data_KSA
# 
_chem_comp.id                                    KSA 
_chem_comp.name                                  K-252A 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H21 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-09-23 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        467.473 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KSA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1R0P 
_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 
KSA O3   O3   O 0 1 N N N 11.483 11.041 136.534 0.893  1.523  4.611  O3   KSA 1  
KSA C22  C22  C 0 1 N N N 12.277 10.577 137.359 1.314  0.650  3.890  C22  KSA 2  
KSA O5   O5   O 0 1 N N N 11.918 9.278  137.898 2.099  -0.314 4.393  O5   KSA 3  
KSA C26  C26  C 0 1 N N N 10.686 8.606  137.606 2.442  -0.310 5.804  C26  KSA 4  
KSA C1   C1   C 0 1 N N R 13.605 11.233 137.785 0.959  0.646  2.425  C1   KSA 5  
KSA O4   O4   O 0 1 N N N 13.528 12.618 137.513 0.133  1.769  2.113  O4   KSA 6  
KSA C2   C2   C 0 1 N N S 14.559 10.540 136.932 0.240  -0.666 2.053  C2   KSA 7  
KSA O1   O1   O 0 1 N N N 15.019 9.326  137.560 1.225  -1.466 1.391  O1   KSA 8  
KSA C25  C25  C 0 1 N N N 14.180 10.026 135.532 -0.264 -1.375 3.311  C25  KSA 9  
KSA N1   N1   N 0 1 Y N N 15.886 11.247 136.808 -0.866 -0.363 1.140  N1   KSA 10 
KSA C3   C3   C 0 1 Y N N 16.923 10.996 137.619 -0.728 -0.243 -0.230 C3   KSA 11 
KSA C4   C4   C 0 1 Y N N 17.128 10.187 138.836 0.430  -0.239 -1.013 C4   KSA 12 
KSA N2   N2   N 0 1 Y N N 16.146 9.455  139.470 1.762  -0.329 -0.623 N2   KSA 13 
KSA C24  C24  C 0 1 N N R 14.780 9.361  138.942 2.192  -0.638 0.743  C24  KSA 14 
KSA C27  C27  C 0 1 N N N 13.925 10.642 139.158 2.238  0.666  1.564  C27  KSA 15 
KSA C17  C17  C 0 1 Y N N 16.776 8.844  140.556 2.556  -0.136 -1.722 C17  KSA 16 
KSA C18  C18  C 0 1 Y N N 16.243 7.978  141.506 3.944  -0.093 -1.845 C18  KSA 17 
KSA C19  C19  C 0 1 Y N N 17.085 7.524  142.525 4.461  0.075  -3.118 C19  KSA 18 
KSA C20  C20  C 0 1 Y N N 18.431 7.927  142.565 3.651  0.198  -4.233 C20  KSA 19 
KSA C21  C21  C 0 1 Y N N 18.959 8.784  141.596 2.270  0.165  -4.139 C21  KSA 20 
KSA C16  C16  C 0 1 Y N N 18.104 9.238  140.592 1.728  -0.000 -2.864 C16  KSA 21 
KSA C5   C5   C 0 1 Y N N 18.331 10.062 139.495 0.348  -0.070 -2.394 C5   KSA 22 
KSA C6   C6   C 0 1 Y N N 19.467 10.835 138.953 -0.925 0.012  -3.005 C6   KSA 23 
KSA C15  C15  C 0 1 N N N 20.868 10.960 139.390 -1.333 0.122  -4.414 C15  KSA 24 
KSA O2   O2   O 0 1 N N N 21.382 10.318 140.307 -0.567 0.143  -5.358 O2   KSA 25 
KSA C7   C7   C 0 1 Y N N 19.308 11.635 137.836 -2.072 0.008  -2.215 C7   KSA 26 
KSA C23  C23  C 0 1 N N N 20.593 12.330 137.484 -3.241 0.135  -3.161 C23  KSA 27 
KSA N3   N3   N 0 1 N N N 21.443 11.797 138.546 -2.671 0.197  -4.511 N3   KSA 28 
KSA C8   C8   C 0 1 Y N N 18.000 11.723 137.161 -1.985 -0.088 -0.830 C8   KSA 29 
KSA C9   C9   C 0 1 Y N N 17.581 12.400 136.031 -2.942 -0.071 0.276  C9   KSA 30 
