data_4RC # _chem_comp.id 4RC _chem_comp.name "N-[(4R)-6,8-dichloro-1,2,3,4-tetrahydroquinolin-4-yl]-N'-(5-fluoro-3H-imidazo[4,5-b]pyridin-2-yl)propane-1,3-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 Cl2 F N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-14 _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 409.288 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4RC _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 4ZT7 _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 4RC C1 C1 C 0 1 Y N N -43.249 17.698 15.968 -8.996 -0.529 -0.211 C1 4RC 1 4RC N2 N1 N 0 1 N N N -41.338 11.411 8.545 1.595 0.387 -0.501 N2 4RC 2 4RC C3 C2 C 0 1 Y N N -42.622 15.909 14.482 -6.676 -0.762 -0.714 C3 4RC 3 4RC N4 N2 N 0 1 Y N N -44.035 14.580 13.428 -5.037 0.389 0.259 N4 4RC 4 4RC C5 C3 C 0 1 N N N -43.482 12.609 11.407 -2.187 0.209 -0.248 C5 4RC 5 4RC C6 C4 C 0 1 N N N -42.804 11.583 10.523 -0.785 -0.134 -0.755 C6 4RC 6 4RC C7 C5 C 0 1 N N N -42.509 12.075 9.126 0.248 0.717 -0.014 C7 4RC 7 4RC C9 C6 C 0 1 N N N -40.179 10.707 6.538 2.840 2.488 -0.323 C9 4RC 8 4RC CL1 CL1 CL 0 0 N N N -41.301 17.012 6.998 4.918 -3.537 0.616 CL1 4RC 9 4RC C14 C7 C 0 1 Y N N -40.380 15.536 7.035 5.005 -1.818 0.387 C14 4RC 10 4RC C13 C8 C 0 1 Y N N -39.004 15.607 7.070 6.231 -1.207 0.185 C13 4RC 11 4RC C12 C9 C 0 1 Y N N -38.284 14.429 7.121 6.297 0.158 0.001 C12 4RC 12 4RC CL CL2 CL 0 0 N N N -36.546 14.533 7.168 7.836 0.920 -0.253 CL 4RC 13 4RC C15 C10 C 0 1 Y N N -41.044 14.324 7.050 3.853 -1.057 0.408 C15 4RC 14 4RC C16 C11 C 0 1 Y N N -40.320 13.127 7.110 3.912 0.316 0.227 C16 4RC 15 4RC C11 C12 C 0 1 Y N N -38.914 13.176 7.141 5.134 0.931 0.018 C11 4RC 16 4RC N3 N3 N 0 1 N N N -38.183 12.000 7.188 5.266 2.305 -0.190 N3 4RC 17 4RC C10 C13 C 0 1 N N N -38.807 10.676 7.192 4.117 3.073 0.294 C10 4RC 18 4RC C8 C14 C 0 1 N N R -41.054 11.796 7.154 2.622 1.096 0.274 C8 4RC 19 4RC N1 N4 N 0 1 N N N -42.504 13.475 12.048 -3.176 -0.606 -0.958 N1 4RC 20 4RC C4 C15 C 0 1 Y N N -42.770 14.377 12.995 -4.517 -0.470 -0.668 C4 4RC 21 4RC N N5 N 0 1 Y N N -41.876 15.143 13.592 -5.483 -1.146 -1.239 N 4RC 22 4RC C17 C16 C 0 1 Y N N -43.970 15.569 14.383 -6.410 0.224 0.251 C17 4RC 23 4RC N5 N6 N 0 1 Y N N -44.973 16.179 15.029 -7.399 0.778 0.933 N5 4RC 24 4RC C C17 C 0 1 Y N N -44.543 17.256 15.814 -8.656 0.434 0.729 C 4RC 25 4RC F F1 F 0 1 N N N -45.537 17.890 16.479 -9.632 1.029 1.450 F 4RC 26 4RC C2 C18 C 0 1 Y N N -42.273 16.993 15.287 -8.000 -1.144 -0.947 C2 4RC 27 4RC H1 H1 H 0 1 N N N -43.008 18.550 16.587 -10.031 -0.799 -0.364 H1 4RC 28 4RC H2 H2 H 0 1 N N N -41.492 10.423 8.572 1.682 0.588 -1.486 H2 4RC 29 4RC H4 H4 H 0 1 N N N -44.857 14.104 13.115 -4.536 1.001 0.820 H4 4RC 30 4RC H5 H5 H 0 1 N N N -44.157 13.223 10.793 -2.247 0.004 0.821 H5 4RC 31 4RC H6 H6 H 0 1 N N N -44.063 12.088 12.182 -2.390 1.265 -0.428 H6 4RC 32 4RC H7 H7 H 0 1 N N N -43.460 10.703 10.449 -0.582 -1.190 -0.576 H7 4RC 33 4RC H8 H8 H 0 1 N N N -41.854 11.293 10.995 -0.724 0.071 -1.824 H8 4RC 34 4RC H9 H9 H 0 1 N N N -42.321 13.158 9.163 0.188 0.512 1.055 H9 4RC 35 4RC H10 H10 H 0 1 N N N -43.383 11.877 8.488 0.045 1.773 -0.193 