data_5E6 # _chem_comp.id 5E6 _chem_comp.name "(1S,3S)-N-{6-[5-(pyridin-3-yl)-1H-pyrazolo[3,4-c]pyridin-3-yl]pyridin-2-yl}cyclohexane-1,3-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 N7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-15 _chem_comp.pdbx_modified_date 2015-10-23 _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 385.465 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5E6 _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 5DIA _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 5E6 C9 C1 C 0 1 N N N 21.569 -34.256 4.281 -5.003 0.442 -0.539 C9 5E6 1 5E6 C2 C2 C 0 1 Y N N 23.692 -38.893 1.892 -0.814 3.731 0.837 C2 5E6 2 5E6 C10 C3 C 0 1 N N N 21.196 -34.068 5.729 -4.698 -0.391 -1.786 C10 5E6 3 5E6 C6 C4 C 0 1 Y N N 23.595 -38.278 4.155 -2.788 2.408 1.002 C6 5E6 4 5E6 C1 C5 C 0 1 Y N N 23.751 -39.242 3.211 -2.150 3.622 1.190 C1 5E6 5 5E6 C3 C6 C 0 1 Y N N 23.451 -37.601 1.547 -0.159 2.625 0.302 C3 5E6 6 5E6 N4 N1 N 0 1 Y N N 23.321 -36.716 2.482 -0.803 1.476 0.130 N4 5E6 7 5E6 C5 C7 C 0 1 Y N N 23.388 -36.991 3.736 -2.078 1.342 0.457 C5 5E6 8 5E6 N7 N2 N 0 1 N N N 23.263 -35.977 4.652 -2.714 0.121 0.261 N7 5E6 9 5E6 C8 C8 C 0 1 N N S 23.027 -34.629 4.190 -4.125 -0.036 0.620 C8 5E6 10 5E6 C11 C9 C 0 1 N N N 22.003 -32.901 6.252 -4.990 -1.865 -1.499 C11 5E6 11 5E6 C12 C10 C 0 1 N N S 23.504 -33.165 6.220 -4.113 -2.342 -0.340 C12 5E6 12 5E6 C13 C11 C 0 1 N N N 23.926 -33.576 4.828 -4.417 -1.510 0.907 C13 5E6 13 5E6 N14 N3 N 0 1 N N N 24.263 -31.992 6.645 -4.393 -3.758 -0.064 N14 5E6 14 5E6 C15 C12 C 0 1 Y N N 23.392 -37.207 0.125 1.268 2.730 -0.078 C15 5E6 15 5E6 C16 C13 C 0 1 Y N N 23.008 -35.912 -0.389 2.227 1.627 -0.158 C16 5E6 16 5E6 C17 C14 C 0 1 Y N N 22.605 -34.711 0.160 2.166 0.249 0.064 C17 5E6 17 5E6 C18 C15 C 0 1 Y N N 22.323 -33.654 -0.665 3.316 -0.503 -0.118 C18 5E6 18 5E6 N19 N4 N 0 1 Y N N 22.454 -33.785 -1.955 4.457 0.069 -0.496 N19 5E6 19 5E6 C20 C16 C 0 1 Y N N 22.812 -34.894 -2.499 4.559 1.361 -0.715 C20 5E6 20 5E6 C21 C17 C 0 1 Y N N 23.117 -36.000 -1.755 3.454 2.194 -0.557 C21 5E6 21 5E6 N22 N5 N 0 1 Y N N 23.516 -37.243 -2.028 3.240 3.539 -0.704 N22 5E6 22 5E6 N24 N6 N 0 1 Y N N 23.677 -37.940 -0.882 1.903 3.830 -0.412 N24 5E6 23 5E6 C25 C18 C 0 1 Y N N 21.889 -32.351 -0.136 3.275 -1.968 0.113 C25 5E6 24 5E6 C26 C19 C 0 1 Y N N 