KSA C10  C10  C 0 1 Y N N 16.245 12.106 135.835 -2.192 -0.213 1.468  C10  KSA 31 
KSA C11  C11  C 0 1 Y N N 15.587 12.733 134.723 -2.826 -0.200 2.709  C11  KSA 32 
KSA C14  C14  C 0 1 Y N N 18.320 13.300 135.186 -4.329 0.072  0.302  C14  KSA 33 
KSA C13  C13  C 0 1 Y N N 17.649 13.861 134.101 -4.935 0.079  1.548  C13  KSA 34 
KSA C12  C12  C 0 1 Y N N 16.293 13.583 133.893 -4.203 -0.050 2.714  C12  KSA 35 
KSA H261 1H26 H 0 0 N N N 10.606 8.535  136.496 3.082  -1.164 6.025  H261 KSA 36 
KSA H262 2H26 H 0 0 N N N 10.410 7.608  138.020 2.970  0.611  6.047  H262 KSA 37 
KSA H263 3H26 H 0 0 N N N 9.860  9.309  137.864 1.531  -0.375 6.399  H263 KSA 38 
KSA HO4  HO4  H 0 1 N N N 14.347 13.022 137.776 0.638  2.561  2.345  HO4  KSA 39 
KSA H251 1H25 H 0 0 N N N 13.771 10.887 134.954 0.579  -1.815 3.844  H251 KSA 40 
KSA H252 2H25 H 0 0 N N N 14.911 9.495  134.879 -0.765 -0.654 3.958  H252 KSA 41 
KSA H253 3H25 H 0 0 N N N 13.285 9.371  135.642 -0.965 -2.160 3.030  H253 KSA 42 
KSA H24  H24  H 0 1 N N N 14.238 8.512  139.420 3.169  -1.122 0.745  H24  KSA 43 
KSA H271 1H27 H 0 0 N N N 13.012 10.453 139.770 2.233  1.531  0.900  H271 KSA 44 
KSA H272 2H27 H 0 0 N N N 14.413 11.376 139.841 3.123  0.682  2.200  H272 KSA 45 
KSA H18  H18  H 0 1 N N N 15.188 7.662  141.453 4.589  -0.187 -0.984 H18  KSA 46 
KSA H19  H19  H 0 1 N N N 16.687 6.847  143.299 5.533  0.111  -3.246 H19  KSA 47 
KSA H20  H20  H 0 1 N N N 19.087 7.563  143.374 4.108  0.323  -5.204 H20  KSA 48 
KSA H21  H21  H 0 1 N N N 20.018 9.093  141.623 1.642  0.263  -5.012 H21  KSA 49 
KSA H231 1H23 H 0 0 N N N 20.546 13.441 137.402 -3.894 -0.732 -3.069 H231 KSA 50 
KSA H232 2H23 H 0 0 N N N 20.960 12.187 136.441 -3.799 1.047  -2.948 H232 KSA 51 
KSA HN3  HN3  H 0 1 N N N 22.430 12.008 138.697 -3.175 0.278  -5.336 HN3  KSA 52 
KSA H11  H11  H 0 1 N N N 14.520 12.559 134.503 -2.267 -0.302 3.627  H11  KSA 53 
KSA H14  H14  H 0 1 N N N 19.378 13.554 135.366 -4.904 0.172  -0.606 H14  KSA 54 
KSA H13  H13  H 0 1 N N N 18.191 14.525 133.407 -6.007 0.188  1.610  H13  KSA 55 
KSA H12  H12  H 0 1 N N N 15.763 14.050 133.046 -4.722 -0.034 3.661  H12  KSA 56 
# 
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 
KSA O3  C22  DOUB N N 1  
KSA C22 O5   SING N N 2  
KSA C22 C1   SING N N 3  
KSA O5  C26  SING N N 4  
KSA C26 H261 SING N N 5  
KSA C26 H262 SING N N 6  
KSA C26 H263 SING N N 7  
KSA C1  O4   SING N N 8  
KSA C1  C2   SING N N 9  
KSA C1  C27  SING N N 10 
KSA O4  HO4  SING N N 11 
KSA C2  O1   SING N N 12 
KSA C2  C25  SING N N 13 
KSA C2  N1   SING N N 14 
KSA O1  C24  SING N N 15 
KSA C25 H251 SING N N 16 
KSA C25 H252 SING N N 17 
KSA C25 H253 SING N N 18 
KSA N1  C3   SING Y N 19 
KSA N1  C10  SING Y N 20 
KSA C3  C4   DOUB Y N 21 
KSA C3  C8   SING Y N 22 
KSA C4  N2   SING Y N 23 
KSA C4  C5   SING Y N 24 
KSA N2  C24  SING N N 25 
KSA N2  C17  SING Y N 26 
KSA C24 C27  SING N N 27 
KSA C24 H24  SING N N 28 
KSA C27 H271 SING N N 29 
