data_06U # _chem_comp.id 06U _chem_comp.name "6-ethyl-5-{(3R)-3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl}pyrimidine-2,4-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 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 2011-05-03 _chem_comp.pdbx_modified_date 2012-05-04 _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 373.451 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 06U _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 3RO9 _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 06U N1 N1 N 0 1 Y N N 16.213 -10.159 -2.307 4.654 -1.277 -1.587 N1 06U 1 06U C2 C2 C 0 1 Y N N 16.375 -10.761 -3.555 5.758 -0.605 -1.296 C2 06U 2 06U N3 N3 N 0 1 Y N N 15.828 -10.159 -4.694 5.760 0.404 -0.437 N3 06U 3 06U C4 C4 C 0 1 Y N N 15.115 -8.949 -4.596 4.649 0.785 0.171 C4 06U 4 06U C5 C5 C 0 1 Y N N 14.964 -8.362 -3.340 3.459 0.109 -0.102 C5 06U 5 06U C6 C6 C 0 1 Y N N 15.507 -8.954 -2.202 3.496 -0.958 -1.021 C6 06U 6 06U CAA CAA C 0 1 Y N N 9.003 -5.510 -7.805 -5.486 -0.210 -1.000 CAA 06U 7 06U NAH NAH N 0 1 N N N 17.039 -11.904 -3.660 6.944 -0.968 -1.907 NAH 06U 8 06U CAI CAI C 0 1 N N N 14.557 -8.335 -5.888 4.668 1.934 1.146 CAI 06U 9 06U NAJ NAJ N 0 1 N N N 15.355 -8.380 -1.010 2.345 -1.662 -1.328 NAJ 06U 10 06U CAK CAK C 0 1 N N N 14.241 -7.133 -3.229 2.234 0.490 0.534 CAK 06U 11 06U CAL CAL C 0 1 N N N 13.620 -6.084 -3.136 1.230 0.803 1.056 CAL 06U 12 06U CAM CAM C 0 1 N N R 12.894 -4.816 -3.016 -0.030 1.194 1.710 CAM 06U 13 06U CAN CAN C 0 1 N N N 11.872 -4.906 -1.883 0.119 1.057 3.227 CAN 06U 14 06U CAO CAO C 0 1 Y N N 12.213 -4.472 -4.347 -1.144 0.299 1.231 CAO 06U 15 06U CAP CAP C 0 1 Y N N 12.721 -3.425 -5.114 -1.069 -1.065 1.438 CAP 06U 16 06U CAQ CAQ C 0 1 Y N N 12.132 -3.088 -6.336 -2.092 -1.895 1.000 CAQ 06U 17 06U CAR CAR C 0 1 Y N N 11.021 -3.806 -6.782 -3.192 -1.356 0.353 CAR 06U 18 06U CAS CAS C 0 1 Y N N 10.507 -4.857 -6.019 -3.268 0.019 0.144 CAS 06U 19 06U CAT CAT C 0 1 Y N N 11.112 -5.197 -4.806 -2.239 0.845 0.592 CAT 06U 20 06U CAU CAU C 0 1 Y N N 9.393 -5.568 -6.468 -4.443 0.602 -0.549 CAU 06U 21 06U CAV CAV C 0 1 Y N N 8.647 -6.346 -5.585 -4.536 1.980 -0.768 CAV 06U 22 06U CAW CAW C 0 1 Y N N 7.545 -7.048 -6.069 -5.646 2.480 -1.416 CAW 06U 23 06U NAX NAX N 0 1 Y N N 7.202 -6.977 -7.353 -6.609 1.679 -1.827 NAX 06U 24 06U CAY CAY C 0 1 Y N N 7.891 -6.240 -8.220 -6.558 0.373 -1.645 CAY 06U 25 06U CAZ CAZ C 0 1 N N N 13.653 -9.311 -6.631 4.400 3.242 0.399 CAZ 06U 26 06U OBA OBA O 0 1 N N N 12.625 -2.054 -7.092 -2.014 -3.236 1.206 OBA 06U 27 06U CBB CBB C 0 1 N N N 13.784 -1.433 -6.488 -3.103 -4.030 0.729 CBB 06U 28 06U HAA HAA H 0 1 N N N 9.556 -4.907 -8.510 -5.452 -1.279 -0.851 HAA 06U 29 06U HNAH HNAH H 0 0 N N N 17.353 -12.192 -2.755 6.959 -1.705 -2.538 HNAH 06U 30 06U HNAA HNAA H 0 0 N N N 16.437 -12.605 -4.043 7.761 -0.486 -1.705 HNAA 06U 31 06U HAI HAI H 0 1 N N N 13.973 -7.439 -5.630 3.896 1.783 1.901 HAI 06U 32 06U HAIA HAIA H 0 0 N N N 15.399 -8.064 -6.543 5.644 1.985 1.629 HAIA 06U 33 06U HNAJ HNAJ H 0 0 N N N 15.803 -8.938 -0.311 2.380 -2.395 -1.962 HNAJ 06U 34 06U HNAB HNAB H 0 0 N N N 15.768 -7.469 -1.024 1.504 -1.422 -0.909 HNAB 06U 35 06U HAM HAM H 0 1 N N N 13.604 -4.011 -2.776 -0.262 2.229 1.460 HAM 06U 36 06U HAN HAN H 0 1 N N N 11.332 -3.952 -1.799 -0.813 1.347 3.711 HAN 06U 37 06U HANA HANA H 0 0 N N N 11.157 -5.714 -2.097 0.352 0.022 3.477 HANA 06U 38 06U HANB HANB H 0 0 N N N 12.392 -5.117 -0.937 0.925 