data_44O # _chem_comp.id 44O _chem_comp.name "[(2S,6R)-6-(6-amino-9H-purin-9-yl)morpholin-2-yl]methyl {5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}sulfamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H29 N9 O6 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 555.631 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 44O _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 4XU1 _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 44O C4 C1 C 0 1 Y N N -6.409 -1.241 11.934 3.838 3.145 -0.170 C4 44O 1 44O C5 C2 C 0 1 Y N N -6.106 -1.476 13.270 2.645 3.861 0.025 C5 44O 2 44O C6 C3 C 0 1 Y N N -7.136 -1.733 14.163 2.606 5.207 -0.376 C6 44O 3 44O C8 C4 C 0 1 Y N N -4.249 -1.120 12.175 2.314 1.846 0.754 C8 44O 4 44O N1 N1 N 0 1 Y N N -8.397 -1.755 13.695 3.697 5.737 -0.921 N1 44O 5 44O N3 N2 N 0 1 Y N N -7.699 -1.272 11.514 4.878 3.760 -0.724 N3 44O 6 44O CBI C5 C 0 1 N N S -2.703 -10.773 13.952 -6.003 1.418 0.726 CBI 44O 7 44O NAU N3 N 0 1 N N N -1.472 -10.023 13.685 -5.799 1.579 -0.722 NAU 44O 8 44O CBA C6 C 0 1 N N N -0.565 -10.234 14.639 -6.988 1.528 -1.339 CBA 44O 9 44O OAC O1 O 0 1 N N N 0.518 -9.664 14.696 -7.115 1.634 -2.543 OAC 44O 10 44O NAT N4 N 0 1 N N N -1.011 -11.123 15.540 -8.024 1.350 -0.507 NAT 44O 11 44O CBF C7 C 0 1 N N R -2.382 -11.496 15.262 -7.521 1.262 0.873 CBF 44O 12 44O CAO C8 C 0 1 N N N -3.281 -10.989 16.391 -7.916 -0.103 1.470 CAO 44O 13 44O SAY S1 S 0 1 N N N -3.861 -9.402 15.864 -6.481 -1.167 1.031 SAY 44O 14 44O CBH C9 C 0 1 N N S -3.938 -9.884 14.158 -5.235 0.173 1.211 CBH 44O 15 44O CAK C10 C 0 1 N N N -4.019 -8.683 13.217 -4.018 -0.095 0.322 CAK 44O 16 44O CAI C11 C 0 1 N N N -4.256 -9.098 11.761 -3.210 -1.258 0.901 CAI 44O 17 44O CAH C12 C 0 1 N N N -4.580 -7.899 10.867 -1.994 -1.525 0.012 CAH 44O 18 44O CAJ C13 C 0 1 N N N -4.783 -8.338 9.416 -1.185 -2.688 0.590 CAJ 44O 19 44O CAZ C14 C 0 1 N N N -5.225 -7.164 8.570 0.013 -2.952 -0.285 CAZ 44O 20 44O OAB O2 O 0 1 N N N -6.276 -6.599 8.817 0.201 -2.276 -1.275 OAB 44O 21 44O NAV N5 N 0 1 N N N -4.401 -6.846 7.585 0.875 -3.938 0.031 NAV 44O 22 44O SBK S2 S 0 1 N N N -4.720 -5.643 6.569 2.191 -4.228 -0.931 SBK 44O 23 44O OAD O3 O 0 1 N N N -6.024 -5.833 6.002 2.910 -5.290 -0.319 OAD 44O 24 44O OAE O4 O 0 1 N N N -3.749 -5.616 5.516 1.708 -4.285 -2.266 OAE 44O 25 44O OAW O5 O 0 1 N N N -4.833 -4.338 7.325 3.087 -3.000 -0.850 OAW 44O 26 44O CAN C15 C 0 1 N N N -3.733 -3.719 7.966 3.816 -2.892 0.374 CAN 44O 27 44O CBE C16 C 0 1 N N S -4.232 -2.289 8.101 4.678 -1.629 0.345 CBE 44O 28 44O OAX O6 O 0 1 N N N -4.739 -2.114 9.424 3.833 -0.475 0.305 OAX 44O 29 44O CAL C17 C 0 1 N N N -3.084 -1.340 7.814 5.548 -1.574 1.603 CAL 44O 30 44O NAS N6 N 0 1 N N N -3.507 -0.010 8.187 6.317 -0.321 1.607 NAS 44O 31 44O CAM C18 C 0 1 N N N -4.001 0.226 9.528 5.418 0.841 1.565 CAM 44O 32 44O CBG C19 C 0 1 