data_LLC
# 
_chem_comp.id                                    LLC 
_chem_comp.name                                  [6-hydroxy-2-(4-hydroxyphenyl)-1-benzothien-3-yl][4-(2-pyrrolidin-1-ylethoxy)phenyl]methanone 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H25 N O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-09-17 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        459.557 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LLC 
_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        2R6Y 
_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 
LLC C4   C4   C 0 1 Y N N 12.152 -0.510 28.656 1.701  -2.910 1.431  C4   LLC 1  
LLC C5   C5   C 0 1 Y N N 13.383 -0.004 29.019 1.136  -4.164 1.347  C5   LLC 2  
LLC C6   C6   C 0 1 Y N N 14.435 0.028  28.080 1.114  -4.838 0.132  C6   LLC 3  
LLC C8   C8   C 0 1 Y N N 14.268 -0.443 26.778 1.661  -4.252 -1.003 C8   LLC 4  
LLC C13  C13  C 0 1 Y N N 8.175  -4.256 25.962 3.280  2.524  -0.852 C13  LLC 5  
LLC C15  C15  C 0 1 Y N N 6.008  -3.160 26.243 4.878  3.426  0.688  C15  LLC 6  
LLC C20  C20  C 0 1 Y N N 11.527 -4.133 24.822 0.235  0.332  -1.428 C20  LLC 7  
LLC C21  C21  C 0 1 Y N N 10.913 -3.348 23.852 -0.683 0.122  -2.460 C21  LLC 8  
LLC C22  C22  C 0 1 Y N N 11.073 -3.586 22.504 -2.000 0.489  -2.293 C22  LLC 9  
LLC C26  C26  C 0 1 N N N 13.061 -5.904 18.913 -5.612 2.147  0.374  C26  LLC 10 
LLC C28  C28  C 0 1 N N N 12.209 -6.138 16.685 -7.757 1.085  -0.019 C28  LLC 11 
LLC O19  O19  O 0 1 N N N 12.027 -4.252 27.114 2.035  -0.482 -2.678 O19  LLC 12 
LLC C18  C18  C 0 1 N N N 11.307 -3.780 26.246 1.648  -0.061 -1.602 C18  LLC 13 
LLC C33  C33  C 0 1 Y N N 12.354 -5.215 24.422 -0.186 0.919  -0.232 C33  LLC 14 
LLC C32  C32  C 0 1 Y N N 12.496 -5.450 23.067 -1.505 1.284  -0.073 C32  LLC 15 
LLC C23  C23  C 0 1 Y N N 11.871 -4.664 22.107 -2.416 1.069  -1.100 C23  LLC 16 
LLC O24  O24  O 0 1 N N N 11.972 -4.870 20.767 -3.714 1.431  -0.940 O24  LLC 17 
LLC C25  C25  C 0 1 N N N 12.774 -6.014 20.429 -4.101 1.905  0.351  C25  LLC 18 
LLC N27  N27  N 0 1 N N N 11.824 -6.070 18.106 -6.315 0.869  0.202  N27  LLC 19 
LLC C31  C31  C 0 1 N N N 10.950 -4.899 18.265 -6.145 0.007  1.391  C31  LLC 20 
LLC C30  C30  C 0 1 N N N 10.384 -4.512 16.864 -7.477 -0.776 1.505  C30  LLC 21 
LLC C29  C29  C 0 1 N N N 11.000 -5.561 15.895 -8.510 0.297  1.073  C29  LLC 22 
LLC C1   C1   C 0 1 Y N N 10.256 -2.779 26.578 2.583  0.056  -0.484 C1   LLC 23 
LLC C12  C12  C 0 1 Y N N 8.823  -3.059 26.427 3.317  1.285  -0.179 C12  LLC 24 
LLC C14  C14  C 0 1 Y N N 6.784  -4.244 25.853 4.050  3.573  -0.421 C14  LLC 25 
LLC O17  O17  O 0 1 N N N 4.650  -3.175 26.164 5.635  4.471  1.115  O17  LLC 26 
LLC C16  C16  C 0 1 Y N N 6.617  -1.987 26.701 4.919  2.224  1.365  C16  LLC 27 
LLC C11  C11  C 0 1 Y N N 7.981  -1.954 26.776 4.143  1.143  0.933  C11  LLC 28 
LLC S10  S10  S 0 1 Y N N 9.104  -0.672 27.311 4.015  -0.483 1.592  S10  LLC 29 
