data_S5D # _chem_comp.id S5D _chem_comp.name "(R)-6-(2-Amino-2-(3-(2-(6-amino-4-methylpyridin-2-yl)ethyl)phenyl)ethyl)-4-methylpyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H27 N5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-03-17 _chem_comp.pdbx_modified_date 2014-05-02 _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 361.483 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S5D _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 4CTQ _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 S5D C1 C1 C 0 1 Y N N 16.318 3.811 56.879 -0.131 0.846 -0.103 C1 S5D 1 S5D C2 C2 C 0 1 Y N N 16.035 2.757 57.734 -1.293 1.533 -0.399 C2 S5D 2 S5D C3 C3 C 0 1 Y N N 17.091 1.964 58.238 -1.281 2.914 -0.467 C3 S5D 3 S5D C4 C4 C 0 1 Y N N 18.413 2.227 57.858 -0.108 3.607 -0.238 C4 S5D 4 S5D C5 C5 C 0 1 Y N N 18.697 3.271 56.989 1.054 2.920 0.060 C5 S5D 5 S5D C6 C6 C 0 1 Y N N 17.652 4.058 56.495 1.043 1.540 0.126 C6 S5D 6 S5D N11 N11 N 0 1 Y N N 12.307 -0.403 58.385 -5.461 0.289 -0.470 N11 S5D 7 S5D C12 C12 C 0 1 Y N N 11.089 -0.842 58.811 -6.597 -0.343 -0.721 C12 S5D 8 S5D N12 N12 N 0 1 N N N 10.616 -1.942 58.202 -7.475 0.169 -1.670 N12 S5D 9 S5D C13 C13 C 0 1 Y N N 10.403 -0.186 59.851 -6.920 -1.516 -0.045 C13 S5D 10 S5D C14 C14 C 0 1 Y N N 11.014 0.943 60.419 -6.038 -2.014 0.896 C14 S5D 11 S5D C15 C15 C 0 1 Y N N 12.282 1.352 59.948 -4.857 -1.321 1.130 C15 S5D 12 S5D C16 C16 C 0 1 Y N N 12.942 0.667 58.915 -4.601 -0.164 0.423 C16 S5D 13 S5D C17 C17 C 0 1 N N N 10.343 1.729 61.529 -6.351 -3.281 1.650 C17 S5D 14 S5D C18 C18 C 0 1 N N N 14.361 1.019 58.366 -3.321 0.592 0.672 C18 S5D 15 S5D C19 C19 C 0 1 N N N 14.584 2.504 58.107 -2.572 0.777 -0.649 C19 S5D 16 S5D N21 N21 N 0 1 Y N N 17.274 8.285 55.502 5.174 0.146 0.490 N21 S5D 17 S5D C22 C22 C 0 1 Y N N 17.210 9.460 54.838 6.246 -0.575 0.782 C22 S5D 18 S5D N22 N22 N 0 1 N N N 16.003 10.060 54.688 7.052 -0.208 1.853 N22 S5D 19 S5D C23 C23 C 0 1 Y N N 18.395 10.044 54.341 6.572 -1.697 0.027 C23 S5D 20 S5D C24 C24 C 0 1 Y N N 19.619 9.391 54.530 5.761 -2.052 -1.036 C24 S5D 21 S5D C25 C25 C 0 1 Y N N 19.650 8.180 55.225 4.646 -1.269 -1.309 C25 S5D 22 S5D C26 C26 C 0 1 Y N N 18.447 7.644 55.694 4.382 -0.169 -0.518 C26 S5D 23 S5D C27 C27 C 0 1 N N N 20.894 10.008 54.004 6.079 -3.259 -1.879 C27 S5D 24 S5D C28 C28 C 0 1 N N N 18.423 6.341 56.466 3.175 0.684 -0.809 C28 S5D 25 S5D C29 C29 C 0 1 N