data_M8P # _chem_comp.id M8P _chem_comp.name "N-[(2Z,5R,7R,8S,9S,10R)-8,9,10-trihydroxy-7-(hydroxymethyl)-4-oxo-6-oxa-1-thia-3-azaspiro[4.5]dec-2-ylidene]naphthalene-2-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 N2 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-03-15 _chem_comp.pdbx_modified_date 2014-08-01 _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 418.420 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M8P _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 4CTN _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 M8P C11 C11 C 0 1 Y N N 35.954 25.687 33.488 -4.423 0.051 -0.900 C11 M8P 1 M8P C12 C12 C 0 1 Y N N 36.510 26.377 34.565 -5.804 0.079 -0.654 C12 M8P 2 M8P C13 C13 C 0 1 Y N N 35.726 26.698 35.663 -6.730 0.114 -1.712 C13 M8P 3 M8P C14 C14 C 0 1 Y N N 36.269 27.398 36.738 -8.063 0.139 -1.440 C14 M8P 4 M8P C15 C15 C 0 1 Y N N 37.619 27.761 36.723 -8.527 0.131 -0.126 C15 M8P 5 M8P C16 C16 C 0 1 Y N N 38.422 27.439 35.628 -7.660 0.097 0.923 C16 M8P 6 M8P C17 C17 C 0 1 Y N N 37.863 26.749 34.550 -6.276 0.070 0.683 C17 M8P 7 M8P C18 C18 C 0 1 Y N N 38.652 26.420 33.455 -5.355 0.034 1.746 C18 M8P 8 M8P C19 C19 C 0 1 Y N N 38.097 25.726 32.380 -4.023 0.008 1.489 C19 M8P 9 M8P C10 C10 C 0 1 Y N N 36.746 25.360 32.377 -3.543 0.016 0.168 C10 M8P 10 M8P C9 C9 C 0 1 N N N 36.237 24.646 31.272 -2.084 -0.013 -0.084 C9 M8P 11 M8P O8 O8 O 0 1 N N N 36.984 23.912 30.634 -1.663 -0.006 -1.227 O8 M8P 12 M8P N2 N2 N 0 1 N N N 34.940 24.828 30.965 -1.227 -0.047 0.945 N2 M8P 13 M8P C8 C8 C 0 1 N N N 34.388 24.146 29.959 0.077 -0.072 0.720 C8 M8P 14 M8P S1 S1 S 0 1 N N N 35.164 23.080 28.873 0.831 -0.068 -0.828 S1 M8P 15 M8P N1 N1 N 0 1 N N N 33.095 24.287 29.657 1.047 -0.102 1.672 N1 M8P 16 M8P C7 C7 C 0 1 N N N 32.662 23.556 28.621 2.326 -0.126 1.325 C7 M8P 17 M8P O7 O7 O 0 1 N N N 31.475 23.643 28.304 3.238 -0.153 2.124 O7 M8P 18 M8P C1 C1 C 0 1 N N R 33.620 22.726 27.967 2.526 -0.115 -0.169 C1 M8P 19 M8P O5 O5 O 0 1 N N N 33.347 21.306 28.171 3.242 1.045 -0.575 O5 M8P 20 M8P C5 C5 C 0 1 N N R 32.204 20.774 27.486 4.581 1.112 -0.079 C5 M8P 21 M8P C6 C6 C 0 1 N N N 32.066 19.304 27.866 5.247 2.395 -0.581 C6 M8P 22 M8P O6 O6 O 0 1 N N N 33.105 18.571 27.207 4.580 3.528 -0.022 O6 M8P 23 M8P C4 C4 C 0 1 N N S 32.334 21.005 25.964 5.370 -0.101 -0.579 C4 M8P 24 M8P O4 O4 O 0 1 N N N 31.171 20.581 25.279 6.696 -0.060 -0.049 O4 M8P 25 M8P C3 C3 C 0 1 N N S 32.513 22.488 25.667 4.672 -1.383 -0.112 C3 M8P 26 M8P O3 O3 O 0 1 N N N 32.763 22.634 24.273 5.368 -2.520 -0.625 O3 M8P 27 M8P C2 C2 C 0 1 N N R 33.729 23.066 26.472 3.231 -1.384 -0.635 C2 M8P 28 M8P O2 O2 O 0 1 N N N 33.835 24.494 26.301 2.541 -2.527 -0.127 O2 M8P 29 M8P H11 H11 H 0 1 N N N 34.912 25.404 33.509 -4.050 0.053 -1.913 H11 M8P 30 M8P H13 H13 H 0 1 N N N 34.687 26.403 35.685 -6.385 0.121 -2.736 H13 M8P 31 M8P H14 H14 H 0 1 N N N 35.648 27.660 37.582 -8.773 0.166 -2.254 H14 M8P 32 M8P H15 H15 H 0 1 N N N 38.042 28.293 37.562 -9.590 0.152 0.063 H15 M8P 33 M8P H16 H16 H 0 1 N N N 39.465 27.720 35.614 -8.035 0.092 1.936 H16 M8P 34 M8P H18 H18 H 0 1 N N N 39.695 26.701 33.436 -5.709 0.027 2.766 H18 M8P 35 M8P H19 H19 H 0 1 N N N 38.720 25.467 31.536 -3.322 -0.019 2.310 H19 M8P 36 M8P H1 H1 H 0 1 N N N 32.491 24.897 30.169 0.801 -0.105 2.611 H1 M8P 37 M8P H2 H2 H 0 1 N N N 34.640 