H10 4RC 36 4RC H11 H11 H 0 1 N N N -40.667 9.731 6.679 1.990 3.128 -0.086 H11 4RC 37 4RC H12 H12 H 0 1 N N N -40.061 10.906 5.463 2.955 2.412 -1.404 H12 4RC 38 4RC H13 H13 H 0 1 N N N -38.500 16.562 7.058 7.134 -1.799 0.170 H13 4RC 39 4RC H14 H14 H 0 1 N N N -42.123 14.300 7.015 2.898 -1.536 0.566 H14 4RC 40 4RC H15 H15 H 0 1 N N N -37.579 12.018 6.391 6.126 2.650 0.210 H15 4RC 41 4RC H16 H16 H 0 1 N N N -38.914 10.334 8.232 4.223 4.116 -0.003 H16 4RC 42 4RC H17 H17 H 0 1 N N N -38.163 9.975 6.640 4.062 3.003 1.381 H17 4RC 43 4RC H18 H18 H 0 1 N N N -41.992 11.876 6.584 2.294 1.192 1.309 H18 4RC 44 4RC H19 H19 H 0 1 N N N -41.830 12.858 12.453 -2.887 -1.241 -1.632 H19 4RC 45 4RC H21 H21 H 0 1 N N N -41.237 17.283 15.379 -8.239 -1.899 -1.681 H21 4RC 46 # 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 4RC C9 C8 SING N N 1 4RC C9 C10 SING N N 2 4RC CL1 C14 SING N N 3 4RC C14 C15 DOUB Y N 4 4RC C14 C13 SING Y N 5 4RC C15 C16 SING Y N 6 4RC C13 C12 DOUB Y N 7 4RC C16 C11 DOUB Y N 8 4RC C16 C8 SING N N 9 4RC C12 C11 SING Y N 10 4RC C12 CL SING N N 11 4RC C11 N3 SING N N 12 4RC C8 N2 SING N N 13 4RC N3 C10 SING N N 14 4RC N2 C7 SING N N 15 4RC C7 C6 SING N N 16 4RC C6 C5 SING N N 17 4RC C5 N1 SING N N 18 4RC N1 C4 SING N N 19 4RC C4 N4 SING Y N 20 4RC C4 N DOUB Y N 21 4RC N4 C17 SING Y N 22 4RC N C3 SING Y N 23 4RC C17 C3 DOUB Y N 24 4RC C17 N5 SING Y N 25 4RC C3 C2 SING Y N 26 4RC N5 C DOUB Y N 27 4RC C2 C1 DOUB Y N 28 4RC C C1 SING Y N 29 4RC C F SING N N 30 4RC C1 H1 SING N N 31 4RC N2 H2 SING N N 32 4RC N4 H4 SING N N 33 4RC C5 H5 SING N N 34 4RC C5 H6 SING N N 35 4RC C6 H7 SING N N 36 4RC C6 H8 SING N N 37 4RC C7 H9 SING N N 38 4RC C7 H10 SING N N 39 4RC C9 H11 SING N N 40 4RC C9 H12 SING N N 41 4RC C13 H13 SING N N 42 4RC C15 H14 SING N N 43 4RC N3 H15 SING N N 44 4RC C10 H16 SING N N 45 4RC C10 H17 SING N N 46 4RC C8 H18 SING N N 47 4RC N1 H19 SING N N 48 4RC C2 H21 SING N N 49 # 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 4RC SMILES ACDLabs 12.01 "c1c(nc2c(c1)nc(n2)NCCCNC4CCNc3c(cc(Cl)cc34)Cl)F" 4RC InChI InChI 1.03 "InChI=1S/C18H19Cl2FN6/c19-10-8-11-13(4-7-23-16(11)12(20)9-10)22-5-1-6-24-18-25-14-2-3-15(21)26-17(14)27-18/h2-3,8-9,13,22-23H,1,4-7H2,(H2,24,25,26,27)/t13-/m1/s1" 4RC InChIKey InChI 1.03 FPNBGOOGFIKSDR-CYBMUJFWSA-N 4RC SMILES_CANONICAL CACTVS 3.385 "Fc1ccc2nc(NCCCN[C@@H]3CCNc4c(Cl)cc(Cl)cc34)[nH]c2n1" 4RC SMILES CACTVS 3.385 "Fc1ccc2nc(NCCCN[CH]3CCNc4c(Cl)cc(Cl)cc34)[nH]c2n1" 4RC SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(nc2c1nc([nH]2)NCCCN[C@@H]3CCNc4c3cc(cc4Cl)Cl)F" 4RC SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(nc2c1nc([nH]2)NCCCNC3CCNc4c3cc(cc4Cl)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 4RC "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(4R)-6,8-dichloro-1,2,3,4-tetrahydroquinolin-4-yl]-N'-(5-fluoro-3H-imidazo[4,5-b]pyridin-2-yl)propane-1,3-diamine" 4RC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N'-[(4R)-6,8-bis(chloranyl)-1,2,3,4-tetrahydroquinolin-4-yl]-N-(5-fluoranyl-3H-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 4RC "Create component" 2015-05-14 RCSB 4RC "Initial release" 2016-05-04 RCSB #