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 
# 