N R 17.945 5.190 55.579 2.311 0.791 0.449 C29 S5D 26 S5D N29 N29 N 0 1 N N N 19.013 4.844 54.660 3.052 1.511 1.493 N29 S5D 27 S5D H1 H1 H 0 1 N N N 15.521 4.439 56.509 -0.140 -0.232 -0.045 H1 S5D 28 S5D H3 H3 H 0 1 N N N 16.878 1.153 58.918 -2.189 3.451 -0.699 H3 S5D 29 S5D H4 H4 H 0 1 N N N 19.215 1.615 58.243 -0.099 4.686 -0.291 H4 S5D 30 S5D H5 H5 H 0 1 N N N 19.717 3.474 56.697 1.971 3.462 0.238 H5 S5D 31 S5D HN12 HN12 H 0 0 N N N 11.274 -2.253 57.516 -7.254 0.986 -2.144 HN12 S5D 32 S5D HN1A HN1A H 0 0 N N N 10.476 -2.664 58.880 -8.308 -0.290 -1.858 HN1A S5D 33 S5D H13 H13 H 0 1 N N N 9.443 -0.538 60.199 -7.848 -2.029 -0.252 H13 S5D 34 S5D H15 H15 H 0 1 N N N 12.756 2.214 60.394 -4.147 -1.684 1.859 H15 S5D 35 S5D H17 H17 H 0 1 N N N 10.639 1.314 62.504 -5.958 -4.137 1.102 H17 S5D 36 S5D H17A H17A H 0 0 N N N 10.652 2.783 61.470 -5.889 -3.239 2.637 H17A S5D 37 S5D H17B H17B H 0 0 N N N 9.251 1.660 61.418 -7.431 -3.382 1.758 H17B S5D 38 S5D H18 H18 H 0 1 N N N 15.108 0.682 59.100 -3.553 1.568 1.098 H18 S5D 39 S5D H18A H18A H 0 0 N N N 14.508 0.479 57.419 -2.698 0.031 1.368 H18A S5D 40 S5D H19 H19 H 0 1 N N N 14.337 3.073 59.016 -3.196 1.338 -1.345 H19 S5D 41 S5D H19A H19A H 0 0 N N N 13.934 2.831 57.282 -2.340 -0.199 -1.074 H19A S5D 42 S5D HN22 HN22 H 0 0 N N N 15.296 9.501 55.122 6.828 0.573 2.383 HN22 S5D 43 S5D HN2A HN2A H 0 0 N N N 16.024 10.963 55.117 7.838 -0.733 2.071 HN2A S5D 44 S5D H23 H23 H 0 1 N N N 18.358 10.988 53.818 7.447 -2.283 0.267 H23 S5D 45 S5D H25 H25 H 0 1 N N N 20.585 7.668 55.397 3.993 -1.518 -2.132 H25 S5D 46 S5D H27 H27 H 0 1 N N N 21.328 10.666 54.772 5.591 -4.137 -1.456 H27 S5D 47 S5D H27A H27A H 0 0 N N N 21.611 9.212 53.756 5.719 -3.098 -2.895 H27A S5D 48 S5D H27B H27B H 0 0 N N N 20.672 10.595 53.101 7.158 -3.416 -1.896 H27B S5D 49 S5D H28 H28 H 0 1 N N N 19.437 6.119 56.829 3.498 1.679 -1.113 H28 S5D 50 S5D H28A H28A H 0 0 N N N 17.741 6.443 57.323 2.594 0.229 -1.611 H28A S5D 51 S5D H29 H29 H 0 1 N N N 17.038 5.490 55.034 2.061 -0.209 0.805 H29 S5D 52 S5D HN29 HN29 H 0 0 N N N 19.195 5.618 54.053 3.874 0.996 1.773 HN29 S5D 53 S5D HN2B HN2B H 0 0 N N N 19.840 4.625 55.178 3.295 2.441 1.187 HN2B S5D 54 # 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 S5D C1 C2 DOUB Y N 1 S5D C1 C6 SING Y N 2 S5D C2 C3 SING Y N 3 S5D C2 C19 SING N N 4 S5D C3 C4 DOUB Y N 5 S5D C4 C5 SING Y N 6 S5D C5 C6 DOUB Y N 7 S5D C6 C29 SING