data_BVL
# 
_chem_comp.id                                    BVL 
_chem_comp.name                                  (2E)-1-[2-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H22 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (E)-1-[2-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-10-24 
_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                        338.397 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BVL 
_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        2ZBH 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
BVL C2   C2   C 0 1 Y N N 21.132 4.402 9.267  5.049  1.303  -0.287 C2   BVL 1  
BVL C4   C4   C 0 1 Y N N 23.026 5.816 9.705  5.973  -0.845 0.241  C4   BVL 2  
BVL C5   C5   C 0 1 Y N N 22.507 6.132 10.951 4.697  -1.356 0.449  C5   BVL 3  
BVL C6   C6   C 0 1 Y N N 21.289 5.574 11.349 3.595  -0.544 0.297  C6   BVL 4  
BVL O24  O24  O 0 1 N N N 16.624 4.577 13.541 0.327  3.197  -0.550 O24  BVL 5  
BVL C9   C9   C 0 1 N N N 16.977 4.530 12.363 0.180  2.032  -0.224 C9   BVL 6  
BVL C8   C8   C 0 1 N N N 18.550 4.749 12.374 1.347  1.169  -0.051 C8   BVL 7  
BVL C7   C7   C 0 1 N N N 19.201 4.662 11.207 2.589  1.662  -0.252 C7   BVL 8  
BVL C1   C1   C 0 1 Y N N 20.587 4.704 10.514 3.762  0.794  -0.078 C1   BVL 9  
BVL C3   C3   C 0 1 Y N N 22.346 4.950 8.861  6.144  0.485  -0.127 C3   BVL 10 
BVL O25  O25  O 0 1 N N N 24.216 6.366 9.296  7.056  -1.650 0.392  O25  BVL 11 
BVL C10  C10  C 0 1 Y N N 15.748 4.439 11.377 -1.174 1.494  -0.004 C10  BVL 12 
BVL C11  C11  C 0 1 Y N N 15.828 4.503 9.921  -2.297 2.319  -0.175 C11  BVL 13 
BVL O23  O23  O 0 1 N N N 16.923 4.628 9.169  -2.139 3.616  -0.539 O23  BVL 14 
BVL C12  C12  C 0 1 Y N N 14.632 4.467 9.240  -3.565 1.804  0.029  C12  BVL 15 
BVL C13  C13  C 0 1 Y N N 13.323 4.403 9.764  -3.725 0.477  0.400  C13  BVL 16 
BVL O21  O21  O 0 1 N N N 12.483 4.334 8.669  -4.970 -0.024 0.599  O21  BVL 17 
BVL C22  C22  C 0 1 N N N 11.188 4.146 8.088  -6.068 0.870  0.407  C22  BVL 18 
BVL C14  C14  C 0 1 Y N N 13.017 4.230 11.178 -2.612 -0.343 0.571  C14  BVL 19 
BVL C15  C15  C 0 1 Y N N 14.299 4.254 11.939 -1.347 0.157  0.371  C15  BVL 20 
BVL C16  C16  C 0 1 N N N 11.453 4.117 11.262 -2.796 -1.783 0.975  C16  BVL 21 
BVL C17  C17  C 0 1 N N N 10.963 3.666 12.548 -3.046 -2.621 -0.252 C17  BVL 22 
BVL C18  C18  C 0 1 N N N 9.704  3.511 13.026 -2.249 -3.620 -0.537 C18  BVL 23 
BVL C20  C20  C 0 1 N N N 8.315  3.839 12.518 -2.572 -4.538 -1.687 C20  BVL 24 
BVL C19  C19  C 0 1 N N N 9.948  2.880 14.333 -1.007 -3.851 0.285  C19  BVL 25 
BVL H2   H2   H 0 1 N N N 20.604 3.732 8.605  5.183  2.335  -0.577 H2   BVL 26 
BVL H5   H5   H 0 1 N N N 23.039 6.804 11.608 4.569  -2.389 0.734  H5   BVL 27 
BVL H6   H6   H 0 1 N N N 20.884 5.820 12.319 2.604  -0.942 0.459  H6   BVL 28 
BVL H8   H8   H 0 1 N N N 19.077 4.961 13.292 1.217  0.137  0.239  H8   BVL 29 
BVL H7   H7   H 0 1 N N N 18.462 4.495 10.438 2.719  2.695  -0.542 H7   BVL 30 
BVL H3   H3   H 0 1 N N N 22.756 4.702 7.893  7.138  0.876  -0.287 H3   BVL 31 
BVL HO25 HO25 H 0 0 N N N 24.200 6.493 8.355  7.321  -2.109 -0.417 HO25 BVL 32 
BVL HO23 HO23 H 0 0 N N N 16.676 4.658 8.252  -2.135 3.759  -1.495 HO23 BVL 33 
BVL H12  H12  H 0 1 N N N 14.705 4.491 8.163  -4.432 2.435  -0.102 H12  BVL 34 
BVL H22  H22  H 0 1 N N N 10.431 4.098 8.885  -7.003 0.344  0.597  H22  BVL 35 
BVL H22A H22A H 0 0 N N N 10.961 4.988 7.418  -5.977 1.710  1.096  H22A BVL 36 
BVL H22B H22B H 0 0 N N N 11.176 3.207 7.515  -6.061 1.239  -0.619 H22B BVL 37 
BVL H15  H15  H 0 1 N N N 14.218 4.128 13.009 -0.486 -0.483 0.500  H15  BVL 38 
