data_0UN # _chem_comp.id 0UN _chem_comp.name "N-{3-[(5-chloro-2-{[2-methoxy-4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)oxy]phenyl}prop-2-enamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H27 Cl N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-08-06 _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 494.973 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0UN _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 3IKA _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 0UN CAT CAT C 0 1 N N N -12.704 12.770 33.538 -6.335 1.220 -0.655 CAT 0UN 1 0UN CAR CAR C 0 1 N N N -13.865 11.990 33.004 -7.806 1.357 -0.258 CAR 0UN 2 0UN NBN NBN N 0 1 N N N -15.072 12.673 33.392 -8.415 0.021 -0.175 NBN 0UN 3 0UN CAB CAB C 0 1 N N N -16.194 11.826 33.043 -9.849 0.114 0.131 CAB 0UN 4 0UN CAS CAS C 0 1 N N N -15.151 13.839 32.550 -7.718 -0.811 0.815 CAS 0UN 5 0UN CAU CAU C 0 1 N N N -14.111 14.806 33.039 -6.246 -0.948 0.418 CAU 0UN 6 0UN NBO NBO N 0 1 N N N -12.832 14.135 33.102 -5.637 0.387 0.335 NBO 0UN 7 0UN CBH CBH C 0 1 Y N N -11.719 14.848 32.818 -4.272 0.298 0.043 CBH 0UN 8 0UN CAO CAO C 0 1 Y N N -10.492 14.252 32.859 -3.511 1.454 -0.078 CAO 0UN 9 0UN CBK CBK C 0 1 Y N N -9.401 15.004 32.567 -2.160 1.365 -0.366 CBK 0UN 10 0UN OBA OBA O 0 1 N N N -8.185 14.516 32.581 -1.413 2.496 -0.485 OBA 0UN 11 0UN CAA CAA C 0 1 N N N -8.395 13.247 32.108 -2.089 3.741 -0.300 CAA 0UN 12 0UN CAK CAK C 0 1 Y N N -11.847 16.162 32.495 -3.676 -0.945 -0.119 CAK 0UN 13 0UN CAL CAL C 0 1 Y N N -10.734 16.894 32.206 -2.327 -1.036 -0.407 CAL 0UN 14 0UN CBJ CBJ C 0 1 Y N N -9.529 16.287 32.251 -1.566 0.116 -0.534 CBJ 0UN 15 0UN NAZ NAZ N 0 1 N N N -8.447 16.910 31.994 -0.196 0.024 -0.826 NAZ 0UN 16 0UN C2 C2 C 0 1 Y N N -8.526 17.930 31.203 0.551 -1.025 -0.316 C2 0UN 17 0UN N3 N3 N 0 1 Y N N -9.697 18.264 30.677 1.858 -1.051 -0.533 N3 0UN 18 0UN N1 N1 N 0 1 Y N N -7.415 18.588 30.961 -0.058 -1.973 0.381 N1 0UN 19 0UN C6 C6 C 0 1 Y N N -7.423 19.613 30.183 0.624 -2.990 0.885 C6 0UN 20 0UN C5 C5 C 0 1 Y N N -8.602 19.983 29.628 1.990 -3.059 0.676 C5 0UN 21 0UN CL5 CL5 CL 0 0 N N N -8.620 21.321 28.610 2.921 -4.375 1.319 CL5 0UN 22 0UN C4 C4 C 0 1 Y N N -9.749 19.303 29.878 2.603 -2.042 -0.057 C4 0UN 23 0UN OBB OBB O 0 1 N N N -10.874 19.712 29.307 3.938 -2.069 -0.286 OBB 0UN 24 0UN CBG CBG C 0 1 Y N N -12.003 19.159 29.752 4.499 -1.002 -0.913 CBG 0UN 25 0UN CAN CAN C 0 1 Y N N -12.464 19.479 31.001 4.521 0.236 -0.291 CAN 0UN 26 0UN CAJ CAJ C 0 1 Y N N -12.712 18.278 28.989 5.056 -1.153 -2.176 CAJ 0UN 27 0UN CAH CAH C 0 1 Y N N -13.873 17.724 29.474 5.629 -0.070 -2.815 CAH 0UN 28 0UN CAI CAI C 0 1 Y N N -14.337 18.047 30.733 5.648 1.167 -2.200 CAI 0UN 29 0UN CBF CBF C 0 1 Y N N -13.622 18.934 31.500 5.096 1.323 -0.934 CBF 0UN 30 0UN NAY NAY N 0 1 N N N -13.985 19.298 32.702 5.120 2.574 -0.309 NAY 0UN 31 0UN CBD CBD C 0 1 N N N -15.166 19.037 33.207 5.266 2.656 1.028 CBD 0UN 32 0UN OAE OAE O 0 1 N N N -16.041 18.431 32.617 5.482 1.652 1.679 OAE 0UN 33 0UN CAQ CAQ C 0 1 N N N -15.388 19.603 34.607 5.166 3.961 1.699 CAQ 0UN 34 0UN CAP CAP C 0 1 N N N -15.545 18.529 35.678 5.311 4.042 3.019 CAP 0UN 35 0UN HAT HAT H 0 1 N N N -12.701 12.729 34.637 -6.266 0.752 -1.637 HAT 0UN 36 0UN HATA HATA H 0 0 N N N -11.763 12.344 33.159 -5.874 2.207 -0.690 HATA 0UN 37 0UN HAR HAR H 0 1 N N N -13.804 11.927 31.907 -7.877 1.849 0.712 HAR 0UN 38 0UN HARA HARA H 0 0 N N N -13.858 10.972 33.421 -8.332 1.950 -1.006 HARA 0UN 39 0UN HAB HAB H 0 1 N N N -17.133 12.324 33.329 -10.352 0.680 -0.653 HAB 0UN 40 0UN HABA HABA H 0 0 N N N -16.192 11.643 31.958 -10.274 -0.888 0.187 HABA 0UN 41 0UN HABB HABB H 0 0 N N N -16.110 10.868 33.577 -9.984 0.620 1.087 HABB 0UN 42 0UN HAS HAS H 0 1 N N N -14.956 13.567 31.502 -7.787 -0.343 1.797 HAS 0UN 43 0UN HASA HASA H 0 0 N N N -16.152 14.290 32.616 -8.179 -1.799 0.849 HASA 0UN 44 0UN HAU HAU H 0 1 N N N -14.046 15.659 32.347 -5.721 -1.541 1.166 HAU 0UN 45 0UN HAUA HAUA H 0 0 N N N -14.387 15.169 34.040 -6.176 -1.441 -0.552 HAUA 0UN 46 0UN HAO HAO H 0 1 N N N -10.392 13.208 33.117 -3.974 2.421 0.052 HAO 0UN 47 0UN HAA HAA H 0 1 N N N -7.437 12.708 32.065 -2.884 3.837 -1.039 HAA 0UN 48 0UN HAAA HAAA H 0 0 N N N -9.085 12.715 32.779 -2.517 3.777 0.702 HAAA 0UN 49 0UN HAAB HAAB H 0 0 N N N -8.831 13.299 31.100 -1.380 4.561 -0.421 HAAB 0UN 50 0UN HAK HAK H 0 1 N N N -12.823 16.623 32.468 -4.268 -1.843 -0.021 HAK 0UN 51 0UN HAL HAL H 0 1 N N N -10.815 17.939 31.946 -1.866 -2.004 -0.532 HAL 0UN 52 0UN HNAZ HNAZ H 0 0 N N N -7.574 16.622 32.387 0.227 0.694 -1.385 HNAZ 0UN 53 0UN H6 H6 H 0 1 N N N -6.516 20.162 29.978 0.119 -3.758 1.452 H6 0UN 54 0UN HAN HAN H 0 1 N N N -11.904 20.176 31.608 4.092 0.355 0.693 HAN 0UN 55 0UN HAJ HAJ H 0 1 N N N -12.361 18.015 28.002 5.043 -2.119 -2.659 HAJ 0UN 56 0UN HAH HAH H 0 1 N N N -14.428 17.028 28.863 6.062 -0.190 -3.797 HAH 0UN 57 0UN HAI HAI H 0 1 N N N -15.249 17.609 31.110 6.096 2.012 -2.701 HAI 0UN 58 0UN HNAY HNAY H 0 0 N N N -13.329 19.801 33.264 5.031 3.382 -0.838 HNAY 0UN 59 0UN HAQ HAQ H 0 1 N N N -15.430 20.661 34.818 4.975 4.853 1.121 HAQ 0UN 60 0UN HAP HAP H 0 1 N N N -15.707 18.813 36.707 5.237 5.000 3.512 HAP 0UN 61 0UN HAPA HAPA H 0 0 N N N -15.494 17.485 35.407 5.502 3.150 3.598 HAPA 0UN 62 # 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 0UN CAR CAT SING N N 1 0UN CAR NBN SING N N 2 0UN CAB NBN SING N N 3 0UN CAS NBN SING N N 4 0UN CAS CAU SING N N 5 0UN CAU NBO SING N N 6 0UN NBO CAT SING