N N 8 S5D N11 C12 DOUB Y N 9 S5D N11 C16 SING Y N 10 S5D C12 N12 SING N N 11 S5D C12 C13 SING Y N 12 S5D C13 C14 DOUB Y N 13 S5D C14 C15 SING Y N 14 S5D C14 C17 SING N N 15 S5D C15 C16 DOUB Y N 16 S5D C16 C18 SING N N 17 S5D C18 C19 SING N N 18 S5D N21 C22 DOUB Y N 19 S5D N21 C26 SING Y N 20 S5D C22 N22 SING N N 21 S5D C22 C23 SING Y N 22 S5D C23 C24 DOUB Y N 23 S5D C24 C25 SING Y N 24 S5D C24 C27 SING N N 25 S5D C25 C26 DOUB Y N 26 S5D C26 C28 SING N N 27 S5D C28 C29 SING N N 28 S5D C29 N29 SING N N 29 S5D C1 H1 SING N N 30 S5D C3 H3 SING N N 31 S5D C4 H4 SING N N 32 S5D C5 H5 SING N N 33 S5D N12 HN12 SING N N 34 S5D N12 HN1A SING N N 35 S5D C13 H13 SING N N 36 S5D C15 H15 SING N N 37 S5D C17 H17 SING N N 38 S5D C17 H17A SING N N 39 S5D C17 H17B SING N N 40 S5D C18 H18 SING N N 41 S5D C18 H18A SING N N 42 S5D C19 H19 SING N N 43 S5D C19 H19A SING N N 44 S5D N22 HN22 SING N N 45 S5D N22 HN2A SING N N 46 S5D C23 H23 SING N N 47 S5D C25 H25 SING N N 48 S5D C27 H27 SING N N 49 S5D C27 H27A SING N N 50 S5D C27 H27B SING N N 51 S5D C28 H28 SING N N 52 S5D C28 H28A SING N N 53 S5D C29 H29 SING N N 54 S5D N29 HN29 SING N N 55 S5D N29 HN2B SING N N 56 # 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 S5D SMILES ACDLabs 12.01 "n1c(N)cc(cc1CCc2cccc(c2)C(N)Cc3nc(N)cc(c3)C)C" S5D InChI InChI 1.03 "InChI=1S/C22H27N5/c1-14-8-18(26-21(24)10-14)7-6-16-4-3-5-17(12-16)20(23)13-19-9-15(2)11-22(25)27-19/h3-5,8-12,20H,6-7,13,23H2,1-2H3,(H2,24,26)(H2,25,27)/t20-/m1/s1" S5D InChIKey InChI 1.03 HPGDXHOKQNTRIC-HXUWFJFHSA-N S5D SMILES_CANONICAL CACTVS 3.385 "Cc1cc(N)nc(CCc2cccc(c2)[C@H](N)Cc3cc(C)cc(N)n3)c1" S5D SMILES CACTVS 3.385 "Cc1cc(N)nc(CCc2cccc(c2)[CH](N)Cc3cc(C)cc(N)n3)c1" S5D SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)CCc2cccc(c2)[C@@H](Cc3cc(cc(n3)N)C)N" S5D SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)CCc2cccc(c2)C(Cc3cc(cc(n3)N)C)N" # 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 S5D "SYSTEMATIC NAME" ACDLabs 12.01 "6-[(2R)-2-amino-2-{3-[2-(6-amino-4-methylpyridin-2-yl)ethyl]phenyl}ethyl]-4-methylpyridin-2-amine" S5D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[2-[3-[(1R)-1-azanyl-2-(6-azanyl-4-methyl-pyridin-2-yl)ethyl]phenyl]ethyl]-4-methyl-pyridin-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S5D "Create component" 2014-03-17 EBI S5D "Other modification" 2014-03-20 EBI S5D "Initial release" 2014-05-07 RCSB #