data_I05 # _chem_comp.id I05 _chem_comp.name "(3R,4R)-N-{4-[4-(2-FLUORO-6-HYDROXY-3-METHOXY-BENZOYL)-BENZYLOXY]-AZEPAN-3-YL}-ISONICOTINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H28 F N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-04-05 _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 493.527 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I05 _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 1VEB _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 I05 F96 F96 F 0 1 N N N 16.824 11.977 -3.302 4.121 -1.704 0.994 F96 I05 1 I05 C76 C76 C 0 1 Y N N 15.853 11.729 -4.169 4.981 -0.722 0.649 C76 I05 2 I05 C75 C75 C 0 1 Y N N 16.150 11.057 -5.314 6.006 -0.362 1.508 C75 I05 3 I05 O95 O95 O 0 1 N N N 17.469 10.710 -5.462 6.149 -1.003 2.700 O95 I05 4 I05 C97 C97 C 0 1 N N N 18.056 10.645 -6.756 7.282 -0.421 3.349 C97 I05 5 I05 C74 C74 C 0 1 Y N N 15.136 10.791 -6.230 6.892 0.647 1.155 C74 I05 6 I05 C73 C73 C 0 1 Y N N 13.839 11.211 -5.947 6.757 1.305 -0.053 C73 I05 7 I05 C72 C72 C 0 1 Y N N 13.557 11.893 -4.748 5.734 0.963 -0.922 C72 I05 8 I05 O92 O92 O 0 1 N N N 12.311 12.292 -4.470 5.603 1.610 -2.108 O92 I05 9 I05 C71 C71 C 0 1 Y N N 14.596 12.143 -3.854 4.833 -0.056 -0.574 C71 I05 10 I05 C61 C61 C 0 1 N N N 14.543 12.890 -2.559 3.743 -0.427 -1.492 C61 I05 11 I05 O62 O62 O 0 1 N N N 15.252 13.879 -2.484 3.929 -1.269 -2.349 O62 I05 12 I05 C54 C54 C 0 1 Y N N 13.803 12.501 -1.347 2.422 0.226 -1.372 C54 I05 13 I05 C55 C55 C 0 1 Y N N 13.501 11.189 -1.102 1.355 -0.199 -2.167 C55 I05 14 I05 C56 C56 C 0 1 Y N N 12.831 10.832 0.081 0.125 0.414 -2.049 C56 I05 15 I05 C53 C53 C 0 1 Y N N 13.468 13.467 -0.418 2.233 1.265 -0.459 C53 I05 16 I05 C52 C52 C 0 1 Y N N 12.801 13.111 0.752 1.000 1.874 -0.356 C52 I05 17 I05 C51 C51 C 0 1 Y N N 12.468 11.782 1.027 -0.053 1.448 -1.147 C51 I05 18 I05 C42 C42 C 0 1 N N N 11.744 11.402 2.316 -1.400 2.113 -1.024 C42 I05 19 I05 O41 O41 O 0 1 N N N 11.154 10.124 2.215 -2.178 1.434 -0.037 O41 I05 20 I05 C37 C37 C 0 1 N N R 10.481 9.631 3.364 -3.436 2.108 0.032 C37 I05 21 I05 C36 C36 C 0 1 N N N 11.512 9.152 4.361 -3.364 3.240 1.097 C36 I05 22 I05 C35 C35 C 0 1 N N N 12.682 8.387 3.770 -4.524 4.112 0.969 C35 I05 23 I05 C34 C34 C 0 1 N N N 12.373 6.923 3.602 -5.863 3.401 1.194 C34 I05 24 I05 N33 N33 N 0 1 N N N 11.248 6.747 2.722 -6.276 2.868 -0.082 N33 I05 25 I05 C32 C32 C 0 1 N N N 9.962 7.079 3.288 -5.903 1.440 -0.143 C32 I05 26 I05 C31 C31 C 0 1 N N R 9.522 8.509 2.942 -4.511 1.131 0.432 C31 I05 27 I05 N23 N23 N 0 1 N N N 8.178 8.721 3.478 -4.111 -0.206 -0.012 N23 I05 28 I05 C21 C21 C 0 1 N N N 7.159 8.987 2.659 -4.509 -1.293 0.679 C21 I05 29 I05 O22 O22 O 0 1 N N N 7.367 9.161 1.462 -5.199 -1.163 1.671 O22 I05 30 I05 C14 C14 C 0 1 Y N N 5.740 9.083 3.180 -4.105 -2.646 