data_F1D # _chem_comp.id F1D _chem_comp.name "methyl 4-(3-{(1R)-2-cyano-1-[(5-methyl-7-oxo-6,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)amino]ethyl}phenoxy)piperidine-1-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 N7 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-02-23 _chem_comp.pdbx_modified_date 2018-03-29 _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 451.478 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F1D _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 6CHN _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 F1D C1 C1 C 0 1 N N N 165.966 36.011 53.640 -8.153 -1.098 0.147 C1 F1D 1 F1D C2 C2 C 0 1 N N N 167.559 37.313 54.988 -6.775 0.610 -0.945 C2 F1D 2 F1D C3 C3 C 0 1 N N N 168.511 38.220 54.207 -5.356 0.348 -1.458 C3 F1D 3 F1D O1 O1 O 0 1 N N N 166.635 35.007 53.698 -8.371 -1.856 1.071 O1 F1D 4 F1D O2 O2 O 0 1 N N N 167.635 40.311 55.116 -3.041 0.238 -0.774 O2 F1D 5 F1D O3 O3 O 0 1 N N N 172.623 36.828 54.885 7.253 -1.105 2.514 O3 F1D 6 F1D C11 C4 C 0 1 Y N N 170.181 40.592 57.696 0.306 1.254 0.228 C11 F1D 7 F1D C12 C5 C 0 1 Y N N 169.044 40.216 56.984 -0.723 0.707 -0.513 C12 F1D 8 F1D C13 C6 C 0 1 N N R 170.501 39.952 59.043 1.723 1.174 -0.277 C13 F1D 9 F1D C14 C7 C 0 1 N N N 169.913 40.732 60.240 2.111 2.507 -0.920 C14 F1D 10 F1D C15 C8 C 0 1 N N N 170.427 42.094 60.314 3.451 2.392 -1.519 C15 F1D 11 F1D C16 C9 C 0 1 Y N N 170.340 37.579 58.157 3.850 0.270 0.610 C16 F1D 12 F1D C17 C10 C 0 1 N N N 171.703 36.145 55.324 6.981 -1.137 1.337 C17 F1D 13 F1D C18 C11 C 0 1 N N N 171.222 34.905 54.792 7.935 -1.736 0.322 C18 F1D 14 F1D C19 C12 C 0 1 N N N 170.232 34.181 55.385 7.477 -1.717 -1.122 C19 F1D 15 F1D C20 C13 C 0 1 N N N 169.683 32.907 54.824 8.345 -2.286 -2.215 C20 F1D 16 F1D C21 C14 C 0 1 Y N N 170.046 35.821 57.087 5.501 -0.673 -0.452 C21 F1D 17 F1D N5 N1 N 0 1 N N N 169.657 34.633 56.549 6.325 -1.202 -1.396 N5 F1D 18 F1D N4 N2 N 0 1 Y N N 171.026 36.533 56.496 5.815 -0.641 0.873 N4 F1D 19 F1D N3 N3 N 0 1 Y N N 171.244 37.692 57.197 4.735 -0.031 1.531 N3 F1D 20 F1D N6 N4 N 0 1 Y N N 169.576 36.446 58.153 4.305 -0.117 -0.583 N6 F1D 21 F1D N2 N5 N 0 1 N N N 170.098 38.546 59.138 2.625 0.891 0.843 N2 F1D 22 F1D N1 N6 N 0 1 N N N 170.819 43.144 60.319 4.485 2.303 -1.981 N1 F1D 23 F1D C10 C15 C 0 1 Y N N 171.022 41.564 57.155 0.035 1.880 1.431 C10 F1D 24 F1D C9 C16 C 0 1 Y N N 170.726 42.161 55.936 -1.264 1.955 1.897 C9 F1D 25 F1D C8 C17 C 0 1 Y N N 169.592 41.789 55.227 -2.296 1.404 1.162 C8 F1D 26 F1D C7 C18 C 0 1 Y N N 168.758 40.802 55.756 -2.028 0.780 -0.048 C7 F1D 