N N 7 0UN CBH NBO SING N N 8 0UN CBH CAO SING Y N 9 0UN CBK CAO DOUB Y N 10 0UN CBK OBA SING N N 11 0UN CAA OBA SING N N 12 0UN CAK CBH DOUB Y N 13 0UN CAL CAK SING Y N 14 0UN CAL CBJ DOUB Y N 15 0UN CBJ CBK SING Y N 16 0UN NAZ CBJ SING N N 17 0UN C2 NAZ SING N N 18 0UN N3 C2 DOUB Y N 19 0UN N1 C2 SING Y N 20 0UN C6 N1 DOUB Y N 21 0UN C5 C6 SING Y N 22 0UN C5 C4 DOUB Y N 23 0UN CL5 C5 SING N N 24 0UN C4 N3 SING Y N 25 0UN OBB C4 SING N N 26 0UN OBB CBG SING N N 27 0UN CBG CAN SING Y N 28 0UN CAN CBF DOUB Y N 29 0UN CAJ CBG DOUB Y N 30 0UN CAJ CAH SING Y N 31 0UN CAH CAI DOUB Y N 32 0UN CAI CBF SING Y N 33 0UN CBF NAY SING N N 34 0UN NAY CBD SING N N 35 0UN CBD CAQ SING N N 36 0UN OAE CBD DOUB N N 37 0UN CAQ CAP DOUB N N 38 0UN CAT HAT SING N N 39 0UN CAT HATA SING N N 40 0UN CAR HAR SING N N 41 0UN CAR HARA SING N N 42 0UN CAB HAB SING N N 43 0UN CAB HABA SING N N 44 0UN CAB HABB SING N N 45 0UN CAS HAS SING N N 46 0UN CAS HASA SING N N 47 0UN CAU HAU SING N N 48 0UN CAU HAUA SING N N 49 0UN CAO HAO SING N N 50 0UN CAA HAA SING N N 51 0UN CAA HAAA SING N N 52 0UN CAA HAAB SING N N 53 0UN CAK HAK SING N N 54 0UN CAL HAL SING N N 55 0UN NAZ HNAZ SING N N 56 0UN C6 H6 SING N N 57 0UN CAN HAN SING N N 58 0UN CAJ HAJ SING N N 59 0UN CAH HAH SING N N 60 0UN CAI HAI SING N N 61 0UN NAY HNAY SING N N 62 0UN CAQ HAQ SING N N 63 0UN CAP HAP SING N N 64 0UN CAP HAPA SING N N 65 # 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 0UN SMILES ACDLabs 11.02 "O=C(\C=C)Nc4cccc(Oc1nc(ncc1Cl)Nc2ccc(cc2OC)N3CCN(C)CC3)c4" 0UN SMILES_CANONICAL CACTVS 3.352 "COc1cc(ccc1Nc2ncc(Cl)c(Oc3cccc(NC(=O)C=C)c3)n2)N4CCN(C)CC4" 0UN SMILES CACTVS 3.352 "COc1cc(ccc1Nc2ncc(Cl)c(Oc3cccc(NC(=O)C=C)c3)n2)N4CCN(C)CC4" 0UN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CN1CCN(CC1)c2ccc(c(c2)OC)Nc3ncc(c(n3)Oc4cccc(c4)NC(=O)C=C)Cl" 0UN SMILES "OpenEye OEToolkits" 1.7.0 "CN1CCN(CC1)c2ccc(c(c2)OC)Nc3ncc(c(n3)Oc4cccc(c4)NC(=O)C=C)Cl" 0UN InChI InChI 1.03 "InChI=1S/C25H27ClN6O3/c1-4-23(33)28-17-6-5-7-19(14-17)35-24-20(26)16-27-25(30-24)29-21-9-8-18(15-22(21)34-3)32-12-10-31(2)11-13-32/h4-9,14-16H,1,10-13H2,2-3H3,(H,28,33)(H,27,29,30)" 0UN InChIKey InChI 1.03 ITTRLTNMFYIYPA-UHFFFAOYSA-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 0UN "SYSTEMATIC NAME" ACDLabs 11.02 "N-{3-[(5-chloro-2-{[2-methoxy-4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)oxy]phenyl}prop-2-enamide" 0UN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "N-[3-[5-chloro-2-[[2-methoxy-4-(4-methylpiperazin-1-yl)phenyl]amino]pyrimidin-4-yl]oxyphenyl]prop-2-enamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0UN "Create component" 2009-08-06 RCSB 0UN "Modify aromatic_flag" 2011-06-04 RCSB 0UN "Modify descriptor" 2011-06-04 RCSB #