data_44L # _chem_comp.id 44L _chem_comp.name "2',5'-dideoxy-2'-fluoro-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 F 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 573.621 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 44L _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 4XTY _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 44L C4 C1 C 0 1 Y N N -5.729 -9.079 -38.953 -4.907 -2.721 -0.303 C4 44L 1 44L N6 N1 N 0 1 N N N -5.844 -10.964 -42.088 -3.694 -6.140 0.363 N6 44L 2 44L C5 C2 C 0 1 Y N N -6.222 -9.573 -40.156 -4.047 -3.755 0.105 C5 44L 3 44L N9 N2 N 0 1 Y N N -6.657 -8.294 -38.408 -4.228 -1.551 -0.072 N9 44L 4 44L C8 C3 C 0 1 Y N N -7.728 -8.285 -39.229 -3.015 -1.880 0.457 C8 44L 5 44L CBI C4 C 0 1 N N S -12.746 -16.893 -38.289 6.557 -2.165 0.501 CBI 44L 6 44L NAU N3 N 0 1 N N N -13.590 -15.702 -38.286 6.428 -2.069 -0.961 NAU 44L 7 44L CBA C5 C 0 1 N N N -14.599 -15.805 -39.156 7.651 -1.995 -1.504 CBA 44L 8 44L OAC O1 O 0 1 N N N -15.385 -14.892 -39.402 7.841 -1.907 -2.702 OAC 44L 9 44L NAT N4 N 0 1 N N N -14.611 -17.014 -39.731 8.646 -2.025 -0.607 NAT 44L 10 44L CBF C6 C 0 1 N N R -13.424 -17.777 -39.347 8.071 -2.135 0.743 CBF 44L 11 44L CAO C7 C 0 1 N N N -12.507 -17.938 -40.551 8.507 -0.917 1.581 CAO 44L 12 44L SAY S1 S 0 1 N N N -11.389 -16.573 -40.464 7.163 0.296 1.262 SAY 44L 13 44L CBH C8 C 0 1 N N S -11.310 -16.566 -38.701 5.827 -0.975 1.154 CBH 44L 14 44L CAK C9 C 0 1 N N N -10.766 -15.243 -38.175 4.681 -0.484 0.268 CAK 44L 15 44L CAI C10 C 0 1 N N N -10.524 -15.328 -36.672 3.990 0.705 0.940 CAI 44L 16 44L CAH C11 C 0 1 N N N -9.706 -14.148 -36.141 2.844 1.196 0.053 CAH 44L 17 44L CAJ C12 C 0 1 N N N -9.580 -14.197 -34.610 2.153 2.385 0.725 CAJ 44L 18 44L CAZ C13 C 0 1 N N N -8.665 -13.075 -34.123 1.024 2.868 -0.148 CAZ 44L 19 44L OAB O2 O 0 1 N N N -7.501 -13.003 -34.487 0.795 2.317 -1.204 OAB 44L 20 44L NAV N5 N 0 1 N N N -9.196 -12.169 -33.298 0.270 3.914 0.244 NAV 44L 21 44L SBK S2 S 0 1 N N N -8.324 -10.974 -32.657 -0.971 4.446 -0.716 SBK 44L 22 44L OAD O3 O 0 1 N N N -7.207 -11.514 -31.910 -1.585 5.521 -0.019 OAD 44L 23 44L OAE O4 O 0 1 N N N -9.190 -10.187 -31.813 -0.438 4.573 -2.027 OAE 44L 24 44L NAW N6 N 0 1 N N N -7.741 -10.087 -33.872 -2.094 3.230 -0.783 NAW 44L 25 44L CAN C14 C 0 1 N N N -8.624 -9.213 -34.638 -2.810 2.827 0.429 CAN 44L 26 44L CBE C15 C 0 1 N N R -7.801 -8.059 -35.215 -4.024 1.978 0.046 CBE 44L 27 44L OAX O5 O 0 1 N N N -6.753 -8.546 -36.062 -3.605 0.703 -0.488 OAX 44L 28 44L CAL C16 C 0 1 N N R -8.577 -7.066 -36.075 -4.842 1.595 1.305 CAL 44L 29 44L OAL O6 O 0 1 N N N -9.347 -6.175 -35.248 -5.785 2.618 1.631 OAL 44L 30 44L CAM C17 C 0 1 N N R -7.463 -6.419 -36.881 -5.563 0.305 0.844 CAM 44L 31 44L CBG C18 C 0 1 N N R -6.488 -7.587 -37.103 -4.716 -0.197 -0.346 CBG 44L 32 44L N7 N7 N 0 1 Y N N -7.466 -9.074 -40.306 -2.911 -3.174 0.559 N7 44L 33 44L N3 N8 N 0 1 Y N N -4.485 -9.416 -38.541 -6.102 -3.031 -0.795 N3 44L 34 44L C2 C19 C 0 1 Y N N -3.743 -10.251 -39.281 -6.481 -4.287 -0.895 C2 44L 35 44L N1 N9 N 0 1 Y N N -4.196 -10.748 -40.440 -5.711 -5.292 -0.520 N1 44L 36 44L C6 C20 C 0 1 Y N N -5.420 -10.429 -40.910 -4.495 -5.081 -0.027 C6 44L 37 44L F1 F1 F 0 1 N N N -6.822 -5.503 -36.066 -6.866 0.596 0.426 F1 44L 38 44L H1 H1 H 0 1 N N N -5.132 -11.560 -42.460 -4.019 -7.050 0.278 H1 44L 39 44L H2 H2 H 0 1 N N N -6.676 -11.496 -41.932 -2.809 -5.972 0.722 H2 44L 40 44L H3 H3 H 0 1 N N N -8.645 -7.740 -39.059 -2.252 -1.172 0.745 H3 44L 41 44L H4 H4 H 0 1 N N N -12.758 -17.395 -37.310 6.137 -3.106 0.856 H4 44L 42 44L H5 H5 H 0 1 N N N -13.432 -14.905 -37.703 5.592 -2.061 -1.453 H5 44L 43 44L H6 H6 H 0 1 N N N -15.331 -17.349 -40.338 9.592 -1.983 -0.814 H6 44L 44 44L H7 H7 H 0 1 N N N -13.689 -18.757 -38.922 8.396 -3.061 1.218 H7 44L 45 44L H8 H8 H 0 1 N N N -13.087 -17.903 -41.485 8.554 -1.173 2.640 H8 44L 46 44L H9 H9 H 0 1 N N N -11.959 -18.890 -40.494 9.466 -0.533 1.233 H9 44L 47 44L H10 H10 H 0 1 N N N -10.642 -17.388 -38.405 5.464 -1.239 2.148 H10 44L 48 44L H11 H11 H 0 1 N N N -9.817 -15.014 -38.682 5.077 -0.175 -0.700 H11 44L 49 44L H12 H12 H 0 1 N N N -11.494 -14.444 -38.380 3.961 -1.290 0.126 H12 44L 50 44L H13 H13 H 0 1 N N N -11.497 -15.342 -36.159 3.595 0.396 1.907 H13 44L 51 44L H14 H14 H 0 1 N N N -9.981 -16.260 -36.454 4.710 1.510 1.082 H14 44L 52 44L H15 H15 H 0 1 N N N -8.700 -14.182 -36.584 3.240 1.505 -0.914 H15 44L 53 44L H16 H16 H 0 1 N N N -10.202 -13.210 -36.429 2.124 0.390 -0.089 H16 44L 54 44L H17 H17 H 0 1 N N N -10.576 -14.076 -34.159 1.758 2.076 1.692 H17 44L 55 44L H18 H18 H 0 1 N N N -9.157 -15.167 -34.311 2.874 3.190 0.867 H18 44L 56 44L H19 H19 H 0 1 N N N -10.168 -12.234 -33.070 0.453 4.355 1.088 H19 44L 57 44L H20 H20 H 0 1 N N N -7.334 -10.726 -34.524 -2.277 2.786 -1.626 H20 44L 58 44L H21 H21 H 0 1 N N N -9.410 -8.813 -33.980 -2.146 2.244 1.067 H21 44L 59 44L H22 H22 H 0 1 N N N -9.087 -9.782 -35.458 -3.143 3.714 0.967 H22 44L 60 44L H23 H23 H 0 1 N N N -7.358 -7.506 -34.374 -4.650 2.507 -0.672 H23 44L 61 44L H24 H24 H 0 1 N N N -9.239 -7.621 -36.756 -4.183 1.392 2.150 H24 44L 62 44L H25 H25 H 0 1 N N N -10.015 -6.668 -34.786 -6.321 2.424 2.413 H25 44L 63 44L H26 H26 H 0 1 N N N -7.828 -6.004 -37.832 -5.577 -0.433 1.646 H26 44L 64 44L H27 H27 H 0 1 N N N -5.457 -7.211 -37.020 -5.316 -0.196 -1.255 H27 44L 65 44L H28 H28 H 0 1 N N N -2.758 -10.530 -38.936 -7.459 -4.505 -1.299 H28 44L 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 44L N6 C6 SING N N 1 44L C6 N1 DOUB Y N 2 44L C6 