data_44M # _chem_comp.id 44M _chem_comp.name "2'-azido-2',5'-dideoxy-5'-[({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}sulfamoyl)amino]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H28 N12 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 596.643 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 44M _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 4XTW _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 44M N2 N1 N -1 1 N N N -4.703 1.635 5.963 -7.685 0.777 2.699 N2 44M 1 44M C4 C1 C 0 1 Y N N -5.663 -0.324 11.383 -4.701 -2.717 -0.500 C4 44M 2 44M C6 C2 C 0 1 Y N N -6.358 -0.762 13.624 -4.412 -5.110 -0.455 C6 44M 3 44M CBI C3 C 0 1 N N S -2.117 -10.037 13.826 6.856 -2.099 0.839 CBI 44M 4 44M NAU N2 N 0 1 N N N -0.950 -9.203 13.570 6.705 -2.216 -0.619 NAU 44M 5 44M CBA C4 C 0 1 N N N -0.019 -9.328 14.502 7.920 -2.280 -1.181 CBA 44M 6 44M OAC O1 O 0 1 N N N 1.064 -8.762 14.497 8.092 -2.380 -2.381 OAC 44M 7 44M NAT N3 N 0 1 N N N -0.431 -10.159 15.443 8.929 -2.223 -0.301 NAT 44M 8 44M CBF C5 C 0 1 N N R -1.774 -10.660 15.195 8.374 -2.104 1.057 CBF 44M 9 44M CAO C6 C 0 1 N N N -2.615 -10.057 16.317 8.880 -0.797 1.699 CAO 44M 10 44M SAY S1 S 0 1 N N N -3.309 -8.603 15.626 7.585 0.417 1.217 SAY 44M 11 44M CBH C7 C 0 1 N N S -3.305 -9.082 13.937 6.199 -0.788 1.315 CBH 44M 12 44M CAK C8 C 0 1 N N N -3.213 -7.870 13.016 5.060 -0.382 0.378 CAK 44M 13 44M CAI C9 C 0 1 N N N -3.522 -8.272 11.578 4.350 0.850 0.943 CAI 44M 14 44M CAH C10 C 0 1 N N N -3.663 -7.067 10.653 3.211 1.256 0.006 CAH 44M 15 44M CAJ C11 C 0 1 N N N -4.023 -7.538 9.248 2.500 2.488 0.571 CAJ 44M 16 44M CAZ C12 C 0 1 N N N -4.442 -6.398 8.346 1.378 2.888 -0.352 CAZ 44M 17 44M OAB O2 O 0 1 N N N -5.537 -5.872 8.472 1.167 2.251 -1.362 OAB 44M 18 44M NAV N4 N 0 1 N N N -3.563 -6.016 7.421 0.609 3.954 -0.055 NAV 44M 19 44M SBK S2 S 0 1 N N N -3.894 -4.890 6.452 -0.624 4.394 -1.069 SBK 44M 20 44M OAD O3 O 0 1 N N N -5.032 -5.261 5.657 -1.257 5.516 -0.468 OAD 44M 21 44M OAE O4 O 0 1 N N N -2.771 -4.672 5.586 -0.076 4.421 -2.380 OAE 44M 22 44M NAW N5 N 0 1 N N N -4.249 -3.533 7.245 -1.735 3.166 -1.052 NAW 44M 23 44M CAN C13 C 0 1 N N N -3.036 -2.782 7.611 -2.463 2.854 0.181 CAN 44M 24 44M CBE C14 C 0 1 N N R -3.415 -1.307 7.696 -3.664 1.964 -0.147 CBE 44M 25 44M OAX O5 O 0 1 N N N -4.530 -1.118 8.571 -3.220 0.649 -0.548 OAX 44M 26 44M CAL C15 C 0 1 N N S -2.312 -0.411 8.232 -4.517 1.725 1.118 CAL 44M 27 44M OAL O6 O 0 1 N N N -1.510 0.098 7.163 -5.639 2.611 1.140 OAL 44M 28 44M CAM C16 C 0 1 N N R -3.066 0.715 8.909 -4.987 0.260 0.982 CAM 44M 29 44M CBG C17 C 0 1 N N R -4.428 0.134 9.256 -4.362 -0.213 -0.349 CBG 44M 30 44M N9 N6 N 0 1 Y N N -4.527 -0.109 10.716 -3.933 -1.610 -0.243 N9 44M 31 44M C8 C18 C 0 1 Y N N -3.507 -0.172 11.585 -2.697 -2.048 0.130 C8 44M 32 44M N7 N7 N 0 1 Y N N -3.997 -0.421 12.821 -2.663 -3.349 0.117 N7 44M 33 44M C5 C19 C 0 1 Y N N -5.339 -0.520 12.714 -3.872 -3.827 -0.265 C5 44M 34 44M N3 N8 N 0 1 Y N N -6.958 -0.373 10.994 -5.954 -2.919 -0.895 N3 44M 35 44M C2 C20 C 0 1 Y N N -7.921 -0.608 11.892 -6.416 -4.140 -1.065 C2 44M 36 44M N1 N9 N 0 1 Y N N -7.635 -0.799 13.187 -5.675 -5.213 -0.856 N1 44M 37 44M N6 N10 N 0 1 N N N -6.082 -0.959 14.936 -3.644 -6.241 -0.240 N6 44M 38 44M N5 N11 N 1 1 N N N -4.020 1.732 6.894 -7.067 0.485 1.807 N5 44M 39 44M N8Q N12 N 0 1 N N N -3.222 1.846 8.011 -6.449 0.193 0.914 N8Q 44M 40 44M H2 H2 H 0 1 N N N -2.277 -10.806 13.056 6.400 -2.953 1.340 H2 44M 41 44M H3 H3 H 0 1 N N N -0.862 -8.601 12.776 5.862 -2.242 -1.098 H3 44M 42 44M H4 H4 H 0 1 N N N 0.119 -10.415 16.238 9.872 -2.256 -0.522 H4 44M 43 44M H5 H5 H 0 1 N N N -1.834 -11.758 15.174 8.666 -2.964 1.661 H5 44M 44 44M H6 H6 H 0 1 N N N -3.407 -10.755 16.626 8.934 -0.895 2.783 H6 44M 45 44M H7 H7 H 0 1 N N N -1.985 -9.811 17.184 9.849 -0.515 1.289 H7 44M 46 44M H8 H8 H 0 1 N N N -4.242 -9.626 13.750 5.842 -0.885 2.340 H8 44M 47 44M H9 H9 H 0 1 N N N -2.196 -7.453 13.066 5.465 -0.148 -0.607 H9 44M 48 44M H10 H10 H 0 1 N N N -3.937 -7.110 13.344 4.349 -1.204 0.292 H10 44M 49 44M H11 H11 H 0 1 N N N -4.464 -8.839 11.565 3.945 0.616 1.927 H11 44M 50 44M H12 H12 H 0 1 N N N -2.706 -8.909 11.206 5.061 1.672 1.028 H12 44M 51 44M H13 H13 H 0 1 N N N -2.711 -6.517 10.622 3.616 1.490 -0.979 H13 44M 52 44M H14 H14 H 0 1 N N N -4.456 -6.406 11.032 2.500 0.434 -0.080 H14 44M 53 44M H15 H15 H 0 1 N N N -4.853 -8.256 9.318 2.095 2.254 1.555 H15 44M 54 44M H16 H16 H 0 1 N N N -3.146 -8.034 8.806 3.211 3.310 0.656 H16 44M 55 44M H17 H17 H 0 1 N N N -2.676 -6.474 7.363 0.778 4.464 0.753 H17 44M 56 44M H18 H18 H 0 1 N N N -4.823 -2.958 6.662 -1.903 2.653 -1.857 H18 44M 57 44M H19 H19 H 0 1 N N N -2.659 -3.129 8.584 -1.801 2.331 0.871 H19 44M 58 44M H20 H20 H 0 1 N N N -2.260 -2.926 6.845 -2.811 3.779 0.641 H20 44M 59 44M H21 H21 H 0 1 N N N -3.680 -0.962 6.686 -4.268 2.418 -0.933 H21 44M 60 44M H22 H22 H 0 1 N N N -1.703 -0.957 8.968 -3.913 1.851 2.016 H22 44M 61 44M H23 H23 H 0 1 N N N -0.827 0.655 7.517 -6.209 2.504 1.913 H23 44M 62 44M H24 H24 H 0 1 N N N -2.543 1.016 9.829 -4.615 -0.339 1.813 H24 44M 63 44M H25 H25 H 0 1 N N N -5.219 0.826 8.932 -5.073 -0.095 -1.166 H25 44M 64 44M H26 H26 H 0 1 N N N -2.463 -0.045 11.338 -1.867 -1.410 0.397 H26 44M 65 44M H27 H27 H 0 1 N N N -8.950 -0.645 11.567 -7.438 -4.269 -1.386 H27 44M 66 44M H28 H28 H 0 1 N N N -6.933 -1.117 15.436 -2.721 -6.153 0.046 H28 44M 67 44M H29 H29 H 0 1 N N N -5.485 -1.755 15.035 -4.028 -7.121 -0.375 H29 44M 68 # 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 44M OAE SBK DOUB N N 1 44M OAD SBK DOUB N N 2 44M N2 N5 DOUB N N 3 44M SBK NAW SING N N 4 44M SBK NAV SING N N 5 44M N5 N8Q DOUB N N 6 44M OAL CAL SING N N 7 44M NAW CAN SING N N 8 44M NAV CAZ SING N N 9 44M CAN CBE SING N N 10 44M CBE CAL SING N N 11 44M CBE OAX SING N N 12 44M N8Q CAM SING N N 13 44M