data_JEI
# 
_chem_comp.id                                    JEI 
_chem_comp.name                                  "(3-{(2S,4R)-4-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-[(2-phosphonoethoxy)methyl]pyrrolidin-1-yl}-3-oxopropyl)phosphonic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H24 N6 O9 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-07 
_chem_comp.pdbx_modified_date                    2024-05-03 
_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                        494.333 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JEI 
_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        8TPV 
_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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
JEI C10  C1  C 0 1 N N R N N N -16.286 -38.673 -44.506 2.186  1.231  -1.350 C10  JEI 1  
JEI C15  C2  C 0 1 Y N N N N N -15.348 -35.153 -44.455 4.812  0.847  1.144  C15  JEI 2  
JEI C22  C3  C 0 1 N N N N N N -17.024 -38.838 -43.468 1.170  2.381  -1.122 C22  JEI 3  
JEI C24  C4  C 0 1 N N N N N N -17.673 -41.257 -42.892 -1.317 2.222  -0.773 C24  JEI 4  
JEI C26  C5  C 0 1 N N N N N N -20.026 -40.827 -43.014 -3.661 2.100  -0.288 C26  JEI 5  
JEI C05  C6  C 0 1 N N N N N N -13.962 -43.747 -41.637 -1.477 -3.006 0.329  C05  JEI 6  
JEI C06  C7  C 0 1 N N N N N N -15.147 -42.841 -42.000 -0.449 -2.145 -0.408 C06  JEI 7  
JEI C07  C8  C 0 1 N N N N N N -14.640 -41.821 -43.019 -0.657 -0.696 -0.047 C07  JEI 8  
JEI C09  C9  C 0 1 N N N N N N -14.969 -39.529 -44.278 1.243  0.014  -1.527 C09  JEI 9  
JEI C12  C10 C 0 1 Y N N N N N -17.017 -36.313 -45.151 2.645  0.871  1.107  C12  JEI 10 
JEI C14  C11 C 0 1 Y N N N N N -15.090 -36.464 -44.162 4.422  1.046  -0.186 C14  JEI 11 
JEI C16  C12 C 0 1 N N N N N N -14.331 -34.112 -44.052 6.193  0.792  1.443  C16  JEI 12 
JEI C18  C13 C 0 1 N N N N N N -12.879 -35.896 -43.102 6.634  1.125  -0.846 C18  JEI 13 
JEI C23  C14 C 0 1 N N S N N N -16.544 -40.247 -42.754 0.046  1.696  -0.317 C23  JEI 14 
JEI C27  C15 C 0 1 N N N N N N -20.652 -39.503 -43.409 -4.672 1.450  0.659  C27  JEI 15 
JEI N08  N1  N 0 1 N N N N N N -15.401 -40.627 -43.316 0.138  0.252  -0.581 N08  JEI 16 
JEI N11  N2  N 0 1 Y N N N N N -16.118 -37.157 -44.607 3.054  1.057  -0.182 N11  JEI 17 
JEI N13  N3  N 0 1 Y N N N N N -16.541 -35.080 -45.059 3.681  0.753  1.885  N13  JEI 18 
JEI N17  N4  N 0 1 N N N N N N -13.133 -34.512 -43.391 7.076  0.934  0.429  N17  JEI 19 
JEI N19  N5  N 0 1 N N N N N N -11.683 -36.346 -42.443 7.553  1.265  -1.855 N19  JEI 20 
JEI N20  N6  N 0 1 N N N N N N -13.852 -36.879 -43.473 5.354  1.178  -1.137 N20  JEI 21 
JEI O01  O1  O 0 1 N N N N N N -13.703 -42.557 -39.138 -1.273 -4.912 -1.579 O01  JEI 22 
JEI O03  O2  O 0 1 N N N N N N -12.044 -41.912 -40.867 0.209  -5.246 0.437  O03  JEI 23 
JEI O04  O3  O 0 1 N N N N N N -11.940 -44.148 -39.814 -2.385 -5.650 0.563  O04  JEI 24 
JEI O21  O4  O 0 1 N N N N N N -14.548 -32.971 -44.291 6.578  0.621  2.587  O21  JEI 25 
JEI O25  O5  O 0 1 N N N N N N -18.763 -40.795 -43.639 -2.342 1.670  0.055  O25  JEI 26 
JEI O29  O6  O 0 1 N N N N N N -22.857 -40.936 -44.489 -6.612 1.709  -1.207 O29  JEI 27 
