data_X9G # _chem_comp.id X9G _chem_comp.name "1-[(1-{2-[(3-chloro-1,2-dimethyl-1H-indol-5-yl)amino]pyrimidin-4-yl}-3-methyl-1H-pyrazol-4-yl)methyl]azetidin-3-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H24 Cl N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-01-14 _chem_comp.pdbx_modified_date 2015-12-24 _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 437.925 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X9G _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 4XG9 _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 X9G C4 C1 C 0 1 Y N N 4.118 6.428 4.142 -1.749 1.360 0.470 C4 X9G 1 X9G C5 C2 C 0 1 Y N N 5.266 5.701 3.802 -1.324 2.688 0.445 C5 X9G 2 X9G C6 C3 C 0 1 Y N N 5.222 4.870 2.691 0.024 2.947 0.278 C6 X9G 3 X9G N1 N1 N 0 1 Y N N 4.040 4.766 1.939 0.866 1.934 0.147 N1 X9G 4 X9G N3 N2 N 0 1 Y N N 3.008 6.260 3.380 -0.849 0.393 0.338 N3 X9G 5 X9G CAM C4 C 0 1 N N N 1.072 8.180 9.752 -7.868 -0.533 -0.424 CAM X9G 6 X9G CBB C5 C 0 1 N N N 0.258 6.941 9.340 -8.531 -1.761 -1.073 CBB X9G 7 X9G OAD O1 O 0 1 N N N -1.164 7.242 9.278 -8.429 -1.784 -2.499 OAD X9G 8 X9G CAN C6 C 0 1 N N N 0.899 7.021 7.977 -7.453 -2.597 -0.360 CAN X9G 9 X9G NBC N3 N 0 1 N N N 1.156 8.454 8.286 -6.641 -1.357 -0.344 NBC X9G 10 X9G CAL C7 C 0 1 N N N 2.347 9.185 7.794 -5.971 -1.184 0.952 CAL X9G 11 X9G CAV C8 C 0 1 Y N N 3.322 8.398 6.872 -4.972 -0.060 0.854 CAV X9G 12 X9G CAK C9 C 0 1 Y N N 2.973 7.716 5.788 -3.638 -0.195 0.679 CAK X9G 13 X9G CAS C10 C 0 1 Y N N 4.647 8.326 6.940 -5.262 1.308 0.922 CAS X9G 14 X9G CAA C11 C 0 1 N N N 5.572 8.962 7.986 -6.631 1.911 1.107 CAA X9G 15 X9G NAQ N4 N 0 1 Y N N 5.071 7.578 5.926 -4.143 1.974 0.798 NAQ X9G 16 X9G NBE N5 N 0 1 Y N N 4.087 7.220 5.231 -3.100 1.052 0.637 NBE X9G 17 X9G C2 C12 C 0 1 Y N N 2.938 5.458 2.291 0.433 0.682 0.175 C2 X9G 18 X9G NAR N6 N 0 1 N N N 1.838 5.308 1.518 1.345 -0.351 0.035 NAR X9G 19 X9G CAT C13 C 0 1 Y N N 0.587 5.756 1.827 2.687 -0.067 -0.250 CAT X9G 20 X9G CAJ C14 C 0 1 Y N N 0.184 6.623 2.877 3.685 -0.874 0.262 CAJ X9G 21 X9G CAZ C15 C 0 1 Y N N -1.105 6.989 3.037 5.021 -0.586 -0.026 CAZ X9G 22 X9G CAW C16 C 0 1 Y N N -1.725 7.773 3.924 6.297 -1.209 0.338 CAW X9G 23 X9G CL1 CL1 CL 0 0 N N N -0.982 8.621 5.228 6.511 -2.620 1.325 CL1 X9G 24 X9G CAU C17 C 0 1 Y N N -3.020 7.808 3.646 7.268 -0.482 -0.238 CAU X9G 25 X9G CAB C18 C 0 1 N N N -4.096 8.583 4.413 8.743 -0.767 -0.128 CAB X9G 26 X9G