data_HMK
# 
_chem_comp.id                                    HMK 
_chem_comp.name                                  (6AR,12AR)-6H-[1,3]DIOXOLO[5,6][1]BENZOFURO[3,2-C]CHROMENE-3,6A(12AH)-DIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H12 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-04-27 
_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                        300.263 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HMK 
_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        1ZGA 
_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 
HMK C1   C1   C 0 1 N N N 102.073 73.219 32.872 0.716  -1.523 -0.769 C1   HMK 1  
HMK O1   O1   O 0 1 N N N 101.612 73.504 31.591 2.064  -1.891 -0.490 O1   HMK 2  
HMK C2   C2   C 0 1 Y N N 102.281 74.559 30.907 2.741  -0.728 -0.237 C2   HMK 3  
HMK C3   C3   C 0 1 Y N N 102.746 75.780 31.658 2.173  0.304  0.488  C3   HMK 4  
HMK C4   C4   C 0 1 N N R 102.488 75.872 33.227 0.764  0.240  1.009  C4   HMK 5  
HMK C5   C5   C 0 1 N N R 101.767 74.540 33.850 0.051  -1.036 0.517  C5   HMK 6  
HMK C6   C6   C 0 1 Y N N 102.534 74.507 29.461 4.045  -0.610 -0.706 C6   HMK 7  
HMK C7   C7   C 0 1 Y N N 103.214 75.592 28.737 4.783  0.530  -0.438 C7   HMK 8  
HMK C8   C8   C 0 1 Y N N 103.649 76.775 29.509 4.212  1.563  0.293  C8   HMK 9  
HMK C9   C9   C 0 1 Y N N 103.418 76.871 30.945 2.916  1.447  0.751  C9   HMK 10 
HMK O2   O2   O 0 1 N N N 101.561 76.920 33.313 -0.006 1.312  0.433  O2   HMK 11 
HMK O5   O5   O 0 1 N N N 102.361 73.983 35.034 0.018  -2.050 1.523  O5   HMK 12 
HMK O6   O6   O 0 1 N N N 103.440 75.513 27.397 6.059  0.640  -0.893 O6   HMK 13 
HMK C10  C10  C 0 1 Y N N 100.317 76.549 33.779 -1.266 0.882  0.201  C10  HMK 14 
HMK C11  C11  C 0 1 Y N N 100.379 75.121 34.128 -1.339 -0.513 0.208  C11  HMK 15 
HMK C12  C12  C 0 1 Y N N 99.128  77.366 33.947 -2.400 1.674  -0.029 C12  HMK 16 
HMK C13  C13  C 0 1 Y N N 97.963  76.690 34.488 -3.579 0.966  -0.253 C13  HMK 17 
HMK C14  C14  C 0 1 Y N N 97.985  75.272 34.848 -3.634 -0.434 -0.249 C14  HMK 18 
HMK C15  C15  C 0 1 Y N N 99.192  74.442 34.682 -2.508 -1.225 -0.015 C15  HMK 19 
HMK O3   O3   O 0 1 N N N 96.717  77.202 34.750 -4.820 1.449  -0.503 O3   HMK 20 
HMK C16  C16  C 0 1 N N N 95.925  76.127 35.280 -5.719 0.347  -0.264 C16  HMK 21 
HMK O4   O4   O 0 1 N N N 96.739  74.936 35.331 -4.908 -0.823 -0.498 O4   HMK 22 
HMK H11  1H1  H 0 1 N N N 103.153 73.011 32.847 0.175  -2.388 -1.154 H11  HMK 23 
HMK H12A 2H1  H 0 0 N N N 101.553 72.334 33.267 0.703  -0.725 -1.512 H12A HMK 24 
HMK H4   H4   H 0 1 N N N 103.434 75.996 33.774 0.752  0.295  2.098  H4   HMK 25 
HMK H6   H6   H 0 1 N N N 102.208 73.638 28.908 4.495  -1.425 -1.255 H6   HMK 26 
HMK H8   H8   H 0 1 N N N 104.148 77.585 28.998 4.782  2.456  0.503  H8   HMK 27 
HMK H9   H9   H 0 1 N N N 103.743 77.748 31.485 2.476  2.253  1.319  H9   HMK 28 
HMK HO5  HO5  H 0 1 N N N 103.293 73.860 34.894 -0.514 -2.776 1.171  HO5  HMK 29 
