data_IKM # _chem_comp.id IKM _chem_comp.name "(4aS,5aR,6R,8aS,8bS)-5a-(carboxymethyl)-8-oxo-2,4a,5a,6,7,8,8a,8b-octahydro-1H-pyrrolo[3',4':4,5]furo[3,2-b]pyridine-6-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H14 N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms IKM-159 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-23 _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 282.249 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IKM _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 4ISU _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 IKM C1 C1 C 0 1 N N N -5.760 28.384 -1.655 3.751 -1.003 -1.067 C1 IKM 1 IKM C2 C2 C 0 1 N N N -4.356 28.307 0.420 3.021 -0.946 1.278 C2 IKM 2 IKM C3 C3 C 0 1 N N N -4.623 27.870 -0.824 3.831 -1.412 0.377 C3 IKM 3 IKM C4 C4 C 0 1 N N S -6.142 30.109 0.119 2.059 0.608 -0.435 C4 IKM 4 IKM C5 C5 C 0 1 N N S -5.178 29.377 1.076 1.930 0.035 0.991 C5 IKM 5 IKM O1 O1 O 0 1 N N N -6.017 28.778 2.073 0.646 -0.596 1.046 O1 IKM 6 IKM N2 N2 N 0 1 N N N -6.409 32.016 2.787 -0.736 2.181 0.823 N2 IKM 7 IKM C6 C6 C 0 1 N N R -6.493 30.711 3.437 -1.316 0.807 0.743 C6 IKM 8 IKM C7 C7 C 0 1 N N R -7.054 29.751 2.346 -0.221 -0.034 0.058 C7 IKM 9 IKM C8 C8 C 0 1 N N S -7.210 30.623 1.075 0.594 1.030 -0.730 C8 IKM 10 IKM C9 C9 C 0 1 N N N -6.795 32.019 1.476 0.314 2.325 -0.001 C9 IKM 11 IKM O2 O2 O 0 1 N N N -6.804 33.014 0.747 0.948 3.349 -0.141 O2 IKM 12 IKM C10 C10 C 0 1 N N N -8.282 28.948 2.775 -0.811 -1.106 -0.862 C10 IKM 13 IKM C11 C11 C 0 1 N N N -7.344 30.775 4.736 -2.576 0.822 -0.083 C11 IKM 14 IKM O3 O3 O 0 1 N N N -7.193 29.833 5.566 -3.454 -0.189 0.012 O3 IKM 15 IKM C12 C12 C 0 1 N N N -8.894 28.006 1.758 -1.724 -2.003 -0.066 C12 IKM 16 IKM O4 O4 O 0 1 N N N -9.924 27.378 2.115 -2.357 -3.021 -0.670 O4 IKM 17 IKM O5 O5 O 0 1 N N N -8.324 27.937 0.639 -1.887 -1.806 1.115 O5 IKM 18 IKM O6 O6 O 0 1 N N N -8.120 31.759 4.829 -2.797 1.745 -0.832 O6 IKM 19 IKM N1 N1 N 0 1 N N N -6.738 29.150 -0.859 2.414 -0.476 -1.361 N1 IKM 20 IKM H1 H1 H 0 1 N N N -6.274 27.529 -2.118 4.497 -0.233 -1.267 H1 IKM 21 IKM H2 H2 H 0 1 N N N -5.355 29.038 -2.441 3.947 -1.869 -1.700 H2 IKM 22 IKM H3 H3 H 0 1 N N N -3.527 27.876 0.961 3.143 -1.288 2.296 H3 IKM 23 IKM H4 H4 H 0 1 N N N -3.984 27.108 -1.246 4.590 -2.119 0.676 H4 IKM 24 IKM H5 H5 H 0 1 N N N -5.632 30.940 -0.390 2.752 1.448 -0.483 H5 IKM 25 IKM H6 H6 H 0 1 N N N -4.508 30.118 1.538 1.966 0.846 1.717 H6 IKM 26 IKM H7 H7 H 0 1 N N N -6.095 32.839 3.261 -1.075 2.885 1.398 H7 IKM 27 IKM H8 H8 H 0 1 N N N -5.482 30.371 3.705 -1.528 0.430 1.743 H8 IKM 28 IKM H9 H9 H 0 1 N N N -8.224 30.577 0.652 0.363 1.075 -1.794 H9 IKM 