data_44C
# 
_chem_comp.id                                    44C 
_chem_comp.name                                  
;4'-(4-{4-[(2-CARBOXYPHENYL)AMINO]PHENOXY}BUTOXY)-1,1'-BIPHENYL-4-CARBOXYLIC ACID
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H27 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-19 
_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                        497.538 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     44C 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        2FBR 
_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 
44C C1   C1   C 0 1 Y N N 22.416 41.310 26.891 9.651  -1.056 0.522  C1   44C 1  
44C C2   C2   C 0 1 Y N N 22.425 41.210 25.512 8.298  -0.823 0.609  C2   44C 2  
44C C3   C3   C 0 1 Y N N 21.402 41.785 24.731 7.754  0.344  0.071  C3   44C 3  
44C C4   C4   C 0 1 Y N N 20.369 42.469 25.428 8.583  1.277  -0.554 C4   44C 4  
44C C5   C5   C 0 1 Y N N 20.361 42.564 26.808 9.937  1.049  -0.637 C5   44C 5  
44C C6   C6   C 0 1 Y N N 21.383 41.988 27.554 10.482 -0.123 -0.105 C6   44C 6  
44C C7   C7   C 0 1 Y N N 21.410 41.687 23.337 6.297  0.594  0.165  C7   44C 7  
44C C8   C8   C 0 1 Y N N 21.467 40.428 22.665 5.823  1.877  0.437  C8   44C 8  
44C C9   C9   C 0 1 Y N N 21.475 40.332 21.286 4.466  2.106  0.523  C9   44C 9  
44C C10  C10  C 0 1 Y N N 21.428 41.490 20.519 3.571  1.060  0.338  C10  44C 10 
44C C11  C11  C 0 1 Y N N 21.372 42.738 21.147 4.039  -0.219 0.067  C11  44C 11 
44C C12  C12  C 0 1 Y N N 21.363 42.839 22.527 5.395  -0.453 -0.025 C12  44C 12 
44C C13  C13  C 0 1 N N N 21.385 42.088 29.050 11.933 -0.371 -0.199 C13  44C 13 
44C O14  O14  O 0 1 N N N 22.280 41.560 29.718 12.407 -1.388 0.269  O14  44C 14 
44C O15  O15  O 0 1 N N N 20.390 42.766 29.685 12.733 0.529  -0.803 O15  44C 15 
44C O16  O16  O 0 1 N N N 21.464 41.375 19.092 2.235  1.288  0.424  O16  44C 16 
44C C17  C17  C 0 1 N N N 21.735 42.544 18.134 1.586  0.037  0.191  C17  44C 17 
44C C18  C18  C 0 1 N N N 20.756 42.624 16.908 0.070  0.225  0.273  C18  44C 18 
44C C19  C19  C 0 1 N N N 22.157 42.135 14.664 -2.141 -0.927 0.106  C19  44C 19 
44C C20  C20  C 0 1 N N N 21.100 41.644 15.716 -0.625 -1.115 0.023  C20  44C 20 
44C O21  O21  O 0 1 N N N 21.510 42.720 13.585 -2.790 -2.178 -0.127 O21  44C 21 
44C C22  C22  C 0 1 Y N N 21.504 42.381 12.228 -4.127 -1.950 -0.042 C22  44C 22 
44C C23  C23  C 0 1 Y N N 21.029 41.163 11.861 -5.022 -2.993 -0.226 C23  44C 23 
44C C24  C24  C 0 1 Y N N 21.004 40.847 10.495 -6.381 -2.762 -0.139 C24  44C 24 
44C C25  C25  C 0 1 Y N N 21.466 41.734 9.474  -6.851 -1.484 0.132  C25  44C 25 
44C C26  C26  C 0 1 Y N N 21.913 42.955 9.839  -5.955 -0.439 0.316  C26  44C 26 
44C C27  C27  C 0 1 Y N N 21.940 43.270 11.204 -4.596 -0.674 0.235  C27  44C 27 
44C N28  N28  N 0 1 N N N 21.435 41.483 8.032  -8.228 -1.248 0.220  N28  44C 28 
44C C29  C29  C 0 1 Y N N 21.109 42.227 6.864  -8.696 0.010  0.575  C29  44C 29 
44C C30  C30  C 0 1 Y N N 20.201 43.309 7.018  -9.154 0.247  1.866  C30  44C 30 
44C C31  C31  C 0 1 Y N N 19.877 44.023 5.924  -9.618 1.498  2.216  C31  44C 31 
44C C32  C32  C 0 1 Y N N 20.441 43.662 4.655  -9.632 2.527  1.287  C32  44C 32 
