data_9FC # _chem_comp.id 9FC _chem_comp.name "6-{[(1R,2S)-2-aminocyclohexyl]amino}-5-cyano-2-[(3-methylphenyl)amino]pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-04-04 _chem_comp.pdbx_modified_date 2019-06-07 _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 364.444 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9FC _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 5ZLB _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 9FC C7 C1 C 0 1 Y N N -12.120 29.339 9.994 -1.214 2.542 0.055 C7 9FC 1 9FC C4 C2 C 0 1 Y N N -14.810 29.207 9.605 1.041 0.992 -0.155 C4 9FC 2 9FC C5 C3 C 0 1 Y N N -14.252 28.714 10.767 1.172 2.395 -0.129 C5 9FC 3 9FC C6 C4 C 0 1 Y N N -12.890 28.770 10.974 0.025 3.183 -0.023 C6 9FC 4 9FC C3 C5 C 0 1 N N N -10.181 32.937 4.230 -4.704 -3.738 -1.067 C3 9FC 5 9FC C2 C6 C 0 1 N N N -15.001 28.096 11.814 2.466 3.004 -0.205 C2 9FC 6 9FC C1 C7 C 0 1 N N N -10.664 29.394 10.207 -2.454 3.327 0.168 C1 9FC 7 9FC C8 C8 C 0 1 Y N N -12.722 29.820 8.853 -1.262 1.134 0.017 C8 9FC 8 9FC N9 N1 N 0 1 Y N N -14.048 29.763 8.643 -0.151 0.421 -0.085 N9 9FC 9 9FC N10 N2 N 0 1 N N N -11.838 30.358 7.935 -2.481 0.491 0.087 N10 9FC 10 9FC N11 N3 N 0 1 N N N -16.220 29.091 9.488 2.168 0.204 -0.260 N11 9FC 11 9FC C12 C9 C 0 1 Y N N -12.134 30.979 6.739 -2.531 -0.903 0.170 C12 9FC 12 9FC C13 C10 C 0 1 Y N N -11.086 31.607 6.104 -3.551 -1.602 -0.464 C13 9FC 13 9FC C14 C11 C 0 1 Y N N -11.304 32.255 4.916 -3.598 -2.980 -0.380 C14 9FC 14 9FC C15 C12 C 0 1 Y N N -12.565 32.274 4.368 -2.632 -3.664 0.335 C15 9FC 15 9FC C16 C13 C 0 1 Y N N -13.608 31.639 5.005 -1.615 -2.971 0.967 C16 9FC 16 9FC C17 C14 C 0 1 Y N N -13.397 30.987 6.198 -1.559 -1.594 0.882 C17 9FC 17 9FC C18 C15 C 0 1 N N R -16.752 29.433 8.169 2.042 -1.255 -0.287 C18 9FC 18 9FC C19 C16 C 0 1 N N N -18.248 29.683 8.251 1.982 -1.789 1.145 C19 9FC 19 9FC C20 C17 C 0 1 N N N -18.785 30.107 6.891 3.262 -1.401 1.888 C20 9FC 20 9FC C21 C18 C 0 1 N N N -18.430 29.131 5.782 4.471 -2.004 1.170 C21 9FC 21 9FC C22 C19 C 0 1 N N N -16.942 28.873 5.749 4.531 -1.471 -0.262 C22 9FC 22 9FC C23 C20 C 0 1 N N S -16.455 28.389 7.099 3.251 -1.858 -1.006 C23 9FC 23 9FC N24 N4 N 0 1 N N N -17.058 27.098 7.385 3.309 -1.346 -2.381 N24 9FC 24 9FC N25 N5 N 0 1 N N N -15.585 27.487 12.623 3.492 3.487 -0.266 N25 9FC 25 9FC O26 O1 O 0 1 N N N -9.889 29.891 9.394 -3.517 2.763 0.345 O26 9FC 26 9FC N27 N6 N 0 1 N N N -10.333 28.829 11.399 -2.412 4.671 0.076 N27 9FC 27 9FC H1 H1 H 0 1 N N N -12.446 28.379 11.877 0.093 4.260 -0.001 H1 9FC 28 9FC H2 H2 H 0 1 N N N -10.117 33.979 4.578 -4.394 -3.993 -2.081 H2 9FC 29 9FC H3 H3 H 0 1 N N N -9.240 32.415 4.459 -4.917 -4.652 -0.513 H3 9FC 30 9FC H4 H4 H 0 1 N N N -10.352 32.923 3.144 -5.600 -3.119 -1.106 H4 9FC 31 9FC H5 H5 H 0 1 N N N -10.868 30.288 8.166 -3.302 1.007 0.079 H5 9FC 32 9FC H6 H6 H 0 1 N N N -16.640 29.700 10.161 3.045 0.616 -0.316 H6 9FC 33 9FC H7 H7 H 0 1 N N N -10.098 31.589 6.540 -4.306 -1.068 -1.022 H7 9FC 34 9FC H8 H8 H 0 1 N N N -12.738 32.789 3.435 -2.671 -4.741 0.399 H8 9FC 35 9FC H9 H9 H 0 1 N N N -14.595 31.653 4.567 -0.862 -3.509 1.525 H9 9FC 36 9FC H10 H10 H 0 1 N N N -14.212 30.489 6.702 -0.765 -1.054 1.376 H10 9FC 37 9FC H11 H11 H 0 1 N N N -16.281 30.373 7.846 1.130 -1.531 -0.817 H11 9FC 38 9FC H12 H12 H 0 1 N N N -18.444 30.480 8.984 1.120 -1.359 1.657 H12 9FC 39 9FC H13 H13 H 0 1 N N N -18.754 28.760 8.570 