data_I08 # _chem_comp.id I08 _chem_comp.name "(3R,4S)-N-(4-{TRANS-2-[4-(2-FLUORO-6-HYDROXY-3-METHOXY-BENZOYL)-PHENYL]-VINYL}-AZEPAN-3-YL)-ISONICOTINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H28 F N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-04-14 _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 489.538 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I08 _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 1SVH _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 I08 F96 F96 F 0 1 N N N 36.269 16.201 7.814 4.265 -1.175 -1.189 F96 I08 1 I08 C76 C76 C 0 1 Y N N 35.213 15.386 7.937 4.737 -0.437 -0.161 C76 I08 2 I08 C75 C75 C 0 1 Y N N 35.384 14.278 8.689 5.434 -1.045 0.869 C75 I08 3 I08 O95 O95 O 0 1 N N N 36.640 14.042 9.269 5.649 -2.389 0.843 O95 I08 4 I08 C98 C98 C 0 1 N N N 36.828 12.744 9.858 6.390 -2.712 2.021 C98 I08 5 I08 C74 C74 C 0 1 Y N N 34.251 13.439 8.851 5.920 -0.288 1.926 C74 I08 6 I08 C73 C73 C 0 1 Y N N 33.046 13.730 8.261 5.709 1.077 1.964 C73 I08 7 I08 C72 C72 C 0 1 Y N N 32.859 14.915 7.487 5.009 1.702 0.945 C72 I08 8 I08 O92 O92 O 0 1 N N N 31.724 15.198 6.916 4.803 3.043 0.983 O92 I08 9 I08 C71 C71 C 0 1 Y N N 33.991 15.757 7.345 4.513 0.945 -0.128 C71 I08 10 I08 C61 C61 C 0 1 N N N 33.901 16.949 6.534 3.768 1.601 -1.216 C61 I08 11 I08 O62 O62 O 0 1 N N N 34.515 16.980 5.477 4.364 2.053 -2.175 O62 I08 12 I08 C54 C54 C 0 1 Y N N 33.107 18.105 6.867 2.297 1.710 -1.142 C54 I08 13 I08 C55 C55 C 0 1 Y N N 32.640 18.252 8.205 1.580 2.234 -2.222 C55 I08 14 I08 C56 C56 C 0 1 Y N N 31.891 19.378 8.577 0.214 2.335 -2.153 C56 I08 15 I08 C53 C53 C 0 1 Y N N 32.810 19.059 5.880 1.621 1.284 0.005 C53 I08 16 I08 C52 C52 C 0 1 Y N N 32.051 20.180 6.242 0.257 1.392 0.076 C52 I08 17 I08 C51 C51 C 0 1 Y N N 31.583 20.350 7.599 -0.460 1.915 -1.003 C51 I08 18 I08 C42 C42 C 0 1 N N N 30.815 21.528 7.971 -1.931 2.024 -0.930 C42 I08 19 I08 C41 C41 C 0 1 N N N 30.181 21.634 9.163 -2.572 1.625 0.162 C41 I08 20 I08 C37 C37 C 0 1 N N S 29.444 22.884 9.533 -4.073 1.736 0.237 C37 I08 21 I08 C36 C36 C 0 1 N N N 30.522 23.953 9.928 -4.469 2.649 1.434 C36 I08 22 I08 C35 C35 C 0 1 N N N 31.555 23.473 10.992 -5.880 3.000 1.340 C35 I08 23 I08 C34 C34 C 0 1 N N N 30.948 23.626 12.388 -6.824 1.794 1.393 C34 I08 24 I08 N33 N33 N 0 1 N N N 29.777 22.713 12.548 -6.978 1.321 0.038 N33 I08 25 I08 C32 C32 C 0 1 N N N 28.517 23.213 11.946 -6.064 0.179 -0.172 C32 I08 26 I08 C31 C31 C 0 1 N N S 28.308 22.665 10.558 -4.670 0.370 0.448 C31 I08 27 I08 N23 N23 N 0 1 N N N 27.071 23.280 10.071 -3.765 -0.627 -0.130 N23 I08 28 I08 C21 C21 C 0 1 N N N 25.975 22.511 9.699 -3.701 -1.865 0.399 C21 I08 29 I08 O22 O22 O 0 1 N N N 26.149 21.300 9.608 -4.394 -2.155 1.354 O22 I08 30 I08 C14 C14 C 0 1 Y N N 24.655 23.080 9.493 -2.786 -2.873 -0.185 C14 I08 31 I08 C13 C13 C 0 1 Y N N 23.584 22.176 9.371 -2.704 -4.163 0.347 C13 I08 32 I08 C12 C12 C 0 1 Y N N 22.297 22.625 9.218 -1.837 -5.071 -0.228 C12 I08 33 I08 N11 N11 N 0 1 Y N N 22.046 23.991 9.127 -1.094 -4.735 -1.264 N11 I08 34 I08 C16 C16 C 0 1 Y N N 23.079 24.914 9.222 -1.140 -3.531 -1.797 C16 I08 35 I08 C15 C15 C 0 1 Y N N 24.386 24.469 9.411 -1.984 -2.562 -1.288 C15 I08 36 I08 H981 1H98 H 0 0 N N N 36.603 11.951 9.107 7.335 -2.169 2.015 H981 I08 37 I08 H982 2H98 H 0 0 N N N 37.826 12.557 10.319 5.814 -2.430 2.902 H982 I08 38 I08 H983 3H98 H 0 0 N N N 36.023 12.547 10.604 6.587 -3.784 2.043 H983 I08 39 I08 H74 H74 H 0 1 N N N 34.309 12.522 9.461 6.467 -0.768 2.724 H74 I08 40 I08 H73 H73 H 0 1 N N N 32.225 13.009 8.409 6.090 1.658 2.790 H73 I08 41 I08 H92 H92 H 0 1 N N N 31.600 15.987 6.401 5.588 3.458 0.601 H92 I08 42 I08 H55 H55 H 0 1 N N N 32.862 17.483 8.964 2.101 2.559 -3.110 H55 I08 43 I08 H56 H56 H 0 1 N N N 31.551 19.497 9.619 -0.340 2.739 -2.987 H56 I08 44 I08 H53 H53 H 0 1 N N N 33.165 18.931 4.844 2.175 0.880 0.839 H53 I08 45 I08 H52 H52 H 0 1 N N N 31.823 20.926 5.462 -0.265 1.067 0.964 H52 I08 46 I08 H42 H42 H 0 1 N N N 30.706 22.400 7.304 -2.485 2.428 -1.764 H42 I08 47 I08 H41 H41 H 0 1 N N N 30.261 20.741 9.805 -2.018 1.221 0.996 H41 I08 48 I08 H37 H37 H 0 1 N N N 28.864 23.269 8.662 -4.455 2.163 -0.690 H37 I08 49 I08 H361 1H36 H 0 0 N N N 30.028 24.894 10.265 -4.288 2.119 2.369 H361 I08 50 I08 H362 2H36 H 0 0 N N N 31.048 24.326 9.019 -3.867 3.558 1.411 H362 I08 51 I08 H351 1H35 H 0 0 N N N 32.535 23.997 10.897 -6.126 3.671 2.163 H351 I08 52 I08 H352 2H35 H 0 0 N N N 31.912 22.435 10.797 -6.045 3.530 0.402 H352 I08 53 I08 H341 1H34 H 0 0 N N N 30.683 24.686 12.612 -6.391 1.009 2.014 H341 I08 54 I08 H342 2H34 H 0 0 N N N 31.707 23.473 13.190 -7.792 2.096 1.794 H342 I08 55 I08 H33 H33 H 0 1 N N N 29.635 22.489 13.533 -7.917 0.958 -0.038 H33 I08 56 I08 H321 1H32 H 0 0 N N N 28.476 24.327 11.954 -6.518 -0.713 0.260 H321 I08 57 I08 H322 2H32 H 0 0 N N N 27.641 23.003 12.603 -5.947 0.021 -1.244 H322 I08 58 I08 H31 H31 H 0 1 N N N 28.273 21.554 10.647 -4.741 0.190 1.521 H31 I08 59 I08 H23 H23 H 0 1 N N N 26.968 24.291 9.987 -3.212 -0.395 -0.892 H23 I08 60 I08 H13 H13 H 0 1 N N N 23.758 21.087 9.396 -3.309 -4.445 1.196 H13 I08 61 I08 H12 H12 H 0 1 N N N 21.472 21.895 9.169 -1.766 -6.070 0.176 H12 I08 62 I08 H16 H16 H 0 1 N N N 22.863 25.993 9.148 -0.514 -3.299 -2.646 H16 I08 63 I08 H15 H15 H 0 1 N N N 25.200 25.209 9.495 -2.017 -1.577 -1.729 H15 I08 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 I08 F96 C76 SING N N 1 I08 C76 C75 DOUB Y N 2 I08 C76 C71 SING Y N 3 I08 C75 O95 SING N N 4 I08 C75 C74 SING Y N 5 I08 O95 C98 SING N N 6 I08 C98 H981 SING N N 7 I08 C98 H982 SING N N 8 I08 