JEI O30  O7  O 0 1 N N N N N N -23.170 -38.745 -43.273 -7.428 1.216  1.130  O30  JEI 28 
JEI O31  O8  O 0 1 N N N N N N -22.193 -38.853 -45.557 -6.486 3.583  0.479  O31  JEI 29 
JEI O32  O9  O 0 1 N N N N N N -13.618 -41.997 -43.597 -1.540 -0.384 0.724  O32  JEI 30 
JEI P02  P1  P 0 1 N N N N N N -12.870 -43.050 -40.303 -1.225 -4.758 -0.107 P02  JEI 31 
JEI P28  P2  P 0 1 N N N N N N -22.319 -39.550 -44.228 -6.354 1.999  0.221  P28  JEI 32 
JEI H101 H1  H 0 0 N N N N N N -16.770 -39.035 -45.425 2.775  1.403  -2.250 H101 JEI 33 
JEI H222 H2  H 0 0 N N N N N N -16.890 -37.997 -42.772 1.622  3.187  -0.544 H222 JEI 34 
JEI H221 H3  H 0 0 N N N N N N -18.082 -38.905 -43.763 0.792  2.756  -2.074 H221 JEI 35 
JEI H241 H4  H 0 0 N N N N N N -17.274 -42.157 -43.383 -1.331 3.309  -0.693 H241 JEI 36 
JEI H242 H5  H 0 0 N N N N N N -18.030 -41.517 -41.884 -1.490 1.931  -1.809 H242 JEI 37 
JEI H262 H6  H 0 0 N N N N N N -20.626 -41.671 -43.384 -3.883 1.807  -1.314 H262 JEI 38 
JEI H261 H7  H 0 0 N N N N N N -19.922 -40.902 -41.922 -3.724 3.185  -0.198 H261 JEI 39 
JEI H051 H8  H 0 0 N N N N N N -13.353 -43.900 -42.540 -1.353 -2.878 1.405  H051 JEI 40 
JEI H052 H9  H 0 0 N N N N N N -14.357 -44.714 -41.293 -2.482 -2.701 0.040  H052 JEI 41 
JEI H061 H10 H 0 0 N N N N N N -15.959 -43.440 -42.438 0.556  -2.450 -0.118 H061 JEI 42 
JEI H062 H11 H 0 0 N N N N N N -15.516 -42.325 -41.101 -0.572 -2.272 -1.483 H062 JEI 43 
JEI H091 H12 H 0 0 N N N N N N -14.174 -38.912 -43.834 0.866  -0.028 -2.548 H091 JEI 44 
JEI H092 H13 H 0 0 N N N N N N -14.613 -39.958 -45.226 1.765  -0.910 -1.276 H092 JEI 45 
JEI H121 H14 H 0 0 N N N N N N -17.964 -36.594 -45.588 1.616  0.832  1.433  H121 JEI 46 
JEI H231 H15 H 0 0 N N N N N N -16.405 -40.030 -41.685 0.181  1.890  0.747  H231 JEI 47 
JEI H271 H16 H 0 0 N N N N N N -20.752 -38.900 -42.494 -4.609 0.366  0.570  H271 JEI 48 
JEI H272 H17 H 0 0 N N N N N N -19.959 -39.005 -44.103 -4.449 1.744  1.685  H272 JEI 49 
JEI H171 H18 H 0 0 N N N N N N -12.461 -33.821 -43.125 8.028  0.900  0.610  H171 JEI 50 
JEI H192 H19 H 0 0 N N N N N N -11.551 -37.320 -42.257 8.502  1.228  -1.656 H192 JEI 51 
JEI H191 H20 H 0 0 N N N N N N -10.983 -35.685 -42.171 7.254  1.402  -2.768 H191 JEI 52 
JEI H1   H21 H 0 1 N N N N N N -12.218 -41.119 -40.373 0.312  -5.174 1.396  H1   JEI 53 
JEI H2   H22 H 0 1 N N N N N N -12.079 -44.291 -38.885 -2.314 -6.596 0.373  H2   JEI 54 
JEI H3   H23 H 0 1 N N N N N N -23.915 -39.266 -42.996 -8.346 1.459  0.951  H3   JEI 55 
JEI H4   H24 H 0 1 N N N N N N -22.478 -39.437 -46.250 -6.330 3.847  1.396  H4   JEI 56 
# 
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 
JEI P02 O01  DOUB N N 1  
JEI O03 P02  SING N N 2  
JEI O04 P02  SING N N 3  
JEI C05 P02  SING N N 4  
JEI C06 C05  SING N N 5  
JEI C07 C06  SING N N 6  
JEI C09 N08  SING N N 7  
JEI C10 C09  SING N N 8  
JEI N13 C12  DOUB Y N 9  
JEI C12 N11  SING Y N 10 
JEI C14 N11  SING Y N 11 
JEI C15 C14  DOUB Y N 12 
JEI C16 C15  SING N N 13 
JEI C18 N17  SING N N 14 
JEI N19 C18  SING N N 15 
JEI N20 C18  DOUB N N 16 
JEI N17 C16  SING N N 17 
JEI O21 C16  DOUB N N 18 
JEI N11 C10  SING N N 19 
JEI C22 C10  SING N N 20 
JEI C23 C22  SING N N 21 
