data_R55 # _chem_comp.id R55 _chem_comp.name "N-[4-({4-[5-(4,4-DIMETHYLPIPERIDIN-1-YL)-2-HYDROXYBENZOYL]BENZOYL}AMINO)AZEPAN-3-YL]ISONICOTINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C33 H39 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-10-05 _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 569.694 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R55 _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 1XH8 _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 R55 O22 O22 O 0 1 N N N 9.591 23.328 30.402 4.912 2.943 1.379 O22 R55 1 R55 C21 C21 C 0 1 N N N 9.440 24.577 30.390 4.231 2.570 0.444 C21 R55 2 R55 C14 C14 C 0 1 Y N N 10.563 25.486 30.678 3.065 3.375 0.010 C14 R55 3 R55 C13 C13 C 0 1 Y N N 11.806 24.897 31.007 2.731 4.566 0.662 C13 R55 4 R55 C12 C12 C 0 1 Y N N 12.915 25.660 31.267 1.636 5.284 0.223 C12 R55 5 R55 N11 N11 N 0 1 Y N N 12.829 27.056 31.231 0.911 4.861 -0.793 N11 R55 6 R55 C16 C16 C 0 1 Y N N 11.622 27.648 30.948 1.191 3.745 -1.435 C16 R55 7 R55 C15 C15 C 0 1 Y N N 10.485 26.894 30.687 2.272 2.967 -1.067 C15 R55 8 R55 N23 N23 N 0 1 N N N 8.202 25.148 30.080 4.536 1.425 -0.198 N23 R55 9 R55 C31 C31 C 0 1 N N R 7.118 24.366 29.467 5.689 0.629 0.232 C31 R55 10 R55 C32 C32 C 0 1 N N N 6.934 24.744 27.989 6.949 1.190 -0.449 C32 R55 11 R55 N33 N33 N 0 1 N N N 5.950 23.869 27.321 8.114 0.283 -0.398 N33 R55 12 R55 C34 C34 C 0 1 N N N 4.598 24.444 27.280 8.180 -0.313 0.915 C34 R55 13 R55 C35 C35 C 0 1 N N N 3.951 24.373 28.665 7.537 -1.700 0.808 C35 R55 14 R55 C36 C36 C 0 1 N N N 4.633 25.232 29.728 6.095 -1.700 1.016 C36 R55 15 R55 C37 C37 C 0 1 N N R 5.858 24.545 30.348 5.407 -0.819 -0.067 C37 R55 16 R55 N41 N41 N 0 1 N N N 5.410 23.243 30.873 3.961 -1.053 -0.043 N41 R55 17 R55 C42 C42 C 0 1 N N N 4.651 23.096 32.021 3.433 -2.080 -0.738 C42 R55 18 R55 O43 O43 O 0 1 N N N 4.375 24.066 32.735 4.157 -2.813 -1.384 O43 R55 19 R55 C51 C51 C 0 1 Y N N 4.049 21.808 32.304 1.972 -2.317 -0.715 C51 R55 20 R55 C52 C52 C 0 1 Y N N 3.617 21.487 33.596 1.426 -3.381 -1.435 C52 R55 21 R55 C53 C53 C 0 1 Y N N 2.993 20.280 33.830 0.066 -3.601 -1.413 C53 R55 22 R55 C56 C56 C 0 1 Y N N 3.875 20.886 31.259 1.141 -1.476 0.027 C56 R55 23 R55 C55 C55 C 0 1 Y N N 3.227 19.670 31.494 -0.220 -1.692 0.044 C55 R55 24 R55 C54 C54 C 0 1 Y N N 2.826 19.345 32.795 -0.766 -2.759 -0.671 C54 R55 25 R55 C61 C61 C 0 1 N N N 2.095 18.108 33.063 -2.226 -2.996 -0.648 C61 R55 26 R55 O62 O62 O 0 1 N N N 1.305 18.135 33.987 -2.714 -3.859 -1.351 O62 R55 27 R55 C71 C71 C 0 1 Y N N 2.159 16.857 