44C C33  C33  C 0 1 Y N N 21.319 42.575 4.470  -9.182 2.312  0.003  C33  44C 33 
44C C34  C34  C 0 1 Y N N 21.660 41.827 5.558  -8.704 1.052  -0.367 C34  44C 34 
44C C35  C35  C 0 1 N N N 22.604 40.638 5.212  -8.220 0.816  -1.738 C35  44C 35 
44C O36  O36  O 0 1 N N N 23.104 40.359 3.924  -8.117 1.844  -2.603 O36  44C 36 
44C O37  O37  O 0 1 N N N 22.927 39.898 6.086  -7.915 -0.307 -2.089 O37  44C 37 
44C H1   H1   H 0 1 N N N 23.236 40.847 27.465 10.072 -1.961 0.937  H1   44C 38 
44C H2   H2   H 0 1 N N N 23.256 40.667 25.031 7.656  -1.545 1.093  H2   44C 39 
44C H4   H4   H 0 1 N N N 19.541 42.945 24.876 8.161  2.180  -0.970 H4   44C 40 
44C H5   H5   H 0 1 N N N 19.540 43.099 27.314 10.578 1.772  -1.121 H5   44C 41 
44C H8   H8   H 0 1 N N N 21.507 39.486 23.238 6.519  2.691  0.581  H8   44C 42 
44C H9   H9   H 0 1 N N N 21.518 39.342 20.803 4.099  3.099  0.734  H9   44C 43 
44C H11  H11  H 0 1 N N N 21.334 43.660 20.543 3.341  -1.030 -0.076 H11  44C 44 
44C H12  H12  H 0 1 N N N 21.318 43.842 22.983 5.758  -1.448 -0.237 H12  44C 45 
44C H14  H14  H 0 1 N N N 22.281 41.623 30.666 ?      ?      ?      H14  44C 46 
44C H171 1H17 H 0 0 N N N 22.794 42.521 17.784 1.853  -0.332 -0.800 H171 44C 47 
44C H172 2H17 H 0 0 N N N 21.738 43.510 18.692 1.904  -0.683 0.945  H172 44C 48 
44C H181 1H18 H 0 0 N N N 20.688 43.673 16.537 -0.197 0.594  1.263  H181 44C 49 
44C H182 2H18 H 0 0 N N N 19.704 42.468 17.244 -0.248 0.945  -0.481 H182 44C 50 
44C H191 1H19 H 0 0 N N N 22.844 41.316 14.347 -2.408 -0.558 1.096  H191 44C 51 
44C H192 2H19 H 0 0 N N N 22.915 42.816 15.118 -2.459 -0.207 -0.648 H192 44C 52 
44C H201 1H20 H 0 0 N N N 20.160 41.357 15.190 -0.358 -1.484 -0.967 H201 44C 53 
44C H202 2H20 H 0 0 N N N 21.418 40.658 16.128 -0.307 -1.835 0.777  H202 44C 54 
44C H23  H23  H 0 1 N N N 20.679 40.462 12.637 -4.656 -3.987 -0.437 H23  44C 55 
44C H24  H24  H 0 1 N N N 20.604 39.859 10.212 -7.078 -3.575 -0.283 H24  44C 56 
44C H26  H26  H 0 1 N N N 22.241 43.662 9.059  -6.319 0.555  0.526  H26  44C 57 
44C H27  H27  H 0 1 N N N 22.323 44.265 11.486 -3.899 0.138  0.378  H27  44C 58 
44C H28  H28  H 0 1 N N N 20.837 40.661 7.955  -8.855 -1.964 0.033  H28  44C 59 
44C H30  H30  H 0 1 N N N 19.749 43.594 7.983  -9.146 -0.550 2.595  H30  44C 60 
44C H31  H31  H 0 1 N N N 19.180 44.867 6.061  -9.973 1.676  3.220  H31  44C 61 
44C H32  H32  H 0 1 N N N 20.183 44.259 3.764  -9.999 3.502  1.572  H32  44C 62 
44C H33  H33  H 0 1 N N N 21.735 42.312 3.483  -9.196 3.118  -0.716 H33  44C 63 
44C H37  H37  H 0 1 N N N 23.503 39.173 5.875  ?      ?      ?      H37  44C 64 
# 
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 
44C C1  C2   SING Y N 1  
44C C1  C6   DOUB Y N 2  
44C C1  H1   SING N N 3  
44C C2  C3   DOUB Y N 4  
44C C2  H2   SING N N 5  
44C C3  C4   SING Y N 6  
44C C3  C7   SING N N 7  
44C C4  C5   DOUB Y N 8  
44C C4  H4   SING N N 9  
44C C5  C6   SING Y N 10 
44C C5  H5   SING N N 11 
44C C6  C13  SING N N 12 
44C C7  C8   SING Y N 13 
44C C7  C12  DOUB Y N 14 
44C C8  C9   DOUB Y N 15 
44C C8  H8   SING N N 16 
44C C9  C10  SING Y N 17 
44C C9  H9   SING N N 18 
44C C10 C11  DOUB Y N 19 
