data_2Y8 # _chem_comp.id 2Y8 _chem_comp.name "(R)-2-((1-(2-(3-(2-fluoroethoxy)-4-methoxyphenyl)-5-methylthiazol-4-yl)ethyl)thio)pyrimidine-4,6-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 F N5 O2 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-{[(1R)-1-{2-[3-(2-fluoroethoxy)-4-methoxyphenyl]-5-methyl-1,3-thiazol-4-yl}ethyl]sulfanyl}pyrimidine-4,6-diamine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-10 _chem_comp.pdbx_modified_date 2020-06-17 _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 435.539 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2Y8 _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 4Q1E _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 2Y8 FAF FAF F 0 1 N N N 27.487 0.279 -13.867 -8.205 1.404 0.383 FAF 2Y8 1 2Y8 CAK CAK C 0 1 N N N 27.344 1.174 -12.922 -7.501 1.584 -0.812 CAK 2Y8 2 2Y8 CAL CAL C 0 1 N N N 25.903 1.101 -12.549 -6.028 1.233 -0.595 CAL 2Y8 3 2Y8 OAQ OAQ O 0 1 N N N 25.830 1.916 -11.364 -5.909 -0.159 -0.292 OAQ 2Y8 4 2Y8 CAY CAY C 0 1 Y N N 24.685 1.748 -10.682 -4.656 -0.637 -0.069 CAY 2Y8 5 2Y8 CAJ CAJ C 0 1 Y N N 24.209 0.470 -10.377 -3.569 0.213 -0.140 CAJ 2Y8 6 2Y8 CAX CAX C 0 1 Y N N 24.012 2.911 -10.266 -4.469 -1.984 0.237 CAX 2Y8 7 2Y8 OAP OAP O 0 1 N N N 24.546 4.107 -10.609 -5.540 -2.818 0.311 OAP 2Y8 8 2Y8 CAA CAA C 0 1 N N N 24.033 5.337 -10.044 -5.276 -4.186 0.629 CAA 2Y8 9 2Y8 CAH CAH C 0 1 Y N N 22.838 2.785 -9.548 -3.192 -2.475 0.466 CAH 2Y8 10 2Y8 CAG CAG C 0 1 Y N N 22.368 1.520 -9.262 -2.102 -1.633 0.391 CAG 2Y8 11 2Y8 CAW CAW C 0 1 Y N N 23.040 0.366 -9.661 -2.283 -0.282 0.090 CAW 2Y8 12 2Y8 CBA CBA C 0 1 Y N N 22.536 -0.825 -9.350 -1.117 0.623 0.016 CBA 2Y8 13 2Y8 NAO NAO N 0 1 Y N N 22.746 -2.011 -9.972 0.124 0.274 0.206 NAO 2Y8 14 2Y8 SAS SAS S 0 1 Y N N 21.589 -0.994 -8.151 -1.181 2.345 -0.351 SAS 2Y8 15 2Y8 CAV CAV C 0 1 Y N N 21.353 -2.544 -8.307 0.573 2.438 -0.197 CAV 2Y8 16 2Y8 CAB CAB C 0 1 N N N 20.465 -3.368 -7.399 1.411 3.678 -0.374 CAB 2Y8 17 2Y8 CBB CBB C 0 1 Y N N 22.054 -2.999 -9.357 1.032 1.218 0.099 CBB 2Y8 18 2Y8 CBC CBC C 0 1 N N R 22.036 -4.501 -9.760 2.500 0.941 0.296 CBC 2Y8 19 2Y8 CAC CAC C 0 1 N N N 21.524 -4.703 -11.201 2.790 0.767 1.789 CAC 2Y8 20 2Y8 SAR SAR S 0 1 N N N 23.666 -5.246 -9.566 2.953 -0.572 -0.587 SAR 2Y8 21 2Y8 C2 C2 C 0 1 Y N N 23.294 -6.964 -9.331 4.695 -0.572 -0.321 C2 2Y8 22 2Y8 N3 N3 N 0 1 Y N N 22.012 -7.389 -9.369 5.240 0.408 0.385 N3 2Y8 23 2Y8 N1 N1 N 0 1 Y N N 24.293 -7.838 -9.086 5.425 -1.554 -0.828 N1 2Y8 24 2Y8 C6 C6 C 0 1 Y N N 24.007 -9.157 -8.921 6.743 -1.587 -0.648 C6 2Y8 25 2Y8 NAD NAD N 0 1 N N N 25.009 -10.002 -8.689 7.500 -2.618 -1.182 NAD 2Y8 26 2Y8 C5 C5 C 0 1 Y N N 22.698 -9.619 -8.969 7.352 -0.572 0.084 C5 2Y8 27 2Y8 C4 C4 C 0 1 Y N N 21.687 -8.677 -9.199 6.552 0.441 0.606 C4 2Y8 28 2Y8 NAE NAE N 0 1 N N N 20.407 -9.024 -9.231 7.114 1.469 1.347 NAE 2Y8 29 2Y8 H1 H1 H 0 1 N N N 27.981 0.932 -12.059 -7.919 0.935 -1.582 H1 2Y8 30 2Y8 H2 H2 H 0 1 N N N 27.598 2.177 -13.296 -7.583 2.623 -1.130 H2 2Y8 31 2Y8 H3 H3 H 0 1 N N N 25.267 1.509 -13.349 -5.463 1.457 -1.499 H3 2Y8 32 2Y8 H4 H4 H 0 1 N N N 25.603 0.065 -12.335 -5.633 1.820 0.235 H4 2Y8 33 2Y8 H5 H5 H 0 1 N N N 24.745 -0.412 -10.695 -3.712 1.257 -0.373 H5 2Y8 34 2Y8 H6 H6 H 0 1 N N N 24.598 6.190 -10.448 -6.214 -4.740 0.656 H6 2Y8 35 2Y8 H7 H7 H 0 1 N N N 22.970 5.445 -10.305 -4.622 -4.616 -0.130 H7 2Y8 36 2Y8 H8 H8 H 0 1 N N N 24.141 5.311 -8.950 -4.791 -4.246 1.603 H8 2Y8 37 2Y8 H9 H9 H 0 1 N N N 22.299 3.660 -9.217 -3.051 -3.519 0.703 H9 2Y8 38 2Y8 H10 H10 H 0 1 N N N 21.446 1.420 -8.709 -1.109 -2.018 0.570 H10 2Y8 39 2Y8 H11 H11 H 0 1 N N N 20.022 -2.718 -6.630 0.764 4.522 -0.615 H11 2Y8 40 2Y8 H12 H12 H 0 1 N N N 19.663 -3.832 -7.993 1.951 3.886 0.550 H12 2Y8 41 2Y8 H13 H13 H 0 1 N N N 21.064 -4.153 -6.915 2.123 3.522 -1.184 H13 2Y8 42 2Y8 H14 H14 H 0 1 N N N 21.372 -5.042 -9.070 3.082 1.777 -0.092 H14 2Y8 43 2Y8 H15 H15 H 0 1 N N N 20.530 -4.244 -11.305 2.207 -0.069 2.177 H15 2Y8 44 2Y8 H16 H16 H 0 1 N N N 22.222 -4.230 -11.908 3.852 0.567 1.931 H16 2Y8 45 2Y8 H17 H17 H 0 1 N N N 21.456 -5.779 -11.418 2.517 1.678 2.321 H17 2Y8 46 2Y8 H18 H18 H 0 1 N N N 25.873 -9.499 -8.672 7.069 -3.322 -1.691 H18 2Y8 47 2Y8 H19 H19 H 0 1 N N N 24.868 -10.452 -7.807 8.460 -2.635 -1.046 H19 2Y8 48 2Y8 H20 H20 H 0 1 N N N 22.468 -10.666 -8.834 8.420 -0.572 0.248 H20 2Y8 49 2Y8 H21 H21 H 0 1 N N N 19.845 -8.212 -9.388 6.550 2.171 1.708 H21 2Y8 50 2Y8 H22 H22 H 0 1 N N N 20.258 -9.681 -9.970 8.071 1.487 1.504 H22 2Y8 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 2Y8 FAF CAK SING N N 1 2Y8 CAK CAL SING N N 2 2Y8 CAL OAQ SING N N 3 2Y8 OAQ CAY SING N N 4 2Y8 CAC CBC SING N N 5 2Y8 CAY CAJ DOUB Y N 6 2Y8 CAY CAX SING Y N 7 2Y8 OAP CAX SING N N 8 2Y8 OAP CAA SING N N 9 2Y8 CAJ CAW SING Y N 10 2Y8 CAX CAH DOUB Y N 11 2Y8 NAO CBB SING Y N 12 2Y8 NAO CBA DOUB Y N 13 2Y8 CBC SAR SING N N 14 2Y8 CBC CBB SING N N 15 2Y8 CAW CBA SING N N 16 2Y8 CAW CAG DOUB Y N 17 2Y8 