data_GWU
# 
_chem_comp.id                                    GWU 
_chem_comp.name                                  "5'-{(3-aminopropyl)[2-(benzylcarbamamido)ethyl]amino}-5'-deoxyadenosine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H33 N9 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-05-01 
_chem_comp.pdbx_modified_date                    2024-04-19 
_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                        499.566 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GWU 
_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        8SIG 
_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 
GWU N1  N1  N 0 1 Y N N N N N 8.395 18.410 -27.628 6.948   -3.316 0.887  N1  GWU 1  
GWU C7  C1  C 0 1 N N N N N N 3.599 24.378 -26.268 0.535   2.067  -1.301 C7  GWU 2  
GWU C8  C2  C 0 1 N N N N N N 3.063 25.993 -24.750 0.236   3.948  0.194  C8  GWU 3  
GWU N2  N2  N 0 1 Y N N N N N 6.871 19.923 -28.707 6.265   -1.288 0.014  N2  GWU 4  
GWU C9  C3  C 0 1 N N N N N N 2.123 27.084 -24.398 -0.119  4.292  1.642  C9  GWU 5  
GWU O1  O1  O 0 1 N N N N N N 3.011 29.480 -29.466 -3.238  -1.434 0.313  O1  GWU 6  
GWU C1  C4  C 0 1 Y N N N N N 7.956 19.150 -28.647 7.208   -2.158 0.307  C1  GWU 7  
GWU C5  C5  C 0 1 N N R N N N 4.465 21.673 -28.022 3.637   0.446  -0.478 C5  GWU 8  
GWU C6  C6  C 0 1 N N R N N N 3.911 23.905 -27.647 2.048   2.019  -1.081 C6  GWU 9  
GWU N3  N3  N 0 1 Y N N N N N 5.615 19.417 -25.406 3.321   -2.776 1.087  N3  GWU 10 
GWU C4  C7  C 0 1 Y N N N N N 4.776 20.273 -25.940 2.816   -1.669 0.626  C4  GWU 11 
GWU C3  C8  C 0 1 Y N N N N N 6.522 19.172 -26.423 4.664   -2.765 0.913  C3  GWU 12 
GWU O3  O2  O 0 1 N N N N N N 2.428 20.870 -28.924 4.834   0.334  -2.618 O3  GWU 13 
GWU C2  C9  C 0 1 Y N N N N N 6.199 19.901 -27.555 4.992   -1.547 0.296  C2  GWU 14 
GWU N4  N4  N 0 1 Y N N N N N 5.075 20.617 -27.231 3.807   -0.877 0.127  N4  GWU 15 
GWU C13 C10 C 0 1 N N N N N N 4.147 29.009 -29.531 -3.944  -0.473 0.074  C13 GWU 16 
GWU N8  N5  N 0 1 N N N N N N 5.165 29.664 -30.127 -5.278  -0.628 -0.040 N8  GWU 17 
GWU C14 C11 C 0 1 N N N N N N 4.947 30.914 -30.832 -5.878  -1.954 0.123  C14 GWU 18 
GWU C15 C12 C 0 1 Y N N N N N 4.886 32.141 -29.966 -7.371  -1.855 -0.051 C15 GWU 19 
GWU C20 C13 C 0 1 Y N N N N N 4.285 33.303 -30.432 -8.180  -1.603 1.041  C20 GWU 20 
GWU C19 C14 C 0 1 Y N N N N N 4.280 34.450 -29.665 -9.550  -1.513 0.881  C19 GWU 21 
GWU C18 C15 C 0 1 Y N N N N N 4.892 34.469 -28.442 -10.111 -1.673 -0.372 C18 GWU 22 
GWU C17 C16 C 0 1 Y N N N N N 5.478 33.318 -27.960 -9.302  -1.925 -1.465 C17 GWU 23 
GWU C16 C17 C 0 1 Y N N N N N 5.457 32.159 -28.708 -7.932  -2.011 -1.305 C16 GWU 24 
