data_KZI # _chem_comp.id KZI _chem_comp.name "5-{[(1R,2S)-2-aminocyclohexyl]amino}-3-[(3,5-dimethoxyphenyl)amino]pyrazine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H26 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-07 _chem_comp.pdbx_modified_date 2011-06-04 _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 386.448 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KZI _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 3AC1 _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 KZI O1 O1 O 0 1 N N N -1.900 10.312 -3.996 1.679 -4.234 0.288 O1 KZI 1 KZI O2 O2 O 0 1 N N N -1.077 11.245 -10.166 1.699 3.039 0.835 O2 KZI 2 KZI O3 O3 O 0 1 N N N 2.190 7.746 -9.666 5.592 0.852 -0.802 O3 KZI 3 KZI N4 N4 N 0 1 Y N N 1.218 7.791 -5.124 -0.391 -0.673 0.242 N4 KZI 4 KZI N5 N5 N 0 1 N N N 2.809 6.254 -4.353 -2.467 0.421 0.176 N5 KZI 5 KZI N6 N6 N 0 1 N N N -1.669 9.926 -1.789 -0.113 -5.449 -0.209 N6 KZI 6 KZI N8 N8 N 0 1 Y N N 0.357 8.105 -2.502 -1.639 -3.086 0.002 N8 KZI 7 KZI N9 N9 N 0 1 N N N -0.377 9.363 -5.867 1.709 -1.723 0.312 N9 KZI 8 KZI C10 C10 C 0 1 Y N N 0.552 9.501 -9.954 3.652 1.957 0.016 C10 KZI 9 KZI C11 C11 C 0 1 N N N 3.922 4.525 -5.609 -4.333 0.293 -1.398 C11 KZI 10 KZI C12 C12 C 0 1 Y N N 0.923 8.527 -7.754 3.667 -0.430 -0.251 C12 KZI 11 KZI C13 C13 C 0 1 Y N N 0.213 8.660 -4.875 0.330 -1.787 0.217 C13 KZI 12 KZI C14 C14 C 0 1 N N N -1.343 9.753 -3.085 0.484 -4.272 0.065 C14 KZI 13 KZI C15 C15 C 0 1 Y N N 1.345 7.269 -2.801 -2.348 -1.980 0.028 C15 KZI 14 KZI C16 C16 C 0 1 Y N N -0.711 10.269 -8.014 1.699 0.676 0.578 C16 KZI 15 KZI C17 C17 C 0 1 Y N N -0.243 8.811 -3.468 -0.311 -3.031 0.093 C17 KZI 16 KZI C18 C18 C 0 1 Y N N -0.046 9.369 -7.191 2.360 -0.490 0.213 C18 KZI 17 KZI C19 C19 C 0 1 Y N N -0.424 10.331 -9.376 2.345 1.898 0.479 C19 KZI 18 KZI C20 C20 C 0 1 N N R 3.286 5.919 -5.694 -3.926 0.350 0.075 C20 KZI 19 KZI C21 C21 C 0 1 N N N -0.322 11.873 -11.224 2.425 4.263 0.708 C21 KZI 20 KZI C22 C22 C 0 1 Y N N 1.793 7.114 -4.113 -1.714 -0.739 0.150 C22 KZI 21 KZI C23 C23 C 0 1 Y N N 1.227 8.584 -9.130 4.312 0.793 -0.349 C23 KZI 22 KZI C24 C24 C 0 1 N N S 4.236 7.013 -6.207 -4.544 1.589 0.728 C24 KZI 23 KZI C25 C25 C 0 1 N N N 4.865 4.178 -6.760 -3.834 1.549 -2.115 C25 KZI 24 KZI C26 C26 C 0 1 N N N 5.803 5.334 -7.112 -4.451 