data_438
# 
_chem_comp.id                                    438 
_chem_comp.name                                  
;2-[(6-{[3'-(aminomethyl)biphenyl-3-yl]oxy}-4-[(3R)-3-(dimethylamino)pyrrolidin-1-yl]-3,5-difluoropyridin-2-yl)oxy]-4-(dimethylamino)benzoic acid
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H35 F2 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-08-10 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        603.659 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     438 
_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        3IG6 
_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 
438 N1   N1   N 0 1 N N N 9.249  -10.618 21.734 -8.625 1.729  -0.813 N1   438 1  
438 C2   C2   C 0 1 N N N 10.447 -10.023 21.119 -8.182 2.241  0.491  C2   438 2  
438 C3   C3   C 0 1 Y N N 8.734  -8.138  18.172 -4.400 2.340  0.516  C3   438 3  
438 C4   C4   C 0 1 Y N N 9.286  -6.826  18.353 -4.160 3.668  0.172  C4   438 4  
438 C5   C5   C 0 1 Y N N 10.194 -6.563  19.413 -5.220 4.520  -0.064 C5   438 5  
438 C6   C6   C 0 1 Y N N 10.567 -7.599  20.310 -6.519 4.057  0.039  C6   438 6  
438 C7   C7   C 0 1 Y N N 10.032 -8.905  20.151 -6.764 2.739  0.380  C7   438 7  
438 C8   C8   C 0 1 Y N N 9.121  -9.174  19.092 -5.712 1.878  0.619  C8   438 8  
438 C9   C9   C 0 1 Y N N 7.829  -8.420  17.094 -3.265 1.418  0.766  C9   438 9  
438 C10  C10  C 0 1 Y N N 7.803  -9.725  16.511 -1.955 1.878  0.658  C10  438 10 
438 C11  C11  C 0 1 Y N N 6.934  -10.045 15.439 -0.899 1.012  0.892  C11  438 11 
438 C12  C12  C 0 1 Y N N 6.044  -9.038  14.933 -1.148 -0.310 1.234  C12  438 12 
438 C13  C13  C 0 1 Y N N 6.051  -7.732  15.500 -2.448 -0.767 1.342  C13  438 13 
438 C14  C14  C 0 1 Y N N 6.939  -7.421  16.573 -3.506 0.090  1.116  C14  438 14 
438 O15  O15  O 0 1 N N N 7.074  -11.307 14.869 0.381  1.457  0.787  O15  438 15 
438 N16  N16  N 0 1 Y N N 4.731  -11.868 14.912 1.008  -0.695 0.197  N16  438 16 
438 C17  C17  C 0 1 Y N N 5.978  -11.968 14.343 1.347  0.554  0.480  C17  438 17 
438 C18  C18  C 0 1 Y N N 6.182  -12.813 13.228 2.675  0.950  0.466  C18  438 18 
438 C19  C19  C 0 1 Y N N 5.090  -13.577 12.706 3.659  0.014  0.149  C19  438 19 
438 C20  C20  C 0 1 Y N N 3.810  -13.458 13.340 3.263  -1.291 -0.143 C20  438 20 
438 C21  C21  C 0 1 Y N N 3.648  -12.582 14.444 1.915  -1.611 -0.109 C21  438 21 
438 F22  F22  F 0 1 N N N 7.404  -12.870 12.657 3.012  2.226  0.755  F22  438 22 
438 N23  N23  N 0 1 N N N 5.242  -14.328 11.563 5.007  0.375  0.124  N23  438 23 
438 F24  F24  F 0 1 N N N 2.761  -14.194 12.912 4.182  -2.231 -0.456 F24  438 24 
438 O25  O25  O 0 1 N N N 2.386  -12.449 15.024 1.519  -2.878 -0.391 O25  438 25 
438 C26  C26  C 0 1 Y N N 2.328  -11.774 16.241 0.189  -3.123 -0.491 C26  438 26 
