data_QGS # _chem_comp.id QGS _chem_comp.name "1-[(2S)-2-{3-[(3S)-3-amino-2,3-dihydro-1-benzofuran-5-yl]-5-(propan-2-yl)phenyl}-2-hydroxyethyl]-1H-indole-7-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H28 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-10-29 _chem_comp.pdbx_modified_date 2020-06-26 _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 456.533 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QGS _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 6USY _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 QGS C1 C1 C 0 1 Y N N 35.950 3.473 -9.508 -3.094 3.130 0.401 C1 QGS 1 QGS C2 C2 C 0 1 Y N N 36.513 2.287 -9.816 -4.345 3.571 0.198 C2 QGS 2 QGS C11 C3 C 0 1 Y N N 34.583 6.131 -5.776 -0.294 -0.598 -0.478 C11 QGS 3 QGS C12 C4 C 0 1 Y N N 35.255 7.289 -5.337 -0.520 -1.963 -0.435 C12 QGS 4 QGS C13 C5 C 0 1 N N S 35.348 5.019 -6.492 -1.446 0.348 -0.701 C13 QGS 5 QGS C14 C6 C 0 1 N N N 35.351 9.523 -4.155 0.278 -4.321 -0.179 C14 QGS 6 QGS C15 C7 C 0 1 Y N N 34.865 1.491 -6.660 -4.898 -0.017 0.220 C15 QGS 7 QGS C16 C8 C 0 1 Y N N 35.179 0.139 -6.454 -6.268 -0.182 0.021 C16 QGS 8 QGS C17 C9 C 0 1 Y N N 35.951 -0.587 -7.381 -7.092 0.918 -0.132 C17 QGS 9 QGS C18 C10 C 0 1 Y N N 36.473 0.014 -8.514 -6.570 2.195 -0.104 C18 QGS 10 QGS C19 C11 C 0 1 N N N 34.601 10.864 -4.376 1.083 -5.010 -1.283 C19 QGS 11 QGS C20 C12 C 0 1 N N N 35.741 9.282 -2.672 0.708 -4.870 1.183 C20 QGS 12 QGS C21 C13 C 0 1 Y N N 28.814 7.735 -4.325 4.934 1.406 0.201 C21 QGS 13 QGS C22 C14 C 0 1 Y N N 28.331 6.469 -4.061 6.002 0.540 0.409 C22 QGS 14 QGS C23 C15 C 0 1 Y N N 29.162 5.359 -4.089 5.764 -0.833 0.443 C23 QGS 15 QGS C24 C16 C 0 1 Y N N 30.531 5.565 -4.353 4.488 -1.323 0.279 C24 QGS 16 QGS C25 C17 C 0 1 Y N N 31.019 6.853 -4.647 3.421 -0.449 0.078 C25 QGS 17 QGS C26 C18 C 0 1 Y N N 30.153 7.963 -4.603 3.657 0.924 0.035 C26 QGS 18 QGS C27 C19 C 0 1 N N S 27.657 8.693 -4.211 5.497 2.814 0.203 C27 QGS 19 QGS C28 C20 C 0 1 N N N 26.456 7.717 -4.031 7.012 2.552 0.027 C28 QGS 20 QGS N3 N1 N 0 1 Y N N 35.265 3.379 -8.362 -3.083 1.761 0.440 N3 QGS 21 QGS C4 C21 C 0 1 Y N N 35.361 2.115 -7.832 -4.354 1.278 0.265 C4 QGS 22 QGS C5 C22 C 0 1 Y N N 36.150 1.360 -8.715 -5.203 2.386 0.099 C5 QGS 23 QGS C6 C23 C 0 1 N N N 34.626 4.576 -7.791 -1.890 0.936 0.640 C6 QGS 24 QGS C7 C24 C 0 1 Y N N 34.550 8.305 -4.677 0.532 -2.836 -0.225 C7 QGS 25 QGS C8 C25 C 0 1 Y N N 33.160 8.167 -4.425 1.813 -2.350 -0.058 C8 QGS 26 QGS C9 C26 C 0 1 Y N N 32.477 7.016 -4.886 2.046 -0.977 -0.101 C9 QGS 27 QGS C10 C27 C 0 1 Y N N 33.202 6.014 -5.534 0.982 -0.102 -0.312 C10 QGS 28 QGS O29 O1 O 0 1 N N N 26.977 6.379 -3.778 7.169 1.225 0.557 O29 QGS 29 QGS N30 N2 N 0 1 