data_0P5 # _chem_comp.id 0P5 _chem_comp.name "4-{4-[(1H-benzimidazol-2-ylmethyl)amino]-6-(2-chloro-4-methoxyphenoxy)pyrimidin-2-yl}piperazin-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 Cl N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-04-05 _chem_comp.pdbx_modified_date 2012-09-07 _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 479.919 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0P5 _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 4EG6 _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 0P5 CL1 CL1 CL 0 0 N N N -41.194 -16.480 -6.963 -2.644 -1.780 -2.446 CL1 0P5 1 0P5 CAY CAY C 0 1 Y N N -40.109 -15.144 -7.002 -3.593 -1.888 -0.996 CAY 0P5 2 0P5 CAJ CAJ C 0 1 Y N N -38.743 -15.333 -7.132 -4.969 -1.778 -1.060 CAJ 0P5 3 0P5 CAZ CAZ C 0 1 Y N N -37.901 -14.220 -7.173 -5.726 -1.865 0.098 CAZ 0P5 4 0P5 OAV OAV O 0 1 N N N -36.559 -14.364 -7.300 -7.080 -1.757 0.035 OAV 0P5 5 0P5 CAA CAA C 0 1 N N N -36.163 -15.662 -6.879 -7.797 -1.855 1.268 CAA 0P5 6 0P5 CAF CAF C 0 1 Y N N -38.437 -12.941 -7.097 -5.103 -2.062 1.322 CAF 0P5 7 0P5 CAG CAG C 0 1 Y N N -39.809 -12.763 -6.962 -3.727 -2.172 1.387 CAG 0P5 8 0P5 CBD CBD C 0 1 Y N N -40.641 -13.875 -6.924 -2.970 -2.091 0.228 CBD 0P5 9 0P5 OAW OAW O 0 1 N N N -41.985 -13.763 -6.778 -1.616 -2.204 0.291 OAW 0P5 10 0P5 C4 C4 C 0 1 Y N N -42.748 -13.542 -7.871 -0.883 -1.065 0.336 C4 0P5 11 0P5 C5 C5 C 0 1 Y N N -42.238 -13.149 -9.113 0.504 -1.117 0.277 C5 0P5 12 0P5 N3 N3 N 0 1 Y N N -44.064 -13.696 -7.722 -1.483 0.119 0.431 N3 0P5 13 0P5 C2 C2 C 0 1 Y N N -44.895 -13.479 -8.750 -0.775 1.237 0.475 C2 0P5 14 0P5 N N N 0 1 N N N -46.258 -13.664 -8.583 -1.436 2.449 0.575 N 0P5 15 0P5 CA CA C 0 1 N N N -46.804 -13.819 -7.211 -1.255 3.248 -0.644 CA 0P5 16 0P5 CAM CAM C 0 1 N N N -47.110 -13.752 -9.804 -2.869 2.248 0.844 CAM 0P5 17 0P5 CAL CAL C 0 1 N N N -48.523 -13.316 -9.464 -3.485 3.589 1.248 CAL 0P5 18 0P5 NAS NAS N 0 1 N N N -48.994 -14.215 -8.389 -3.124 4.619 0.278 NAS 0P5 19 0P5 C C C 0 1 N N N -48.170 -14.473 -7.289 -2.104 4.486 -0.576 C 0P5 20 0P5 O O O 0 1 N N N -48.553 -15.211 -6.387 -1.853 5.405 -1.328 O 0P5 21 0P5 N1 N1 N 0 1 Y N N -44.437 -13.110 -9.950 0.549 1.225 0.428 N1 0P5 22 0P5 C6 C6 C 0 1 Y N N -43.132 -12.940 -10.158 1.216 0.079 0.320 C6 0P5 23 0P5 NAT NAT N 0 1 N N N -42.713 -12.572 -11.357 2.601 0.075 0.270 NAT 0P5 24 0P5 CAN CAN C 0 1 N N N -43.655 -12.451 -12.482 3.325 -1.193 0.152 CAN 0P5 25 0P5 CBC CBC C 0 1 Y N N -43.677 -13.716 -13.322 4.808 -0.923 0.119 CBC 0P5 26 0P5 NAU