data_3GO
# 
_chem_comp.id                                    3GO 
_chem_comp.name                                  4-[[(2R,3S,4R,5R)-5-[6-amino-8-(quinolin-6-ylmethylamino)purin-9-yl]-3,4-dihydroxy-oxolan-2-yl]methoxymethyl]benzonitrile 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H26 N8 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "5'-O-(4-cyanobenzyl)-8-[(quinolin-6-ylmethyl)amino]adenosine" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-01-28 
_chem_comp.pdbx_modified_date                    2009-03-13 
_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                        538.557 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3GO 
_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        3FZM 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
3GO C28  C28  C 0 1 Y N N 20.632 -3.107 3.835  -4.636 -1.730 1.244  C28  3GO 1  
3GO C35  C35  C 0 1 Y N N 21.444 -3.851 4.687  -5.399 -2.817 0.787  C35  3GO 2  
3GO C40  C40  C 0 1 Y N N 20.879 -4.659 5.667  -5.241 -4.104 1.334  C40  3GO 3  
3GO C39  C39  C 0 1 Y N N 21.708 -5.394 6.499  -6.017 -5.114 0.841  C39  3GO 4  
3GO C38  C38  C 0 1 Y N N 23.094 -5.302 6.342  -6.934 -4.853 -0.175 C38  3GO 5  
3GO N37  N37  N 0 1 Y N N 23.624 -4.515 5.388  -7.078 -3.653 -0.683 N37  3GO 6  
3GO C36  C36  C 0 1 Y N N 22.829 -3.792 4.558  -6.350 -2.621 -0.245 C36  3GO 7  
3GO C27  C27  C 0 1 Y N N 23.399 -2.985 3.579  -6.509 -1.336 -0.792 C27  3GO 8  
3GO C26  C26  C 0 1 Y N N 22.581 -2.238 2.724  -5.752 -0.305 -0.326 C26  3GO 9  
3GO C25  C25  C 0 1 Y N N 21.201 -2.304 2.850  -4.819 -0.500 0.689  C25  3GO 10 
3GO C24  C24  C 0 1 N N N 20.304 -1.480 1.912  -4.000 0.666  1.180  C24  3GO 11 
3GO N23  N23  N 0 1 N N N 18.940 -2.078 1.855  -2.767 0.762  0.394  N23  3GO 12 
3GO C6   C6   C 0 1 Y N N 18.609 -2.906 0.855  -1.852 1.760  0.663  C6   3GO 13 
3GO N7   N7   N 0 1 Y N N 19.427 -3.313 -0.128 -1.984 2.671  1.595  N7   3GO 14 
3GO C8   C8   C 0 1 Y N N 18.740 -4.120 -0.927 -0.902 3.490  1.581  C8   3GO 15 
3GO C4   C4   C 0 1 Y N N 19.084 -4.821 -2.065 -0.504 4.609  2.329  C4   3GO 16 
3GO N10  N10  N 0 1 N N N 20.326 -4.745 -2.560 -1.304 5.101  3.348  N10  3GO 17 
3GO N1   N1   N 0 1 Y N N 18.132 -5.593 -2.690 0.657  5.187  2.037  N1   3GO 18 
3GO C2   C2   C 0 1 Y N N 16.848 -5.656 -2.165 1.425  4.725  1.068  C2   3GO 19 
3GO N3   N3   N 0 1 Y N N 16.535 -4.975 -1.061 1.092  3.678  0.341  N3   3GO 20 
3GO C9   C9   C 0 1 Y N N 17.459 -4.214 -0.431 -0.050 3.037  0.561  C9   3GO 21 
3GO N5   N5   N 0 1 Y N N 17.397 -3.477 0.661  -0.669 1.943  0.002  N5   3GO 22 
3GO C11  C11  C 0 1 N N R 16.198 -3.295 1.504  -0.158 1.126  -1.101 C11  3GO 23 
3GO O12  O12  O 0 1 N N N 15.935 -1.897 1.644  1.248  0.852  -0.914 O12  3GO 24 
3GO C31  C31  C 0 1 N N R 16.486 -3.750 2.910  -0.234 1.908  -2.431 C31  3GO 25 
3GO O34  O34  O 0 1 N N N 16.328 -5.181 3.012  -1.397 1.530  -3.169 O34  3GO 26 
3GO C32  C32  C 0 1 N N S 15.417 -3.053 3.711  1.047  1.490  -3.187 C32  3GO 27 
3GO O33  O33  O 0 1 N N N 14.241 -3.855 3.747  0.714  0.840  -4.415 O33  3GO 28 
3GO C13  C13  C 0 1 N N R 15.135 -1.764 2.905  1.746  0.504  -2.224 C13  3GO 29 
