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 #