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 
# 
