data_JIL # _chem_comp.id JIL _chem_comp.name "9-{5-S-[2-({[(3S)-7-nitro-1,2,3,4-tetrahydroisoquinolin-3-yl]methyl}amino)ethyl]-5-thio-alpha-L-lyxofuranosyl}-9H-purin-6-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H28 N8 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-10 _chem_comp.pdbx_modified_date 2014-09-05 _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 516.573 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JIL _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 4MIK _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 JIL O01 O01 O 0 1 N N N 33.041 -42.806 -30.636 4.016 3.727 0.054 O01 JIL 1 JIL C02 C02 C 0 1 N N S 32.964 -41.786 -31.625 4.549 2.660 -0.733 C02 JIL 2 JIL C03 C03 C 0 1 N N R 33.503 -42.265 -32.920 5.935 2.221 -0.201 C03 JIL 3 JIL C04 C04 C 0 1 N N R 32.359 -43.082 -33.490 5.630 0.997 0.684 C04 JIL 4 JIL O05 O05 O 0 1 N N N 31.166 -42.390 -33.093 4.204 0.813 0.681 O05 JIL 5 JIL C06 C06 C 0 1 N N R 31.626 -41.336 -32.220 3.709 1.369 -0.556 C06 JIL 6 JIL C07 C07 C 0 1 N N N 30.406 -40.962 -31.363 2.221 1.706 -0.438 C07 JIL 7 JIL S08 S08 S 0 1 N N N 30.741 -39.931 -29.936 1.270 0.176 -0.232 S08 JIL 8 JIL C09 C09 C 0 1 N N N 29.320 -38.903 -29.849 -0.440 0.771 -0.112 C09 JIL 9 JIL C10 C10 C 0 1 N N N 29.302 -37.822 -30.977 -1.383 -0.419 0.068 C10 JIL 10 JIL N11 N11 N 0 1 N N N 27.984 -37.124 -30.986 -2.768 0.063 0.165 N11 JIL 11 JIL C12 C12 C 0 1 N N N 28.138 -35.768 -31.302 -3.704 -1.055 0.338 C12 JIL 12 JIL C13 C13 C 0 1 N N S 28.069 -34.806 -30.108 -5.132 -0.515 0.435 C13 JIL 13 JIL N14 N14 N 0 1 N N N 26.757 -34.331 -29.984 -5.426 0.317 -0.743 N14 JIL 14 JIL C15 C15 C 0 1 N N N 26.515 -33.477 -28.881 -6.681 1.050 -0.546 C15 JIL 15 JIL C16 C16 C 0 1 Y N N 26.582 -34.388 -27.692 -7.788 0.105 -0.158 C16 JIL 16 JIL C17 C17 C 0 1 Y N N 25.653 -34.219 -26.633 -9.100 0.536 -0.288 C17 JIL 17 JIL C18 C18 C 0 1 Y N N 25.745 -35.121 -25.563 -10.146 -0.296 0.059 C18 JIL 18 JIL N19 N19 N 1 1 N N N 24.855 -34.958 -24.446 -11.543 0.171 -0.083 N19 JIL 19 JIL O20 O20 O 0 1 N N N 24.734 -36.027 -23.495 -11.772 1.291 -0.506 O20 JIL 20 JIL O21 O21 O -1 1 N N N 24.294 -33.842 -24.352 -12.465 -0.563 0.224 O21 JIL 21 JIL C22 C22 C 0 1 Y N N 26.677 -36.123 -25.487 -9.886 -1.565 0.539 C22 JIL 22 JIL C23 C23 C 0 1 Y N N 27.575 -36.302 -26.518 -8.580 -1.997 0.667 C23 JIL 23 JIL C24 C24 C 0 1 Y N N 27.486 -35.390 -27.642 -7.529 -1.163 0.318 C24 JIL 24 JIL C25 C25 C 0 1 N N N 28.551 -35.570 -28.795 -6.122 -1.680 0.466 C25 JIL 25 JIL N26 N26 N 0 1 Y N N 32.591 -43.151 -34.898 6.286 -0.192 0.134 N26 JIL 26 JIL C27 C27 C 0 1 Y N N 31.987 -44.225 -35.535 7.582 -0.583 0.363 C27 JIL 27 JIL C28 C28 C 0 1 Y N N 32.307 -44.081 -36.903 7.763 -1.770 -0.366 C28 JIL 28 JIL N29 N29 N 0 1 Y N N 33.091 -42.955 -37.025 6.591 -2.037 -0.991 N29 JIL 29 JIL C30 C30 C 0 1 Y N N 33.238 -42.382 -35.769 5.721 -1.115 -0.694 C30 JIL 30 JIL C31 C31 C 0 1 Y N N 31.815 -45.074 -37.812 9.019 -2.397 -0.311 C31 JIL 31 JIL N32 N32 N 0 1 N N N 32.101 -45.000 -39.248 9.257 -3.568 -1.009 N32 JIL 32 JIL N33 N33 N 0 1 Y N N 31.067 -46.065 -37.317 9.974 -1.839 0.426 N33 JIL 33 JIL C34 C34 C 0 1 Y N N 30.769 -46.189 -36.014 9.756 -0.721 1.095 C34 JIL 34 JIL N35 N35 N 0 1 Y N N 31.189 -45.279 -35.141 8.596 -0.099 1.073 N35 JIL 35 JIL O36 O36 O 0 1 N N N 34.637 -43.071 -32.802 6.527 3.264 0.575 O36 JIL 36 JIL H011 H011 H 0 0 N N N 32.691 -42.479 -29.815 4.556 4.529 0.047 H011 JIL 37 JIL H021 H021 H 0 0 N N N 33.525 -40.897 -31.301 4.608 2.945 -1.783 H021 JIL 38 JIL H031 H031 H 0 0 N N N 33.698 -41.407 -33.580 6.589 1.941 -1.027 H031 JIL 39 JIL H041 H041 H 0 0 N N N 32.380 -44.089 -33.049 5.978 1.179 1.701 H041 JIL 40 JIL H061 H061 H 0 0 N N N 31.844 -40.459 -32.848 3.884 0.681 -1.383 H061 JIL 41 JIL H071 H071 H 0 0 N N N 29.693 -40.426 -32.007 2.062 2.352 0.426 H071 JIL 42 JIL H072 H072 H 0 0 N N N 29.947 -41.895 -31.005 1.893 2.220 -1.341 H072 JIL 43 JIL H091 H091 H 0 0 N N N 28.422 -39.531 -29.946 -0.532 1.441 0.743 H091 JIL 44 JIL H092 H092 H 0 0 N N N 29.309 -38.396 -28.873 -0.702 1.309 -1.024 H092 JIL 45 JIL H101 H101 H 0 0 N N N 30.102 -37.090 -30.794 -1.291 -1.088 -0.788 H101 JIL 46 JIL H102 H102 H 0 0 N N N 29.465 -38.307 -31.951 -1.121 -0.956 0.979 H102 JIL 47 JIL H111 H111 H 0 0 N N N 27.391 -37.553 -31.667 -2.865 0.735 0.911 H111 JIL 48 JIL H121 H121 H 0 0 N N N 29.118 -35.641 -31.785 -3.628 -1.729 -0.516 H121 JIL 49 JIL H122 H122 H 0 0 N N N 27.342 -35.491 -32.009 -3.458 -1.597 1.252 H122 JIL 50 JIL H131 H131 H 0 0 N N N 28.764 -33.973 -30.288 -5.237 0.083 1.341 H131 JIL 51 JIL H141 H141 H 0 0 N N N 26.533 -33.827 -30.818 -4.665 0.950 -0.938 H141 JIL 52 JIL H151 H151 H 0 0 N N N 27.285 -32.694 -28.817 -6.546 1.789 0.244 H151 JIL 53 JIL H152 H152 H 0 0 N N N 25.522 -33.010 -28.959 -6.950 1.559 -1.471 H152 JIL 54 JIL H171 H171 H 0 0 N N N 24.911 -33.434 -26.650 -9.305 1.528 -0.662 H171 JIL 55 JIL H221 H221 H 0 0 N N N 26.708 -36.770 -24.623 -10.701 -2.218 0.813 H221 JIL 56 JIL H231 H231 H 0 0 N N N 28.314 -37.089 -26.490 -8.377 -2.989 1.043 H231 JIL 57 JIL H251 H251 H 0 0 N N N 28.668 -36.641 -29.019 -5.899 -2.365 -0.352 H251 JIL 58 JIL H252 H252 H 0 0 N N N 29.516 -35.157 -28.467 -6.028 -2.209 1.414 H252 JIL 59 JIL H301 H301 H 0 0 N N N 33.780 -41.476 -35.541 4.703 -1.085 -1.053 H301 JIL 60 JIL H321 H321 H 0 0 N N N 31.662 -45.767 -39.716 8.552 -3.966 -1.544 H321 JIL 61 JIL H322 H322 H 0 0 N N N 31.747 -44.140 -39.614 10.128 -3.992 -0.963 H322 JIL 62 JIL H341 H341 H 0 0 N N N 30.186 -47.032 -35.674 10.560 -0.302 1.682 H341 JIL 63 JIL H361 H361 H 0 0 N N N 34.926 -43.340 -33.666 6.687 4.080 0.081 H361 JIL 64 # 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 JIL O01 C02 SING N N 1 JIL C02 C03 SING N N 2 JIL C02 C06 SING N N 3 JIL C03 C04 SING N N 4 JIL C03 O36 SING N N 5 JIL C04 O05 SING N N 6 JIL C04 N26 SING N N 7 JIL O05 C06 SING