data_6FM
# 
_chem_comp.id                                    6FM 
_chem_comp.name                                  
;2'-deoxy-4'-ethynyl-2-fluoroadenosine 5'-(dihydrogen phosphate)
;
_chem_comp.type                                  "DNA linking" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H13 F N5 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-03-30 
_chem_comp.pdbx_modified_date                    2016-07-29 
_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                        373.234 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6FM 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5J2N 
_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 
6FM C4    C1  C 0 1 Y N N 42.940 6.454 -27.970 3.018  -0.150 0.066  C4    6FM 1  
6FM N3    N1  N 0 1 Y N N 41.808 6.145 -27.385 3.822  0.886  0.286  N3    6FM 2  
6FM C2    C2  C 0 1 Y N N 40.694 6.033 -28.105 5.128  0.718  0.366  C2    6FM 3  
6FM F32   F1  F 0 1 N N N 39.523 5.710 -27.484 5.910  1.796  0.590  F32   6FM 4  
6FM N1    N2  N 0 1 Y N N 40.707 6.232 -29.431 5.699  -0.468 0.235  N1    6FM 5  
6FM C6    C3  C 0 1 Y N N 41.826 6.548 -30.078 4.974  -1.560 0.014  C6    6FM 6  
6FM N6    N3  N 0 1 N N N 41.828 6.762 -31.515 5.581  -2.796 -0.121 N6    6FM 7  
6FM C5    C4  C 0 1 Y N N 42.982 6.666 -29.343 3.578  -1.429 -0.086 C5    6FM 8  
6FM N7    N4  N 0 1 Y N N 44.360 6.978 -29.613 2.554  -2.291 -0.300 N7    6FM 9  
6FM C8    C5  C 0 1 Y N N 44.969 6.917 -28.402 1.430  -1.636 -0.300 C8    6FM 10 
6FM N9    N5  N 0 1 Y N N 44.087 6.626 -27.607 1.663  -0.312 -0.067 N9    6FM 11 
6FM "C1'" C6  C 0 1 N N R 44.405 6.484 -26.236 0.651  0.745  0.010  "C1'" 6FM 12 
6FM "C2'" C7  C 0 1 N N N 44.635 5.036 -25.918 0.480  1.438  -1.366 "C2'" 6FM 13 
6FM "C3'" C8  C 0 1 N N S 46.073 4.915 -25.762 -0.959 1.999  -1.270 "C3'" 6FM 14 
6FM "O3'" O1  O 0 1 N N N 46.388 3.915 -24.743 -0.935 3.378  -0.897 "O3'" 6FM 15 
6FM "C4'" C9  C 0 1 N N R 46.574 6.257 -25.368 -1.621 1.153  -0.166 "C4'" 6FM 16 
6FM C33   C10 C 0 1 N N N 46.618 6.382 -23.862 -2.006 2.016  0.963  C33   6FM 17 
6FM C34   C11 C 0 1 N N N 46.655 6.483 -22.680 -2.312 2.704  1.864  C34   6FM 18 
6FM "O4'" O2  O 0 1 N N N 45.652 7.250 -25.914 -0.653 0.183  0.268  "O4'" 6FM 19 
6FM "C5'" C12 C 0 1 N N N 47.970 6.477 -25.949 -2.858 0.445  -0.723 "C5'" 6FM 20 
6FM "O5'" O3  O 0 1 N N N 48.600 7.526 -25.274 -3.530 -0.243 0.334  "O5'" 6FM 21 
6FM PA    P1  P 0 1 N N N 49.633 8.487 -26.127 -4.876 -1.098 0.107  PA    6FM 22 
6FM OP3   O4  O 0 1 N N N 51.041 8.697 -25.298 -5.279 -1.837 1.479  OP3   6FM 23 
6FM OP2   O5  O 0 1 N N N 49.876 7.954 -27.465 -6.068 -0.113 -0.343 OP2   6FM 24 
6FM H1    H1  H 0 1 N N N 40.903 6.634 -31.873 6.545  -2.873 -0.054 H1    6FM 25 
6FM H2    H2  H 0 1 N N N 42.136 7.693 -31.713 5.041  -3.586 -0.283 H2    6FM 26 
6FM H3    H3  H 0 1 N N N 46.013 7.089 -28.186 0.456  -2.077 -0.448 H3    6FM 27 
6FM H4    H4  H 0 1 N N N 43.581 6.862 -25.613 0.917  1.473  0.776  H4    6FM 28 
6FM H5    H5  H 0 1 N N N 44.119 4.757 -24.987 1.204  2.243  -1.489 H5    6FM 29 
6FM H6    H6  H 0 1 N N N 44.279 4.397 -26.740 0.563  0.715  -2.178 H6    6FM 30 
6FM H7    H7  H 0 1 N N N 46.528 4.623 -26.720 -1.484 1.868  -2.217 H7    6FM 31 
6FM H8    H8  H 0 1 N N N 47.331 3.844 -24.649 -0.477 3.949  -1.530 H8    6FM 32 
6FM H9    H9  H 0 1 N N N 46.688 6.573 -21.624 -2.586 3.320  2.669  H9    6FM 33 