N N R -5.096 -0.785 9.855 4.549 0.763 0.307 CBG 44O 33 44O N9 N7 N 0 1 Y N N -5.257 -1.011 11.302 3.599 1.877 0.298 N9 44O 34 44O N7 N8 N 0 1 Y N N -4.759 -1.383 13.387 1.758 3.012 0.598 N7 44O 35 44O C2 C20 C 0 1 Y N N -8.668 -1.532 12.401 4.795 5.023 -1.085 C2 44O 36 44O N6 N9 N 0 1 N N N -6.905 -1.989 15.483 1.459 5.963 -0.209 N6 44O 37 44O H1 H1 H 0 1 N N N -3.200 -1.014 11.942 1.832 0.982 1.187 H1 44O 38 44O H2 H2 H 0 1 N N N -2.897 -11.506 13.155 -5.661 2.304 1.261 H2 44O 39 44O H3 H3 H 0 1 N N N -1.331 -9.431 12.892 -4.943 1.701 -1.160 H3 44O 40 44O H4 H4 H 0 1 N N N -0.469 -11.480 16.301 -8.955 1.289 -0.772 H4 44O 41 44O H5 H5 H 0 1 N N N -2.492 -12.584 15.140 -7.928 2.074 1.475 H5 44O 42 44O H6 H6 H 0 1 N N N -4.127 -11.675 16.545 -8.028 -0.034 2.552 H6 44O 43 44O H7 H7 H 0 1 N N N -2.708 -10.897 17.326 -8.832 -0.476 1.011 H7 44O 44 44O H8 H8 H 0 1 N N N -4.846 -10.495 14.046 -4.936 0.285 2.253 H8 44O 45 44O H9 H9 H 0 1 N N N -3.074 -8.124 13.276 -4.353 -0.350 -0.684 H9 44O 46 44O H10 H10 H 0 1 N N N -4.848 -8.036 13.540 -3.394 0.798 0.283 H10 44O 47 44O H11 H11 H 0 1 N N N -5.098 -9.805 11.726 -2.876 -1.003 1.907 H11 44O 48 44O H12 H12 H 0 1 N N N -3.349 -9.590 11.380 -3.834 -2.150 0.940 H12 44O 49 44O H13 H13 H 0 1 N N N -3.748 -7.181 10.913 -2.328 -1.780 -0.994 H13 44O 50 44O H14 H14 H 0 1 N N N -5.500 -7.418 11.230 -1.369 -0.633 -0.028 H14 44O 51 44O H15 H15 H 0 1 N N N -5.553 -9.123 9.378 -0.851 -2.434 1.596 H15 44O 52 44O H16 H16 H 0 1 N N N -3.836 -8.734 9.021 -1.810 -3.581 0.630 H16 44O 53 44O H17 H17 H 0 1 N N N -3.556 -7.369 7.470 0.724 -4.479 0.822 H17 44O 54 44O H18 H18 H 0 1 N N N -3.534 -4.170 8.949 3.118 -2.837 1.209 H18 44O 55 44O H19 H19 H 0 1 N N N -2.825 -3.772 7.348 4.456 -3.766 0.494 H19 44O 56 44O H20 H20 H 0 1 N N N -5.030 -2.119 7.363 5.316 -1.644 -0.539 H20 44O 57 44O H21 H21 H 0 1 N N N -2.202 -1.631 8.403 4.912 -1.614 2.487 H21 44O 58 44O H22 H22 H 0 1 N N N -2.835 -1.367 6.743 6.234 -2.422 1.609 H22 44O 59 44O H23 H23 H 0 1 N N N -2.721 0.594 8.055 6.930 -0.275 2.407 H23 44O 60 44O H25 H25 H 0 1 N N N -3.175 0.117 10.247 4.780 0.840 2.449 H25 44O 61 44O H26 H26 H 0 1 N N N -4.412 1.244 9.593 6.009 1.758 1.543 H26 44O 62 44O H27 H27 H 0 1 N N N -6.047 -0.465 9.405 5.184 0.818 -0.578 H27 44O 63 44O H28 H28 H 0 1 N N N -9.694 -1.563 12.065 5.659 5.493 -1.532 H28 44O 64 44O H29 H29 H 0 1 N N N -7.773 -2.169 15.945 0.670 5.565 0.189 H29 44O 65 44O H30 H30 H 0 1 N N N -6.310 -2.788 15.568 1.445 6.891 -0.491 H30 44O 66 # 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 44O OAE SBK DOUB N N 1 44O OAD SBK DOUB N N 2 44O SBK OAW SING N N 3 44O SBK NAV SING N N 4 44O OAW CAN SING N N 5 44O NAV CAZ SING N N 6 44O CAL CBE SING N N 7 44O CAL NAS SING N N 8 44O CAN CBE SING N N 9 44O CBE OAX SING N N 10 44O NAS CAM SING N N 11 44O CAZ OAB DOUB N N 12 44O CAZ CAJ SING N N 13 44O CAJ CAH SING N N 14 44O OAX CBG SING N N 15 44O CAM CBG SING N N 16 44O CBG N9 SING N N 17 44O CAH CAI SING N N 18 44O N9 C4 SING Y N 19 44O N9 C8 SING Y N 20 44O N3 C4 DOUB Y N 21 44O N3 C2 SING Y N 22 44O CAI CAK SING N N 23 44O C4 C5 SING Y N 24 44O C8 N7 DOUB Y N 25 44O C2 N1 DOUB Y N 26 44O CAK CBH SING N N 27 44O C5 N7 SING Y N 28 44O C5 C6 DOUB Y N 29 44O NAU CBI SING N N 30 44O NAU CBA SING N N 31 44O N1 C6 SING Y N 32 44O CBI CBH SING N N 33 44O CBI CBF SING N N 34 44O CBH SAY SING N N 35 44O C6 N6 SING N N 36 44O CBA OAC DOUB N N 37 44O CBA NAT SING N N 38 44O CBF NAT SING N N 39 44O CBF CAO SING N N 40 44O SAY CAO SING N N 41 44O C8 H1 SING N N 42 44O CBI H2 SING N N 43 44O NAU H3 SING N N 44 44O NAT H4 SING N N 45 44O CBF H5 SING N N 46 44O CAO H6 SING N N 47 44O CAO H7 SING N N 48 44O CBH H8 SING N N 49 44O CAK H9 SING N N 50 44O CAK H10 SING N N 51 44O CAI H11 SING N N 52 44O CAI H12 SING N N 53 44O CAH H13 SING N N 54 44O CAH H14 SING N N 55 44O CAJ H15 SING N N 56 44O CAJ H16 SING N N 57 44O NAV H17 SING N N 58 44O CAN H18 SING N N 59 44O CAN H19 SING N N 60 44O CBE H20 SING N N 61 44O CAL H21 SING N N 62 44O CAL H22 SING N N 63 44O NAS H23 SING N N 64 44O CAM H25 SING N N 65 44O CAM H26 SING N N 66 44O CBG H27 SING N N 67 44O C2 H28 SING N N 68 44O N6 H29 SING N N 69 44O N6 H30 SING N N 70 # 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 44O SMILES ACDLabs 12.01 "O=C1NC2C(SCC2N1)CCCCC(=O)NS(=O)(=O)OCC5OC(n3c4ncnc(N)c4nc3)CNC5" 44O InChI InChI 1.03 "InChI=1S/C20H29N9O6S2/c21-18-17-19(24-9-23-18)29(10-25-17)15-6-22-5-11(35-15)7-34-37(32,33)28-14(30)4-2-1-3-13-16-12(8-36-13)26-20(31)27-16/h9-13,15-16,22H,1-8H2,(H,28,30)(H2,21,23,24)(H2,26,27,31)/t11-,12-,13-,15+,16-/m0/s1" 44O InChIKey InChI 1.03 IFZKEQZLBVWVDE-RDUHTLEXSA-N 44O SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@H]3CNC[C@@H](CO[S](=O)(=O)NC(=O)CCCC[C@@H]4SC[C@@H]5NC(=O)N[C@H]45)O3" 44O SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3CNC[CH](CO[S](=O)(=O)NC(=O)CCCC[CH]4SC[CH]5NC(=O)N[CH]45)O3" 44O SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)[C@H]3CNC[C@H](O3)COS(=O)(=O)NC(=O)CCCC[C@H]4[C@@H]5[C@H](CS4)NC(=O)N5)N" 44O SMILES "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)C3CNCC(O3)COS(=O)(=O)NC(=O)CCCCC4C5C(CS4)NC(=O)N5)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 44O "SYSTEMATIC NAME" ACDLabs 12.01 "[(2S,6R)-6-(6-amino-9H-purin-9-yl)morpholin-2-yl]methyl {5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}sulfamate" 44O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2S,6R)-6-(6-aminopurin-9-yl)morpholin-2-yl]methyl N-[5-[(3aS,4S,6aR)-2-oxidanylidene-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoyl]sulfamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 44O "Create component" 2015-02-04 RCSB 44O "Initial release" 2015-09-02 RCSB #