N N N 27.826 9.539 -3.006 4.965 3.594 -0.922 N30 QGS 30 QGS O31 O2 O 0 1 N N N 36.708 5.393 -6.756 -1.034 1.403 -1.571 O31 QGS 31 QGS C32 C28 C 0 1 N N N 33.936 2.104 -5.656 -4.025 -1.194 0.383 C32 QGS 32 QGS O33 O3 O 0 1 N N N 34.122 1.982 -4.456 -3.984 -2.140 -0.576 O33 QGS 33 QGS O34 O4 O 0 1 N N N 32.900 2.734 -6.156 -3.343 -1.311 1.381 O34 QGS 34 QGS H1 H1 H 0 1 N N N 36.039 4.371 -10.102 -2.225 3.761 0.512 H1 QGS 35 QGS H2 H2 H 0 1 N N N 37.108 2.058 -10.688 -4.660 4.601 0.122 H2 QGS 36 QGS H3 H3 H 0 1 N N N 36.316 7.394 -5.509 -1.521 -2.347 -0.565 H3 QGS 37 QGS H4 H4 H 0 1 N N N 35.356 4.148 -5.820 -2.278 -0.193 -1.154 H4 QGS 38 QGS H5 H5 H 0 1 N N N 36.285 9.572 -4.734 -0.784 -4.513 -0.330 H5 QGS 39 QGS H6 H6 H 0 1 N N N 34.820 -0.356 -5.564 -6.688 -1.176 -0.014 H6 QGS 40 QGS H7 H7 H 0 1 N N N 36.140 -1.636 -7.205 -8.151 0.776 -0.287 H7 QGS 41 QGS H8 H8 H 0 1 N N N 37.098 -0.529 -9.207 -7.223 3.047 -0.225 H8 QGS 42 QGS H9 H9 H 0 1 N N N 35.211 11.694 -3.989 0.900 -6.084 -1.250 H9 QGS 43 QGS H10 H10 H 0 1 N N N 34.422 11.011 -5.451 0.777 -4.619 -2.254 H10 QGS 44 QGS H11 H11 H 0 1 N N N 33.638 10.838 -3.844 2.145 -4.818 -1.133 H11 QGS 45 QGS H12 H12 H 0 1 N N N 36.310 10.145 -2.297 0.135 -4.379 1.969 H12 QGS 46 QGS H13 H13 H 0 1 N N N 34.830 9.154 -2.069 0.525 -5.944 1.216 H13 QGS 47 QGS H14 H14 H 0 1 N N N 36.359 8.375 -2.598 1.770 -4.677 1.334 H14 QGS 48 QGS H15 H15 H 0 1 N N N 28.772 4.367 -3.914 6.585 -1.516 0.599 H15 QGS 49 QGS H16 H16 H 0 1 N N N 31.212 4.727 -4.330 4.313 -2.389 0.307 H16 QGS 50 QGS H17 H17 H 0 1 N N N 30.521 8.963 -4.781 2.836 1.610 -0.120 H17 QGS 51 QGS H18 H18 H 0 1 N N N 27.539 9.295 -5.124 5.296 3.313 1.151 H18 QGS 52 QGS H19 H19 H 0 1 N N N 25.839 8.041 -3.180 7.289 2.583 -1.026 H19 QGS 53 QGS H20 H20 H 0 1 N N N 25.844 7.710 -4.945 7.597 3.269 0.603 H20 QGS 54 QGS H21 H21 H 0 1 N N N 34.671 5.394 -8.525 -2.120 0.127 1.333 H21 QGS 55 QGS H22 H22 H 0 1 N N N 33.575 4.348 -7.560 -1.088 1.549 1.051 H22 QGS 56 QGS H23 H23 H 0 1 N N N 32.627 8.935 -3.885 2.634 -3.033 0.105 H23 QGS 57 QGS H24 H24 H 0 1 N N N 32.687 5.122 -5.859 1.157 0.964 -0.347 H24 QGS 58 QGS H25 H25 H 0 1 N N N 27.057 10.174 -2.933 5.339 4.531 -0.922 H25 QGS 59 QGS H26 H26 H 0 1 N N N 27.857 8.958 -2.193 5.148 3.132 -1.801 H26 QGS 60 QGS H28 H28 H 0 1 N N N 37.127 5.660 -5.946 -0.296 1.928 -1.231 H28 QGS 61 QGS H29 H29 H 0 1 N N N 33.416 2.405 -3.981 -3.397 -2.893 -0.425 H29 QGS 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 QGS C2 C1 DOUB Y N 1 QGS C2 C5 SING Y N 2 QGS C1 N3 SING Y N 3 QGS C5 C18 DOUB Y N 4 QGS C5 C4 SING Y N 5 QGS C18 C17 SING Y N 6 QGS N3 C4 SING Y N 7 QGS N3 C6 SING N N 8 QGS C4 C15 DOUB Y N 9 QGS C6 C13 SING