data_44Q # _chem_comp.id 44Q _chem_comp.name "3',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 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 44Q _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 4XU2 _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 44Q C2 C1 C 0 1 Y N N -8.047 -0.814 11.987 7.108 -3.726 0.733 C2 44Q 1 44Q C4 C2 C 0 1 Y N N -5.799 -0.433 11.490 5.317 -2.390 0.196 C4 44Q 2 44Q C5 C3 C 0 1 Y N N -5.465 -0.678 12.809 4.525 -3.538 0.027 C5 44Q 3 44Q N6 N1 N 0 1 N N N -6.185 -1.242 15.009 4.395 -5.959 0.073 N6 44Q 4 44Q C8 C4 C 0 1 Y N N -3.649 -0.217 11.697 3.261 -1.819 -0.362 C8 44Q 5 44Q CBI C5 C 0 1 N N S -2.096 -10.015 13.873 -6.303 -2.273 -0.649 CBI 44Q 6 44Q NAU N2 N 0 1 N N N -0.902 -9.294 13.472 -6.085 -2.343 0.804 NAU 44Q 7 44Q CBA C6 C 0 1 N N N 0.073 -9.424 14.367 -7.271 -2.441 1.420 CBA 44Q 8 44Q OAC O1 O 0 1 N N N 1.145 -8.843 14.330 -7.387 -2.515 2.628 OAC 44Q 9 44Q NAT N3 N 0 1 N N N -0.289 -10.258 15.331 -8.318 -2.449 0.583 NAT 44Q 10 44Q CBF C7 C 0 1 N N R -1.700 -10.556 15.247 -7.828 -2.345 -0.800 CBF 44Q 11 44Q CAO C8 C 0 1 N N N -2.393 -9.822 16.384 -8.414 -1.077 -1.452 CAO 44Q 12 44Q SAY S1 S 0 1 N N N -3.443 -8.631 15.635 -7.151 0.200 -1.060 SAY 44Q 13 44Q CBH C9 C 0 1 N N S -3.322 -9.108 13.945 -5.722 -0.951 -1.187 CBH 44Q 14 44Q CAK C10 C 0 1 N N N -3.225 -7.913 13.003 -4.561 -0.473 -0.312 CAK 44Q 15 44Q CAI C11 C 0 1 N N N -3.510 -8.354 11.569 -3.927 0.770 -0.939 CAI 44Q 16 44Q CAH C12 C 0 1 N N N -3.710 -7.162 10.637 -2.767 1.247 -0.064 CAH 44Q 17 44Q CAJ C13 C 0 1 N N N -4.070 -7.600 9.221 -2.133 2.491 -0.691 CAJ 44Q 18 44Q CAZ C14 C 0 1 N N N -4.460 -6.394 8.392 -0.990 2.961 0.171 CAZ 44Q 19 44Q OAB O2 O 0 1 N N N -5.572 -5.906 8.505 -0.709 2.361 1.187 OAB 44Q 20 44Q NAV N4 N 0 1 N N N -3.538 -5.915 7.556 -0.279 4.048 -0.187 NAV 44Q 21 44Q SBK S2 S 0 1 N N N -3.952 -4.956 6.340 0.978 4.565 0.760 SBK 44Q 22 44Q OAD O3 O 0 1 N N N -5.155 -5.440 5.723 1.537 5.694 0.104 OAD 44Q 23 44Q OAE O4 O 0 1 N N N -2.910 -4.924 5.351 0.485 4.606 2.093 OAE 44Q 24 44Q NAW N5 N 0 1 N N N -4.216 -3.461 6.841 2.136 3.382 0.726 NAW 44Q 25 44Q CAN C15 C 0 1 N N N -3.427 -2.845 7.889 2.823 3.066 -0.529 CAN 44Q 26 44Q CBE C16 C 0 1 N N S -3.702 -1.349 7.822 4.073 2.235 -0.231 CBE 44Q 27 44Q OAX O5 O 0 1 N N N -4.844 -1.010 8.615 3.702 0.914 0.222 OAX 44Q 28 44Q CAL C17 C 0 1 N N N -2.536 -0.531 8.359 4.880 1.995 -1.526 CAL 44Q 29 44Q CAM C18 C 0 1 N N R -3.204 0.664 9.016 5.416 0.554 -1.373 CAM 44Q 30 44Q CBG C19 C 0 1 N N R -4.594 0.169 9.387 4.868 0.093 -0.004 CBG 44Q 31 44Q N9 N6 N 0 1 Y N N -4.672 -0.154 10.832 4.493 -1.322 -0.056 N9 44Q 32 44Q N7 N7 N 0 1 Y N N -4.127 -0.540 12.920 3.282 -3.120 -0.313 N7 44Q 33 