data_G3R # _chem_comp.id G3R _chem_comp.name "2-{[2-amino-5-(1,3-benzodioxol-5-ylmethyl)[1,2,4]triazolo[1,5-c]quinazolin-8-yl]amino}ethanol" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-03 _chem_comp.pdbx_modified_date 2014-07-03 _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 378.385 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G3R _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 4CWS _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 G3R O1 O1 O 0 1 N N N 4.718 6.499 32.039 4.607 4.966 0.980 O1 G3R 1 G3R C2 C2 C 0 1 N N N 5.094 6.311 30.675 4.979 4.431 -0.292 C2 G3R 2 G3R C3 C3 C 0 1 N N N 4.467 7.437 29.864 4.744 2.919 -0.298 C3 G3R 3 G3R N4 N4 N 0 1 N N N 3.014 7.322 29.738 3.311 2.647 -0.167 N4 G3R 4 G3R C6 C6 C 0 1 Y N N 2.337 8.101 28.833 2.850 1.331 -0.147 C6 G3R 5 G3R C7 C7 C 0 1 Y N N 0.977 8.397 29.014 3.760 0.278 -0.253 C7 G3R 6 G3R C19 C19 C 0 1 Y N N 0.274 9.213 28.110 3.330 -1.017 -0.236 C19 G3R 7 G3R C8 C8 C 0 1 Y N N 3.008 8.592 27.705 1.495 1.082 -0.018 C8 G3R 8 G3R C9 C9 C 0 1 Y N N 2.309 9.384 26.783 1.036 -0.236 0.001 C9 G3R 9 G3R C18 C18 C 0 1 Y N N 0.944 9.708 26.993 1.969 -1.294 -0.112 C18 G3R 10 G3R N10 N10 N 0 1 Y N N 2.957 9.841 25.674 -0.282 -0.526 0.126 N10 G3R 11 G3R C11 C11 C 0 1 Y N N 2.322 10.613 24.779 -0.720 -1.749 0.144 C11 G3R 12 G3R N12 N12 N 0 1 Y N N 1.027 10.933 24.967 0.099 -2.831 0.042 N12 G3R 13 G3R N13 N13 N 0 1 Y N N 0.274 11.724 24.108 -0.123 -4.215 0.037 N13 G3R 14 G3R C17 C17 C 0 1 Y N N 0.351 10.494 26.018 1.452 -2.665 -0.087 C17 G3R 15 G3R N16 N16 N 0 1 Y N N -0.902 10.962 25.920 2.001 -3.860 -0.161 N16 G3R 16 G3R C14 C14 C 0 1 Y N N -0.890 11.664 24.758 1.051 -4.794 -0.091 C14 G3R 17 G3R N15 N15 N 0 1 N N N -1.993 12.328 24.276 1.269 -6.169 -0.139 N15 G3R 18 G3R C20 C20 C 0 1 N N N 3.121 11.099 23.594 -2.202 -1.979 0.286 C20 G3R 19 G3R C21 C21 C 0 1 Y N N 4.034 12.255 23.975 -2.910 -0.652 0.382 C21 G3R 20 G3R C22 C22 C 0 1 Y N N 3.483 13.408 24.507 -3.352 -0.021 -0.766 C22 G3R 21 G3R C23 C23 C 0 1 Y N N 4.347 14.443 24.814 -4.002 1.199 -0.679 C23 G3R 22 G3R O24 O24 O 0 1 N N N 4.049 15.666 25.342 -4.528 2.014 -1.640 O24 G3R 23 G3R C25 C25 C 0 1 N N N 5.257 16.377 25.590 -4.695 3.296 -1.006 C25 G3R 24 G3R O26 O26 O 0 1 N N N 6.252 15.522 25.000 -4.866 2.970 0.386 O26 G3R 25 G3R C27 C27 C 0 1 Y N N 5.678 14.351 24.604 -4.211 1.786 0.566 C27 G3R 26 G3R C28 C28 C 0 1 Y N N 6.287 13.203 24.075 -3.766 1.148 1.712 C28 G3R 27 G3R C29 C29 C 0 1 Y N N 5.419 12.159 23.769 -3.121 -0.072 1.619 C29 G3R 28 G3R H1 H1 H 0 1 N N N 5.096 5.808 32.570 4.730 5.923 1.055 H1 G3R 29 G3R H21C H21C H 0 0 N N N 6.189 6.345 30.580 4.376 4.895 -1.072 H21C G3R 30 G3R H22C H22C H 0 0 N N N 4.725 5.339 30.315 6.034 4.636 -0.478 H22C G3R 31 G3R H31C H31C H 0 0 N N N 4.700 8.393 30.356 5.110 2.498 -1.234 H31C G3R 32 G3R H32C H32C H 0 0 N N N 4.906 7.427 28.856 5.278 2.466 0.538 H32C G3R 33 G3R H4 H4 H 0 1 N N N 2.820 6.370 29.501 2.682 3.383 -0.094 H4 G3R 34 G3R H7 H7 H 0 1 N N N 0.458 7.988 29.868 4.815 0.491 -0.349 H7 G3R 35 G3R H8 H8 H 0 1 N N N 4.052 8.363 27.548 0.797 1.902 0.068 H8 G3R 36 G3R H19 H19 H 0 1 N N N -0.766 9.452 