27 F1D C4 C19 C 0 1 N N N 167.842 39.546 53.880 -4.370 0.450 -0.292 C4 F1D 28 F1D C5 C20 C 0 1 N N N 166.512 39.352 53.179 -4.707 -0.610 0.758 C5 F1D 29 F1D C6 C21 C 0 1 N N N 165.609 38.439 53.999 -6.119 -0.359 1.297 C6 F1D 30 F1D N N7 N 0 1 N N N 166.282 37.159 54.276 -7.058 -0.311 0.164 N F1D 31 F1D O O4 O 0 1 N N N 164.776 36.108 53.015 -9.000 -1.048 -0.898 O F1D 32 F1D C C22 C 0 1 N N N 164.305 34.899 52.368 -10.155 -1.928 -0.853 C F1D 33 F1D H1 H1 H 0 1 N N N 168.024 36.324 55.112 -6.853 1.639 -0.593 H1 F1D 34 F1D H2 H2 H 0 1 N N N 167.369 37.756 55.977 -7.492 0.444 -1.749 H2 F1D 35 F1D H3 H3 H 0 1 N N N 168.799 37.720 53.270 -5.305 -0.651 -1.891 H3 F1D 36 F1D H4 H4 H 0 1 N N N 169.409 38.408 54.813 -5.101 1.087 -2.217 H4 F1D 37 F1D H5 H5 H 0 1 N N N 168.381 39.465 57.388 -0.511 0.222 -1.455 H5 F1D 38 F1D H6 H6 H 0 1 N N N 171.595 39.987 59.156 1.801 0.378 -1.016 H6 F1D 39 F1D H7 H7 H 0 1 N N N 168.819 40.771 60.134 1.388 2.761 -1.694 H7 F1D 40 F1D H8 H8 H 0 1 N N N 170.173 40.204 61.169 2.119 3.289 -0.160 H8 F1D 41 F1D H9 H9 H 0 1 N N N 170.868 35.128 53.775 8.880 -1.196 0.385 H9 F1D 42 F1D H10 H10 H 0 1 N N N 172.095 34.238 54.738 8.123 -2.772 0.603 H10 F1D 43 F1D H11 H11 H 0 1 N N N 168.876 32.538 55.474 8.114 -3.343 -2.350 H11 F1D 44 F1D H12 H12 H 0 1 N N N 169.286 33.092 53.815 8.156 -1.751 -3.145 H12 F1D 45 F1D H13 H13 H 0 1 N N N 170.484 32.155 54.771 9.394 -2.176 -1.939 H13 F1D 46 F1D H14 H14 H 0 1 N N N 169.106 38.560 59.261 2.369 1.137 1.746 H14 F1D 47 F1D H15 H15 H 0 1 N N N 171.914 41.856 57.690 0.840 2.311 2.008 H15 F1D 48 F1D H16 H16 H 0 1 N N N 171.383 42.920 55.537 -1.473 2.444 2.837 H16 F1D 49 F1D H17 H17 H 0 1 N N N 169.359 42.256 54.281 -3.311 1.462 1.526 H17 F1D 50 F1D H18 H18 H 0 1 N N N 168.507 40.114 53.213 -4.439 1.441 0.156 H18 F1D 51 F1D H19 H19 H 0 1 N N N 166.022 40.329 53.054 -4.662 -1.600 0.304 H19 F1D 52 F1D H20 H20 H 0 1 N N N 166.685 38.899 52.192 -3.990 -0.552 1.577 H20 F1D 53 F1D H21 H21 H 0 1 N N N 165.364 38.933 54.951 -6.402 -1.167 1.972 H21 F1D 54 F1D H22 H22 H 0 1 N N N 164.683 38.247 53.437 -6.142 0.591 1.831 H22 F1D 55 F1D H23 H23 H 0 1 N N N 163.332 35.092 51.893 -9.820 -2.964 -0.796 H23 F1D 56 F1D H24 H24 H 0 1 N N N 165.031 34.586 51.603 -10.757 -1.692 0.025 H24 F1D 57 F1D H25 H25 H 0 1 N N N 164.196 34.101 53.117 -10.754 -1.788 -1.753 H25 F1D 58 # 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 F1D C O SING N N 1 F1D O C1 SING N N 2 F1D C5 C4 SING N N 3 F1D C5 C6 SING N N 4 F1D C1 O1 DOUB N N 5 F1D C1 N SING N N 6 F1D C4 C3 SING N N 7 F1D C4 O2 SING N N 8 F1D C6 N SING N