data_4P4 # _chem_comp.id 4P4 _chem_comp.name "8-amino-N-[1-(cyclopropylcarbonyl)azetidin-3-yl]-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 F N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms GNE-495 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-30 _chem_comp.pdbx_modified_date 2020-06-17 _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 405.425 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4P4 _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 4ZK5 _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 4P4 C4 C1 C 0 1 Y N N -21.710 8.409 -15.886 6.133 0.128 0.214 C4 4P4 1 4P4 C5 C2 C 0 1 Y N N -20.706 9.320 -16.099 7.431 0.603 0.260 C5 4P4 2 4P4 C6 C3 C 0 1 Y N N -20.092 9.487 -17.311 7.681 1.957 0.104 C6 4P4 3 4P4 C11 C4 C 0 1 Y N N -24.943 4.481 -16.138 1.124 -0.408 -0.154 C11 4P4 4 4P4 C8 C5 C 0 1 Y N N -23.100 6.498 -16.695 3.684 0.510 -0.052 C8 4P4 5 4P4 C9 C6 C 0 1 Y N N -23.313 5.483 -17.628 2.636 1.417 -0.269 C9 4P4 6 4P4 C10 C7 C 0 1 Y N N -24.207 4.486 -17.352 1.348 0.965 -0.322 C10 4P4 7 4P4 C12 C8 C 0 1 Y N N -25.899 3.476 -15.772 -0.214 -0.996 -0.194 C12 4P4 8 4P4 C13 C9 C 0 1 Y N N -26.556 3.695 -14.557 -0.338 -2.370 -0.023 C13 4P4 9 4P4 C3 C10 C 0 1 Y N N -22.138 7.601 -16.941 5.078 1.013 0.004 C3 4P4 10 4P4 C1 C11 C 0 1 Y N N -20.521 8.700 -18.368 6.635 2.839 -0.099 C1 4P4 11 4P4 C2 C12 C 0 1 Y N N -21.532 7.769 -18.187 5.337 2.374 -0.153 C2 4P4 12 4P4 F7 F1 F 0 1 N N N -20.308 10.096 -15.052 8.457 -0.254 0.458 F7 4P4 13 4P4 N14 N1 N 0 1 Y N N -26.388 4.730 -13.726 0.710 -3.147 0.171 N14 4P4 14 4P4 C15 C13 C 0 1 Y N N -25.480 5.692 -14.047 1.952 -2.700 0.221 C15 4P4 15 4P4 C16 C14 C 0 1 Y N N -24.703 5.583 -15.262 2.224 -1.274 0.057 C16 4P4 16 4P4 N17 N2 N 0 1 Y N N -23.780 6.549 -15.553 3.459 -0.783 0.100 N17 4P4 17 4P4 N18 N3 N 0 1 N N N -25.356 6.773 -13.256 2.992 -3.580 0.429 N18 4P4 18 4P4 C19 C15 C 0 1 N N N -26.185 2.260 -16.613 -1.402 -0.154 -0.409 C19 4P4 19 4P4 O20 O1 O 0 1 N N N -25.550 2.009 -17.635 -1.277 1.047 -0.556 O20 4P4 20 4P4 N21 N4 N 0 1 N N N -27.184 1.477 -16.169 -2.627 -0.713 -0.443 N21 4P4 21 4P4 C22 C16 C 0 1 N N N -27.719 0.352 -16.934 -3.809 0.126 -0.657 C22 4P4 22 4P4 C23 C17 C 0 1 N N N -26.903 -0.972 -16.777 -5.004 -0.631 -1.265 C23 4P4 23 4P4 N24 N5 N 0 1 N N N -28.004 -1.526 -15.942 -5.838 0.117 -0.304 