3GO C14  C14  C 0 1 N N N 15.662 -0.580 3.670  3.264  0.687  -2.284 C14  3GO 30 
3GO O15  O15  O 0 1 N N N 17.094 -0.627 3.644  3.892  -0.262 -1.419 O15  3GO 31 
3GO C16  C16  C 0 1 N N N 17.600 0.295  4.494  5.318  -0.176 -1.401 C16  3GO 32 
3GO C17  C17  C 0 1 Y N N 18.901 0.015  5.234  5.872  -1.217 -0.462 C17  3GO 33 
3GO C18  C18  C 0 1 Y N N 20.011 0.822  5.017  6.184  -2.478 -0.939 C18  3GO 34 
3GO C19  C19  C 0 1 Y N N 21.195 0.565  5.689  6.691  -3.435 -0.085 C19  3GO 35 
3GO C20  C20  C 0 1 Y N N 21.267 -0.499 6.594  6.890  -3.129 1.263  C20  3GO 36 
3GO C29  C29  C 0 1 N N N 22.487 -0.762 7.300  7.416  -4.118 2.155  C29  3GO 37 
3GO N30  N30  N 0 1 N N N 23.451 -0.973 7.866  7.834  -4.903 2.862  N30  3GO 38 
3GO C21  C21  C 0 1 Y N N 20.154 -1.301 6.813  6.573  -1.855 1.737  C21  3GO 39 
3GO C22  C22  C 0 1 Y N N 18.972 -1.045 6.129  6.071  -0.906 0.872  C22  3GO 40 
3GO H28  H28  H 0 1 N N N 19.558 -3.153 3.938  -3.912 -1.868 2.033  H28  3GO 41 
3GO H40  H40  H 0 1 N N N 19.806 -4.713 5.779  -4.525 -4.289 2.122  H40  3GO 42 
3GO H39  H39  H 0 1 N N N 21.287 -6.032 7.262  -5.921 -6.113 1.239  H39  3GO 43 
3GO H38  H38  H 0 1 N N N 23.745 -5.868 6.992  -7.542 -5.661 -0.555 H38  3GO 44 
3GO H27  H27  H 0 1 N N N 24.473 -2.935 3.479  -7.228 -1.168 -1.580 H27  3GO 45 
3GO H26  H26  H 0 1 N N N 23.024 -1.610 1.966  -5.878 0.680  -0.751 H26  3GO 46 
3GO H24  H24  H 0 1 N N N 20.233 -0.449 2.289  -4.574 1.586  1.068  H24  3GO 47 
3GO H24A H24A H 0 0 N N N 20.741 -1.480 0.902  -3.750 0.518  2.230  H24A 3GO 48 
3GO HN23 HN23 H 0 0 N N N 18.834 -2.606 2.698  -2.593 0.123  -0.315 HN23 3GO 49 
3GO HN10 HN10 H 0 0 N N N 20.287 -4.726 -3.559 -2.149 4.671  3.552  HN10 3GO 50 
3GO HN1A HN1A H 0 0 N N N 20.766 -3.911 -2.228 -1.019 5.875  3.858  HN1A 3GO 51 
3GO H2   H2   H 0 1 N N N 16.098 -6.260 -2.653 2.361  5.223  0.864  H2   3GO 52 
3GO H11  H11  H 0 1 N N N 15.372 -3.852 1.039  -0.719 0.194  -1.175 H11  3GO 53 
3GO H31  H31  H 0 1 N N N 17.508 -3.521 3.245  -0.235 2.982  -2.243 H31  3GO 54 
3GO HO34 HO34 H 0 0 N N N 16.293 -5.559 2.141  -1.495 1.991  -4.014 HO34 3GO 55 
3GO H32  H32  H 0 1 N N N 15.719 -2.859 4.751  1.681  2.357  -3.374 H32  3GO 56 
3GO HO33 HO33 H 0 0 N N N 14.006 -4.034 4.650  0.221  1.396  -5.033 HO33 3GO 57 
3GO H13  H13  H 0 1 N N N 14.060 -1.627 2.715  1.477  -0.523 -2.472 H13  3GO 58 
3GO H14  H14  H 0 1 N N N 15.310 0.352  3.204  3.609  0.532  -3.306 H14  3GO 59 
3GO H14A H14A H 0 0 N N N 15.302 -0.611 4.709  3.521  1.696  -1.963 H14A 3GO 60 
3GO H16  H16  H 0 1 N N N 17.779 1.198  3.893  5.706  -0.349 -2.405 H16  3GO 61 
3GO H16A H16A H 0 0 N N N 16.850 0.347  5.297  5.618  0.815  -1.061 H16A 3GO 62 
3GO H18  H18  H 0 1 N N N 19.951 1.649  4.325  6.030  -2.713 -1.981 H18  3GO 63 
3GO H19  H19  H 0 1 N N N 22.061 1.186  5.514  6.934  -4.419 -0.458 H19  3GO 64 
3GO H21  H21  H 0 1 N N N 20.207 -2.121 7.513  6.724  -1.612 2.779  H21  3GO 65 
3GO H22  H22  H 0 1 N N N 18.107 -1.671 6.293  5.829  0.082  1.236  H22  3GO 66 
# 
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 
3GO C28 C35  DOUB Y N 1  
3GO C28 C25  SING Y N 2  
3GO C35 C40  SING N N 3  
3GO C35 C36  SING Y N 4  
3GO C40 C39  DOUB Y N 5  
