data_P1S
# 
_chem_comp.id                                    P1S 
_chem_comp.name                                  (6AR,12AR)-3-(HYDROXYMETHYL)-6H-[1,3]DIOXOLO[5,6][1]BENZOFURO[3,2-C]CHROMEN-6A(12AH)-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H14 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         PISATIN 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-04-28 
_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                        314.289 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P1S 
_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        1ZGJ 
_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 
P1S C1   C1   C 0 1 N N N 30.566 73.560 33.000 0.376  1.527  0.774  C1   P1S 1  
P1S O1   O1   O 0 1 N N N 30.144 73.817 31.661 1.724  1.898  0.494  O1   P1S 2  
P1S C2   C2   C 0 1 Y N N 31.030 74.663 30.981 2.404  0.738  0.239  C2   P1S 3  
P1S C3   C3   C 0 1 Y N N 31.665 75.789 31.669 1.840  -0.295 -0.486 C3   P1S 4  
P1S C4   C4   C 0 1 N N R 31.347 76.056 33.159 0.430  -0.236 -1.005 C4   P1S 5  
P1S C5   C5   C 0 1 N N R 30.559 74.852 33.825 -0.287 1.038  -0.513 C5   P1S 6  
P1S C6   C6   C 0 1 Y N N 31.340 74.458 29.592 3.711  0.625  0.706  C6   P1S 7  
P1S C7   C7   C 0 1 Y N N 32.240 75.324 28.883 4.450  -0.508 0.437  C7   P1S 8  
P1S C8   C8   C 0 1 Y N N 32.845 76.420 29.583 3.885  -1.540 -0.290 C8   P1S 9  
P1S C9   C9   C 0 1 Y N N 32.561 76.650 30.958 2.588  -1.434 -0.749 C9   P1S 10 
P1S O2   O2   O 0 1 N N N 30.469 77.187 33.110 -0.337 -1.310 -0.428 O2   P1S 11 
P1S C10  C10  C 0 1 Y N N 29.229 76.858 33.624 -1.599 -0.884 -0.197 C10  P1S 12 
P1S C11  C11  C 0 1 Y N N 29.203 75.495 34.063 -1.675 0.511  -0.205 C11  P1S 13 
P1S C12  C12  C 0 1 Y N N 28.100 77.725 33.721 -2.731 -1.679 0.031  C12  P1S 14 
P1S C13  C13  C 0 1 Y N N 26.932 77.153 34.283 -3.912 -0.974 0.253  C13  P1S 15 
P1S C14  C14  C 0 1 Y N N 26.891 75.798 34.727 -3.971 0.427  0.249  C14  P1S 16 
P1S C15  C15  C 0 1 Y N N 28.028 74.923 34.633 -2.847 1.220  0.018  C15  P1S 17 
P1S O3   O3   O 0 1 N N N 25.695 77.744 34.498 -5.153 -1.460 0.499  O3   P1S 18 
P1S C16  C16  C 0 1 N N N 24.839 76.749 35.092 -6.054 -0.359 0.260  C16  P1S 19 
P1S O4   O4   O 0 1 N N N 25.618 75.534 35.225 -5.246 0.812  0.496  O4   P1S 20 
P1S O5   O5   O 0 1 N N N 31.057 74.548 35.145 -0.322 2.052  -1.519 O5   P1S 21 
P1S C17  C17  C 0 1 N N N 32.565 75.103 27.422 5.865  -0.624 0.940  C17  P1S 22 
P1S O6   O6   O 0 1 N N N 33.777 74.320 27.335 6.764  -0.103 -0.042 O6   P1S 23 
P1S H11  1H1  H 0 1 N N N 31.589 73.157 32.979 -0.167 2.390  1.158  H11  P1S 24 
P1S H12A 2H1  H 0 0 N N N 29.879 72.835 33.461 0.365  0.728  1.516  H12A P1S 25 
P1S H4   H4   H 0 1 N N N 32.266 76.201 33.746 0.417  -0.292 -2.093 H4   P1S 26 
P1S H6   H6   H 0 1 N N N 30.884 73.631 29.068 4.158  1.440  1.255  H6   P1S 27 
P1S H8   H8   H 0 1 N N N 33.524 77.078 29.061 4.460  -2.430 -0.501 H8   P1S 28 
P1S H9   H9   H 0 1 N N N 33.025 77.480 31.469 2.152  -2.242 -1.316 H9   P1S 29 
P1S H12  H12  H 0 1 N N N 28.134 78.752 33.387 -2.691 -2.758 0.034  H12  P1S 30 
