data_CM4 # _chem_comp.id CM4 _chem_comp.name "(2R,3R,4S)-3-(4-HYDROXYPHENYL)-4-METHYL-2-[4-(2-PYRROLIDIN-1-YLETHOXY)PHENYL]CHROMAN-6-OL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H31 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 445.550 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CM4 _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 1YIM _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 CM4 C1 C1 C 0 1 N N R 31.346 -0.610 28.401 0.193 1.462 2.084 C1 CM4 1 CM4 C2 C2 C 0 1 N N R 31.534 -2.030 27.862 1.138 0.445 1.430 C2 CM4 2 CM4 O3 O3 O 0 1 N N N 30.301 -2.737 28.114 0.879 -0.840 1.972 O3 CM4 3 CM4 C4 C4 C 0 1 Y N N 29.100 -2.234 27.760 1.080 -0.843 3.312 C4 CM4 4 CM4 C5 C5 C 0 1 Y N N 28.075 -3.154 27.558 1.401 -2.068 3.900 C5 CM4 5 CM4 C6 C6 C 0 1 Y N N 26.804 -2.716 27.184 1.610 -2.162 5.259 C6 CM4 6 CM4 C7 C7 C 0 1 Y N N 26.541 -1.356 27.029 1.501 -1.031 6.055 C7 CM4 7 CM4 O8 O8 O 0 1 N N N 25.299 -0.988 26.628 1.702 -1.119 7.398 O8 CM4 8 CM4 C9 C9 C 0 1 Y N N 27.570 -0.428 27.248 1.188 0.185 5.476 C9 CM4 9 CM4 C10 C10 C 0 1 Y N N 28.879 -0.858 27.613 0.980 0.280 4.109 C10 CM4 10 CM4 C11 C11 C 0 1 N N S 30.047 0.110 27.848 0.654 1.639 3.535 C11 CM4 11 CM4 C12 C12 C 0 1 N N N 29.597 1.318 28.667 1.901 2.524 3.574 C12 CM4 12 CM4 C13 C13 C 0 1 Y N N 32.667 0.154 28.235 -1.220 0.943 2.053 C13 CM4 13 CM4 C14 C14 C 0 1 Y N N 32.885 1.011 27.146 -2.087 1.358 1.059 C14 CM4 14 CM4 C15 C15 C 0 1 Y N N 34.126 1.673 27.085 -3.382 0.879 1.026 C15 CM4 15 CM4 C16 C16 C 0 1 Y N N 35.125 1.478 28.053 -3.816 -0.010 1.997 C16 CM4 16 CM4 O17 O17 O 0 1 N N N 36.307 2.147 27.956 -5.092 -0.478 1.970 O17 CM4 17 CM4 C18 C18 C 0 1 Y N N 34.906 0.609 29.123 -2.947 -0.421 2.997 C18 CM4 18 CM4 C19 C19 C 0 1 Y N N 33.644 -0.011 29.231 -1.651 0.056 3.023 C19 CM4 19 CM4 C20 C20 C 0 1 Y N N 31.927 -2.223 26.404 0.902 0.421 -0.058 C20 CM4 20 CM4 C21 C21 C 0 1 Y N N 32.898 -3.182 26.117 -0.025 -0.450 -0.596 C21 CM4 21 CM4 C22 C22 C 0 1 Y N N 33.279 -3.438 24.783 -0.247 -0.470 -1.959 C22 CM4 22 CM4 C23 C23 C 0 1 Y N N 32.769 -2.667 23.749 0.468 0.379 -2.790 C23 CM4 23 CM4 C24 C24 C 0 1 Y N N 31.790 -1.710 23.995 1.403 1.249 -2.248 C24 CM4 24 CM4 C25 C25 C 0 1 Y N N 31.390 -1.518 25.325 1.618 1.268 -0.884 C25 CM4 25 CM4 O26 O26 O 0 1 N N N 33.106 -2.918 22.471 0.255 0.358 -4.132 O26 CM4 26 CM4 C27 C27 C 0 1 N N N 33.712 -4.159 22.109 -0.749 -0.627 -4.375 C27 CM4 27 CM4 C28 C28 C 0 1 N N N 34.020 -4.188 20.612 -1.038 -0.702 -5.876 C28 CM4 28 CM4 N29 N29 N 0 1 N N N 32.797 -4.287 19.805 0.190 -1.068 -6.593 N29 CM4 29 CM4 C30 C30 C 0 1 N N N 33.208 -4.332 18.391 1.150 0.035 -6.382 C30 CM4 30 CM4 C31 C31 C 0 1 N N N 32.024 -3.801 17.581 1.832 0.234 -7.758 C31 CM4 31 CM4 