438 C27  C27  C 0 1 Y N N 2.148  -10.356 16.227 -0.646 -2.196 -1.090 C27  438 27 
438 C28  C28  C 0 1 Y N N 2.026  -9.599  17.440 -2.008 -2.453 -1.189 C28  438 28 
438 N29  N29  N 0 1 N N N 1.852  -8.218  17.409 -2.846 -1.521 -1.792 N29  438 29 
438 C30  C30  C 0 1 Y N N 2.090  -10.313 18.686 -2.537 -3.640 -0.687 C30  438 30 
438 C31  C31  C 0 1 Y N N 2.271  -11.723 18.713 -1.724 -4.561 -0.093 C31  438 31 
438 C32  C32  C 0 1 Y N N 2.392  -12.469 17.504 -0.349 -4.321 0.009  C32  438 32 
438 C33  C33  C 0 1 N N N 2.574  -14.015 17.582 0.529  -5.316 0.643  C33  438 33 
438 O34  O34  O 0 1 N N N 2.740  -14.609 18.872 0.011  -6.464 1.121  O34  438 34 
438 O35  O35  O 0 1 N N N 2.561  -14.673 16.516 1.722  -5.103 0.735  O35  438 35 
438 C36  C36  C 0 1 N N N 1.720  -7.420  18.655 -2.283 -0.310 -2.393 C36  438 36 
438 C37  C37  C 0 1 N N N 1.797  -7.467  16.127 -4.293 -1.751 -1.826 C37  438 37 
438 C38  C38  C 0 1 N N N 6.312  -15.348 11.323 5.250  1.442  -0.863 C38  438 38 
438 C39  C39  C 0 1 N N R 5.854  -16.014 10.017 5.899  2.622  -0.109 C39  438 39 
438 C40  C40  C 0 1 N N N 5.249  -14.817 9.272  6.506  1.944  1.146  C40  438 40 
438 C41  C41  C 0 1 N N N 4.346  -14.274 10.369 5.452  0.850  1.451  C41  438 41 
438 N42  N42  N 0 1 N N N 6.991  -16.722 9.299  6.952  3.243  -0.925 N42  438 42 
438 C43  C43  C 0 1 N N N 6.456  -17.662 8.290  6.390  3.846  -2.140 C43  438 43 
438 C44  C44  C 0 1 N N N 8.001  -15.834 8.647  7.706  4.234  -0.145 C44  438 44 
438 HN1  HN1  H 0 1 N N N 9.523  -11.345 22.363 -8.000 1.012  -1.151 HN1  438 45 
438 HN1A HN1A H 0 0 N N N 8.748  -9.914  22.237 -9.573 1.390  -0.765 HN1A 438 46 
438 H2   H2   H 0 1 N N N 11.092 -9.604  21.906 -8.831 3.060  0.799  H2   438 47 
438 H2A  H2A  H 0 1 N N N 10.997 -10.799 20.566 -8.230 1.441  1.230  H2A  438 48 
438 H4   H4   H 0 1 N N N 9.008  -6.031  17.677 -3.146 4.031  0.092  H4   438 49 
438 H5   H5   H 0 1 N N N 10.603 -5.571  19.537 -5.035 5.550  -0.331 H5   438 50 
438 H6   H6   H 0 1 N N N 11.258 -7.393  21.114 -7.346 4.727  -0.147 H6   438 51 
438 H8   H8   H 0 1 N N N 8.715  -10.168 18.977 -5.904 0.849  0.885  H8   438 52 
438 H10  H10  H 0 1 N N N 8.463  -10.487 16.898 -1.763 2.907  0.391  H10  438 53 
438 H12  H12  H 0 1 N N N 5.369  -9.271  14.122 -0.324 -0.983 1.416  H12  438 54 
438 H13  H13  H 0 1 N N N 5.383  -6.975  15.117 -2.637 -1.797 1.608  H13  438 55 
438 H14  H14  H 0 1 N N N 6.942  -6.427  16.996 -4.521 -0.269 1.205  H14  438 56 
438 H27  H27  H 0 1 N N N 2.103  -9.841  15.279 -0.239 -1.275 -1.481 H27  438 57 
438 H30  H30  H 0 1 N N N 1.999  -9.770  19.615 -3.597 -3.832 -0.767 H30  438 58 
438 H31  H31  H 0 1 N N N 2.317  -12.236 19.662 -2.141 -5.478 0.295  H31  438 59 
438 H36  H36  H 0 1 N N N 1.592  -6.358  18.399 -2.060 -0.495 -3.444 H36  438 60 
