data_CM3 # _chem_comp.id CM3 _chem_comp.name "(2R,3R,4S)-5-FLUORO-3-(4-HYDROXYPHENYL)-4-METHYL-2-[4-(2-PIPERIDIN-1-YLETHOXY)PHENYL]CHROMAN-6-OL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H32 F N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-01-19 _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 477.567 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CM3 _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 1YIN _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 CM3 C1 C1 C 0 1 N N R 31.621 -0.621 28.640 0.125 -1.444 2.263 C1 CM3 1 CM3 C2 C2 C 0 1 N N R 31.833 -2.024 28.061 -0.960 -0.691 1.484 C2 CM3 2 CM3 O3 O3 O 0 1 N N N 30.640 -2.787 28.321 -0.937 0.676 1.864 O3 CM3 3 CM3 C4 C4 C 0 1 Y N N 29.441 -2.287 27.980 -1.170 0.806 3.193 C4 CM3 4 CM3 C5 C5 C 0 1 Y N N 28.433 -3.221 27.731 -1.710 2.019 3.623 C5 CM3 5 CM3 C6 C6 C 0 1 Y N N 27.151 -2.818 27.369 -1.967 2.241 4.959 C6 CM3 6 CM3 C7 C7 C 0 1 Y N N 26.874 -1.453 27.295 -1.689 1.252 5.891 C7 CM3 7 CM3 O8 O8 O 0 1 N N N 25.662 -0.988 26.946 -1.937 1.467 7.211 O8 CM3 8 CM3 C9 C9 C 0 1 Y N N 27.899 -0.518 27.515 -1.158 0.043 5.468 C9 CM3 9 CM3 F10 F10 F 0 1 N N N 27.549 0.748 27.281 -0.889 -0.923 6.372 F10 CM3 10 CM3 C11 C11 C 0 1 Y N N 29.188 -0.895 27.940 -0.902 -0.179 4.123 C11 CM3 11 CM3 C12 C12 C 0 1 N N S 30.316 0.096 28.199 -0.335 -1.520 3.723 C12 CM3 12 CM3 C13 C13 C 0 1 N N N 30.089 1.272 29.137 -1.414 -2.596 3.865 C13 CM3 13 CM3 C14 C14 C 0 1 Y N N 32.878 0.190 28.411 1.432 -0.698 2.175 C14 CM3 14 CM3 C15 C15 C 0 1 Y N N 33.059 1.083 27.340 1.680 0.359 3.030 C15 CM3 15 CM3 C16 C16 C 0 1 Y N N 34.262 1.771 27.222 2.879 1.042 2.956 C16 CM3 16 CM3 C17 C17 C 0 1 Y N N 35.299 1.611 28.150 3.829 0.671 2.015 C17 CM3 17 CM3 O18 O18 O 0 1 N N N 36.449 2.295 28.027 5.007 1.345 1.936 O18 CM3 18 CM3 C19 C19 C 0 1 Y N N 35.109 0.734 29.216 3.575 -0.386 1.155 C19 CM3 19 CM3 C20 C20 C 0 1 Y N N 33.916 0.037 29.333 2.377 -1.068 1.237 C20 CM3 20 CM3 C21 C21 C 0 1 Y N N 32.158 -2.133 26.597 -0.693 -0.807 0.005 C21 CM3 21 CM3 C22 C22 C 0 1 Y N N 33.130 -3.069 26.225 0.087 0.139 -0.631 C22 CM3 22 CM3 C23 C23 C 0 1 Y N N 33.468 -3.265 24.880 0.338 0.031 -1.985 C23 CM3 23 CM3 C24 C24 C 0 1 Y N N 32.917 -2.470 23.862 -0.202 -1.022 -2.708 C24 CM3 24 CM3 C25 C25 C 0 1 Y N N 31.934 -1.542 24.231 -0.989 -1.968 -2.067 C25 CM3 25 CM3 C26 C26 C 0 1 Y N N 31.556 -1.407 25.556 -1.233 -1.858 -0.712 C26 CM3 26 CM3 O27 O27 O 0 1 N N N 33.265 -2.609 22.564 0.038 -1.127 -4.041 O27 CM3 27 CM3 C28 C28 C 0 1 N N N 33.882 -3.839 22.146 0.868 -0.020 -4.400 C28 CM3 28 CM3 C29 C29 C 0 1 N N N 34.124 -3.924 20.637 1.178 -0.079 -5.897 C29 CM3 29 CM3 N30 N30 N 0 1 N N N 32.940 -4.226 19.805 -0.075 -0.018 -6.659 N30 CM3 30 CM3 C31 C31 C 0 1 N N N 33.473 -4.261 18.443 -0.654 1.306 -6.414 C31 CM3 31 CM3 C32 C32 C 0 1 N N N 32.358 -4.745 17.542 -1.967 1.448 -7.186 C32 CM3 32 CM3 C33 