0.230 C14 I05 31 I05 C13 C13 C 0 1 Y N N 4.672 9.263 2.301 -4.506 -3.786 0.933 C13 I05 32 I05 C12 C12 C 0 1 Y N N 3.377 9.333 2.779 -4.107 -5.028 0.478 C12 I05 33 I05 N11 N11 N 0 1 Y N N 3.144 9.217 4.074 -3.358 -5.145 -0.600 N11 I05 34 I05 C16 C16 C 0 1 Y N N 4.120 9.044 4.954 -2.958 -4.097 -1.292 C16 I05 35 I05 C15 C15 C 0 1 Y N N 5.444 8.978 4.536 -3.316 -2.818 -0.912 C15 I05 36 I05 H971 1H97 H 0 0 N N N 17.893 11.624 -7.264 8.167 -0.558 2.727 H971 I05 37 I05 H972 2H97 H 0 0 N N N 19.128 10.363 -6.876 7.106 0.644 3.501 H972 I05 38 I05 H973 3H97 H 0 0 N N N 17.441 9.960 -7.385 7.436 -0.905 4.313 H973 I05 39 I05 H74 H74 H 0 1 N N N 15.357 10.254 -7.168 7.691 0.920 1.828 H74 I05 40 I05 H73 H73 H 0 1 N N N 13.035 11.003 -6.673 7.450 2.088 -0.320 H73 I05 41 I05 H92 H92 H 0 1 N N N 12.121 12.752 -3.661 6.189 1.165 -2.736 H92 I05 42 I05 H55 H55 H 0 1 N N N 13.793 10.430 -1.847 1.493 -1.005 -2.872 H55 I05 43 I05 H56 H56 H 0 1 N N N 12.583 9.775 0.273 -0.701 0.087 -2.664 H56 I05 44 I05 H53 H53 H 0 1 N N N 13.733 14.520 -0.610 3.054 1.598 0.159 H53 I05 45 I05 H52 H52 H 0 1 N N N 12.531 13.898 1.476 0.854 2.681 0.346 H52 I05 46 I05 H421 1H42 H 0 0 N N N 10.997 12.176 2.609 -1.266 3.154 -0.729 H421 I05 47 I05 H422 2H42 H 0 0 N N N 12.419 11.472 3.201 -1.914 2.071 -1.984 H422 I05 48 I05 H37 H37 H 0 1 N N N 9.874 10.431 3.849 -3.676 2.536 -0.941 H37 I05 49 I05 H361 1H36 H 0 0 N N N 11.021 8.545 5.157 -3.349 2.800 2.094 H361 I05 50 I05 H362 2H36 H 0 0 N N N 11.884 10.010 4.969 -2.455 3.823 0.945 H362 I05 51 I05 H351 1H35 H 0 0 N N N 13.609 8.538 4.371 -4.433 4.920 1.695 H351 I05 52 I05 H352 2H35 H 0 0 N N N 13.019 8.842 2.809 -4.525 4.546 -0.031 H352 I05 53 I05 H341 1H34 H 0 0 N N N 12.217 6.416 4.583 -5.738 2.590 1.913 H341 I05 54 I05 H342 2H34 H 0 0 N N N 13.264 6.347 3.258 -6.605 4.111 1.559 H342 I05 55 I05 H33 H33 H 0 1 N N N 11.235 5.794 2.358 -7.284 2.905 -0.100 H33 I05 56 I05 H321 1H32 H 0 0 N N N 9.953 6.911 4.390 -6.644 0.864 0.411 H321 I05 57 I05 H322 2H32 H 0 0 N N N 9.187 6.336 2.988 -5.925 1.119 -1.184 H322 I05 58 I05 H31 H31 H 0 1 N N N 9.532 8.580 1.829 -4.580 1.126 1.520 H31 I05 59 I05 H23 H23 H 0 1 N N N 7.940 8.682 4.469 -3.561 -0.310 -0.804 H23 I05 60 I05 H13 H13 H 0 1 N N N 4.853 9.351 1.217 -5.119 -3.697 1.817 H13 I05 61 I05 H12 H12 H 0 1 N N N 2.511 9.485 2.113 -4.411 -5.914 1.014 H12 I05 62 I05 H16 H16 H 0 1 N N N 3.835 8.957 6.016 -2.345 -4.240 -2.170 H16 I05 63 I05 H15 H15 H 0 1 N N N 6.253 8.844 5.274 -2.985 -1.963 -1.483 H15 I05 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 I05 F96 C76 SING N N 1 I05 C76 C75 DOUB Y N 2 I05 C76 C71 SING Y N 3 I05 C75 O95 SING N N 4 I05 C75 C74 SING Y N 5 I05 O95 C97 SING N N 6 I05 C97 H971 SING N N 7 I05 C97 H972 SING N N 8 I05 C97 H973 SING N N 9 I05 C74 C73 