N 9 F1D C3 C2 SING N N 10 F1D N C2 SING N N 11 F1D C18 C17 SING N N 12 F1D C18 C19 SING N N 13 F1D C20 C19 SING N N 14 F1D O3 C17 DOUB N N 15 F1D O2 C7 SING N N 16 F1D C8 C7 DOUB Y N 17 F1D C8 C9 SING Y N 18 F1D C17 N4 SING N N 19 F1D C19 N5 DOUB N N 20 F1D C7 C12 SING Y N 21 F1D C9 C10 DOUB Y N 22 F1D N4 C21 SING Y N 23 F1D N4 N3 SING Y N 24 F1D N5 C21 SING N N 25 F1D C12 C11 DOUB Y N 26 F1D C21 N6 DOUB Y N 27 F1D C10 C11 SING Y N 28 F1D N3 C16 DOUB Y N 29 F1D C11 C13 SING N N 30 F1D N6 C16 SING Y N 31 F1D C16 N2 SING N N 32 F1D C13 N2 SING N N 33 F1D C13 C14 SING N N 34 F1D C14 C15 SING N N 35 F1D C15 N1 TRIP N N 36 F1D C2 H1 SING N N 37 F1D C2 H2 SING N N 38 F1D C3 H3 SING N N 39 F1D C3 H4 SING N N 40 F1D C12 H5 SING N N 41 F1D C13 H6 SING N N 42 F1D C14 H7 SING N N 43 F1D C14 H8 SING N N 44 F1D C18 H9 SING N N 45 F1D C18 H10 SING N N 46 F1D C20 H11 SING N N 47 F1D C20 H12 SING N N 48 F1D C20 H13 SING N N 49 F1D N2 H14 SING N N 50 F1D C10 H15 SING N N 51 F1D C9 H16 SING N N 52 F1D C8 H17 SING N N 53 F1D C4 H18 SING N N 54 F1D C5 H19 SING N N 55 F1D C5 H20 SING N N 56 F1D C6 H21 SING N N 57 F1D C6 H22 SING N N 58 F1D C H23 SING N N 59 F1D C H24 SING N N 60 F1D C H25 SING N N 61 # 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 F1D SMILES ACDLabs 12.01 "C(=O)(N4CCC(Oc3cc(C(Nc1nn2C(=O)CC(=Nc2n1)C)CC#N)ccc3)CC4)OC" F1D InChI InChI 1.03 "InChI=1S/C22H25N7O4/c1-14-12-19(30)29-21(24-14)26-20(27-29)25-18(6-9-23)15-4-3-5-17(13-15)33-16-7-10-28(11-8-16)22(31)32-2/h3-5,13,16,18H,6-8,10-12H2,1-2H3,(H,25,27)/t18-/m1/s1" F1D InChIKey InChI 1.03 BAVCOKCQUYWPLU-GOSISDBHSA-N F1D SMILES_CANONICAL CACTVS 3.385 "COC(=O)N1CCC(CC1)Oc2cccc(c2)[C@@H](CC#N)Nc3nn4C(=O)CC(=Nc4n3)C" F1D SMILES CACTVS 3.385 "COC(=O)N1CCC(CC1)Oc2cccc(c2)[CH](CC#N)Nc3nn4C(=O)CC(=Nc4n3)C" F1D SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC1=Nc2nc(nn2C(=O)C1)N[C@H](CC#N)c3cccc(c3)OC4CCN(CC4)C(=O)OC" F1D SMILES "OpenEye OEToolkits" 2.0.6 "CC1=Nc2nc(nn2C(=O)C1)NC(CC#N)c3cccc(c3)OC4CCN(CC4)C(=O)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 F1D "SYSTEMATIC NAME" ACDLabs 12.01 "methyl 4-(3-{(1R)-2-cyano-1-[(5-methyl-7-oxo-6,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)amino]ethyl}phenoxy)piperidine-1-carboxylate" F1D "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "methyl 4-[3-[(1~{R})-2-cyano-1-[(5-methyl-7-oxidanylidene-6~{H}-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)amino]ethyl]phenoxy]piperidine-1-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F1D "Create component" 2018-02-23 RCSB F1D "Initial release" 2018-04-04 RCSB #