44Q N3 N8 N 0 1 Y N N -7.093 -0.504 11.099 6.589 -2.530 0.551 N3 44Q 34 44Q N1 N9 N 0 1 Y N N -7.750 -1.054 13.272 6.406 -4.834 0.575 N1 44Q 35 44Q C6 C20 C 0 1 Y N N -6.473 -0.994 13.709 5.125 -4.793 0.226 C6 44Q 36 44Q O1 O6 O 0 1 N N N -3.343 1.709 8.045 6.845 0.548 -1.368 O1 44Q 37 44Q H1 H1 H 0 1 N N N -9.075 -0.872 11.661 8.147 -3.805 1.017 H1 44Q 38 44Q H2 H2 H 0 1 N N N -7.028 -1.452 15.504 3.458 -5.916 -0.174 H2 44Q 39 44Q H3 H3 H 0 1 N N N -5.561 -2.021 15.069 4.821 -6.819 0.214 H3 44Q 40 44Q H4 H4 H 0 1 N N N -2.611 -0.039 11.456 2.395 -1.222 -0.608 H4 44Q 41 44Q H5 H5 H 0 1 N N N -2.294 -10.853 13.188 -5.834 -3.122 -1.148 H5 44Q 42 44Q H6 H6 H 0 1 N N N -0.822 -8.765 12.627 -5.222 -2.322 1.245 H6 44Q 43 44Q H7 H7 H 0 1 N N N 0.330 -10.630 16.022 -9.249 -2.513 0.847 H7 44Q 44 44Q H8 H8 H 0 1 N N N -1.894 -11.637 15.307 -8.110 -3.232 -1.368 H8 44Q 45 44Q H9 H9 H 0 1 N N N -2.985 -10.526 16.987 -8.510 -1.207 -2.530 H9 44Q 46 44Q H10 H10 H 0 1 N N N -1.650 -9.325 17.025 -9.376 -0.823 -1.008 H10 44Q 47 44Q H11 H11 H 0 1 N N N -4.226 -9.690 13.711 -5.405 -1.061 -2.224 H11 44Q 48 44Q H12 H12 H 0 1 N N N -2.213 -7.487 13.059 -4.933 -0.229 0.683 H12 44Q 49 44Q H13 H13 H 0 1 N N N -3.960 -7.152 13.303 -3.814 -1.263 -0.236 H13 44Q 50 44Q H14 H14 H 0 1 N N N -4.422 -8.969 11.561 -3.556 0.525 -1.934 H14 44Q 51 44Q H15 H15 H 0 1 N N N -2.661 -8.952 11.205 -4.675 1.560 -1.014 H15 44Q 52 44Q H16 H16 H 0 1 N N N -2.779 -6.578 10.602 -3.139 1.492 0.931 H16 44Q 53 44Q H17 H17 H 0 1 N N N -4.522 -6.534 11.032 -2.020 0.457 0.012 H17 44Q 54 44Q H18 H18 H 0 1 N N N -4.914 -8.304 9.260 -1.761 2.246 -1.686 H18 44Q 55 44Q H19 H19 H 0 1 N N N -3.202 -8.094 8.760 -2.880 3.281 -0.766 H19 44Q 56 44Q H20 H20 H 0 1 N N N -2.577 -6.157 7.689 -0.503 4.528 -0.999 H20 44Q 57 44Q H21 H21 H 0 1 N N N -4.116 -2.876 6.036 2.360 2.899 1.536 H21 44Q 58 44Q H22 H22 H 0 1 N N N -3.725 -3.242 8.871 2.155 2.498 -1.176 H22 44Q 59 44Q H23 H23 H 0 1 N N N -2.357 -3.042 7.724 3.113 3.991 -1.028 H23 44Q 60 44Q H24 H24 H 0 1 N N N -3.877 -1.069 6.773 4.691 2.734 0.515 H24 44Q 61 44Q H25 H25 H 0 1 N N N -1.957 -1.109 9.094 4.233 2.072 -2.400 H25 44Q 62 44Q H26 H26 H 0 1 N N N -1.874 -0.209 7.542 5.706 2.704 -1.598 H26 44Q 63 44Q H27 H27 H 0 1 N N N -2.648 0.989 9.908 5.033 -0.082 -2.172 H27 44Q 64 44Q H28 H28 H 0 1 N N N -5.330 0.949 9.143 5.609 0.262 0.777 H28 44Q 65 44Q H29 H29 H 0 1 N N N -3.760 2.462 8.447 7.242 0.886 -2.183 H29 44Q 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 44Q OAE SBK DOUB N N 1 44Q OAD SBK DOUB N N 2 44Q SBK NAW SING N N 3 44Q SBK NAV SING N N 4 44Q NAW CAN SING N N 5 44Q NAV CAZ SING N N 6 44Q CBE CAN SING N N 7 44Q CBE CAL SING N N 8 44Q CBE OAX SING N N 9 44Q O1 