data_44N # _chem_comp.id 44N _chem_comp.name "2'-C-methyl-5'-O-({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}sulfamoyl)adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H30 N8 O8 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 586.642 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 44N _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 4XU0 _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 44N C2 C1 C 0 1 Y N N -8.130 -0.592 12.071 5.235 -4.789 1.143 C2 44N 1 44N C5 C2 C 0 1 Y N N -5.527 -0.700 12.813 3.039 -3.874 -0.101 C5 44N 2 44N C4 C3 C 0 1 Y N N -5.874 -0.415 11.505 4.014 -2.991 0.394 C4 44N 3 44N N3 N1 N 0 1 Y N N -7.181 -0.361 11.156 5.083 -3.488 1.008 N3 44N 4 44N C8 C4 C 0 1 Y N N -3.716 -0.408 11.640 2.374 -1.859 -0.549 C8 44N 5 44N N1 N2 N 0 1 Y N N -7.821 -0.866 13.343 4.352 -5.657 0.685 N1 44N 6 44N C6 C5 C 0 1 Y N N -6.534 -0.929 13.744 3.249 -5.253 0.062 C6 44N 7 44N CBI C6 C 0 1 N N S -2.231 -9.987 13.827 -6.389 -1.863 -0.315 CBI 44N 8 44N NAU N3 N 0 1 N N N -1.003 -9.281 13.509 -6.350 -1.605 1.133 NAU 44N 9 44N CBA C7 C 0 1 N N N -0.072 -9.470 14.439 -7.602 -1.459 1.585 CBA 44N 10 44N OAC O1 O 0 1 N N N 0.988 -8.863 14.509 -7.865 -1.236 2.752 OAC 44N 11 44N NAT N4 N 0 1 N N N -0.479 -10.382 15.312 -8.540 -1.581 0.636 NAT 44N 12 44N CBF C8 C 0 1 N N R -1.893 -10.648 15.166 -7.885 -1.846 -0.655 CBF 44N 13 44N CAO C9 C 0 1 N N N -2.623 -10.017 16.342 -8.248 -0.725 -1.648 CAO 44N 14 44N SAY S1 S 0 1 N N N -3.434 -8.616 15.664 -6.906 0.504 -1.381 SAY 44N 15 44N CBH C10 C 0 1 N N S -3.434 -9.058 13.956 -5.608 -0.756 -1.049 CBH 44N 16 44N CAK C11 C 0 1 N N N -3.333 -7.877 12.998 -4.511 -0.179 -0.152 CAK 44N 17 44N CAI C12 C 0 1 N N N -3.722 -8.349 11.602 -3.676 0.826 -0.947 CAI 44N 18 44N CAH C13 C 0 1 N N N -3.968 -7.174 10.667 -2.579 1.402 -0.050 CAH 44N 19 44N CAJ C14 C 0 1 N N N -4.204 -7.643 9.235 -1.744 2.407 -0.846 CAJ 44N 20 44N CAZ C15 C 0 1 N N N -4.588 -6.455 8.385 -0.664 2.974 0.038 CAZ 44N 21 44N OAB O2 O 0 1 N N N -5.677 -5.928 8.520 -0.571 2.610 1.191 OAB 44N 22 44N NAV N5 N 0 1 N N N -3.682 -6.040 7.507 0.199 3.886 -0.453 NAV 44N 23 44N SBK S2 S 0 1 N N N -4.042 -4.934 6.410 1.386 4.509 0.519 SBK 44N 24 44N OAD O3 O 0 1 N N N -5.211 -5.334 5.680 2.139 5.403 -0.290 OAD 44N 25 44N OAE O4 O 0 1 N N N -2.949 -4.800 5.488 0.751 4.903 1.727 OAE 44N 26 44N OAW O5 O 0 1 N N N -4.329 -3.577 7.064 2.322 3.364 0.879 OAW 44N 27 44N CAN C16 C 0 1 N N N -3.384 -2.895 7.883 3.190 2.967 -0.185 CAN 44N 28 44N CBE C17 C 0 1 N N R -3.770 -1.422 7.821 4.081 1.815 0.287 CBE 44N 29 44N OAX O6 O 0 1 N N N -4.913 -1.159 8.648 3.297 0.616 0.467 OAX 44N 30 44N CAL C18 C 0 1 N N R -2.689 -0.461 8.286 5.113 1.452 -0.804 CAL 44N 31 44N OAL O7 O 0 1 N N N -1.832 -0.109 7.198 6.374 2.063 -0.522 OAL 44N 32 44N CAM C19 C 0 1 N N R -3.519 0.728 8.719 5.225 -0.086 -0.717 CAM 44N 33 44N OAM O8 O 0 1 N N N -3.955 1.399 7.532 6.559 -0.473 -0.380 OAM 44N 34 44N C8Q C20 C 0 1 N N N -2.752 1.742 9.564 4.797 -0.730 -2.037 C8Q 44N 35 44N CBG C21 C 0 1 N N R -4.763 0.087 9.344 4.247 -0.471 0.415 CBG 44N 36 44N N9 N6 N 0 1 Y N N -4.753 -0.225 10.803 3.567 -1.729 0.097 N9 44N 37 44N N7 N7 N 0 1 Y N N -4.180 -0.688 12.878 2.066 -3.118 -0.665 N7 44N 38 44N N6 N8 N 0 1 N N N -6.241 -1.214 15.038 2.324 -6.171 -0.405 N6 44N 39 44N H1 H1 H 0 1 N N N -9.168 -0.556 11.776 6.117 -5.160 1.643 H1 44N 40 44N H2 H2 H 0 1 N N N -2.674 -0.341 11.365 1.773 -1.038 -0.912 H2 44N 41 44N H3 H3 H 0 1 N N N -2.440 -10.762 13.075 -5.962 -2.840 -0.541 H3 44N 42 44N H4 H4 H 0 1 N N N -0.873 -8.721 12.691 -5.546 -1.550 1.673 H4 44N 43 44N H5 H5 H 0 1 N N N 0.114 -10.827 15.983 -9.497 -1.506 0.776 H5 44N 44 44N H6 H6 H 0 1 N N N -2.098 -11.728 15.121 -8.195 -2.816 -1.043 H6 44N 45 44N H7 H7 H 0 1 N N N -3.354 -10.720 16.767 -8.233 -1.098 -2.673 H7 44N 46 44N H8 H8 H 0 1 N N N -1.910 -9.712 17.123 -9.222 -0.297 -1.409 H8 44N 47 44N H9 H9 H 0 1 N N N -4.362 -9.617 13.766 -5.188 -1.132 -1.981 H9 44N 48 44N H10 H10 H 0 1 N N N -2.301 -7.496 12.986 -4.966 0.322 0.702 H10 44N 49 44N H11 H11 H 0 1 N N N -4.015 -7.077 13.322 -3.869 -0.987 0.201 H11 44N 50 44N H12 H12 H 0 1 N N N -4.641 -8.950 11.671 -3.221 0.324 -1.801 H12 44N 51 44N H13 H13 H 0 1 N N N -2.909 -8.967 11.194 -4.318 1.633 -1.300 H13 44N 52 44N H14 H14 H 0 1 N N N -3.090 -6.511 10.687 -3.034 1.903 0.804 H14 44N 53 44N H15 H15 H 0 1 N N N -4.853 -6.620 11.013 -1.937 0.595 0.303 H15 44N 54 44N H16 H16 H 0 1 N N N -5.016 -8.385 9.219 -1.289 1.905 -1.700 H16 44N 55 44N H17 H17 H 0 1 N N N -3.284 -8.097 8.839 -2.386 3.214 -1.198 H17 44N 56 44N H18 H18 H 0 1 N N N -2.760 -6.426 7.532 0.125 4.177 -1.375 H18 44N 57 44N H19 H19 H 0 1 N N N -3.438 -3.262 8.918 2.595 2.640 -1.037 H19 44N 58 44N H20 H20 H 0 1 N N N -2.365 -3.041 7.495 3.814 3.811 -0.479 H20 44N 59 44N H21 H21 H 0 1 N N N -4.016 -1.179 6.777 4.587 2.083 1.214 H21 44N 60 44N H22 H22 H 0 1 N N N -2.131 -0.881 9.136 4.752 1.755 -1.787 H22 44N 61 44N H23 H23 H 0 1 N N N -1.162 0.491 7.503 6.347 3.030 -0.504 H23 44N 62 44N H24 H24 H 0 1 N N N -4.481 2.154 7.769 7.223 -0.202 -1.029 H24 44N 63 44N H25 H25 H 0 1 N N N -2.401 1.259 10.488 5.456 -0.393 -2.837 H25 44N 64 44N H26 H26 H 0 1 N N N -1.888 2.115 8.994 4.858 -1.815 -1.949 H26 44N 65 44N H27 H27 H 0 1 N N N -3.414 2.583 9.819 3.771 -0.441 -2.266 H27 44N 66 44N H28 H28 H 0 1 N N N -5.627 0.733 9.128 4.779 -0.555 1.363 H28 44N 67 44N H29 H29 H 0 1 N N N -7.089 -1.347 15.551 1.519 -5.864 -0.851 H29 44N 68 44N H30 H30 H 0 1 N N N -5.692 -2.049 15.079 2.480 -7.121 -0.286 H30 44N 69 # 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 44N OAE SBK DOUB N N 1 44N OAD SBK DOUB N N 2 44N SBK OAW SING N N 3 44N SBK NAV SING N N 4 44N OAW CAN SING N N 5 44N OAL CAL SING N N 6 44N NAV CAZ SING N N 7 44N OAM CAM SING N N 8 44N CBE CAN SING N N 9 44N CBE CAL SING N N 