DOUB Y N 10 I05 C74 H74 SING N N 11 I05 C73 C72 SING Y N 12 I05 C73 H73 SING N N 13 I05 C72 O92 SING N N 14 I05 C72 C71 DOUB Y N 15 I05 O92 H92 SING N N 16 I05 C71 C61 SING N N 17 I05 C61 O62 DOUB N N 18 I05 C61 C54 SING N N 19 I05 C54 C55 SING Y N 20 I05 C54 C53 DOUB Y N 21 I05 C55 C56 DOUB Y N 22 I05 C55 H55 SING N N 23 I05 C56 C51 SING Y N 24 I05 C56 H56 SING N N 25 I05 C53 C52 SING Y N 26 I05 C53 H53 SING N N 27 I05 C52 C51 DOUB Y N 28 I05 C52 H52 SING N N 29 I05 C51 C42 SING N N 30 I05 C42 O41 SING N N 31 I05 C42 H421 SING N N 32 I05 C42 H422 SING N N 33 I05 O41 C37 SING N N 34 I05 C37 C36 SING N N 35 I05 C37 C31 SING N N 36 I05 C37 H37 SING N N 37 I05 C36 C35 SING N N 38 I05 C36 H361 SING N N 39 I05 C36 H362 SING N N 40 I05 C35 C34 SING N N 41 I05 C35 H351 SING N N 42 I05 C35 H352 SING N N 43 I05 C34 N33 SING N N 44 I05 C34 H341 SING N N 45 I05 C34 H342 SING N N 46 I05 N33 C32 SING N N 47 I05 N33 H33 SING N N 48 I05 C32 C31 SING N N 49 I05 C32 H321 SING N N 50 I05 C32 H322 SING N N 51 I05 C31 N23 SING N N 52 I05 C31 H31 SING N N 53 I05 N23 C21 SING N N 54 I05 N23 H23 SING N N 55 I05 C21 O22 DOUB N N 56 I05 C21 C14 SING N N 57 I05 C14 C13 SING Y N 58 I05 C14 C15 DOUB Y N 59 I05 C13 C12 DOUB Y N 60 I05 C13 H13 SING N N 61 I05 C12 N11 SING Y N 62 I05 C12 H12 SING N N 63 I05 N11 C16 DOUB Y N 64 I05 C16 C15 SING Y N 65 I05 C16 H16 SING N N 66 I05 C15 H15 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 I05 SMILES ACDLabs 10.04 "Fc1c(OC)ccc(O)c1C(=O)c2ccc(cc2)COC4CCCNCC4NC(=O)c3ccncc3" I05 SMILES_CANONICAL CACTVS 3.341 "COc1ccc(O)c(c1F)C(=O)c2ccc(CO[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4)cc2" I05 SMILES CACTVS 3.341 "COc1ccc(O)c(c1F)C(=O)c2ccc(CO[CH]3CCCNC[CH]3NC(=O)c4ccncc4)cc2" I05 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(c(c1F)C(=O)c2ccc(cc2)CO[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4)O" I05 SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc(c(c1F)C(=O)c2ccc(cc2)COC3CCCNCC3NC(=O)c4ccncc4)O" I05 InChI InChI 1.03 "InChI=1S/C27H28FN3O5/c1-35-23-9-8-21(32)24(25(23)28)26(33)18-6-4-17(5-7-18)16-36-22-3-2-12-30-15-20(22)31-27(34)19-10-13-29-14-11-19/h4-11,13-14,20,22,30,32H,2-3,12,15-16H2,1H3,(H,31,34)/t20-,22-/m1/s1" I05 InChIKey InChI 1.03 PDMPNESLWSOZQA-IFMALSPDSA-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 I05 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(3R,4R)-4-({4-[(2-fluoro-6-hydroxy-3-methoxyphenyl)carbonyl]benzyl}oxy)azepan-3-yl]pyridine-4-carboxamide" I05 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(3R,4R)-4-[[4-(2-fluoro-6-hydroxy-3-methoxy-phenyl)carbonylphenyl]methoxy]azepan-3-yl]pyridine-4-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site I05 "Create component" 2004-04-05 RCSB I05 "Modify descriptor" 2011-06-04 RCSB #