KSA C27 H272 SING N N 30 
KSA C17 C18  DOUB Y N 31 
KSA C17 C16  SING Y N 32 
KSA C18 C19  SING Y N 33 
KSA C18 H18  SING N N 34 
KSA C19 C20  DOUB Y N 35 
KSA C19 H19  SING N N 36 
KSA C20 C21  SING Y N 37 
KSA C20 H20  SING N N 38 
KSA C21 C16  DOUB Y N 39 
KSA C21 H21  SING N N 40 
KSA C16 C5   SING Y N 41 
KSA C5  C6   DOUB Y N 42 
KSA C6  C15  SING N N 43 
KSA C6  C7   SING Y N 44 
KSA C15 O2   DOUB N N 45 
KSA C15 N3   SING N N 46 
KSA C7  C23  SING N N 47 
KSA C7  C8   DOUB Y N 48 
KSA C23 N3   SING N N 49 
KSA C23 H231 SING N N 50 
KSA C23 H232 SING N N 51 
KSA N3  HN3  SING N N 52 
KSA C8  C9   SING Y N 53 
KSA C9  C10  DOUB Y N 54 
KSA C9  C14  SING Y N 55 
KSA C10 C11  SING Y N 56 
KSA C11 C12  DOUB Y N 57 
KSA C11 H11  SING N N 58 
KSA C14 C13  DOUB Y N 59 
KSA C14 H14  SING N N 60 
KSA C13 C12  SING Y N 61 
KSA C13 H13  SING N N 62 
KSA C12 H12  SING N N 63 
# 
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 
KSA SMILES           ACDLabs              10.04 O=C5NCc4c2c3n(c1ccccc12)C8(OC(n6c3c(c45)c7ccccc67)CC8(O)C(=O)OC)C                                                                                                                                          
KSA InChI            InChI                1.02b InChI=1/C27H21N3O5/c1-26-27(33,25(32)34-2)11-18(35-26)29-16-9-5-3-7-13(16)20-21-15(12-28-24(21)31)19-14-8-4-6-10-17(14)30(26)23(19)22(20)29/h3-10,18,33H,11-12H2,1-2H3,(H,28,31)/t18-,26+,27+/m1/s1/f/h28H 
KSA InChIKey         InChI                1.02b KOZFSFOOLUUIGY-VMWQACKEDZ                                                                                                                                                                                  
KSA SMILES_CANONICAL CACTVS               3.341 COC(=O)[C@@]1(O)C[C@H]2O[C@]1(C)n3c4ccccc4c5c6CNC(=O)c6c7c8ccccc8n2c7c35                                                                                                                                   
KSA SMILES           CACTVS               3.341 COC(=O)[C]1(O)C[CH]2O[C]1(C)n3c4ccccc4c5c6CNC(=O)c6c7c8ccccc8n2c7c35                                                                                                                                       
KSA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@]12[C@](C[C@@H](O1)n3c4ccccc4c5c3c6n2c7ccccc7c6c8c5C(=O)NC8)(C(=O)OC)O                                                                                                                                
KSA SMILES           "OpenEye OEToolkits" 1.5.0 CC12C(CC(O1)n3c4ccccc4c5c3c6n2c7ccccc7c6c8c5C(=O)NC8)(C(=O)OC)O                                                                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           KSA 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "methyl (5S,6R,8R)-6-hydroxy-5-methyl-13-oxo-5,6,7,8,14,15-hexahydro-13H-5,8-epoxy-4b,8a,14-triazadibenzo[b,h]cycloocta[1,2,3,4-jkl]cyclopenta[e]-as-indacene-6-carboxylate" 
# 
