data_44K # _chem_comp.id 44K _chem_comp.name "N-({[(1R,3S)-3-(6-amino-9H-purin-9-yl)cyclopentyl]methyl}sulfamoyl)-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H31 N9 O4 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 537.659 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 44K _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 4XTV _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 44K CBI C1 C 0 1 N N S -2.220 9.969 -13.758 -7.666 2.447 -0.214 CBI 44K 1 44K NAU N1 N 0 1 N N N -0.965 9.274 -13.498 -7.767 1.654 -1.450 NAU 44K 2 44K CBA C2 C 0 1 N N N -0.098 9.448 -14.495 -9.037 1.260 -1.613 CBA 44K 3 44K OAC O1 O 0 1 N N N 0.981 8.869 -14.592 -9.407 0.588 -2.556 OAC 44K 4 44K NAT N2 N 0 1 N N N -0.560 10.324 -15.382 -9.863 1.674 -0.642 NAT 44K 5 44K CBF C3 C 0 1 N N R -1.932 10.684 -15.081 -9.097 2.461 0.337 CBF 44K 6 44K CAO C4 C 0 1 N N N -2.806 10.141 -16.207 -9.199 1.788 1.720 CAO 44K 7 44K SAY S1 S 0 1 N N N -3.400 8.572 -15.661 -7.758 0.645 1.722 SAY 44K 8 44K CBH C5 C 0 1 N N S -3.450 9.060 -13.956 -6.667 1.768 0.743 CBH 44K 9 44K CAK C6 C 0 1 N N N -3.536 7.891 -12.977 -5.622 0.966 -0.035 CAK 44K 10 44K CAI C7 C 0 1 N N N -3.712 8.364 -11.539 -4.658 0.296 0.946 CAI 44K 11 44K CAH C8 C 0 1 N N N -4.019 7.188 -10.618 -3.613 -0.505 0.168 CAH 44K 12 44K CAJ C9 C 0 1 N N N -4.118 7.619 -9.156 -2.649 -1.176 1.149 CAJ 44K 13 44K CAZ C10 C 0 1 N N N -4.544 6.448 -8.300 -1.620 -1.965 0.382 CAZ 44K 14 44K OAB O2 O 0 1 N N N -5.647 5.937 -8.461 -1.654 -1.990 -0.830 OAB 44K 15 44K NAV N3 N 0 1 N N N -3.667 6.052 -7.371 -0.662 -2.644 1.043 NAV 44K 16 44K SBK S2 S 0 1 N N N -4.047 4.994 -6.213 0.469 -3.512 0.201 SBK 44K 17 44K OAD O3 O 0 1 N N N -5.249 5.376 -5.528 1.345 -4.075 1.168 OAD 44K 18 44K OAE O4 O 0 1 N N N -2.917 4.913 -5.297 -0.248 -4.293 -0.746 OAE 44K 19 44K NAW N4 N 0 1 N N N -4.291 3.562 -6.876 1.369 -2.429 -0.671 NAW 44K 20 44K CAN C11 C 0 1 N N N -3.264 2.848 -7.624 2.206 -1.447 0.022 CAN 44K 21 44K CBE C12 C 0 1 N N R -3.642 1.371 -7.731 3.197 -0.833 -0.968 CBE 44K 22 44K CAX C13 C 0 1 N N N -4.847 1.167 -8.656 4.058 0.256 -0.280 CAX 44K 23 44K CAL C14 C 0 1 N N N -2.543 0.523 -8.356 4.251 -1.878 -1.411 CAL 44K 24 44K CAM C15 C 0 1 N N N -3.254 -0.645 -9.027 5.459 -1.031 -1.860 CAM 44K 25 44K CBG C16 C 0 1 N N S -4.639 -0.143 -9.419 5.336 0.328 -1.140 CBG 44K 26 44K N9 N5 N 0 1 Y N N -4.701 0.146 -10.868 6.505 0.551 -0.286 N9 44K 27 44K C8 C17 C 0 1 Y N N -3.681 0.252 -11.734 6.922 -0.250 0.735 C8 44K 28 44K N7 N6 N 0 1 Y N N -4.151 0.557 -12.964 7.994 0.246 1.280 N7 44K 29 44K C5 C18 C 0 1 Y N N -5.502 0.653 -12.863 8.332 1.395 0.646 C5 44K 30 44K C4 C19 C 0 1 Y N N -5.825 0.408 -11.539 7.384 1.601 -0.370 C4 44K 31 44K N3 N7 N 0 1 Y N N -7.110 0.434 -11.128 7.493 2.674 -1.147 N3 44K 32 44K C2 C20 C 0 1 Y N N -8.063 0.729 -12.024 8.474 