data_43A
# 
_chem_comp.id                                    43A 
_chem_comp.name                                  (3Z)-6-(4-HYDROXY-3-METHOXYPHENYL)-3-(1H-PYRROL-2-YLMETHYLENE)-1,3-DIHYDRO-2H-INDOL-2-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H16 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-10-05 
_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                        332.353 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     43A 
_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        2AYP 
_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 
43A C1  C1  C 0 1 Y N N 11.880 -3.481 15.087 5.677  -0.704 -0.163 C1  43A 1  
43A C2  C2  C 0 1 Y N N 11.114 -2.209 15.165 5.140  0.538  0.163  C2  43A 2  
43A C3  C3  C 0 1 Y N N 9.749  -2.252 15.776 3.769  0.724  0.150  C3  43A 3  
43A C4  C4  C 0 1 Y N N 9.168  -3.493 16.288 2.928  -0.336 -0.185 C4  43A 4  
43A C5  C5  C 0 1 Y N N 9.965  -4.712 16.183 3.471  -1.579 -0.505 C5  43A 5  
43A C6  C6  C 0 1 Y N N 11.293 -4.711 15.596 4.839  -1.760 -0.491 C6  43A 6  
43A O7  O7  O 0 1 N N N 13.158 -3.513 14.532 7.024  -0.886 -0.150 O7  43A 7  
43A O8  O8  O 0 1 N N N 11.788 -1.042 14.630 5.963  1.571  0.490  O8  43A 8  
43A C9  C9  C 0 1 N N N 11.710 0.222  15.286 5.126  2.696  0.763  C9  43A 9  
43A C10 C10 C 0 1 Y N N 7.780  -3.512 16.909 1.458  -0.141 -0.201 C10 43A 10 
43A C11 C11 C 0 1 Y N N 7.370  -2.448 17.856 0.622  -1.143 0.283  C11 43A 11 
43A C12 C12 C 0 1 Y N N 6.034  -2.476 18.439 -0.754 -0.963 0.275  C12 43A 12 
43A C13 C13 C 0 1 Y N N 5.102  -3.515 18.121 -1.285 0.231  -0.234 C13 43A 13 
43A C14 C14 C 0 1 Y N N 5.464  -4.582 17.195 -0.445 1.229  -0.721 C14 43A 14 
43A C15 C15 C 0 1 Y N N 6.804  -4.568 16.600 0.920  1.045  -0.705 C15 43A 15 
43A N16 N16 N 0 1 N N N 5.465  -1.609 19.316 -1.795 -1.784 0.692  N16 43A 16 
43A C17 C17 C 0 1 N N N 4.191  -1.984 19.620 -2.989 -1.202 0.489  C17 43A 17 
43A C18 C18 C 0 1 N N N 3.821  -3.285 18.858 -2.755 0.118  -0.112 C18 43A 18 
43A O19 O19 O 0 1 N N N 3.473  -1.346 20.394 -4.075 -1.683 0.757  O19 43A 19 
43A C20 C20 C 0 1 N N N 2.712  -4.088 18.782 -3.704 1.052  -0.484 C20 43A 20 
43A C21 C21 C 0 1 Y N N 1.337  -3.740 19.233 -5.074 0.780  -0.292 C21 43A 21 
43A N22 N22 N 0 1 Y N N 1.023  -2.719 19.780 -5.792 0.985  0.867  N22 43A 22 
43A C23 C23 C 0 1 Y N N -0.407 -2.686 20.099 -7.076 0.601  0.654  C23 43A 23 
43A C24 C24 C 0 1 Y N N -0.887 -3.841 19.656 -7.197 0.155  -0.621 C24 43A 24 
43A C25 C25 C 0 1 Y N N 0.259  -4.528 19.089 -5.949 0.265  -1.236 C25 43A 25 
43A H3  H3  H 0 1 N N N 9.175  -1.339 15.841 3.351  1.689  0.399  H3  43A 26 
43A H5  H5  H 0 1 N N N 9.555  -5.640 16.552 2.821  -2.401 -0.765 H5  43A 27 
43A H6  H6  H 0 1 N N N 11.851 -5.634 15.537 5.258  -2.724 -0.739 H6  43A 28 
43A HO7 HO7 H 0 1 N N N 13.092 -3.520 13.584 7.343  -0.680 -1.039 HO7 43A 29 
43A H91 1H9 H 0 1 N N N 10.793 0.742  14.972 5.745  3.552  1.031  H91 43A 30 
43A H92 2H9 H 0 1 N N N 12.587 0.829  15.017 4.538  2.935  -0.123 H92 43A 31 
43A H93 3H9 H 0 1 N N N 11.690 0.070  16.375 4.456  2.459  1.590  H93 43A 32 
43A H11 H11 H 0 1 N N N 8.058  -1.656 18.113 1.045  -2.058 0.671  H11 43A 33 
43A H14 H14 H 0 1 N N N 4.761  -5.365 16.953 -0.862 2.146  -1.111 H14 43A 34 
43A H15 H15 H 0 1 N N N 7.082  -5.356 15.915 1.574  1.817  -1.082 H15 43A 35 