32.289 -3.090 -2.184 0.228 C71 R55 28 R55 C72 C72 C 0 1 Y N N 3.319 16.104 32.280 -3.126 -2.432 1.608 C72 R55 29 R55 O99 O99 O 0 1 N N N 4.400 16.569 32.966 -2.365 -3.421 2.142 O99 R55 30 R55 C73 C73 C 0 1 Y N N 3.399 14.928 31.556 -3.942 -1.664 2.426 C73 R55 31 R55 C74 C74 C 0 1 Y N N 2.311 14.517 30.831 -4.716 -0.658 1.885 C74 R55 32 R55 C75 C75 C 0 1 Y N N 1.118 15.263 30.797 -4.686 -0.405 0.517 C75 R55 33 R55 C76 C76 C 0 1 Y N N 1.060 16.443 31.540 -3.882 -1.167 -0.313 C76 R55 34 R55 N91 N91 N 0 1 N N N 0.001 14.807 30.036 -5.475 0.617 -0.022 N91 R55 35 R55 C92 C92 C 0 1 N N N -1.300 15.518 30.167 -6.203 1.222 1.098 C92 R55 36 R55 C93 C93 C 0 1 N N N -2.512 14.730 29.638 -7.099 2.351 0.584 C93 R55 37 R55 C94 C94 C 0 1 N N N -2.261 13.783 28.442 -8.121 1.775 -0.400 C94 R55 38 R55 C97 C97 C 0 1 N N N -2.565 14.518 27.118 -9.047 0.802 0.334 C97 R55 39 R55 C98 C98 C 0 1 N N N -3.255 12.634 28.544 -8.949 2.912 -1.003 C98 R55 40 R55 C95 C95 C 0 1 N N N -0.878 13.086 28.517 -7.378 1.033 -1.515 C95 R55 41 R55 C96 C96 C 0 1 N N N 0.251 14.072 28.776 -6.466 -0.028 -0.890 C96 R55 42 R55 H13 H13 H 0 1 N N N 11.915 23.801 31.063 3.320 4.918 1.495 H13 R55 43 R55 H12 H12 H 0 1 N N N 13.867 25.156 31.503 1.369 6.205 0.721 H12 R55 44 R55 H16 H16 H 0 1 N N N 11.565 28.749 30.930 0.570 3.436 -2.263 H16 R55 45 R55 H15 H15 H 0 1 N N N 9.530 27.408 30.489 2.496 2.054 -1.598 H15 R55 46 R55 H23 H23 H 0 1 N N N 8.089 26.137 30.302 3.993 1.128 -0.944 H23 R55 47 R55 H31 H31 H 0 1 N N N 7.358 23.277 29.438 5.801 0.740 1.311 H31 R55 48 R55 H321 1H32 H 0 0 N N N 7.908 24.750 27.446 7.218 2.128 0.035 H321 R55 49 R55 H322 2H32 H 0 0 N N N 6.665 25.820 27.875 6.714 1.396 -1.493 H322 R55 50 R55 H33 H33 H 0 1 N N N 5.938 22.943 27.749 8.935 0.861 -0.496 H33 R55 51 R55 H341 1H34 H 0 0 N N N 3.964 23.963 26.499 7.629 0.299 1.629 H341 R55 52 R55 H342 2H34 H 0 0 N N N 4.599 25.482 26.874 9.219 -0.408 1.229 H342 R55 53 R55 H351 1H35 H 0 0 N N N 3.882 23.314 29.007 7.995 -2.354 1.550 H351 R55 54 R55 H352 2H35 H 0 0 N N N 2.867 24.624 28.600 7.745 -2.105 -0.183 H352 R55 55 R55 H361 1H36 H 0 0 N N N 3.908 25.544 30.516 5.872 -1.299 2.005 H361 R55 56 R55 H362 2H36 H 0 0 N N N 4.900 26.235 29.321 5.719 -2.721 0.946 H362 R55 57 R55 H37 H37 H 0 1 N N N 6.224 25.247 31.133 5.802 -1.074 -1.050 H37 R55 58 R55 H41 H41 H 0 1 N N N 5.645 22.370 30.402 3.383 -0.469 0.472 H41 R55 59 R55 H52 H52 H 0 1 N N N 3.769 22.188 34.434 2.069 -4.031 -2.008 H52 R55 60 R55 H53 H53 H 0 1 N N N 2.627 20.062 34.847 -0.357 -4.424 -1.970 H53 R55 61 R55 H56 H56 