data_AWZ # _chem_comp.id AWZ _chem_comp.name "~{N}-[(1~{R})-1-[5-(6,7-dihydro-5~{H}-pyrrolo[1,2-a]imidazol-3-yl)thiophen-2-yl]ethyl]-6,7-dimethoxy-2-methyl-quinazolin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H25 N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-29 _chem_comp.pdbx_modified_date 2019-02-01 _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 435.542 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AWZ _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 5OVG _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 AWZ C4 C1 C 0 1 Y N N 2.446 -30.864 46.472 4.476 -0.378 0.145 C4 AWZ 1 AWZ C14 C2 C 0 1 Y N N -0.003 -35.444 43.007 -2.141 -2.859 0.648 C14 AWZ 2 AWZ C6 C3 C 0 1 Y N N 4.253 -32.021 45.534 4.135 -2.654 0.045 C6 AWZ 3 AWZ C11 C4 C 0 1 N N R 1.808 -33.693 42.496 0.060 -2.385 -0.491 C11 AWZ 4 AWZ C7 C5 C 0 1 N N N 5.732 -32.423 45.605 4.712 -4.045 0.090 C7 AWZ 5 AWZ C9 C6 C 0 1 Y N N 2.163 -32.126 44.429 2.261 -1.319 -0.184 C9 AWZ 6 AWZ C12 C7 C 0 1 N N N 1.263 -33.475 41.068 0.059 -2.853 -1.948 C12 AWZ 7 AWZ C13 C8 C 0 1 Y N N 1.245 -34.960 43.128 -1.348 -2.057 -0.068 C13 AWZ 8 AWZ C3 C9 C 0 1 Y N N 1.611 -31.296 45.431 3.086 -0.178 -0.042 C3 AWZ 9 AWZ C23 C10 C 0 1 N N N -0.386 -39.887 47.968 -6.831 2.519 -0.212 C23 AWZ 10 AWZ C24 C11 C 0 1 N N N -1.665 -39.131 47.632 -5.822 2.732 -1.363 C24 AWZ 11 AWZ C25 C12 C 0 1 N N N -1.149 -37.957 46.804 -4.617 1.891 -0.889 C25 AWZ 12 AWZ N19 N1 N 0 1 Y N N 0.130 -38.408 46.215 -5.180 0.858 -0.008 N19 AWZ 13 AWZ C20 C13 C 0 1 Y N N 0.590 -39.494 46.848 -6.435 1.188 0.395 C20 AWZ 14 AWZ N21 N2 N 0 1 Y N N 1.741 -39.845 46.270 -6.889 0.240 1.177 N21 AWZ 15 AWZ C22 C14 C 0 1 Y N N 1.997 -38.985 45.287 -5.967 -0.719 1.306 C22 AWZ 16 AWZ C18 C15 C 0 1 Y N N 0.995 -38.109 45.247 -4.877 -0.359 0.569 C18 AWZ 17 AWZ C16 C16 C 0 1 Y N N 0.857 -37.014 44.400 -3.624 -1.119 0.419 C16 AWZ 18 AWZ S17 S1 S 0 1 Y N N 2.124 -35.939 44.141 -2.195 -0.562 -0.442 S17 AWZ 19 AWZ C15 C17 C 0 1 Y N N -0.213 -36.579 43.712 -3.395 -2.351 0.920 C15 AWZ 20 AWZ N10 N3 N 0 1 N N N 1.429 -32.560 43.386 0.899 -1.190 -0.363 N10 AWZ 21 AWZ N8 N4 N 0 1 Y N N 3.476 -32.454 44.514 2.829 -2.516 -0.126 N8 AWZ 22 AWZ N5 N5 N 0 1 Y N N 3.739 -31.234 46.500 4.948 -1.634 0.178 N5 AWZ 23 AWZ C26 C18 C 0 1 Y N N 1.944 -30.053 47.487 5.318 0.733 0.283 C26 AWZ 24 AWZ C2 C19 C 0 1 Y N N 0.268 -30.885 45.433 2.566 1.122 -0.082 