data_AIT # _chem_comp.id AIT _chem_comp.name "(2S,3R)-3-(4-HYDROXYPHENYL)-2-(4-{[(2R)-2-PYRROLIDIN-1-YLPROPYL]OXY}PHENYL)-2,3-DIHYDRO-1,4-BENZOXATHIIN-6-OL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H29 N O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "COMPOUND 19" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-10-12 _chem_comp.pdbx_modified_date 2021-03-01 _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 463.588 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AIT _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 1XPC _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 AIT C1 C1 C 0 1 N N R 31.236 -0.323 28.913 2.325 -0.281 1.611 C1 AIT 1 AIT C2 C2 C 0 1 N N S 31.356 -1.721 28.289 1.680 0.941 0.935 C2 AIT 2 AIT O3 O3 O 0 1 N N N 30.137 -2.473 28.544 2.100 0.994 -0.413 O3 AIT 3 AIT C4 C4 C 0 1 Y N N 28.957 -1.955 28.101 3.417 1.258 -0.556 C4 AIT 4 AIT C5 C5 C 0 1 Y N N 28.057 -2.972 27.751 3.770 1.930 -1.731 C5 AIT 5 AIT C6 C6 C 0 1 Y N N 26.816 -2.612 27.291 5.083 2.233 -2.011 C6 AIT 6 AIT C7 C7 C 0 1 Y N N 26.485 -1.249 27.158 6.085 1.870 -1.123 C7 AIT 7 AIT O8 O8 O 0 1 N N N 25.224 -1.018 26.753 7.385 2.156 -1.400 O8 AIT 8 AIT C9 C9 C 0 1 Y N N 27.386 -0.250 27.554 5.749 1.215 0.048 C9 AIT 9 AIT C10 C10 C 0 1 Y N N 28.676 -0.587 27.984 4.419 0.920 0.340 C10 AIT 10 AIT S11 S11 S 0 1 N N N 29.720 0.483 28.356 4.071 0.140 1.886 S11 AIT 11 AIT C12 C12 C 0 1 Y N N 32.545 0.383 28.630 2.219 -1.484 0.708 C12 AIT 12 AIT C13 C13 C 0 1 Y N N 32.740 1.243 27.538 3.077 -1.616 -0.368 C13 AIT 13 AIT C14 C14 C 0 1 Y N N 33.997 1.825 27.360 2.982 -2.718 -1.196 C14 AIT 14 AIT C15 C15 C 0 1 Y N N 35.061 1.584 28.253 2.025 -3.691 -0.948 C15 AIT 15 AIT O16 O16 O 0 1 N N N 36.277 2.150 28.098 1.930 -4.775 -1.761 O16 AIT 16 AIT C17 C17 C 0 1 Y N N 34.861 0.737 29.356 1.166 -3.555 0.133 C17 AIT 17 AIT C18 C18 C 0 1 Y N N 33.591 0.175 29.528 1.268 -2.455 0.962 C18 AIT 18 AIT C19 C19 C 0 1 Y N N 31.705 -1.873 26.820 0.179 0.817 0.992 C19 AIT 19 AIT C20 C20 C 0 1 Y N N 32.608 -2.871 26.435 -0.535 1.514 1.950 C20 AIT 20 AIT C21 C21 C 0 1 Y N N 32.989 -3.136 25.101 -1.910 1.402 2.004 C21 AIT 21 AIT C22 C22 C 0 1 Y N N 32.495 -2.305 24.090 -2.576 0.589 1.098 C22 AIT 22 AIT C23 C23 C 0 1 Y N N 31.595 -1.290 24.458 -1.856 -0.113 0.142 C23 AIT 23 AIT C24 C24 C 0 1 Y N N 31.188 -1.092 25.767 -0.481 0.007 0.087 C24 AIT 24 AIT O25 O25 O 0 1 N N N 32.788 -2.467 22.787 -3.929 0.477 1.149 O25 AIT 25 AIT C26 C26 C 0 1 N N N 33.298 -3.729 22.321 -4.310 -0.417 0.102 C26 AIT 26 AIT C27 C27 C 0 1 N N R 33.697 -3.668 20.822 -5.830 -0.588 0.105 C27 AIT 27 AIT C28 C28 C 0 1 N N N 34.626 -4.843 20.606 -6.290 -1.042 1.492 C28 AIT 28 AIT N29 N29 N 0 1 N N N 32.571 -3.881 19.896 -6.467 0.693 -0.228 N29 AIT 29 AIT C30 C30 C 0 1 N N N 32.706 -3.184 18.588 -6.073 1.017 -1.611 C30 AIT 30 AIT C31 C31 C 0 1 N N N 31.264 -2.908 18.105 -7.357 1.007 -2.467 C31 AIT 31 AIT C32 C32 C 0 1 N N N 30.374 -3.451 19.222 -8.477 1.239 -1.419 C32 AIT 32 AIT C33 C33 C 0 1 N N N 31.325 -3.359 20.448 -7.927 0.462 -0.196 C33 AIT 33 AIT H1 H1 H 0 1 N N N 31.110 -0.326 30.021 1.835 -0.485 2.563 H1 AIT 34 AIT H2 H2 H 0 1 N N N 32.266 -2.110 28.802 1.991 1.850 1.450 H2 AIT 35 AIT H5 H5 H 0 1 N N N 28.321 -4.040 27.836 2.999 2.216 -2.431 H5 AIT 36 AIT H6 H6 H 0 1 N N N 26.096 -3.406 27.032 5.334 2.754 -2.924 H6 AIT 37 AIT HO8 HO8 H 0 1 N N N 25.001 -0.099 26.663 7.566 3.029 -1.026 HO8 AIT 38 AIT H9 H9 H 0 1 N N N 27.078 0.809 27.527 6.525 0.929 0.743 H9 AIT 39 AIT H13 H13 H 0 1 N N N 31.920 1.458 26.832 3.822 -0.858 -0.561 H13 AIT 40 AIT H14 H14 H 0 1 N N N 34.153 2.490 26.494 3.652 -2.821 -2.037 H14 AIT 41 AIT H16 H16 H 0 1 N N N 36.994 1.988 28.700 2.512 -5.453 -1.393 H16 AIT 42 AIT H17 H17 H 0 1 N N N 35.677 0.520 30.066 0.420 -4.312 0.328 H17 AIT 43 AIT H18 H18 H 0 1 N N N 33.406 -0.460 30.411 0.600 -2.349 1.803 H18 AIT 44 AIT H20 H20 H 0 1 N N N 33.048 -3.489 27.235 -0.016 2.146 2.655 H20 AIT 45 AIT H21 H21 H 0 1 N N N 33.660 -3.976 24.853 -2.468 1.946 2.752 H21 AIT 46 AIT H23 H23 H 0 1 N N N 31.189 -0.618 23.684 -2.372 -0.746 -0.565 H23 AIT 47 AIT H24 H24 H 0 1 N N N 30.444 -0.304 25.973 0.079 -0.536 -0.660 H24 AIT 48 AIT H261 1H26 H 0 0 N N N 32.577 -4.556 22.517 -3.835 -1.386 0.261 H261 AIT 49 AIT H262 2H26 H 0 0 N N N 34.145 -4.084 22.953 -3.992 -0.010 -0.858 H262 AIT 50 AIT H27 H27 H 0 1 N N N 34.125 -2.659 20.618 -6.113 -1.337 -0.635 H27 AIT 51 AIT H281 1H28 H 0 0 N N N 34.191 -5.822 20.916 -6.055 -0.269 2.223 H281 AIT 52 AIT H282 2H28 H 0 0 N N N 34.913 -4.799 19.529 -7.366 -1.215 1.479 H282 AIT 53 AIT H283 3H28 H 0 0 N N N 35.497 -4.861 21.302 -5.777 -1.965 1.761 H283 AIT 54 AIT H301 1H30 H 0 0 N N N 33.325 -3.742 17.847 -5.612 2.004 -1.644 H301 AIT 55 AIT H302 2H30 H 0 0 N N N 33.343 -2.270 18.634 -5.374 0.267 -1.982 H302 AIT 56 AIT H311 1H31 H 0 0 N N N 31.034 -3.326 17.097 -7.339 1.816 -3.197 H311 AIT 57 AIT H312 2H31 H 0 0 N N N 31.068 -1.841 17.845 -7.484 0.044 -2.960 H312 AIT 58 AIT H321 1H32 H 0 0 N N N 29.936 -4.459 19.034 -8.585 2.300 -1.191 H321 AIT 59 AIT H322 2H32 H 0 0 N N N 29.393 -2.935 19.341 -9.422 0.816 -1.758 H322 AIT 60 AIT H331 1H33 H 0 0 N N N 31.400 -2.350 20.916 -8.146 -0.601 -0.293 H331 AIT 61 AIT H332 2H33 H 0 0 N N N 30.963 -3.872 21.369 -8.354 0.856 0.726 H332 AIT 62 # # 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 AIT C1 C2 SING N N 1 AIT C1 S11 SING N N 2 AIT C1 C12 SING N N 3 AIT C1 H1 SING N N 4 AIT C2 O3 SING N N 5 AIT C2 C19 SING N N 6 AIT C2 H2 SING N N 7 AIT O3 C4 SING N N 8 AIT C4 C5 DOUB Y N 9 AIT C4 C10 SING Y N 10 AIT C5 C6 SING Y N 11 AIT