438 H36A H36A H 0 0 N N N 0.844  -7.768  19.222 -3.003 0.504  -2.313 H36A 438 61 
438 H36B H36B H 0 0 N N N 2.626  -7.543  19.267 -1.366 -0.037 -1.870 H36B 438 62 
438 H37  H37  H 0 1 N N N 1.655  -6.396  16.335 -4.751 -1.315 -0.939 H37  438 63 
438 H37A H37A H 0 0 N N N 2.738  -7.612  15.577 -4.714 -1.288 -2.718 H37A 438 64 
438 H37B H37B H 0 0 N N N 0.957  -7.838  15.521 -4.490 -2.823 -1.847 H37B 438 65 
438 H38  H38  H 0 1 N N N 7.304  -14.884 11.219 5.925  1.083  -1.640 H38  438 66 
438 H38A H38A H 0 0 N N N 6.380  -16.071 12.149 4.306  1.760  -1.306 H38A 438 67 
438 H39  H39  H 0 1 N N N 5.135  -16.838 10.136 5.147  3.358  0.176  H39  438 68 
438 H40  H40  H 0 1 N N N 6.005  -14.091 8.939  7.476  1.499  0.920  H40  438 69 
438 H40A H40A H 0 0 N N N 4.697  -15.109 8.366  6.586  2.650  1.972  H40A 438 70 
438 H41  H41  H 0 1 N N N 3.443  -14.888 10.502 4.614  1.274  2.004  H41  438 71 
438 H41A H41A H 0 0 N N N 4.005  -13.250 10.154 5.905  0.034  2.014  H41A 438 72 
438 H43  H43  H 0 1 N N N 7.290  -18.166 7.779  5.664  4.612  -1.864 H43  438 73 
438 H43A H43A H 0 0 N N N 5.823  -18.412 8.787  7.190  4.299  -2.725 H43A 438 74 
438 H43B H43B H 0 0 N N N 5.857  -17.107 7.553  5.897  3.076  -2.734 H43B 438 75 
438 H44  H44  H 0 1 N N N 8.772  -16.450 8.161  8.247  3.731  0.656  H44  438 76 
438 H44A H44A H 0 0 N N N 7.504  -15.206 7.893  8.414  4.746  -0.797 H44A 438 77 
438 H44B H44B H 0 0 N N N 8.470  -15.192 9.407  7.015  4.961  0.283  H44B 438 78 
438 H35  H35  H 0 1 N N N 2.834  -15.550 18.778 0.627  -7.088 1.529  H35  438 79 
# 
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 
438 N1  C2   SING N N 1  
438 N1  HN1  SING N N 2  
438 N1  HN1A SING N N 3  
438 C2  C7   SING N N 4  
438 C2  H2   SING N N 5  
438 C2  H2A  SING N N 6  
438 C3  C4   DOUB Y N 7  
438 C3  C8   SING Y N 8  
438 C3  C9   SING Y N 9  
438 C4  C5   SING Y N 10 
438 C4  H4   SING N N 11 
438 C5  C6   DOUB Y N 12 
438 C5  H5   SING N N 13 
438 C6  C7   SING Y N 14 
438 C6  H6   SING N N 15 
438 C7  C8   DOUB Y N 16 
438 C8  H8   SING N N 17 
438 C9  C10  DOUB Y N 18 
438 C9  C14  SING Y N 19 
438 C10 C11  SING Y N 20 
438 C10 H10  SING N N 21 
438 C11 C12  DOUB Y N 22 
438 C11 O15  SING N N 23 
438 C12 C13  SING Y N 24 
438 C12 H12  SING N N 25 
438 C13 C14  DOUB Y N 26 
438 C13 H13  SING N N 27 
438 C14 H14  SING N N 28 
438 O15 C17  SING N N 29 
438 N16 C17  DOUB Y N 30 
438 N16 C21  SING Y N 31 
438 C17 C18  SING Y N 32 
438 C18 C19  DOUB Y N 33 
438 C18 F22  SING N N 34 
438 C19 C20  SING Y N 35 
438 C19 N23  SING N N 36 
438 C20 C21  DOUB Y N 37 
438 C20 F24  SING N N 38 
438 C21 O25  SING N N 39 
438 N23 C38  SING N N 40 
438 N23 C41  SING N N 41 
438 O25 C26  SING N N 42 
438 C26 C27  DOUB Y N 43 