3.533 -0.971 C2 44K 33 44K N1 N8 N 0 1 Y N N -7.786 0.975 -13.308 9.389 3.381 -0.030 N1 44K 34 44K C6 C21 C 0 1 Y N N -6.518 0.956 -13.773 9.363 2.338 0.793 C6 44K 35 44K N6 N9 N 0 1 N N N -6.276 1.207 -15.086 10.326 2.188 1.776 N6 44K 36 44K H1 H1 H 0 1 N N N -2.429 10.709 -12.971 -7.339 3.462 -0.443 H1 44K 37 44K H2 H2 H 0 1 N N N -0.779 8.735 -12.676 -7.033 1.450 -2.049 H2 44K 38 44K H3 H3 H 0 1 N N N -0.033 10.685 -16.152 -10.814 1.487 -0.594 H3 44K 39 44K H4 H4 H 0 1 N N N -2.060 11.771 -14.974 -9.475 3.482 0.380 H4 44K 40 44K H5 H5 H 0 1 N N N -2.214 10.025 -17.127 -9.109 2.526 2.517 H5 44K 41 44K H6 H6 H 0 1 N N N -3.649 10.822 -16.397 -10.133 1.232 1.810 H6 44K 42 44K H7 H7 H 0 1 N N N -4.355 9.675 -13.846 -6.188 2.503 1.391 H7 44K 43 44K H8 H8 H 0 1 N N N -4.394 7.260 -13.251 -6.121 0.204 -0.633 H8 44K 44 44K H9 H9 H 0 1 N N N -2.610 7.301 -13.046 -5.065 1.636 -0.691 H9 44K 45 44K H10 H10 H 0 1 N N N -2.785 8.853 -11.204 -4.159 1.059 1.544 H10 44K 46 44K H11 H11 H 0 1 N N N -4.543 9.084 -11.495 -5.215 -0.373 1.602 H11 44K 47 44K H12 H12 H 0 1 N N N -4.976 6.739 -10.922 -4.112 -1.268 -0.430 H12 44K 48 44K H13 H13 H 0 1 N N N -3.217 6.442 -10.715 -3.056 0.164 -0.488 H13 44K 49 44K H14 H14 H 0 1 N N N -3.137 7.981 -8.816 -2.151 -0.412 1.747 H14 44K 50 44K H15 H15 H 0 1 N N N -4.859 8.427 -9.064 -3.206 -1.845 1.805 H15 44K 51 44K H16 H16 H 0 1 N N N -2.740 6.426 -7.395 -0.635 -2.625 2.013 H16 44K 52 44K H17 H17 H 0 1 N N N -5.060 3.677 -7.505 1.341 -2.445 -1.640 H17 44K 53 44K H18 H18 H 0 1 N N N -2.300 2.942 -7.103 1.576 -0.662 0.440 H18 44K 54 44K H19 H19 H 0 1 N N N -3.180 3.278 -8.633 2.754 -1.939 0.826 H19 44K 55 44K H20 H20 H 0 1 N N N -3.881 0.982 -6.730 2.674 -0.422 -1.832 H20 44K 56 44K H21 H21 H 0 1 N N N -4.920 2.005 -9.365 3.538 1.214 -0.287 H21 44K 57 44K H22 H22 H 0 1 N N N -5.770 1.110 -8.060 4.299 -0.038 0.742 H22 44K 58 44K H23 H23 H 0 1 N N N -1.853 0.158 -7.581 4.526 -2.520 -0.574 H23 44K 59 44K H24 H24 H 0 1 N N N -1.983 1.109 -9.099 3.871 -2.475 -2.240 H24 44K 60 44K H25 H25 H 0 1 N N N -3.340 -1.490 -8.328 6.388 -1.524 -1.575 H25 44K 61 44K H26 H26 H 0 1 N N N -2.699 -0.965 -9.921 5.431 -0.885 -2.940 H26 44K 62 44K H27 H27 H 0 1 N N N -5.406 -0.877 -9.131 5.249 1.132 -1.872 H27 44K 63 44K H28 H28 H 0 1 N N N -2.639 0.114 -11.485 6.435 -1.163 1.045 H28 44K 64 44K H29 H29 H 0 1 N N N -9.091 0.769 -11.696 8.534 4.394 -1.620 H29 44K 65 44K H30 H30 H 0 1 N N N -7.140 1.384 -15.557 11.030 2.849 1.870 H30 44K 66 44K H31 H31 H 0 1 N N N -5.682 2.007 -15.168 10.297 1.422 2.370 H31 44K 67 # 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 44K CAO SAY SING N N 1 44K CAO CBF SING N N 2 44K SAY CBH SING N N 3 44K NAT CBF SING N N 4 44K NAT CBA SING N N 5 44K N6 C6 SING N N 6 44K CBF CBI SING N N 7 44K OAC CBA DOUB N N 8 44K CBA NAU SING N N 9 44K CBH CBI SING