data_4RD # _chem_comp.id 4RD _chem_comp.name "N-[(4R)-6,8-dichloro-3,4-dihydro-2H-chromen-4-yl]-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 "C18 H18 Cl2 F N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-14 _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 410.273 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4RD _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 4ZT6 _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 4RD C1 C1 C 0 1 Y N N -43.625 17.731 15.873 -8.691 0.720 1.012 C1 4RD 1 4RD C2 C2 C 0 1 Y N N -42.643 17.048 15.182 -7.383 1.102 1.263 C2 4RD 2 4RD C3 C3 C 0 1 Y N N -43.003 15.961 14.389 -6.371 0.502 0.527 C3 4RD 3 4RD C4 C4 C 0 1 Y N N -43.183 14.384 12.976 -4.526 -0.237 -0.444 C4 4RD 4 4RD C5 C5 C 0 1 N N N -43.920 12.629 11.409 -2.166 0.363 -0.085 C5 4RD 5 4RD C6 C6 C 0 1 N N N -43.307 11.678 10.405 -0.790 -0.020 -0.635 C6 4RD 6 4RD C7 C7 C 0 1 N N N -42.738 12.357 9.182 0.290 0.791 0.085 C7 4RD 7 4RD C8 C8 C 0 1 N N R -41.318 11.939 7.145 2.682 1.091 0.308 C8 4RD 8 4RD C9 C9 C 0 1 N N N -40.423 10.854 6.555 2.928 2.481 -0.283 C9 4RD 9 4RD C10 C10 C 0 1 N N N -39.012 10.912 7.095 4.227 3.036 0.315 C10 4RD 10 4RD C11 C11 C 0 1 Y N N -39.192 13.356 7.082 5.177 0.866 0.020 C11 4RD 11 4RD C15 C12 C 0 1 Y N N -41.326 14.462 7.083 3.854 -1.106 0.340 C15 4RD 12 4RD C16 C13 C 0 1 Y N N -40.593 13.275 7.106 3.944 0.271 0.217 C16 4RD 13 4RD CL1 CL1 CL 0 0 N N N -41.618 17.134 7.030 4.869 -3.613 0.424 CL1 4RD 14 4RD C14 C14 C 0 1 Y N N -40.677 15.679 7.059 4.991 -1.888 0.270 C14 4RD 15 4RD C13 C15 C 0 1 Y N N -39.304 15.773 7.048 6.227 -1.296 0.076 C13 4RD 16 4RD C12 C16 C 0 1 Y N N -38.565 14.610 7.052 6.321 0.075 -0.049 C12 4RD 17 4RD CL CL2 CL 0 0 N N N -36.821 14.730 7.019 7.872 0.817 -0.291 CL 4RD 18 4RD O O1 O 0 1 N N N -38.414 12.228 7.056 5.310 2.210 -0.117 O 4RD 19 4RD N2 N1 N 0 1 N N N -41.747 11.524 8.489 1.610 0.423 -0.443 N2 4RD 20 4RD N1 N2 N 0 1 N N N -42.911 13.461 12.049 -3.200 -0.413 -0.774 N1 4RD 21 4RD N N3 N 0 1 Y N N -42.266 15.165 13.518 -4.991 0.627 0.503 N 4RD 22 4RD N3 N4 N 0 1 Y N N -44.444 14.600 13.414 -5.530 -0.876 -0.995 N3 4RD 23 4RD C17 C17 C 0 1 Y N N -44.358 15.615 14.328 -6.697 -0.465 -0.439 C17 4RD 24 4RD N4 N5 N 0 1 Y N N -45.355 16.220 14.982 -7.970 -0.798 -0.643 N4 4RD 25 4RD C C18 C 0 1 Y N N -44.915 17.283 15.744 -8.946 -0.245 0.049 C 4RD 26 4RD F F1 F 0 1 N N N -45.898 17.905 16.435 -10.222 -0.616 -0.195 F 4RD 27 4RD H1 H1 H 0 1 N N N -43.386 18.584 16.491 -9.504 1.166 1.566 H1 4RD 28 4RD H2 H2 H 0 1 N N N -41.610 17.353 15.256 -7.157 1.848 2.010 H2 4RD 29 4RD H3 H3 H 0 1 N N N -44.641 13.278 10.891 -2.203 0.150 0.983 H3 4RD 30 4RD H4 H4 H 0 1 N N N -44.442 12.044 12.181 -2.340 1.427 -0.249 H4 4RD 31 4RD H5 H5 H 0 1 N N N -44.085 10.972 10.078 -0.617 -1.083 -0.470 H5 4RD 32 4RD H6 H6 H 0 1 N N N -42.496 11.126 10.902 -0.754 0.194 -1.703 H6 4RD 33 4RD H7 H7 H 0 1 N N N -42.256 13.296 9.492 0.116 1.854 -0.080 H7 4RD 34 4RD H8 H8 H 0 1 N N N -43.561 12.579 8.487 0.253 0.578 1.153 H8 4RD 35 4RD H9 H9 H 0 1 N N