data_1R0 # _chem_comp.id 1R0 _chem_comp.name "6-ethyl-5-{3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]prop-1-yn-1-yl}pyrimidine-2,4-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H23 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-02 _chem_comp.pdbx_modified_date 2013-10-04 _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 409.483 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1R0 _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 4KFJ _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 1R0 CAA CAA C 0 1 N N N 15.091 3.025 18.963 -5.980 1.840 1.278 CAA 1R0 1 1R0 CAP CAP C 0 1 N N N 15.671 4.420 18.917 -5.409 0.557 1.885 CAP 1R0 2 1R0 C4 C4 C 0 1 Y N N 16.999 4.133 18.924 -5.043 -0.402 0.781 C4 1R0 3 1R0 N3 N3 N 0 1 Y N N 17.630 3.907 17.774 -5.931 -1.271 0.328 N3 1R0 4 1R0 C2 C2 C 0 1 Y N N 18.930 3.578 17.775 -5.623 -2.120 -0.643 C2 1R0 5 1R0 NAC NAC N 0 1 N N N 19.542 3.362 16.614 -6.585 -3.011 -1.084 NAC 1R0 6 1R0 N1 N1 N 0 1 Y N N 19.607 3.472 18.923 -4.423 -2.140 -1.203 N1 1R0 7 1R0 C6 C6 C 0 1 Y N N 18.998 3.695 20.102 -3.474 -1.300 -0.807 C6 1R0 8 1R0 NAD NAD N 0 1 N N N 19.600 3.598 21.289 -2.222 -1.325 -1.394 NAD 1R0 9 1R0 C5 C5 C 0 1 Y N N 17.659 4.012 20.135 -3.766 -0.380 0.220 C5 1R0 10 1R0 CAF CAF C 0 1 N N N 16.971 4.238 21.380 -2.778 0.549 0.678 CAF 1R0 11 1R0 CAE CAE C 0 1 N N N 16.402 4.414 22.348 -1.967 1.311 1.053 CAE 1R0 12 1R0 CAQ CAQ C 0 1 N N N 15.627 4.632 23.568 -0.951 2.266 1.524 CAQ 1R0 13 1R0 CAW CAW C 0 1 Y N N 14.458 3.835 23.484 0.325 2.066 0.747 CAW 1R0 14 1R0 CAN CAN C 0 1 Y N N 14.504 2.419 23.340 1.275 1.176 1.202 CAN 1R0 15 1R0 CAM CAM C 0 1 Y N N 13.228 4.508 23.510 0.537 2.772 -0.424 CAM 1R0 16 1R0 CAY CAY C 0 1 Y N N 12.059 3.765 23.433 1.709 2.592 -1.145 CAY 1R0 17 1R0 OAU OAU O 0 1 N N N 10.762 4.204 23.429 1.913 3.288 -2.294 OAU 1R0 18 1R0 CAB CAB C 0 1 N N N 10.469 5.580 23.528 0.879 4.186 -2.701 CAB 1R0 19 1R0 CAO CAO C 0 1 Y N N 12.162 2.419 23.300 2.672 1.705 -0.692 CAO 1R0 20 1R0 CAZ CAZ C 0 1 Y N N 13.306 1.672 23.281 2.454 0.985 0.481 CAZ 1R0 21 1R0 CBC CBC C 0 1 Y N N 13.183 0.262 23.115 3.479 0.034 0.971 CBC 1R0 22 1R0 CBE CBE C 0 1 Y N N 11.989 -0.518 23.109 4.031 -0.933 0.102 CBE 1R0 23 1R0 CAK CAK C 0 1 Y N N 10.702 0.001 23.262 3.643 -1.039 -1.242 CAK 1R0 24 1R0 CAH CAH C 0 1 Y N N 9.543 -0.747 23.234 4.223 -1.999 -2.017 CAH 