data_L4G
# 
_chem_comp.id                                    L4G 
_chem_comp.name                                  6-(4-METHYLSULFONYL-PHENYL)-5-[4-(2-PIPERIDIN-1-YLETHOXY)PHENOXY]NAPHTHALEN-2-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H31 N O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-11-11 
_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                        517.636 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     L4G 
_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        2AYR 
_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 
L4G C5   C5   C 0 1 Y N N 32.207 0.466  28.240 3.011  -0.546 0.410  C5   L4G 1  
L4G C6   C6   C 0 1 Y N N 29.857 1.355  28.253 2.418  -2.601 1.697  C6   L4G 2  
L4G C7   C7   C 0 1 Y N N 27.918 -0.029 27.656 0.836  -4.191 0.851  C7   L4G 3  
L4G C8   C8   C 0 1 Y N N 28.218 -2.413 27.004 -0.240 -3.833 -1.308 C8   L4G 4  
L4G C10  C10  C 0 1 Y N N 32.872 1.629  27.720 3.021  0.384  1.449  C10  L4G 5  
L4G C13  C13  C 0 1 Y N N 26.520 -0.161 27.472 0.118  -5.390 0.991  C13  L4G 6  
L4G C15  C15  C 0 1 Y N N 32.648 -3.198 25.807 -0.206 0.361  -2.240 C15  L4G 7  
L4G C17  C17  C 0 1 Y N N 34.267 1.803  27.925 3.733  1.559  1.314  C17  L4G 8  
L4G C20  C20  C 0 1 Y N N 33.288 -3.290 24.550 -1.235 1.240  -1.963 C20  L4G 9  
L4G C21  C21  C 0 1 Y N N 31.956 -1.395 23.708 -1.472 0.275  0.224  C21  L4G 10 
L4G C22  C22  C 0 1 Y N N 35.009 0.824  28.636 4.435  1.815  0.150  C22  L4G 11 
L4G C24  C24  C 0 1 Y N N 32.948 -2.384 23.478 -1.870 1.198  -0.731 C24  L4G 12 
L4G C1   C1   C 0 1 Y N N 30.202 -1.024 27.598 1.370  -2.198 -0.452 C1   L4G 13 
L4G C2   C2   C 0 1 Y N N 30.751 0.259  28.031 2.249  -1.810 0.550  C2   L4G 14 
L4G C3   C3   C 0 1 Y N N 28.790 -1.162 27.418 0.654  -3.404 -0.313 C3   L4G 15 
L4G O4   O4   O 0 1 N N N 31.032 -2.157 27.352 1.206  -1.427 -1.556 O4   L4G 16 
L4G C9   C9   C 0 1 Y N N 31.657 -2.214 26.046 0.193  -0.562 -1.284 C9   L4G 17 
L4G C11  C11  C 0 1 Y N N 32.980 -0.503 28.959 3.721  -0.282 -0.760 C11  L4G 18 
L4G C12  C12  C 0 1 Y N N 28.460 1.213  28.067 1.732  -3.763 1.849  C12  L4G 19 
L4G C14  C14  C 0 1 Y N N 26.822 -2.529 26.826 -0.924 -4.998 -1.148 C14  L4G 20 
L4G C16  C16  C 0 1 Y N N 31.318 -1.305 24.965 -0.446 -0.607 -0.054 C16  L4G 21 
L4G C18  C18  C 0 1 Y N N 34.367 -0.324 29.154 4.424  0.898  -0.886 C18  L4G 22 
L4G C19  C19  C 0 1 Y N N 25.973 -1.411 27.058 -0.751 -5.781 -0.002 C19  L4G 23 
L4G O23  O23  O 0 1 N N N 24.651 -1.533 26.879 -1.447 -6.940 0.131  O23  L4G 24 
L4G S25  S25  S 0 1 N N N 36.758 1.030  28.908 5.341  3.317  -0.016 S25  L4G 25 
L4G O26  O26  O 0 1 N N N 33.537 -2.406 22.189 -2.884 2.063  -0.459 O26  L4G 26 
L4G C27  C27  C 0 1 N N N 38.042 -0.218 28.504 6.979  2.886  0.633  C27  L4G 27 
L4G O28  O28  O 0 1 N N N 36.932 1.385  30.388 4.648  4.200  0.855  O28  L4G 28 
L4G O29  O29  O 0 1 N N N 37.180 2.384  28.306 5.370  3.513  -1.423 O29  L4G 29 
L4G C30  C30  C 0 1 N N N 34.263 -3.573 21.760 -3.326 1.777  0.869  C30  L4G 30 
L4G C31  C31  C 0 1 N N N 33.278 -4.552 21.086 -4.473 2.720  1.239  C31  L4G 31 
L4G N32  N32  N 0 1 N N N 32.520 -4.144 19.902 -5.609 2.488  0.337  N32  L4G 32 
L4G C33  C33  C 0 1 N N N 33.401 -3.475 18.919 -6.697 3.356  0.798  C33  L4G 33 