LLC C2   C2   C 0 1 Y N N 10.625 -1.530 27.044 2.853  -0.973 0.376  C2   LLC 30 
LLC C3   C3   C 0 1 Y N N 11.967 -0.991 27.343 2.247  -2.314 0.291  C3   LLC 31 
LLC C9   C9   C 0 1 Y N N 13.029 -0.951 26.406 2.228  -2.999 -0.928 C9   LLC 32 
LLC O7   O7   O 0 1 N N N 15.634 0.520  28.500 0.556  -6.074 0.054  O7   LLC 33 
LLC H4   H4   H 0 1 N N N 11.340 -0.537 29.368 1.717  -2.387 2.376  H4   LLC 34 
LLC H5   H5   H 0 1 N N N 13.541 0.367  30.021 0.710  -4.623 2.227  H5   LLC 35 
LLC H8   H8   H 0 1 N N N 15.085 -0.414 26.073 1.642  -4.780 -1.944 H8   LLC 36 
LLC H13  H13  H 0 1 N N N 8.747  -5.136 25.706 2.644  2.645  -1.716 H13  LLC 37 
LLC H21  H21  H 0 1 N N N 10.290 -2.524 24.166 -0.361 -0.328 -3.387 H21  LLC 38 
LLC H22  H22  H 0 1 N N N 10.593 -2.955 21.771 -2.710 0.327  -3.091 H22  LLC 39 
LLC H261 1H26 H 0 0 N N N 13.775 -6.691 18.631 -5.894 2.592  1.328  H261 LLC 40 
LLC H262 2H26 H 0 0 N N N 13.471 -4.903 18.712 -5.883 2.823  -0.437 H262 LLC 41 
LLC H281 1H28 H 0 0 N N N 12.411 -7.177 16.385 -7.989 2.147  0.062  H281 LLC 42 
LLC H282 2H28 H 0 0 N N N 13.130 -5.570 16.487 -8.040 0.718  -1.006 H282 LLC 43 
LLC H33  H33  H 0 1 N N N 12.855 -5.834 25.151 0.521  1.087  0.567  H33  LLC 44 
LLC H32  H32  H 0 1 N N N 13.115 -6.274 22.743 -1.831 1.738  0.851  H32  LLC 45 
LLC H251 1H25 H 0 0 N N N 12.234 -6.946 20.654 -3.580 2.838  0.567  H251 LLC 46 
LLC H252 2H25 H 0 0 N N N 13.706 -6.036 21.012 -3.841 1.161  1.104  H252 LLC 47 
LLC H311 1H31 H 0 0 N N N 11.525 -4.058 18.680 -5.312 -0.680 1.245  H311 LLC 48 
LLC H312 2H31 H 0 0 N N N 10.125 -5.135 18.953 -5.983 0.615  2.281  H312 LLC 49 
LLC H301 1H30 H 0 0 N N N 10.679 -3.490 16.584 -7.489 -1.627 0.823  H301 LLC 50 
LLC H302 2H30 H 0 0 N N N 9.284  -4.519 16.842 -7.653 -1.099 2.531  H302 LLC 51 
LLC H291 1H29 H 0 0 N N N 11.323 -5.094 14.953 -8.764 0.947  1.911  H291 LLC 52 
LLC H292 2H29 H 0 0 N N N 10.279 -6.338 15.602 -9.404 -0.171 0.663  H292 LLC 53 
LLC H14  H14  H 0 1 N N N 6.290  -5.115 25.448 4.014  4.518  -0.943 H14  LLC 54 
LLC HO17 HO17 H 0 0 N N N 4.281  -3.178 27.040 6.518  4.505  0.721  HO17 LLC 55 
LLC H16  H16  H 0 1 N N N 6.025  -1.130 26.988 5.563  2.114  2.224  H16  LLC 56 
LLC H9   H9   H 0 1 N N N 12.875 -1.316 25.401 2.654  -2.544 -1.810 H9   LLC 57 
LLC HO7  HO7  H 0 1 N N N 16.209 0.635  27.753 -0.402 -6.065 -0.082 HO7  LLC 58 
# 
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 
LLC C29 C28  SING Y N 1  
LLC C29 C30  SING N N 2  
LLC C28 N27  SING N N 3  
LLC C30 C31  SING N N 4  
LLC N27 C31  SING Y N 5  
LLC N27 C26  SING Y N 6  
LLC C26 C25  SING N N 7  
LLC C25 O24  SING Y N 8  
LLC O24 C23  SING N N 9  
LLC C23 C22  DOUB Y N 10 
LLC C23 C32  SING N N 11 
LLC C22 C21  SING Y N 12 
LLC C32 C33  DOUB N N 13 
LLC C21 C20  DOUB Y N 14 
LLC C33 C20  SING N N 15 
LLC C20 C18  SING N N 16 
LLC C14 C13  DOUB N N 17 
LLC C14 C15  SING N N 18 