3GO C39 C38  SING Y N 6  
3GO C38 N37  DOUB N N 7  
3GO N37 C36  SING Y N 8  
3GO C36 C27  DOUB N N 9  
3GO C27 C26  SING Y N 10 
3GO C26 C25  DOUB N N 11 
3GO C25 C24  SING Y N 12 
3GO C24 N23  SING Y N 13 
3GO N23 C6   SING Y N 14 
3GO C6  N7   DOUB N N 15 
3GO C6  N5   SING Y N 16 
3GO N7  C8   SING N N 17 
3GO C8  C4   DOUB N N 18 
3GO C8  C9   SING N N 19 
3GO C4  N10  SING N N 20 
3GO C4  N1   SING N N 21 
3GO N1  C2   DOUB N N 22 
3GO C2  N3   SING N N 23 
3GO N3  C9   DOUB Y N 24 
3GO C9  N5   SING Y N 25 
3GO N5  C11  SING Y N 26 
3GO C11 O12  SING Y N 27 
3GO C11 C31  SING Y N 28 
3GO O12 C13  SING N N 29 
3GO C31 O34  SING Y N 30 
3GO C31 C32  SING N N 31 
3GO C32 O33  SING N N 32 
3GO C32 C13  SING Y N 33 
3GO C13 C14  SING Y N 34 
3GO C14 O15  SING N N 35 
3GO O15 C16  SING Y N 36 
3GO C16 C17  SING Y N 37 
3GO C17 C18  DOUB N N 38 
3GO C17 C22  SING N N 39 
3GO C18 C19  SING N N 40 
3GO C19 C20  DOUB N N 41 
3GO C20 C29  SING N N 42 
3GO C20 C21  SING N N 43 
3GO C29 N30  TRIP N N 44 
3GO C21 C22  DOUB N N 45 
3GO C28 H28  SING N N 46 
3GO C40 H40  SING N N 47 
3GO C39 H39  SING N N 48 
3GO C38 H38  SING N N 49 
3GO C27 H27  SING N N 50 
3GO C26 H26  SING N N 51 
3GO C24 H24  SING N N 52 
3GO C24 H24A SING N N 53 
3GO N23 HN23 SING N N 54 
3GO N10 HN10 SING N N 55 
3GO N10 HN1A SING N N 56 
3GO C2  H2   SING N N 57 
3GO C11 H11  SING N N 58 
3GO C31 H31  SING N N 59 
3GO O34 HO34 SING Y N 60 
3GO C32 H32  SING Y N 61 
3GO O33 HO33 SING Y N 62 
3GO C13 H13  SING N N 63 
3GO C14 H14  SING Y N 64 
3GO C14 H14A SING N N 65 
3GO C16 H16  SING N N 66 
3GO C16 H16A SING Y N 67 
3GO C18 H18  SING N N 68 
3GO C19 H19  SING Y N 69 
3GO C21 H21  SING N N 70 
3GO C22 H22  SING N N 71 
# 
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 
3GO SMILES           ACDLabs              10.04 N#Cc1ccc(cc1)COCC6OC(n3c(nc2c(ncnc23)N)NCc5cc4cccnc4cc5)C(O)C6O 
3GO InChI            InChI                1.02b 
InChI=1/C28H26N8O4/c29-11-16-3-5-17(6-4-16)13-39-14-21-23(37)24(38)27(40-21)36-26-22(25(30)33-15-34-26)35-28(36)32-12-18-7-8-20-19(10-18)2-1-9-31-20/h1-10,15,21,23-24,27,37-38H,12-14H2,(H,32,35)(H2,30,33,34)/t21-,23-,24-,27-/m1/s1/f/h32H,30H2 
3GO InChIKey         InChI                1.02b DKJUQSPQYGQPBH-DLBCVFIGDL 
3GO SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n([C@@H]3O[C@H](COCc4ccc(cc4)C#N)[C@@H](O)[C@H]3O)c(NCc5ccc6ncccc6c5)nc12 
3GO SMILES           CACTVS               3.341 Nc1ncnc2n([CH]3O[CH](COCc4ccc(cc4)C#N)[CH](O)[CH]3O)c(NCc5ccc6ncccc6c5)nc12 
3GO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2cc(ccc2nc1)CNc3nc4c(ncnc4n3[C@H]5[C@@H]([C@@H]([C@H](O5)COCc6ccc(cc6)C#N)O)O)N 
3GO SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2cc(ccc2nc1)CNc3nc4c(ncnc4n3C5C(C(C(O5)COCc6ccc(cc6)C#N)O)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 
3GO "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-(4-cyanobenzyl)-8-[(quinolin-6-ylmethyl)amino]adenosine"                                                            
3GO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[[(2R,3S,4R,5R)-5-[6-amino-8-(quinolin-6-ylmethylamino)purin-9-yl]-3,4-dihydroxy-oxolan-2-yl]methoxymethyl]benzonitrile 
# 