C5 H5 SING N N 12 AIT C6 C7 DOUB Y N 13 AIT C6 H6 SING N N 14 AIT C7 O8 SING N N 15 AIT C7 C9 SING Y N 16 AIT O8 HO8 SING N N 17 AIT C9 C10 DOUB Y N 18 AIT C9 H9 SING N N 19 AIT C10 S11 SING N N 20 AIT C12 C13 DOUB Y N 21 AIT C12 C18 SING Y N 22 AIT C13 C14 SING Y N 23 AIT C13 H13 SING N N 24 AIT C14 C15 DOUB Y N 25 AIT C14 H14 SING N N 26 AIT C15 O16 SING N N 27 AIT C15 C17 SING Y N 28 AIT O16 H16 SING N N 29 AIT C17 C18 DOUB Y N 30 AIT C17 H17 SING N N 31 AIT C18 H18 SING N N 32 AIT C19 C20 DOUB Y N 33 AIT C19 C24 SING Y N 34 AIT C20 C21 SING Y N 35 AIT C20 H20 SING N N 36 AIT C21 C22 DOUB Y N 37 AIT C21 H21 SING N N 38 AIT C22 C23 SING Y N 39 AIT C22 O25 SING N N 40 AIT C23 C24 DOUB Y N 41 AIT C23 H23 SING N N 42 AIT C24 H24 SING N N 43 AIT O25 C26 SING N N 44 AIT C26 C27 SING N N 45 AIT C26 H261 SING N N 46 AIT C26 H262 SING N N 47 AIT C27 C28 SING N N 48 AIT C27 N29 SING N N 49 AIT C27 H27 SING N N 50 AIT C28 H281 SING N N 51 AIT C28 H282 SING N N 52 AIT C28 H283 SING N N 53 AIT N29 C30 SING N N 54 AIT N29 C33 SING N N 55 AIT C30 C31 SING N N 56 AIT C30 H301 SING N N 57 AIT C30 H302 SING N N 58 AIT C31 C32 SING N N 59 AIT C31 H311 SING N N 60 AIT C31 H312 SING N N 61 AIT C32 C33 SING N N 62 AIT C32 H321 SING N N 63 AIT C32 H322 SING N N 64 AIT C33 H331 SING N N 65 AIT C33 H332 SING N N 66 # # 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 AIT SMILES ACDLabs 10.04 "O2c5c(SC(c1ccc(O)cc1)C2c4ccc(OCC(N3CCCC3)C)cc4)cc(O)cc5" AIT SMILES_CANONICAL CACTVS 3.341 "C[C@H](COc1ccc(cc1)[C@@H]2Oc3ccc(O)cc3S[C@@H]2c4ccc(O)cc4)N5CCCC5" AIT SMILES CACTVS 3.341 "C[CH](COc1ccc(cc1)[CH]2Oc3ccc(O)cc3S[CH]2c4ccc(O)cc4)N5CCCC5" AIT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H](COc1ccc(cc1)[C@H]2[C@H](Sc3cc(ccc3O2)O)c4ccc(cc4)O)N5CCCC5" AIT SMILES "OpenEye OEToolkits" 1.5.0 "CC(COc1ccc(cc1)C2C(Sc3cc(ccc3O2)O)c4ccc(cc4)O)N5CCCC5" AIT InChI InChI 1.03 "InChI=1S/C27H29NO4S/c1-18(28-14-2-3-15-28)17-31-23-11-6-19(7-12-23)26-27(20-4-8-21(29)9-5-20)33-25-16-22(30)10-13-24(25)32-26/h4-13,16,18,26-27,29-30H,2-3,14-15,17H2,1H3/t18-,26+,27-/m1/s1" AIT InChIKey InChI 1.03 UZOOIPXOYYJULJ-BLIZRMSTSA-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 AIT "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3R)-3-(4-hydroxyphenyl)-2-(4-{[(2R)-2-pyrrolidin-1-ylpropyl]oxy}phenyl)-2,3-dihydro-1,4-benzoxathiin-6-ol" AIT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R)-3-(4-hydroxyphenyl)-2-[4-[(2R)-2-pyrrolidin-1-ylpropoxy]phenyl]-2,3-dihydro-1,4-benzoxathiin-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 AIT "Create component" 2004-10-12 RCSB AIT "Modify descriptor" 2011-06-04 RCSB AIT "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AIT _pdbx_chem_comp_synonyms.name "COMPOUND 19" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##