JEI C24 C23  SING N N 22 
JEI O25 C24  SING N N 23 
JEI C26 O25  SING N N 24 
JEI C27 C26  SING N N 25 
JEI P28 C27  SING N N 26 
JEI O29 P28  DOUB N N 27 
JEI O30 P28  SING N N 28 
JEI O31 P28  SING N N 29 
JEI N08 C07  SING N N 30 
JEI O32 C07  DOUB N N 31 
JEI N08 C23  SING N N 32 
JEI N13 C15  SING Y N 33 
JEI C14 N20  SING N N 34 
JEI C10 H101 SING N N 35 
JEI C22 H222 SING N N 36 
JEI C22 H221 SING N N 37 
JEI C24 H241 SING N N 38 
JEI C24 H242 SING N N 39 
JEI C26 H262 SING N N 40 
JEI C26 H261 SING N N 41 
JEI C05 H051 SING N N 42 
JEI C05 H052 SING N N 43 
JEI C06 H061 SING N N 44 
JEI C06 H062 SING N N 45 
JEI C09 H091 SING N N 46 
JEI C09 H092 SING N N 47 
JEI C12 H121 SING N N 48 
JEI C23 H231 SING N N 49 
JEI C27 H271 SING N N 50 
JEI C27 H272 SING N N 51 
JEI N17 H171 SING N N 52 
JEI N19 H192 SING N N 53 
JEI N19 H191 SING N N 54 
JEI O03 H1   SING N N 55 
JEI O04 H2   SING N N 56 
JEI O30 H3   SING N N 57 
JEI O31 H4   SING N N 58 
# 
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 
JEI SMILES           ACDLabs              12.01 "O=C(CCP(=O)(O)O)N1CC(CC1COCCP(=O)(O)O)n1cnc2c1N=C(N)NC2=O"                                                                                                                                   
JEI InChI            InChI                1.06  "InChI=1S/C15H24N6O9P2/c16-15-18-13-12(14(23)19-15)17-8-21(13)9-5-10(7-30-2-4-32(27,28)29)20(6-9)11(22)1-3-31(24,25)26/h8-10H,1-7H2,(H2,24,25,26)(H2,27,28,29)(H3,16,18,19,23)/t9-,10+/m1/s1" 
JEI InChIKey         InChI                1.06  APDUDHYPFAMPGN-ZJUUUORDSA-N                                                                                                                                                                   
JEI SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3C[C@@H](COCC[P](O)(O)=O)N(C3)C(=O)CC[P](O)(O)=O"                                                                                                                 
JEI SMILES           CACTVS               3.385 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](COCC[P](O)(O)=O)N(C3)C(=O)CC[P](O)(O)=O"                                                                                                                     
JEI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1nc2c(n1[C@@H]3C[C@H](N(C3)C(=O)CCP(=O)(O)O)COCCP(=O)(O)O)N=C(NC2=O)N"                                                                                                                      
JEI SMILES           "OpenEye OEToolkits" 2.0.7 "c1nc2c(n1C3CC(N(C3)C(=O)CCP(=O)(O)O)COCCP(=O)(O)O)N=C(NC2=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 
JEI "SYSTEMATIC NAME" ACDLabs              12.01 "(3-{(2S,4R)-4-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-[(2-phosphonoethoxy)methyl]pyrrolidin-1-yl}-3-oxopropyl)phosphonic acid"                  
JEI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[3-[(2~{S},4~{R})-4-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-2-(2-phosphonoethoxymethyl)pyrrolidin-1-yl]-3-oxidanylidene-propyl]phosphonic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
JEI "Create component" 2023-08-07 RCSB 
JEI "Initial release"  2024-05-08 RCSB 
# 