GWU N7  N6  N 0 1 N N N N N N 4.481 27.850 -28.936 -3.392  0.748  -0.077 N7  GWU 25 
GWU C12 C18 C 0 1 N N N N N N 3.504 27.056 -28.202 -1.942  0.916  0.047  C12 GWU 26 
GWU C11 C19 C 0 1 N N N N N N 4.040 26.662 -26.863 -1.580  2.387  -0.166 C11 GWU 27 
GWU N5  N7  N 0 1 N N N N N N 3.150 25.715 -26.178 -0.122  2.550  -0.079 N5  GWU 28 
GWU C10 C20 C 0 1 N N N N N N 2.299 27.381 -22.930 0.377   5.703  1.967  C10 GWU 29 
GWU N6  N8  N 0 1 N N N N N N 1.962 28.688 -22.601 0.036   6.033  3.357  N6  GWU 30 
GWU O   O3  O 0 1 N N N N N N 4.914 22.887 -27.482 2.368   1.020  -0.098 O   GWU 31 
GWU C21 C21 C 0 1 N N S N N N 2.703 23.224 -28.288 2.756   1.617  -2.390 C21 GWU 32 
GWU O2  O4  O 0 1 N N N N N N 2.614 23.489 -29.684 3.655   2.645  -2.809 O2  GWU 33 
GWU C22 C22 C 0 1 N N R N N N 2.947 21.742 -27.965 3.536   0.332  -2.020 C22 GWU 34 
GWU C   C23 C 0 1 Y N N N N N 7.680 18.383 -26.487 5.706   -3.662 1.207  C   GWU 35 
GWU N   N9  N 0 1 N N N N N N 8.066 17.555 -25.511 5.444   -4.878 1.814  N   GWU 36 
GWU H1  H1  H 0 1 N N N N N N 2.815 23.727 -25.854 0.309   2.743  -2.127 H1  GWU 37 
GWU H2  H2  H 0 1 N N N N N N 4.512 24.284 -25.661 0.170   1.068  -1.539 H2  GWU 38 
GWU H3  H3  H 0 1 N N N N N N 2.733 25.076 -24.240 -0.316  4.603  -0.481 H3  GWU 39 
GWU H4  H4  H 0 1 N N N N N N 4.065 26.272 -24.392 1.306   4.086  0.039  H4  GWU 40 
GWU H5  H5  H 0 1 N N N N N N 2.350 27.981 -24.992 -1.200  4.248  1.771  H5  GWU 41 
GWU H6  H6  H 0 1 N N N N N N 1.089 26.766 -24.595 0.356   3.576  2.312  H6  GWU 42 
GWU H7  H7  H 0 1 N N N N N N 8.559 19.119 -29.542 8.232   -1.916 0.065  H7  GWU 43 
GWU H8  H8  H 0 1 N N N N N N 4.778 21.579 -29.072 4.457   1.107  -0.195 H8  GWU 44 
GWU H9  H9  H 0 1 N N N N N N 4.267 24.733 -28.278 2.406   2.994  -0.749 H9  GWU 45 
GWU H10 H10 H 0 1 N N N N N N 3.925 20.671 -25.408 1.766   -1.414 0.637  H10 GWU 46 
GWU H11 H11 H 0 1 N N N N N N 2.610 19.973 -28.669 4.823   0.264  -3.583 H11 GWU 47 
GWU H12 H12 H 0 1 N N N N N N 6.088 29.281 -30.082 -5.841  0.139  -0.231 H12 GWU 48 
GWU H13 H13 H 0 1 N N N N N N 5.769 31.046 -31.550 -5.468  -2.633 -0.625 H13 GWU 49 
GWU H14 H14 H 0 1 N N N N N N 3.994 30.835 -31.376 -5.653  -2.334 1.120  H14 GWU 50 
GWU H15 H15 H 0 1 N N N N N N 3.817 33.309 -31.405 -7.741  -1.478 2.020  H15 GWU 51 
GWU H16 H16 H 0 1 N N N N N N 3.789 35.339 -30.033 -10.181 -1.316 1.735  H16 GWU 52 
GWU H17 H17 H 0 1 N N N N N N 4.916 35.378 -27.859 -11.182 -1.603 -0.497 H17 GWU 53 
GWU H18 H18 H 0 1 N N N N N N 5.956 33.324 -26.992 -9.741  -2.051 -2.444 H18 GWU 54 
GWU H19 H19 H 0 1 N N N N N N 5.892 31.256 -28.306 -7.300  -2.204 -2.159 H19 GWU 55 
GWU H20 H20 H 0 1 N N N N N N 5.424 27.525 -28.999 -3.955  1.514  -0.268 H20 GWU 56 
