data_6DR # _chem_comp.id 6DR _chem_comp.name "6-ethyl-5-{3-[2-methoxy-5-(pyridin-4-yl)phenyl]prop-1-yn-1-yl}pyrimidine-2,4-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-08 _chem_comp.pdbx_modified_date 2012-06-08 _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 359.424 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6DR _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 3SA1 _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 6DR N1 N1 N 0 1 Y N N 9.695 13.958 8.427 -4.153 -1.164 -1.849 N1 6DR 1 6DR C2 C2 C 0 1 Y N N 9.604 14.915 7.486 -5.282 -1.233 -1.161 C2 6DR 2 6DR N3 N3 N 0 1 Y N N 9.491 14.605 6.195 -5.369 -0.805 0.091 N3 6DR 3 6DR C4 C4 C 0 1 Y N N 9.478 13.327 5.787 -4.320 -0.288 0.710 C4 6DR 4 6DR C5 C5 C 0 1 Y N N 9.571 12.314 6.745 -3.107 -0.194 0.027 C5 6DR 5 6DR C6 C6 C 0 1 Y N N 9.677 12.655 8.085 -3.053 -0.659 -1.302 C6 6DR 6 6DR CAA CAA C 0 1 N N N 7.907 13.091 3.870 -4.107 -0.954 3.089 CAA 6DR 7 6DR CAB CAB C 0 1 N N N 8.406 5.998 4.264 0.870 4.460 -1.024 CAB 6DR 8 6DR NAC NAC N 0 1 N N N 9.619 16.188 7.835 -6.406 -1.766 -1.766 NAC 6DR 9 6DR NAD NAD N 0 1 N N N 9.761 11.697 9.004 -1.876 -0.590 -2.024 NAD 6DR 10 6DR CAE CAE C 0 1 N N N 9.536 9.774 5.993 -0.998 0.813 1.179 CAE 6DR 11 6DR CAF CAF C 0 1 N N N 9.554 10.940 6.351 -1.948 0.359 0.660 CAF 6DR 12 6DR CAG CAG C 0 1 Y N N 16.197 9.785 2.971 6.209 -1.968 -0.841 CAG 6DR 13 6DR CAH CAH C 0 1 Y N N 15.169 11.232 4.467 5.036 -2.935 0.895 CAH 6DR 14 6DR CAI CAI C 0 1 Y N N 15.023 9.027 2.852 5.342 -0.895 -0.889 CAI 6DR 15 6DR CAJ CAJ C 0 1 Y N N 13.966 10.520 4.388 4.120 -1.904 0.912 CAJ 6DR 16 6DR CAK CAK C 0 1 Y N N 12.416 7.843 2.377 3.476 1.324 -0.923 CAK 6DR 17 6DR CAL CAL C 0 1 Y N N 11.206 7.155 2.294 2.582 2.373 -0.938 CAL 6DR 18 6DR CAM CAM C 0 1 Y N N 11.697 8.794 4.461 2.246 0.309 0.888 CAM 6DR 19 6DR CAN CAN C 0 1 N N N 9.371 13.075 4.282 -4.435 0.195 2.133 CAN 6DR 20 6DR CAO CAO C 0 1 N N N 9.514 8.368 5.563 0.194 1.383 1.829 CAO 6DR 21 6DR NAP NAP N 0 1 Y N N 16.232 10.854 3.769 6.033 -2.941 0.032 NAP 6DR 22 6DR OAS OAS O 0 1 N N N 9.071 6.569 3.092 0.639 3.429 -0.062 OAS 6DR 23 6DR CAV CAV C 0 1 Y N N 13.882 9.385 3.579 4.268 -0.851 0.004 CAV 6DR 24 6DR CAW CAW C 0 1 Y N N 12.676 8.669 3.475 3.311 0.282 -0.010 CAW 6DR 25 6DR CAX CAX C 0 1 Y N N 10.477 8.115 4.387 1.352 1.359 0.865 CAX 6DR 26 6DR CAZ CAZ C 0 1 Y N N 10.236 7.270 3.286 1.518 2.394 -0.045 CAZ 6DR 27 6DR HAA HAA H 0 1 N N N 7.828 12.910 2.788 -4.189 -0.605 4.118 HAA 6DR 28 6DR HAAA HAAA H 0 0 N N N 7.365 12.304 4.414 -4.806 -1.774 2.926 HAAA 6DR 29 6DR HAAB HAAB H 0 0 N N N 7.469 14.071 4.110 -3.090 -1.301 2.904 HAAB 6DR 30 6DR HAB HAB H 0 1 N N N 7.494 5.471 3.948 1.847 4.909 -0.849 HAB 6DR 31 6DR HABA HABA H 0 0 N N N 9.085 5.290 4.762 0.840 4.034 -2.027 HABA 6DR 32 6DR HABB HABB H 0 0 N N N 8.140 6.804 4.963 0.097 5.224 -0.931 HABB 6DR 33 6DR HNAC HNAC H 0 0 N N N 9.703 16.261 8.829 -6.359 -2.083 -2.682 HNAC 6DR 34 6DR HNAA HNAA H 0 0 N N N 10.396 16.643 7.401 -7.240 -1.823 -1.275 HNAA 6DR 35 6DR HNAD HNAD H 0 0 N N N 9.833 12.111 9.912 -1.078 -0.220 -1.616 HNAD 6DR 36 6DR HNAB HNAB H 0 0 N N N 8.943 