data_QUP # _chem_comp.id QUP _chem_comp.name "1-(5-chloro-2-methylphenyl)-4-(pyrrolo[2,1-f][1,2,4]triazin-4-yl)-1H-pyrrole-2-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H14 Cl N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-01-08 _chem_comp.pdbx_modified_date 2015-04-24 _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 351.790 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QUP _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 5AEP _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 QUP CL CL CL 0 0 N N N 33.798 17.832 -7.335 -5.213 -2.211 1.051 CL QUP 1 QUP C19 C19 C 0 1 Y N N 32.879 17.171 -5.957 -4.281 -1.081 0.118 C19 QUP 2 QUP C18 C18 C 0 1 Y N N 32.716 15.799 -5.810 -2.935 -0.911 0.382 C18 QUP 3 QUP C21 C21 C 0 1 Y N N 32.341 18.057 -5.039 -4.886 -0.355 -0.893 C21 QUP 4 QUP C22 C22 C 0 1 Y N N 31.643 17.548 -3.958 -4.147 0.545 -1.638 C22 QUP 5 QUP C23 C23 C 0 1 Y N N 31.484 16.177 -3.819 -2.803 0.723 -1.376 C23 QUP 6 QUP C24 C24 C 0 1 N N N 30.715 15.727 -2.603 -1.998 1.704 -2.189 C24 QUP 7 QUP C17 C17 C 0 1 Y N N 32.010 15.253 -4.741 -2.191 -0.008 -0.365 C17 QUP 8 QUP N16 N16 N 0 1 Y N N 31.885 13.943 -4.548 -0.827 0.167 -0.100 N16 QUP 9 QUP C12 C12 C 0 1 Y N N 30.844 13.193 -4.903 -0.255 1.301 0.438 C12 QUP 10 QUP C13 C13 C 0 1 N N N 29.608 13.613 -5.628 -0.969 2.522 0.827 C13 QUP 11 QUP N15 N15 N 0 1 N N N 29.506 14.845 -6.118 -0.284 3.579 1.307 N15 QUP 12 QUP O14 O14 O 0 1 N N N 28.687 12.818 -5.696 -2.179 2.581 0.715 O14 QUP 13 QUP C11 C11 C 0 1 Y N N 31.165 11.917 -4.433 1.089 1.090 0.546 C11 QUP 14 QUP C25 C25 C 0 1 Y N N 32.842 13.311 -3.860 0.136 -0.749 -0.324 C25 QUP 15 QUP C1 C1 C 0 1 Y N N 32.416 11.984 -3.807 1.347 -0.210 0.061 C1 QUP 16 QUP C2 C2 C 0 1 Y N N 33.092 10.856 -3.109 2.667 -0.872 -0.015 C2 QUP 17 QUP N10 N10 N 0 1 Y N N 32.528 9.622 -3.151 2.751 -2.192 -0.100 N10 QUP 18 QUP C9 C9 C 0 1 Y N N 33.047 8.568 -2.503 3.926 -2.812 -0.170 C9 QUP 19 QUP N8 N8 N 0 1 Y N N 34.145 8.709 -1.744 5.059 -2.164 -0.160 N8 QUP 20 QUP N7 N7 N 0 1 Y N N 34.729 9.979 -1.664 5.069 -0.765 -0.073 N7 QUP 21 QUP C3 C3 C 0 1 Y N N 34.225 11.040 -2.304 3.856 -0.105 -0.006 C3 QUP 22 QUP C6 C6 C 0 1 Y N N 35.816 10.287 -0.949 6.056 0.149 -0.043 C6 QUP 23 QUP C5 C5 C 0 1 Y N N 36.059 11.634 -1.131 5.510 1.391 0.049 C5 QUP 24 QUP C4 C4 C 0 1 Y N N 35.082 12.135 -1.975 4.121 1.249 0.065 C4 QUP 25 QUP H18 H18 H 0 1 N N N 33.149 15.137 -6.546 -2.462 -1.481 1.168 H18 QUP 26 QUP H21 H21 H 0 1 N N N 32.464 19.123 -5.164 -5.937 -0.492 -1.101 H21 QUP 27 QUP H22 H22 H 0 1 N N N 31.222 18.218 -3.223 -4.621 1.110 -2.427 H22 QUP 28 QUP H241 H241 H 0 0 N N N 29.645 15.662 -2.849 -2.034 2.684 -1.714 H241 QUP 29 QUP H242 H242 H 0 0 N N N 31.079 14.739 -2.284 -0.964 1.365 -2.248 H242 QUP 30 QUP H243 H243 H 0 0 N N N 30.860 