data_1R8 # _chem_comp.id 1R8 _chem_comp.name "(3S)-3-[(1R)-2-{[(4S)-6-ethyl-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-yl]amino}-1-hydroxyethyl]-4-azabicyclo[10.3.1]hexadeca-1(16),12,14-trien-5-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H42 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-03 _chem_comp.pdbx_modified_date 2013-06-28 _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 490.677 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1R8 _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 4KE0 _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 1R8 C2 C2 C 0 1 N N N 29.290 0.192 10.714 4.859 -2.509 1.172 C2 1R8 1 1R8 C3 C3 C 0 1 N N N 28.037 -0.524 11.225 5.036 -3.794 0.344 C3 1R8 2 1R8 C4 C4 C 0 1 N N N 27.465 0.827 11.714 5.752 -2.928 -0.706 C4 1R8 3 1R8 C1 C1 C 0 1 N N N 28.786 1.511 11.347 4.955 -1.742 -0.152 C1 1R8 4 1R8 C12 C12 C 0 1 N N N 29.547 1.958 12.611 3.605 -1.535 -0.840 C12 1R8 5 1R8 O13 O13 O 0 1 N N N 28.631 2.587 10.410 5.700 -0.532 -0.067 O13 1R8 6 1R8 C15 C15 C 0 1 Y N N 29.764 3.272 10.074 5.035 0.589 0.323 C15 1R8 7 1R8 C16 C16 C 0 1 Y N N 29.760 4.018 8.888 5.783 1.703 0.692 C16 1R8 8 1R8 C17 C17 C 0 1 Y N N 30.901 4.730 8.500 5.152 2.864 1.087 C17 1R8 9 1R8 C18 C18 C 0 1 Y N N 32.038 4.711 9.298 3.771 2.922 1.117 C18 1R8 10 1R8 C20 C20 C 0 1 N N N 33.299 5.480 8.890 3.079 4.191 1.545 C20 1R8 11 1R8 C21 C21 C 0 1 N N N 34.342 4.501 8.322 2.834 5.076 0.321 C21 1R8 12 1R8 C19 C19 C 0 1 Y N N 32.037 3.977 10.478 3.026 1.818 0.755 C19 1R8 13 1R8 C14 C14 C 0 1 Y N N 30.905 3.265 10.886 3.653 0.646 0.359 C14 1R8 14 1R8 C11 C11 C 0 1 N N S 30.957 2.448 12.215 2.794 -0.536 -0.009 C11 1R8 15 1R8 N10 N10 N 0 1 N N N 31.608 3.205 13.327 1.640 -0.074 -0.793 N10 1R8 16 1R8 C9 C9 C 0 1 N N N 31.001 4.524 13.632 0.512 -1.007 -0.668 C9 1R8 17 1R8 C6 C6 C 0 1 N N R 32.032 5.385 14.354 -0.623 -0.561 -1.592 C6 1R8 18 1R8 O8 O8 O 0 1 N N N 33.163 5.483 13.507 -0.197 -0.664 -2.952 O8 1R8 19 1R8 C5 C5 C 0 1 N N S 31.534 6.794 14.714 -1.843 -1.458 -1.371 C5 1R8 20 1R8 C22 C22 C 0 1 N N N 32.637 7.587 15.437 -2.976 -1.012 -2.296 C22 1R8 21 1R8 C23 C23 C 0 1 Y N N 32.134 8.942 15.950 -3.451 0.358 -1.887 C23 1R8 22 1R8 C24 C24 C 0 1 Y N N 31.587 9.037 17.234 -4.385 0.493 -0.876 C24 1R8 23 1R8 C28 C28 C 0 1 Y N N 32.219 10.081 15.140 -2.955 1.481 -2.523 C28 1R8 24 1R8 C27 C27 C 0 1 Y N N 31.745 11.307 15.630 -3.393 2.738 -2.149 C27 1R8 25 1R8 C26 C26 C 0 1 Y N N 31.191 