22.011 -32.016 1.201 4.422 -2.747 -0.064 C26 5E6 25 5E6 C27 C20 C 0 1 Y N N 21.590 -30.786 1.609 4.331 -4.110 0.164 C27 5E6 26 5E6 C28 C21 C 0 1 Y N N 21.076 -29.927 0.681 3.121 -4.652 0.555 C28 5E6 27 5E6 N29 N7 N 0 1 Y N N 20.973 -30.268 -0.567 2.055 -3.891 0.714 N29 5E6 28 5E6 C30 C22 C 0 1 Y N N 21.359 -31.418 -0.997 2.094 -2.589 0.515 C30 5E6 29 5E6 H1 H1 H 0 1 N N N 21.394 -33.320 3.731 -4.794 1.492 -0.743 H1 5E6 30 5E6 H2 H2 H 0 1 N N N 20.956 -35.058 3.844 -6.053 0.325 -0.271 H2 5E6 31 5E6 H3 H3 H 0 1 N N N 23.836 -39.641 1.126 -0.288 4.665 0.972 H3 5E6 32 5E6 H4 H4 H 0 1 N N N 20.121 -33.852 5.816 -5.323 -0.051 -2.611 H4 5E6 33 5E6 H5 H5 H 0 1 N N N 21.435 -34.977 6.300 -3.648 -0.274 -2.053 H5 5E6 34 5E6 H6 H6 H 0 1 N N N 23.633 -38.520 5.207 -3.829 2.292 1.267 H6 5E6 35 5E6 H7 H7 H 0 1 N N N 23.919 -40.269 3.499 -2.682 4.466 1.603 H7 5E6 36 5E6 H8 H8 H 0 1 N N N 22.499 -36.218 5.251 -2.223 -0.626 -0.115 H8 5E6 37 5E6 H9 H9 H 0 1 N N N 23.273 -34.618 3.118 -4.342 0.557 1.508 H9 5E6 38 5E6 H10 H10 H 0 1 N N N 21.787 -32.018 5.633 -6.041 -1.982 -1.231 H10 5E6 39 5E6 H11 H11 H 0 1 N N N 21.702 -32.702 7.291 -4.773 -2.458 -2.387 H11 5E6 40 5E6 H12 H12 H 0 1 N N N 23.720 -33.998 6.906 -3.063 -2.226 -0.607 H12 5E6 41 5E6 H13 H13 H 0 1 N N N 24.947 -33.981 4.882 -3.792 -1.850 1.733 H13 5E6 42 5E6 H14 H14 H 0 1 N N N 23.919 -32.682 4.187 -5.467 -1.627 1.175 H14 5E6 43 5E6 H15 H15 H 0 1 N N N 23.979 -31.726 7.566 -4.200 -4.329 -0.873 H15 5E6 44 5E6 H16 H16 H 0 1 N N N 25.239 -32.210 6.647 -3.873 -4.080 0.738 H16 5E6 45 5E6 H18 H18 H 0 1 N N N 22.513 -34.606 1.231 1.243 -0.220 0.371 H18 5E6 46 5E6 H19 H19 H 0 1 N N N 22.874 -34.954 -3.576 5.506 1.779 -1.021 H19 5E6 47 5E6 H23 H20 H 0 1 N N N 23.673 -37.606 -2.947 3.910 4.188 -0.972 H23 5E6 48 5E6 H20 H21 H 0 1 N N N 22.432 -32.716 1.908 5.355 -2.298 -0.371 H20 5E6 49 5E6 H21 H22 H 0 1 N N N 21.662 -30.496 2.647 5.197 -4.744 0.037 H21 5E6 50 5E6 H22 H23 H 0 1 N N N 20.749 -28.945 0.991 3.046 -5.714 0.734 H22 5E6 51 5E6 H24 H24 H 0 1 N N N 21.266 -31.654 -2.047 1.201 -1.999 0.655 H24 5E6 52 # 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 5E6 C20 N19 DOUB Y N 1 5E6 C20 C21 SING Y N 2 5E6 N22 C21 SING Y N 3 5E6 N22 N24 SING Y N 4 5E6 N19 C18 SING Y N 5 5E6 C21 C16 DOUB Y N 6 5E6 C30 N29 DOUB Y N 7 5E6 C30 C25 SING Y N 8 5E6 N24 C15 DOUB