44C C10 O16  SING N N 20 
44C C11 C12  SING Y N 21 
44C C11 H11  SING N N 22 
44C C12 H12  SING N N 23 
44C C13 O14  SING N N 24 
44C C13 O15  DOUB N N 25 
44C O14 H14  SING N N 26 
44C O16 C17  SING N N 27 
44C C17 C18  SING N N 28 
44C C17 H171 SING N N 29 
44C C17 H172 SING N N 30 
44C C18 C20  SING N N 31 
44C C18 H181 SING N N 32 
44C C18 H182 SING N N 33 
44C C19 C20  SING N N 34 
44C C19 O21  SING N N 35 
44C C19 H191 SING N N 36 
44C C19 H192 SING N N 37 
44C C20 H201 SING N N 38 
44C C20 H202 SING N N 39 
44C O21 C22  SING N N 40 
44C C22 C23  SING Y N 41 
44C C22 C27  DOUB Y N 42 
44C C23 C24  DOUB Y N 43 
44C C23 H23  SING N N 44 
44C C24 C25  SING Y N 45 
44C C24 H24  SING N N 46 
44C C25 C26  DOUB Y N 47 
44C C25 N28  SING N N 48 
44C C26 C27  SING Y N 49 
44C C26 H26  SING N N 50 
44C C27 H27  SING N N 51 
44C N28 C29  SING N N 52 
44C N28 H28  SING N N 53 
44C C29 C30  SING Y N 54 
44C C29 C34  DOUB Y N 55 
44C C30 C31  DOUB Y N 56 
44C C30 H30  SING N N 57 
44C C31 C32  SING Y N 58 
44C C31 H31  SING N N 59 
44C C32 C33  DOUB Y N 60 
44C C32 H32  SING N N 61 
44C C33 C34  SING Y N 62 
44C C33 H33  SING N N 63 
44C C34 C35  SING N N 64 
44C C35 O36  DOUB N N 65 
44C C35 O37  SING N N 66 
44C O37 H37  SING N N 67 
# 
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 
44C SMILES           ACDLabs              10.04 O=C(O)c1ccc(cc1)c4ccc(OCCCCOc2ccc(cc2)Nc3ccccc3C(=O)O)cc4                                                                                                                                   
44C InChI            InChI                1.02b InChI=1/C30H27NO6/c32-29(33)23-9-7-21(8-10-23)22-11-15-25(16-12-22)36-19-3-4-20-37-26-17-13-24(14-18-26)31-28-6-2-1-5-27(28)30(34)35/h1-2,5-18,31H,3-4,19-20H2,(H,32,33)(H,34,35)/f/h32,34H 
44C InChIKey         InChI                1.02b PBSDQYSNDJNJGR-RPGFEBOUCM                                                                                                                                                                   
44C SMILES_CANONICAL CACTVS               3.341 OC(=O)c1ccc(cc1)c2ccc(OCCCCOc3ccc(Nc4ccccc4C(O)=O)cc3)cc2                                                                                                                                   
44C SMILES           CACTVS               3.341 OC(=O)c1ccc(cc1)c2ccc(OCCCCOc3ccc(Nc4ccccc4C(O)=O)cc3)cc2                                                                                                                                   
44C SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C(=O)O)Nc2ccc(cc2)OCCCCOc3ccc(cc3)c4ccc(cc4)C(=O)O                                                                                                                               
44C SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C(=O)O)Nc2ccc(cc2)OCCCCOc3ccc(cc3)c4ccc(cc4)C(=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 
44C "SYSTEMATIC NAME" ACDLabs              10.04 
;4'-(4-{4-[(2-carboxyphenyl)amino]phenoxy}butoxy)biphenyl-4-carboxylic acid
;
44C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[4-[4-[4-[(2-carboxyphenyl)amino]phenoxy]butoxy]phenyl]benzoic acid"      
# 
