data_5B4 # _chem_comp.id 5B4 _chem_comp.name ;N-(2,5-difluoro-4-{[2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl]oxy}phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxam ide ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H20 F3 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "ALTIRATINIB ANALOG DP-4157" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-31 _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 507.464 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5B4 _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 5DG5 _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 5B4 C1 C1 C 0 1 Y N N 2.654 34.173 4.402 0.650 -0.072 -2.501 C1 5B4 1 5B4 C2 C2 C 0 1 Y N N 2.852 32.830 4.618 1.705 0.379 -1.718 C2 5B4 2 5B4 C3 C3 C 0 1 Y N N 2.183 31.884 3.842 1.606 0.347 -0.336 C3 5B4 3 5B4 C4 C4 C 0 1 Y N N 1.290 32.305 2.864 0.456 -0.134 0.265 C4 5B4 4 5B4 C5 C5 C 0 1 Y N N 1.074 33.725 2.640 -0.600 -0.585 -0.518 C5 5B4 5 5B4 O9 O1 O 0 1 N N N 3.759 32.450 5.578 2.836 0.850 -2.308 O9 5B4 6 5B4 C10 C6 C 0 1 Y N N 3.558 31.354 6.385 3.818 1.335 -1.506 C10 5B4 7 5B4 C11 C7 C 0 1 Y N N 4.623 30.532 6.698 4.692 0.475 -0.851 C11 5B4 8 5B4 C12 C8 C 0 1 Y N N 4.432 29.441 7.532 5.685 1.012 -0.039 C12 5B4 9 5B4 C14 C9 C 0 1 Y N N 2.154 29.958 7.730 4.988 3.167 -0.503 C14 5B4 10 5B4 C16 C10 C 0 1 Y N N 5.559 28.530 7.838 6.626 0.108 0.668 C16 5B4 11 5B4 C15 C11 C 0 1 Y N N 2.309 31.067 6.910 3.979 2.708 -1.324 C15 5B4 12 5B4 F37 F1 F 0 1 N N N -6.248 30.337 -2.752 -8.454 3.456 1.104 F37 5B4 13 5B4 C34 C12 C 0 1 Y N N -5.457 31.336 -2.305 -7.475 2.536 0.959 C34 5B4 14 5B4 C33 C13 C 0 1 Y N N -4.875 31.265 -1.043 -7.616 1.516 0.034 C33 5B4 15 5B4 C32 C14 C 0 1 Y N N -4.068 32.304 -0.584 -6.616 0.575 -0.115 C32 5B4 16 5B4 C35 C15 C 0 1 Y N N -5.231 32.441 -3.109 -6.329 2.619 1.733 C35 5B4 17 5B4 C36 C16 C 0 1 Y N N -4.420 33.481 -2.662 -5.327 1.679 1.586 C36 5B4 18 5B4 C31 C17 C 0 1 Y N N -3.825 33.423 -1.401 -5.469 0.652 0.663 C31 5B4 19 5B4 N30 N1 N 0 1 N N N -2.970 34.436 -1.028 -4.454 -0.301 0.513 N30 5B4 20 5B4 C26 C18 C 0 1 N N N -2.125 34.309 0.014 -4.769 -1.583 0.241 C26 5B4 21 5B4 O27 O2 O 0 1 N N N -2.007 33.273 0.629 -5.924 -1.895 0.044 O27 5B4 22 5B4 C25 C19 C 0 1 N N N -1.333 35.555 0.488 -3.685 -2.629 0.181 C25 5B4 23 5B4 C29 C20 C 0 1 N N N -2.052 36.908 0.502 -4.111 -4.073 -0.088 C29 5B4 24 5B4 C28 C21 C 0 1 N N N -1.026 36.598 -0.598 -3.638 -3.663 1.308 C28 5B4 25 5B4 C23 C22 C 0 1 N N N -0.177 35.357 1.451 -2.372 -2.171 -0.399 C23 5B4 26 5B4 O24 O3 O 0 1 N N N 0.334 36.315 1.989 -1.860 -2.793 -1.307 O24 