N N 10 QGS C17 C16 DOUB Y N 11 QGS O31 C13 SING N N 12 QGS C15 C16 SING Y N 13 QGS C15 C32 SING N N 14 QGS C13 C11 SING N N 15 QGS O34 C32 DOUB N N 16 QGS C11 C10 DOUB Y N 17 QGS C11 C12 SING Y N 18 QGS C32 O33 SING N N 19 QGS C10 C9 SING Y N 20 QGS C12 C7 DOUB Y N 21 QGS C9 C25 SING N N 22 QGS C9 C8 DOUB Y N 23 QGS C7 C8 SING Y N 24 QGS C7 C14 SING N N 25 QGS C25 C26 DOUB Y N 26 QGS C25 C24 SING Y N 27 QGS C26 C21 SING Y N 28 QGS C19 C14 SING N N 29 QGS C24 C23 DOUB Y N 30 QGS C21 C27 SING N N 31 QGS C21 C22 DOUB Y N 32 QGS C27 C28 SING N N 33 QGS C27 N30 SING N N 34 QGS C14 C20 SING N N 35 QGS C23 C22 SING Y N 36 QGS C22 O29 SING N N 37 QGS C28 O29 SING N N 38 QGS C1 H1 SING N N 39 QGS C2 H2 SING N N 40 QGS C12 H3 SING N N 41 QGS C13 H4 SING N N 42 QGS C14 H5 SING N N 43 QGS C16 H6 SING N N 44 QGS C17 H7 SING N N 45 QGS C18 H8 SING N N 46 QGS C19 H9 SING N N 47 QGS C19 H10 SING N N 48 QGS C19 H11 SING N N 49 QGS C20 H12 SING N N 50 QGS C20 H13 SING N N 51 QGS C20 H14 SING N N 52 QGS C23 H15 SING N N 53 QGS C24 H16 SING N N 54 QGS C26 H17 SING N N 55 QGS C27 H18 SING N N 56 QGS C28 H19 SING N N 57 QGS C28 H20 SING N N 58 QGS C6 H21 SING N N 59 QGS C6 H22 SING N N 60 QGS C8 H23 SING N N 61 QGS C10 H24 SING N N 62 QGS N30 H25 SING N N 63 QGS N30 H26 SING N N 64 QGS O31 H28 SING N N 65 QGS O33 H29 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 QGS SMILES ACDLabs 12.01 "c1n(c2c(cccc2c1)C(O)=O)CC(c5cc(c4ccc3c(C(CO3)N)c4)cc(c5)C(C)C)O" QGS InChI InChI 1.03 "InChI=1S/C28H28N2O4/c1-16(2)19-10-20(18-6-7-26-23(13-18)24(29)15-34-26)12-21(11-19)25(31)14-30-9-8-17-4-3-5-22(27(17)30)28(32)33/h3-13,16,24-25,31H,14-15,29H2,1-2H3,(H,32,33)/t24-,25-/m1/s1" QGS InChIKey InChI 1.03 GOERAAJVARXHDP-JWQCQUIFSA-N QGS SMILES_CANONICAL CACTVS 3.385 "CC(C)c1cc(cc(c1)c2ccc3OC[C@@H](N)c3c2)[C@H](O)Cn4ccc5cccc(C(O)=O)c45" QGS SMILES CACTVS 3.385 "CC(C)c1cc(cc(c1)c2ccc3OC[CH](N)c3c2)[CH](O)Cn4ccc5cccc(C(O)=O)c45" QGS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)c1cc(cc(c1)[C@@H](Cn2ccc3c2c(ccc3)C(=O)O)O)c4ccc5c(c4)[C@@H](CO5)N" QGS SMILES "OpenEye OEToolkits" 2.0.7 "CC(C)c1cc(cc(c1)C(Cn2ccc3c2c(ccc3)C(=O)O)O)c4ccc5c(c4)C(CO5)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 QGS "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(2S)-2-{3-[(3S)-3-amino-2,3-dihydro-1-benzofuran-5-yl]-5-(propan-2-yl)phenyl}-2-hydroxyethyl]-1H-indole-7-carboxylic acid" QGS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-[(2~{S})-2-[3-[(3~{S})-3-azanyl-2,3-dihydro-1-benzofuran-5-yl]-5-propan-2-yl-phenyl]-2-oxidanyl-ethyl]indole-7-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QGS "Create component" 2019-10-29 RCSB QGS "Initial release" 2020-07-01 RCSB ##