data_37P
# 
_chem_comp.id                                    37P 
_chem_comp.name                                  "5'-O-{[5-(7-hydroxy-3-oxo-3H-phenoxazin-2-yl)pentanoyl]sulfamoyl}adenosine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H27 N7 O10 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-07-01 
_chem_comp.pdbx_modified_date                    2014-10-17 
_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                        641.609 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     37P 
_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        4TVW 
_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 
37P O2S   O1  O 0 1 N N N 65.623 -55.114 51.113 -4.172 4.892  -0.973 O2S   37P 1  
37P S     S1  S 0 1 N N N 66.156 -55.339 52.412 -4.249 4.171  0.249  S     37P 2  
37P O1S   O2  O 0 1 N N N 67.418 -55.980 52.510 -4.942 4.651  1.393  O1S   37P 3  
37P "O5'" O3  O 0 1 N N N 65.160 -56.203 53.183 -4.861 2.819  -0.088 "O5'" 37P 4  
37P "C5'" C1  C 0 1 N N N 65.596 -57.404 53.814 -5.192 2.029  1.056  "C5'" 37P 5  
37P "C4'" C2  C 0 1 N N R 64.546 -57.983 54.731 -5.797 0.700  0.600  "C4'" 37P 6  
37P "C3'" C3  C 0 1 N N S 63.099 -57.894 54.230 -6.264 -0.111 1.828  "C3'" 37P 7  
37P "O3'" O4  O 0 1 N N N 62.691 -59.150 53.703 -7.677 -0.001 2.003  "O3'" 37P 8  
37P "C2'" C4  C 0 1 N N R 62.334 -57.641 55.516 -5.866 -1.561 1.436  "C2'" 37P 9  
37P "O2'" O5  O 0 1 N N N 62.109 -58.808 56.279 -6.869 -2.165 0.616  "O2'" 37P 10 
37P "C1'" C5  C 0 1 N N S 63.299 -56.694 56.211 -4.568 -1.302 0.631  "C1'" 37P 11 
37P N9A   N1  N 0 1 Y N N 62.960 -56.409 57.630 -4.326 -2.398 -0.310 N9A   37P 12 
37P C4A   C6  C 0 1 Y N N 63.728 -55.715 58.465 -3.695 -3.584 -0.031 C4A   37P 13 
37P N3A   N2  N 0 1 Y N N 64.942 -55.135 58.370 -3.137 -4.118 1.051  N3A   37P 14 
37P C2A   C7  C 0 1 Y N N 65.484 -54.498 59.419 -2.594 -5.316 1.004  C2A   37P 15 
37P N1A   N3  N 0 1 Y N N 64.885 -54.384 60.617 -2.571 -6.041 -0.099 N1A   37P 16 
37P C6A   C8  C 0 1 Y N N 63.670 -54.917 60.852 -3.104 -5.590 -1.230 C6A   37P 17 
37P N6A   N4  N 0 1 N N N 63.094 -54.781 62.068 -3.076 -6.358 -2.381 N6A   37P 18 
37P C5A   C9  C 0 1 Y N N 63.005 -55.637 59.740 -3.697 -4.316 -1.230 C5A   37P 19 
37P N7A   N5  N 0 1 Y N N 61.845 -56.287 59.550 -4.318 -3.554 -2.162 N7A   37P 20 
37P C8A   C10 C 0 1 Y N N 61.826 -56.740 58.272 -4.692 -2.430 -1.623 C8A   37P 21 
37P "O4'" O6  O 0 1 N N N 64.570 -57.265 55.997 -4.805 -0.077 -0.080 "O4'" 37P 22 
37P N45   N6  N 0 1 N N N 66.267 -53.881 53.159 -2.688 3.896  0.729  N45   37P 23 
37P C44   C11 C 0 1 N N N 66.691 -53.807 54.418 -1.791 3.402  -0.147 C44   37P 24 
37P O46   O7  O 0 1 N N N 66.530 -54.713 55.218 -2.126 3.159  -1.286 O46   37P 25 