H 0 1 N N N 4.249 21.118 30.248 1.564 -0.653 0.584 H56 R55 62 R55 H55 H55 H 0 1 N N N 3.034 18.974 30.661 -0.863 -1.041 0.618 H55 R55 63 R55 H99 H99 H 0 1 N N N 5.197 16.052 32.960 -2.901 -4.226 2.126 H99 R55 64 R55 H73 H73 H 0 1 N N N 4.322 14.324 31.557 -3.970 -1.854 3.489 H73 R55 65 R55 H74 H74 H 0 1 N N N 2.397 13.573 30.267 -5.348 -0.063 2.527 H74 R55 66 R55 H76 H76 H 0 1 N N N 0.140 17.052 31.535 -3.860 -0.970 -1.375 H76 R55 67 R55 H921 1H92 H 0 0 N N N -1.246 16.520 29.681 -5.491 1.624 1.819 H921 R55 68 R55 H922 2H92 H 0 0 N N N -1.469 15.827 31.225 -6.819 0.464 1.583 H922 R55 69 R55 H931 1H93 H 0 0 N N N -3.336 15.438 29.387 -6.488 3.099 0.078 H931 R55 70 R55 H932 2H93 H 0 0 N N N -2.979 14.159 30.474 -7.620 2.813 1.423 H932 R55 71 R55 H971 1H97 H 0 0 N N N -1.992 15.470 27.026 -9.771 0.390 -0.368 H971 R55 72 R55 H972 2H97 H 0 0 N N N -2.384 13.835 26.255 -8.456 -0.007 0.764 H972 R55 73 R55 H973 3H97 H 0 0 N N N -3.594 14.947 27.104 -9.572 1.330 1.130 H973 R55 74 R55 H981 1H98 H 0 0 N N N -4.313 12.981 28.607 -9.474 3.441 -0.208 H981 R55 75 R55 H982 2H98 H 0 0 N N N -3.074 11.951 27.681 -8.288 3.604 -1.526 H982 R55 76 R55 H983 3H98 H 0 0 N N N -3.212 12.110 29.528 -9.673 2.500 -1.706 H983 R55 77 R55 H951 1H95 H 0 0 N N N -0.682 12.480 27.602 -8.098 0.551 -2.177 H951 R55 78 R55 H952 2H95 H 0 0 N N N -0.880 12.268 29.274 -6.776 1.741 -2.085 H952 R55 79 R55 H961 1H96 H 0 0 N N N 1.249 13.575 28.773 -5.954 -0.576 -1.680 H961 R55 80 R55 H962 2H96 H 0 0 N N N 0.410 14.762 27.914 -7.067 -0.720 -0.301 H962 R55 81 # 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 R55 O22 C21 DOUB N N 1 R55 C21 C14 SING N N 2 R55 C21 N23 SING N N 3 R55 C14 C13 DOUB Y N 4 R55 C14 C15 SING Y N 5 R55 C13 C12 SING Y N 6 R55 C13 H13 SING N N 7 R55 C12 N11 DOUB Y N 8 R55 C12 H12 SING N N 9 R55 N11 C16 SING Y N 10 R55 C16 C15 DOUB Y N 11 R55 C16 H16 SING N N 12 R55 C15 H15 SING N N 13 R55 N23 C31 SING N N 14 R55 N23 H23 SING N N 15 R55 C31 C32 SING N N 16 R55 C31 C37 SING N N 17 R55 C31 H31 SING N N 18 R55 C32 N33 SING N N 19 R55 C32 H321 SING N N 20 R55 C32 H322 SING N N 21 R55 N33 C34 SING N N 22 R55 N33 H33 SING N N 23 R55 C34 C35 SING N N 24 R55 C34 H341 SING N N 25 R55 C34 H342 SING N N 26 R55 C35 C36 SING N N 27 R55 C35 H351 SING N N 28 R55 C35 H352 SING N N 29 R55 C36 C37 SING N N 30 R55 C36 H361 SING N N 31 R55 C36 H362 SING N N 32 R55 C37 N41 SING N N 33 R55 C37 H37 SING N N 34 R55 N41 C42 SING N N 35 R55 N41 H41 SING N N 36 R55 C42 O43 DOUB N N 37 R55 C42 C51 SING N N 38 R55 C51 C52 DOUB Y N 39 R55 C51 