1R0 25 1R0 NAR NAR N 0 1 Y N N 9.632 -2.118 23.060 5.138 -2.828 -1.535 NAR 1R0 26 1R0 CAL CAL C 0 1 Y N N 10.895 -2.680 22.902 5.548 -2.786 -0.288 CAL 1R0 27 1R0 CBD CBD C 0 1 Y N N 12.048 -1.908 22.921 5.012 -1.833 0.592 CBD 1R0 28 1R0 CAJ CAJ C 0 1 Y N N 13.243 -2.576 22.741 5.419 -1.748 1.934 CAJ 1R0 29 1R0 CAG CAG C 0 1 Y N N 14.394 -1.828 22.762 4.872 -0.806 2.752 CAG 1R0 30 1R0 CAI CAI C 0 1 Y N N 14.351 -0.450 22.956 3.913 0.086 2.285 CAI 1R0 31 1R0 H1 H1 H 0 1 N N N 13.993 3.084 18.963 -6.869 1.602 0.695 H1 1R0 32 1R0 H2 H2 H 0 1 N N N 15.428 2.459 18.082 -6.244 2.534 2.077 H2 1R0 33 1R0 H3 H3 H 0 1 N N N 15.431 2.517 19.877 -5.233 2.299 0.631 H3 1R0 34 1R0 H4 H4 H 0 1 N N N 15.378 5.011 19.797 -4.519 0.795 2.469 H4 1R0 35 1R0 H5 H5 H 0 1 N N N 15.375 4.953 18.002 -6.156 0.098 2.533 H5 1R0 36 1R0 H6 H6 H 0 1 N N N 18.891 3.487 15.865 -7.468 -3.009 -0.685 H6 1R0 37 1R0 H7 H7 H 0 1 N N N 20.298 4.009 16.510 -6.375 -3.638 -1.794 H7 1R0 38 1R0 H8 H8 H 0 1 N N N 20.557 3.338 21.158 -2.032 -1.959 -2.103 H8 1R0 39 1R0 H9 H9 H 0 1 N N N 19.556 4.480 21.758 -1.535 -0.707 -1.098 H9 1R0 40 1R0 H10 H10 H 0 1 N N N 16.220 4.336 24.446 -1.312 3.284 1.374 H10 1R0 41 1R0 H11 H11 H 0 1 N N N 15.351 5.694 23.652 -0.760 2.101 2.584 H11 1R0 42 1R0 H12 H12 H 0 1 N N N 15.457 1.915 23.276 1.107 0.627 2.117 H12 1R0 43 1R0 H13 H13 H 0 1 N N N 13.191 5.585 23.588 -0.213 3.464 -0.778 H13 1R0 44 1R0 H14 H14 H 0 1 N N N 9.379 5.726 23.507 -0.046 3.630 -2.855 H14 1R0 45 1R0 H15 H15 H 0 1 N N N 10.873 5.974 24.472 0.725 4.938 -1.927 H15 1R0 46 1R0 H16 H16 H 0 1 N N N 10.926 6.114 22.682 1.168 4.676 -3.631 H16 1R0 47 1R0 H17 H17 H 0 1 N N N 11.234 1.876 23.197 3.585 1.564 -1.253 H17 1R0 48 1R0 H18 H18 H 0 1 N N N 10.607 1.066 23.413 2.900 -0.373 -1.655 H18 1R0 49 1R0 H19 H19 H 0 1 N N N 8.580 -0.270 23.346 3.929 -2.087 -3.053 H19 1R0 50 1R0 H20 H20 H 0 1 N N N 10.980 -3.747 22.761 6.296 -3.483 0.059 H20 1R0 51 1R0 H21 H21 H 0 1 N N N 13.271 -3.645 22.590 6.162 -2.432 2.317 H21 1R0 52 1R0 H22 H22 H 0 1 N N N 15.348 -2.316 22.626 5.191 -0.749 3.782 H22 1R0 53 1R0 H23 H23 H 0 1 N N N 15.286 0.091 22.983 3.496 0.822 2.956 H23 1R0 54 # 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 1R0 NAC C2 SING N N 1 1R0 N3 C2 DOUB Y N 2 1R0 N3 C4 SING Y N 3 1R0 C2 N1 SING Y N 4 1R0 CAP C4 SING N N 5 1R0 CAP CAA SING N N 6 1R0 N1 C6 DOUB Y N 7 1R0 C4 C5 