NBD N7 N 0 1 Y N N -3.245 7.050 2.584 6.718 0.557 -0.942 NBD X9G 27 X9G CAC C19 C 0 1 N N N -4.554 6.789 1.927 7.476 1.556 -1.698 CAC X9G 28 X9G CBA C20 C 0 1 Y N N -2.066 6.545 2.205 5.344 0.521 -0.831 CBA X9G 29 X9G CAI C21 C 0 1 Y N N -1.749 5.727 1.198 4.325 1.322 -1.337 CAI X9G 30 X9G CAH C22 C 0 1 Y N N -0.431 5.320 0.980 3.011 1.026 -1.052 CAH X9G 31 X9G H1 H1 H 0 1 N N N 6.167 5.785 4.392 -2.033 3.497 0.554 H1 X9G 32 X9G H2 H2 H 0 1 N N N 6.096 4.304 2.405 0.386 3.964 0.254 H2 X9G 33 X9G H3 H3 H 0 1 N N N 2.032 7.966 10.244 -7.779 0.323 -1.093 H3 X9G 34 X9G H4 H4 H 0 1 N N N 0.519 8.930 10.337 -8.285 -0.271 0.548 H4 X9G 35 X9G H5 H5 H 0 1 N N N 0.518 6.035 9.906 -9.542 -1.954 -0.716 H5 X9G 36 X9G H6 H6 H 0 1 N N N -1.539 7.184 10.149 -8.845 -2.554 -2.910 H6 X9G 37 X9G H7 H7 H 0 1 N N N 0.216 6.845 7.133 -7.750 -2.941 0.631 H7 X9G 38 X9G H8 H8 H 0 1 N N N 1.802 6.405 7.853 -7.030 -3.390 -0.977 H8 X9G 39 X9G H10 H10 H 0 1 N N N 2.918 9.521 8.672 -6.712 -0.946 1.715 H10 X9G 40 X9G H11 H11 H 0 1 N N N 1.991 10.061 7.231 -5.456 -2.106 1.220 H11 X9G 41 X9G H12 H12 H 0 1 N N N 1.967 7.584 5.419 -3.097 -1.126 0.589 H12 X9G 42 X9G H13 H13 H 0 1 N N N 6.616 8.701 7.760 -6.833 2.033 2.171 H13 X9G 43 X9G H14 H14 H 0 1 N N N 5.454 10.055 7.963 -6.669 2.883 0.616 H14 X9G 44 X9G H15 H15 H 0 1 N N N 5.308 8.586 8.986 -7.380 1.253 0.667 H15 X9G 45 X9G H16 H16 H 0 1 N N N 1.951 4.829 0.648 1.055 -1.271 0.133 H16 X9G 46 X9G H17 H17 H 0 1 N N N 0.927 6.999 3.564 3.434 -1.723 0.880 H17 X9G 47 X9G H18 H18 H 0 1 N N N -4.506 7.948 5.212 9.047 -1.430 -0.938 H18 X9G 48 X9G H19 H19 H 0 1 N N N -3.652 9.487 4.855 9.300 0.168 -0.195 H19 X9G 49 X9G H20 H20 H 0 1 N N N -4.903 8.870 3.723 8.950 -1.245 0.829 H20 X9G 50 X9G H21 H21 H 0 1 N N N -5.347 7.338 2.457 7.613 1.210 -2.723 H21 X9G 51 X9G H22 H22 H 0 1 N N N -4.512 7.125 0.880 6.930 2.500 -1.703 H22 X9G 52 X9G H23 H23 H 0 1 N N N -4.771 5.711 1.958 8.450 1.703 -1.232 H23 X9G 53 X9G H24 H24 H 0 1 N N N -2.528 5.373 0.539 4.564 2.174 -1.956 H24 X9G 54 X9G H25 H25 H 0 1 N N N -0.200 4.665 0.153 2.224 1.652 -1.447 H25 X9G 55 # 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 X9G CAH CAI DOUB Y N 1 X9G CAH CAT SING Y N 2 X9G CAI CBA SING Y N 3 X9G NAR CAT SING N N 4 X9G NAR C2 SING N N 5 X9G CAT CAJ DOUB Y N 6 X9G CAC NBD SING N N 7 X9G N1 C2 DOUB Y N 8 X9G N1 C6 SING Y N 9 X9G CBA NBD SING Y N 10 X9G CBA CAZ DOUB Y N 11 X9G C2 N3 SING Y N 12 