16.452 -1.788 -2.416 1.771 -3.194 H243 QUP 31 QUP H25 H25 H 0 1 N N N 33.743 13.733 -3.440 -0.013 -1.735 -0.736 H25 QUP 32 QUP H11 H11 H 0 1 N N N 30.554 11.032 -4.535 1.819 1.788 0.931 H11 QUP 33 QUP H151 H151 H 0 0 N N N 28.657 15.140 -6.556 0.686 3.563 1.320 H151 QUP 34 QUP H152 H152 H 0 0 N N N 30.278 15.476 -6.048 -0.761 4.355 1.641 H152 QUP 35 QUP H9 H9 H 0 1 N N N 32.578 7.599 -2.593 3.943 -3.890 -0.237 H9 QUP 36 QUP H6 H6 H 0 1 N N N 36.396 9.608 -0.342 7.113 -0.068 -0.085 H6 QUP 37 QUP H4 H4 H 0 1 N N N 34.986 13.155 -2.318 3.393 2.044 0.132 H4 QUP 38 QUP H5 H5 H 0 1 N N N 36.869 12.198 -0.692 6.053 2.323 0.092 H5 QUP 39 # 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 QUP CL C19 SING N N 1 QUP C19 C18 SING Y N 2 QUP C19 C21 DOUB Y N 3 QUP C18 C17 DOUB Y N 4 QUP C21 C22 SING Y N 5 QUP C22 C23 DOUB Y N 6 QUP C23 C24 SING N N 7 QUP C23 C17 SING Y N 8 QUP C17 N16 SING N N 9 QUP N16 C12 SING Y N 10 QUP N16 C25 SING Y N 11 QUP C12 C13 SING N N 12 QUP C12 C11 DOUB Y N 13 QUP C13 N15 SING N N 14 QUP C13 O14 DOUB N N 15 QUP C11 C1 SING Y N 16 QUP C25 C1 DOUB Y N 17 QUP C1 C2 SING N N 18 QUP C2 N10 DOUB Y N 19 QUP C2 C3 SING Y N 20 QUP N10 C9 SING Y N 21 QUP C9 N8 DOUB Y N 22 QUP N8 N7 SING Y N 23 QUP N7 C3 SING Y N 24 QUP N7 C6 SING Y N 25 QUP C3 C4 DOUB Y N 26 QUP C6 C5 DOUB Y N 27 QUP C5 C4 SING Y N 28 QUP C18 H18 SING N N 29 QUP C21 H21 SING N N 30 QUP C22 H22 SING N N 31 QUP C24 H241 SING N N 32 QUP C24 H242 SING N N 33 QUP C24 H243 SING N N 34 QUP C25 H25 SING N N 35 QUP C11 H11 SING N N 36 QUP N15 H151 SING N N 37 QUP N15 H152 SING N N 38 QUP C9 H9 SING N N 39 QUP C6 H6 SING N N 40 QUP C4 H4 SING N N 41 QUP C5 H5 SING N N 42 # 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 QUP SMILES ACDLabs 12.01 "Clc1cc(c(cc1)C)n4c(C(=O)N)cc(c2ncnn3cccc23)c4" QUP InChI InChI 1.03 "InChI=1S/C18H14ClN5O/c1-11-4-5-13(19)8-15(11)23-9-12(7-16(23)18(20)25)17-14-3-2-6-24(14)22-10-21-17/h2-10H,1H3,(H2,20,25)" QUP InChIKey InChI 1.03 LCPNDRXSKAUPSE-UHFFFAOYSA-N QUP SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(Cl)cc1n2cc(cc2C(N)=O)c3ncnn4cccc34" QUP SMILES CACTVS 3.385 "Cc1ccc(Cl)cc1n2cc(cc2C(N)=O)c3ncnn4cccc34" QUP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1n2cc(cc2C(=O)N)c3c4cccn4ncn3)Cl" QUP SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1n2cc(cc2C(=O)N)c3c4cccn4ncn3)Cl" # 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 QUP "SYSTEMATIC NAME" ACDLabs 12.01 "1-(5-chloro-2-methylphenyl)-4-(pyrrolo[2,1-f][1,2,4]triazin-4-yl)-1H-pyrrole-2-carboxamide" QUP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-(5-chloranyl-2-methyl-phenyl)-4-pyrrolo[2,1-f][1,2,4]triazin-4-yl-pyrrole-2-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 QUP "Create component" 2015-01-08 EBI QUP "Initial release" 2015-04-29 RCSB #