data_44R # _chem_comp.id 44R _chem_comp.name "N-({2-[(6-amino-9H-purin-9-yl)methoxy]ethyl}sulfamoyl)-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H27 N9 O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-04 _chem_comp.pdbx_modified_date 2015-08-28 _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 513.594 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 44R _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 4XU3 _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 44R C2 C1 C 0 1 Y N N -7.983 -0.836 11.943 7.480 -3.652 -0.254 C2 44R 1 44R C4 C2 C 0 1 Y N N -5.715 -0.418 11.586 5.690 -2.210 -0.262 C4 44R 2 44R C5 C3 C 0 1 Y N N -5.469 -0.617 12.933 4.849 -3.269 0.120 C5 44R 3 44R C6 C4 C 0 1 Y N N -6.528 -0.926 13.773 5.422 -4.540 0.297 C6 44R 4 44R N1 N1 N 0 1 Y N N -7.771 -1.027 13.254 6.729 -4.678 0.104 N1 44R 5 44R N3 N2 N 0 1 Y N N -6.977 -0.536 11.111 6.986 -2.445 -0.436 N3 44R 6 44R C8 C5 C 0 1 Y N N -3.589 -0.156 11.939 3.616 -1.494 -0.049 C8 44R 7 44R CBI C6 C 0 1 N N S -2.173 -10.038 13.860 -5.852 -2.135 -0.853 CBI 44R 8 44R NAU N3 N 0 1 N N N -0.967 -9.329 13.476 -5.427 -2.468 0.516 NAU 44R 9 44R CBA C7 C 0 1 N N N -0.014 -9.450 14.396 -6.513 -2.707 1.265 CBA 44R 10 44R OAC O1 O 0 1 N N N 1.077 -8.903 14.353 -6.454 -3.007 2.441 OAC 44R 11 44R NAT N4 N 0 1 N N N -0.416 -10.237 15.383 -7.669 -2.586 0.598 NAT 44R 12 44R CBF C8 C 0 1 N N R -1.820 -10.552 15.257 -7.383 -2.215 -0.797 CBF 44R 13 44R CAO C9 C 0 1 N N N -2.562 -9.808 16.355 -8.054 -0.863 -1.110 CAO 44R 14 44R SAY S1 S 0 1 N N N -3.592 -8.643 15.547 -6.744 0.350 -0.669 SAY 44R 15 44R CBH C10 C 0 1 N N S -3.392 -9.121 13.870 -5.351 -0.722 -1.210 CBH 44R 16 44R CAK C11 C 0 1 N N N -3.212 -7.911 12.966 -4.076 -0.386 -0.435 CAK 44R 17 44R CAI C12 C 0 1 N N N -3.558 -8.295 11.533 -3.536 0.967 -0.902 CAI 44R 18 44R CAH C13 C 0 1 N N N -3.683 -7.067 10.642 -2.260 1.302 -0.126 CAH 44R 19 44R CAJ C14 C 0 1 N N N -4.079 -7.476 9.230 -1.721 2.656 -0.593 CAJ 44R 20 44R CAZ C15 C 0 1 N N N -4.459 -6.253 8.430 -0.464 2.986 0.170 CAZ 44R 21 44R OAB O2 O 0 1 N N N -5.542 -5.723 8.611 -0.042 2.215 1.006 OAB 44R 22 44R NAV N5 N 0 1 N N N -3.560 -5.822 7.546 0.190 4.138 -0.075 NAV 44R 23 44R SBK S2 S 0 1 N N N -3.954 -4.765 6.407 1.571 4.501 0.764 SBK 44R 24 44R OAD O3 O 0 1 N N N -5.313 -4.967 5.990 2.033 5.746 0.258 OAD 44R 25 44R OAE O4 O 0 1 N N N -3.094 -4.934 5.269 1.276 4.282 2.137 OAE 44R 26 44R NAW N6 N 0 1 N N N -3.776 -3.269 6.939 2.710 3.375 0.345 NAW 44R 27 44R CAN C16 C 0 1 N N N -3.068 -3.004 8.173 3.208 3.314 -1.031 CAN 44R 28 44R CBE C17 C 0 1 N N N -3.037 -1.512 8.479 4.486 2.473 -1.074 CBE 44R 29 44R OAX O5 O 