data_B1L
# 
_chem_comp.id                                    B1L 
_chem_comp.name                                  "3-[(4-HYDROXYBENZOYL)AMINO]AZEPAN-4-YL 4-HYDROXYBENZOATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H22 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "BALANOL ANALOG 1" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-12-02 
_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                        370.399 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     B1L 
_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        1REJ 
_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 
B1L O1   O1   O 0 1 N N N 16.902 39.129 19.421 6.235  -0.602 0.444  O1   B1L 1  
B1L C1   C1   C 0 1 Y N N 15.626 39.482 19.221 4.972  -0.356 0.874  C1   B1L 2  
B1L C2   C2   C 0 1 Y N N 15.280 40.830 19.095 4.758  0.521  1.931  C2   B1L 3  
B1L C3   C3   C 0 1 Y N N 13.947 41.198 18.891 3.477  0.774  2.369  C3   B1L 4  
B1L C4   C4   C 0 1 Y N N 12.959 40.212 18.810 2.392  0.148  1.750  C4   B1L 5  
B1L C5   C5   C 0 1 Y N N 13.301 38.864 18.931 2.611  -0.732 0.688  C5   B1L 6  
B1L C6   C6   C 0 1 Y N N 14.634 38.500 19.143 3.894  -0.976 0.252  C6   B1L 7  
B1L C7   C7   C 0 1 N N N 11.633 40.575 18.606 1.018  0.417  2.217  C7   B1L 8  
B1L O7   O7   O 0 1 N N N 11.322 41.780 18.486 0.829  1.183  3.142  O7   B1L 9  
B1L N8   N8   N 0 1 N N N 10.671 39.630 18.535 -0.027 -0.187 1.619  N8   B1L 10 
B1L C8   C8   C 0 1 N N R 9.274  39.971 18.752 -1.391 0.078  2.083  C8   B1L 11 
B1L C9   C9   C 0 1 N N R 8.470  39.666 17.479 -2.351 -0.060 0.929  C9   B1L 12 
B1L C10  C10  C 0 1 N N N 6.956  39.662 17.735 -3.543 0.909  1.049  C10  B1L 13 
B1L C11  C11  C 0 1 N N N 6.541  38.471 18.584 -4.053 1.003  2.503  C11  B1L 14 
B1L C12  C12  C 0 1 N N N 6.387  38.924 20.026 -4.057 -0.352 3.166  C12  B1L 15 
B1L N13  N13  N 0 1 N N N 7.501  39.775 20.413 -2.828 -0.492 3.969  N13  B1L 16 
B1L C14  C14  C 0 1 N N N 8.757  39.201 19.962 -1.769 -0.934 3.180  C14  B1L 17 
B1L O9   O9   O 0 1 N N N 8.760  40.680 16.523 -1.644 0.211  -0.308 O9   B1L 18 
B1L C15  C15  C 0 1 N N N 8.177  40.393 15.266 -1.996 -0.430 -1.440 C15  B1L 19 
B1L O15  O15  O 0 1 N N N 8.317  39.267 14.770 -2.905 -1.236 -1.423 O15  B1L 20 
B1L C16  C16  C 0 1 Y N N 7.470  41.377 14.589 -1.278 -0.154 -2.698 C16  B1L 21 
B1L C17  C17  C 0 1 Y N N 6.643  42.262 15.296 -0.235 0.776  -2.720 C17  B1L 22 
B1L C18  C18  C 0 1 Y N N 5.929  43.254 14.604 0.435  1.027  -3.896 C18  B1L 23 
B1L C19  C19  C 0 1 Y N N 6.059  43.376 13.219 0.070  0.363  -5.062 C19  B1L 24 
B1L C20  C20  C 0 1 Y N N 6.888  42.492 12.516 -0.969 -0.558 -5.045 C20  B1L 25 
B1L C21  C21  C 0 1 Y N N 7.601  41.504 13.206 -1.642 -0.818 -3.873 C21  B1L 26 
B1L O19  O19  O 0 1 N N N 5.382  44.322 12.550 0.731  0.617  -6.220 O19  B1L 27 
B1L HO1  HO1  H 0 1 N N N 17.137 38.212 19.506 6.561  -1.357 0.954  HO1  B1L 28 
B1L H2   H2   H 0 1 N N N 16.061 41.605 19.156 5.597  1.004  2.409  H2   B1L 29 
B1L H3   H3   H 0 1 N N N 13.675 42.262 18.794 3.312  1.456  3.190  H3   B1L 30 
B1L H5   H5   H 0 1 N N N 12.520 38.088 18.859 1.775  -1.218 0.207  H5   B1L 31 
B1L H6   H6   H 0 1 N N N 14.903 37.435 19.249 4.065  -1.657 -0.568 H6   B1L 32 
B1L HN8  HN8  H 0 1 N N N 10.990 38.684 18.323 0.123  -0.799 0.881  HN8  B1L 33 
B1L H8   H8   H 0 1 N N N 9.160  41.059 18.965 -1.448 1.090  2.485  H8   B1L 34 
B1L H9   H9   H 0 1 N N N 8.759  38.651 17.117 -2.727 -1.082 0.906  H9   B1L 35 
B1L H101 1H10 H 0 0 N N N 6.614  40.623 18.184 -4.354 0.559  0.409  H101 B1L 36 
B1L H102 2H10 H 0 0 N N N 6.380  39.704 16.781 -3.231 1.899  0.717  H102 B1L 37 
B1L H111 1H11 H 0 0 N N N 5.623  37.970 18.195 -5.066 1.404  2.502  H111 B1L 38 
B1L H112 2H11 H 0 0 N N N 7.242  37.610 18.481 -3.404 1.673  3.067  H112 B1L 39 
B1L H121 1H12 H 0 0 N N N 5.404  39.421 20.202 -4.087 -1.131 2.404  H121 B1L 40 
B1L H122 2H12 H 0 0 N N N 6.263  38.061 20.721 -4.929 -0.439 3.814  H122 B1L 41 