22.588 26.083 3.239 -1.417 -1.724 H2 M8P 38 M8P H5 H5 H 0 1 N N N 31.301 21.300 27.829 4.566 1.113 1.011 H5 M8P 39 M8P H61C H61C H 0 0 N N N 32.164 19.190 28.956 6.294 2.404 -0.278 H61C M8P 40 M8P H62C H62C H 0 0 N N N 31.084 18.927 27.545 5.183 2.436 -1.668 H62C M8P 41 M8P H4 H4 H 0 1 N N N 33.216 20.459 25.599 5.412 -0.085 -1.668 H4 M8P 42 M8P H6 H6 H 0 1 N N N 33.036 17.651 27.432 4.950 4.378 -0.297 H6 M8P 43 M8P HA HA H 0 1 N N N 31.278 20.734 24.348 7.196 0.729 -0.302 HA M8P 44 M8P H3 H3 H 0 1 N N N 31.603 23.032 25.960 4.667 -1.419 0.977 H3 M8P 45 M8P HB HB H 0 1 N N N 32.878 23.554 24.066 6.291 -2.578 -0.340 HB M8P 46 M8P HC HC H 0 1 N N N 33.902 24.698 25.376 2.935 -3.372 -0.385 HC M8P 47 # 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 M8P C11 C12 SING Y N 1 M8P C11 C10 DOUB Y N 2 M8P C12 C13 SING Y N 3 M8P C12 C17 DOUB Y N 4 M8P C13 C14 DOUB Y N 5 M8P C14 C15 SING Y N 6 M8P C15 C16 DOUB Y N 7 M8P C16 C17 SING Y N 8 M8P C17 C18 SING Y N 9 M8P C18 C19 DOUB Y N 10 M8P C19 C10 SING Y N 11 M8P C10 C9 SING N N 12 M8P C9 O8 DOUB N N 13 M8P C9 N2 SING N N 14 M8P N2 C8 DOUB N N 15 M8P C8 S1 SING N N 16 M8P C8 N1 SING N N 17 M8P S1 C1 SING N N 18 M8P N1 C7 SING N N 19 M8P C7 O7 DOUB N N 20 M8P C7 C1 SING N N 21 M8P C1 O5 SING N N 22 M8P C1 C2 SING N N 23 M8P O5 C5 SING N N 24 M8P C5 C6 SING N N 25 M8P C5 C4 SING N N 26 M8P C6 O6 SING N N 27 M8P C4 O4 SING N N 28 M8P C4 C3 SING N N 29 M8P C3 O3 SING N N 30 M8P C3 C2 SING N N 31 M8P C2 O2 SING N N 32 M8P C11 H11 SING N N 33 M8P C13 H13 SING N N 34 M8P C14 H14 SING N N 35 M8P C15 H15 SING N N 36 M8P C16 H16 SING N N 37 M8P C18 H18 SING N N 38 M8P C19 H19 SING N N 39 M8P N1 H1 SING N N 40 M8P C2 H2 SING N N 41 M8P C5 H5 SING N N 42 M8P C6 H61C SING N N 43 M8P C6 H62C SING N N 44 M8P C4 H4 SING N N 45 M8P O6 H6 SING N N 46 M8P O4 HA SING N N 47 M8P C3 H3 SING N N 48 M8P O3 HB SING N N 49 M8P O2 HC SING N N 50 # 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 M8P SMILES ACDLabs 12.01 "O=C4NC(=N/C(=O)c2cc1ccccc1cc2)/SC43OC(C(O)C(O)C3O)CO" M8P InChI InChI 1.03 "InChI=1S/C19H18N2O7S/c22-8-12-13(23)14(24)15(25)19(28-12)17(27)21-18(29-19)20-16(26)11-6-5-9-3-1-2-4-10(9)7-11/h1-7,12-15,22-25H,8H2,(H,20,21,26,27)/t12-,13-,14+,15-,19-/m1/s1" M8P InChIKey InChI 1.03 YJXSIZXIPBKFHB-ULPMNANESA-N M8P SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@]2(SC(NC2=O)=NC(=O)c3ccc4ccccc4c3)[C@H](O)[C@@H](O)[C@@H]1O" M8P SMILES CACTVS 3.385 "OC[CH]1O[C]2(SC(NC2=O)=NC(=O)c3ccc4ccccc4c3)[CH](O)[CH](O)[CH]1O" M8P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2cc(ccc2c1)C(=O)/N=C\3/NC(=O)[C@]4(S3)[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O" M8P SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2cc(ccc2c1)C(=O)N=C3NC(=O)C4(S3)C(C(C(C(O4)CO)O)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 M8P "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2Z,5R,7R,8S,9S,10R)-8,9,10-trihydroxy-7-(hydroxymethyl)-4-oxo-6-oxa-1-thia-3-azaspiro[4.5]dec-2-ylidene]naphthalene-2-carboxamide" M8P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(NZ)-N-[(6R,7R,8S,9S,10R)-7-(hydroxymethyl)-8,9,10-tris(oxidanyl)-4-oxidanylidene-6-oxa-1-thia-3-azaspiro[4.5]decan-2-ylidene]naphthalene-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 M8P "Create component" 2014-03-15 EBI M8P "Initial release" 2014-08-06 RCSB #