CAM SING N N 10 44Q CAL CAM SING N N 11 44Q CAZ OAB DOUB N N 12 44Q CAZ CAJ SING N N 13 44Q OAX CBG SING N N 14 44Q CAM CBG SING N N 15 44Q CAJ CAH SING N N 16 44Q CBG N9 SING N N 17 44Q CAH CAI SING N N 18 44Q N9 C4 SING Y N 19 44Q N9 C8 SING Y N 20 44Q N3 C4 DOUB Y N 21 44Q N3 C2 SING Y N 22 44Q C4 C5 SING Y N 23 44Q CAI CAK SING N N 24 44Q C8 N7 DOUB Y N 25 44Q C2 N1 DOUB Y N 26 44Q C5 N7 SING Y N 27 44Q C5 C6 DOUB Y N 28 44Q CAK CBH SING N N 29 44Q N1 C6 SING Y N 30 44Q NAU CBI SING N N 31 44Q NAU CBA SING N N 32 44Q C6 N6 SING N N 33 44Q CBI CBH SING N N 34 44Q CBI CBF SING N N 35 44Q CBH SAY SING N N 36 44Q OAC CBA DOUB N N 37 44Q CBA NAT SING N N 38 44Q CBF NAT SING N N 39 44Q CBF CAO SING N N 40 44Q SAY CAO SING N N 41 44Q C2 H1 SING N N 42 44Q N6 H2 SING N N 43 44Q N6 H3 SING N N 44 44Q C8 H4 SING N N 45 44Q CBI H5 SING N N 46 44Q NAU H6 SING N N 47 44Q NAT H7 SING N N 48 44Q CBF H8 SING N N 49 44Q CAO H9 SING N N 50 44Q CAO H10 SING N N 51 44Q CBH H11 SING N N 52 44Q CAK H12 SING N N 53 44Q CAK H13 SING N N 54 44Q CAI H14 SING N N 55 44Q CAI H15 SING N N 56 44Q CAH H16 SING N N 57 44Q CAH H17 SING N N 58 44Q CAJ H18 SING N N 59 44Q CAJ H19 SING N N 60 44Q NAV H20 SING N N 61 44Q NAW H21 SING N N 62 44Q CAN H22 SING N N 63 44Q CAN H23 SING N N 64 44Q CBE H24 SING N N 65 44Q CAL H25 SING N N 66 44Q CAL H26 SING N N 67 44Q CAM H27 SING N N 68 44Q CBG H28 SING N N 69 44Q O1 H29 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 44Q SMILES ACDLabs 12.01 "O=C1NC2C(SCC2N1)CCCCC(=O)NS(=O)(=O)NCC5OC(n3c4ncnc(N)c4nc3)C(O)C5" 44Q InChI InChI 1.03 "InChI=1S/C20H29N9O6S2/c21-17-16-18(23-8-22-17)29(9-24-16)19-12(30)5-10(35-19)6-25-37(33,34)28-14(31)4-2-1-3-13-15-11(7-36-13)26-20(32)27-15/h8-13,15,19,25,30H,1-7H2,(H,28,31)(H2,21,22,23)(H2,26,27,32)/t10-,11-,12+,13-,15-,19+/m0/s1" 44Q InChIKey InChI 1.03 CZQLNGUCLOAYQM-TVYLXWJSSA-N 44Q 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[C@H]3O" 44Q SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CN[S](=O)(=O)NC(=O)CCCC[CH]4SC[CH]5NC(=O)N[CH]45)C[CH]3O" 44Q SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H](C[C@H](O3)CNS(=O)(=O)NC(=O)CCCC[C@H]4[C@@H]5[C@H](CS4)NC(=O)N5)O)N" 44Q SMILES "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)C3C(CC(O3)CNS(=O)(=O)NC(=O)CCCCC4C5C(CS4)NC(=O)N5)O)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 44Q "SYSTEMATIC NAME" ACDLabs 12.01 "3',5'-dideoxy-5'-[({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}sulfamoyl)amino]adenosine" 44Q "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-[[(2S,4R,5R)-5-(6-aminopurin-9-yl)-4-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 44Q "Create component" 2015-02-04 RCSB 44Q "Initial release" 2015-09-02 RCSB #