data_KZM # _chem_comp.id KZM _chem_comp.name "5-{[(1R,2S)-2-aminocyclohexyl]amino}-7-[(3,5-dimethoxyphenyl)amino]-2-(3-hydroxyphenyl)[1,2,4]triazolo[1,5-c]pyrimidine-8-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H30 N8 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-12 _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 518.568 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KZM _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 3AC5 _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 KZM O1 O1 O 0 1 N N N 25.621 38.964 10.344 1.246 -3.739 1.427 O1 KZM 1 KZM O2 O2 O 0 1 N N N 31.832 38.167 11.213 4.115 0.774 -2.483 O2 KZM 2 KZM O3 O3 O 0 1 N N N 31.094 34.474 8.236 6.918 -1.857 0.316 O3 KZM 3 KZM N4 N4 N 0 1 Y N N 26.765 35.633 7.994 0.773 0.328 0.829 N4 KZM 4 KZM N5 N5 N 0 1 N N N 26.004 33.963 6.494 -0.559 2.151 0.334 N5 KZM 5 KZM N6 N6 N 0 1 N N N 23.444 38.490 10.064 -0.821 -4.203 0.755 N6 KZM 6 KZM C7 C7 C 0 1 Y N N 24.092 36.409 8.204 -1.360 -1.367 0.469 C7 KZM 7 KZM N8 N8 N 0 1 N N N 27.503 37.353 9.540 2.263 -1.413 1.355 N8 KZM 8 KZM C9 C9 C 0 1 Y N N 31.488 36.323 9.716 5.527 -0.539 -1.091 C9 KZM 9 KZM C10 C10 C 0 1 N N N 27.357 32.458 5.158 0.718 3.387 2.014 C10 KZM 10 KZM C11 C11 C 0 1 Y N N 29.273 35.888 8.870 4.608 -1.639 0.836 C11 KZM 11 KZM C12 C12 C 0 1 Y N N 26.512 36.684 8.811 1.003 -0.974 1.007 C12 KZM 12 KZM C13 C13 C 0 1 N N N 24.740 38.273 9.856 0.171 -3.332 1.026 C13 KZM 13 KZM N14 N14 N 0 1 Y N N 24.482 35.413 7.442 -1.487 -0.011 0.310 N14 KZM 14 KZM C15 C15 C 0 1 Y N N 29.660 37.740 10.357 3.191 -0.309 -0.579 C15 KZM 15 KZM C16 C16 C 0 1 Y N N 25.114 37.134 8.970 -0.044 -1.896 0.839 C16 KZM 16 KZM C17 C17 C 0 1 Y N N 28.798 36.981 9.585 3.356 -1.120 0.536 C17 KZM 17 KZM C18 C18 C 0 1 Y N N 31.003 37.414 10.428 4.276 -0.020 -1.392 C18 KZM 18 KZM C19 C19 C 0 1 N N R 27.262 33.244 6.466 0.585 3.044 0.529 C19 KZM 19 KZM C20 C20 C 0 1 N N N 32.862 37.529 11.975 5.276 1.031 -3.276 C20 KZM 20 KZM C21 C21 C 0 1 Y N N 25.757 35.009 7.321 -0.408 0.799 0.497 C21 KZM 21 KZM C22 C22 C 0 1 Y N N 30.624 35.557 8.934 5.692 -1.349 0.022 C22 KZM 22 KZM C23 C23 C 0 1 N N S 27.332 32.316 7.671 0.371 4.329 -0.274 C23 KZM 23 KZM C24 C24 C 0 1 N N N 28.677 31.700 5.024 -0.559 4.081 2.493 C24 KZM 24 KZM C25 C25 C 0 1 N N N 29.315 31.418 6.382 -0.773 5.366 1.691 C25 KZM 25 KZM C26 C26 C 0 1 N N N 31.920 34.667 7.091 7.990 -1.517 -0.565 C26 KZM 26 KZM C27 C27 C 0 1 N N N 28.259 31.121 7.436 -0.905 5.023 0.205 C27 KZM 27 KZM N28 N28 N 0 1 N N N 25.989 31.846 7.969 0.244 4.000 -1.700 N28 KZM 28 KZM N29 N29 N 0 1 Y N N 22.746 36.492 8.062 -2.535 -1.914 0.234 N29 KZM 29 KZM N30 N30 N 0 1 Y N N 23.425 34.808 6.782 -2.825 0.217 -0.037 N30 KZM 30 KZM C31 C31 C 0 1 Y N N 22.340 35.513 7.203 -3.421 -0.958 -0.072 C31 KZM 31 KZM C32 C32 C 0 1 Y N N 20.943 35.250 6.743 -4.850 -1.186 -0.398 C32 KZM 32 KZM C33 C33 C 0 1 Y N N 20.469 33.945 6.679 -5.369 -2.479 -0.402 C33 KZM 33 KZM C34 C34 C 0 1 Y N N 20.129 36.298 6.330 -5.679 -0.106 -0.695 C34 KZM 34 KZM C35 C35 C 0 1 Y N N 19.180 33.682 6.229 -6.699 -2.688 -0.706 C35 KZM 35 KZM C36 C36 C 0 1 Y N N 18.838 36.035 5.882 -7.013 -0.326 -0.999 C36 KZM 36 KZM C37 C37 C 0 1 Y N N 18.361 34.728 5.834 -7.520 -1.618 -1.007 C37 KZM 37 KZM O66 O66 O 0 1 N N N 18.037 37.060 5.479 -7.825 0.725 -1.289 O66 KZM 38 KZM HN6 HN6 H 0 1 N N N 23.151 39.250 10.644 -0.678 -5.154 0.879 HN6 KZM 39 KZM HN6A HN6A H 0 0 N N N 22.763 37.893 9.640 -1.678 -3.878 0.435 HN6A KZM 40 KZM HN8 HN8 H 0 1 N N N 27.232 38.161 10.063 2.390 -1.925 2.169 HN8 KZM 41 KZM H9 H9 H 0 1 N N N 32.536 36.068 9.769 6.371 -0.317 -1.727 H9 KZM 42 KZM H10 H10 H 0 1 N N N 26.533 31.730 5.129 0.870 2.471 2.586 H10 KZM 43 KZM H10A H10A H 0 0 N N N 27.275 33.166 4.320 1.569 4.052 2.159 H10A KZM 44 KZM H11 H11 H 0 1 N N N 28.598 35.298 8.268 4.738 -2.270 1.704 H11 KZM 45 KZM H15 H15 H 0 1 N N N 29.283 38.590 10.906 2.218 0.096 -0.813 H15 KZM 46 KZM H19 H19 H 0 1 N N N 28.109 33.944 6.516 1.495 2.550 0.187 H19 KZM 47 KZM H20 H20 H 0 1 N N N 33.424 38.287 12.540 5.009 1.676 -4.113 H20 KZM 48 KZM H20A H20A H 0 0 N N N 32.409 36.811 12.675 6.031 1.525 -2.664 H20A KZM 49 KZM H20B H20B H 0 0 N N N 33.545 36.998 11.296 5.673 0.090 -3.655 H20B KZM 50 KZM H23 H23 H 0 1 N N N 27.749 32.882 8.517 1.222 4.994 -0.129 H23 KZM 51 KZM H24 H24 H 0 1 N N N 28.482 30.741 4.521 -1.410 3.416 2.348 H24 KZM 52 KZM H24A H24A H 0 0 N N N 29.373 32.309 4.428 -0.465 4.325 3.551 H24A KZM 53 KZM H25 H25 H 0 1 N N N 29.980 30.547 6.289 -1.683 5.860 2.032 H25 KZM 54 KZM H25A H25A H 0 0 N N N 29.892 32.301 6.695 0.078 6.031 1.835 H25A KZM 55 KZM H26 H26 H 0 1 N N N 32.196 33.690 6.668 7.760 -1.870 -1.571 H26 KZM 56 KZM H26A H26A H 0 0 N N N 31.371 35.251 6.337 8.118 -0.435 -0.581 H26A KZM 57 KZM H26B H26B H 0 0 N N N 32.831 35.210 7.384 8.910 -1.987 -0.217 H26B KZM 58 KZM H27 H27 H 0 1 N N N 28.765 30.877 8.382 -1.058 5.938 -0.367 H27 KZM 59 KZM H27A H27A H 0 0 N N N 27.654 30.268 7.096 -1.757 4.358 0.060 H27A KZM 60 KZM HN28 HN28 H 0 0 N N N 26.017 31.234 8.759 0.102 4.833 -2.252 HN28 KZM 61 KZM HN2A HN2A H 0 0 N N N 25.400 32.628 8.174 1.048 3.484 -2.025 HN2A KZM 62 KZM H33 H33 H 0 1 N N N 21.107 33.128 6.981 -4.729 -3.318 -0.169 H33 KZM 63 KZM H34 H34 H 0 1 N N N 20.497 37.313 6.357 -5.283 0.898 -0.688 H34 KZM 64 KZM H35 H35 H 0 1 N N N 18.818 32.665 6.187 -7.099 -3.691 -0.710 H35 KZM 65 KZM H37 H37 H 0 1 N N N 17.357 34.530 5.490 -8.560 -1.787 -1.244 H37 KZM 66 KZM HO66 HO66 H 0 0 N N N 17.195 36.716 5.205 -7.852 0.953 -2.229 HO66 KZM 67 KZM HN5 HN5 H 0 1 N N N 25.895 34.331 5.571 -1.424 2.516 0.089 HN5 KZM 68 # 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 KZM O1 C13 DOUB N N 1 KZM O2 C18 SING N N 2 KZM O2 C20 