C32 C32 C 0 1 N N N 31.096 -3.158 18.621 0.650 -0.013 -8.732 C32 CM4 32 CM4 C33 C33 C 0 1 N N N 31.920 -3.110 19.915 -0.155 -1.123 -8.025 C33 CM4 33 CM4 H1 H1 H 0 1 N N N 31.125 -0.643 29.493 0.252 2.415 1.557 H1 CM4 34 CM4 H2 H2 H 0 1 N N N 32.431 -2.418 28.400 2.172 0.724 1.632 H2 CM4 35 CM4 H5 H5 H 0 1 N N N 28.270 -4.231 27.694 1.487 -2.951 3.284 H5 CM4 36 CM4 H6 H6 H 0 1 N N N 26.000 -3.451 27.009 1.857 -3.115 5.703 H6 CM4 37 CM4 HO8 HO8 H 0 1 N N N 25.120 -0.061 26.522 2.644 -0.963 7.550 HO8 CM4 38 CM4 H9 H9 H 0 1 N N N 27.349 0.646 27.133 1.105 1.068 6.093 H9 CM4 39 CM4 H11 H11 H 0 1 N N N 30.366 0.508 26.857 -0.141 2.102 4.117 H11 CM4 40 CM4 H121 1H12 H 0 0 N N N 30.432 2.050 28.772 2.227 2.648 4.607 H121 CM4 41 CM4 H122 2H12 H 0 0 N N N 28.683 1.825 28.278 2.697 2.056 2.995 H122 CM4 42 CM4 H123 3H12 H 0 0 N N N 29.458 1.033 29.736 1.667 3.500 3.147 H123 CM4 43 CM4 H14 H14 H 0 1 N N N 32.114 1.158 26.371 -1.748 2.051 0.303 H14 CM4 44 CM4 H15 H15 H 0 1 N N N 34.322 2.368 26.251 -4.057 1.200 0.246 H15 CM4 45 CM4 H17 H17 H 0 1 N N N 36.983 2.015 28.611 -5.626 0.134 2.492 H17 CM4 46 CM4 H18 H18 H 0 1 N N N 35.705 0.418 29.860 -3.282 -1.114 3.754 H18 CM4 47 CM4 H19 H19 H 0 1 N N N 33.417 -0.636 30.111 -0.973 -0.262 3.801 H19 CM4 48 CM4 H21 H21 H 0 1 N N N 33.365 -3.739 26.946 -0.583 -1.111 0.050 H21 CM4 49 CM4 H22 H22 H 0 1 N N N 33.985 -4.252 24.545 -0.976 -1.148 -2.378 H22 CM4 50 CM4 H24 H24 H 0 1 N N N 31.349 -1.127 23.169 1.962 1.911 -2.893 H24 CM4 51 CM4 H25 H25 H 0 1 N N N 30.608 -0.769 25.535 2.345 1.946 -0.461 H25 CM4 52 CM4 H271 1H27 H 0 0 N N N 33.091 -5.030 22.421 -0.399 -1.598 -4.023 H271 CM4 53 CM4 H272 2H27 H 0 0 N N N 34.618 -4.372 22.723 -1.661 -0.355 -3.843 H272 CM4 54 CM4 H281 1H28 H 0 0 N N N 34.739 -5.003 20.361 -1.805 -1.454 -6.061 H281 CM4 55 CM4 H282 2H28 H 0 0 N N N 34.637 -3.311 20.308 -1.388 0.268 -6.227 H282 CM4 56 CM4 H301 1H30 H 0 0 N N N 33.552 -5.340 18.062 0.626 0.942 -6.083 H301 CM4 57 CM4 H302 2H30 H 0 0 N N N 34.161 -3.789 18.190 1.889 -0.242 -5.630 H302 CM4 58 CM4 H311 1H31 H 0 0 N N N 31.528 -4.571 16.945 2.625 -0.497 -7.911 H311 CM4 59 CM4 H312 2H31 H 0 0 N N N 32.314 -3.118 16.749 2.215 1.250 -7.861 H312 CM4 60 CM4 H321 1H32 H 0 0 N N N 30.114 -3.675 18.730 1.014 -0.358 -9.700 H321 CM4 61 CM4 H322 2H32 H 0 0 N N N 30.686 -2.169 18.310 0.048 0.887 -8.845 H322 CM4 62 CM4 H331 1H33 H 0 0 N N N 32.457 -2.148 20.086 0.114 -2.096 -8.435 H331 CM4 63 CM4 H332 2H33 H 0 0 N N N 31.312 -3.072 20.849 -1.222 -0.946 -8.156 H332 CM4 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 CM4 C1 C2 SING N N 1 CM4 C1 C11 SING N N 2 CM4 C1 C13 SING N N 3 CM4 C1 H1 SING N N 4 CM4 C2 O3 SING N N 5 CM4 C2 C20 SING N N 6 CM4 C2 H2 SING N N 7 CM4 O3 