X9G NBD CAU SING Y N 13 X9G C6 C5 DOUB Y N 14 X9G CAJ CAZ SING Y N 15 X9G CAZ CAW SING Y N 16 X9G N3 C4 DOUB Y N 17 X9G CAU CAW DOUB Y N 18 X9G CAU CAB SING N N 19 X9G C5 C4 SING Y N 20 X9G CAW CL1 SING N N 21 X9G C4 NBE SING N N 22 X9G NBE CAK SING Y N 23 X9G NBE NAQ SING Y N 24 X9G CAK CAV DOUB Y N 25 X9G NAQ CAS DOUB Y N 26 X9G CAV CAS SING Y N 27 X9G CAV CAL SING N N 28 X9G CAS CAA SING N N 29 X9G CAL NBC SING N N 30 X9G CAN NBC SING N N 31 X9G CAN CBB SING N N 32 X9G NBC CAM SING N N 33 X9G OAD CBB SING N N 34 X9G CBB CAM SING N N 35 X9G C5 H1 SING N N 36 X9G C6 H2 SING N N 37 X9G CAM H3 SING N N 38 X9G CAM H4 SING N N 39 X9G CBB H5 SING N N 40 X9G OAD H6 SING N N 41 X9G CAN H7 SING N N 42 X9G CAN H8 SING N N 43 X9G CAL H10 SING N N 44 X9G CAL H11 SING N N 45 X9G CAK H12 SING N N 46 X9G CAA H13 SING N N 47 X9G CAA H14 SING N N 48 X9G CAA H15 SING N N 49 X9G NAR H16 SING N N 50 X9G CAJ H17 SING N N 51 X9G CAB H18 SING N N 52 X9G CAB H19 SING N N 53 X9G CAB H20 SING N N 54 X9G CAC H21 SING N N 55 X9G CAC H22 SING N N 56 X9G CAC H23 SING N N 57 X9G CAI H24 SING N N 58 X9G CAH H25 SING N N 59 # 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 X9G SMILES ACDLabs 12.01 "Clc2c1cc(ccc1n(c2C)C)Nc3nccc(n3)n4nc(c(c4)CN5CC(O)C5)C" X9G InChI InChI 1.03 "InChI=1S/C22H24ClN7O/c1-13-15(9-29-11-17(31)12-29)10-30(27-13)20-6-7-24-22(26-20)25-16-4-5-19-18(8-16)21(23)14(2)28(19)3/h4-8,10,17,31H,9,11-12H2,1-3H3,(H,24,25,26)" X9G InChIKey InChI 1.03 XHZDAKAAKUZJHY-UHFFFAOYSA-N X9G SMILES_CANONICAL CACTVS 3.385 "Cn1c(C)c(Cl)c2cc(Nc3nccc(n3)n4cc(CN5CC(O)C5)c(C)n4)ccc12" X9G SMILES CACTVS 3.385 "Cn1c(C)c(Cl)c2cc(Nc3nccc(n3)n4cc(CN5CC(O)C5)c(C)n4)ccc12" X9G SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(cn(n1)c2ccnc(n2)Nc3ccc4c(c3)c(c(n4C)C)Cl)CN5CC(C5)O" X9G SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(cn(n1)c2ccnc(n2)Nc3ccc4c(c3)c(c(n4C)C)Cl)CN5CC(C5)O" # 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 X9G "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(1-{2-[(3-chloro-1,2-dimethyl-1H-indol-5-yl)amino]pyrimidin-4-yl}-3-methyl-1H-pyrazol-4-yl)methyl]azetidin-3-ol" X9G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-[[1-[2-[(3-chloranyl-1,2-dimethyl-indol-5-yl)amino]pyrimidin-4-yl]-3-methyl-pyrazol-4-yl]methyl]azetidin-3-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site X9G "Create component" 2015-01-14 PDBJ X9G "Initial release" 2015-12-29 RCSB #