C33 C 0 1 N N N 31.439 -3.532 17.363 -1.687 1.316 -8.686 C33 CM3 33 CM3 C34 C34 C 0 1 N N N 30.877 -3.191 18.765 -0.970 -0.013 -8.942 C34 CM3 34 CM3 C35 C35 C 0 1 N N N 31.944 -3.151 19.885 0.291 -0.079 -8.078 C35 CM3 35 CM3 H1 H1 H 0 1 N N N 31.448 -0.732 29.736 0.243 -2.450 1.858 H1 CM3 36 CM3 H2 H2 H 0 1 N N N 32.750 -2.406 28.568 -1.936 -1.117 1.714 H2 CM3 37 CM3 H5 H5 H 0 1 N N N 28.654 -4.298 27.822 -1.928 2.793 2.902 H5 CM3 38 CM3 H6 H6 H 0 1 N N N 26.371 -3.565 27.145 -2.384 3.184 5.280 H6 CM3 39 CM3 HO8 HO8 H 0 1 N N N 25.473 -0.058 26.896 -2.843 1.172 7.377 HO8 CM3 40 CM3 H12 H12 H 0 1 N N N 30.384 0.565 27.190 0.512 -1.767 4.362 H12 CM3 41 CM3 H131 1H13 H 0 0 N N N 30.965 1.961 29.187 -1.741 -2.648 4.904 H131 CM3 42 CM3 H132 2H13 H 0 0 N N N 29.152 1.787 28.820 -2.263 -2.344 3.229 H132 CM3 43 CM3 H133 3H13 H 0 0 N N N 30.075 0.972 30.211 -1.007 -3.561 3.563 H133 CM3 44 CM3 H15 H15 H 0 1 N N N 32.261 1.243 26.596 0.940 0.647 3.762 H15 CM3 45 CM3 H16 H16 H 0 1 N N N 34.397 2.460 26.372 3.075 1.865 3.627 H16 CM3 46 CM3 H18 H18 H 0 1 N N N 37.152 2.187 28.656 4.874 2.069 1.310 H18 CM3 47 CM3 H19 H19 H 0 1 N N N 35.904 0.591 29.968 4.313 -0.676 0.422 H19 CM3 48 CM3 H20 H20 H 0 1 N N N 33.790 -0.657 30.181 2.178 -1.892 0.567 H20 CM3 49 CM3 H22 H22 H 0 1 N N N 33.638 -3.662 27.004 0.507 0.959 -0.068 H22 CM3 50 CM3 H23 H23 H 0 1 N N N 34.183 -4.062 24.617 0.951 0.768 -2.482 H23 CM3 51 CM3 H25 H25 H 0 1 N N N 31.451 -0.909 23.468 -1.411 -2.789 -2.628 H25 CM3 52 CM3 H26 H26 H 0 1 N N N 30.746 -0.696 25.791 -1.846 -2.594 -0.213 H26 CM3 53 CM3 H281 1H28 H 0 0 N N N 33.291 -4.716 22.500 0.349 0.910 -4.172 H281 CM3 54 CM3 H282 2H28 H 0 0 N N N 34.830 -4.014 22.707 1.798 -0.065 -3.834 H282 CM3 55 CM3 H291 1H29 H 0 0 N N N 34.933 -4.661 20.425 1.811 0.764 -6.170 H291 CM3 56 CM3 H292 2H29 H 0 0 N N N 34.608 -2.986 20.279 1.697 -1.011 -6.124 H292 CM3 57 CM3 H311 1H31 H 0 0 N N N 34.404 -4.869 18.353 -0.845 1.426 -5.348 H311 CM3 58 CM3 H312 2H31 H 0 0 N N N 33.907 -3.287 18.118 0.045 2.074 -6.745 H312 CM3 59 CM3 H321 1H32 H 0 0 N N N 31.836 -5.656 17.918 -2.405 2.426 -6.983 H321 CM3 60 CM3 H322 2H32 H 0 0 N N N 32.713 -5.189 16.583 -2.659 0.666 -6.874 H322 CM3 61 CM3 H331 1H33 H 0 0 N N N 30.645 -3.690 16.597 -1.054 2.140 -9.014 H331 CM3 62 CM3 H332 2H33 H 0 0 N N N 31.941 -2.668 16.868 -2.627 1.335 -9.236 H332 CM3 63 CM3 H341 1H34 H 0 0 N N N 30.054 -3.892 19.036 -0.694 -0.081 -9.994 H341 CM3 64 CM3 H342 2H34 H 0 0 N N N 30.308 -2.233 18.734 -1.632 -0.839 -8.683 H342 CM3 65 CM3 H351 1H35 H 0 0 N N N 32.446 -2.155 19.911 0.940 0.761 -8.321 H351 CM3 66 CM3 H352 2H35 H 0 0 N N N 31.457 -3.144 20.888 0.817 -1.012 -8.277 H352 CM3 67 # 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 CM3 C1 C2 SING N N 1 CM3 C1 C12 SING N N 2 CM3 C1 C14 SING N N 3 CM3 C1 H1 SING N N 4 CM3 C2 O3 SING N N 5 CM3 C2 C21 SING N N 6 CM3 C2 H2 SING N N 7 CM3 