0 1 N N N -4.334 -1.133 8.925 4.179 1.122 -0.723 OAX 44R 30 44R CBG C18 C 0 1 N N N -4.346 0.131 9.583 5.309 0.248 -0.733 CBG 44R 31 44R N9 N7 N 0 1 Y N N -4.547 -0.143 11.002 4.884 -1.104 -0.361 N9 44R 32 44R N7 N8 N 0 1 Y N N -4.147 -0.449 13.134 3.596 -2.765 0.227 N7 44R 33 44R N6 N9 N 0 1 N N N -6.317 -1.123 15.098 4.644 -5.621 0.673 N6 44R 34 44R H1 H1 H 0 1 N N N -8.985 -0.926 11.551 8.538 -3.808 -0.400 H1 44R 35 44R H2 H2 H 0 1 N N N -2.540 0.037 11.767 2.753 -0.844 -0.040 H2 44R 36 44R H3 H3 H 0 1 N N N -2.355 -10.890 13.188 -5.462 -2.864 -1.563 H3 44R 37 44R H4 H4 H 0 1 N N N -0.865 -8.813 12.625 -4.509 -2.508 0.826 H4 44R 38 44R H5 H5 H 0 1 N N N 0.175 -10.569 16.118 -8.553 -2.721 0.975 H5 44R 39 44R H6 H6 H 0 1 N N N -2.004 -11.634 15.328 -7.745 -2.988 -1.474 H6 44R 40 44R H7 H7 H 0 1 N N N -3.170 -10.508 16.947 -8.304 -0.793 -2.169 H7 44R 41 44R H8 H8 H 0 1 N N N -1.849 -9.293 17.016 -8.941 -0.720 -0.494 H8 44R 42 44R H9 H9 H 0 1 N N N -4.291 -9.683 13.578 -5.188 -0.630 -2.284 H9 44R 43 44R H10 H10 H 0 1 N N N -2.167 -7.570 13.013 -4.300 -0.340 0.631 H10 44R 44 44R H11 H11 H 0 1 N N N -3.877 -7.101 13.300 -3.327 -1.158 -0.615 H11 44R 45 44R H12 H12 H 0 1 N N N -4.514 -8.838 11.529 -3.312 0.921 -1.967 H12 44R 46 44R H13 H13 H 0 1 N N N -2.765 -8.946 11.136 -4.284 1.739 -0.721 H13 44R 47 44R H14 H14 H 0 1 N N N -2.717 -6.542 10.610 -2.485 1.349 0.939 H14 44R 48 44R H15 H15 H 0 1 N N N -4.451 -6.396 11.054 -1.512 0.531 -0.307 H15 44R 49 44R H16 H16 H 0 1 N N N -4.937 -8.163 9.276 -1.496 2.609 -1.659 H16 44R 50 44R H17 H17 H 0 1 N N N -3.231 -7.981 8.745 -2.469 3.427 -0.413 H17 44R 51 44R H18 H18 H 0 1 N N N -2.622 -6.164 7.594 -0.147 4.755 -0.743 H18 44R 52 44R H19 H19 H 0 1 N N N -3.296 -2.765 6.220 3.047 2.755 1.011 H19 44R 53 44R H20 H20 H 0 1 N N N -3.573 -3.529 8.997 2.452 2.859 -1.672 H20 44R 54 44R H21 H21 H 0 1 N N N -2.036 -3.373 8.081 3.425 4.322 -1.384 H21 44R 55 44R H22 H22 H 0 1 N N N -2.296 -1.307 9.265 4.905 2.500 -2.080 H22 44R 56 44R H23 H23 H 0 1 N N N -2.774 -0.949 7.571 5.210 2.876 -0.367 H23 44R 57 44R H24 H24 H 0 1 N N N -3.388 0.649 9.428 5.746 0.229 -1.732 H24 44R 58 44R H25 H25 H 0 1 N N N -5.166 0.753 9.196 6.051 0.605 -0.019 H25 44R 59 44R H26 H26 H 0 1 N N N -7.185 -1.334 15.547 3.691 -5.506 0.817 H26 44R 60 44R H27 H27 H 0 1 N N N -5.683 -1.886 15.225 5.051 -6.493 0.792 H27 44R 61 # 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 44R OAE SBK DOUB N N 1 44R OAD SBK DOUB N N 2 44R SBK NAW SING N N 3 44R SBK NAV SING N N 4 44R NAW CAN SING N N 5 44R NAV CAZ SING N N 6 44R CAN CBE SING N N 7 44R CAZ OAB DOUB N N 8 44R CAZ CAJ SING N N 9 44R CBE OAX SING N N 10 44R