data_2TN # _chem_comp.id 2TN _chem_comp.name "2-(4-(2-HYDROXY-3-(ISOPROPYLAMINO)PROPOXY)PHENYL)ETHANAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C14 H22 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ATENOLOL _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-11-16 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 266.336 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2TN _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 2NUV _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 2TN O1 O1 O 0 1 N N N 16.046 19.232 12.993 4.025 1.287 8.164 O1 2TN 1 2TN C11 C11 C 0 1 N N N 15.109 18.456 12.561 3.255 1.075 9.097 C11 2TN 2 2TN N2 N2 N 0 1 N N N 14.858 18.362 11.276 3.514 1.447 10.399 N2 2TN 3 2TN C10 C10 C 0 1 N N N 14.299 17.634 13.531 1.914 0.378 8.941 C10 2TN 4 2TN C7 C7 C 0 1 Y N N 14.134 18.321 14.886 1.640 -0.098 7.554 C7 2TN 5 2TN C8 C8 C 0 1 Y N N 14.600 17.830 16.113 0.991 0.739 6.646 C8 2TN 6 2TN C9 C9 C 0 1 Y N N 14.370 18.576 17.324 0.734 0.294 5.349 C9 2TN 7 2TN C4 C4 C 0 1 Y N N 13.699 19.837 17.532 1.128 -0.985 4.968 C4 2TN 8 2TN C5 C5 C 0 1 Y N N 13.237 20.280 16.295 1.775 -1.824 5.869 C5 2TN 9 2TN C6 C6 C 0 1 Y N N 13.463 19.553 15.074 2.032 -1.379 7.166 C6 2TN 10 2TN O2 O2 O 0 1 N N N 13.555 20.303 18.807 0.874 -1.422 3.695 O2 2TN 11 2TN C1 C1 C 0 1 N N N 12.708 21.375 19.101 0.842 -0.431 2.673 C1 2TN 12 2TN C2 C2 C 0 1 N N N 12.890 22.408 20.176 1.310 -1.058 1.363 C2 2TN 13 2TN O3 O3 O 0 1 N N N 14.007 22.375 21.081 0.420 -2.122 1.025 O3 2TN 14 2TN C3 C3 C 0 1 N N N 11.679 23.332 20.198 2.743 -1.588 1.426 C3 2TN 15 2TN N1 N1 N 0 1 N N N 11.755 24.196 21.324 3.679 -0.532 1.737 N1 2TN 16 2TN C12 C12 C 0 1 N N N 10.695 25.139 21.630 5.051 -1.032 1.776 C12 2TN 17 2TN C14 C14 C 0 1 N N N 10.107 26.008 20.527 5.153 -2.129 2.826 C14 2TN 18 2TN C13 C13 C 0 1 N N N 9.638 24.313 22.422 5.990 0.127 2.080 C13 2TN 19 2TN HN21 1HN2 H 0 0 N N N 15.467 18.946 10.738 2.833 1.241 11.123 HN21 2TN 20 2TN HN22 2HN2 H 0 0 N N N 14.147 17.779 10.883 4.376 1.923 10.644 HN22 2TN 21 2TN H101 1H10 H 0 0 N N N 13.300 17.470 13.100 1.127 1.076 9.271 H101 2TN 22 2TN H102 2H10 H 0 0 N N N 14.834 16.688 13.698 1.882 -0.467 9.649 H102 2TN 23 2TN H8 H8 H 0 1 N N N 15.132 16.891 16.151 0.682 1.738 6.939 H8 2TN 24 2TN H9 H9 H 0 1 N N N 14.763 18.118 18.220 0.228 0.950 4.646 H9 2TN 25 2TN H5 H5 H 0 1 N N N 12.686 21.208 16.250 2.082 -2.823 5.572 H5 2TN 26 2TN H6 H6 H 0 1 N N N 13.067 20.010 14.179 2.538 -2.037 7.867 H6 2TN 27 2TN H11 1H1 H 0 1 N N N 12.690 21.961 18.170 -0.186 -0.065 2.588 H11 2TN 28 2TN H12A 2H1 H 0 0 N N N 11.848 20.826 19.513 1.500 0.387 2.985 H12A 2TN 29 2TN H2 H2 H 0 1 N N N 13.704 23.017 20.596 1.233 -0.318 0.559 H2 2TN 30 2TN HO3 HO3 H 0 1 N N N 14.817 22.368 20.585 0.465 -2.221 0.063 HO3 2TN 31 2TN H31 1H3 H 0 1 N N N 