5B4 27 5B4 N22 N2 N 0 1 N N N 0.188 34.088 1.672 -1.766 -1.071 0.090 N22 5B4 28 5B4 C6 C23 C 0 1 Y N N 1.772 34.634 3.425 -0.502 -0.547 -1.903 C6 5B4 29 5B4 F7 F2 F 0 1 N N N 3.325 35.042 5.152 0.747 -0.041 -3.849 F7 5B4 30 5B4 F8 F3 F 0 1 N N N 0.627 31.423 2.112 0.360 -0.165 1.612 F8 5B4 31 5B4 N13 N3 N 0 1 Y N N 3.202 29.163 8.013 5.799 2.326 0.110 N13 5B4 32 5B4 C20 C24 C 0 1 Y N N 5.574 27.569 8.839 7.645 0.489 1.493 C20 5B4 33 5B4 N19 N4 N 0 1 Y N N 6.735 26.941 8.741 8.256 -0.629 1.928 N19 5B4 34 5B4 C21 C25 C 0 1 N N N 7.356 25.837 9.509 9.404 -0.682 2.838 C21 5B4 35 5B4 N18 N5 N 0 1 Y N N 7.504 27.439 7.689 7.606 -1.733 1.363 N18 5B4 36 5B4 C17 C26 C 0 1 Y N N 6.768 28.430 7.125 6.628 -1.300 0.614 C17 5B4 37 5B4 H1 H1 H 0 1 N N N 2.358 30.830 4.000 2.427 0.697 0.273 H1 5B4 38 5B4 H2 H2 H 0 1 N N N 5.603 30.739 6.294 4.601 -0.595 -0.971 H2 5B4 39 5B4 H3 H3 H 0 1 N N N 1.183 29.731 8.145 5.113 4.229 -0.357 H3 5B4 40 5B4 H4 H4 H 0 1 N N N 1.464 31.700 6.684 3.321 3.405 -1.822 H4 5B4 41 5B4 H5 H5 H 0 1 N N N -5.049 30.402 -0.417 -8.508 1.455 -0.571 H5 5B4 42 5B4 H6 H6 H 0 1 N N N -3.628 32.250 0.401 -6.727 -0.221 -0.837 H6 5B4 43 5B4 H7 H7 H 0 1 N N N -5.686 32.496 -4.087 -6.219 3.418 2.451 H7 5B4 44 5B4 H8 H8 H 0 1 N N N -4.250 34.339 -3.296 -4.433 1.744 2.189 H8 5B4 45 5B4 H9 H9 H 0 1 N N N -2.976 35.291 -1.546 -3.525 -0.039 0.606 H9 5B4 46 5B4 H10 H10 H 0 1 N N N -1.816 37.648 1.281 -5.176 -4.267 -0.222 H10 5B4 47 5B4 H11 H11 H 0 1 N N N -3.122 36.964 0.255 -3.442 -4.693 -0.685 H11 5B4 48 5B4 H12 H12 H 0 1 N N N -0.055 37.115 -0.606 -2.657 -4.012 1.630 H12 5B4 49 5B4 H13 H13 H 0 1 N N N -1.361 36.431 -1.632 -4.391 -3.586 2.092 H13 5B4 50 5B4 H14 H14 H 0 1 N N N -0.209 33.372 1.098 -2.136 -0.616 0.862 H14 5B4 51 5B4 H15 H15 H 0 1 N N N 1.632 35.695 3.279 -1.323 -0.897 -2.511 H15 5B4 52 5B4 H16 H16 H 0 1 N N N 4.792 27.372 9.557 7.912 1.503 1.750 H16 5B4 53 5B4 H17 H17 H 0 1 N N N 8.346 25.609 9.088 9.049 -0.732 3.867 H17 5B4 54 5B4 H18 H18 H 0 1 N N N 7.466 26.139 10.561 10.002 -1.566 2.617 H18 5B4 55 5B4 H19 H19 H 0 1 N N N 6.717 24.944 9.448 10.013 0.212 2.706 H19 5B4 56 5B4 H20 H20 H 0 1 N N N 7.059 29.035 6.279 5.944 -1.913 0.046 H20 5B4 57 # # 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 5B4 C35 C36 DOUB Y N 1 5B4 C35 C34 SING Y N 2 5B4 F37 C34 SING N N 3 5B4 C36 C31 SING Y N 4 5B4 C34 C33 DOUB Y N 5 5B4 C31 N30 SING N N 6 5B4 C31 C32 DOUB Y N 7 5B4 C33 C32 SING Y N 8 5B4 N30 C26 SING N N 9 5B4 C28 C25 SING N N 10 5B4 C28 C29 SING N N 11 5B4 C26 C25 SING N N 12 5B4 C26 O27 DOUB N N 13 5B4 C25 C29 SING N N 14 5B4 C25 C23 SING