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 
# 