N N 10 44K CBH CAK SING N N 11 44K C6 N1 DOUB Y N 12 44K C6 C5 SING Y N 13 44K CBI NAU SING N N 14 44K N1 C2 SING Y N 15 44K CAK CAI SING N N 16 44K N7 C5 SING Y N 17 44K N7 C8 DOUB Y N 18 44K C5 C4 DOUB Y N 19 44K C2 N3 DOUB Y N 20 44K C8 N9 SING Y N 21 44K CAI CAH SING N N 22 44K C4 N3 SING Y N 23 44K C4 N9 SING Y N 24 44K N9 CBG SING N N 25 44K CAH CAJ SING N N 26 44K CBG CAM SING N N 27 44K CBG CAX SING N N 28 44K CAJ CAZ SING N N 29 44K CAM CAL SING N N 30 44K CAX CBE SING N N 31 44K OAB CAZ DOUB N N 32 44K CAL CBE SING N N 33 44K CAZ NAV SING N N 34 44K CBE CAN SING N N 35 44K CAN NAW SING N N 36 44K NAV SBK SING N N 37 44K NAW SBK SING N N 38 44K SBK OAD DOUB N N 39 44K SBK OAE DOUB N N 40 44K CBI H1 SING N N 41 44K NAU H2 SING N N 42 44K NAT H3 SING N N 43 44K CBF H4 SING N N 44 44K CAO H5 SING N N 45 44K CAO H6 SING N N 46 44K CBH H7 SING N N 47 44K CAK H8 SING N N 48 44K CAK H9 SING N N 49 44K CAI H10 SING N N 50 44K CAI H11 SING N N 51 44K CAH H12 SING N N 52 44K CAH H13 SING N N 53 44K CAJ H14 SING N N 54 44K CAJ H15 SING N N 55 44K NAV H16 SING N N 56 44K NAW H17 SING N N 57 44K CAN H18 SING N N 58 44K CAN H19 SING N N 59 44K CBE H20 SING N N 60 44K CAX H21 SING N N 61 44K CAX H22 SING N N 62 44K CAL H23 SING N N 63 44K CAL H24 SING N N 64 44K CAM H25 SING N N 65 44K CAM H26 SING N N 66 44K CBG H27 SING N N 67 44K C8 H28 SING N N 68 44K C2 H29 SING N N 69 44K N6 H30 SING N N 70 44K N6 H31 SING N N 71 # 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 44K SMILES ACDLabs 12.01 "O=C1NC2C(SCC2N1)CCCCC(=O)NS(=O)(=O)NCC5CCC(n3c4ncnc(N)c4nc3)C5" 44K InChI InChI 1.03 "InChI=1S/C21H31N9O4S2/c22-19-18-20(24-10-23-19)30(11-25-18)13-6-5-12(7-13)8-26-36(33,34)29-16(31)4-2-1-3-15-17-14(9-35-15)27-21(32)28-17/h10-15,17,26H,1-9H2,(H,29,31)(H2,22,23,24)(H2,27,28,32)/t12-,13+,14+,15+,17+/m1/s1" 44K InChIKey InChI 1.03 WZGWWAMUOOWNHU-MDLJMBGESA-N 44K SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@H]3CC[C@@H](CN[S](=O)(=O)NC(=O)CCCC[C@@H]4SC[C@@H]5NC(=O)N[C@H]45)C3" 44K SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3CC[CH](CN[S](=O)(=O)NC(=O)CCCC[CH]4SC[CH]5NC(=O)N[CH]45)C3" 44K SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)[C@H]3CC[C@H](C3)CNS(=O)(=O)NC(=O)CCCC[C@H]4[C@@H]5[C@H](CS4)NC(=O)N5)N" 44K SMILES "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)C3CCC(C3)CNS(=O)(=O)NC(=O)CCCCC4C5C(CS4)NC(=O)N5)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 44K "SYSTEMATIC NAME" ACDLabs 12.01 "N-({[(1R,3S)-3-(6-amino-9H-purin-9-yl)cyclopentyl]methyl}sulfamoyl)-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamide" 44K "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-[[(1R,3S)-3-(6-aminopurin-9-yl)cyclopentyl]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 44K "Create component" 2015-02-04 RCSB 44K "Initial release" 2015-09-02 RCSB #