2.788 -1.462 C26 KZI 25 KZI C27 C27 C 0 1 N N N 2.045 7.199 -10.982 6.194 2.146 -0.878 C27 KZI 26 KZI C28 C28 C 0 1 N N N 4.995 6.583 -7.455 -4.044 2.845 0.011 C28 KZI 27 KZI N42 N42 N 0 1 N N N 5.188 7.377 -5.170 -4.153 1.644 2.142 N42 KZI 28 KZI HN5 HN5 H 0 1 N N N 2.511 5.384 -3.960 -2.028 1.282 0.261 HN5 KZI 29 KZI HN6 HN6 H 0 1 N N N -2.411 10.548 -1.539 0.410 -6.265 -0.227 HN6 KZI 30 KZI HN6A HN6A H 0 0 N N N -1.169 9.433 -1.077 -1.066 -5.479 -0.387 HN6A KZI 31 KZI HN9 HN9 H 0 1 N N N -1.144 9.946 -5.600 2.224 -2.534 0.448 HN9 KZI 32 KZI H10 H10 H 0 1 N N N 0.778 9.566 -11.008 4.153 2.910 -0.065 H10 KZI 33 KZI H11 H11 H 0 1 N N N 4.502 4.478 -4.675 -3.894 -0.590 -1.863 H11 KZI 34 KZI H11A H11A H 0 0 N N N 3.108 3.785 -5.609 -5.420 0.240 -1.473 H11A KZI 35 KZI H12 H12 H 0 1 N N N 1.446 7.823 -7.124 4.182 -1.336 -0.535 H12 KZI 36 KZI H15 H15 H 0 1 N N N 1.811 6.697 -2.012 -3.424 -2.029 -0.047 H15 KZI 37 KZI H16 H16 H 0 1 N N N -1.458 10.927 -7.594 0.682 0.630 0.938 H16 KZI 38 KZI H20 H20 H 0 1 N N N 2.471 5.882 -6.431 -4.282 -0.545 0.586 H20 KZI 39 KZI H21 H21 H 0 1 N N N -0.969 12.576 -11.769 3.317 4.224 1.334 H21 KZI 40 KZI H21A H21A H 0 0 N N N 0.530 12.419 -10.792 2.718 4.405 -0.332 H21A KZI 41 KZI H21B H21B H 0 0 N N N 0.049 11.103 -11.917 1.795 5.094 1.025 H21B KZI 42 KZI H24 H24 H 0 1 N N N 3.612 7.880 -6.472 -5.630 1.536 0.652 H24 KZI 43 KZI H25 H25 H 0 1 N N N 5.474 3.311 -6.464 -2.747 1.602 -2.039 H25 KZI 44 KZI H25A H25A H 0 0 N N N 4.260 3.936 -7.646 -4.124 1.508 -3.164 H25A KZI 45 KZI H26 H26 H 0 1 N N N 6.453 5.548 -6.251 -4.095 3.683 -1.973 H26 KZI 46 KZI H26A H26A H 0 0 N N N 6.418 5.051 -7.979 -5.537 2.735 -1.538 H26A KZI 47 KZI H27 H27 H 0 1 N N N 2.913 6.565 -11.214 5.615 2.777 -1.552 H27 KZI 48 KZI H27A H27A H 0 0 N N N 1.127 6.595 -11.029 6.215 2.596 0.114 H27A KZI 49 KZI H27B H27B H 0 0 N N N 1.983 8.017 -11.714 7.213 2.051 -1.255 H27B KZI 50 KZI H28 H28 H 0 1 N N N 4.287 6.360 -8.267 -4.484 3.727 0.476 H28 KZI 51 KZI H28A H28A H 0 0 N N N 5.670 7.389 -7.780 -2.958 2.898 0.086 H28A KZI 52 KZI HN42 HN42 H 0 0 N N N 5.801 8.089 -5.514 -4.548 2.454 2.596 HN42 KZI 53 KZI HN4A HN4A H 0 0 N N N 4.695 7.720 -4.370 -4.415 0.796 2.623 HN4A KZI 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 KZI O1 C14 DOUB N N 1 KZI O2 C19 SING N N 2 KZI