C4 SING N N 8 CM4 C4 C5 DOUB Y N 9 CM4 C4 C10 SING Y N 10 CM4 C5 C6 SING Y N 11 CM4 C5 H5 SING N N 12 CM4 C6 C7 DOUB Y N 13 CM4 C6 H6 SING N N 14 CM4 C7 O8 SING N N 15 CM4 C7 C9 SING Y N 16 CM4 O8 HO8 SING N N 17 CM4 C9 C10 DOUB Y N 18 CM4 C9 H9 SING N N 19 CM4 C10 C11 SING N N 20 CM4 C11 C12 SING N N 21 CM4 C11 H11 SING N N 22 CM4 C12 H121 SING N N 23 CM4 C12 H122 SING N N 24 CM4 C12 H123 SING N N 25 CM4 C13 C14 DOUB Y N 26 CM4 C13 C19 SING Y N 27 CM4 C14 C15 SING Y N 28 CM4 C14 H14 SING N N 29 CM4 C15 C16 DOUB Y N 30 CM4 C15 H15 SING N N 31 CM4 C16 O17 SING N N 32 CM4 C16 C18 SING Y N 33 CM4 O17 H17 SING N N 34 CM4 C18 C19 DOUB Y N 35 CM4 C18 H18 SING N N 36 CM4 C19 H19 SING N N 37 CM4 C20 C21 DOUB Y N 38 CM4 C20 C25 SING Y N 39 CM4 C21 C22 SING Y N 40 CM4 C21 H21 SING N N 41 CM4 C22 C23 DOUB Y N 42 CM4 C22 H22 SING N N 43 CM4 C23 C24 SING Y N 44 CM4 C23 O26 SING N N 45 CM4 C24 C25 DOUB Y N 46 CM4 C24 H24 SING N N 47 CM4 C25 H25 SING N N 48 CM4 O26 C27 SING N N 49 CM4 C27 C28 SING N N 50 CM4 C27 H271 SING N N 51 CM4 C27 H272 SING N N 52 CM4 C28 N29 SING N N 53 CM4 C28 H281 SING N N 54 CM4 C28 H282 SING N N 55 CM4 N29 C30 SING N N 56 CM4 N29 C33 SING N N 57 CM4 C30 C31 SING N N 58 CM4 C30 H301 SING N N 59 CM4 C30 H302 SING N N 60 CM4 C31 C32 SING N N 61 CM4 C31 H311 SING N N 62 CM4 C31 H312 SING N N 63 CM4 C32 C33 SING N N 64 CM4 C32 H321 SING N N 65 CM4 C32 H322 SING N N 66 CM4 C33 H331 SING N N 67 CM4 C33 H332 SING N N 68 # 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 CM4 SMILES ACDLabs 10.04 "Oc1ccc(cc1)C4C(c5c(OC4c3ccc(OCCN2CCCC2)cc3)ccc(O)c5)C" CM4 SMILES_CANONICAL CACTVS 3.341 "C[C@H]1[C@@H]([C@@H](Oc2ccc(O)cc12)c3ccc(OCCN4CCCC4)cc3)c5ccc(O)cc5" CM4 SMILES CACTVS 3.341 "C[CH]1[CH]([CH](Oc2ccc(O)cc12)c3ccc(OCCN4CCCC4)cc3)c5ccc(O)cc5" CM4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1c2cc(ccc2O[C@H]([C@H]1c3ccc(cc3)O)c4ccc(cc4)OCCN5CCCC5)O" CM4 SMILES "OpenEye OEToolkits" 1.5.0 "CC1c2cc(ccc2OC(C1c3ccc(cc3)O)c4ccc(cc4)OCCN5CCCC5)O" CM4 InChI InChI 1.03 "InChI=1S/C28H31NO4/c1-19-25-18-23(31)10-13-26(25)33-28(27(19)20-4-8-22(30)9-5-20)21-6-11-24(12-7-21)32-17-16-29-14-2-3-15-29/h4-13,18-19,27-28,30-31H,2-3,14-17H2,1H3/t19-,27-,28+/m1/s1" CM4 InChIKey InChI 1.03 XPVKGTWRXBSJKO-LHXLBICKSA-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 CM4 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3R,4S)-3-(4-hydroxyphenyl)-4-methyl-2-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-3,4-dihydro-2H-chromen-6-ol" CM4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4S)-3-(4-hydroxyphenyl)-4-methyl-2-[4-(2-pyrrolidin-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 CM4 "Create component" 2005-01-19 RCSB CM4 "Modify descriptor" 2011-06-04 RCSB #