data_9YP
# 
_chem_comp.id                                    9YP 
_chem_comp.name                                  "{[(2R)-2-[(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)methyl]-3-(2-phosphonoethoxy)propoxy]methyl}phosphonic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H21 N5 O9 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-06-27 
_chem_comp.pdbx_modified_date                    2024-03-02 
_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                        441.271 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9YP 
_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        5W8V 
_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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
9YP OAE O1  O 0 1 N N N N N N -1.448 28.053 81.689 6.372  -2.297 -1.409 OAE 9YP 1  
9YP PBA P1  P 0 1 N N N N N N -0.429 29.192 81.990 5.412  -2.134 -0.127 PBA 9YP 2  
9YP OAF O2  O 0 1 N N N N N N 0.903  28.915 81.229 5.213  -3.454 0.512  OAF 9YP 3  
9YP OAC O3  O 0 1 N N N N N N -0.160 29.250 83.461 6.092  -1.125 0.928  OAC 9YP 4  
9YP CAL C1  C 0 1 N N N N N N -1.125 30.792 81.459 3.800  -1.466 -0.655 CAL 9YP 5  
9YP CAK C2  C 0 1 N N N N N N -0.457 31.484 80.323 2.847  -1.428 0.540  CAK 9YP 6  
9YP OAS O4  O 0 1 N N N N N N -0.947 31.206 79.068 1.584  -0.904 0.126  OAS 9YP 7  
9YP CAM C3  C 0 1 N N N N N N -0.229 30.366 78.250 0.615  -0.825 1.174  CAM 9YP 8  
9YP CAY C4  C 0 1 N N R N N N -0.900 29.859 77.022 -0.691 -0.254 0.619  CAY 9YP 9  
9YP CAN C5  C 0 1 N N N N N N 0.007  30.025 75.851 -0.465 1.191  0.168  CAN 9YP 10 
9YP OAT O5  O 0 1 N N N N N N 0.984  30.999 75.891 0.451  1.209  -0.928 OAT 9YP 11 
9YP CAO C6  C 0 1 N N N N N N 1.837  31.096 74.812 0.733  2.518  -1.429 CAO 9YP 12 
9YP PBB P2  P 0 1 N N N N N N 2.493  32.724 74.299 1.848  3.383  -0.274 PBB 9YP 13 
9YP OAG O6  O 0 1 N N N N N N 3.176  33.444 75.496 2.165  4.857  -0.838 OAG 9YP 14 
9YP OAH O7  O 0 1 N N N N N N 3.531  32.501 73.163 1.198  3.490  1.051  OAH 9YP 15 
9YP OAD O8  O 0 1 N N N N N N 1.386  33.590 73.789 3.221  2.555  -0.133 OAD 9YP 16 
9YP CAP C7  C 0 1 N N N N N N -2.198 30.560 76.769 -1.765 -0.286 1.708  CAP 9YP 17 
9YP NAZ N1  N 0 1 Y N N N N N -2.959 30.062 75.661 -3.046 0.149  1.144  NAZ 9YP 18 
9YP CAW C8  C 0 1 Y N N N N N -3.812 28.973 75.700 -3.948 -0.638 0.483  CAW 9YP 19 
9YP NAJ N2  N 0 1 N N N N N N -4.199 28.104 76.696 -3.988 -1.934 0.151  NAJ 9YP 20 
9YP CAU C9  C 0 1 N N N N N N -5.071 27.120 76.444 -5.011 -2.436 -0.504 CAU 9YP 21 
9YP NAA N3  N 0 1 N N N N N N -5.456 26.233 77.496 -5.008 -3.771 -0.823 NAA 9YP 22 
9YP NAR N4  N 0 1 N N N N N N -5.587 26.953 75.211 -6.076 -1.670 -0.875 NAR 9YP 23 
9YP CAV C10 C 0 1 N N N N N N -5.257 27.761 74.182 -6.106 -0.352 -0.574 CAV 9YP 24 
