data_I04 # _chem_comp.id I04 _chem_comp.name "N-{(3R,4R)-4-[4-(2-FLUORO-6-HYDROXY-3-METHOXY-BENZOYL)-BENZOYLAMINO]-AZEPAN-3-YL}ISONICOTINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H27 F N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-04-06 _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 506.525 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I04 _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 1SVG _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 I04 F96 F96 F 0 1 N N N 17.104 12.020 -3.421 -4.516 0.216 -1.837 F96 I04 1 I04 C76 C76 C 0 1 Y N N 16.108 11.736 -4.289 -4.853 0.124 -0.532 C76 I04 2 I04 C75 C75 C 0 1 Y N N 16.397 11.058 -5.464 -5.501 1.176 0.094 C75 I04 3 I04 O95 O95 O 0 1 N N N 17.705 10.683 -5.669 -5.803 2.301 -0.609 O95 I04 4 I04 C98 C98 C 0 1 N N N 18.050 10.253 -6.986 -6.464 3.188 0.296 C98 I04 5 I04 C74 C74 C 0 1 Y N N 15.343 10.790 -6.387 -5.847 1.084 1.435 C74 I04 6 I04 C73 C73 C 0 1 Y N N 14.060 11.178 -6.092 -5.545 -0.054 2.159 C73 I04 7 I04 C72 C72 C 0 1 Y N N 13.750 11.859 -4.868 -4.892 -1.114 1.551 C72 I04 8 I04 O92 O92 O 0 1 N N N 12.542 12.219 -4.609 -4.597 -2.231 2.264 O92 I04 9 I04 C71 C71 C 0 1 Y N N 14.819 12.139 -3.957 -4.538 -1.031 0.196 C71 I04 10 I04 C61 C61 C 0 1 N N N 14.648 12.852 -2.722 -3.843 -2.152 -0.459 C61 I04 11 I04 O62 O62 O 0 1 N N N 15.315 13.897 -2.630 -4.485 -3.048 -0.972 O62 I04 12 I04 C54 C54 C 0 1 Y N N 13.838 12.457 -1.565 -2.364 -2.188 -0.493 C54 I04 13 I04 C55 C55 C 0 1 Y N N 13.606 11.096 -1.266 -1.706 -3.192 -1.206 C55 I04 14 I04 C56 C56 C 0 1 Y N N 12.884 10.720 -0.147 -0.329 -3.225 -1.238 C56 I04 15 I04 C53 C53 C 0 1 Y N N 13.311 13.453 -0.726 -1.627 -1.214 0.183 C53 I04 16 I04 C52 C52 C 0 1 Y N N 12.592 13.082 0.379 -0.249 -1.251 0.156 C52 I04 17 I04 C51 C51 C 0 1 Y N N 12.379 11.732 0.682 0.408 -2.255 -0.557 C51 I04 18 I04 C42 C42 C 0 1 N N N 11.629 11.411 1.883 1.887 -2.291 -0.591 C42 I04 19 I04 O43 O43 O 0 1 N N N 11.529 12.258 2.756 2.460 -3.164 -1.212 O43 I04 20 I04 N41 N41 N 0 1 N N N 11.062 10.180 2.009 2.599 -1.354 0.067 N41 I04 21 I04 C37 C37 C 0 1 N N R 10.501 9.683 3.226 4.064 -1.389 0.033 C37 I04 22 I04 C36 C36 C 0 1 N N N 11.634 9.269 4.206 4.588 -2.344 1.145 C36 I04 23 I04 C35 C35 C 0 1 N N N 12.689 8.330 3.595 6.004 -2.614 0.934 C35 I04 24 I04 C34 C34 C 0 1 N N N 12.266 6.863 3.585 6.890 -1.365 0.991 C34 I04 25 I04 N33 N33 N 0 1 N N N 11.089 6.613 2.710 6.924 -0.812 -0.342 N33 I04 26 I04 C32 C32 C 0 1 N N N 9.864 7.086 3.333 5.943 0.290 -0.422 C32 I04 27 I04 C31 C31 C 0 1 N N R 9.519 8.530 2.883 4.608 -0.007 0.280 C31 I04 28 I04 N23 N23 N 0 1 N N N 8.194 8.752 3.413 3.617 0.971 -0.175 N23 I04 29 I04 C21 C21 C 0 1 N N N 7.114 8.973 2.575 3.531 2.173 0.426 C21 I04 30 I04 O22 O22 O 0 1 N N N 7.288 