1.888 -2.875 1.125 H13 9FC 40 9FC H14 H14 H 0 1 N N N -18.364 31.092 6.639 3.356 -0.316 1.909 H14 9FC 41 9FC H15 H15 H 0 1 N N N -19.881 30.182 6.955 3.219 -1.781 2.909 H15 9FC 42 9FC H16 H16 H 0 1 N N N -18.744 29.553 4.816 5.383 -1.729 1.699 H16 9FC 43 9FC H17 H17 H 0 1 N N N -18.957 28.181 5.956 4.377 -3.090 1.150 H17 9FC 44 9FC H18 H18 H 0 1 N N N -16.725 28.107 4.990 4.625 -0.385 -0.242 H18 9FC 45 9FC H19 H19 H 0 1 N N N -16.419 29.805 5.489 5.392 -1.901 -0.774 H19 9FC 46 9FC H20 H20 H 0 1 N N N -15.363 28.265 7.042 3.157 -2.944 -1.026 H20 9FC 47 9FC H21 H21 H 0 1 N N N -16.741 26.771 8.275 4.100 -1.730 -2.877 H21 9FC 48 9FC H22 H22 H 0 1 N N N -18.054 27.191 7.399 2.448 -1.533 -2.873 H22 9FC 49 9FC H24 H24 H 0 1 N N N -9.376 28.791 11.686 -1.564 5.121 -0.065 H24 9FC 50 9FC H25 H25 H 0 1 N N N -11.047 28.452 11.989 -3.229 5.188 0.151 H25 9FC 51 # # 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 9FC C3 C14 SING N N 1 9FC C15 C14 DOUB Y N 2 9FC C15 C16 SING Y N 3 9FC C14 C13 SING Y N 4 9FC C16 C17 DOUB Y N 5 9FC C22 C21 SING N N 6 9FC C22 C23 SING N N 7 9FC C21 C20 SING N N 8 9FC C13 C12 DOUB Y N 9 9FC C17 C12 SING Y N 10 9FC C12 N10 SING N N 11 9FC C20 C19 SING N N 12 9FC C23 N24 SING N N 13 9FC C23 C18 SING N N 14 9FC N10 C8 SING N N 15 9FC C18 C19 SING N N 16 9FC C18 N11 SING N N 17 9FC N9 C8 DOUB Y N 18 9FC N9 C4 SING Y N 19 9FC C8 C7 SING Y N 20 9FC O26 C1 DOUB N N 21 9FC N11 C4 SING N N 22 9FC C4 C5 DOUB Y N 23 9FC C7 C1 SING N N 24 9FC C7 C6 DOUB Y N 25 9FC C1 N27 SING N N 26 9FC C5 C6 SING Y N 27 9FC C5 C2 SING N N 28 9FC C2 N25 TRIP N N 29 9FC C6 H1 SING N N 30 9FC C3 H2 SING N N 31 9FC C3 H3 SING N N 32 9FC C3 H4 SING N N 33 9FC N10 H5 SING N N 34 9FC N11 H6 SING N N 35 9FC C13 H7 SING N N 36 9FC C15 H8 SING N N 37 9FC C16 H9 SING N N 38 9FC C17 H10 SING N N 39 9FC C18 H11 SING N N 40 9FC C19 H12 SING N N 41 9FC C19 H13 SING N N 42 9FC C20 H14 SING N N 43 9FC C20 H15 SING N N 44 9FC C21 H16 SING N N 45 9FC C21 H17 SING N N 46 9FC C22 H18 SING N N 47 9FC C22 H19 SING N N 48 9FC C23 H20 SING N N 49 9FC N24 H21 SING N N 50 9FC N24 H22 SING N N 51 9FC N27 H24 SING N N 52 9FC N27 H25 SING N N 53 # # 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 9FC SMILES ACDLabs 12.01 "c1(C(N)=O)cc(c(nc1Nc2cc(C)ccc2)NC3CCCCC3N)C#N" 9FC InChI InChI 1.03 "InChI=1S/C20H24N6O/c1-12-5-4-6-14(9-12)24-20-15(18(23)27)10-13(11-21)19(26-20)25-17-8-3-2-7-16(17)22/h4-6,9-10,16-17H,2-3,7-8,22H2,1H3,(H2,23,27)(H2,24,25,26)/t16-,17+/m0/s1" 9FC InChIKey InChI 1.03 XAMCCSYNPOEISO-DLBZAZTESA-N 9FC SMILES_CANONICAL CACTVS 3.385 "Cc1cccc(Nc2nc(N[C@@H]3CCCC[C@@H]3N)c(cc2C(N)=O)C#N)c1" 9FC SMILES CACTVS 3.385 "Cc1cccc(Nc2nc(N[CH]3CCCC[CH]3N)c(cc2C(N)=O)C#N)c1" 9FC SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cccc(c1)Nc2c(cc(c(n2)N[C@@H]3CCCC[C@@H]3N)C#N)C(=O)N" 9FC SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cccc(c1)Nc2c(cc(c(n2)NC3CCCCC3N)C#N)C(=O)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 9FC "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(1R,2S)-2-aminocyclohexyl]amino}-5-cyano-2-[(3-methylphenyl)amino]pyridine-3-carboxamide" 9FC "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "6-[[(1~{R},2~{S})-2-azanylcyclohexyl]amino]-5-cyano-2-[(3-methylphenyl)amino]pyridine-3-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9FC "Create component" 2018-04-04 PDBJ 9FC "Initial release" 2019-06-12 RCSB ##