NAU N 0 1 Y N N -44.753 -14.180 -13.945 5.631 -0.960 1.201 NAU 0P5 27 0P5 CBG CBG C 0 1 Y N N -44.421 -15.301 -14.578 6.904 -0.659 0.760 CBG 0P5 28 0P5 CAI CAI C 0 1 Y N N -45.154 -16.184 -15.365 8.139 -0.539 1.381 CAI 0P5 29 0P5 CAE CAE C 0 1 Y N N -44.520 -17.295 -15.909 9.250 -0.210 0.633 CAE 0P5 30 0P5 CAD CAD C 0 1 Y N N -43.166 -17.515 -15.658 9.141 0.002 -0.734 CAD 0P5 31 0P5 CAH CAH C 0 1 Y N N -42.434 -16.629 -14.875 7.933 -0.111 -1.362 CAH 0P5 32 0P5 CBF CBF C 0 1 Y N N -43.074 -15.526 -14.331 6.793 -0.444 -0.625 CBF 0P5 33 0P5 NAR NAR N 0 1 Y N N -42.651 -14.534 -13.558 5.488 -0.627 -0.950 NAR 0P5 34 0P5 H1 H1 H 0 1 N N N -38.334 -16.330 -7.201 -5.455 -1.624 -2.013 H1 0P5 35 0P5 H2 H2 H 0 1 N N N -35.073 -15.766 -6.987 -7.471 -1.064 1.942 H2 0P5 36 0P5 H3 H3 H 0 1 N N N -36.443 -15.807 -5.825 -8.865 -1.753 1.076 H3 0P5 37 0P5 H4 H4 H 0 1 N N N -36.667 -16.418 -7.499 -7.602 -2.825 1.725 H4 0P5 38 0P5 H5 H5 H 0 1 N N N -37.785 -12.081 -7.143 -5.693 -2.130 2.224 H5 0P5 39 0P5 H6 H6 H 0 1 N N N -40.225 -11.769 -6.887 -3.242 -2.326 2.339 H6 0P5 40 0P5 H7 H7 H 0 1 N N N -41.177 -13.011 -9.257 1.018 -2.064 0.199 H7 0P5 41 0P5 H8 H8 H 0 1 N N N -46.128 -14.449 -6.615 -0.207 3.532 -0.739 H8 0P5 42 0P5 H9 H9 H 0 1 N N N -46.896 -12.830 -6.738 -1.550 2.657 -1.511 H9 0P5 43 0P5 H10 H10 H 0 1 N N N -47.124 -14.790 -10.168 -3.360 1.876 -0.055 H10 0P5 44 0P5 H11 H11 H 0 1 N N N -46.701 -13.095 -10.585 -2.992 1.530 1.654 H11 0P5 45 0P5 H12 H12 H 0 1 N N N -48.525 -12.273 -9.115 -4.570 3.492 1.285 H12 0P5 46 0P5 H13 H13 H 0 1 N N N -49.172 -13.408 -10.348 -3.116 3.874 2.233 H13 0P5 47 0P5 H14 H14 H 0 1 N N N -49.899 -14.637 -8.448 -3.647 5.435 0.253 H14 0P5 48 0P5 H15 H15 H 0 1 N N N -42.022 -13.239 -11.635 3.090 0.911 0.314 H15 0P5 49 0P5 H16 H16 H 0 1 N N N -43.350 -11.605 -13.116 3.090 -1.827 1.007 H16 0P5 50 0P5 H17 H17 H 0 1 N N N -44.664 -12.266 -12.086 3.027 -1.697 -0.767 H17 0P5 51 0P5 H18 H18 H 0 1 N N N -45.660 -13.758 -13.939 5.371 -1.160 2.114 H18 0P5 52 0P5 H19 H19 H 0 1 N N N -46.203 -16.008 -15.551 8.230 -0.702 2.444 H19 0P5 53 0P5 H20 H20 H 0 1 N N N -45.075 -17.987 -16.525 10.212 -0.116 1.115 H20 0P5 54 0P5 H21 H21 H 0 1 N N N -42.680 -18.384 -16.077 10.019 0.259 -1.307 H21 0P5 55 0P5 H22 H22 H 0 1 N N N -41.383 -16.798 -14.693 7.859 0.056 -2.426 H22 0P5 56 # 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 0P5 CAE CAD SING Y N 1 0P5 CAE CAI DOUB Y N 2 0P5 CAD CAH DOUB Y N 3 0P5 CAI CBG SING Y N 4 0P5 CAH CBF SING Y N 5 0P5 CBG CBF DOUB Y N 6 0P5 CBG NAU