data_X8G # _chem_comp.id X8G _chem_comp.name "1-[(1-{2-[(3-chloro-1-methyl-1H-indazol-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 "C20 H21 Cl N8 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 424.887 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X8G _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 4XG8 _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 X8G C4 C1 C 0 1 Y N N -4.874 -6.234 1.855 -1.180 0.897 -0.251 C4 X8G 1 X8G C5 C2 C 0 1 Y N N -5.934 -5.338 1.813 -0.542 1.925 -0.944 C5 X8G 2 X8G C6 C3 C 0 1 Y N N -5.711 -4.145 1.133 0.816 1.819 -1.179 C6 X8G 3 X8G N1 N1 N 0 1 Y N N -4.484 -3.815 0.518 1.467 0.751 -0.743 N1 X8G 4 X8G N3 N2 N 0 1 Y N N -3.729 -5.830 1.267 -0.465 -0.142 0.163 N3 X8G 5 X8G CAL C4 C 0 1 N N N -1.466 -10.492 5.942 -7.573 -0.067 -0.229 CAL X8G 6 X8G CBA C5 C 0 1 N N N -1.214 -9.069 6.531 -8.472 -1.316 -0.175 CBA X8G 7 X8G OAC O1 O 0 1 N N N 0.093 -8.554 6.286 -8.468 -2.081 -1.381 OAC X8G 8 X8G CAM C6 C 0 1 N N N -2.211 -8.513 5.552 -7.506 -1.844 0.901 CAM X8G 9 X8G NBB N3 N 0 1 N N N -2.089 -9.773 4.774 -6.501 -0.938 0.301 NBB X8G 10 X8G CAK C7 C 0 1 N N N -3.303 -10.327 4.150 -5.728 -0.248 1.342 CAK X8G 11 X8G CAU C8 C 0 1 Y N N -4.189 -9.175 3.604 -4.563 0.470 0.710 CAU X8G 12 X8G CAJ C9 C 0 1 Y N N -3.808 -8.178 2.848 -3.285 0.031 0.671 CAJ X8G 13 X8G CAS C10 C 0 1 Y N N -5.470 -8.959 3.780 -4.616 1.706 0.054 CAS X8G 14 X8G CAA C11 C 0 1 N N N -6.446 -9.847 4.561 -5.849 2.549 -0.142 CAA X8G 15 X8G NAP N4 N 0 1 Y N N -5.808 -7.849 3.121 -3.412 2.004 -0.361 NAP X8G 16 X8G NBD N5 N 0 1 Y N N -4.880 -7.400 2.549 -2.550 0.963 0.009 NBD X8G 17 X8G C2 C12 C 0 1 Y N N -3.468 -4.689 0.602 0.834 -0.210 -0.086 C2 X8G 18 X8G NAR N6 N 0 1 N N N -2.221 -4.461 0.059 1.549 -1.311 0.354 NAR X8G 19 X8G CAT C13 C 0 1 Y N N -1.204 -5.327 0.328 2.942 -1.345 0.209 CAT X8G 20 X8G CAI C14 C 0 1 Y N N 0.158 -5.231 -0.030 3.672 -0.177 0.309 CAI X8G 21 X8G CAY C15 C 0 1 Y N N 1.004 -6.235 0.347 5.063 -0.221 0.163 CAY X8G 22 X8G CAV C16 C 0 1 Y N N 2.278 -6.542 0.238 6.117 0.788 0.206 CAV X8G 23 X8G CL1 CL1 CL 0 0 N N N 3.449 -5.597 -0.541 5.897 2.488 0.479 CL1 X8G 24 X8G NAQ N7 N 0 1 Y N N 2.551 -7.708 0.839 7.254 0.185 0.001 NAQ X8G 25 X8G NBC N8 N 0 1 Y N N 1.605 -8.135 1.297 7.044 -1.186 -0.180 NBC X8G 26 X8G CAB C17 C 0 1 N N N 1.313 -9.404 2.089 8.090 -2.180 -0.433 CAB X8G 27 X8G CAZ C18 C 0 1 Y N N 0.618 -7.294 1.041 5.701 -1.451 -0.084 CAZ X8G 28 X8G CAH C19 C 0 1 Y N N -0.615 -7.411 1.385 4.941 -2.614 -0.180 CAH X8G 29 X8G CAG C20 C 0 1 Y N N -1.498 -6.454 1.034 3.585 -2.560 -0.030 CAG X8G 30 X8G H1 H1 H 0 1 N N N -6.881 -5.556 2.283 -1.097 2.785 -1.290 H1 X8G 31 X8G H2 H2 H 0 1 N N N -6.521 -3.433 1.072 1.341 2.597 -1.713 H2 X8G 32 X8G H3 H3 H 0 1 N N N -2.156 -11.121 6.523 -7.385 0.295 -1.240 H3 X8G 33 X8G H4 H4 H 0 1 N N N -0.558 -11.066 5.705 -7.878 0.724 0.456 H4 X8G 34 X8G H5 H5 H 0 1 N N N -1.546 -8.988 7.577 -9.477 -1.116 0.198 H5 X8G 35 X8G H6 H6 H 0 1 N N N 0.702 -8.920 6.917 -9.032 -2.866 -1.352 H6 X8G 36 X8G H7 H7 H 0 1 N N N -1.871 -7.614 5.018 -7.790 -1.573 1.918 H7 X8G 37 X8G H8 H8 H 0 1 N N N -3.211 -8.333 5.973 -7.266 -2.902 0.794 H8 X8G 38 X8G H10 H10 H 0 1 N N N -3.870 -10.899 4.899 -6.367 0.475 1.850 H10 X8G 39 X8G H11 H11 H 0 1 N N N -3.017 -10.991 3.321 -5.358 -0.976 2.063 H11 X8G 40 X8G H12 H12 H 0 1 N N