9YP OAB O9  O 0 1 N N N N N N -5.802 27.563 72.935 -7.053 0.342  -0.901 OAB 9YP 25 
9YP CAX C11 C 0 1 Y N N N N N -4.331 28.819 74.430 -5.011 0.201  0.130  CAX 9YP 26 
9YP NAQ N5  N 0 1 Y N N N N N -3.771 29.819 73.653 -4.711 1.442  0.585  NAQ 9YP 27 
9YP CAI C12 C 0 1 Y N N N N N -2.941 30.558 74.412 -3.559 1.413  1.188  CAI 9YP 28 
9YP H1  H1  H 0 1 N N N N N N -1.052 27.420 81.102 7.248  -2.649 -1.202 H1  9YP 29 
9YP H2  H2  H 0 1 N N N N N N 0.765  29.106 83.620 6.252  -0.238 0.576  H2  9YP 30 
9YP H3  H3  H 0 1 N N N N N N -1.092 31.470 82.324 3.935  -0.457 -1.045 H3  9YP 31 
9YP H4  H4  H 0 1 N N N N N N -2.172 30.617 81.170 3.381  -2.103 -1.434 H4  9YP 32 
9YP H5  H5  H 0 1 N N N N N N 0.606  31.203 80.338 2.712  -2.437 0.930  H5  9YP 33 
9YP H6  H6  H 0 1 N N N N N N -0.552 32.567 80.488 3.266  -0.791 1.319  H6  9YP 34 
9YP H7  H7  H 0 1 N N N N N N 0.062  29.492 78.851 0.434  -1.822 1.576  H7  9YP 35 
9YP H8  H8  H 0 1 N N N N N N 0.673  30.909 77.932 0.988  -0.176 1.966  H8  9YP 36 
9YP H9  H9  H 0 1 N N N N N N -1.105 28.786 77.154 -1.018 -0.853 -0.231 H9  9YP 37 
9YP H10 H10 H 0 1 N N N N N N -0.629 30.242 74.980 -1.414 1.627  -0.145 H10 9YP 38 
9YP H11 H11 H 0 1 N N N N N N 0.518  29.063 75.701 -0.054 1.769  0.995  H11 9YP 39 
9YP H12 H12 H 0 1 N N N N N N 1.299  30.685 73.945 1.211  2.439  -2.405 H12 9YP 40 
9YP H13 H13 H 0 1 N N N N N N 2.707  30.462 75.038 -0.197 3.078  -1.524 H13 9YP 41 
9YP H14 H14 H 0 1 N N N N N N 4.090  33.602 75.291 2.754  5.376  -0.273 H14 9YP 42 
9YP H15 H15 H 0 1 N N N N N N 1.554  33.818 72.882 3.702  2.445  -0.965 H15 9YP 43 
9YP H16 H16 H 0 1 N N N N N N -1.980 31.622 76.581 -1.863 -1.301 2.092  H16 9YP 44 
9YP H17 H17 H 0 1 N N N N N N -2.816 30.467 77.674 -1.480 0.384  2.520  H17 9YP 45 
9YP H18 H18 H 0 1 N N N N N N -5.075 26.350 78.413 -4.258 -4.329 -0.565 H18 9YP 46 
9YP H19 H19 H 0 1 N N N N N N -6.107 25.496 77.315 -5.756 -4.156 -1.306 H19 9YP 47 
9YP H20 H20 H 0 1 N N N N N N -6.234 26.207 75.053 -6.815 -2.072 -1.357 H20 9YP 48 
9YP H21 H21 H 0 1 N N N N N N -2.360 31.404 74.075 -3.076 2.264  1.646  H21 9YP 49 
# 
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 
9YP OAB CAV DOUB N N 1  
9YP OAH PBB DOUB N N 2  
9YP NAQ CAI DOUB Y N 3  
9YP NAQ CAX SING Y N 4  
9YP OAD PBB SING N N 5  
9YP CAV CAX SING N N 6  
9YP CAV NAR SING N N 7  
9YP PBB CAO SING N N 8  
9YP PBB OAG SING N N 9  
9YP CAI NAZ SING Y N 10 
9YP CAX CAW DOUB Y N 11 
9YP CAO OAT SING N N 12 
9YP NAR CAU SING N N 13 
9YP NAZ CAW SING Y N 14 
9YP NAZ CAP SING N N 15 
9YP CAW NAJ SING N N 16 
9YP CAN OAT SING N N 17 
9YP CAN CAY SING N N 18 
9YP CAU NAJ DOUB N N 19 
9YP CAU NAA SING N N 20 
9YP CAP CAY SING N N 21 
9YP CAY CAM SING N N 22 
9YP CAM OAS SING N N 23 