BVL H16  H16  H 0 1 N N N 11.030 5.113 11.068 -1.896 -2.136 1.479  H16  BVL 39 
BVL H16A H16A H 0 0 N N N 11.145 3.365 10.520 -3.646 -1.865 1.651  H16A BVL 40 
BVL H17  H17  H 0 1 N N N 11.740 3.407 13.252 -3.884 -2.398 -0.896 H17  BVL 41 
BVL H20  H20  H 0 1 N N N 7.622  3.919 13.369 -2.117 -4.153 -2.599 H20  BVL 42 
BVL H20A H20A H 0 0 N N N 8.340  4.795 11.975 -2.181 -5.534 -1.479 H20A BVL 43 
BVL H20B H20B H 0 0 N N N 7.974  3.041 11.841 -3.653 -4.593 -1.815 H20B BVL 44 
BVL H19  H19  H 0 1 N N N 10.009 1.789 14.208 -1.260 -4.437 1.168  H19  BVL 45 
BVL H19A H19A H 0 0 N N N 10.895 3.255 14.750 -0.271 -4.391 -0.311 H19A BVL 46 
BVL H19B H19B H 0 0 N N N 9.123  3.125 15.018 -0.591 -2.891 0.592  H19B BVL 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 
BVL C22 O21  SING Y N 1  
BVL O21 C13  SING N N 2  
BVL C3  C2   DOUB Y N 3  
BVL C3  C4   SING Y N 4  
BVL O23 C11  SING N N 5  
BVL C12 C13  DOUB N N 6  
BVL C12 C11  SING N N 7  
BVL C2  C1   SING N N 8  
BVL O25 C4   SING N N 9  
BVL C4  C5   DOUB N E 10 
BVL C13 C14  SING N N 11 
BVL C11 C10  DOUB N N 12 
BVL C1  C7   SING Y N 13 
BVL C1  C6   DOUB Y N 14 
BVL C5  C6   SING Y N 15 
BVL C14 C16  SING N N 16 
BVL C14 C15  DOUB N N 17 
BVL C7  C8   DOUB N N 18 
BVL C16 C17  SING Y N 19 
BVL C10 C15  SING N N 20 
BVL C10 C9   SING Y N 21 
BVL C9  C8   SING N N 22 
BVL C9  O24  DOUB N N 23 
BVL C20 C18  SING Y N 24 
BVL C17 C18  DOUB Y N 25 
BVL C18 C19  SING N N 26 
BVL C2  H2   SING Y N 27 
BVL C5  H5   SING N N 28 
BVL C6  H6   SING N N 29 
BVL C8  H8   SING N N 30 
BVL C7  H7   SING N N 31 
BVL C3  H3   SING N N 32 
BVL O25 HO25 SING N N 33 
BVL O23 HO23 SING Y N 34 
BVL C12 H12  SING N N 35 
BVL C22 H22  SING N N 36 
BVL C22 H22A SING N N 37 
BVL C22 H22B SING N N 38 
BVL C15 H15  SING N N 39 
BVL C16 H16  SING N N 40 
BVL C16 H16A SING N N 41 
BVL C17 H17  SING N N 42 
BVL C20 H20  SING N N 43 
BVL C20 H20A SING N N 44 
BVL C20 H20B SING N N 45 
BVL C19 H19  SING N N 46 
BVL C19 H19A SING N N 47 
BVL C19 H19B SING N N 48 
# 
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 
BVL SMILES           ACDLabs              10.04 O=C(c1c(O)cc(OC)c(c1)C\C=C(/C)C)\C=C\c2ccc(O)cc2                                                                            
BVL InChI            InChI                1.02b InChI=1/C21H22O4/c1-14(2)4-8-16-12-18(20(24)13-21(16)25-3)19(23)11-7-15-5-9-17(22)10-6-15/h4-7,9-13,22,24H,8H2,1-3H3/b11-7+ 
BVL InChIKey         InChI                1.02b ZUGCRBMNFSAUOC-YRNVUSSQBG                                                                                                   
BVL SMILES_CANONICAL CACTVS               3.341 COc1cc(O)c(cc1CC=C(C)C)C(=O)/C=C/c2ccc(O)cc2                                                                                
BVL SMILES           CACTVS               3.341 COc1cc(O)c(cc1CC=C(C)C)C(=O)C=Cc2ccc(O)cc2                                                                                  
BVL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=CCc1cc(c(cc1OC)O)C(=O)\C=C\c2ccc(cc2)O)C                                                                                
BVL SMILES           "OpenEye OEToolkits" 1.5.0 CC(=CCc1cc(c(cc1OC)O)C(=O)C=Cc2ccc(cc2)O)C                                                                                  
# 
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 
BVL "SYSTEMATIC NAME" ACDLabs              10.04 (2E)-1-[2-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one 
BVL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (E)-1-[2-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one     
# 