37P C43   C12 C 0 1 N N N 67.396 -52.536 54.839 -0.370 3.152  0.290  C43   37P 26 
37P C42   C13 C 0 1 N N N 66.394 -51.398 55.008 0.435  2.595  -0.886 C42   37P 27 
37P C16   C14 C 0 1 N N N 66.885 -50.332 55.984 1.877  2.341  -0.442 C16   37P 28 
37P C15   C15 C 0 1 N N N 65.782 -49.930 56.959 2.681  1.784  -1.618 C15   37P 29 
37P C13   C16 C 0 1 N N N 65.923 -48.473 57.341 4.102  1.534  -1.181 C13   37P 30 
37P C12   C17 C 0 1 N N N 64.869 -47.812 58.158 5.038  2.594  -1.214 C12   37P 31 
37P O16   O8  O 0 1 N N N 63.865 -48.457 58.535 4.677  3.698  -1.596 O16   37P 32 
37P C17   C18 C 0 1 N N N 64.999 -46.473 58.506 6.370  2.410  -0.817 C17   37P 33 
37P C8    C19 C 0 1 N N N 66.111 -45.748 58.093 6.795  1.188  -0.386 C8    37P 34 
37P C9    C20 C 0 1 N N N 67.169 -46.405 57.276 5.844  0.068  -0.342 C9    37P 35 
37P C14   C21 C 0 1 N N N 67.035 -47.746 56.929 4.462  0.301  -0.759 C14   37P 36 
37P O7    O9  O 0 1 N N N 66.238 -44.429 58.437 8.072  0.985  0.002  O7    37P 37 
37P C6    C22 C 0 1 Y N N 67.339 -43.728 58.023 8.446  -0.244 0.421  C6    37P 38 
37P C11   C23 C 0 1 Y N N 68.383 -44.400 57.208 7.511  -1.308 0.455  C11   37P 39 
37P N10   N7  N 0 1 N N N 68.251 -45.701 56.872 6.245  -1.119 0.074  N10   37P 40 
37P C1    C24 C 0 1 Y N N 67.497 -42.388 58.354 9.753  -0.470 0.822  C1    37P 41 
37P C2    C25 C 0 1 Y N N 68.623 -41.693 57.923 10.137 -1.730 1.253  C2    37P 42 
37P O15   O10 O 0 1 N N N 68.774 -40.379 58.250 11.417 -1.946 1.645  O15   37P 43 
37P C3    C26 C 0 1 Y N N 69.599 -42.326 57.158 9.214  -2.780 1.286  C3    37P 44 
37P C4    C27 C 0 1 Y N N 69.488 -43.666 56.800 7.927  -2.583 0.897  C4    37P 45 
37P H1    H1  H 0 1 N N N 65.835 -58.145 53.037 -4.291 1.838  1.639  H1    37P 46 
37P H2    H2  H 0 1 N N N 66.499 -57.186 54.403 -5.915 2.566  1.671  H2    37P 47 
37P H3    H3  H 0 1 N N N 64.784 -59.042 54.910 -6.641 0.886  -0.064 H3    37P 48 
37P H4    H4  H 0 1 N N N 62.974 -57.066 53.516 -5.734 0.206  2.727  H4    37P 49 
37P H5    H5  H 0 1 N N N 61.795 -59.088 53.395 -8.019 -0.494 2.762  H5    37P 50 
37P H6    H6  H 0 1 N N N 61.392 -57.118 55.294 -5.667 -2.166 2.320  H6    37P 51 
37P H7    H7  H 0 1 N N N 61.628 -58.584 57.067 -7.731 -2.248 1.045  H7    37P 52 
37P H8    H8  H 0 1 N N N 63.255 -55.739 55.667 -3.720 -1.191 1.307  H8    37P 53 
37P H9    H9  H 0 1 N N N 66.459 -54.050 59.294 -2.149 -5.721 1.901  H9    37P 54 
37P H10   H10 H 0 1 N N N 63.702 -54.262 62.669 -2.663 -7.236 -2.369 H10   37P 55 
37P H11   H11 H 0 1 N N N 62.225 -54.296 61.973 -3.468 -6.018 -3.201 H11   37P 56 
37P H12   H12 H 0 1 N N N 61.010 -57.292 57.830 -5.214 -1.638 -2.140 H12   37P 57 
