data_4RN # _chem_comp.id 4RN _chem_comp.name "(2S)-N-(3,5-dichlorobenzyl)-N'-(1H-imidazo[4,5-b]pyridin-2-yl)-2-methylpropane-1,3-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 Cl2 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 364.272 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4RN _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 4ZT5 _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 4RN C1 C1 C 0 1 N N S -43.045 11.733 10.467 -0.856 -0.199 0.238 C1 4RN 1 4RN C2 C2 C 0 1 N N N -42.610 12.495 9.162 0.161 -0.104 -0.902 C2 4RN 2 4RN C3 C3 C 0 1 N N N -41.031 12.268 7.266 2.524 0.028 -1.411 C3 4RN 3 4RN C4 C4 C 0 1 Y N N -40.275 13.575 7.277 3.902 0.067 -0.802 C4 4RN 4 4RN C5 C5 C 0 1 Y N N -38.881 13.612 7.328 4.590 -1.109 -0.572 C5 4RN 5 4RN C6 C6 C 0 1 Y N N -38.229 14.831 7.300 5.855 -1.074 -0.013 C6 4RN 6 4RN C7 C7 C 0 1 Y N N -38.920 16.027 7.252 6.431 0.140 0.316 C7 4RN 7 4RN N1 N1 N 0 1 N N N -42.625 13.534 12.189 -3.242 -0.086 0.764 N1 4RN 8 4RN N2 N2 N 0 1 Y N N -42.008 15.245 13.721 -5.135 0.039 -0.759 N2 4RN 9 4RN N3 N3 N 0 1 Y N N -44.994 16.297 15.187 -7.999 0.140 1.240 N3 4RN 10 4RN N4 N4 N 0 1 Y N N -44.135 14.641 13.618 -5.540 0.020 1.393 N4 4RN 11 4RN C8 C8 C 0 1 Y N N -40.298 15.965 7.207 5.743 1.318 0.085 C8 4RN 12 4RN CL1 CL1 CL 0 0 N N N -41.205 17.441 7.119 6.469 2.842 0.490 CL1 4RN 13 4RN CL CL2 CL 0 0 N N N -36.475 14.863 7.291 6.718 -2.552 0.278 CL 4RN 14 4RN C9 C9 C 0 1 Y N N -40.980 14.768 7.213 4.480 1.281 -0.479 C9 4RN 15 4RN N N5 N 0 1 N N N -41.435 11.814 8.601 1.519 -0.063 -0.344 N 4RN 16 4RN C C10 C 0 1 N N N -44.137 10.715 10.150 -0.679 -1.530 0.970 C 4RN 17 4RN C10 C11 C 0 1 N N N -43.612 12.668 11.566 -2.272 -0.116 -0.334 C10 4RN 18 4RN C11 C12 C 0 1 Y N N -42.918 14.428 13.141 -4.589 -0.012 0.491 C11 4RN 19 4RN C16 C13 C 0 1 Y N N -44.002 15.655 14.541 -6.750 0.087 0.783 C16 4RN 20 4RN C12 C14 C 0 1 Y N N -42.687 16.036 14.628 -6.509 0.106 -0.603 C12 4RN 21 4RN C15 C15 C 0 1 Y N N -44.644 17.367 15.918 -9.028 0.213 0.423 C15 4RN 22 4RN C14 C16 C 0 1 Y N N -43.343 17.824 16.039 -8.859 0.234 -0.951 C14 4RN 23 4RN C13 C17 C 0 1 Y N N -42.329 17.144 15.383 -7.579 0.180 -1.481 C13 4RN 24 4RN H1 H1 H 0 1 N N N -42.168 11.205 10.870 -0.697 0.624 0.936 H1 4RN 25 4RN H2 H2 H 0 1 N N N -42.355 13.537 9.407 0.061 -0.974 -1.551 H2 4RN 26 4RN H3 H3 H 0 1 N N N -43.432 12.481 8.431 -0.023 0.803 -1.478 H3 4RN 27 4RN H4 H4 H 0 1 N N N -41.935 12.394 6.653 2.357 0.935 -1.991 H4 4RN 28 4RN H5 H5 H 0 1 N N N -40.388 11.497 6.816 2.440 -0.841 -2.064 H5 4RN 29 4RN H6 H6 H 0 1 N N N -38.315 12.694 7.389 4.139 -2.057 -0.828 H6 4RN 30 4RN H7 H7 H 0 1 N N N -38.401 16.974 7.250 7.418 0.169 0.753 H7 4RN 31 4RN H8 H8 H 0 1 N N N -41.941 12.924 12.589 -2.934 -0.118 1.683 H8 4RN 32 4RN H9 H9 H 0 1 N N N -41.027 15.271 13.529 -4.650 0.033 -1.599 H9 4RN 33 4RN H11 H11 H 0 1 N N N -42.059 14.758 7.168 3.942 2.200 -0.660 H11 