B1L H13  H13  H 0 1 N N N 7.506  39.960 21.415 -3.006 -1.217 4.648  H13  B1L 42 
B1L H141 1H14 H 0 0 N N N 8.668  38.108 19.756 -2.050 -1.876 2.708  H141 B1L 43 
B1L H142 2H14 H 0 0 N N N 9.512  39.151 20.780 -0.901 -1.105 3.817  H142 B1L 44 
B1L H17  H17  H 0 1 N N N 6.554  42.178 16.392 0.047  1.292  -1.815 H17  B1L 45 
B1L H18  H18  H 0 1 N N N 5.262  43.941 15.151 1.243  1.743  -3.913 H18  B1L 46 
B1L H20  H20  H 0 1 N N N 6.979  42.573 11.419 -1.249 -1.071 -5.953 H20  B1L 47 
B1L H21  H21  H 0 1 N N N 8.270  40.821 12.656 -2.449 -1.535 -3.861 H21  B1L 48 
B1L H19  H19  H 0 1 N N N 5.470  44.405 11.607 0.265  1.345  -6.654 H19  B1L 49 
# 
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 
B1L O1  C1   SING N N 1  
B1L O1  HO1  SING N N 2  
B1L C1  C2   SING Y N 3  
B1L C1  C6   DOUB Y N 4  
B1L C2  C3   DOUB Y N 5  
B1L C2  H2   SING N N 6  
B1L C3  C4   SING Y N 7  
B1L C3  H3   SING N N 8  
B1L C4  C5   DOUB Y N 9  
B1L C4  C7   SING N N 10 
B1L C5  C6   SING Y N 11 
B1L C5  H5   SING N N 12 
B1L C6  H6   SING N N 13 
B1L C7  O7   DOUB N N 14 
B1L C7  N8   SING N N 15 
B1L N8  C8   SING N N 16 
B1L N8  HN8  SING N N 17 
B1L C8  C9   SING N N 18 
B1L C8  C14  SING N N 19 
B1L C8  H8   SING N N 20 
B1L C9  C10  SING N N 21 
B1L C9  O9   SING N N 22 
B1L C9  H9   SING N N 23 
B1L C10 C11  SING N N 24 
B1L C10 H101 SING N N 25 
B1L C10 H102 SING N N 26 
B1L C11 C12  SING N N 27 
B1L C11 H111 SING N N 28 
B1L C11 H112 SING N N 29 
B1L C12 N13  SING N N 30 
B1L C12 H121 SING N N 31 
B1L C12 H122 SING N N 32 
B1L N13 C14  SING N N 33 
B1L N13 H13  SING N N 34 
B1L C14 H141 SING N N 35 
B1L C14 H142 SING N N 36 
B1L O9  C15  SING N N 37 
B1L C15 O15  DOUB N N 38 
B1L C15 C16  SING N N 39 
B1L C16 C17  SING Y N 40 
B1L C16 C21  DOUB Y N 41 
B1L C17 C18  DOUB Y N 42 
B1L C17 H17  SING N N 43 
B1L C18 C19  SING Y N 44 
B1L C18 H18  SING N N 45 
B1L C19 C20  DOUB Y N 46 
B1L C19 O19  SING N N 47 
B1L C20 C21  SING Y N 48 
B1L C20 H20  SING N N 49 
B1L C21 H21  SING N N 50 
B1L O19 H19  SING N N 51 
# 
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 
B1L SMILES           ACDLabs              10.04 O=C(OC2CCCNCC2NC(=O)c1ccc(O)cc1)c3ccc(O)cc3                                                                                                                            
B1L InChI            InChI                1.02b InChI=1/C20H22N2O5/c23-15-7-3-13(4-8-15)19(25)22-17-12-21-11-1-2-18(17)27-20(26)14-5-9-16(24)10-6-14/h3-10,17-18,21,23-24H,1-2,11-12H2,(H,22,25)/t17-,18-/m1/s1/f/h22H 
B1L InChIKey         InChI                1.02b FZJQHARRQUNVGZ-ZDXHEVPQDT                                                                                                                                              
B1L SMILES_CANONICAL CACTVS               3.341 Oc1ccc(cc1)C(=O)N[C@@H]2CNCCC[C@H]2OC(=O)c3ccc(O)cc3                                                                                                                   
B1L SMILES           CACTVS               3.341 Oc1ccc(cc1)C(=O)N[CH]2CNCCC[CH]2OC(=O)c3ccc(O)cc3                                                                                                                      
B1L SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)N[C@@H]2CNCCC[C@H]2OC(=O)c3ccc(cc3)O)O                                                                                                                   
B1L SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC2CNCCCC2OC(=O)c3ccc(cc3)O)O                                                                                                                            
# 
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 
B1L "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,4R)-3-{[(4-hydroxyphenyl)carbonyl]amino}azepan-4-yl 4-hydroxybenzoate" 
B1L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3R,4R)-3-[(4-hydroxyphenyl)carbonylamino]azepan-4-yl] 4-hydroxybenzoate" 
# 