37P H13   H13 H 0 1 N N N 66.016 -53.047 52.667 -2.420 4.090  1.641  H13   37P 58 
37P H14   H14 H 0 1 N N N 67.912 -52.708 55.795 0.077  4.088  0.626  H14   37P 59 
37P H15   H15 H 0 1 N N N 68.132 -52.259 54.070 -0.363 2.432  1.109  H15   37P 60 
37P H16   H16 H 0 1 N N N 66.224 -50.928 54.028 -0.013 1.659  -1.221 H16   37P 61 
37P H17   H17 H 0 1 N N N 65.448 -51.813 55.385 0.428  3.315  -1.704 H17   37P 62 
37P H18   H18 H 0 1 N N N 67.739 -50.731 56.552 2.324  3.277  -0.107 H18   37P 63 
37P H19   H19 H 0 1 N N N 67.204 -49.445 55.417 1.884  1.621  0.376  H19   37P 64 
37P H20   H20 H 0 1 N N N 64.803 -50.087 56.484 2.234  0.849  -1.954 H20   37P 65 
37P H21   H21 H 0 1 N N N 65.854 -50.551 57.864 2.674  2.504  -2.437 H21   37P 66 
37P H22   H22 H 0 1 N N N 64.234 -45.994 59.099 7.061  3.239  -0.852 H22   37P 67 
37P H24   H24 H 0 1 N N N 67.800 -48.225 56.336 3.740  -0.503 -0.738 H24   37P 68 
37P H26   H26 H 0 1 N N N 66.746 -41.886 58.946 10.472 0.336  0.799  H26   37P 69 
37P H27   H27 H 0 1 N N N 68.032 -40.094 58.770 11.571 -1.792 2.587  H27   37P 70 
37P H28   H28 H 0 1 N N N 70.463 -41.764 56.835 9.526  -3.757 1.624  H28   37P 71 
37P H29   H29 H 0 1 N N N 70.260 -44.134 56.206 7.222  -3.401 0.927  H29   37P 72 
# 
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 
37P O2S   S     DOUB N N 1  
37P S     O1S   DOUB N N 2  
37P S     N45   SING N N 3  
37P S     "O5'" SING N N 4  
37P N45   C44   SING N N 5  
37P "O5'" "C5'" SING N N 6  
37P "O3'" "C3'" SING N N 7  
37P "C5'" "C4'" SING N N 8  
37P "C3'" "C4'" SING N N 9  
37P "C3'" "C2'" SING N N 10 
37P C44   C43   SING N N 11 
37P C44   O46   DOUB N N 12 
37P "C4'" "O4'" SING N N 13 
37P C43   C42   SING N N 14 
37P C42   C16   SING N N 15 
37P "C2'" "C1'" SING N N 16 
37P "C2'" "O2'" SING N N 17 
37P C16   C15   SING N N 18 
37P "O4'" "C1'" SING N N 19 
37P "C1'" N9A   SING N N 20 
37P C4    C3    DOUB Y N 21 
37P C4    C11   SING Y N 22 
37P N10   C11   SING N N 23 
37P N10   C9    DOUB N N 24 
37P C14   C9    SING N N 25 
37P C14   C13   DOUB N N 26 
37P C15   C13   SING N N 27 
37P C3    C2    SING Y N 28 
37P C11   C6    DOUB Y N 29 
37P C9    C8    SING N N 30 
37P C13   C12   SING N N 31 
37P N9A   C8A   SING Y N 32 
37P N9A   C4A   SING Y N 33 
37P C2    O15   SING N N 34 
37P C2    C1    DOUB Y N 35 
37P C6    C1    SING Y N 36 
37P C6    O7    SING N N 37 
37P C8    O7    SING N N 38 
37P C8    C17   DOUB N N 39 
37P C12   C17   SING N N 40 
37P C12   O16   DOUB N N 41 
37P C8A   N7A   DOUB Y N 42 
37P N3A   C4A   SING Y N 43 
37P N3A   C2A   DOUB Y N 44 
37P C4A   C5A   DOUB Y N 45 
37P C2A   N1A   SING Y N 46 
37P N7A   C5A   SING Y N 47 
