data_4RQ # _chem_comp.id 4RQ _chem_comp.name "N-(3,5-dichlorobenzyl)-N'-(5-fluoro-1H-imidazo[4,5-b]pyridin-2-yl)propane-1,3-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H16 Cl2 F N5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-15 _chem_comp.pdbx_modified_date 2016-04-29 _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 368.236 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4RQ _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 4ZT3 _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 4RQ N1 N1 N 0 1 N N N 128.993 119.348 -12.039 -2.779 0.014 -0.733 N1 4RQ 1 4RQ N2 N2 N 0 1 N N N 127.832 117.445 -8.384 2.002 0.005 0.313 N2 4RQ 2 4RQ C3 C1 C 0 1 Y N N 129.156 121.832 -14.384 -6.029 -0.003 0.686 C3 4RQ 3 4RQ C4 C2 C 0 1 Y N N 129.331 120.240 -12.980 -4.124 0.009 -0.438 C4 4RQ 4 4RQ C5 C3 C 0 1 N N N 129.929 118.459 -11.367 -1.791 0.009 0.349 C5 4RQ 5 4RQ C6 C4 C 0 1 N N N 129.230 117.500 -10.427 -0.382 0.010 -0.246 C6 4RQ 6 4RQ C7 C5 C 0 1 N N N 128.929 118.127 -9.081 0.649 0.004 0.885 C7 4RQ 7 4RQ C10 C6 C 0 1 Y N N 127.567 120.577 -7.215 5.023 1.198 0.468 C10 4RQ 8 4RQ C12 C7 C 0 1 Y N N 125.558 121.918 -7.282 6.917 0.002 -0.384 C12 4RQ 9 4RQ C15 C8 C 0 1 Y N N 130.520 121.464 -14.336 -6.291 0.006 -0.695 C15 4RQ 10 4RQ CL1 CL1 CL 0 0 N N N 123.080 120.847 -7.433 7.077 -2.700 -0.460 CL1 4RQ 11 4RQ C13 C9 C 0 1 Y N N 124.820 120.750 -7.296 6.286 -1.196 -0.103 C13 4RQ 12 4RQ C11 C10 C 0 1 Y N N 126.934 121.803 -7.259 6.286 1.199 -0.099 C11 4RQ 13 4RQ CL CL2 CL 0 0 N N N 127.903 123.244 -7.356 7.077 2.704 -0.452 CL 4RQ 14 4RQ C14 C11 C 0 1 Y N N 125.420 119.505 -7.256 5.021 -1.197 0.458 C14 4RQ 15 4RQ C9 C12 C 0 1 Y N N 126.809 119.410 -7.208 4.393 0.000 0.748 C9 4RQ 16 4RQ C8 C13 C 0 1 N N N 127.489 118.066 -7.099 3.021 -0.001 1.372 C8 4RQ 17 4RQ N N3 N 0 1 Y N N 128.417 121.035 -13.513 -4.651 -0.002 0.821 N 4RQ 18 4RQ N3 N4 N 0 1 Y N N 130.594 120.433 -13.428 -5.090 0.014 -1.325 N3 4RQ 19 4RQ N4 N5 N 0 1 Y N N 131.522 122.069 -14.997 -7.549 0.007 -1.134 N4 4RQ 20 4RQ C C14 C 0 1 Y N N 131.059 123.179 -15.755 -8.569 -0.001 -0.300 C 4RQ 21 4RQ F F1 F 0 1 N N N 132.034 123.847 -16.414 -9.827 -0.001 -0.792 F 4RQ 22 4RQ C2 C15 C 0 1 Y N N 128.795 122.934 -15.160 -7.088 -0.017 1.582 C2 4RQ 23 4RQ C1 C16 C 0 1 Y N N 129.765 123.625 -15.858 -8.377 -0.011 1.074 C1 4RQ 24 4RQ H1 H1 H 0 1 N N N 128.557 119.878 -11.312 -2.485 0.018 -1.658 H1 4RQ 25 4RQ H2 H2 H 0 1 N N N 127.023 117.462 -8.971 2.130 -0.774 -0.315 H2 4RQ 26 4RQ H4 H4 H 0 1 N N N 130.473 117.878 -12.126 -1.925 0.896 0.968 H4 4RQ 27 4RQ H5 H5 H 0 1 N N N 130.642 119.066 -10.789 -1.927 -0.883 0.960 H5 4RQ 28 4RQ H6 H6 H 0 1 N N N 128.283 117.181 -10.888 -0.248 -0.878 -0.864 H6 4RQ 29 4RQ H7 H7 H 0 1 N N N 129.876 116.623 -10.272 -0.246 0.902 -0.857 H7 4RQ 30 4RQ H8 H8 H 0 1 N N N 129.833 118.075 -8.456 