6FM H10   H10 H 0 1 N N N 48.564 5.558 -25.833 -3.530 1.181  -1.163 H10   6FM 34 
6FM H11   H11 H 0 1 N N N 47.887 6.727 -27.017 -2.553 -0.271 -1.486 H11   6FM 35 
6FM HOP3  H12 H 0 0 N N N 50.852 9.044 -24.434 -6.083 -2.371 1.417  H12   6FM 36 
6FM HOP2  H13 H 0 0 N N N 49.048 7.844 -27.918 -6.273 0.576  0.303  H13   6FM 37 
6FM OP1   O6  O 0 1 N Y N ?      ?     ?       -4.646 -2.109 -0.949 OP1   6FM 38 
# 
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 
6FM N6    C6    SING N N 1  
6FM C6    N1    DOUB Y N 2  
6FM C6    C5    SING Y N 3  
6FM N7    C5    SING Y N 4  
6FM N7    C8    DOUB Y N 5  
6FM N1    C2    SING Y N 6  
6FM C5    C4    DOUB Y N 7  
6FM C8    N9    SING Y N 8  
6FM C2    F32   SING N N 9  
6FM C2    N3    DOUB Y N 10 
6FM C4    N9    SING Y N 11 
6FM C4    N3    SING Y N 12 
6FM N9    "C1'" SING N N 13 
6FM OP2   PA    SING N N 14 
6FM "C1'" "C2'" SING N N 15 
6FM "C1'" "O4'" SING N N 16 
6FM PA    OP3   SING N N 17 
6FM PA    "O5'" SING N N 18 
6FM "C5'" "C4'" SING N N 19 
6FM "C5'" "O5'" SING N N 20 
6FM "C2'" "C3'" SING N N 21 
6FM "O4'" "C4'" SING N N 22 
6FM "C3'" "C4'" SING N N 23 
6FM "C3'" "O3'" SING N N 24 
6FM "C4'" C33   SING N N 25 
6FM C33   C34   TRIP N N 26 
6FM N6    H1    SING N N 27 
6FM N6    H2    SING N N 28 
6FM C8    H3    SING N N 29 
6FM "C1'" H4    SING N N 30 
6FM "C2'" H5    SING N N 31 
6FM "C2'" H6    SING N N 32 
6FM "C3'" H7    SING N N 33 
6FM "O3'" H8    SING N N 34 
6FM C34   H9    SING N N 35 
6FM "C5'" H10   SING N N 36 
6FM "C5'" H11   SING N N 37 
6FM OP3   HOP3  SING N N 38 
6FM OP2   HOP2  SING N N 39 
6FM PA    OP1   DOUB N N 40 
# 
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 
6FM SMILES           ACDLabs              12.01 "c21n(cnc1c(nc(n2)F)N)C3CC(C(C#C)(O3)COP(O)(=O)O)O"                                                                                                             
6FM InChI            InChI                1.03  "InChI=1S/C12H13FN5O6P/c1-2-12(4-23-25(20,21)22)6(19)3-7(24-12)18-5-15-8-9(14)16-11(13)17-10(8)18/h1,5-7,19H,3-4H2,(H2,14,16,17)(H2,20,21,22)/t6-,7+,12+/m0/s1" 
6FM InChIKey         InChI                1.03  MAIQRKKYFLNZMS-QRPMWFLTSA-N                                                                                                                                     
6FM SMILES_CANONICAL CACTVS               3.385 "Nc1nc(F)nc2n(cnc12)[C@H]3C[C@H](O)[C@@](CO[P](O)(O)=O)(O3)C#C"                                                                                                 
6FM SMILES           CACTVS               3.385 "Nc1nc(F)nc2n(cnc12)[CH]3C[CH](O)[C](CO[P](O)(O)=O)(O3)C#C"                                                                                                     
6FM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C#C[C@]1([C@H](C[C@@H](O1)n2cnc3c2nc(nc3N)F)O)COP(=O)(O)O"                                                                                                     
6FM SMILES           "OpenEye OEToolkits" 2.0.4 "C#CC1(C(CC(O1)n2cnc3c2nc(nc3N)F)O)COP(=O)(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 
6FM "SYSTEMATIC NAME" ACDLabs              12.01 
;2'-deoxy-4'-ethynyl-2-fluoroadenosine 5'-(dihydrogen phosphate)
;
6FM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(2~{R},3~{S},5~{R})-5-(6-azanyl-2-fluoranyl-purin-9-yl)-2-ethynyl-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
6FM "Create component" 2016-03-30 RCSB 
6FM "Initial release"  2016-08-03 RCSB 
# 