C2 AWZ 25 AWZ C1 C20 C 0 1 Y N N -0.247 -30.067 46.456 3.405 2.190 0.060 C1 AWZ 26 AWZ O30 O1 O 0 1 N N N -1.558 -29.646 46.483 2.899 3.452 0.022 O30 AWZ 27 AWZ C31 C21 C 0 1 N N N -2.536 -30.407 45.751 1.489 3.580 -0.169 C31 AWZ 28 AWZ C27 C22 C 0 1 Y N N 0.606 -29.644 47.486 4.782 2.000 0.240 C27 AWZ 29 AWZ O28 O2 O 0 1 N N N 0.128 -28.850 48.496 5.597 3.079 0.379 O28 AWZ 30 AWZ C29 C23 C 0 1 N N N 0.907 -27.656 48.698 6.990 2.821 0.560 C29 AWZ 31 AWZ H1 H1 H 0 1 N N N -0.765 -34.972 42.405 -1.826 -3.836 0.985 H1 AWZ 32 AWZ H2 H2 H 0 1 N N N 2.904 -33.772 42.449 0.456 -3.176 0.145 H2 AWZ 33 AWZ H3 H3 H 0 1 N N N 5.980 -33.062 44.745 4.714 -4.404 1.120 H3 AWZ 34 AWZ H4 H4 H 0 1 N N N 6.359 -31.519 45.583 4.105 -4.710 -0.525 H4 AWZ 35 AWZ H5 H5 H 0 1 N N N 5.917 -32.976 46.538 5.733 -4.028 -0.291 H5 AWZ 36 AWZ H6 H6 H 0 1 N N N 1.692 -32.553 40.648 -0.337 -2.062 -2.584 H6 AWZ 37 AWZ H7 H7 H 0 1 N N N 1.541 -34.330 40.435 1.078 -3.090 -2.254 H7 AWZ 38 AWZ H8 H8 H 0 1 N N N 0.167 -33.386 41.103 -0.564 -3.742 -2.043 H8 AWZ 39 AWZ H9 H9 H 0 1 N N N -0.563 -40.973 47.968 -6.740 3.316 0.526 H9 AWZ 40 AWZ H10 H10 H 0 1 N N N 0.003 -39.579 48.950 -7.848 2.474 -0.600 H10 AWZ 41 AWZ H11 H11 H 0 1 N N N -2.171 -38.782 48.544 -6.218 2.351 -2.304 H11 AWZ 42 AWZ H12 H12 H 0 1 N N N -2.354 -39.757 47.047 -5.551 3.784 -1.454 H12 AWZ 43 AWZ H13 H13 H 0 1 N N N -0.986 -37.079 47.446 -4.121 1.429 -1.742 H13 AWZ 44 AWZ H14 H14 H 0 1 N N N -1.867 -37.703 46.011 -3.914 2.516 -0.338 H14 AWZ 45 AWZ H15 H15 H 0 1 N N N 2.861 -38.996 44.639 -6.067 -1.621 1.891 H15 AWZ 46 AWZ H16 H16 H 0 1 N N N -1.162 -37.094 43.721 -4.134 -2.896 1.489 H16 AWZ 47 AWZ H17 H17 H 0 1 N N N 1.326 -31.769 42.783 0.496 -0.308 -0.405 H17 AWZ 48 AWZ H18 H18 H 0 1 N N N 2.597 -29.735 48.286 6.380 0.595 0.422 H18 AWZ 49 AWZ H19 H19 H 0 1 N N N -0.383 -31.203 44.633 1.507 1.278 -0.224 H19 AWZ 50 AWZ H20 H20 H 0 1 N N N -3.527 -29.945 45.872 1.207 3.122 -1.117 H20 AWZ 51 AWZ H21 H21 H 0 1 N N N -2.266 -30.421 44.685 0.965 3.079 0.646 H21 AWZ 52 AWZ H22 H22 H 0 1 N N N -2.562 -31.437 46.136 1.218 4.635 -0.180 H22 AWZ 53 AWZ H23 H23 H 0 1 N N N 0.471 -27.067 49.519 7.136 2.226 1.461 H23 AWZ 54 AWZ H24 H24 H 0 1 N N N 1.941 -27.932 48.954 7.373 2.274 -0.302 H24 AWZ 55 AWZ H25 H25 H 0 1 N N N 0.905 -27.057 47.776 7.525 3.765 0.657 H25 AWZ 56 # 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 AWZ C12 C11 SING N N 