data_AM3 # _chem_comp.id AM3 _chem_comp.name "(3Z,5S,6R,7S,8S,8aR)-3-(octylimino)hexahydro[1,3]oxazolo[3,4-a]pyridine-5,6,7,8-tetrol" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H28 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-04-07 _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 316.393 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AM3 _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 ? _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 AM3 O4 O4 O 0 1 N N N 0.397 -0.035 11.775 -2.641 0.369 2.131 O4 AM3 1 AM3 C4 C4 C 0 1 N N S 1.677 0.312 11.243 -3.707 0.879 1.326 C4 AM3 2 AM3 C5 C5 C 0 1 N N R 1.830 1.833 11.099 -3.131 1.575 0.090 C5 AM3 3 AM3 C6 C6 C 0 1 N N N 0.683 2.601 10.400 -1.945 2.480 0.481 C6 AM3 4 AM3 O6 O6 O 0 1 N N N 0.227 3.615 11.335 -0.978 2.186 -0.549 O6 AM3 5 AM3 C3 C3 C 0 1 N N S 2.868 -0.146 12.102 -4.600 -0.277 0.865 C3 AM3 6 AM3 O3 O3 O 0 1 N N N 2.917 -1.556 12.186 -5.212 -0.885 2.004 O3 AM3 7 AM3 C2 C2 C 0 1 N N R 2.906 0.438 13.526 -3.779 -1.326 0.115 C2 AM3 8 AM3 O2 O2 O 0 1 N N N 4.240 0.190 14.044 -4.626 -2.414 -0.261 O2 AM3 9 AM3 C1 C1 C 0 1 N N S 2.612 1.958 13.592 -3.162 -0.700 -1.145 C1 AM3 10 AM3 O1 O1 O 0 1 N N N 1.760 2.165 14.697 -2.224 -1.606 -1.730 O1 AM3 11 AM3 N1 N1 N 0 1 N N N 1.845 2.448 12.425 -2.478 0.529 -0.730 N1 AM3 12 AM3 C7 C7 C 0 1 N N N 1.087 3.698 12.451 -1.183 0.905 -0.938 C7 AM3 13 AM3 N2 N2 N 0 1 N N N 0.558 4.206 13.712 -0.265 0.134 -1.443 N2 AM3 14 AM3 C8 C8 C 0 1 N N N -0.787 4.696 14.061 1.098 0.640 -1.624 C8 AM3 15 AM3 C9 C9 C 0 1 N N N -1.068 6.149 13.728 2.055 -0.137 -0.717 C9 AM3 16 AM3 C10 C10 C 0 1 N N N -1.686 6.969 14.852 3.478 0.390 -0.905 C10 AM3 17 AM3 C11 C11 C 0 1 N N N -3.155 6.678 15.139 4.434 -0.387 0.002 C11 AM3 18 AM3 C12 C12 C 0 1 N N N -3.853 7.980 15.526 5.858 0.141 -0.187 C12 AM3 19 AM3 C13 C13 C 0 1 N N N -5.201 7.658 16.163 6.814 -0.636 0.720 C13 AM3 20 AM3 C14 C14 C 0 1 N N N -5.918 8.925 16.596 8.238 -0.108 0.531 C14 AM3 21 AM3 C15 C15 C 0 1 N N N -6.785 9.449 15.470 9.194 -0.886 1.438 C15 AM3 22 AM3 H4 H4 H 0 1 N N N 0.457 -0.112 12.720 -2.936 -0.085 2.932 H4 AM3 23 AM3 HA HA H 0 1 N N N 1.702 -0.209 10.274 -4.295 1.590 1.906 HA AM3 24 AM3 H5 H5 H 0 1 N N N 2.745 1.914 10.494 -3.896 2.122 -0.461 H5 AM3 25 AM3 H3 H3 H 0 1 N N N 3.750 0.249 11.577 -5.376 0.110 0.204 H3 AM3 26 AM3 H61C H61C H 0 0 N N N 1.045 3.070 9.473 -2.234 3.530 0.453 H61C AM3 27 AM3 H62C H62C H 0 0 N N N -0.137 1.921 10.126 -1.559 2.209 1.464 H62C AM3 28 AM3 HB HB H 0 1 N N N 2.928 -1.926 11.311 -5.794 -1.627 1.790 HB AM3 29 AM3 H2 H2 H 0 1 N N N 2.115 -0.046 14.117 -2.983 -1.694 0.763 H2 AM3 30 AM3 HC HC H 0 1 N N N 4.855 0.136 13.322 -4.171 -3.118 -0.742 HC AM3 31 AM3 H81C H81C H 0 0 N N N -1.514 4.085 13.506 1.399 0.511 -2.664 H81C AM3 32 AM3 H82C H82C H 0 0 N N N -0.863 4.617 15.156 1.131 1.698 -1.364 H82C AM3 33 AM3 H91C H91C H 0 0 N N N -0.110 6.620 13.463 1.754 -0.009 0.323 H91C AM3 34 AM3 H92C H92C H 0 0 N N N -1.807 6.139 12.914 2.022 -1.196 -0.976 H92C AM3 35 AM3 H101 H101 H 0 0 N N N -1.119 6.754 15.770 3.779 0.262 -1.945 H101 AM3 36 AM3 H102 H102 H 0 0 N N N -1.638 8.019 14.529 3.511 1.449 -0.646 H102 AM3 37 AM3 H111 H111 H 0 0 N N N -3.631 6.256 14.241 4.134 -0.258 1.041 H111 AM3 38 AM3 H112 H112 H 0 0 N N N -3.236 5.954 15.963 4.402 -1.445 -0.258 H112 AM3 39 AM3 H121 H121 H 0 0 N N N -3.229 8.533 16.244 6.159 0.013 -1.227 H121 AM3 40 AM3 H122 H122 H 0 0 N N N -4.007 8.597 14.628 5.891 1.199 0.072 H122 AM3 41 AM3 H131 H131 H 0 0 N N N -5.825 7.128 15.429 6.514 -0.508 1.760 H131 AM3 42 AM3 H132 H132 H 0 0 N N N -5.028 7.033 17.051 6.782 -1.694 0.461 H132 AM3 43 AM3 H141 H141 H 0 0 N N N -6.552 8.702 17.467 8.538 -0.237 -0.508 H141 AM3 44 AM3 H142 H142 H 0 0 N N N -5.170 9.688 16.858 8.271 0.950 0.791 H142 AM3 45 AM3 H151 H151 H 0 0 N N N -7.817 9.576 15.830 8.894 -0.757 2.478 H151 AM3 46 AM3 H152 H152 H 0 0 N N N -6.394 10.419 15.127 9.162 -1.944 1.179 H152 AM3 47 AM3 H153 H153 H 0 0 N N N -6.774 8.733 14.635 10.208 -0.510 1.304 H153 AM3 48 AM3 H154 H154 H 0 0 N N N 2.278 2.212 15.492 -2.609 -2.453 -1.996 H154 AM3 49 AM3 H155 H155 H 0 0 N N N 3.579 2.480 13.642 -3.946 -0.463 -1.864 H155 AM3 50 # 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 AM3 O1 H154 SING N N 1 AM3 C1 H155 SING N N 2 AM3 O4 C4 SING N N 3 AM3 C4 C5 SING N N 4 AM3 C5 C6 SING N N 5 AM3 C6 O6 SING N N 6 AM3 C4 C3 SING N N 7 AM3 C3 O3 SING N N 8 AM3 C3 C2 SING N N 9 AM3 C2 O2 SING N N 10 AM3 C2 C1 SING N N 11 AM3 C1 O1 SING N N 12 AM3 C5 N1 SING N N 13 AM3 C1 N1 SING N N 14 AM3 O6 C7 SING N N 15 AM3 N1 C7 SING N N 16 AM3 C7 N2 DOUB N N 17 AM3 N2 C8 SING N N 18 AM3 C8 C9 SING N N 19 AM3 C9 C10 SING N N 20 AM3 C10 C11 SING N N 21 AM3 C11 C12 SING N N 22 AM3 C12 C13 SING N N 23 AM3 C13 C14 SING N N 24 AM3 C14 C15 SING N N 25 AM3 O4 H4 SING N N 26 AM3 C4 HA SING N N 27 AM3 C5 H5 SING N N 28 AM3 C3 H3 SING N N 29 AM3 C6 H61C SING N N 30 AM3 C6 H62C SING N N 31 AM3 O3 HB SING N N 32 AM3 C2 H2 SING N N 33 AM3 O2 HC SING N N 34 AM3 C8 H81C SING N N 35 AM3 C8 H82C SING N N 36 AM3 C9 H91C SING N N 37 AM3 C9 H92C SING N N 38 AM3 C10 H101 SING N N 39 AM3 C10 H102 SING N N 40 AM3 C11 H111 SING N N 41 AM3 C11 H112 SING N N 42 AM3 C12 H121 SING N N 43 AM3 C12 H122 SING N N 44 AM3 C13 H131 SING N N 45 AM3 C13 H132 SING N N 46 AM3 C14 H141 SING N N 47 AM3 C14 H142 SING N N 48 AM3 C15 H151 SING N N 49 AM3 C15 H152 SING N N 50 AM3 C15 H153 SING N N 51 # 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 AM3 SMILES ACDLabs 10.04 "N(=C1\OCC2N1C(O)C(O)C(O)C2O)\CCCCCCCC" AM3 SMILES_CANONICAL CACTVS 3.352 "CCCCCCCCN=C1OC[C@@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](O)N12" AM3 SMILES CACTVS 3.352 "CCCCCCCCN=C1OC[CH]2[CH](O)[CH](O)[CH](O)[CH](O)N12" AM3 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CCCCCCCC/N=C\1/N2[C@H](CO1)[C@@H]([C@@H]([C@H]([C@@H]2O)O)O)O" AM3 SMILES "OpenEye OEToolkits" 1.6.1 "CCCCCCCCN=C1N2C(CO1)C(C(C(C2O)O)O)O" AM3 InChI InChI 1.03 "InChI=1S/C15H28N2O5/c1-2-3-4-5-6-7-8-16-15-17-10(9-22-15)11(18)12(19)13(20)14(17)21/h10-14,18-21H,2-9H2,1H3/b16-15-/t10-,11+,12+,13-,14+/m1/s1" AM3 InChIKey InChI 1.03 QJILQIWQVOAQBB-FOERHGQSSA-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 AM3 "SYSTEMATIC NAME" ACDLabs 10.04 "(3Z,5S,6R,7S,8S,8aR)-3-(octylimino)hexahydro[1,3]oxazolo[3,4-a]pyridine-5,6,7,8-tetrol" AM3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(3Z,5S,6R,7S,8S,8aR)-3-octylimino-1,5,6,7,8,8a-hexahydro-[1,3]oxazolo[4,3-f]pyridine-5,6,7,8-tetrol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AM3 "Create component" 2009-04-07 RCSB AM3 "Modify descriptor" 2011-06-04 RCSB #