4RN 34 4RN H12 H12 H 0 1 N N N -41.640 10.837 8.547 1.691 -0.862 0.248 H12 4RN 35 4RN H14 H14 H 0 1 N N N -44.430 10.191 11.072 -0.838 -2.352 0.273 H14 4RN 36 4RN H15 H15 H 0 1 N N N -45.011 11.234 9.730 0.330 -1.589 1.378 H15 4RN 37 4RN H16 H16 H 0 1 N N N -43.757 9.986 9.419 -1.403 -1.597 1.782 H16 4RN 38 4RN H17 H17 H 0 1 N N N -44.387 13.302 11.111 -2.371 0.791 -0.930 H17 4RN 39 4RN H18 H18 H 0 1 N N N -44.064 12.042 12.350 -2.462 -0.986 -0.963 H18 4RN 40 4RN H19 H19 H 0 1 N N N -45.422 17.902 16.442 -10.027 0.254 0.833 H19 4RN 41 4RN H20 H20 H 0 1 N N N -43.122 18.697 16.635 -9.717 0.293 -1.604 H20 4RN 42 4RN H21 H21 H 0 1 N N N -41.300 17.464 15.457 -7.420 0.196 -2.549 H21 4RN 43 # 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 4RN CL1 C8 SING N N 1 4RN C8 C9 DOUB Y N 2 4RN C8 C7 SING Y N 3 4RN C9 C4 SING Y N 4 4RN C7 C6 DOUB Y N 5 4RN C3 C4 SING N N 6 4RN C3 N SING N N 7 4RN C4 C5 DOUB Y N 8 4RN CL C6 SING N N 9 4RN C6 C5 SING Y N 10 4RN N C2 SING N N 11 4RN C2 C1 SING N N 12 4RN C C1 SING N N 13 4RN C1 C10 SING N N 14 4RN C10 N1 SING N N 15 4RN N1 C11 SING N N 16 4RN C11 N4 DOUB Y N 17 4RN C11 N2 SING Y N 18 4RN N4 C16 SING Y N 19 4RN N2 C12 SING Y N 20 4RN C16 C12 DOUB Y N 21 4RN C16 N3 SING Y N 22 4RN C12 C13 SING Y N 23 4RN N3 C15 DOUB Y N 24 4RN C13 C14 DOUB Y N 25 4RN C15 C14 SING Y N 26 4RN C1 H1 SING N N 27 4RN C2 H2 SING N N 28 4RN C2 H3 SING N N 29 4RN C3 H4 SING N N 30 4RN C3 H5 SING N N 31 4RN C5 H6 SING N N 32 4RN C7 H7 SING N N 33 4RN N1 H8 SING N N 34 4RN N2 H9 SING N N 35 4RN C9 H11 SING N N 36 4RN N H12 SING N N 37 4RN C H14 SING N N 38 4RN C H15 SING N N 39 4RN C H16 SING N N 40 4RN C10 H17 SING N N 41 4RN C10 H18 SING N N 42 4RN C15 H19 SING N N 43 4RN C14 H20 SING N N 44 4RN C13 H21 SING N N 45 # 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 4RN SMILES ACDLabs 12.01 "C(CNc2nc1c(nccc1)n2)(CNCc3cc(cc(c3)Cl)Cl)C" 4RN InChI InChI 1.03 "InChI=1S/C17H19Cl2N5/c1-11(8-20-10-12-5-13(18)7-14(19)6-12)9-22-17-23-15-3-2-4-21-16(15)24-17/h2-7,11,20H,8-10H2,1H3,(H2,21,22,23,24)/t11-/m0/s1" 4RN InChIKey InChI 1.03 WHJDPLYTLYNDOF-NSHDSACASA-N 4RN SMILES_CANONICAL CACTVS 3.385 "C[C@@H](CNCc1cc(Cl)cc(Cl)c1)CNc2[nH]c3cccnc3n2" 4RN SMILES CACTVS 3.385 "C[CH](CNCc1cc(Cl)cc(Cl)c1)CNc2[nH]c3cccnc3n2" 4RN SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H](CNCc1cc(cc(c1)Cl)Cl)CNc2[nH]c3cccnc3n2" 4RN SMILES "OpenEye OEToolkits" 1.9.2 "CC(CNCc1cc(cc(c1)Cl)Cl)CNc2[nH]c3cccnc3n2" # 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 4RN "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-N-(3,5-dichlorobenzyl)-N'-(1H-imidazo[4,5-b]pyridin-2-yl)-2-methylpropane-1,3-diamine" 4RN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-N-[[3,5-bis(chloranyl)phenyl]methyl]-N'-(1H-imidazo[4,5-b]pyridin-2-yl)-2-methyl-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 4RN "Create component" 2015-05-15 RCSB 4RN "Initial release" 2016-05-04 RCSB #