GWU H21 H21 H 0 1 N N N N N N 2.588 27.649 -28.064 -1.624  0.605  1.042  H21 GWU 57 
GWU H22 H22 H 0 1 N N N N N N 3.270 26.149 -28.778 -1.440  0.306  -0.703 H22 GWU 58 
GWU H23 H23 H 0 1 N N N N N N 5.025 26.191 -26.998 -1.923  2.707  -1.150 H23 GWU 59 
GWU H24 H24 H 0 1 N N N N N N 4.146 27.564 -26.242 -2.059  2.995  0.601  H24 GWU 60 
GWU H26 H26 H 0 1 N N N N N N 1.658 26.697 -22.354 1.458   5.747  1.838  H26 GWU 61 
GWU H27 H27 H 0 1 N N N N N N 3.352 27.211 -22.661 -0.099  6.419  1.297  H27 GWU 62 
GWU H28 H28 H 0 1 N N N N N N 2.096 28.831 -21.620 0.353   6.960  3.597  H28 GWU 63 
GWU H29 H29 H 0 1 N N N N N N 2.543 29.321 -23.113 -0.955  5.936  3.519  H29 GWU 64 
GWU H31 H31 H 0 1 N N N N N N 1.789 23.556 -27.774 2.024   1.408  -3.170 H31 GWU 65 
GWU H32 H32 H 0 1 N N N N N N 2.463 24.417 -29.822 4.170   2.421  -3.596 H32 GWU 66 
GWU H33 H33 H 0 1 N N N N N N 2.590 21.510 -26.951 2.978   -0.559 -2.309 H33 GWU 67 
GWU H34 H34 H 0 1 N N N N N N 8.880 17.052 -25.802 6.171   -5.488 2.012  H34 GWU 68 
GWU H35 H35 H 0 1 N N N N N N 8.277 18.084 -24.689 4.532   -5.119 2.043  H35 GWU 69 
# 
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 
GWU C14 N8  SING N N 1  
GWU C14 C15 SING N N 2  
GWU C20 C15 DOUB Y N 3  
GWU C20 C19 SING Y N 4  
GWU N8  C13 SING N N 5  
GWU C15 C16 SING Y N 6  
GWU O2  C21 SING N N 7  
GWU C19 C18 DOUB Y N 8  
GWU C13 O1  DOUB N N 9  
GWU C13 N7  SING N N 10 
GWU N7  C12 SING N N 11 
GWU O3  C22 SING N N 12 
GWU C16 C17 DOUB Y N 13 
GWU N2  C1  DOUB Y N 14 
GWU N2  C2  SING Y N 15 
GWU C1  N1  SING Y N 16 
GWU C18 C17 SING Y N 17 
GWU C21 C22 SING N N 18 
GWU C21 C6  SING N N 19 
GWU C12 C11 SING N N 20 
GWU C5  C22 SING N N 21 
GWU C5  O   SING N N 22 
GWU C5  N4  SING N N 23 
GWU C6  O   SING N N 24 
GWU C6  C7  SING N N 25 
GWU N1  C   DOUB Y N 26 
GWU C2  N4  SING Y N 27 
GWU C2  C3  DOUB Y N 28 
GWU N4  C4  SING Y N 29 
GWU C11 N5  SING N N 30 
GWU C   C3  SING Y N 31 
GWU C   N   SING N N 32 
GWU C3  N3  SING Y N 33 
GWU C7  N5  SING N N 34 
GWU N5  C8  SING N N 35 
GWU C4  N3  DOUB Y N 36 
GWU C8  C9  SING N N 37 
GWU C9  C10 SING N N 38 
GWU C10 N6  SING N N 39 
GWU C7  H1  SING N N 40 
GWU C7  H2  SING N N 41 
GWU C8  H3  SING N N 42 
GWU C8  H4  SING N N 43 
GWU C9  H5  SING N N 44 
GWU C9  H6  SING N N 45 
GWU C1  H7  SING N N 46 
GWU C5  H8  SING N N 47 
GWU C6  H9  SING N N 48 
GWU C4  H10 SING N N 49 
GWU O3  H11 SING N N 50 
GWU N8  H12 SING N N 51 
GWU C14 H13 SING N N 52 
GWU C14 H14 SING N N 53 
GWU C20 H15 SING N N 54 
GWU C19 H16 SING N N 55 
GWU C18 H17 SING N N 56 
GWU C17 H18 SING N N 57 
GWU C16 H19 SING N N 58 
GWU N7  H20 SING N N 59 
GWU C12 H21 SING N N 60 
GWU C12 H22 SING N N 61 