11.400 16.915 -4.327 2.872 -1.139 C26 1R8 26 1R8 C25 C25 C 0 1 Y N N 31.117 10.257 17.724 -4.822 1.750 -0.502 C25 1R8 27 1R8 C29 C29 C 0 1 N N N 30.506 10.324 19.144 -5.838 1.897 0.601 C29 1R8 28 1R8 C30 C30 C 0 1 N N N 28.951 10.356 19.120 -5.273 1.308 1.896 C30 1R8 29 1R8 C33 C33 C 0 1 N N N 28.303 9.100 18.470 -5.942 -0.040 2.176 C33 1R8 30 1R8 C34 C34 C 0 1 N N N 27.974 9.350 16.972 -4.997 -0.916 3.001 C34 1R8 31 1R8 C35 C35 C 0 1 N N N 27.172 8.201 16.329 -4.672 -2.191 2.219 C35 1R8 32 1R8 C36 C36 C 0 1 N N N 27.983 6.909 16.149 -3.154 -2.350 2.114 C36 1R8 33 1R8 C31 C31 C 0 1 N N N 29.119 7.076 15.139 -2.755 -2.441 0.664 C31 1R8 34 1R8 O32 O32 O 0 1 N N N 28.885 7.510 14.011 -2.865 -3.494 0.071 O32 1R8 35 1R8 N7 N7 N 0 1 N N N 30.331 6.699 15.562 -2.276 -1.356 0.024 N7 1R8 36 1R8 H1 H1 H 0 1 N N N 30.230 -0.183 11.145 3.884 -2.429 1.653 H1 1R8 37 1R8 H2 H2 H 0 1 N N N 29.375 0.223 9.618 5.686 -2.310 1.853 H2 1R8 38 1R8 H3 H3 H 0 1 N N N 27.441 -1.005 10.435 5.684 -4.531 0.817 H3 1R8 39 1R8 H4 H4 H 0 1 N N N 28.230 -1.248 12.030 4.096 -4.219 -0.008 H4 1R8 40 1R8 H5 H5 H 0 1 N N N 26.598 1.184 11.138 6.827 -2.845 -0.546 H5 1R8 41 1R8 H6 H6 H 0 1 N N N 27.228 0.853 12.788 5.495 -3.186 -1.734 H6 1R8 42 1R8 H7 H7 H 0 1 N N N 28.998 2.776 13.100 3.760 -1.139 -1.843 H7 1R8 43 1R8 H8 H8 H 0 1 N N N 29.635 1.110 13.306 3.072 -2.484 -0.897 H8 1R8 44 1R8 H9 H9 H 0 1 N N N 28.874 4.044 8.271 6.862 1.658 0.668 H9 1R8 45 1R8 H10 H10 H 0 1 N N N 30.897 5.295 7.579 5.736 3.726 1.374 H10 1R8 46 1R8 H11 H11 H 0 1 N N N 33.717 5.990 9.770 2.125 3.944 2.012 H11 1R8 47 1R8 H12 H12 H 0 1 N N N 33.041 6.225 8.123 3.707 4.724 2.259 H12 1R8 48 1R8 H13 H13 H 0 1 N N N 35.246 5.056 8.030 2.207 4.543 -0.393 H13 1R8 49 1R8 H14 H14 H 0 1 N N N 34.601 3.756 9.089 2.334 5.993 0.631 H14 1R8 50 1R8 H15 H15 H 0 1 N N N 33.925 3.991 7.441 3.788 5.322 -0.146 H15 1R8 51 1R8 H16 H16 H 0 1 N N N 32.926 3.956 11.091 1.947 1.867 0.779 H16 1R8 52 1R8 H17 H17 H 0 1 N N N 31.567 1.554 12.017 2.441 -1.023 0.899 H17 1R8 53 1R8 H18 H18 H 0 1 N N N 31.560 2.644 14.153 1.370 0.859 -0.522 H18 1R8 54 1R8 H20 H20 H 0 1 N N N 30.698 5.017 12.696 0.836 -2.009 -0.947 H20 1R8 55 1R8 H21 H21 H 0 1 N N N 30.120 4.385 14.275 0.159 -1.013 0.364 H21 1R8 56 1R8 H22 H22 H 0 1 N N N 32.312 4.874 15.287 -0.887 0.473 -1.371 H22 1R8 57 1R8 H23 H23 H 0 1 N N N 33.829 6.015 13.927 0.055 -1.558 -3.220 H23 1R8 58 1R8 H24 H24 H 0 1 N N N 31.280 7.322 13.783 -1.578 -2.491 -1.594 