1 AWZ C11 C13 SING N N 2 AWZ C11 N10 SING N N 3 AWZ C14 C13 DOUB Y N 4 AWZ C14 C15 SING Y N 5 AWZ C13 S17 SING Y N 6 AWZ N10 C9 SING N N 7 AWZ C15 C16 DOUB Y N 8 AWZ S17 C16 SING Y N 9 AWZ C16 C18 SING N N 10 AWZ C9 N8 DOUB Y N 11 AWZ C9 C3 SING Y N 12 AWZ N8 C6 SING Y N 13 AWZ C18 C22 DOUB Y N 14 AWZ C18 N19 SING Y N 15 AWZ C22 N21 SING Y N 16 AWZ C3 C2 SING Y N 17 AWZ C3 C4 DOUB Y N 18 AWZ C2 C1 DOUB Y N 19 AWZ C6 C7 SING N N 20 AWZ C6 N5 DOUB Y N 21 AWZ C31 O30 SING N N 22 AWZ N19 C25 SING N N 23 AWZ N19 C20 SING Y N 24 AWZ N21 C20 DOUB Y N 25 AWZ C1 O30 SING N N 26 AWZ C1 C27 SING Y N 27 AWZ C4 N5 SING Y N 28 AWZ C4 C26 SING Y N 29 AWZ C25 C24 SING N N 30 AWZ C20 C23 SING N N 31 AWZ C27 C26 DOUB Y N 32 AWZ C27 O28 SING N N 33 AWZ C24 C23 SING N N 34 AWZ O28 C29 SING N N 35 AWZ C14 H1 SING N N 36 AWZ C11 H2 SING N N 37 AWZ C7 H3 SING N N 38 AWZ C7 H4 SING N N 39 AWZ C7 H5 SING N N 40 AWZ C12 H6 SING N N 41 AWZ C12 H7 SING N N 42 AWZ C12 H8 SING N N 43 AWZ C23 H9 SING N N 44 AWZ C23 H10 SING N N 45 AWZ C24 H11 SING N N 46 AWZ C24 H12 SING N N 47 AWZ C25 H13 SING N N 48 AWZ C25 H14 SING N N 49 AWZ C22 H15 SING N N 50 AWZ C15 H16 SING N N 51 AWZ N10 H17 SING N N 52 AWZ C26 H18 SING N N 53 AWZ C2 H19 SING N N 54 AWZ C31 H20 SING N N 55 AWZ C31 H21 SING N N 56 AWZ C31 H22 SING N N 57 AWZ C29 H23 SING N N 58 AWZ C29 H24 SING N N 59 AWZ C29 H25 SING N N 60 # 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 AWZ InChI InChI 1.03 "InChI=1S/C23H25N5O2S/c1-13(20-7-8-21(31-20)17-12-24-22-6-5-9-28(17)22)25-23-15-10-18(29-3)19(30-4)11-16(15)26-14(2)27-23/h7-8,10-13H,5-6,9H2,1-4H3,(H,25,26,27)/t13-/m1/s1" AWZ InChIKey InChI 1.03 XRGDXPBYPNBGJI-CYBMUJFWSA-N AWZ SMILES_CANONICAL CACTVS 3.385 "COc1cc2nc(C)nc(N[C@H](C)c3sc(cc3)c4cnc5CCCn45)c2cc1OC" AWZ SMILES CACTVS 3.385 "COc1cc2nc(C)nc(N[CH](C)c3sc(cc3)c4cnc5CCCn45)c2cc1OC" AWZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1nc2cc(c(cc2c(n1)N[C@H](C)c3ccc(s3)c4cnc5n4CCC5)OC)OC" AWZ SMILES "OpenEye OEToolkits" 2.0.6 "Cc1nc2cc(c(cc2c(n1)NC(C)c3ccc(s3)c4cnc5n4CCC5)OC)OC" # 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 AWZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(1~{R})-1-[5-(6,7-dihydro-5~{H}-pyrrolo[1,2-a]imidazol-3-yl)thiophen-2-yl]ethyl]-6,7-dimethoxy-2-methyl-quinazolin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AWZ "Create component" 2017-08-29 EBI AWZ "Initial release" 2019-02-06 RCSB #