SING N N 3 KZM O3 C22 SING N N 4 KZM O3 C26 SING N N 5 KZM N4 C12 SING Y N 6 KZM N4 C21 DOUB Y N 7 KZM N5 C19 SING N N 8 KZM N5 C21 SING N N 9 KZM N6 C13 SING N N 10 KZM C7 N14 SING Y N 11 KZM C7 C16 SING Y N 12 KZM C7 N29 DOUB Y N 13 KZM N8 C12 SING N N 14 KZM N8 C17 SING N N 15 KZM C9 C18 DOUB Y N 16 KZM C9 C22 SING Y N 17 KZM C10 C19 SING N N 18 KZM C10 C24 SING N N 19 KZM C11 C17 SING Y N 20 KZM C11 C22 DOUB Y N 21 KZM C12 C16 DOUB Y N 22 KZM C13 C16 SING N N 23 KZM N14 C21 SING Y N 24 KZM N14 N30 SING Y N 25 KZM C15 C17 DOUB Y N 26 KZM C15 C18 SING Y N 27 KZM C19 C23 SING N N 28 KZM C23 C27 SING N N 29 KZM C23 N28 SING N N 30 KZM C24 C25 SING N N 31 KZM C25 C27 SING N N 32 KZM N29 C31 SING Y N 33 KZM N30 C31 DOUB Y N 34 KZM C31 C32 SING Y N 35 KZM C32 C33 DOUB Y N 36 KZM C32 C34 SING Y N 37 KZM C33 C35 SING Y N 38 KZM C34 C36 DOUB Y N 39 KZM C35 C37 DOUB Y N 40 KZM C36 C37 SING Y N 41 KZM C36 O66 SING N N 42 KZM N6 HN6 SING N N 43 KZM N6 HN6A SING N N 44 KZM N8 HN8 SING N N 45 KZM C9 H9 SING N N 46 KZM C10 H10 SING N N 47 KZM C10 H10A SING N N 48 KZM C11 H11 SING N N 49 KZM C15 H15 SING N N 50 KZM C19 H19 SING N N 51 KZM C20 H20 SING N N 52 KZM C20 H20A SING N N 53 KZM C20 H20B SING N N 54 KZM C23 H23 SING N N 55 KZM C24 H24 SING N N 56 KZM C24 H24A SING N N 57 KZM C25 H25 SING N N 58 KZM C25 H25A SING N N 59 KZM C26 H26 SING N N 60 KZM C26 H26A SING N N 61 KZM C26 H26B SING N N 62 KZM C27 H27 SING N N 63 KZM C27 H27A SING N N 64 KZM N28 HN28 SING N N 65 KZM N28 HN2A SING N N 66 KZM C33 H33 SING N N 67 KZM C34 H34 SING N N 68 KZM C35 H35 SING N N 69 KZM C37 H37 SING N N 70 KZM O66 HO66 SING N N 71 KZM N5 HN5 SING N N 72 # 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 KZM SMILES_CANONICAL CACTVS 3.352 "COc1cc(Nc2nc(N[C@@H]3CCCC[C@@H]3N)n4nc(nc4c2C(N)=O)c5cccc(O)c5)cc(OC)c1" KZM SMILES CACTVS 3.352 "COc1cc(Nc2nc(N[CH]3CCCC[CH]3N)n4nc(nc4c2C(N)=O)c5cccc(O)c5)cc(OC)c1" KZM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COc1cc(cc(c1)OC)Nc2c(c3nc(nn3c(n2)N[C@@H]4CCCC[C@@H]4N)c5cccc(c5)O)C(=O)N" KZM SMILES "OpenEye OEToolkits" 1.7.0 "COc1cc(cc(c1)OC)Nc2c(c3nc(nn3c(n2)NC4CCCCC4N)c5cccc(c5)O)C(=O)N" KZM InChI InChI 1.03 "InChI=1S/C26H30N8O4/c1-37-17-11-15(12-18(13-17)38-2)29-24-21(22(28)36)25-31-23(14-6-5-7-16(35)10-14)33-34(25)26(32-24)30-20-9-4-3-8-19(20)27/h5-7,10-13,19-20,29,35H,3-4,8-9,27H2,1-2H3,(H2,28,36)(H,30,32)/t19-,20+/m0/s1" KZM InChIKey InChI 1.03 JQVIBYQWWUOARA-VQTJNVASSA-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 KZM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "5-[[(1R,2S)-2-azanylcyclohexyl]amino]-7-[(3,5-dimethoxyphenyl)amino]-2-(3-hydroxyphenyl)-[1,2,4]triazolo[5,1-f]pyrimidine-8-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 KZM "Create component" 2010-01-12 PDBJ KZM "Modify aromatic_flag" 2011-06-04 RCSB KZM "Modify descriptor" 2011-06-04 RCSB #