C5 SING Y N 3 44L CAO SAY SING N N 4 44L CAO CBF SING N N 5 44L SAY CBH SING N N 6 44L N1 C2 SING Y N 7 44L N7 C5 SING Y N 8 44L N7 C8 DOUB Y N 9 44L C5 C4 DOUB Y N 10 44L NAT CBF SING N N 11 44L NAT CBA SING N N 12 44L OAC CBA DOUB N N 13 44L CBF CBI SING N N 14 44L C2 N3 DOUB Y N 15 44L C8 N9 SING Y N 16 44L CBA NAU SING N N 17 44L C4 N3 SING Y N 18 44L C4 N9 SING Y N 19 44L CBH CBI SING N N 20 44L CBH CAK SING N N 21 44L N9 CBG SING N N 22 44L CBI NAU SING N N 23 44L CAK CAI SING N N 24 44L CBG CAM SING N N 25 44L CBG OAX SING N N 26 44L CAM CAL SING N N 27 44L CAM F1 SING N N 28 44L CAI CAH SING N N 29 44L CAH CAJ SING N N 30 44L CAL OAL SING N N 31 44L CAL CBE SING N N 32 44L OAX CBE SING N N 33 44L CBE CAN SING N N 34 44L CAN NAW SING N N 35 44L CAJ CAZ SING N N 36 44L OAB CAZ DOUB N N 37 44L CAZ NAV SING N N 38 44L NAW SBK SING N N 39 44L NAV SBK SING N N 40 44L SBK OAD DOUB N N 41 44L SBK OAE DOUB N N 42 44L N6 H1 SING N N 43 44L N6 H2 SING N N 44 44L C8 H3 SING N N 45 44L CBI H4 SING N N 46 44L NAU H5 SING N N 47 44L NAT H6 SING N N 48 44L CBF H7 SING N N 49 44L CAO H8 SING N N 50 44L CAO H9 SING N N 51 44L CBH H10 SING N N 52 44L CAK H11 SING N N 53 44L CAK H12 SING N N 54 44L CAI H13 SING N N 55 44L CAI H14 SING N N 56 44L CAH H15 SING N N 57 44L CAH H16 SING N N 58 44L CAJ H17 SING N N 59 44L CAJ H18 SING N N 60 44L NAV H19 SING N N 61 44L NAW H20 SING N N 62 44L CAN H21 SING N N 63 44L CAN H22 SING N N 64 44L CBE H23 SING N N 65 44L CAL H24 SING N N 66 44L OAL H25 SING N N 67 44L CAM H26 SING N N 68 44L CBG H27 SING N N 69 44L C2 H28 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 44L SMILES ACDLabs 12.01 "O=C1NC2C(SCC2N1)CCCCC(=O)NS(=O)(=O)NCC5OC(n3c4ncnc(N)c4nc3)C(F)C5O" 44L InChI InChI 1.03 "InChI=1S/C20H28FN9O6S2/c21-13-16(32)10(36-19(13)30-8-25-15-17(22)23-7-24-18(15)30)5-26-38(34,35)29-12(31)4-2-1-3-11-14-9(6-37-11)27-20(33)28-14/h7-11,13-14,16,19,26,32H,1-6H2,(H,29,31)(H2,22,23,24)(H2,27,28,33)/t9-,10+,11-,13+,14-,16+,19+/m0/s1" 44L InChIKey InChI 1.03 YGQCUYNQUMQODL-LHWMPIBMSA-N 44L 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]3F" 44L 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]3F" 44L 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)F)N" 44L 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)F)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 44L "SYSTEMATIC NAME" ACDLabs 12.01 "2',5'-dideoxy-2'-fluoro-5'-[({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}sulfamoyl)amino]adenosine" 44L "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,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-fluoranyl-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 44L "Create component" 2015-02-04 RCSB 44L "Initial release" 2015-09-02 RCSB #