GWU C11 H23 SING N N 62 
GWU C11 H24 SING N N 63 
GWU C10 H26 SING N N 64 
GWU C10 H27 SING N N 65 
GWU N6  H28 SING N N 66 
GWU N6  H29 SING N N 67 
GWU C21 H31 SING N N 68 
GWU O2  H32 SING N N 69 
GWU C22 H33 SING N N 70 
GWU N   H34 SING N N 71 
GWU N   H35 SING N N 72 
# 
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 
GWU SMILES           ACDLabs              12.01 "NCCCN(CCNC(=O)NCc1ccccc1)CC1OC(n2cnc3c(N)ncnc32)C(O)C1O"                                                                                                                                                                             
GWU InChI            InChI                1.06  "InChI=1S/C23H33N9O4/c24-7-4-9-31(10-8-26-23(35)27-11-15-5-2-1-3-6-15)12-16-18(33)19(34)22(36-16)32-14-30-17-20(25)28-13-29-21(17)32/h1-3,5-6,13-14,16,18-19,22,33-34H,4,7-12,24H2,(H2,25,28,29)(H2,26,27,35)/t16-,18-,19-,22-/m1/s1" 
GWU InChIKey         InChI                1.06  XDYSZBVLXUKRDP-WGQQHEPDSA-N                                                                                                                                                                                                           
GWU SMILES_CANONICAL CACTVS               3.385 "NCCCN(CCNC(=O)NCc1ccccc1)C[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34"                                                                                                                                                            
GWU SMILES           CACTVS               3.385 "NCCCN(CCNC(=O)NCc1ccccc1)C[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34"                                                                                                                                                                 
GWU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CNC(=O)NCCN(CCCN)C[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O"                                                                                                                                                         
GWU SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CNC(=O)NCCN(CCCN)CC2C(C(C(O2)n3cnc4c3ncnc4N)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 
GWU "SYSTEMATIC NAME" ACDLabs              12.01 "5'-{(3-aminopropyl)[2-(benzylcarbamamido)ethyl]amino}-5'-deoxyadenosine"                                                                      
GWU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-[2-[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl-(3-azanylpropyl)amino]ethyl]-3-(phenylmethyl)urea" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GWU "Create component" 2023-05-01 RCSB 
GWU "Initial release"  2024-04-24 RCSB 
# 