N N 15 5B4 C23 N22 SING N N 16 5B4 C23 O24 DOUB N N 17 5B4 N22 C5 SING N N 18 5B4 F8 C4 SING N N 19 5B4 C5 C4 DOUB Y N 20 5B4 C5 C6 SING Y N 21 5B4 C4 C3 SING Y N 22 5B4 C6 C1 DOUB Y N 23 5B4 C3 C2 DOUB Y N 24 5B4 C1 C2 SING Y N 25 5B4 C1 F7 SING N N 26 5B4 C2 O9 SING N N 27 5B4 O9 C10 SING N N 28 5B4 C10 C11 DOUB Y N 29 5B4 C10 C15 SING Y N 30 5B4 C11 C12 SING Y N 31 5B4 C15 C14 DOUB Y N 32 5B4 C17 N18 DOUB Y N 33 5B4 C17 C16 SING Y N 34 5B4 C12 C16 SING N N 35 5B4 C12 N13 DOUB Y N 36 5B4 N18 N19 SING Y N 37 5B4 C14 N13 SING Y N 38 5B4 C16 C20 DOUB Y N 39 5B4 N19 C20 SING Y N 40 5B4 N19 C21 SING N N 41 5B4 C3 H1 SING N N 42 5B4 C11 H2 SING N N 43 5B4 C14 H3 SING N N 44 5B4 C15 H4 SING N N 45 5B4 C33 H5 SING N N 46 5B4 C32 H6 SING N N 47 5B4 C35 H7 SING N N 48 5B4 C36 H8 SING N N 49 5B4 N30 H9 SING N N 50 5B4 C29 H10 SING N N 51 5B4 C29 H11 SING N N 52 5B4 C28 H12 SING N N 53 5B4 C28 H13 SING N N 54 5B4 N22 H14 SING N N 55 5B4 C6 H15 SING N N 56 5B4 C20 H16 SING N N 57 5B4 C21 H17 SING N N 58 5B4 C21 H18 SING N N 59 5B4 C21 H19 SING N N 60 5B4 C17 H20 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 5B4 SMILES ACDLabs 12.01 "c3(c(Oc2cc(c1cn(C)nc1)ncc2)cc(c(c3)NC(C5(C(Nc4ccc(F)cc4)=O)CC5)=O)F)F" 5B4 InChI InChI 1.03 "InChI=1S/C26H20F3N5O3/c1-34-14-15(13-31-34)21-10-18(6-9-30-21)37-23-12-19(28)22(11-20(23)29)33-25(36)26(7-8-26)24(35)32-17-4-2-16(27)3-5-17/h2-6,9-14H,7-8H2,1H3,(H,32,35)(H,33,36)" 5B4 InChIKey InChI 1.03 YLLMKENFMVEIDG-UHFFFAOYSA-N 5B4 SMILES_CANONICAL CACTVS 3.385 "Cn1cc(cn1)c2cc(Oc3cc(F)c(NC(=O)C4(CC4)C(=O)Nc5ccc(F)cc5)cc3F)ccn2" 5B4 SMILES CACTVS 3.385 "Cn1cc(cn1)c2cc(Oc3cc(F)c(NC(=O)C4(CC4)C(=O)Nc5ccc(F)cc5)cc3F)ccn2" 5B4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cn1cc(cn1)c2cc(ccn2)Oc3cc(c(cc3F)NC(=O)C4(CC4)C(=O)Nc5ccc(cc5)F)F" 5B4 SMILES "OpenEye OEToolkits" 1.9.2 "Cn1cc(cn1)c2cc(ccn2)Oc3cc(c(cc3F)NC(=O)C4(CC4)C(=O)Nc5ccc(cc5)F)F" # # 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 5B4 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(2,5-difluoro-4-{[2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl]oxy}phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide" 5B4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N1'-[2,5-bis(fluoranyl)-4-[2-(1-methylpyrazol-4-yl)pyridin-4-yl]oxy-phenyl]-N1-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5B4 "Create component" 2015-08-31 RCSB 5B4 "Initial release" 2016-08-31 RCSB 5B4 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 5B4 _pdbx_chem_comp_synonyms.name "ALTIRATINIB ANALOG DP-4157" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##