C56 SING Y N 40 R55 C52 C53 SING Y N 41 R55 C52 H52 SING N N 42 R55 C53 C54 DOUB Y N 43 R55 C53 H53 SING N N 44 R55 C56 C55 DOUB Y N 45 R55 C56 H56 SING N N 46 R55 C55 C54 SING Y N 47 R55 C55 H55 SING N N 48 R55 C54 C61 SING N N 49 R55 C61 O62 DOUB N N 50 R55 C61 C71 SING N N 51 R55 C71 C72 DOUB Y N 52 R55 C71 C76 SING Y N 53 R55 C72 O99 SING N N 54 R55 C72 C73 SING Y N 55 R55 O99 H99 SING N N 56 R55 C73 C74 DOUB Y N 57 R55 C73 H73 SING N N 58 R55 C74 C75 SING Y N 59 R55 C74 H74 SING N N 60 R55 C75 C76 DOUB Y N 61 R55 C75 N91 SING N N 62 R55 C76 H76 SING N N 63 R55 N91 C92 SING N N 64 R55 N91 C96 SING N N 65 R55 C92 C93 SING N N 66 R55 C92 H921 SING N N 67 R55 C92 H922 SING N N 68 R55 C93 C94 SING N N 69 R55 C93 H931 SING N N 70 R55 C93 H932 SING N N 71 R55 C94 C97 SING N N 72 R55 C94 C98 SING N N 73 R55 C94 C95 SING N N 74 R55 C97 H971 SING N N 75 R55 C97 H972 SING N N 76 R55 C97 H973 SING N N 77 R55 C98 H981 SING N N 78 R55 C98 H982 SING N N 79 R55 C98 H983 SING N N 80 R55 C95 C96 SING N N 81 R55 C95 H951 SING N N 82 R55 C95 H952 SING N N 83 R55 C96 H961 SING N N 84 R55 C96 H962 SING N N 85 # 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 R55 SMILES ACDLabs 10.04 "O=C(c1ccncc1)NC5CNCCCC5NC(=O)c2ccc(cc2)C(=O)c3cc(ccc3O)N4CCC(CC4)(C)C" R55 SMILES_CANONICAL CACTVS 3.341 "CC1(C)CCN(CC1)c2ccc(O)c(c2)C(=O)c3ccc(cc3)C(=O)N[C@@H]4CCCNC[C@H]4NC(=O)c5ccncc5" R55 SMILES CACTVS 3.341 "CC1(C)CCN(CC1)c2ccc(O)c(c2)C(=O)c3ccc(cc3)C(=O)N[CH]4CCCNC[CH]4NC(=O)c5ccncc5" R55 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1(CCN(CC1)c2ccc(c(c2)C(=O)c3ccc(cc3)C(=O)N[C@@H]4CCCNC[C@H]4NC(=O)c5ccncc5)O)C" R55 SMILES "OpenEye OEToolkits" 1.5.0 "CC1(CCN(CC1)c2ccc(c(c2)C(=O)c3ccc(cc3)C(=O)NC4CCCNCC4NC(=O)c5ccncc5)O)C" R55 InChI InChI 1.03 "InChI=1S/C33H39N5O4/c1-33(2)13-18-38(19-14-33)25-9-10-29(39)26(20-25)30(40)22-5-7-23(8-6-22)31(41)36-27-4-3-15-35-21-28(27)37-32(42)24-11-16-34-17-12-24/h5-12,16-17,20,27-28,35,39H,3-4,13-15,18-19,21H2,1-2H3,(H,36,41)(H,37,42)/t27-,28-/m1/s1" R55 InChIKey InChI 1.03 YGHLZBJWLNYECG-VSGBNLITSA-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 R55 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(3R,4R)-4-{[(4-{[5-(4,4-dimethylpiperidin-1-yl)-2-hydroxyphenyl]carbonyl}phenyl)carbonyl]amino}azepan-3-yl]pyridine-4-carboxamide" R55 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(3R,4R)-4-[[4-[5-(4,4-dimethylpiperidin-1-yl)-2-hydroxy-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 R55 "Create component" 2004-10-05 RCSB R55 "Modify descriptor" 2011-06-04 RCSB #