data_G90 # _chem_comp.id G90 _chem_comp.name "2-[(2S)-3-[[1-(1H-indol-3-yl)-2-methyl-propan-2-yl]amino]-2-oxidanyl-propoxy]benzenecarbonitrile" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C22 H25 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms BUCINDOLOL _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-03-11 _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 363.453 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G90 _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 4AMI _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 G90 N1 N1 N 0 1 N N N 6.868 -7.745 18.074 -6.689 -1.922 2.057 N1 G90 1 G90 C12 C12 C 0 1 N N N 6.198 -7.795 19.012 -6.603 -1.047 1.338 C12 G90 2 G90 C7 C7 C 0 1 Y N N 5.422 -7.889 20.019 -6.494 0.056 0.432 C7 G90 3 G90 C6 C6 C 0 1 Y N N 5.931 -8.379 21.326 -5.244 0.422 -0.087 C6 G90 4 G90 C11 C11 C 0 1 Y N N 5.038 -8.478 22.385 -5.150 1.492 -0.964 C11 G90 5 G90 C10 C10 C 0 1 Y N N 3.707 -8.110 22.212 -6.285 2.192 -1.325 C10 G90 6 G90 C9 C9 C 0 1 Y N N 3.232 -7.647 20.985 -7.521 1.834 -0.816 C9 G90 7 G90 C8 C8 C 0 1 Y N N 4.084 -7.534 19.889 -7.634 0.770 0.054 C8 G90 8 G90 O2 O2 O 0 1 N N N 7.238 -8.763 21.486 -4.130 -0.267 0.269 O2 G90 9 G90 C5 C5 C 0 1 N N N 8.286 -7.883 21.889 -2.892 0.164 -0.299 C5 G90 10 G90 C4 C4 C 0 1 N N S 9.637 -8.461 21.464 -1.758 -0.726 0.216 C4 G90 11 G90 O1 O1 O 0 1 N N N 10.169 -9.314 22.483 -1.947 -2.060 -0.259 O1 G90 12 G90 C3 C3 C 0 1 N N N 9.483 -9.246 20.166 -0.418 -0.189 -0.292 C3 G90 13 G90 N N N 0 1 N N N 10.694 -10.010 19.881 0.670 -1.043 0.201 N G90 14 G90 CA CA C 0 1 N N N 10.895 -10.701 18.618 1.975 -0.558 -0.268 CA G90 15 G90 C1 C1 C 0 1 N N N 10.709 -9.707 17.470 2.001 -0.564 -1.798 C1 G90 16 G90 C2 C2 C 0 1 N N N 9.890 -11.845 18.482 2.201 0.868 0.240 C2 G90 17 G90 CB CB C 0 1 N N N 12.325 -11.260 18.687 3.081 -1.471 0.265 CB G90 18 G90 CG CG C 0 1 Y N N 12.854 -11.791 17.368 4.419 -0.972 -0.216 CG G90 19 G90 CD2 CD2 C 0 1 Y N N 13.650 -11.069 16.348 5.240 0.065 0.413 CD2 G90 20 G90 CE3 CE3 C 0 1 Y N N 14.135 -9.771 16.271 5.092 0.865 1.547 CE3 G90 21 G90 CZ3 CZ3 C 0 1 Y N N 14.866 -9.414 15.136 6.066 1.765 1.875 CZ3 G90 22 G90 CH2 CH2 C 0 1 Y N N 15.106 -10.329 14.104 7.204 1.890 1.089 CH2 G90 23 G90 CZ2 CZ2 C 0 1 Y N N 14.628 -11.639 14.160 7.371 1.110 -0.034 CZ2 G90 24 G90 CE2 CE2 C 0 1 Y N N 13.891 -12.044 15.268 6.391 0.188 -0.387 CE2 G90 25 G90 NE1 NE1 N 0 1 Y N N 13.298 -13.201 15.644 6.265 -0.713 -1.421 NE1 G90 26 G90 CD1 CD1 C 0 1 Y N N 12.692 -13.076 16.856 5.088 -1.399 -1.299 CD1 G90 27 G90 H8 H8 H 0 1 N N N 3.707 -7.173 18.943 -8.601 0.491 0.446 H8 G90 28 G90 H11 H11 H 0 1 N N N 5.377 -8.841 23.344 -4.189 1.777 -1.365 H11 G90 29 G90 H10 H10 H 0 1 N N N 3.026 -8.185 23.047 -6.206 3.025 -2.008 H10 G90 30 G90 H9 H9 H 0 1 N N N 2.192 -7.373 20.884 -8.403 2.388 -1.104 H9 G90 31 G90 H51C H51C H 0 0 N N N 8.142 -6.902 21.413 -2.946 0.092 -1.385 H51C G90 32 G90 H52C H52C H 0 0 N N N 8.266 -7.767 22.983 -2.700 1.198 -0.012 H52C G90 33 G90 H4 H4 H 0 1 N N N 10.329 -7.625 21.284 -1.760 -0.724 1.306 H4 G90 34 G90 H1 H1 H 0 1 N N N 11.006 -9.662 22.200 -1.956 -2.138 -1.222 H1 G90 35 G90 H31C H31C H 0 0 N N N 8.633 -9.938 20.261 -0.416 -0.191 -1.383 H31C G90 36 G90 H32C H32C H 0 0 N N N 9.295 -8.545 19.340 -0.274 0.829 0.069 H32C G90 37 G90 H H H 0 1 N N N 11.456 -9.369 19.973 0.650 -1.110 1.208 H G90 38 G90 H11C H11C H 0 0 N N N 10.860 -10.222 16.510 1.213 0.086 -2.178 H11C G90 39 G90 H12C H12C H 0 0 N N N 9.691 -9.291 17.507 2.969 -0.204 -2.146 H12C G90 40 G90 H13C H13C H 0 0 N N N 