1.704 3.573 HANB 06U 39 06U HAP HAP H 0 1 N N N 13.577 -2.869 -4.761 -0.212 -1.487 1.942 HAP 06U 40 06U HAR HAR H 0 1 N N N 10.556 -3.547 -7.722 -3.988 -2.001 0.011 HAR 06U 41 06U HAT HAT H 0 1 N N N 10.728 -6.021 -4.223 -2.295 1.912 0.432 HAT 06U 42 06U HAV HAV H 0 1 N N N 8.919 -6.404 -4.541 -3.751 2.642 -0.434 HAV 06U 43 06U HAW HAW H 0 1 N N N 6.962 -7.657 -5.394 -5.727 3.543 -1.590 HAW 06U 44 06U HAY HAY H 0 1 N N N 7.586 -6.207 -9.255 -7.369 -0.247 -1.998 HAY 06U 45 06U HAZ HAZ H 0 1 N N N 13.274 -8.836 -7.548 4.413 4.073 1.104 HAZ 06U 46 06U HAZA HAZA H 0 0 N N N 14.225 -10.212 -6.895 5.171 3.394 -0.356 HAZA 06U 47 06U HAZB HAZB H 0 0 N N N 12.806 -9.590 -5.986 3.424 3.191 -0.084 HAZB 06U 48 06U HBB HBB H 0 1 N N N 14.139 -0.614 -7.131 -3.199 -3.904 -0.349 HBB 06U 49 06U HBBA HBBA H 0 0 N N N 13.512 -1.032 -5.500 -2.915 -5.079 0.957 HBBA 06U 50 06U HBBB HBBB H 0 0 N N N 14.582 -2.181 -6.373 -4.025 -3.712 1.216 HBBB 06U 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 06U C2 N1 DOUB Y N 1 06U N1 C6 SING Y N 2 06U N3 C2 SING Y N 3 06U NAH C2 SING N N 4 06U N3 C4 DOUB Y N 5 06U CAI C4 SING N N 6 06U C4 C5 SING Y N 7 06U C5 CAK SING N N 8 06U C5 C6 DOUB Y N 9 06U C6 NAJ SING N N 10 06U CAY CAA DOUB Y N 11 06U CAA CAU SING Y N 12 06U CAA HAA SING N N 13 06U NAH HNAH SING N N 14 06U NAH HNAA SING N N 15 06U CAZ CAI SING N N 16 06U CAI HAI SING N N 17 06U CAI HAIA SING N N 18 06U NAJ HNAJ SING N N 19 06U NAJ HNAB SING N N 20 06U CAK CAL TRIP N N 21 06U CAL CAM SING N N 22 06U CAO CAM SING N N 23 06U CAM CAN SING N N 24 06U CAM HAM SING N N 25 06U CAN HAN SING N N 26 06U CAN HANA SING N N 27 06U CAN HANB SING N N 28 06U CAP CAO DOUB Y N 29 06U CAT CAO SING Y N 30 06U CAQ CAP SING Y N 31 06U CAP HAP SING N N 32 06U OBA CAQ SING N N 33 06U CAR CAQ DOUB Y N 34 06U CAR CAS SING Y N 35 06U CAR HAR SING N N 36 06U CAU CAS SING Y N 37 06U CAS CAT DOUB Y N 38 06U CAT HAT SING N N 39 06U CAU CAV DOUB Y N 40 06U CAW CAV SING Y N 41 06U CAV HAV SING N N 42 06U NAX CAW DOUB Y N 43 06U CAW HAW SING N N 44 06U CAY NAX SING Y N 45 06U CAY HAY SING N N 46 06U CAZ HAZ SING N N 47 06U CAZ HAZA SING N N 48 06U CAZ HAZB SING N N 49 06U OBA CBB SING N N 50 06U CBB HBB SING N N 51 06U CBB HBBA SING N N 52 06U CBB HBBB SING N N 53 # 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 06U SMILES ACDLabs 12.01 "n3c(c(C#CC(c2cc(c1ccncc1)cc(OC)c2)C)c(nc3N)N)CC" 06U SMILES_CANONICAL CACTVS 3.370 "CCc1nc(N)nc(N)c1C#C[C@H](C)c2cc(OC)cc(c2)c3ccncc3" 06U SMILES CACTVS 3.370 "CCc1nc(N)nc(N)c1C#C[CH](C)c2cc(OC)cc(c2)c3ccncc3" 06U SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CCc1c(c(nc(n1)N)N)C#C[C@H](C)c2cc(cc(c2)OC)c3ccncc3" 06U SMILES "OpenEye OEToolkits" 1.7.2 "CCc1c(c(nc(n1)N)N)C#CC(C)c2cc(cc(c2)OC)c3ccncc3" 06U InChI InChI 1.03 "InChI=1S/C22H23N5O/c1-4-20-19(21(23)27-22(24)26-20)6-5-14(2)16-11-17(13-18(12-16)28-3)15-7-9-25-10-8-15/h7-14H,4H2,1-3H3,(H4,23,24,26,27)/t14-/m0/s1" 06U InChIKey InChI 1.03 KEPLBUUTAQCZOE-AWEZNQCLSA-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 06U "SYSTEMATIC NAME" ACDLabs 12.01 "6-ethyl-5-{(3R)-3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl}pyrimidine-2,4-diamine" 06U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-ethyl-5-[(3R)-3-(3-methoxy-5-pyridin-4-yl-phenyl)but-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 06U "Create component" 2011-05-03 RCSB 06U "Modify aromatic_flag" 2011-06-04 RCSB 06U "Modify descriptor" 2011-06-04 RCSB #