C98 H983 SING N N 9 I08 C74 C73 DOUB Y N 10 I08 C74 H74 SING N N 11 I08 C73 C72 SING Y N 12 I08 C73 H73 SING N N 13 I08 C72 O92 SING N N 14 I08 C72 C71 DOUB Y N 15 I08 O92 H92 SING N N 16 I08 C71 C61 SING N N 17 I08 C61 O62 DOUB N N 18 I08 C61 C54 SING N N 19 I08 C54 C55 SING Y N 20 I08 C54 C53 DOUB Y N 21 I08 C55 C56 DOUB Y N 22 I08 C55 H55 SING N N 23 I08 C56 C51 SING Y N 24 I08 C56 H56 SING N N 25 I08 C53 C52 SING Y N 26 I08 C53 H53 SING N N 27 I08 C52 C51 DOUB Y N 28 I08 C52 H52 SING N N 29 I08 C51 C42 SING N N 30 I08 C42 C41 DOUB N E 31 I08 C42 H42 SING N N 32 I08 C41 C37 SING N N 33 I08 C41 H41 SING N N 34 I08 C37 C36 SING N N 35 I08 C37 C31 SING N N 36 I08 C37 H37 SING N N 37 I08 C36 C35 SING N N 38 I08 C36 H361 SING N N 39 I08 C36 H362 SING N N 40 I08 C35 C34 SING N N 41 I08 C35 H351 SING N N 42 I08 C35 H352 SING N N 43 I08 C34 N33 SING N N 44 I08 C34 H341 SING N N 45 I08 C34 H342 SING N N 46 I08 N33 C32 SING N N 47 I08 N33 H33 SING N N 48 I08 C32 C31 SING N N 49 I08 C32 H321 SING N N 50 I08 C32 H322 SING N N 51 I08 C31 N23 SING N N 52 I08 C31 H31 SING N N 53 I08 N23 C21 SING N N 54 I08 N23 H23 SING N N 55 I08 C21 O22 DOUB N N 56 I08 C21 C14 SING N N 57 I08 C14 C13 SING Y N 58 I08 C14 C15 DOUB Y N 59 I08 C13 C12 DOUB Y N 60 I08 C13 H13 SING N N 61 I08 C12 N11 SING Y N 62 I08 C12 H12 SING N N 63 I08 N11 C16 DOUB Y N 64 I08 C16 C15 SING Y N 65 I08 C16 H16 SING N N 66 I08 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 I08 SMILES ACDLabs 10.04 "Fc1c(OC)ccc(O)c1C(=O)c2ccc(cc2)\C=C\C4CCCNCC4NC(=O)c3ccncc3" I08 SMILES_CANONICAL CACTVS 3.341 "COc1ccc(O)c(c1F)C(=O)c2ccc(\C=C\[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4)cc2" I08 SMILES CACTVS 3.341 "COc1ccc(O)c(c1F)C(=O)c2ccc(C=C[CH]3CCCNC[CH]3NC(=O)c4ccncc4)cc2" I08 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(c(c1F)C(=O)c2ccc(cc2)\C=C\[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4)O" I08 SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc(c(c1F)C(=O)c2ccc(cc2)C=CC3CCCNCC3NC(=O)c4ccncc4)O" I08 InChI InChI 1.03 "InChI=1S/C28H28FN3O4/c1-36-24-11-10-23(33)25(26(24)29)27(34)20-8-5-18(6-9-20)4-7-19-3-2-14-31-17-22(19)32-28(35)21-12-15-30-16-13-21/h4-13,15-16,19,22,31,33H,2-3,14,17H2,1H3,(H,32,35)/b7-4+/t19-,22+/m0/s1" I08 InChIKey InChI 1.03 QXALMENQPNPILV-ANFMQWFKSA-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 I08 "SYSTEMATIC NAME" ACDLabs 10.04 "N-{(3S,4S)-4-[(E)-2-{4-[(2-fluoro-6-hydroxy-3-methoxyphenyl)carbonyl]phenyl}ethenyl]azepan-3-yl}pyridine-4-carboxamide" I08 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(3S,4S)-4-[(E)-2-[4-(2-fluoro-6-hydroxy-3-methoxy-phenyl)carbonylphenyl]ethenyl]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 I08 "Create component" 2004-04-14 RCSB I08 "Modify descriptor" 2011-06-04 RCSB #