11.442 -8.893 17.568 1.840 -1.580 -2.160 H13C G90 41 G90 H21C H21C H 0 0 N N N 10.049 -12.362 17.524 2.182 0.872 1.330 H21C G90 42 G90 H22C H22C H 0 0 N N N 10.030 -12.556 19.310 3.169 1.228 -0.108 H22C G90 43 G90 H23C H23C H 0 0 N N N 8.868 -11.441 18.515 1.413 1.518 -0.140 H23C G90 44 G90 HB1C HB1C H 0 0 N N N 12.993 -10.455 19.027 3.062 -1.466 1.355 HB1C G90 45 G90 HB2C HB2C H 0 0 N N N 12.339 -12.081 19.419 2.920 -2.486 -0.097 HB2C G90 46 G90 HD1 HD1 H 0 1 N N N 12.156 -13.869 17.355 4.745 -2.168 -1.976 HD1 G90 47 G90 HE3 HE3 H 0 1 N N N 13.953 -9.060 17.063 4.209 0.774 2.163 HE3 G90 48 G90 HZ3 HZ3 H 0 1 N N N 15.255 -8.410 15.052 5.951 2.384 2.753 HZ3 G90 49 G90 HH2 HH2 H 0 1 N N N 15.676 -10.013 13.243 7.965 2.606 1.361 HH2 G90 50 G90 HZ2 HZ2 H 0 1 N N N 14.828 -12.329 13.354 8.259 1.216 -0.639 HZ2 G90 51 G90 HE1 HE1 H 0 1 N N N 13.304 -14.040 15.101 6.916 -0.844 -2.128 HE1 G90 52 # # 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 G90 N1 C12 TRIP N N 1 G90 C12 C7 SING N N 2 G90 C7 C6 SING Y N 3 G90 C7 C8 DOUB Y N 4 G90 C6 C11 DOUB Y N 5 G90 C6 O2 SING N N 6 G90 C11 C10 SING Y N 7 G90 C10 C9 DOUB Y N 8 G90 C9 C8 SING Y N 9 G90 O2 C5 SING N N 10 G90 C5 C4 SING N N 11 G90 C4 O1 SING N N 12 G90 C4 C3 SING N N 13 G90 C3 N SING N N 14 G90 N CA SING N N 15 G90 CA C1 SING N N 16 G90 CA C2 SING N N 17 G90 CA CB SING N N 18 G90 CB CG SING N N 19 G90 CG CD2 SING Y N 20 G90 CG CD1 DOUB Y N 21 G90 CD2 CE3 SING Y N 22 G90 CD2 CE2 DOUB Y N 23 G90 CE3 CZ3 DOUB Y N 24 G90 CZ3 CH2 SING Y N 25 G90 CH2 CZ2 DOUB Y N 26 G90 CZ2 CE2 SING Y N 27 G90 CE2 NE1 SING Y N 28 G90 NE1 CD1 SING Y N 29 G90 C8 H8 SING N N 30 G90 C11 H11 SING N N 31 G90 C10 H10 SING N N 32 G90 C9 H9 SING N N 33 G90 C5 H51C SING N N 34 G90 C5 H52C SING N N 35 G90 C4 H4 SING N N 36 G90 O1 H1 SING N N 37 G90 C3 H31C SING N N 38 G90 C3 H32C SING N N 39 G90 N H SING N N 40 G90 C1 H11C SING N N 41 G90 C1 H12C SING N N 42 G90 C1 H13C SING N N 43 G90 C2 H21C SING N N 44 G90 C2 H22C SING N N 45 G90 C2 H23C SING N N 46 G90 CB HB1C SING N N 47 G90 CB HB2C SING N N 48 G90 CD1 HD1 SING N N 49 G90 CE3 HE3 SING N N 50 G90 CZ3 HZ3 SING N N 51 G90 CH2 HH2 SING N N 52 G90 CZ2 HZ2 SING N N 53 G90 NE1 HE1 SING N N 54 # # 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 G90 SMILES ACDLabs 12.01 "N#Cc3ccccc3OCC(O)CNC(C)(C)Cc2c1ccccc1nc2" G90 InChI InChI 1.03 "InChI=1S/C22H25N3O2/c1-22(2,11-17-13-24-20-9-5-4-8-19(17)20)25-14-18(26)15-27-21-10-6-3-7-16(21)12-23/h3-10,13,18,24-26H,11,14-15H2,1-2H3/t18-/m0/s1" G90 InChIKey InChI 1.03 FBMYKMYQHCBIGU-SFHVURJKSA-N G90 SMILES_CANONICAL CACTVS 3.385 "CC(C)(Cc1c[nH]c2ccccc12)NC[C@H](O)COc3ccccc3C#N" G90 SMILES CACTVS 3.385 "CC(C)(Cc1c[nH]c2ccccc12)NC[CH](O)COc3ccccc3C#N" G90 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)(Cc1c[nH]c2c1cccc2)NC[C@@H](COc3ccccc3C#N)O" G90 SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)(Cc1c[nH]c2c1cccc2)NCC(COc3ccccc3C#N)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 G90 "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(2S)-2-hydroxy-3-{[1-(1H-indol-3-yl)-2-methylpropan-2-yl]amino}propyl]oxy}benzonitrile" G90 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[(2S)-3-[[1-(1H-indol-3-yl)-2-methyl-propan-2-yl]amino]-2-oxidanyl-propoxy]benzenecarbonitrile" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G90 "Create component" 2012-03-11 EBI G90 "Modify descriptor" 2014-09-05 RCSB G90 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id G90 _pdbx_chem_comp_synonyms.name BUCINDOLOL _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##