N N 8 JIL C06 C07 SING N N 9 JIL C07 S08 SING N N 10 JIL S08 C09 SING N N 11 JIL C09 C10 SING N N 12 JIL C10 N11 SING N N 13 JIL N11 C12 SING N N 14 JIL C12 C13 SING N N 15 JIL C13 N14 SING N N 16 JIL C13 C25 SING N N 17 JIL N14 C15 SING N N 18 JIL C15 C16 SING N N 19 JIL C16 C17 DOUB Y N 20 JIL C16 C24 SING Y N 21 JIL C17 C18 SING Y N 22 JIL C18 N19 SING N N 23 JIL C18 C22 DOUB Y N 24 JIL N19 O20 DOUB N N 25 JIL N19 O21 SING N N 26 JIL C22 C23 SING Y N 27 JIL C23 C24 DOUB Y N 28 JIL C24 C25 SING N N 29 JIL N26 C27 SING Y N 30 JIL N26 C30 SING Y N 31 JIL C27 C28 DOUB Y N 32 JIL C27 N35 SING Y N 33 JIL C28 N29 SING Y N 34 JIL C28 C31 SING Y N 35 JIL N29 C30 DOUB Y N 36 JIL C31 N32 SING N N 37 JIL C31 N33 DOUB Y N 38 JIL N33 C34 SING Y N 39 JIL C34 N35 DOUB Y N 40 JIL O01 H011 SING N N 41 JIL C02 H021 SING N N 42 JIL C03 H031 SING N N 43 JIL C04 H041 SING N N 44 JIL C06 H061 SING N N 45 JIL C07 H071 SING N N 46 JIL C07 H072 SING N N 47 JIL C09 H091 SING N N 48 JIL C09 H092 SING N N 49 JIL C10 H101 SING N N 50 JIL C10 H102 SING N N 51 JIL N11 H111 SING N N 52 JIL C12 H121 SING N N 53 JIL C12 H122 SING N N 54 JIL C13 H131 SING N N 55 JIL N14 H141 SING N N 56 JIL C15 H151 SING N N 57 JIL C15 H152 SING N N 58 JIL C17 H171 SING N N 59 JIL C22 H221 SING N N 60 JIL C23 H231 SING N N 61 JIL C25 H251 SING N N 62 JIL C25 H252 SING N N 63 JIL C30 H301 SING N N 64 JIL N32 H321 SING N N 65 JIL N32 H322 SING N N 66 JIL C34 H341 SING N N 67 JIL O36 H361 SING N N 68 # 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 JIL SMILES ACDLabs 12.01 "[O-][N+](=O)c1ccc2c(c1)CNC(C2)CNCCSCC5OC(n4cnc3c(ncnc34)N)C(O)C5O" JIL InChI InChI 1.03 "InChI=1S/C22H28N8O5S/c23-20-17-21(27-10-26-20)29(11-28-17)22-19(32)18(31)16(35-22)9-36-4-3-24-8-14-5-12-1-2-15(30(33)34)6-13(12)7-25-14/h1-2,6,10-11,14,16,18-19,22,24-25,31-32H,3-5,7-9H2,(H2,23,26,27)/t14-,16-,18+,19+,22+/m0/s1" JIL InChIKey InChI 1.03 XTRSLZMJUJDRCM-RWAFIUBPSA-N JIL SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@@H](CSCCNC[C@@H]4Cc5ccc(cc5CN4)[N+]([O-])=O)[C@@H](O)[C@H]3O" JIL SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CSCCNC[CH]4Cc5ccc(cc5CN4)[N+]([O-])=O)[CH](O)[CH]3O" JIL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc2c(cc1[N+](=O)[O-])CN[C@@H](C2)CNCCSC[C@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)O)O" JIL SMILES "OpenEye OEToolkits" 1.7.6 "c1cc2c(cc1[N+](=O)[O-])CNC(C2)CNCCSCC3C(C(C(O3)n4cnc5c4ncnc5N)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 JIL "SYSTEMATIC NAME" ACDLabs 12.01 "9-{5-S-[2-({[(3S)-7-nitro-1,2,3,4-tetrahydroisoquinolin-3-yl]methyl}amino)ethyl]-5-thio-alpha-L-lyxofuranosyl}-9H-purin-6-amine" JIL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-[2-[[(3S)-7-nitro-1,2,3,4-tetrahydroisoquinolin-3-yl]methylamino]ethylsulfanylmethyl]oxolane-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site JIL "Create component" 2013-09-10 RCSB JIL "Initial release" 2014-09-10 RCSB #