O3 C4 SING N N 8 CM3 C4 C5 DOUB Y N 9 CM3 C4 C11 SING Y N 10 CM3 C5 C6 SING Y N 11 CM3 C5 H5 SING N N 12 CM3 C6 C7 DOUB Y N 13 CM3 C6 H6 SING N N 14 CM3 C7 O8 SING N N 15 CM3 C7 C9 SING Y N 16 CM3 O8 HO8 SING N N 17 CM3 C9 F10 SING N N 18 CM3 C9 C11 DOUB Y N 19 CM3 C11 C12 SING N N 20 CM3 C12 C13 SING N N 21 CM3 C12 H12 SING N N 22 CM3 C13 H131 SING N N 23 CM3 C13 H132 SING N N 24 CM3 C13 H133 SING N N 25 CM3 C14 C15 DOUB Y N 26 CM3 C14 C20 SING Y N 27 CM3 C15 C16 SING Y N 28 CM3 C15 H15 SING N N 29 CM3 C16 C17 DOUB Y N 30 CM3 C16 H16 SING N N 31 CM3 C17 O18 SING N N 32 CM3 C17 C19 SING Y N 33 CM3 O18 H18 SING N N 34 CM3 C19 C20 DOUB Y N 35 CM3 C19 H19 SING N N 36 CM3 C20 H20 SING N N 37 CM3 C21 C22 DOUB Y N 38 CM3 C21 C26 SING Y N 39 CM3 C22 C23 SING Y N 40 CM3 C22 H22 SING N N 41 CM3 C23 C24 DOUB Y N 42 CM3 C23 H23 SING N N 43 CM3 C24 C25 SING Y N 44 CM3 C24 O27 SING N N 45 CM3 C25 C26 DOUB Y N 46 CM3 C25 H25 SING N N 47 CM3 C26 H26 SING N N 48 CM3 O27 C28 SING N N 49 CM3 C28 C29 SING N N 50 CM3 C28 H281 SING N N 51 CM3 C28 H282 SING N N 52 CM3 C29 N30 SING N N 53 CM3 C29 H291 SING N N 54 CM3 C29 H292 SING N N 55 CM3 N30 C31 SING N N 56 CM3 N30 C35 SING N N 57 CM3 C31 C32 SING N N 58 CM3 C31 H311 SING N N 59 CM3 C31 H312 SING N N 60 CM3 C32 C33 SING N N 61 CM3 C32 H321 SING N N 62 CM3 C32 H322 SING N N 63 CM3 C33 C34 SING N N 64 CM3 C33 H331 SING N N 65 CM3 C33 H332 SING N N 66 CM3 C34 C35 SING N N 67 CM3 C34 H341 SING N N 68 CM3 C34 H342 SING N N 69 CM3 C35 H351 SING N N 70 CM3 C35 H352 SING N N 71 # 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 CM3 SMILES ACDLabs 10.04 "Fc5c(O)ccc4OC(c2ccc(OCCN1CCCCC1)cc2)C(c3ccc(O)cc3)C(c45)C" CM3 SMILES_CANONICAL CACTVS 3.341 "C[C@H]1[C@@H]([C@@H](Oc2ccc(O)c(F)c12)c3ccc(OCCN4CCCCC4)cc3)c5ccc(O)cc5" CM3 SMILES CACTVS 3.341 "C[CH]1[CH]([CH](Oc2ccc(O)c(F)c12)c3ccc(OCCN4CCCCC4)cc3)c5ccc(O)cc5" CM3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1c2c(ccc(c2F)O)O[C@H]([C@H]1c3ccc(cc3)O)c4ccc(cc4)OCCN5CCCCC5" CM3 SMILES "OpenEye OEToolkits" 1.5.0 "CC1c2c(ccc(c2F)O)OC(C1c3ccc(cc3)O)c4ccc(cc4)OCCN5CCCCC5" CM3 InChI InChI 1.03 "InChI=1S/C29H32FNO4/c1-19-26(20-5-9-22(32)10-6-20)29(35-25-14-13-24(33)28(30)27(19)25)21-7-11-23(12-8-21)34-18-17-31-15-3-2-4-16-31/h5-14,19,26,29,32-33H,2-4,15-18H2,1H3/t19-,26+,29-/m0/s1" CM3 InChIKey InChI 1.03 KOYRLVBQHJNLQX-IFVHXUSFSA-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 CM3 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3R,4S)-5-fluoro-3-(4-hydroxyphenyl)-4-methyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]-3,4-dihydro-2H-chromen-6-ol" CM3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4S)-5-fluoro-3-(4-hydroxyphenyl)-4-methyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]chroman-6-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CM3 "Create component" 2005-01-19 RCSB CM3 "Modify descriptor" 2011-06-04 RCSB #