10 44N CBE OAX SING N N 11 44N CAL CAM SING N N 12 44N CAZ OAB DOUB N N 13 44N CAZ CAJ SING N N 14 44N OAX CBG SING N N 15 44N CAM CBG SING N N 16 44N CAM C8Q SING N N 17 44N CAJ CAH SING N N 18 44N CBG N9 SING N N 19 44N CAH CAI SING N N 20 44N N9 C4 SING Y N 21 44N N9 C8 SING Y N 22 44N N3 C4 DOUB Y N 23 44N N3 C2 SING Y N 24 44N C4 C5 SING Y N 25 44N CAI CAK SING N N 26 44N C8 N7 DOUB Y N 27 44N C2 N1 DOUB Y N 28 44N C5 N7 SING Y N 29 44N C5 C6 DOUB Y N 30 44N CAK CBH SING N N 31 44N N1 C6 SING Y N 32 44N NAU CBI SING N N 33 44N NAU CBA SING N N 34 44N C6 N6 SING N N 35 44N CBI CBH SING N N 36 44N CBI CBF SING N N 37 44N CBH SAY SING N N 38 44N CBA OAC DOUB N N 39 44N CBA NAT SING N N 40 44N CBF NAT SING N N 41 44N CBF CAO SING N N 42 44N SAY CAO SING N N 43 44N C2 H1 SING N N 44 44N C8 H2 SING N N 45 44N CBI H3 SING N N 46 44N NAU H4 SING N N 47 44N NAT H5 SING N N 48 44N CBF H6 SING N N 49 44N CAO H7 SING N N 50 44N CAO H8 SING N N 51 44N CBH H9 SING N N 52 44N CAK H10 SING N N 53 44N CAK H11 SING N N 54 44N CAI H12 SING N N 55 44N CAI H13 SING N N 56 44N CAH H14 SING N N 57 44N CAH H15 SING N N 58 44N CAJ H16 SING N N 59 44N CAJ H17 SING N N 60 44N NAV H18 SING N N 61 44N CAN H19 SING N N 62 44N CAN H20 SING N N 63 44N CBE H21 SING N N 64 44N CAL H22 SING N N 65 44N OAL H23 SING N N 66 44N OAM H24 SING N N 67 44N C8Q H25 SING N N 68 44N C8Q H26 SING N N 69 44N C8Q H27 SING N N 70 44N CBG H28 SING N N 71 44N N6 H29 SING N N 72 44N N6 H30 SING N N 73 # 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 44N SMILES ACDLabs 12.01 "O=C1NC2C(SCC2N1)CCCCC(=O)NS(=O)(=O)OCC5OC(n3c4ncnc(N)c4nc3)C(O)(C)C5O" 44N InChI InChI 1.03 "InChI=1S/C21H30N8O8S2/c1-21(33)16(31)11(37-19(21)29-9-25-15-17(22)23-8-24-18(15)29)6-36-39(34,35)28-13(30)5-3-2-4-12-14-10(7-38-12)26-20(32)27-14/h8-12,14,16,19,31,33H,2-7H2,1H3,(H,28,30)(H2,22,23,24)(H2,26,27,32)/t10-,11+,12-,14-,16+,19+,21+/m0/s1" 44N InChIKey InChI 1.03 BGUXFAITPCEERX-BKJQVYKZSA-N 44N SMILES_CANONICAL CACTVS 3.385 "C[C@@]1(O)[C@H](O)[C@@H](CO[S](=O)(=O)NC(=O)CCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)O[C@H]1n4cnc5c(N)ncnc45" 44N SMILES CACTVS 3.385 "C[C]1(O)[CH](O)[CH](CO[S](=O)(=O)NC(=O)CCCC[CH]2SC[CH]3NC(=O)N[CH]23)O[CH]1n4cnc5c(N)ncnc45" 44N SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@]1([C@@H]([C@H](O[C@H]1n2cnc3c2ncnc3N)COS(=O)(=O)NC(=O)CCCC[C@H]4[C@@H]5[C@H](CS4)NC(=O)N5)O)O" 44N SMILES "OpenEye OEToolkits" 1.9.2 "CC1(C(C(OC1n2cnc3c2ncnc3N)COS(=O)(=O)NC(=O)CCCCC4C5C(CS4)NC(=O)N5)O)O" # 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 44N "SYSTEMATIC NAME" ACDLabs 12.01 "2'-C-methyl-5'-O-({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}sulfamoyl)adenosine" 44N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-methyl-3,4-bis(oxidanyl)oxolan-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 44N "Create component" 2015-02-04 RCSB 44N "Initial release" 2015-09-02 RCSB #