H24 1R8 59 1R8 H25 H25 H 0 1 N N N 32.996 6.996 16.292 -2.615 -0.979 -3.323 H25 1R8 60 1R8 H26 H26 H 0 1 N N N 33.467 7.759 14.736 -3.803 -1.719 -2.224 H26 1R8 61 1R8 H27 H27 H 0 1 N N N 31.527 8.155 17.854 -4.772 -0.384 -0.379 H27 1R8 62 1R8 H28 H28 H 0 1 N N N 32.645 10.016 14.149 -2.224 1.376 -3.312 H28 1R8 63 1R8 H29 H29 H 0 1 N N N 31.807 12.189 15.011 -3.005 3.615 -2.647 H29 1R8 64 1R8 H30 H30 H 0 1 N N N 30.823 12.348 17.280 -4.670 3.854 -0.848 H30 1R8 65 1R8 H31 H31 H 0 1 N N N 30.832 9.440 19.711 -6.063 2.953 0.750 H31 1R8 66 1R8 H32 H32 H 0 1 N N N 30.870 11.234 19.643 -6.750 1.366 0.328 H32 1R8 67 1R8 H33 H33 H 0 1 N N N 28.632 11.243 18.553 -4.198 1.165 1.791 H33 1R8 68 1R8 H34 H34 H 0 1 N N N 28.590 10.434 20.156 -5.471 1.991 2.722 H34 1R8 69 1R8 H35 H35 H 0 1 N N N 27.374 8.858 19.006 -6.865 0.122 2.732 H35 1R8 70 1R8 H36 H36 H 0 1 N N N 29.002 8.254 18.548 -6.167 -0.537 1.233 H36 1R8 71 1R8 H37 H37 H 0 1 N N N 28.919 9.469 16.421 -4.076 -0.368 3.203 H37 1R8 72 1R8 H38 H38 H 0 1 N N N 27.385 10.275 16.893 -5.476 -1.180 3.943 H38 1R8 73 1R8 H39 H39 H 0 1 N N N 26.822 8.532 15.340 -5.092 -3.052 2.737 H39 1R8 74 1R8 H40 H40 H 0 1 N N N 26.305 7.981 16.970 -5.100 -2.123 1.219 H40 1R8 75 1R8 H41 H41 H 0 1 N N N 27.309 6.114 15.796 -2.666 -1.489 2.570 H41 1R8 76 1R8 H42 H42 H 0 1 N N N 28.412 6.622 17.120 -2.847 -3.258 2.632 H42 1R8 77 1R8 H43 H43 H 0 1 N N N 30.425 6.338 16.490 -2.218 -0.506 0.489 H43 1R8 78 # 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 1R8 C21 C20 SING N N 1 1R8 C17 C16 DOUB Y N 2 1R8 C17 C18 SING Y N 3 1R8 C16 C15 SING Y N 4 1R8 C20 C18 SING N N 5 1R8 C18 C19 DOUB Y N 6 1R8 C15 O13 SING N N 7 1R8 C15 C14 DOUB Y N 8 1R8 O13 C1 SING N N 9 1R8 C19 C14 SING Y N 10 1R8 C2 C3 SING N N 11 1R8 C2 C1 SING N N 12 1R8 C14 C11 SING N N 13 1R8 C3 C4 SING N N 14 1R8 C1 C4 SING N N 15 1R8 C1 C12 SING N N 16 1R8 C11 C12 SING N N 17 1R8 C11 N10 SING N N 18 1R8 N10 C9 SING N N 19 1R8 O8 C6 SING N N 20 1R8 C9 C6 SING N N 21 1R8 O32 C31 DOUB N N 22 1R8 C6 C5 SING N N 23 1R8 C5 C22 SING N N 24 1R8 C5 N7 SING N N 25 1R8 C31 N7 SING N N 26 1R8 C31 C36 SING N N 27 1R8 C28 C27 DOUB Y N 28 1R8 C28 C23 SING Y N 29 1R8 C22 C23 SING N N 30 1R8 C27 C26 SING Y N 31 1R8 C23 C24 DOUB Y N 32 1R8 C36 C35 SING N N 33 1R8 C35 C34 SING N N 34 1R8 C26 C25 DOUB Y N 35 1R8 C34 C33 SING N N 36 1R8 C24 C25 SING Y N 37 1R8 C25 C29 SING N N 38 1R8 C33 C30 SING N N 39 1R8 C30 C29 SING N N 40 1R8 C2 H1 SING N N 41 1R8 