43A H16 H16 H 0 1 N N N 5.921  -0.801 19.690 -1.676 -2.665 1.080  H16 43A 36 
43A H20 H20 H 0 1 N N N 2.850  -5.069 18.353 -3.395 1.990  -0.922 H20 43A 37 
43A H22 H22 H 0 1 N N N 1.661  -1.979 19.993 -5.438 1.343  1.696  H22 43A 38 
43A H23 H23 H 0 1 N N N -0.952 -1.893 20.589 -7.872 0.645  1.382  H23 43A 39 
43A H24 H24 H 0 1 N N N -1.907 -4.193 19.706 -8.101 -0.216 -1.081 H24 43A 40 
43A H25 H25 H 0 1 N N N 0.247  -5.505 18.630 -5.708 -0.007 -2.253 H25 43A 41 
# 
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 
43A C1  C2  SING Y N 1  
43A C1  C6  DOUB Y N 2  
43A C1  O7  SING N N 3  
43A C2  C3  DOUB Y N 4  
43A C2  O8  SING N N 5  
43A C3  C4  SING Y N 6  
43A C3  H3  SING N N 7  
43A C4  C5  DOUB Y N 8  
43A C4  C10 SING N N 9  
43A C5  C6  SING Y N 10 
43A C5  H5  SING N N 11 
43A C6  H6  SING N N 12 
43A O7  HO7 SING N N 13 
43A O8  C9  SING N N 14 
43A C9  H91 SING N N 15 
43A C9  H92 SING N N 16 
43A C9  H93 SING N N 17 
43A C10 C11 DOUB Y N 18 
43A C10 C15 SING Y N 19 
43A C11 C12 SING Y N 20 
43A C11 H11 SING N N 21 
43A C12 C13 DOUB Y N 22 
43A C12 N16 SING N N 23 
43A C13 C14 SING Y N 24 
43A C13 C18 SING N N 25 
43A C14 C15 DOUB Y N 26 
43A C14 H14 SING N N 27 
43A C15 H15 SING N N 28 
43A N16 C17 SING N N 29 
43A N16 H16 SING N N 30 
43A C17 C18 SING N N 31 
43A C17 O19 DOUB N N 32 
43A C18 C20 DOUB N Z 33 
43A C20 C21 SING N N 34 
43A C20 H20 SING N N 35 
43A C21 N22 SING Y N 36 
43A C21 C25 DOUB Y N 37 
43A N22 C23 SING Y N 38 
43A N22 H22 SING N N 39 
43A C23 C24 DOUB Y N 40 
43A C23 H23 SING N N 41 
43A C24 C25 SING Y N 42 
43A C24 H24 SING N N 43 
43A C25 H25 SING N N 44 
# 
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 
43A SMILES           ACDLabs              10.04 O=C2C(\c1ccc(cc1N2)c3ccc(O)c(OC)c3)=C/c4cccn4                                                                                               
43A InChI            InChI                1.02b InChI=1/C20H16N2O3/c1-25-19-10-13(5-7-18(19)23)12-4-6-15-16(11-14-3-2-8-21-14)20(24)22-17(15)9-12/h2-11,21,23H,1H3,(H,22,24)/b16-11-/f/h22H 
43A InChIKey         InChI                1.02b AYSXURJZVXBSRV-NCBQRVODDU                                                                                                                   
43A SMILES_CANONICAL CACTVS               3.341 COc1cc(ccc1O)c2ccc\3c(NC(=O)C\3=C\c4[nH]ccc4)c2                                                                                             
43A SMILES           CACTVS               3.341 COc1cc(ccc1O)c2ccc3c(NC(=O)C3=Cc4[nH]ccc4)c2                                                                                                
43A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1cc(ccc1O)c2ccc3c(c2)NC(=O)C3=Cc4ccc[nH]4                                                                                                
43A SMILES           "OpenEye OEToolkits" 1.5.0 COc1cc(ccc1O)c2ccc3c(c2)NC(=O)C3=Cc4ccc[nH]4                                                                                                
# 
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 
43A "SYSTEMATIC NAME" ACDLabs              10.04 (3Z)-6-(4-hydroxy-3-methoxyphenyl)-3-(1H-pyrrol-2-ylmethylidene)-1,3-dihydro-2H-indol-2-one 
43A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-(4-hydroxy-3-methoxy-phenyl)-3-(1H-pyrrol-2-ylmethylidene)-1H-indol-2-one                 
# 