SAR C2 SING N N 18 2Y8 CAH CAG SING Y N 19 2Y8 N3 C2 DOUB Y N 20 2Y8 N3 C4 SING Y N 21 2Y8 CBB CAV DOUB Y N 22 2Y8 CBA SAS SING Y N 23 2Y8 C2 N1 SING Y N 24 2Y8 NAE C4 SING N N 25 2Y8 C4 C5 DOUB Y N 26 2Y8 N1 C6 DOUB Y N 27 2Y8 C5 C6 SING Y N 28 2Y8 C6 NAD SING N N 29 2Y8 CAV SAS SING Y N 30 2Y8 CAV CAB SING N N 31 2Y8 CAK H1 SING N N 32 2Y8 CAK H2 SING N N 33 2Y8 CAL H3 SING N N 34 2Y8 CAL H4 SING N N 35 2Y8 CAJ H5 SING N N 36 2Y8 CAA H6 SING N N 37 2Y8 CAA H7 SING N N 38 2Y8 CAA H8 SING N N 39 2Y8 CAH H9 SING N N 40 2Y8 CAG H10 SING N N 41 2Y8 CAB H11 SING N N 42 2Y8 CAB H12 SING N N 43 2Y8 CAB H13 SING N N 44 2Y8 CBC H14 SING N N 45 2Y8 CAC H15 SING N N 46 2Y8 CAC H16 SING N N 47 2Y8 CAC H17 SING N N 48 2Y8 NAD H18 SING N N 49 2Y8 NAD H19 SING N N 50 2Y8 C5 H20 SING N N 51 2Y8 NAE H21 SING N N 52 2Y8 NAE H22 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 2Y8 SMILES ACDLabs 12.01 "FCCOc1c(OC)ccc(c1)c2nc(c(s2)C)C(Sc3nc(N)cc(n3)N)C" 2Y8 InChI InChI 1.03 "InChI=1S/C19H22FN5O2S2/c1-10-17(11(2)29-19-23-15(21)9-16(22)24-19)25-18(28-10)12-4-5-13(26-3)14(8-12)27-7-6-20/h4-5,8-9,11H,6-7H2,1-3H3,(H4,21,22,23,24)/t11-/m1/s1" 2Y8 InChIKey InChI 1.03 PLRSHXVGFPURIR-LLVKDONJSA-N 2Y8 SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1OCCF)c2sc(C)c(n2)[C@@H](C)Sc3nc(N)cc(N)n3" 2Y8 SMILES CACTVS 3.385 "COc1ccc(cc1OCCF)c2sc(C)c(n2)[CH](C)Sc3nc(N)cc(N)n3" 2Y8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(nc(s1)c2ccc(c(c2)OCCF)OC)[C@@H](C)Sc3nc(cc(n3)N)N" 2Y8 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(nc(s1)c2ccc(c(c2)OCCF)OC)C(C)Sc3nc(cc(n3)N)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 2Y8 "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(1R)-1-{2-[3-(2-fluoroethoxy)-4-methoxyphenyl]-5-methyl-1,3-thiazol-4-yl}ethyl]sulfanyl}pyrimidine-4,6-diamine" 2Y8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(1R)-1-[2-[3-(2-fluoranylethoxy)-4-methoxy-phenyl]-5-methyl-1,3-thiazol-4-yl]ethyl]sulfanylpyrimidine-4,6-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 2Y8 "Create component" 2014-04-10 RCSB 2Y8 "Modify name" 2014-04-11 RCSB 2Y8 "Modify synonyms" 2014-04-11 RCSB 2Y8 "Initial release" 2014-11-05 RCSB 2Y8 "Other modification" 2020-05-27 RCSB 2Y8 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2Y8 _pdbx_chem_comp_synonyms.name "2-{[(1R)-1-{2-[3-(2-fluoroethoxy)-4-methoxyphenyl]-5-methyl-1,3-thiazol-4-yl}ethyl]sulfanyl}pyrimidine-4,6-diamine" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##