37P C5A   C6A   SING Y N 48 
37P N1A   C6A   DOUB Y N 49 
37P C6A   N6A   SING N N 50 
37P "C5'" H1    SING N N 51 
37P "C5'" H2    SING N N 52 
37P "C4'" H3    SING N N 53 
37P "C3'" H4    SING N N 54 
37P "O3'" H5    SING N N 55 
37P "C2'" H6    SING N N 56 
37P "O2'" H7    SING N N 57 
37P "C1'" H8    SING N N 58 
37P C2A   H9    SING N N 59 
37P N6A   H10   SING N N 60 
37P N6A   H11   SING N N 61 
37P C8A   H12   SING N N 62 
37P N45   H13   SING N N 63 
37P C43   H14   SING N N 64 
37P C43   H15   SING N N 65 
37P C42   H16   SING N N 66 
37P C42   H17   SING N N 67 
37P C16   H18   SING N N 68 
37P C16   H19   SING N N 69 
37P C15   H20   SING N N 70 
37P C15   H21   SING N N 71 
37P C17   H22   SING N N 72 
37P C14   H24   SING N N 73 
37P C1    H26   SING N N 74 
37P O15   H27   SING N N 75 
37P C3    H28   SING N N 76 
37P C4    H29   SING N N 77 
# 
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 
37P SMILES           ACDLabs              12.01 "O=C1C=C5Oc6cc(O)ccc6N=C5C=C1CCCCC(=O)NS(=O)(=O)OCC4OC(n3cnc2c(ncnc23)N)C(O)C4O" 
37P InChI            InChI                1.03  
"InChI=1S/C27H27N7O10S/c28-25-22-26(30-11-29-25)34(12-31-22)27-24(39)23(38)20(44-27)10-42-45(40,41)33-21(37)4-2-1-3-13-7-16-19(9-17(13)36)43-18-8-14(35)5-6-15(18)32-16/h5-9,11-12,20,23-24,27,35,38-39H,1-4,10H2,(H,33,37)(H2,28,29,30)/t20-,23-,24-,27+/m1/s1" 
37P InChIKey         InChI                1.03  INHRVYHMUNZSSB-PKDYZCKRSA-N 
37P SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(cnc12)[C@H]3O[C@H](CO[S](=O)(=O)NC(=O)CCCCC4=CC5=Nc6ccc(O)cc6OC5=CC4=O)[C@@H](O)[C@H]3O" 
37P SMILES           CACTVS               3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[S](=O)(=O)NC(=O)CCCCC4=CC5=Nc6ccc(O)cc6OC5=CC4=O)[CH](O)[CH]3O" 
37P SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1O)OC3=CC(=O)C(=CC3=N2)CCCCC(=O)NS(=O)(=O)OC[C@@H]4[C@H]([C@H]([C@H](O4)n5cnc6c5ncnc6N)O)O" 
37P SMILES           "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1O)OC3=CC(=O)C(=CC3=N2)CCCCC(=O)NS(=O)(=O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)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 
37P "SYSTEMATIC NAME" ACDLabs              12.01 "5'-O-{[5-(7-hydroxy-3-oxo-3H-phenoxazin-2-yl)pentanoyl]sulfamoyl}adenosine"                                                                    
37P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R,3S,4R,5S)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl N-[5-(7-oxidanyl-3-oxidanylidene-phenoxazin-2-yl)pentanoyl]sulfamate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
37P "Create component"  2014-07-01 RCSB 
37P "Modify descriptor" 2014-09-05 RCSB 
37P "Initial release"   2014-10-22 RCSB 
# 