CAL CAM SING N N 14 44M CAZ OAB DOUB N N 15 44M CAZ CAJ SING N N 16 44M OAX CBG SING N N 17 44M CAM CBG SING N N 18 44M CAJ CAH SING N N 19 44M CBG N9 SING N N 20 44M CAH CAI SING N N 21 44M N9 C4 SING Y N 22 44M N9 C8 SING Y N 23 44M N3 C4 DOUB Y N 24 44M N3 C2 SING Y N 25 44M C4 C5 SING Y N 26 44M CAI CAK SING N N 27 44M C8 N7 DOUB Y N 28 44M C2 N1 DOUB Y N 29 44M C5 N7 SING Y N 30 44M C5 C6 DOUB Y N 31 44M CAK CBH SING N N 32 44M N1 C6 SING Y N 33 44M NAU CBI SING N N 34 44M NAU CBA SING N N 35 44M C6 N6 SING N N 36 44M CBI CBH SING N N 37 44M CBI CBF SING N N 38 44M CBH SAY SING N N 39 44M OAC CBA DOUB N N 40 44M CBA NAT SING N N 41 44M CBF NAT SING N N 42 44M CBF CAO SING N N 43 44M SAY CAO SING N N 44 44M CBI H2 SING N N 45 44M NAU H3 SING N N 46 44M NAT H4 SING N N 47 44M CBF H5 SING N N 48 44M CAO H6 SING N N 49 44M CAO H7 SING N N 50 44M CBH H8 SING N N 51 44M CAK H9 SING N N 52 44M CAK H10 SING N N 53 44M CAI H11 SING N N 54 44M CAI H12 SING N N 55 44M CAH H13 SING N N 56 44M CAH H14 SING N N 57 44M CAJ H15 SING N N 58 44M CAJ H16 SING N N 59 44M NAV H17 SING N N 60 44M NAW H18 SING N N 61 44M CAN H19 SING N N 62 44M CAN H20 SING N N 63 44M CBE H21 SING N N 64 44M CAL H22 SING N N 65 44M OAL H23 SING N N 66 44M CAM H24 SING N N 67 44M CBG H25 SING N N 68 44M C8 H26 SING N N 69 44M C2 H27 SING N N 70 44M N6 H28 SING N N 71 44M N6 H29 SING N N 72 # 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 44M SMILES ACDLabs 12.01 "[N-]=[N+]=N/C3C(C(CNS(NC(CCCCC2C1C(NC(N1)=O)CS2)=O)(=O)=O)OC3n5c4c(c(N)ncn4)nc5)O" 44M InChI InChI 1.03 "InChI=1S/C20H28N12O6S2/c21-17-15-18(24-7-23-17)32(8-25-15)19-14(29-31-22)16(34)10(38-19)5-26-40(36,37)30-12(33)4-2-1-3-11-13-9(6-39-11)27-20(35)28-13/h7-11,13-14,16,19,26,34H,1-6H2,(H,30,33)(H2,21,23,24)(H2,27,28,35)/t9-,10+,11-,13-,14+,16+,19+/m0/s1" 44M InChIKey InChI 1.03 ADVDUOWDPHQFNE-FALSPVJTSA-N 44M SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CN[S](=O)(=O)NC(=O)CCCC[C@@H]4SC[C@@H]5NC(=O)N[C@H]45)[C@@H](O)[C@H]3N=[N+]=[N-]" 44M SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CN[S](=O)(=O)NC(=O)CCCC[CH]4SC[CH]5NC(=O)N[CH]45)[CH](O)[CH]3N=[N+]=[N-]" 44M SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CNS(=O)(=O)NC(=O)CCCC[C@H]4[C@@H]5[C@H](CS4)NC(=O)N5)O)N=[N+]=[N-])N" 44M SMILES "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CNS(=O)(=O)NC(=O)CCCCC4C5C(CS4)NC(=O)N5)O)N=[N+]=[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 44M "SYSTEMATIC NAME" ACDLabs 12.01 "2'-azido-2',5'-dideoxy-5'-[({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}sulfamoyl)amino]adenosine" 44M "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-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-azido-3-oxidanyl-oxolan-2-yl]methylsulfamoyl]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 44M "Create component" 2015-02-04 RCSB 44M "Create component" 2015-04-21 RCSB 44M "Initial release" 2015-09-02 RCSB #