29 IKM H10 H10 H 0 1 N N N -9.061 29.668 3.067 -1.377 -0.627 -1.661 H10 IKM 30 IKM H11 H11 H 0 1 N N N -7.993 28.346 3.649 -0.004 -1.699 -1.293 H11 IKM 31 IKM H12 H12 H 0 1 N N N -7.770 29.969 6.308 -4.247 -0.135 -0.538 H12 IKM 32 IKM H13 H13 H 0 1 N N N -10.223 26.827 1.401 -2.932 -3.569 -0.119 H13 IKM 33 IKM H14 H14 H 0 1 N N N -7.314 29.669 -1.491 2.350 -0.168 -2.320 H14 IKM 34 # # 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 IKM C1 N1 SING N N 1 IKM C1 C3 SING N N 2 IKM N1 C4 SING N N 3 IKM C3 C2 DOUB N N 4 IKM C4 C8 SING N N 5 IKM C4 C5 SING N N 6 IKM C2 C5 SING N N 7 IKM O5 C12 DOUB N N 8 IKM O2 C9 DOUB N N 9 IKM C8 C9 SING N N 10 IKM C8 C7 SING N N 11 IKM C5 O1 SING N N 12 IKM C9 N2 SING N N 13 IKM C12 O4 SING N N 14 IKM C12 C10 SING N N 15 IKM O1 C7 SING N N 16 IKM C7 C10 SING N N 17 IKM C7 C6 SING N N 18 IKM N2 C6 SING N N 19 IKM C6 C11 SING N N 20 IKM C11 O6 DOUB N N 21 IKM C11 O3 SING N N 22 IKM C1 H1 SING N N 23 IKM C1 H2 SING N N 24 IKM C2 H3 SING N N 25 IKM C3 H4 SING N N 26 IKM C4 H5 SING N N 27 IKM C5 H6 SING N N 28 IKM N2 H7 SING N N 29 IKM C6 H8 SING N N 30 IKM C8 H9 SING N N 31 IKM C10 H10 SING N N 32 IKM C10 H11 SING N N 33 IKM O3 H12 SING N N 34 IKM O4 H13 SING N N 35 IKM N1 H14 SING N N 36 # # 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 IKM SMILES ACDLabs 12.01 "O=C(O)C3NC(=O)C2C3(OC1C=CCNC12)CC(=O)O" IKM InChI InChI 1.03 "InChI=1S/C12H14N2O6/c15-6(16)4-12-7(10(17)14-9(12)11(18)19)8-5(20-12)2-1-3-13-8/h1-2,5,7-9,13H,3-4H2,(H,14,17)(H,15,16)(H,18,19)/t5-,7+,8+,9-,12+/m0/s1" IKM InChIKey InChI 1.03 RVLCVCHOUKAPIG-WCPLEAOBSA-N IKM SMILES_CANONICAL CACTVS 3.370 "OC(=O)C[C@@]12O[C@H]3C=CCN[C@H]3[C@@H]1C(=O)N[C@H]2C(O)=O" IKM SMILES CACTVS 3.370 "OC(=O)C[C]12O[CH]3C=CCN[CH]3[CH]1C(=O)N[CH]2C(O)=O" IKM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C1C=C[C@H]2[C@@H](N1)[C@@H]3C(=O)N[C@H]([C@@]3(O2)CC(=O)O)C(=O)O" IKM SMILES "OpenEye OEToolkits" 1.7.6 "C1C=CC2C(N1)C3C(=O)NC(C3(O2)CC(=O)O)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 IKM "SYSTEMATIC NAME" ACDLabs 12.01 "(4aS,5aR,6R,8aS,8bS)-5a-(carboxymethyl)-8-oxo-2,4a,5a,6,7,8,8a,8b-octahydro-1H-pyrrolo[3',4':4,5]furo[3,2-b]pyridine-6-carboxylic acid" IKM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4aS,5aR,6R,8aS,8bS)-5a-(2-hydroxy-2-oxoethyl)-8-oxidanylidene-2,4a,6,7,8a,8b-hexahydro-1H-pyrrolo[3,4]furo[1,3-b]pyridine-6-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 IKM "Create component" 2013-01-23 RCSB IKM "Initial release" 2013-03-20 RCSB IKM "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id IKM _pdbx_chem_comp_synonyms.name IKM-159 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##