N -42.210 12.022 6.506 2.387 1.188 1.353 H9 4RD 36 4RD H10 H10 H 0 1 N N N -40.388 10.980 5.463 3.023 2.409 -1.366 H10 4RD 37 4RD H11 H11 H 0 1 N N N -40.853 9.871 6.797 2.097 3.140 -0.030 H11 4RD 38 4RD H12 H12 H 0 1 N N N -39.029 10.572 8.141 4.384 4.057 -0.031 H12 4RD 39 4RD H13 H13 H 0 1 N N N -38.387 10.231 6.499 4.166 3.022 1.403 H13 4RD 40 4RD H14 H14 H 0 1 N N N -42.405 14.428 7.084 2.891 -1.570 0.491 H14 4RD 41 4RD H15 H15 H 0 1 N N N -38.817 16.737 7.036 7.116 -1.906 0.023 H15 4RD 42 4RD H16 H16 H 0 1 N N N -42.135 10.606 8.408 1.676 0.630 -1.429 H16 4RD 43 4RD H18 H18 H 0 1 N N N -42.269 12.826 12.479 -2.951 -1.050 -1.461 H18 4RD 44 4RD H19 H19 H 0 1 N N N -41.281 15.180 13.344 -4.457 1.218 1.056 H19 4RD 45 # 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 4RD C9 C10 SING N N 1 4RD C9 C8 SING N N 2 4RD CL C12 SING N N 3 4RD CL1 C14 SING N N 4 4RD C13 C12 DOUB Y N 5 4RD C13 C14 SING Y N 6 4RD C12 C11 SING Y N 7 4RD O C11 SING N N 8 4RD O C10 SING N N 9 4RD C14 C15 DOUB Y N 10 4RD C11 C16 DOUB Y N 11 4RD C15 C16 SING Y N 12 4RD C16 C8 SING N N 13 4RD C8 N2 SING N N 14 4RD N2 C7 SING N N 15 4RD C7 C6 SING N N 16 4RD C6 C5 SING N N 17 4RD C5 N1 SING N N 18 4RD N1 C4 SING N N 19 4RD C4 N3 DOUB Y N 20 4RD C4 N SING Y N 21 4RD N3 C17 SING Y N 22 4RD N C3 SING Y N 23 4RD C17 C3 DOUB Y N 24 4RD C17 N4 SING Y N 25 4RD C3 C2 SING Y N 26 4RD N4 C DOUB Y N 27 4RD C2 C1 DOUB Y N 28 4RD C C1 SING Y N 29 4RD C F SING N N 30 4RD C1 H1 SING N N 31 4RD C2 H2 SING N N 32 4RD C5 H3 SING N N 33 4RD C5 H4 SING N N 34 4RD C6 H5 SING N N 35 4RD C6 H6 SING N N 36 4RD C7 H7 SING N N 37 4RD C7 H8 SING N N 38 4RD C8 H9 SING N N 39 4RD C9 H10 SING N N 40 4RD C9 H11 SING N N 41 4RD C10 H12 SING N N 42 4RD C10 H13 SING N N 43 4RD C15 H14 SING N N 44 4RD C13 H15 SING N N 45 4RD N2 H16 SING N N 46 4RD N1 H18 SING N N 47 4RD N H19 SING N N 48 # 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 4RD SMILES ACDLabs 12.01 "c2cc1nc(nc1nc2F)NCCCNC3CCOc4c3cc(Cl)cc4Cl" 4RD InChI InChI 1.03 "InChI=1S/C18H18Cl2FN5O/c19-10-8-11-13(4-7-27-16(11)12(20)9-10)22-5-1-6-23-18-24-14-2-3-15(21)25-17(14)26-18/h2-3,8-9,13,22H,1,4-7H2,(H2,23,24,25,26)/t13-/m1/s1" 4RD InChIKey InChI 1.03 YWDBMYZFLWAEHC-CYBMUJFWSA-N 4RD SMILES_CANONICAL CACTVS 3.385 "Fc1ccc2[nH]c(NCCCN[C@@H]3CCOc4c(Cl)cc(Cl)cc34)nc2n1" 4RD SMILES CACTVS 3.385 "Fc1ccc2[nH]c(NCCCN[CH]3CCOc4c(Cl)cc(Cl)cc34)nc2n1" 4RD SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(nc2c1[nH]c(n2)NCCCN[C@@H]3CCOc4c3cc(cc4Cl)Cl)F" 4RD SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(nc2c1[nH]c(n2)NCCCNC3CCOc4c3cc(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 4RD "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(4R)-6,8-dichloro-3,4-dihydro-2H-chromen-4-yl]-N'-(5-fluoro-1H-imidazo[4,5-b]pyridin-2-yl)propane-1,3-diamine" 4RD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N'-[(4R)-6,8-bis(chloranyl)-3,4-dihydro-2H-chromen-4-yl]-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 4RD "Create component" 2015-05-14 RCSB 4RD "Initial release" 2016-05-04 RCSB #