L4G C34  C34  C 0 1 N N N 31.363 -3.251 20.203 -6.038 1.101  0.547  C34  L4G 34 
L4G C35  C35  C 0 1 N N N 32.654 -3.324 17.579 -7.925 3.165  -0.094 C35  L4G 35 
L4G C36  C36  C 0 1 N N N 30.499 -3.046 18.939 -7.229 0.785  -0.359 C36  L4G 36 
L4G C37  C37  C 0 1 N N N 31.368 -2.493 17.789 -8.396 1.710  0.003  C37  L4G 37 
L4G H6   H6   H 0 1 N N N 30.254 2.332  28.575 3.103  -2.282 2.468  H6   L4G 38 
L4G H8   H8   H 0 1 N N N 28.857 -3.293 26.821 -0.385 -3.239 -2.198 H8   L4G 39 
L4G H10  H10  H 0 1 N N N 32.307 2.393  27.159 2.474  0.185  2.359  H10  L4G 40 
L4G H13  H13  H 0 1 N N N 25.860 0.705  27.650 0.246  -6.001 1.873  H13  L4G 41 
L4G H15  H15  H 0 1 N N N 32.924 -3.901 26.610 0.289  0.394  -3.199 H15  L4G 42 
L4G H17  H17  H 0 1 N N N 34.774 2.699  27.531 3.741  2.279  2.118  H17  L4G 43 
L4G H20  H20  H 0 1 N N N 34.054 -4.070 24.405 -1.546 1.959  -2.707 H20  L4G 44 
L4G H21  H21  H 0 1 N N N 31.679 -0.691 22.904 -1.967 0.243  1.184  H21  L4G 45 
L4G H11  H11  H 0 1 N N N 32.497 -1.405 29.370 3.717  -0.998 -1.568 H11  L4G 46 
L4G H12  H12  H 0 1 N N N 27.791 2.072  28.242 1.874  -4.360 2.738  H12  L4G 47 
L4G H14  H14  H 0 1 N N N 26.394 -3.493 26.505 -1.610 -5.323 -1.916 H14  L4G 48 
L4G H16  H16  H 0 1 N N N 30.552 -0.522 25.102 -0.136 -1.327 0.690  H16  L4G 49 
L4G H18  H18  H 0 1 N N N 34.947 -1.079 29.709 4.975  1.104  -1.793 H18  L4G 50 
L4G H23  H23  H 0 1 N N N 24.286 -2.365 26.603 -2.276 -6.718 0.577  H23  L4G 51 
L4G H271 1H27 H 0 0 N N N 39.136 -0.089 28.674 6.886  2.567  1.671  H271 L4G 52 
L4G H272 2H27 H 0 0 N N N 37.746 -1.161 29.020 7.403  2.075  0.040  H272 L4G 53 
L4G H273 3H27 H 0 0 N N N 37.913 -0.473 27.426 7.632  3.757  0.578  H273 L4G 54 
L4G H301 1H30 H 0 0 N N N 35.127 -3.319 21.103 -3.674 0.745  0.922  H301 L4G 55 
L4G H302 2H30 H 0 0 N N N 34.834 -4.048 22.591 -2.500 1.918  1.566  H302 L4G 56 
L4G H311 1H31 H 0 0 N N N 33.829 -5.490 20.842 -4.781 2.531  2.268  H311 L4G 57 
L4G H312 2H31 H 0 0 N N N 32.556 -4.908 21.857 -4.138 3.753  1.144  H312 L4G 58 
L4G H331 1H33 H 0 0 N N N 33.790 -2.500 19.296 -6.953 3.102  1.827  H331 L4G 59 
L4G H332 2H33 H 0 0 N N N 34.376 -4.001 18.800 -6.375 4.397  0.753  H332 L4G 60 
L4G H341 1H34 H 0 0 N N N 30.759 -3.627 21.061 -5.214 0.428  0.311  H341 L4G 61 
L4G H342 2H34 H 0 0 N N N 31.690 -2.280 20.644 -6.328 0.966  1.589  H342 L4G 62 
L4G H351 1H35 H 0 0 N N N 33.305 -2.895 16.781 -8.724 3.829  0.238  H351 L4G 63 
L4G H352 2H35 H 0 0 N N N 32.443 -4.309 17.102 -7.665 3.395  -1.127 H352 L4G 64 
L4G H361 1H36 H 0 0 N N N 29.960 -3.977 18.645 -7.530 -0.253 -0.216 H361 L4G 65 
L4G H362 2H36 H 0 0 N N N 29.611 -2.401 19.139 -6.948 0.944  -1.400 H362 L4G 66 
L4G H371 1H37 H 0 0 N N N 31.605 -1.414 17.944 -8.726 1.500  1.020  H371 L4G 67 
L4G H372 2H37 H 0 0 N N N 30.782 -2.410 16.844 -9.220 1.546  -0.692 H372 L4G 68 
# 
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 
L4G C5  C10  SING Y N 1  
L4G C5  C2   SING N N 2  
L4G C5  C11  DOUB Y N 3  
L4G C6  C2   SING Y N 4  
L4G C6  C12  DOUB Y N 5  
L4G C6  H6   SING N N 6  
L4G C7  C13  DOUB Y N 7  
L4G C7  C3   SING Y N 8  
L4G C7  C12  SING Y N 9  
L4G C8  C3   DOUB Y N 10 
L4G C8  C14  SING Y N 11 
L4G C8  H8   SING N N 12 
L4G C10 C17  DOUB Y N 13 
L4G C10 H10  SING N N 14 
L4G C13 C19  SING Y N 15 