0.513 -0.888 1.496 H8 4RQ 31 4RQ H9 H9 H 0 1 N N N 128.650 119.180 -9.235 0.515 0.891 1.503 H9 4RQ 32 4RQ H10 H10 H 0 1 N N N 128.645 120.524 -7.186 4.532 2.133 0.695 H10 4RQ 33 4RQ H11 H11 H 0 1 N N N 125.077 122.885 -7.289 7.902 0.003 -0.826 H11 4RQ 34 4RQ H12 H12 H 0 1 N N N 124.815 118.611 -7.262 4.526 -2.132 0.674 H12 4RQ 35 4RQ H13 H13 H 0 1 N N N 126.816 117.385 -6.558 2.904 0.887 1.993 H13 4RQ 36 4RQ H14 H14 H 0 1 N N N 128.417 118.198 -6.524 2.901 -0.893 1.986 H14 4RQ 37 4RQ H15 H15 H 0 1 N N N 127.433 121.058 -13.334 -4.153 -0.006 1.653 H15 4RQ 38 4RQ H17 H17 H 0 1 N N N 127.762 123.245 -15.214 -6.912 -0.025 2.647 H17 4RQ 39 4RQ H18 H18 H 0 1 N N N 129.515 124.484 -16.463 -9.226 -0.018 1.743 H18 4RQ 40 # 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 4RQ F C SING N N 1 4RQ C1 C DOUB Y N 2 4RQ C1 C2 SING Y N 3 4RQ C N4 SING Y N 4 4RQ C2 C3 DOUB Y N 5 4RQ N4 C15 DOUB Y N 6 4RQ C3 C15 SING Y N 7 4RQ C3 N SING Y N 8 4RQ C15 N3 SING Y N 9 4RQ N C4 SING Y N 10 4RQ N3 C4 DOUB Y N 11 4RQ C4 N1 SING N N 12 4RQ N1 C5 SING N N 13 4RQ C5 C6 SING N N 14 4RQ C6 C7 SING N N 15 4RQ C7 N2 SING N N 16 4RQ N2 C8 SING N N 17 4RQ CL1 C13 SING N N 18 4RQ CL C11 SING N N 19 4RQ C13 C12 DOUB Y N 20 4RQ C13 C14 SING Y N 21 4RQ C12 C11 SING Y N 22 4RQ C11 C10 DOUB Y N 23 4RQ C14 C9 DOUB Y N 24 4RQ C10 C9 SING Y N 25 4RQ C9 C8 SING N N 26 4RQ N1 H1 SING N N 27 4RQ N2 H2 SING N N 28 4RQ C5 H4 SING N N 29 4RQ C5 H5 SING N N 30 4RQ C6 H6 SING N N 31 4RQ C6 H7 SING N N 32 4RQ C7 H8 SING N N 33 4RQ C7 H9 SING N N 34 4RQ C10 H10 SING N N 35 4RQ C12 H11 SING N N 36 4RQ C14 H12 SING N N 37 4RQ C8 H13 SING N N 38 4RQ C8 H14 SING N N 39 4RQ N H15 SING N N 40 4RQ C2 H17 SING N N 41 4RQ C1 H18 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 4RQ SMILES ACDLabs 12.01 "N(CCCNCc1cc(cc(Cl)c1)Cl)c2nc3c(n2)nc(F)cc3" 4RQ InChI InChI 1.03 "InChI=1S/C16H16Cl2FN5/c17-11-6-10(7-12(18)8-11)9-20-4-1-5-21-16-22-13-2-3-14(19)23-15(13)24-16/h2-3,6-8,20H,1,4-5,9H2,(H2,21,22,23,24)" 4RQ InChIKey InChI 1.03 PLEWLGWDDKXXIA-UHFFFAOYSA-N 4RQ SMILES_CANONICAL CACTVS 3.385 "Fc1ccc2[nH]c(NCCCNCc3cc(Cl)cc(Cl)c3)nc2n1" 4RQ SMILES CACTVS 3.385 "Fc1ccc2[nH]c(NCCCNCc3cc(Cl)cc(Cl)c3)nc2n1" 4RQ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(nc2c1[nH]c(n2)NCCCNCc3cc(cc(c3)Cl)Cl)F" 4RQ SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(nc2c1[nH]c(n2)NCCCNCc3cc(cc(c3)Cl)Cl)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 4RQ "SYSTEMATIC NAME" ACDLabs 12.01 "N-(3,5-dichlorobenzyl)-N'-(5-fluoro-1H-imidazo[4,5-b]pyridin-2-yl)propane-1,3-diamine" 4RQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[[3,5-bis(chloranyl)phenyl]methyl]-N'-(5-fluoranyl-1H-imidazo[4,5-b]pyridin-2-yl)propane-1,3-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4RQ "Create component" 2015-05-15 RCSB 4RQ "Initial release" 2016-05-04 RCSB #