N -2.797 -8.001 2.513 -2.915 -0.893 1.090 H12 X8G 41 X8G H13 H13 H 0 1 N N N -7.460 -9.427 4.492 -5.960 3.232 0.700 H13 X8G 42 X8G H14 H14 H 0 1 N N N -6.440 -10.861 4.135 -5.756 3.122 -1.064 H14 X8G 43 X8G H15 H15 H 0 1 N N N -6.138 -9.890 5.616 -6.725 1.903 -0.203 H15 X8G 44 X8G H16 H16 H 0 1 N N N -2.064 -3.666 -0.528 1.086 -2.058 0.763 H16 X8G 45 X8G H17 H17 H 0 1 N N N 0.523 -4.383 -0.590 3.173 0.762 0.498 H17 X8G 46 X8G H18 H18 H 0 1 N N N 2.241 -9.983 2.211 8.452 -2.576 0.516 H18 X8G 47 X8G H19 H19 H 0 1 N N N 0.916 -9.135 3.079 7.682 -2.993 -1.034 H19 X8G 48 X8G H20 H20 H 0 1 N N N 0.571 -10.010 1.549 8.915 -1.711 -0.970 H20 X8G 49 X8G H21 H21 H 0 1 N N N -0.942 -8.270 1.952 5.425 -3.560 -0.369 H21 X8G 50 X8G H22 H22 H 0 1 N N N -2.525 -6.593 1.338 3.004 -3.467 -0.101 H22 X8G 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 X8G CL1 CAV SING N N 1 X8G CAI CAT DOUB Y N 2 X8G CAI CAY SING Y N 3 X8G NAR CAT SING N N 4 X8G NAR C2 SING N N 5 X8G CAV CAY SING Y N 6 X8G CAV NAQ DOUB Y N 7 X8G CAT CAG SING Y N 8 X8G CAY CAZ DOUB Y N 9 X8G N1 C2 DOUB Y N 10 X8G N1 C6 SING Y N 11 X8G C2 N3 SING Y N 12 X8G NAQ NBC SING Y N 13 X8G CAG CAH DOUB Y N 14 X8G CAZ NBC SING Y N 15 X8G CAZ CAH SING Y N 16 X8G C6 C5 DOUB Y N 17 X8G N3 C4 DOUB Y N 18 X8G NBC CAB SING N N 19 X8G C5 C4 SING Y N 20 X8G C4 NBD SING N N 21 X8G NBD CAJ SING Y N 22 X8G NBD NAP SING Y N 23 X8G CAJ CAU DOUB Y N 24 X8G NAP CAS DOUB Y N 25 X8G CAU CAS SING Y N 26 X8G CAU CAK SING N N 27 X8G CAS CAA SING N N 28 X8G CAK NBB SING N N 29 X8G NBB CAM SING N N 30 X8G NBB CAL SING N N 31 X8G CAM CBA SING N N 32 X8G CAL CBA SING N N 33 X8G OAC CBA SING N N 34 X8G C5 H1 SING N N 35 X8G C6 H2 SING N N 36 X8G CAL H3 SING N N 37 X8G CAL H4 SING N N 38 X8G CBA H5 SING N N 39 X8G OAC H6 SING N N 40 X8G CAM H7 SING N N 41 X8G CAM H8 SING N N 42 X8G CAK H10 SING N N 43 X8G CAK H11 SING N N 44 X8G CAJ H12 SING N N 45 X8G CAA H13 SING N N 46 X8G CAA H14 SING N N 47 X8G CAA H15 SING N N 48 X8G NAR H16 SING N N 49 X8G CAI H17 SING N N 50 X8G CAB H18 SING N N 51 X8G CAB H19 SING N N 52 X8G CAB H20 SING N N 53 X8G CAH H21 SING N N 54 X8G CAG H22 SING N N 55 # 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 X8G SMILES ACDLabs 12.01 "Clc5nn(c1c5cc(cc1)Nc2nccc(n2)n3nc(c(c3)CN4CC(O)C4)C)C" X8G InChI InChI 1.03 "InChI=1S/C20H21ClN8O/c1-12-13(8-28-10-15(30)11-28)9-29(25-12)18-5-6-22-20(24-18)23-14-3-4-17-16(7-14)19(21)26-27(17)2/h3-7,9,15,30H,8,10-11H2,1-2H3,(H,22,23,24)" X8G InChIKey InChI 1.03 UCXIKENKSBLXSM-UHFFFAOYSA-N X8G SMILES_CANONICAL CACTVS 3.385 "Cn1nc(Cl)c2cc(Nc3nccc(n3)n4cc(CN5CC(O)C5)c(C)n4)ccc12" X8G SMILES CACTVS 3.385 "Cn1nc(Cl)c2cc(Nc3nccc(n3)n4cc(CN5CC(O)C5)c(C)n4)ccc12" X8G SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(cn(n1)c2ccnc(n2)Nc3ccc4c(c3)c(nn4C)Cl)CN5CC(C5)O" X8G SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(cn(n1)c2ccnc(n2)Nc3ccc4c(c3)c(nn4C)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 X8G "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(1-{2-[(3-chloro-1-methyl-1H-indazol-5-yl)amino]pyrimidin-4-yl}-3-methyl-1H-pyrazol-4-yl)methyl]azetidin-3-ol" X8G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-[[1-[2-[(3-chloranyl-1-methyl-indazol-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 X8G "Create component" 2015-01-14 PDBJ X8G "Initial release" 2015-12-29 RCSB #