8EP OAK CAR SING N N 20 8EP CAR CAJ SING N N 21 8EP OAC HOAC SING N N 22 8EP CB HB SING N N 23 8EP CB HBA SING N N 24 8EP CA HA SING N N 25 8EP N HN SING N N 26 8EP N HNA SING N N 27 8EP O HO SING N N 28 8EP CAS HAS SING N N 29 8EP CAQ HAQ SING N N 30 8EP OAG HOAG SING N N 31 8EP CAP HAP SING N N 32 8EP OAF HOAF SING N N 33 8EP CAH HAH SING N N 34 8EP CAH HAHA SING N N 35 8EP CAR HAR SING N N 36 8EP CAJ HAJ SING N N 37 8EP CAJ HAJA SING N N 38 # 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 8EP SMILES ACDLabs 10.04 "O=C(O)C(N)CC2(OC1C(OCC(O)C1O)C2)C(=O)O" 8EP SMILES_CANONICAL CACTVS 3.341 "N[C@@H](C[C@@]1(C[C@H]2OC[C@@H](O)[C@H](O)[C@H]2O1)C(O)=O)C(O)=O" 8EP SMILES CACTVS 3.341 "N[CH](C[C]1(C[CH]2OC[CH](O)[CH](O)[CH]2O1)C(O)=O)C(O)=O" 8EP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]2[C@@H]([C@H]([C@@H](CO2)O)O)O[C@@]1(C[C@@H](C(=O)O)N)C(=O)O" 8EP SMILES "OpenEye OEToolkits" 1.5.0 "C1C2C(C(C(CO2)O)O)OC1(CC(C(=O)O)N)C(=O)O" 8EP InChI InChI 1.03 "InChI=1S/C11H17NO8/c12-4(9(15)16)1-11(10(17)18)2-6-8(20-11)7(14)5(13)3-19-6/h4-8,13-14H,1-3,12H2,(H,15,16)(H,17,18)/t4-,5+,6+,7-,8-,11+/m0/s1" 8EP InChIKey InChI 1.03 NRTJEXLNSCGBJU-JROTZIKASA-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 8EP "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3aR,6R,7S,7aR)-2-[(2S)-2-amino-2-carboxyethyl]-6,7-dihydroxyhexahydro-2H-furo[3,2-b]pyran-2-carboxylic acid (non-preferred name)" 8EP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3aR,6R,7S,7aR)-2-[(2S)-2-amino-3-hydroxy-3-oxo-propyl]-6,7-dihydroxy-3,3a,5,6,7,7a-hexahydrofuro[4,5-b]pyran-2-carboxylic 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 8EP "Create component" 2009-01-21 PDBJ 8EP "Modify descriptor" 2011-06-04 RCSB #