9YP OAS CAK SING N N 24 
9YP CAK CAL SING N N 25 
9YP OAF PBA DOUB N N 26 
9YP CAL PBA SING N N 27 
9YP OAE PBA SING N N 28 
9YP PBA OAC SING N N 29 
9YP OAE H1  SING N N 30 
9YP OAC H2  SING N N 31 
9YP CAL H3  SING N N 32 
9YP CAL H4  SING N N 33 
9YP CAK H5  SING N N 34 
9YP CAK H6  SING N N 35 
9YP CAM H7  SING N N 36 
9YP CAM H8  SING N N 37 
9YP CAY H9  SING N N 38 
9YP CAN H10 SING N N 39 
9YP CAN H11 SING N N 40 
9YP CAO H12 SING N N 41 
9YP CAO H13 SING N N 42 
9YP OAG H14 SING N N 43 
9YP OAD H15 SING N N 44 
9YP CAP H16 SING N N 45 
9YP CAP H17 SING N N 46 
9YP NAA H18 SING N N 47 
9YP NAA H19 SING N N 48 
9YP NAR H20 SING N N 49 
9YP CAI H21 SING N N 50 
# 
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 
9YP SMILES           ACDLabs              12.01 "O=P(O)(O)CCOCC(COCP(=O)(O)O)Cn1cnc2c1N=C(N)NC2=O"                                                                                                                           
9YP InChI            InChI                1.06  "InChI=1S/C12H21N5O9P2/c13-12-15-10-9(11(18)16-12)14-6-17(10)3-8(5-26-7-28(22,23)24)4-25-1-2-27(19,20)21/h6,8H,1-5,7H2,(H2,19,20,21)(H2,22,23,24)(H3,13,15,16,18)/t8-/m1/s1" 
9YP InChIKey         InChI                1.06  VTOAZXSSULBZBZ-MRVPVSSYSA-N                                                                                                                                                  
9YP SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2n(C[C@H](COCC[P](O)(O)=O)COC[P](O)(O)=O)cnc2C(=O)N1"                                                                                                                 
9YP SMILES           CACTVS               3.385 "NC1=Nc2n(C[CH](COCC[P](O)(O)=O)COC[P](O)(O)=O)cnc2C(=O)N1"                                                                                                                  
9YP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1nc2c(n1C[C@H](COCCP(=O)(O)O)COCP(=O)(O)O)N=C(NC2=O)N"                                                                                                                     
9YP SMILES           "OpenEye OEToolkits" 2.0.7 "c1nc2c(n1CC(COCCP(=O)(O)O)COCP(=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 
9YP "SYSTEMATIC NAME" ACDLabs              12.01 "{[(2R)-2-[(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)methyl]-3-(2-phosphonoethoxy)propoxy]methyl}phosphonic acid"    
9YP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(2~{R})-2-[(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)methyl]-3-(2-phosphonoethoxy)propoxy]methylphosphonic 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 
9YP "Create component" 2017-06-27 RCSB 
9YP "Initial release"  2017-08-30 RCSB 
9YP "Modify atom id"   2024-03-02 RCSB 
# 