438 C26 C32  SING Y N 44 
438 C27 C28  SING Y N 45 
438 C27 H27  SING N N 46 
438 C28 N29  SING N N 47 
438 C28 C30  DOUB Y N 48 
438 N29 C36  SING N N 49 
438 N29 C37  SING N N 50 
438 C30 C31  SING Y N 51 
438 C30 H30  SING N N 52 
438 C31 C32  DOUB Y N 53 
438 C31 H31  SING N N 54 
438 C32 C33  SING N N 55 
438 C33 O34  SING N N 56 
438 C33 O35  DOUB N N 57 
438 C36 H36  SING N N 58 
438 C36 H36A SING N N 59 
438 C36 H36B SING N N 60 
438 C37 H37  SING N N 61 
438 C37 H37A SING N N 62 
438 C37 H37B SING N N 63 
438 C38 C39  SING N N 64 
438 C38 H38  SING N N 65 
438 C38 H38A SING N N 66 
438 C39 C40  SING N N 67 
438 C39 N42  SING N N 68 
438 C39 H39  SING N N 69 
438 C40 C41  SING N N 70 
438 C40 H40  SING N N 71 
438 C40 H40A SING N N 72 
438 C41 H41  SING N N 73 
438 C41 H41A SING N N 74 
438 N42 C43  SING N N 75 
438 N42 C44  SING N N 76 
438 C43 H43  SING N N 77 
438 C43 H43A SING N N 78 
438 C43 H43B SING N N 79 
438 C44 H44  SING N N 80 
438 C44 H44A SING N N 81 
438 C44 H44B SING N N 82 
438 O34 H35  SING N N 83 
# 
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 
438 SMILES           ACDLabs              11.02 "O=C(O)c5ccc(N(C)C)cc5Oc3nc(Oc2cc(c1cccc(c1)CN)ccc2)c(F)c(c3F)N4CCC(N(C)C)C4" 
438 SMILES_CANONICAL CACTVS               3.352 "CN(C)[C@@H]1CCN(C1)c2c(F)c(Oc3cccc(c3)c4cccc(CN)c4)nc(Oc5cc(ccc5C(O)=O)N(C)C)c2F" 
438 SMILES           CACTVS               3.352 "CN(C)[CH]1CCN(C1)c2c(F)c(Oc3cccc(c3)c4cccc(CN)c4)nc(Oc5cc(ccc5C(O)=O)N(C)C)c2F" 
438 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CN(C)c1ccc(c(c1)Oc2c(c(c(c(n2)Oc3cccc(c3)c4cccc(c4)CN)F)N5CC[C@H](C5)N(C)C)F)C(=O)O" 
438 SMILES           "OpenEye OEToolkits" 1.7.0 "CN(C)c1ccc(c(c1)Oc2c(c(c(c(n2)Oc3cccc(c3)c4cccc(c4)CN)F)N5CCC(C5)N(C)C)F)C(=O)O" 
438 InChI            InChI                1.03  
"InChI=1S/C33H35F2N5O4/c1-38(2)23-11-12-26(33(41)42)27(17-23)44-32-29(35)30(40-14-13-24(19-40)39(3)4)28(34)31(37-32)43-25-10-6-9-22(16-25)21-8-5-7-20(15-21)18-36/h5-12,15-17,24H,13-14,18-19,36H2,1-4H3,(H,41,42)/t24-/m1/s1" 
438 InChIKey         InChI                1.03  WIFBOPRNBMRLLS-XMMPIXPASA-N 
# 
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 
438 "SYSTEMATIC NAME" ACDLabs              11.02 
;2-[(6-{[3'-(aminomethyl)biphenyl-3-yl]oxy}-4-[(3R)-3-(dimethylamino)pyrrolidin-1-yl]-3,5-difluoropyridin-2-yl)oxy]-4-(dimethylamino)benzoic acid
;
438 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-[6-[3-[3-(aminomethyl)phenyl]phenoxy]-4-[(3R)-3-(dimethylamino)pyrrolidin-1-yl]-3,5-difluoro-pyridin-2-yl]oxy-4-(dimethylamino)benzoic acid"    
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
438 "Create component"     2009-08-10 RCSB 
438 "Modify aromatic_flag" 2011-06-04 RCSB 
438 "Modify descriptor"    2011-06-04 RCSB 
# 