Y N 9 5E6 C18 C25 SING N N 10 5E6 C18 C17 DOUB Y N 11 5E6 N29 C28 SING Y N 12 5E6 C16 C15 SING Y N 13 5E6 C16 C17 SING Y N 14 5E6 C25 C26 DOUB Y N 15 5E6 C15 C3 SING N N 16 5E6 C28 C27 DOUB Y N 17 5E6 C26 C27 SING Y N 18 5E6 C3 C2 DOUB Y N 19 5E6 C3 N4 SING Y N 20 5E6 C2 C1 SING Y N 21 5E6 N4 C5 DOUB Y N 22 5E6 C1 C6 DOUB Y N 23 5E6 C5 C6 SING Y N 24 5E6 C5 N7 SING N N 25 5E6 C8 C9 SING N N 26 5E6 C8 N7 SING N N 27 5E6 C8 C13 SING N N 28 5E6 C9 C10 SING N N 29 5E6 C13 C12 SING N N 30 5E6 C10 C11 SING N N 31 5E6 C12 C11 SING N N 32 5E6 C12 N14 SING N N 33 5E6 C9 H1 SING N N 34 5E6 C9 H2 SING N N 35 5E6 C2 H3 SING N N 36 5E6 C10 H4 SING N N 37 5E6 C10 H5 SING N N 38 5E6 C6 H6 SING N N 39 5E6 C1 H7 SING N N 40 5E6 N7 H8 SING N N 41 5E6 C8 H9 SING N N 42 5E6 C11 H10 SING N N 43 5E6 C11 H11 SING N N 44 5E6 C12 H12 SING N N 45 5E6 C13 H13 SING N N 46 5E6 C13 H14 SING N N 47 5E6 N14 H15 SING N N 48 5E6 N14 H16 SING N N 49 5E6 C17 H18 SING N N 50 5E6 C20 H19 SING N N 51 5E6 N22 H23 SING N N 52 5E6 C26 H20 SING N N 53 5E6 C27 H21 SING N N 54 5E6 C28 H22 SING N N 55 5E6 C30 H24 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 5E6 SMILES ACDLabs 12.01 "C1CCC(N)CC1Nc2cccc(n2)c5c4cc(c3cccnc3)ncc4nn5" 5E6 InChI InChI 1.03 "InChI=1S/C22H23N7/c23-15-5-1-6-16(10-15)26-21-8-2-7-18(27-21)22-17-11-19(14-4-3-9-24-12-14)25-13-20(17)28-29-22/h2-4,7-9,11-13,15-16H,1,5-6,10,23H2,(H,26,27)(H,28,29)/t15-,16-/m0/s1" 5E6 InChIKey InChI 1.03 FWMVELRLCYRLLJ-HOTGVXAUSA-N 5E6 SMILES_CANONICAL CACTVS 3.385 "N[C@H]1CCC[C@@H](C1)Nc2cccc(n2)c3n[nH]c4cnc(cc34)c5cccnc5" 5E6 SMILES CACTVS 3.385 "N[CH]1CCC[CH](C1)Nc2cccc(n2)c3n[nH]c4cnc(cc34)c5cccnc5" 5E6 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(nc(c1)N[C@H]2CCC[C@@H](C2)N)c3c4cc(ncc4[nH]n3)c5cccnc5" 5E6 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(nc(c1)NC2CCCC(C2)N)c3c4cc(ncc4[nH]n3)c5cccnc5" # 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 5E6 "SYSTEMATIC NAME" ACDLabs 12.01 "(1S,3S)-N-{6-[5-(pyridin-3-yl)-1H-pyrazolo[3,4-c]pyridin-3-yl]pyridin-2-yl}cyclohexane-1,3-diamine" 5E6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1S,3S)-N1-[6-(5-pyridin-3-yl-1H-pyrazolo[3,4-c]pyridin-3-yl)pyridin-2-yl]cyclohexane-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 5E6 "Create component" 2015-09-15 RCSB 5E6 "Initial release" 2015-10-28 RCSB #