L4G C13 H13  SING N N 16 
L4G C15 C20  DOUB Y N 17 
L4G C15 C9   SING Y N 18 
L4G C15 H15  SING N N 19 
L4G C17 C22  SING Y N 20 
L4G C17 H17  SING N N 21 
L4G C20 C24  SING Y N 22 
L4G C20 H20  SING N N 23 
L4G C21 C24  DOUB Y N 24 
L4G C21 C16  SING Y N 25 
L4G C21 H21  SING N N 26 
L4G C22 C18  DOUB Y N 27 
L4G C22 S25  SING N N 28 
L4G C24 O26  SING N N 29 
L4G C1  C2   DOUB Y N 30 
L4G C1  C3   SING Y N 31 
L4G C1  O4   SING N N 32 
L4G O4  C9   SING N N 33 
L4G C9  C16  DOUB Y N 34 
L4G C11 C18  SING Y N 35 
L4G C11 H11  SING N N 36 
L4G C12 H12  SING N N 37 
L4G C14 C19  DOUB Y N 38 
L4G C14 H14  SING N N 39 
L4G C16 H16  SING N N 40 
L4G C18 H18  SING N N 41 
L4G C19 O23  SING N N 42 
L4G O23 H23  SING N N 43 
L4G S25 C27  SING N N 44 
L4G S25 O28  DOUB N N 45 
L4G S25 O29  DOUB N N 46 
L4G O26 C30  SING N N 47 
L4G C27 H271 SING N N 48 
L4G C27 H272 SING N N 49 
L4G C27 H273 SING N N 50 
L4G C30 C31  SING N N 51 
L4G C30 H301 SING N N 52 
L4G C30 H302 SING N N 53 
L4G C31 N32  SING N N 54 
L4G C31 H311 SING N N 55 
L4G C31 H312 SING N N 56 
L4G N32 C33  SING N N 57 
L4G N32 C34  SING N N 58 
L4G C33 C35  SING N N 59 
L4G C33 H331 SING N N 60 
L4G C33 H332 SING N N 61 
L4G C34 C36  SING N N 62 
L4G C34 H341 SING N N 63 
L4G C34 H342 SING N N 64 
L4G C35 C37  SING N N 65 
L4G C35 H351 SING N N 66 
L4G C35 H352 SING N N 67 
L4G C36 C37  SING N N 68 
L4G C36 H361 SING N N 69 
L4G C36 H362 SING N N 70 
L4G C37 H371 SING N N 71 
L4G C37 H372 SING N N 72 
# 
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 
L4G SMILES           ACDLabs              10.04 O=S(=O)(c1ccc(cc1)c5ccc2c(ccc(O)c2)c5Oc4ccc(OCCN3CCCCC3)cc4)C                                                                                                         
L4G InChI            InChI                1.02b InChI=1/C30H31NO5S/c1-37(33,34)27-13-5-22(6-14-27)28-15-7-23-21-24(32)8-16-29(23)30(28)36-26-11-9-25(10-12-26)35-20-19-31-17-3-2-4-18-31/h5-16,21,32H,2-4,17-20H2,1H3 
L4G InChIKey         InChI                1.02b NJVFOFMHUJJIMB-UHFFFAOYAC                                                                                                                                             
L4G SMILES_CANONICAL CACTVS               3.341 C[S](=O)(=O)c1ccc(cc1)c2ccc3cc(O)ccc3c2Oc4ccc(OCCN5CCCCC5)cc4                                                                                                         
L4G SMILES           CACTVS               3.341 C[S](=O)(=O)c1ccc(cc1)c2ccc3cc(O)ccc3c2Oc4ccc(OCCN5CCCCC5)cc4                                                                                                         
L4G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CS(=O)(=O)c1ccc(cc1)c2ccc3cc(ccc3c2Oc4ccc(cc4)OCCN5CCCCC5)O                                                                                                           
L4G SMILES           "OpenEye OEToolkits" 1.5.0 CS(=O)(=O)c1ccc(cc1)c2ccc3cc(ccc3c2Oc4ccc(cc4)OCCN5CCCCC5)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 
L4G "SYSTEMATIC NAME" ACDLabs              10.04 6-[4-(methylsulfonyl)phenyl]-5-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-ol 
L4G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-(4-methylsulfonylphenyl)-5-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-ol   
# 