HMK HO6  HO6  H 0 1 N N N 102.610 75.495 26.936 6.634  0.281  -0.203 HO6  HMK 30 
HMK H12  H12  H 0 1 N N N 99.112  78.414 33.685 -2.363 2.754  -0.032 H12  HMK 31 
HMK H15  H15  H 0 1 N N N 99.207  73.396 34.951 -2.544 -2.304 -0.009 H15  HMK 32 
HMK H161 1H16 H 0 0 N N N 95.049  75.955 34.638 -6.079 0.363  0.764  H161 HMK 33 
HMK H162 2H16 H 0 0 N N N 95.579  76.384 36.292 -6.555 0.377  -0.963 H162 HMK 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 
HMK C1  O1   SING N N 1  
HMK C1  C5   SING N N 2  
HMK C1  H11  SING N N 3  
HMK C1  H12A SING N N 4  
HMK O1  C2   SING N N 5  
HMK C2  C3   SING Y N 6  
HMK C2  C6   DOUB Y N 7  
HMK C3  C4   SING N N 8  
HMK C3  C9   DOUB Y N 9  
HMK C4  C5   SING N N 10 
HMK C4  O2   SING N N 11 
HMK C4  H4   SING N N 12 
HMK C5  O5   SING N N 13 
HMK C5  C11  SING N N 14 
HMK C6  C7   SING Y N 15 
HMK C6  H6   SING N N 16 
HMK C7  C8   DOUB Y N 17 
HMK C7  O6   SING N N 18 
HMK C8  C9   SING Y N 19 
HMK C8  H8   SING N N 20 
HMK C9  H9   SING N N 21 
HMK O2  C10  SING N N 22 
HMK O5  HO5  SING N N 23 
HMK O6  HO6  SING N N 24 
HMK C10 C11  SING Y N 25 
HMK C10 C12  DOUB Y N 26 
HMK C11 C15  DOUB Y N 27 
HMK C12 C13  SING Y N 28 
HMK C12 H12  SING N N 29 
HMK C13 C14  DOUB Y N 30 
HMK C13 O3   SING N N 31 
HMK C14 C15  SING Y N 32 
HMK C14 O4   SING N N 33 
HMK C15 H15  SING N N 34 
HMK O3  C16  SING N N 35 
HMK C16 O4   SING N N 36 
HMK C16 H161 SING N N 37 
HMK C16 H162 SING N N 38 
# 
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 
HMK SMILES           ACDLabs              10.04 O3c2cc1OCOc1cc2C4(O)C3c5ccc(O)cc5OC4                                                                                        
HMK InChI            InChI                1.02b InChI=1/C16H12O6/c17-8-1-2-9-11(3-8)19-6-16(18)10-4-13-14(21-7-20-13)5-12(10)22-15(9)16/h1-5,15,17-18H,6-7H2/t15-,16+/m1/s1 
HMK InChIKey         InChI                1.02b GLMPLZUBQDAZEN-CVEARBPZBR                                                                                                   
HMK SMILES_CANONICAL CACTVS               3.341 Oc1ccc2[C@H]3Oc4cc5OCOc5cc4[C@@]3(O)COc2c1                                                                                  
HMK SMILES           CACTVS               3.341 Oc1ccc2[CH]3Oc4cc5OCOc5cc4[C]3(O)COc2c1                                                                                     
HMK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1O)OC[C@]3([C@@H]2Oc4c3cc5c(c4)OCO5)O                                                                              
HMK SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1O)OCC3(C2Oc4c3cc5c(c4)OCO5)O                                                                                      
# 
_pdbx_chem_comp_identifier.comp_id           HMK 
_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        (6aR,12aR)-6H-[1,3]dioxolo[5,6][1]benzofuro[3,2-c]chromene-3,6a(12aH)-diol 
# 