P1S H15  H15  H 0 1 N N N 27.994 73.898 34.972 -2.886 2.299  0.012  H15  P1S 31 
P1S H161 1H16 H 0 0 N N N 23.952 76.575 34.465 -6.412 -0.375 -0.769 H161 P1S 32 
P1S H162 2H16 H 0 0 N N N 24.492 77.087 36.079 -6.892 -0.393 0.957  H162 P1S 33 
P1S HO5  HO5  H 0 1 N N N 32.004 74.481 35.119 -0.857 2.777  -1.167 HO5  P1S 34 
P1S H171 1H17 H 0 0 N N N 32.705 76.070 26.917 6.100  -1.672 1.127  H171 P1S 35 
P1S H172 2H17 H 0 0 N N N 31.739 74.566 26.934 5.970  -0.058 1.865  H172 P1S 36 
P1S HO6  HO6  H 0 1 N N N 33.979 74.148 26.423 7.656  -0.196 0.319  HO6  P1S 37 
# 
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 
P1S C1  O1   SING N N 1  
P1S C1  C5   SING N N 2  
P1S C1  H11  SING N N 3  
P1S C1  H12A SING N N 4  
P1S O1  C2   SING N N 5  
P1S C2  C3   SING Y N 6  
P1S C2  C6   DOUB Y N 7  
P1S C3  C4   SING N N 8  
P1S C3  C9   DOUB Y N 9  
P1S C4  C5   SING N N 10 
P1S C4  O2   SING N N 11 
P1S C4  H4   SING N N 12 
P1S C5  C11  SING N N 13 
P1S C5  O5   SING N N 14 
P1S C6  C7   SING Y N 15 
P1S C6  H6   SING N N 16 
P1S C7  C8   DOUB Y N 17 
P1S C7  C17  SING N N 18 
P1S C8  C9   SING Y N 19 
P1S C8  H8   SING N N 20 
P1S C9  H9   SING N N 21 
P1S O2  C10  SING N N 22 
P1S C10 C11  SING Y N 23 
P1S C10 C12  DOUB Y N 24 
P1S C11 C15  DOUB Y N 25 
P1S C12 C13  SING Y N 26 
P1S C12 H12  SING N N 27 
P1S C13 C14  DOUB Y N 28 
P1S C13 O3   SING N N 29 
P1S C14 C15  SING Y N 30 
P1S C14 O4   SING N N 31 
P1S C15 H15  SING N N 32 
P1S O3  C16  SING N N 33 
P1S C16 O4   SING N N 34 
P1S C16 H161 SING N N 35 
P1S C16 H162 SING N N 36 
P1S O5  HO5  SING N N 37 
P1S C17 O6   SING N N 38 
P1S C17 H171 SING N N 39 
P1S C17 H172 SING N N 40 
P1S O6  HO6  SING N N 41 
# 
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 
P1S SMILES           ACDLabs              10.04 O3c2cc1OCOc1cc2C4(O)C3c5ccc(cc5OC4)CO                                                                                           
P1S InChI            InChI                1.02b InChI=1/C17H14O6/c18-6-9-1-2-10-12(3-9)20-7-17(19)11-4-14-15(22-8-21-14)5-13(11)23-16(10)17/h1-5,16,18-19H,6-8H2/t16-,17+/m1/s1 
P1S InChIKey         InChI                1.02b JIYYREVJSFXTSG-SJORKVTEBB                                                                                                       
P1S SMILES_CANONICAL CACTVS               3.341 OCc1ccc2[C@H]3Oc4cc5OCOc5cc4[C@@]3(O)COc2c1                                                                                     
P1S SMILES           CACTVS               3.341 OCc1ccc2[CH]3Oc4cc5OCOc5cc4[C]3(O)COc2c1                                                                                        
P1S SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1CO)OC[C@]3([C@@H]2Oc4c3cc5c(c4)OCO5)O                                                                                 
P1S SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1CO)OCC3(C2Oc4c3cc5c(c4)OCO5)O                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           P1S 
_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)-3-(hydroxymethyl)-6H-[1,3]dioxolo[5,6][1]benzofuro[3,2-c]chromen-6a(12aH)-ol 
# 