C2 H2 SING N N 42 1R8 C3 H3 SING N N 43 1R8 C3 H4 SING N N 44 1R8 C4 H5 SING N N 45 1R8 C4 H6 SING N N 46 1R8 C12 H7 SING N N 47 1R8 C12 H8 SING N N 48 1R8 C16 H9 SING N N 49 1R8 C17 H10 SING N N 50 1R8 C20 H11 SING N N 51 1R8 C20 H12 SING N N 52 1R8 C21 H13 SING N N 53 1R8 C21 H14 SING N N 54 1R8 C21 H15 SING N N 55 1R8 C19 H16 SING N N 56 1R8 C11 H17 SING N N 57 1R8 N10 H18 SING N N 58 1R8 C9 H20 SING N N 59 1R8 C9 H21 SING N N 60 1R8 C6 H22 SING N N 61 1R8 O8 H23 SING N N 62 1R8 C5 H24 SING N N 63 1R8 C22 H25 SING N N 64 1R8 C22 H26 SING N N 65 1R8 C24 H27 SING N N 66 1R8 C28 H28 SING N N 67 1R8 C27 H29 SING N N 68 1R8 C26 H30 SING N N 69 1R8 C29 H31 SING N N 70 1R8 C29 H32 SING N N 71 1R8 C30 H33 SING N N 72 1R8 C30 H34 SING N N 73 1R8 C33 H35 SING N N 74 1R8 C33 H36 SING N N 75 1R8 C34 H37 SING N N 76 1R8 C34 H38 SING N N 77 1R8 C35 H39 SING N N 78 1R8 C35 H40 SING N N 79 1R8 C36 H41 SING N N 80 1R8 C36 H42 SING N N 81 1R8 N7 H43 SING N N 82 # 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 1R8 SMILES ACDLabs 12.01 "O=C2NC(Cc1cccc(c1)CCCCCC2)C(O)CNC3c5c(OC4(C3)CCC4)ccc(c5)CC" 1R8 InChI InChI 1.03 "InChI=1S/C31H42N2O3/c1-2-22-13-14-29-25(18-22)27(20-31(36-29)15-8-16-31)32-21-28(34)26-19-24-11-7-10-23(17-24)9-5-3-4-6-12-30(35)33-26/h7,10-11,13-14,17-18,26-28,32,34H,2-6,8-9,12,15-16,19-21H2,1H3,(H,33,35)/t26-,27-,28+/m0/s1" 1R8 InChIKey InChI 1.03 NUISAGYICVEVAE-HZFUHODCSA-N 1R8 SMILES_CANONICAL CACTVS 3.370 "CCc1ccc2OC3(CCC3)C[C@H](NC[C@@H](O)[C@@H]4Cc5cccc(CCCCCCC(=O)N4)c5)c2c1" 1R8 SMILES CACTVS 3.370 "CCc1ccc2OC3(CCC3)C[CH](NC[CH](O)[CH]4Cc5cccc(CCCCCCC(=O)N4)c5)c2c1" 1R8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCc1ccc2c(c1)[C@H](CC3(O2)CCC3)NC[C@H]([C@@H]4Cc5cccc(c5)CCCCCCC(=O)N4)O" 1R8 SMILES "OpenEye OEToolkits" 1.7.6 "CCc1ccc2c(c1)C(CC3(O2)CCC3)NCC(C4Cc5cccc(c5)CCCCCCC(=O)N4)O" # 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 1R8 "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-3-[(1R)-2-{[(4S)-6-ethyl-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-yl]amino}-1-hydroxyethyl]-4-azabicyclo[10.3.1]hexadeca-1(16),12,14-trien-5-one" 1R8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(10S)-10-[(1R)-2-[[(4S)-6-ethylspiro[3,4-dihydrochromene-2,1'-cyclobutane]-4-yl]amino]-1-oxidanyl-ethyl]-9-azabicyclo[10.3.1]hexadeca-1(15),12(16),13-trien-8-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1R8 "Create component" 2013-05-03 RCSB 1R8 "Initial release" 2013-07-03 RCSB #