N24 4P4 24 4P4 C25 C18 C 0 1 N N N -28.916 -0.381 -16.195 -4.684 0.296 0.599 C25 4P4 25 4P4 C26 C19 C 0 1 N N N -27.929 -2.543 -15.055 -7.133 0.488 -0.266 C26 4P4 26 4P4 O27 O2 O 0 1 N N N -26.860 -3.049 -14.750 -7.876 0.193 -1.178 O27 4P4 27 4P4 C28 C20 C 0 1 N N N -29.241 -3.043 -14.468 -7.659 1.270 0.910 C28 4P4 28 4P4 C29 C21 C 0 1 N N N -29.249 -4.230 -13.538 -9.138 1.662 0.894 C29 4P4 29 4P4 C30 C22 C 0 1 N N N -29.392 -2.870 -12.978 -8.647 0.566 1.842 C30 4P4 30 4P4 H1 H1 H 0 1 N N N -22.165 8.318 -14.911 5.938 -0.927 0.336 H1 4P4 31 4P4 H2 H2 H 0 1 N N N -19.299 10.209 -17.439 8.696 2.324 0.140 H2 4P4 32 4P4 H3 H3 H 0 1 N N N -22.774 5.485 -18.564 2.846 2.469 -0.394 H3 4P4 33 4P4 H4 H4 H 0 1 N N N -24.355 3.691 -18.068 0.526 1.645 -0.489 H4 4P4 34 4P4 H5 H5 H 0 1 N N N -27.276 2.948 -14.257 -1.321 -2.814 -0.051 H5 4P4 35 4P4 H6 H6 H 0 1 N N N -20.064 8.813 -19.340 6.835 3.893 -0.221 H6 4P4 36 4P4 H7 H7 H 0 1 N N N -21.855 7.165 -19.022 4.521 3.065 -0.311 H7 4P4 37 4P4 H8 H8 H 0 1 N N N -25.998 6.703 -12.492 2.812 -4.527 0.538 H8 4P4 38 4P4 H9 H9 H 0 1 N N N -24.422 6.822 -12.903 3.904 -3.252 0.465 H9 4P4 39 4P4 H10 H10 H 0 1 N N N -27.580 1.674 -15.272 -2.727 -1.671 -0.325 H10 4P4 40 4P4 H11 H11 H 0 1 N N N -27.954 0.585 -17.983 -3.580 1.064 -1.162 H11 4P4 41 4P4 H12 H12 H 0 1 N N N -26.734 -1.513 -17.719 -5.200 -0.378 -2.307 H12 4P4 42 4P4 H13 H13 H 0 1 N N N -25.947 -0.854 -16.245 -4.982 -1.706 -1.084 H13 4P4 43 4P4 H14 H14 H 0 1 N N N -29.270 0.128 -15.287 -4.568 -0.507 1.327 H14 4P4 44 4P4 H15 H15 H 0 1 N N N -29.774 -0.617 -16.842 -4.624 1.289 1.044 H15 4P4 45 4P4 H16 H16 H 0 1 N N N -30.143 -2.886 -15.078 -6.957 1.973 1.359 H16 4P4 46 4P4 H17 H17 H 0 1 N N N -30.108 -4.918 -13.534 -9.409 2.622 1.333 H17 4P4 47 4P4 H18 H18 H 0 1 N N N -28.323 -4.799 -13.367 -9.731 1.354 0.033 H18 4P4 48 4P4 H19 H19 H 0 1 N N N -28.572 -2.430 -12.391 -8.917 -0.463 1.605 H19 4P4 49 4P4 H20 H20 H 0 1 N N N -30.357 -2.549 -12.558 -8.595 0.805 2.904 H20 4P4 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 4P4 C1 C2 DOUB Y N 1 4P4 C1 C6 SING Y N 2 4P4 C2 C3 SING Y N 3 4P4 O20 C19 DOUB N N 4 4P4 C9 C10 DOUB Y N 5 4P4 C9 C8 SING Y N 6 4P4 C10 C11 SING Y N 7 4P4 C6 C5 DOUB Y N 8 4P4 C3 C8 SING N N 9 4P4 C3 C4 DOUB Y N 10 4P4 C22 C23 SING N N 11 4P4 C22 C25 SING N N 12 4P4 C22 N21 SING N N 13 4P4 C23 