28.278 4.042 -1.826 -0.318 H19 G3R 37 G3R H201 H201 H 0 0 N N N 3.734 10.270 23.212 -2.569 -2.525 -0.583 H201 G3R 38 G3R H202 H202 H 0 0 N N N 2.428 11.435 22.809 -2.395 -2.560 1.188 H202 G3R 39 G3R H151 H151 H 0 0 N N N -1.752 12.806 23.432 0.520 -6.782 -0.077 H151 G3R 40 G3R H152 H152 H 0 0 N N N -2.723 11.670 24.090 2.171 -6.514 -0.234 H152 G3R 41 G3R H22 H22 H 0 1 N N N 2.420 13.496 24.676 -3.189 -0.479 -1.730 H22 G3R 42 G3R H29 H29 H 0 1 N N N 5.824 11.245 23.360 -2.779 -0.570 2.514 H29 G3R 43 G3R H251 H251 H 0 0 N N N 5.243 17.364 25.105 -3.807 3.913 -1.148 H251 G3R 44 G3R H252 H252 H 0 0 N N N 5.430 16.501 26.669 -5.580 3.802 -1.392 H252 G3R 45 G3R H28 H28 H 0 1 N N N 7.353 13.134 23.917 -3.925 1.601 2.679 H28 G3R 46 # 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 G3R O1 C2 SING N N 1 G3R C2 C3 SING N N 2 G3R C3 N4 SING N N 3 G3R N4 C6 SING N N 4 G3R C6 C7 SING Y N 5 G3R C6 C8 DOUB Y N 6 G3R C7 C19 DOUB Y N 7 G3R C19 C18 SING Y N 8 G3R C8 C9 SING Y N 9 G3R C9 C18 DOUB Y N 10 G3R C9 N10 SING Y N 11 G3R C18 C17 SING Y N 12 G3R N10 C11 DOUB Y N 13 G3R C11 N12 SING Y N 14 G3R C11 C20 SING N N 15 G3R N12 N13 SING Y N 16 G3R N12 C17 SING Y N 17 G3R N13 C14 DOUB Y N 18 G3R C17 N16 DOUB Y N 19 G3R N16 C14 SING Y N 20 G3R C14 N15 SING N N 21 G3R C20 C21 SING N N 22 G3R C21 C22 SING Y N 23 G3R C21 C29 DOUB Y N 24 G3R C22 C23 DOUB Y N 25 G3R C23 O24 SING N N 26 G3R C23 C27 SING Y N 27 G3R O24 C25 SING N N 28 G3R C25 O26 SING N N 29 G3R O26 C27 SING N N 30 G3R C27 C28 DOUB Y N 31 G3R C28 C29 SING Y N 32 G3R O1 H1 SING N N 33 G3R C2 H21C SING N N 34 G3R C2 H22C SING N N 35 G3R C3 H31C SING N N 36 G3R C3 H32C SING N N 37 G3R N4 H4 SING N N 38 G3R C7 H7 SING N N 39 G3R C8 H8 SING N N 40 G3R C19 H19 SING N N 41 G3R C20 H201 SING N N 42 G3R C20 H202 SING N N 43 G3R N15 H151 SING N N 44 G3R N15 H152 SING N N 45 G3R C22 H22 SING N N 46 G3R C29 H29 SING N N 47 G3R C25 H251 SING N N 48 G3R C25 H252 SING N N 49 G3R C28 H28 SING N N 50 # 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 G3R SMILES ACDLabs 12.01 "O1c2ccc(cc2OC1)Cc5nc3cc(NCCO)ccc3c4nc(nn45)N" G3R InChI InChI 1.03 "InChI=1S/C19H18N6O3/c20-19-23-18-13-3-2-12(21-5-6-26)9-14(13)22-17(25(18)24-19)8-11-1-4-15-16(7-11)28-10-27-15/h1-4,7,9,21,26H,5-6,8,10H2,(H2,20,24)" G3R InChIKey InChI 1.03 QPVNTDBWWRFMIC-UHFFFAOYSA-N G3R SMILES_CANONICAL CACTVS 3.385 "Nc1nn2c(Cc3ccc4OCOc4c3)nc5cc(NCCO)ccc5c2n1" G3R SMILES CACTVS 3.385 "Nc1nn2c(Cc3ccc4OCOc4c3)nc5cc(NCCO)ccc5c2n1" G3R SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc2c(cc1Cc3nc4cc(ccc4c5n3nc(n5)N)NCCO)OCO2" G3R SMILES "OpenEye OEToolkits" 1.7.6 "c1cc2c(cc1Cc3nc4cc(ccc4c5n3nc(n5)N)NCCO)OCO2" # 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 G3R "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[2-amino-5-(1,3-benzodioxol-5-ylmethyl)[1,2,4]triazolo[1,5-c]quinazolin-8-yl]amino}ethanol" G3R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[[2-azanyl-5-(1,3-benzodioxol-5-ylmethyl)-[1,2,4]triazolo[1,5-c]quinazolin-8-yl]amino]ethanol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G3R "Create component" 2014-04-03 EBI G3R "Initial release" 2014-07-08 RCSB #