data_GDZ # _chem_comp.id GDZ _chem_comp.name "2-(8-fluoranyl-2-methyl-imidazo[1,2-a]pyridin-6-yl)-7-(4-methylpiperazin-1-yl)pyrido[1,2-a]pyrimidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 F N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms SMN-C5 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-09-12 _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 392.429 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GDZ _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 6HMO _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 GDZ C24 C1 C 0 1 N N N 7.764 -18.664 11.017 5.666 1.524 -0.719 C24 GDZ 1 GDZ C23 C2 C 0 1 N N N 8.333 -17.956 12.251 6.767 1.570 0.345 C23 GDZ 2 GDZ N28 N1 N 0 1 N N N 9.036 -18.893 13.150 7.513 0.304 0.330 N28 GDZ 3 GDZ C29 C3 C 0 1 N N N 9.573 -18.187 14.325 8.684 0.372 1.214 C29 GDZ 4 GDZ C27 C4 C 0 1 N N N 8.115 -19.973 13.569 6.648 -0.828 0.688 C27 GDZ 5 GDZ C26 C5 C 0 1 N N N 7.552 -20.736 12.367 5.541 -0.973 -0.362 C26 GDZ 6 GDZ N25 N2 N 0 1 N N N 6.928 -19.823 11.389 4.851 0.319 -0.495 N25 GDZ 7 GDZ C13 C6 C 0 1 N N N 5.716 -20.053 10.859 3.456 0.401 -0.411 C13 GDZ 8 GDZ C14 C7 C 0 1 N N N 4.722 -19.023 10.806 2.713 -0.733 -0.337 C14 GDZ 9 GDZ C12 C8 C 0 1 N N N 5.367 -21.309 10.352 2.825 1.659 -0.397 C12 GDZ 10 GDZ C17 C9 C 0 1 N N N 4.080 -21.537 9.860 1.468 1.727 -0.315 C17 GDZ 11 GDZ C16 C10 C 0 1 N N N 3.111 -20.523 9.877 0.715 0.539 -0.245 C16 GDZ 12 GDZ N18 N3 N 0 1 N N N 1.905 -20.899 9.401 -0.612 0.611 -0.165 N18 GDZ 13 GDZ N15 N4 N 0 1 N N N 3.438 -19.248 10.371 1.353 -0.670 -0.255 N15 GDZ 14 GDZ C21 C11 C 0 1 N N N 2.422 -18.316 10.388 0.639 -1.814 -0.188 C21 GDZ 15 GDZ O22 O1 O 0 1 N N N 2.661 -17.193 10.829 1.203 -2.897 -0.196 O22 GDZ 16 GDZ C20 C12 C 0 1 N N N 1.126 -18.673 9.900 -0.752 -1.743 -0.108 C20 GDZ 17 GDZ C19 C13 C 0 1 N N N 0.897 -20.004 9.418 -1.361 -0.488 -0.097 C19 GDZ 18 GDZ C1 C14 C 0 1 Y N N -0.394 -20.453 8.952 -2.836 -0.378 -0.008 C1 GDZ 19 GDZ C7 C15 C 0 1 Y N N -1.467 -19.630 9.002 -3.427 0.849 0.004 C7 GDZ 20 GDZ C2 C16 C 0 1 Y N N -0.585 -21.779 8.416 -3.629 -1.548 0.058 C2 GDZ 21 GDZ C3 C17 C 0 1 Y N N -1.846 -22.208 7.963 -4.982 -1.438 0.134 C3 GDZ 22 GDZ F4 F1 F 0 1 N N N -2.014 -23.443 7.468 -5.753 -2.545 0.193 F4 GDZ 23 GDZ C5 C18 C 0 1 Y N N -2.926 -21.312 8.047 -5.574 -0.155 0.145 C5 GDZ 24 GDZ N11 N5 N 0 1 Y N N -4.280 -21.463 7.682 -6.837 0.240 0.210 N11 GDZ 25 GDZ N6 N6 N 0 1 Y N N -2.680 -20.068 8.570 -4.783 0.962 0.085 N6 GDZ 26 GDZ C8 C19 C 0 1 Y N N -3.865 -19.376 8.587 -5.618 2.047 0.112 C8 GDZ 27 GDZ C9 C20 C 0 1 Y N N -4.860 -20.236 8.048 -6.881 1.574 0.189 C9 GDZ 28 GDZ C10 C21 C 0 1 N N N -6.319 -19.923 7.882 -8.132 2.414 0.245 C10 GDZ 29 GDZ H24B H1 H 0 0 N N N 8.598 -19.013 10.390 5.038 2.411 -0.635 H24B GDZ 30 GDZ H24A H2 H 0 0 N N N 7.151 -17.950 10.448 6.116 1.482 -1.710 H24A GDZ 31 GDZ H23A H3 H 0 0 N N N 9.041 -17.181 11.921 7.447 2.395 0.130 H23A GDZ 32 GDZ H23B H4 H 0 0 N N N 7.506 -17.486 12.804 6.318 1.716 1.328 H23B GDZ 33 GDZ H29A H6 H 0 0 N N N 10.091 -18.904 14.979 8.358 0.573 2.234 H29A GDZ 34 GDZ H29C H7 H 0 0 N N N 10.282 -17.413 13.995 9.217 -0.578 1.184 H29C GDZ 35 GDZ H29B H8 H 0 0 N N N 8.747 -17.716 14.879 9.345 1.171 0.880 H29B GDZ 36 GDZ H27A H9 H 0 0 N N N 7.281 -19.531 14.133 7.240 -1.742 0.720 H27A GDZ 37 GDZ H27B H10 H 0 0 N N N 8.661 -20.677 14.214 6.201 -0.649 1.666 H27B GDZ 38 