DOUB Y N 8 1R0 C6 C5 SING Y N 9 1R0 C6 NAD SING N N 10 1R0 C5 CAF SING N N 11 1R0 CAF CAE TRIP N N 12 1R0 CAE CAQ SING N N 13 1R0 CAJ CAG DOUB Y N 14 1R0 CAJ CBD SING Y N 15 1R0 CAG CAI SING Y N 16 1R0 CAL CBD DOUB Y N 17 1R0 CAL NAR SING Y N 18 1R0 CBD CBE SING Y N 19 1R0 CAI CBC DOUB Y N 20 1R0 NAR CAH DOUB Y N 21 1R0 CBE CBC SING Y N 22 1R0 CBE CAK DOUB Y N 23 1R0 CBC CAZ SING N N 24 1R0 CAH CAK SING Y N 25 1R0 CAZ CAO DOUB Y N 26 1R0 CAZ CAN SING Y N 27 1R0 CAO CAY SING Y N 28 1R0 CAN CAW DOUB Y N 29 1R0 OAU CAY SING N N 30 1R0 OAU CAB SING N N 31 1R0 CAY CAM DOUB Y N 32 1R0 CAW CAM SING Y N 33 1R0 CAW CAQ SING N N 34 1R0 CAA H1 SING N N 35 1R0 CAA H2 SING N N 36 1R0 CAA H3 SING N N 37 1R0 CAP H4 SING N N 38 1R0 CAP H5 SING N N 39 1R0 NAC H6 SING N N 40 1R0 NAC H7 SING N N 41 1R0 NAD H8 SING N N 42 1R0 NAD H9 SING N N 43 1R0 CAQ H10 SING N N 44 1R0 CAQ H11 SING N N 45 1R0 CAN H12 SING N N 46 1R0 CAM H13 SING N N 47 1R0 CAB H14 SING N N 48 1R0 CAB H15 SING N N 49 1R0 CAB H16 SING N N 50 1R0 CAO H17 SING N N 51 1R0 CAK H18 SING N N 52 1R0 CAH H19 SING N N 53 1R0 CAL H20 SING N N 54 1R0 CAJ H21 SING N N 55 1R0 CAG H22 SING N N 56 1R0 CAI H23 SING N N 57 # 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 1R0 SMILES ACDLabs 12.01 "n4c(c(C#CCc3cc(c2c1ccncc1ccc2)cc(OC)c3)c(nc4N)N)CC" 1R0 InChI InChI 1.03 "InChI=1S/C25H23N5O/c1-3-23-22(24(26)30-25(27)29-23)9-4-6-16-12-18(14-19(13-16)31-2)20-8-5-7-17-15-28-11-10-21(17)20/h5,7-8,10-15H,3,6H2,1-2H3,(H4,26,27,29,30)" 1R0 InChIKey InChI 1.03 IZQBFFXMDOOSIE-UHFFFAOYSA-N 1R0 SMILES_CANONICAL CACTVS 3.370 "CCc1nc(N)nc(N)c1C#CCc2cc(OC)cc(c2)c3cccc4cnccc34" 1R0 SMILES CACTVS 3.370 "CCc1nc(N)nc(N)c1C#CCc2cc(OC)cc(c2)c3cccc4cnccc34" 1R0 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCc1c(c(nc(n1)N)N)C#CCc2cc(cc(c2)OC)c3cccc4c3ccnc4" 1R0 SMILES "OpenEye OEToolkits" 1.7.6 "CCc1c(c(nc(n1)N)N)C#CCc2cc(cc(c2)OC)c3cccc4c3ccnc4" # 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 1R0 "SYSTEMATIC NAME" ACDLabs 12.01 "6-ethyl-5-{3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]prop-1-yn-1-yl}pyrimidine-2,4-diamine" 1R0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-ethyl-5-[3-(3-isoquinolin-5-yl-5-methoxy-phenyl)prop-1-ynyl]pyrimidine-2,4-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1R0 "Create component" 2013-05-02 RCSB 1R0 "Initial release" 2013-10-09 RCSB #