N24 SING N N 14 4P4 C8 N17 DOUB Y N 15 4P4 C19 N21 SING N N 16 4P4 C19 C12 SING N N 17 4P4 C25 N24 SING N N 18 4P4 C11 C12 DOUB Y N 19 4P4 C11 C16 SING Y N 20 4P4 C5 C4 SING Y N 21 4P4 C5 F7 SING N N 22 4P4 N24 C26 SING N N 23 4P4 C12 C13 SING Y N 24 4P4 N17 C16 SING Y N 25 4P4 C16 C15 DOUB Y N 26 4P4 C26 O27 DOUB N N 27 4P4 C26 C28 SING N N 28 4P4 C13 N14 DOUB Y N 29 4P4 C28 C29 SING N N 30 4P4 C28 C30 SING N N 31 4P4 C15 N14 SING Y N 32 4P4 C15 N18 SING N N 33 4P4 C29 C30 SING N N 34 4P4 C4 H1 SING N N 35 4P4 C6 H2 SING N N 36 4P4 C9 H3 SING N N 37 4P4 C10 H4 SING N N 38 4P4 C13 H5 SING N N 39 4P4 C1 H6 SING N N 40 4P4 C2 H7 SING N N 41 4P4 N18 H8 SING N N 42 4P4 N18 H9 SING N N 43 4P4 N21 H10 SING N N 44 4P4 C22 H11 SING N N 45 4P4 C23 H12 SING N N 46 4P4 C23 H13 SING N N 47 4P4 C25 H14 SING N N 48 4P4 C25 H15 SING N N 49 4P4 C28 H16 SING N N 50 4P4 C29 H17 SING N N 51 4P4 C29 H18 SING N N 52 4P4 C30 H19 SING N N 53 4P4 C30 H20 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 4P4 SMILES ACDLabs 12.01 "c1c(F)cccc1c5nc2c(c(cnc2N)C(NC4CN(C(=O)C3CC3)C4)=O)cc5" 4P4 InChI InChI 1.03 "InChI=1S/C22H20FN5O2/c23-14-3-1-2-13(8-14)18-7-6-16-17(9-25-20(24)19(16)27-18)21(29)26-15-10-28(11-15)22(30)12-4-5-12/h1-3,6-9,12,15H,4-5,10-11H2,(H2,24,25)(H,26,29)" 4P4 InChIKey InChI 1.03 FYXCIBJXJYBWPX-UHFFFAOYSA-N 4P4 SMILES_CANONICAL CACTVS 3.385 "Nc1ncc(C(=O)NC2CN(C2)C(=O)C3CC3)c4ccc(nc14)c5cccc(F)c5" 4P4 SMILES CACTVS 3.385 "Nc1ncc(C(=O)NC2CN(C2)C(=O)C3CC3)c4ccc(nc14)c5cccc(F)c5" 4P4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)F)c2ccc3c(cnc(c3n2)N)C(=O)NC4CN(C4)C(=O)C5CC5" 4P4 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)F)c2ccc3c(cnc(c3n2)N)C(=O)NC4CN(C4)C(=O)C5CC5" # # 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 4P4 "SYSTEMATIC NAME" ACDLabs 12.01 "8-amino-N-[1-(cyclopropylcarbonyl)azetidin-3-yl]-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxamide" 4P4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "8-azanyl-N-(1-cyclopropylcarbonylazetidin-3-yl)-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4P4 "Create component" 2015-04-30 RCSB 4P4 "Modify synonyms" 2015-07-17 RCSB 4P4 "Initial release" 2015-09-02 RCSB 4P4 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4P4 _pdbx_chem_comp_synonyms.name GNE-495 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##