11.124 8.963 -1.849 -0.913 -2.939 HNAB 6DR 37 6DR HAG HAG H 0 1 N N N 17.078 9.502 2.414 7.039 -2.013 -1.530 HAG 6DR 38 6DR HAH HAH H 0 1 N N N 15.232 12.101 5.105 4.930 -3.753 1.593 HAH 6DR 39 6DR HAI HAI H 0 1 N N N 14.999 8.167 2.199 5.492 -0.101 -1.606 HAI 6DR 40 6DR HAJ HAJ H 0 1 N N N 13.105 10.848 4.952 3.301 -1.909 1.616 HAJ 6DR 41 6DR HAK HAK H 0 1 N N N 13.152 7.738 1.594 4.300 1.306 -1.621 HAK 6DR 42 6DR HAL HAL H 0 1 N N N 11.017 6.519 1.442 2.708 3.179 -1.645 HAL 6DR 43 6DR HAM HAM H 0 1 N N N 11.888 9.436 5.309 2.116 -0.496 1.596 HAM 6DR 44 6DR HAN HAN H 0 1 N N N 9.914 13.862 3.738 -3.735 1.015 2.296 HAN 6DR 45 6DR HANA HANA H 0 0 N N N 9.809 12.095 4.042 -5.451 0.542 2.318 HANA 6DR 46 6DR HAO HAO H 0 1 N N N 9.817 7.735 6.410 -0.010 2.411 2.126 HAO 6DR 47 6DR HAOA HAOA H 0 0 N N N 8.493 8.112 5.244 0.443 0.793 2.711 HAOA 6DR 48 # 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 6DR C2 N1 DOUB Y N 1 6DR C6 N1 SING Y N 2 6DR N3 C2 SING Y N 3 6DR C2 NAC SING N N 4 6DR C4 N3 DOUB Y N 5 6DR CAN C4 SING N N 6 6DR C4 C5 SING Y N 7 6DR CAF C5 SING N N 8 6DR C5 C6 DOUB Y N 9 6DR C6 NAD SING N N 10 6DR CAA CAN SING N N 11 6DR CAA HAA SING N N 12 6DR CAA HAAA SING N N 13 6DR CAA HAAB SING N N 14 6DR OAS CAB SING N N 15 6DR CAB HAB SING N N 16 6DR CAB HABA SING N N 17 6DR CAB HABB SING N N 18 6DR NAC HNAC SING N N 19 6DR NAC HNAA SING N N 20 6DR NAD HNAD SING N N 21 6DR NAD HNAB SING N N 22 6DR CAO CAE SING N N 23 6DR CAE CAF TRIP N N 24 6DR CAI CAG DOUB Y N 25 6DR CAG NAP SING Y N 26 6DR CAG HAG SING N N 27 6DR NAP CAH DOUB Y N 28 6DR CAJ CAH SING Y N 29 6DR CAH HAH SING N N 30 6DR CAI CAV SING Y N 31 6DR CAI HAI SING N N 32 6DR CAV CAJ DOUB Y N 33 6DR CAJ HAJ SING N N 34 6DR CAL CAK DOUB Y N 35 6DR CAK CAW SING Y N 36 6DR CAK HAK SING N N 37 6DR CAL CAZ SING Y N 38 6DR CAL HAL SING N N 39 6DR CAW CAM DOUB Y N 40 6DR CAX CAM SING Y N 41 6DR CAM HAM SING N N 42 6DR CAN HAN SING N N 43 6DR CAN HANA SING N N 44 6DR CAX CAO SING N N 45 6DR CAO HAO SING N N 46 6DR CAO HAOA SING N N 47 6DR OAS CAZ SING N N 48 6DR CAW CAV SING N N 49 6DR CAZ CAX DOUB Y N 50 # 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 6DR SMILES ACDLabs 12.01 "n3c(c(C#CCc2cc(c1ccncc1)ccc2OC)c(nc3N)N)CC" 6DR InChI InChI 1.03 "InChI=1S/C21H21N5O/c1-3-18-17(20(22)26-21(23)25-18)6-4-5-16-13-15(7-8-19(16)27-2)14-9-11-24-12-10-14/h7-13H,3,5H2,1-2H3,(H4,22,23,25,26)" 6DR InChIKey InChI 1.03 CZCHMGRCEXJPTP-UHFFFAOYSA-N 6DR SMILES_CANONICAL CACTVS 3.370 "CCc1nc(N)nc(N)c1C#CCc2cc(ccc2OC)c3ccncc3" 6DR SMILES CACTVS 3.370 "CCc1nc(N)nc(N)c1C#CCc2cc(ccc2OC)c3ccncc3" 6DR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CCc1c(c(nc(n1)N)N)C#CCc2cc(ccc2OC)c3ccncc3" 6DR SMILES "OpenEye OEToolkits" 1.7.2 "CCc1c(c(nc(n1)N)N)C#CCc2cc(ccc2OC)c3ccncc3" # 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 6DR "SYSTEMATIC NAME" ACDLabs 12.01 "6-ethyl-5-{3-[2-methoxy-5-(pyridin-4-yl)phenyl]prop-1-yn-1-yl}pyrimidine-2,4-diamine" 6DR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-ethyl-5-[3-(2-methoxy-5-pyridin-4-yl-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 6DR "Create component" 2011-06-08 RCSB #