GDZ H26A H11 H 0 0 N N N 6.795 -21.452 12.721 5.979 -1.254 -1.320 H26A GDZ 39 GDZ H26B H12 H 0 0 N N N 8.371 -21.281 11.875 4.833 -1.738 -0.045 H26B GDZ 40 GDZ H14 H13 H 0 1 N N N 4.993 -18.026 11.122 3.204 -1.695 -0.343 H14 GDZ 41 GDZ H12 H14 H 0 1 N N N 6.096 -22.106 10.341 3.412 2.563 -0.451 H12 GDZ 42 GDZ H17 H15 H 0 1 N N N 3.827 -22.508 9.461 0.971 2.686 -0.308 H17 GDZ 43 GDZ H20 H16 H 0 1 N N N 0.327 -17.947 9.895 -1.346 -2.643 -0.054 H20 GDZ 44 GDZ H7 H18 H 0 1 N N N -1.360 -18.626 9.385 -2.817 1.738 -0.051 H7 GDZ 45 GDZ H2 H19 H 0 1 N N N 0.256 -22.455 8.362 -3.163 -2.523 0.049 H2 GDZ 46 GDZ H8 H20 H 0 1 N N N -4.014 -18.367 8.943 -5.323 3.085 0.080 H8 GDZ 47 GDZ H10C H21 H 0 0 N N N -6.833 -20.790 7.441 -8.374 2.635 1.285 H10C GDZ 48 GDZ H10B H22 H 0 0 N N N -6.759 -19.697 8.864 -7.969 3.346 -0.296 H10B GDZ 49 GDZ H10A H23 H 0 0 N N N -6.434 -19.052 7.219 -8.957 1.867 -0.212 H10A GDZ 50 # # 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 GDZ F4 C3 SING N N 1 GDZ N11 C5 DOUB Y N 2 GDZ N11 C9 SING Y N 3 GDZ C10 C9 SING N N 4 GDZ C3 C5 SING Y N 5 GDZ C3 C2 DOUB Y N 6 GDZ C5 N6 SING Y N 7 GDZ C9 C8 DOUB Y N 8 GDZ C2 C1 SING Y N 9 GDZ N6 C8 SING Y N 10 GDZ N6 C7 SING Y N 11 GDZ C1 C7 DOUB Y N 12 GDZ C1 C19 SING N N 13 GDZ N18 C19 SING N N 14 GDZ N18 C16 DOUB N N 15 GDZ C19 C20 DOUB N N 16 GDZ C17 C16 SING N N 17 GDZ C17 C12 DOUB N N 18 GDZ C16 N15 SING N N 19 GDZ C20 C21 SING N N 20 GDZ C12 C13 SING N N 21 GDZ N15 C21 SING N N 22 GDZ N15 C14 SING N N 23 GDZ C21 O22 DOUB N N 24 GDZ C14 C13 DOUB N N 25 GDZ C13 N25 SING N N 26 GDZ C24 N25 SING N N 27 GDZ C24 C23 SING N N 28 GDZ N25 C26 SING N N 29 GDZ C23 N28 SING N N 30 GDZ C26 C27 SING N N 31 GDZ N28 C27 SING N N 32 GDZ N28 C29 SING N N 33 GDZ C24 H24B SING N N 34 GDZ C24 H24A SING N N 35 GDZ C23 H23A SING N N 36 GDZ C23 H23B SING N N 37 GDZ C29 H29A SING N N 38 GDZ C29 H29C SING N N 39 GDZ C29 H29B SING N N 40 GDZ C27 H27A SING N N 41 GDZ C27 H27B SING N N 42 GDZ C26 H26A SING N N 43 GDZ C26 H26B SING N N 44 GDZ C14 H14 SING N N 45 GDZ C12 H12 SING N N 46 GDZ C17 H17 SING N N 47 GDZ C20 H20 SING N N 48 GDZ C7 H7 SING N N 49 GDZ C2 H2 SING N N 50 GDZ C8 H8 SING N N 51 GDZ C10 H10C SING N N 52 GDZ C10 H10B SING N N 53 GDZ C10 H10A 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 GDZ InChI InChI 1.03 "InChI=1S/C21H21FN6O/c1-14-11-27-12-15(9-17(22)21(27)23-14)18-10-20(29)28-13-16(3-4-19(28)24-18)26-7-5-25(2)6-8-26/h3-4,9-13H,5-8H2,1-2H3" GDZ InChIKey InChI 1.03 OCIABPGRNCLBEI-UHFFFAOYSA-N GDZ SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)C2=CN3C(=O)C=C(N=C3C=C2)c4cn5cc(C)nc5c(F)c4" GDZ SMILES CACTVS 3.385 "CN1CCN(CC1)C2=CN3C(=O)C=C(N=C3C=C2)c4cn5cc(C)nc5c(F)c4" GDZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cn2cc(cc(c2n1)F)C3=CC(=O)N4C=C(C=CC4=N3)N5CCN(CC5)C" GDZ SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cn2cc(cc(c2n1)F)C3=CC(=O)N4C=C(C=CC4=N3)N5CCN(CC5)C" # _pdbx_chem_comp_identifier.comp_id GDZ _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "2-(8-fluoranyl-2-methyl-imidazo[1,2-a]pyridin-6-yl)-7-(4-methylpiperazin-1-yl)pyrido[1,2-a]pyrimidin-4-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GDZ "Create component" 2018-09-12 EBI GDZ "Initial release" 2019-08-14 RCSB GDZ "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GDZ _pdbx_chem_comp_synonyms.name SMN-C5 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##