8.994 1.335 4.276 2.447 1.347 O22 I04 31 I04 C14 C14 C 0 1 Y N N 5.778 9.112 3.166 2.528 3.162 -0.034 C14 I04 32 I04 C13 C13 C 0 1 Y N N 4.685 9.050 2.280 2.422 4.416 0.576 C13 I04 33 I04 C12 C12 C 0 1 Y N N 3.404 9.132 2.750 1.473 5.307 0.115 C12 I04 34 I04 N11 N11 N 0 1 Y N N 3.160 9.244 4.113 0.676 4.989 -0.885 N11 I04 35 I04 C16 C16 C 0 1 Y N N 4.212 9.298 5.018 0.742 3.819 -1.488 C16 I04 36 I04 C15 C15 C 0 1 Y N N 5.519 9.214 4.544 1.666 2.870 -1.095 C15 I04 37 I04 H981 1H98 H 0 0 N N N 17.767 11.041 -7.723 -5.800 3.419 1.129 H981 I04 38 I04 H982 2H98 H 0 0 N N N 19.110 9.949 -7.152 -6.727 4.109 -0.225 H982 I04 39 I04 H983 3H98 H 0 0 N N N 17.371 9.426 -7.299 -7.369 2.713 0.674 H983 I04 40 I04 H74 H74 H 0 1 N N N 15.523 10.274 -7.345 -6.355 1.906 1.916 H74 I04 41 I04 H73 H73 H 0 1 N N N 13.281 10.943 -6.836 -5.819 -0.117 3.202 H73 I04 42 I04 H92 H92 H 0 1 N N N 12.337 12.670 -3.798 -5.383 -2.794 2.240 H92 I04 43 I04 H55 H55 H 0 1 N N N 14.000 10.304 -1.925 -2.277 -3.943 -1.733 H55 I04 44 I04 H56 H56 H 0 1 N N N 12.717 9.653 0.076 0.180 -4.001 -1.790 H56 I04 45 I04 H53 H53 H 0 1 N N N 13.462 14.526 -0.935 -2.135 -0.438 0.735 H53 I04 46 I04 H52 H52 H 0 1 N N N 12.183 13.874 1.028 0.321 -0.501 0.684 H52 I04 47 I04 H41 H41 H 0 1 N N N 11.057 9.611 1.163 2.142 -0.656 0.562 H41 I04 48 I04 H37 H37 H 0 1 N N N 9.917 10.473 3.754 4.398 -1.745 -0.942 H37 I04 49 I04 H361 1H36 H 0 0 N N N 11.204 8.821 5.132 4.449 -1.875 2.119 H361 I04 50 I04 H362 2H36 H 0 0 N N N 12.122 10.172 4.641 4.031 -3.280 1.111 H362 I04 51 I04 H351 1H35 H 0 0 N N N 13.672 8.454 4.107 6.341 -3.315 1.698 H351 I04 52 I04 H352 2H35 H 0 0 N N N 12.971 8.667 2.570 6.127 -3.084 -0.042 H352 I04 53 I04 H341 1H34 H 0 0 N N N 12.082 6.492 4.620 6.466 -0.639 1.685 H341 I04 54 I04 H342 2H34 H 0 0 N N N 13.120 6.202 3.307 7.897 -1.638 1.307 H342 I04 55 I04 H33 H33 H 0 1 N N N 11.020 5.631 2.445 7.836 -0.398 -0.461 H33 I04 56 I04 H321 1H32 H 0 0 N N N 9.914 7.006 4.444 6.383 1.179 0.028 H321 I04 57 I04 H322 2H32 H 0 0 N N N 9.015 6.387 3.147 5.742 0.499 -1.472 H322 I04 58 I04 H31 H31 H 0 1 N N N 9.598 8.574 1.772 4.747 0.118 1.354 H31 I04 59 I04 H23 H23 H 0 1 N N N 8.014 8.753 4.417 3.022 0.752 -0.910 H23 I04 60 I04 H13 H13 H 0 1 N N N 4.836 8.935 1.193 3.073 4.683 1.396 H13 I04 61 I04 H12 H12 H 0 1 N N N 2.568 9.108 2.030 1.384 6.278 0.580 H12 I04 62 I04 H16 H16 H 0 1 N N N 4.012 9.406 6.097 0.068 3.601 -2.304 H16 I04 63 I04 H15 H15 H 0 1 N N N 6.354 9.228 5.264 1.715 1.913 -1.594 H15 I04 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 I04 F96 C76 SING N N 1 I04 C76 C75 DOUB Y N 2 I04 C76 C71 SING Y N 3 I04 C75 O95 SING N N 4 I04 C75 C74 SING Y N 5 I04 O95 C98 SING N N 6 I04 C98 H981 SING N N 7 I04 C98 H982 SING N N 8 I04 C98 H983 SING N N 9 I04 C74 C73 