O2 C21 SING N N 3 KZI O3 C23 SING N N 4 KZI O3 C27 SING N N 5 KZI N4 C13 DOUB Y N 6 KZI N4 C22 SING Y N 7 KZI N5 C20 SING N N 8 KZI N5 C22 SING N N 9 KZI N6 C14 SING N N 10 KZI N8 C15 SING Y N 11 KZI N8 C17 DOUB Y N 12 KZI N9 C13 SING N N 13 KZI N9 C18 SING N N 14 KZI C10 C19 DOUB Y N 15 KZI C10 C23 SING Y N 16 KZI C11 C20 SING N N 17 KZI C11 C25 SING N N 18 KZI C12 C18 SING Y N 19 KZI C12 C23 DOUB Y N 20 KZI C13 C17 SING Y N 21 KZI C14 C17 SING N N 22 KZI C15 C22 DOUB Y N 23 KZI C16 C18 DOUB Y N 24 KZI C16 C19 SING Y N 25 KZI C20 C24 SING N N 26 KZI C24 C28 SING N N 27 KZI C24 N42 SING N N 28 KZI C25 C26 SING N N 29 KZI C26 C28 SING N N 30 KZI N5 HN5 SING N N 31 KZI N6 HN6 SING N N 32 KZI N6 HN6A SING N N 33 KZI N9 HN9 SING N N 34 KZI C10 H10 SING N N 35 KZI C11 H11 SING N N 36 KZI C11 H11A SING N N 37 KZI C12 H12 SING N N 38 KZI C15 H15 SING N N 39 KZI C16 H16 SING N N 40 KZI C20 H20 SING N N 41 KZI C21 H21 SING N N 42 KZI C21 H21A SING N N 43 KZI C21 H21B SING N N 44 KZI C24 H24 SING N N 45 KZI C25 H25 SING N N 46 KZI C25 H25A SING N N 47 KZI C26 H26 SING N N 48 KZI C26 H26A SING N N 49 KZI C27 H27 SING N N 50 KZI C27 H27A SING N N 51 KZI C27 H27B SING N N 52 KZI C28 H28 SING N N 53 KZI C28 H28A SING N N 54 KZI N42 HN42 SING N N 55 KZI N42 HN4A 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 KZI SMILES_CANONICAL CACTVS 3.352 "COc1cc(Nc2nc(N[C@@H]3CCCC[C@@H]3N)cnc2C(N)=O)cc(OC)c1" KZI SMILES CACTVS 3.352 "COc1cc(Nc2nc(N[CH]3CCCC[CH]3N)cnc2C(N)=O)cc(OC)c1" KZI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COc1cc(cc(c1)OC)Nc2c(ncc(n2)N[C@@H]3CCCC[C@@H]3N)C(=O)N" KZI SMILES "OpenEye OEToolkits" 1.7.0 "COc1cc(cc(c1)OC)Nc2c(ncc(n2)NC3CCCCC3N)C(=O)N" KZI InChI InChI 1.03 "InChI=1S/C19H26N6O3/c1-27-12-7-11(8-13(9-12)28-2)23-19-17(18(21)26)22-10-16(25-19)24-15-6-4-3-5-14(15)20/h7-10,14-15H,3-6,20H2,1-2H3,(H2,21,26)(H2,23,24,25)/t14-,15+/m0/s1" KZI InChIKey InChI 1.03 QWHIZRAQVGLTOV-LSDHHAIUSA-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 KZI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "5-[[(1R,2S)-2-azanylcyclohexyl]amino]-3-[(3,5-dimethoxyphenyl)amino]pyrazine-2-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 KZI "Create component" 2010-01-07 PDBJ KZI "Modify aromatic_flag" 2011-06-04 RCSB KZI "Modify descriptor" 2011-06-04 RCSB #