SING Y N 7 0P5 CBF NAR SING Y N 8 0P5 NAU CBC SING Y N 9 0P5 NAR CBC DOUB Y N 10 0P5 CBC CAN SING N N 11 0P5 CAN NAT SING N N 12 0P5 NAT C6 SING N N 13 0P5 C6 N1 DOUB Y N 14 0P5 C6 C5 SING Y N 15 0P5 N1 C2 SING Y N 16 0P5 CAM CAL SING N N 17 0P5 CAM N SING N N 18 0P5 CAL NAS SING N N 19 0P5 C5 C4 DOUB Y N 20 0P5 C2 N SING N N 21 0P5 C2 N3 DOUB Y N 22 0P5 N CA SING N N 23 0P5 NAS C SING N N 24 0P5 C4 N3 SING Y N 25 0P5 C4 OAW SING N N 26 0P5 OAV CAZ SING N N 27 0P5 OAV CAA SING N N 28 0P5 C CA SING N N 29 0P5 C O DOUB N N 30 0P5 CAZ CAJ DOUB Y N 31 0P5 CAZ CAF SING Y N 32 0P5 CAJ CAY SING Y N 33 0P5 CAF CAG DOUB Y N 34 0P5 CAY CL1 SING N N 35 0P5 CAY CBD DOUB Y N 36 0P5 CAG CBD SING Y N 37 0P5 CBD OAW SING N N 38 0P5 CAJ H1 SING N N 39 0P5 CAA H2 SING N N 40 0P5 CAA H3 SING N N 41 0P5 CAA H4 SING N N 42 0P5 CAF H5 SING N N 43 0P5 CAG H6 SING N N 44 0P5 C5 H7 SING N N 45 0P5 CA H8 SING N N 46 0P5 CA H9 SING N N 47 0P5 CAM H10 SING N N 48 0P5 CAM H11 SING N N 49 0P5 CAL H12 SING N N 50 0P5 CAL H13 SING N N 51 0P5 NAS H14 SING N N 52 0P5 NAT H15 SING N N 53 0P5 CAN H16 SING N N 54 0P5 CAN H17 SING N N 55 0P5 NAU H18 SING N N 56 0P5 CAI H19 SING N N 57 0P5 CAE H20 SING N N 58 0P5 CAD H21 SING N N 59 0P5 CAH H22 SING N N 60 # 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 0P5 SMILES ACDLabs 12.01 "Clc5cc(OC)ccc5Oc3nc(nc(NCc2nc1ccccc1n2)c3)N4CC(=O)NCC4" 0P5 InChI InChI 1.03 "InChI=1S/C23H22ClN7O3/c1-33-14-6-7-18(15(24)10-14)34-22-11-19(29-23(30-22)31-9-8-25-21(32)13-31)26-12-20-27-16-4-2-3-5-17(16)28-20/h2-7,10-11H,8-9,12-13H2,1H3,(H,25,32)(H,27,28)(H,26,29,30)" 0P5 InChIKey InChI 1.03 CWWLCYZCSRQXMN-UHFFFAOYSA-N 0P5 SMILES_CANONICAL CACTVS 3.370 "COc1ccc(Oc2cc(NCc3[nH]c4ccccc4n3)nc(n2)N5CCNC(=O)C5)c(Cl)c1" 0P5 SMILES CACTVS 3.370 "COc1ccc(Oc2cc(NCc3[nH]c4ccccc4n3)nc(n2)N5CCNC(=O)C5)c(Cl)c1" 0P5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ccc(c(c1)Cl)Oc2cc(nc(n2)N3CCNC(=O)C3)NCc4[nH]c5ccccc5n4" 0P5 SMILES "OpenEye OEToolkits" 1.7.6 "COc1ccc(c(c1)Cl)Oc2cc(nc(n2)N3CCNC(=O)C3)NCc4[nH]c5ccccc5n4" # 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 0P5 "SYSTEMATIC NAME" ACDLabs 12.01 "4-{4-[(1H-benzimidazol-2-ylmethyl)amino]-6-(2-chloro-4-methoxyphenoxy)pyrimidin-2-yl}piperazin-2-one" 0P5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[4-(1H-benzimidazol-2-ylmethylamino)-6-(2-chloranyl-4-methoxy-phenoxy)pyrimidin-2-yl]piperazin-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0P5 "Create component" 2012-04-05 RCSB 0P5 "Initial release" 2012-09-07 RCSB #