OAX CBG SING N N 11 44R CAJ CAH SING N N 12 44R CBG N9 SING N N 13 44R CAH CAI SING N N 14 44R N9 C4 SING Y N 15 44R N9 C8 SING Y N 16 44R N3 C4 DOUB Y N 17 44R N3 C2 SING Y N 18 44R CAI CAK SING N N 19 44R C4 C5 SING Y N 20 44R C8 N7 DOUB Y N 21 44R C2 N1 DOUB Y N 22 44R C5 N7 SING Y N 23 44R C5 C6 DOUB Y N 24 44R CAK CBH SING N N 25 44R N1 C6 SING Y N 26 44R NAU CBI SING N N 27 44R NAU CBA SING N N 28 44R C6 N6 SING N N 29 44R CBI CBH SING N N 30 44R CBI CBF SING N N 31 44R CBH SAY SING N N 32 44R OAC CBA DOUB N N 33 44R CBA NAT SING N N 34 44R CBF NAT SING N N 35 44R CBF CAO SING N N 36 44R SAY CAO SING N N 37 44R C2 H1 SING N N 38 44R C8 H2 SING N N 39 44R CBI H3 SING N N 40 44R NAU H4 SING N N 41 44R NAT H5 SING N N 42 44R CBF H6 SING N N 43 44R CAO H7 SING N N 44 44R CAO H8 SING N N 45 44R CBH H9 SING N N 46 44R CAK H10 SING N N 47 44R CAK H11 SING N N 48 44R CAI H12 SING N N 49 44R CAI H13 SING N N 50 44R CAH H14 SING N N 51 44R CAH H15 SING N N 52 44R CAJ H16 SING N N 53 44R CAJ H17 SING N N 54 44R NAV H18 SING N N 55 44R NAW H19 SING N N 56 44R CAN H20 SING N N 57 44R CAN H21 SING N N 58 44R CBE H22 SING N N 59 44R CBE H23 SING N N 60 44R CBG H24 SING N N 61 44R CBG H25 SING N N 62 44R N6 H26 SING N N 63 44R N6 H27 SING N N 64 # 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 44R SMILES ACDLabs 12.01 "O=C1NC2C(SCC2N1)CCCCC(=O)NS(=O)(=O)NCCOCn3c4ncnc(N)c4nc3" 44R InChI InChI 1.03 "InChI=1S/C18H27N9O5S2/c19-16-15-17(21-8-20-16)27(9-22-15)10-32-6-5-23-34(30,31)26-13(28)4-2-1-3-12-14-11(7-33-12)24-18(29)25-14/h8-9,11-12,14,23H,1-7,10H2,(H,26,28)(H2,19,20,21)(H2,24,25,29)/t11-,12-,14-/m0/s1" 44R InChIKey InChI 1.03 HEOBKFIXAMLSMW-OBJOEFQTSA-N 44R SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(COCCN[S](=O)(=O)NC(=O)CCCC[C@@H]3SC[C@@H]4NC(=O)N[C@H]34)cnc12" 44R SMILES CACTVS 3.385 "Nc1ncnc2n(COCCN[S](=O)(=O)NC(=O)CCCC[CH]3SC[CH]4NC(=O)N[CH]34)cnc12" 44R SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)COCCNS(=O)(=O)NC(=O)CCCC[C@H]3[C@@H]4[C@H](CS3)NC(=O)N4)N" 44R SMILES "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)COCCNS(=O)(=O)NC(=O)CCCCC3C4C(CS3)NC(=O)N4)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 44R "SYSTEMATIC NAME" ACDLabs 12.01 "N-({2-[(6-amino-9H-purin-9-yl)methoxy]ethyl}sulfamoyl)-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamide" 44R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[(3aS,4S,6aR)-2-oxidanylidene-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[(6-aminopurin-9-yl)methoxy]ethylsulfamoyl]pentanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 44R "Create component" 2015-02-04 RCSB 44R "Initial release" 2015-09-02 RCSB #