LLC C13 C12  SING N N 19 
LLC O17 C15  SING N N 20 
LLC C15 C16  DOUB N N 21 
LLC C18 C1   SING N N 22 
LLC C18 O19  DOUB N N 23 
LLC C9  C8   DOUB Y N 24 
LLC C9  C3   SING N N 25 
LLC C12 C1   SING Y N 26 
LLC C12 C11  DOUB N N 27 
LLC C1  C2   DOUB Y N 28 
LLC C16 C11  SING Y N 29 
LLC C11 S10  SING N N 30 
LLC C8  C6   SING N N 31 
LLC C2  S10  SING N N 32 
LLC C2  C3   SING N N 33 
LLC C3  C4   DOUB N N 34 
LLC C6  O7   SING N N 35 
LLC C6  C5   DOUB N N 36 
LLC C4  C5   SING N N 37 
LLC C4  H4   SING N N 38 
LLC C5  H5   SING N N 39 
LLC C8  H8   SING N N 40 
LLC C13 H13  SING N N 41 
LLC C21 H21  SING N N 42 
LLC C22 H22  SING N N 43 
LLC C26 H261 SING N N 44 
LLC C26 H262 SING Y N 45 
LLC C28 H281 SING Y N 46 
LLC C28 H282 SING Y N 47 
LLC C33 H33  SING Y N 48 
LLC C32 H32  SING Y N 49 
LLC C25 H251 SING N N 50 
LLC C25 H252 SING N N 51 
LLC C31 H311 SING N N 52 
LLC C31 H312 SING Y N 53 
LLC C30 H301 SING N N 54 
LLC C30 H302 SING Y N 55 
LLC C29 H291 SING Y N 56 
LLC C29 H292 SING N N 57 
LLC C14 H14  SING Y N 58 
LLC O17 HO17 SING Y N 59 
LLC C16 H16  SING Y N 60 
LLC C9  H9   SING N N 61 
LLC O7  HO7  SING N N 62 
# 
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 
LLC SMILES           ACDLabs              10.04 O=C(c1c3ccc(O)cc3sc1c2ccc(O)cc2)c5ccc(OCCN4CCCC4)cc5                                                                                                     
LLC InChI            InChI                1.02b InChI=1/C27H25NO4S/c29-20-7-3-19(4-8-20)27-25(23-12-9-21(30)17-24(23)33-27)26(31)18-5-10-22(11-6-18)32-16-15-28-13-1-2-14-28/h3-12,17,29-30H,1-2,13-16H2 
LLC InChIKey         InChI                1.02b JLERVPBPJHKRBJ-UHFFFAOYAB                                                                                                                                
LLC SMILES_CANONICAL CACTVS               3.341 Oc1ccc(cc1)c2sc3cc(O)ccc3c2C(=O)c4ccc(OCCN5CCCC5)cc4                                                                                                     
LLC SMILES           CACTVS               3.341 Oc1ccc(cc1)c2sc3cc(O)ccc3c2C(=O)c4ccc(OCCN5CCCC5)cc4                                                                                                     
LLC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1c2c(c3ccc(cc3s2)O)C(=O)c4ccc(cc4)OCCN5CCCC5)O                                                                                                   
LLC SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1c2c(c3ccc(cc3s2)O)C(=O)c4ccc(cc4)OCCN5CCCC5)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 
LLC "SYSTEMATIC NAME" ACDLabs              10.04 [6-hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl][4-(2-pyrrolidin-1-ylethoxy)phenyl]methanone  
LLC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [6-hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl]-[4-(2-pyrrolidin-1-ylethoxy)phenyl]methanone 
# 