11.662 23.933 19.277 2.824 -2.356 2.202 H31 2TN 32 2TN H32 2H3 H 0 1 N N N 10.762 22.728 20.264 3.021 -2.045 0.471 H32 2TN 33 2TN HN1 HN1 H 0 1 N N N 11.820 23.595 22.121 3.619 0.205 1.029 HN1 2TN 34 2TN H12 H12 H 0 1 N N N 11.146 25.961 22.206 5.289 -1.445 0.790 H12 2TN 35 2TN H141 1H14 H 0 0 N N N 9.965 27.032 20.903 6.168 -2.536 2.867 H141 2TN 36 2TN H142 2H14 H 0 0 N N N 10.794 26.025 19.668 4.894 -1.754 3.823 H142 2TN 37 2TN H143 3H14 H 0 0 N N N 9.137 25.595 20.213 4.466 -2.951 2.596 H143 2TN 38 2TN H131 1H13 H 0 0 N N N 10.011 24.118 23.438 5.898 0.911 1.320 H131 2TN 39 2TN H132 2H13 H 0 0 N N N 8.697 24.880 22.479 7.032 -0.209 2.097 H132 2TN 40 2TN H133 3H13 H 0 0 N N N 9.460 23.357 21.908 5.762 0.582 3.051 H133 2TN 41 # # 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 2TN O1 C11 DOUB N N 1 2TN C11 N2 SING N N 2 2TN C11 C10 SING N N 3 2TN N2 HN21 SING N N 4 2TN N2 HN22 SING N N 5 2TN C10 C7 SING N N 6 2TN C10 H101 SING N N 7 2TN C10 H102 SING N N 8 2TN C7 C6 DOUB Y N 9 2TN C7 C8 SING Y N 10 2TN C8 C9 DOUB Y N 11 2TN C8 H8 SING N N 12 2TN C9 C4 SING Y N 13 2TN C9 H9 SING N N 14 2TN C4 C5 DOUB Y N 15 2TN C4 O2 SING N N 16 2TN C5 C6 SING Y N 17 2TN C5 H5 SING N N 18 2TN C6 H6 SING N N 19 2TN O2 C1 SING N N 20 2TN C1 C2 SING N N 21 2TN C1 H11 SING N N 22 2TN C1 H12A SING N N 23 2TN C2 C3 SING N N 24 2TN C2 O3 SING N N 25 2TN C2 H2 SING N N 26 2TN O3 HO3 SING N N 27 2TN C3 N1 SING N N 28 2TN C3 H31 SING N N 29 2TN C3 H32 SING N N 30 2TN N1 C12 SING N N 31 2TN N1 HN1 SING N N 32 2TN C12 C14 SING N N 33 2TN C12 C13 SING N N 34 2TN C12 H12 SING N N 35 2TN C14 H141 SING N N 36 2TN C14 H142 SING N N 37 2TN C14 H143 SING N N 38 2TN C13 H131 SING N N 39 2TN C13 H132 SING N N 40 2TN C13 H133 SING N N 41 # # 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 2TN SMILES ACDLabs 10.04 "O=C(N)Cc1ccc(OCC(O)CNC(C)C)cc1" 2TN SMILES_CANONICAL CACTVS 3.341 "CC(C)NC[C@@H](O)COc1ccc(CC(N)=O)cc1" 2TN SMILES CACTVS 3.341 "CC(C)NC[CH](O)COc1ccc(CC(N)=O)cc1" 2TN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)NCC(COc1ccc(cc1)CC(=O)N)O" 2TN SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)NCC(COc1ccc(cc1)CC(=O)N)O" 2TN InChI InChI 1.03 "InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)/t12-/m1/s1" 2TN InChIKey InChI 1.03 METKIMKYRPQLGS-GFCCVEGCSA-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 2TN "SYSTEMATIC NAME" ACDLabs 10.04 "2-[4-({(2R)-2-hydroxy-3-[(1-methylethyl)amino]propyl}oxy)phenyl]acetamide" 2TN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]ethanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2TN "Create component" 2006-11-16 PDBJ 2TN "Modify descriptor" 2011-06-04 RCSB 2TN "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2TN _pdbx_chem_comp_synonyms.name ATENOLOL _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##