DOUB Y N 10 I04 C74 H74 SING N N 11 I04 C73 C72 SING Y N 12 I04 C73 H73 SING N N 13 I04 C72 O92 SING N N 14 I04 C72 C71 DOUB Y N 15 I04 O92 H92 SING N N 16 I04 C71 C61 SING N N 17 I04 C61 O62 DOUB N N 18 I04 C61 C54 SING N N 19 I04 C54 C55 SING Y N 20 I04 C54 C53 DOUB Y N 21 I04 C55 C56 DOUB Y N 22 I04 C55 H55 SING N N 23 I04 C56 C51 SING Y N 24 I04 C56 H56 SING N N 25 I04 C53 C52 SING Y N 26 I04 C53 H53 SING N N 27 I04 C52 C51 DOUB Y N 28 I04 C52 H52 SING N N 29 I04 C51 C42 SING N N 30 I04 C42 O43 DOUB N N 31 I04 C42 N41 SING N N 32 I04 N41 C37 SING N N 33 I04 N41 H41 SING N N 34 I04 C37 C36 SING N N 35 I04 C37 C31 SING N N 36 I04 C37 H37 SING N N 37 I04 C36 C35 SING N N 38 I04 C36 H361 SING N N 39 I04 C36 H362 SING N N 40 I04 C35 C34 SING N N 41 I04 C35 H351 SING N N 42 I04 C35 H352 SING N N 43 I04 C34 N33 SING N N 44 I04 C34 H341 SING N N 45 I04 C34 H342 SING N N 46 I04 N33 C32 SING N N 47 I04 N33 H33 SING N N 48 I04 C32 C31 SING N N 49 I04 C32 H321 SING N N 50 I04 C32 H322 SING N N 51 I04 C31 N23 SING N N 52 I04 C31 H31 SING N N 53 I04 N23 C21 SING N N 54 I04 N23 H23 SING N N 55 I04 C21 O22 DOUB N N 56 I04 C21 C14 SING N N 57 I04 C14 C13 SING Y N 58 I04 C14 C15 DOUB Y N 59 I04 C13 C12 DOUB Y N 60 I04 C13 H13 SING N N 61 I04 C12 N11 SING Y N 62 I04 C12 H12 SING N N 63 I04 N11 C16 DOUB Y N 64 I04 C16 C15 SING Y N 65 I04 C16 H16 SING N N 66 I04 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 I04 SMILES ACDLabs 10.04 "Fc1c(OC)ccc(O)c1C(=O)c2ccc(cc2)C(=O)NC4CCCNCC4NC(=O)c3ccncc3" I04 SMILES_CANONICAL CACTVS 3.341 "COc1ccc(O)c(c1F)C(=O)c2ccc(cc2)C(=O)N[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4" I04 SMILES CACTVS 3.341 "COc1ccc(O)c(c1F)C(=O)c2ccc(cc2)C(=O)N[CH]3CCCNC[CH]3NC(=O)c4ccncc4" I04 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(c(c1F)C(=O)c2ccc(cc2)C(=O)N[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4)O" I04 SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc(c(c1F)C(=O)c2ccc(cc2)C(=O)NC3CCCNCC3NC(=O)c4ccncc4)O" I04 InChI InChI 1.03 "InChI=1S/C27H27FN4O5/c1-37-22-9-8-21(33)23(24(22)28)25(34)16-4-6-17(7-5-16)26(35)31-19-3-2-12-30-15-20(19)32-27(36)18-10-13-29-14-11-18/h4-11,13-14,19-20,30,33H,2-3,12,15H2,1H3,(H,31,35)(H,32,36)/t19-,20-/m1/s1" I04 InChIKey InChI 1.03 KGSQEYHTCBVKAX-WOJBJXKFSA-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 I04 "SYSTEMATIC NAME" ACDLabs 10.04 "N-{(3R,4R)-4-[({4-[(2-fluoro-6-hydroxy-3-methoxyphenyl)carbonyl]phenyl}carbonyl)amino]azepan-3-yl}pyridine-4-carboxamide" I04 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(3R,4R)-4-[[4-(2-fluoro-6-hydroxy-3-methoxy-phenyl)carbonylphenyl]carbonylamino]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 I04 "Create component" 2004-04-06 RCSB I04 "Modify descriptor" 2011-06-04 RCSB #