data_AHX
# 
_chem_comp.id                                    AHX 
_chem_comp.name                                  "SERYL-HYDROXAMATE-ADENOSINE MONOPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H20 N7 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        449.313 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AHX 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1SES 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
AHX N10    N10  N 0 1 N N N 52.255 11.523 62.964 2.629  0.054  -7.749 N10    AHX 1  
AHX CA     CA   C 0 1 N N S 52.865 12.783 62.641 1.314  0.308  -7.146 CA     AHX 2  
AHX CB     CB   C 0 1 N N N 54.348 12.659 62.755 0.215  -0.146 -8.109 CB     AHX 3  
AHX OG     OG   O 0 1 N N N 54.704 11.505 61.979 0.326  0.579  -9.335 OG     AHX 4  
AHX C9     C9   C 0 1 N N N 52.444 12.862 61.205 1.198  -0.456 -5.853 C9     AHX 5  
AHX O9     O9   O 0 1 N N N 52.196 11.821 60.578 1.791  -1.504 -5.713 O9     AHX 6  
AHX N8     N8   N 0 1 N N N 52.281 14.054 60.697 0.435  0.025  -4.852 N8     AHX 7  
AHX PA     PA   P 0 1 N N S 52.974 14.634 58.408 -0.649 0.157  -2.679 PA     AHX 8  
AHX O1A    O1A  O 0 1 N N N 52.221 15.236 57.292 -0.065 1.497  -2.446 O1A    AHX 9  
AHX O2A    O2A  O 0 1 N N N 53.915 15.482 59.188 -2.089 0.314  -3.382 O2A    AHX 10 
AHX O3A    O3A  O 0 1 N N N 51.881 14.072 59.380 0.325  -0.693 -3.637 O3A    AHX 11 
AHX "O5'"  O5*  O 0 1 N N N 53.843 13.384 57.897 -0.819 -0.605 -1.272 "O5'"  AHX 12 
AHX "C5'"  C5*  C 0 1 N N N 55.060 13.006 58.563 -1.690 0.194  -0.470 "C5'"  AHX 13 
AHX "C4'"  C4*  C 0 1 N N R 56.152 12.464 57.657 -1.895 -0.478 0.888  "C4'"  AHX 14 
AHX "O4'"  O4*  O 0 1 N N N 55.773 11.328 56.851 -0.637 -0.584 1.575  "O4'"  AHX 15 
AHX "C3'"  C3*  C 0 1 N N S 56.664 13.557 56.746 -2.827 0.381  1.763  "C3'"  AHX 16 
AHX "O3'"  O3*  O 0 1 N N N 57.630 14.388 57.418 -4.001 -0.349 2.123  "O3'"  AHX 17 
AHX "C2'"  C2*  C 0 1 N N R 57.288 12.752 55.641 -1.977 0.697  3.022  "C2'"  AHX 18 
AHX "O2'"  O2*  O 0 1 N N N 58.501 12.209 56.094 -2.770 0.608  4.207  "O2'"  AHX 19 
AHX "C1'"  C1*  C 0 1 N N R 56.313 11.597 55.547 -0.911 -0.427 2.984  "C1'"  AHX 20 
AHX N9     N9   N 0 1 Y N N 55.241 11.891 54.598 0.297  -0.020 3.703  N9     AHX 21 
AHX C8     C8   C 0 1 Y N N 53.989 12.446 54.819 1.337  0.697  3.191  C8     AHX 22 
AHX N7     N7   N 0 1 Y N N 53.216 12.395 53.758 2.244  0.880  4.107  N7     AHX 23 
AHX C5     C5   C 0 1 Y N N 53.996 11.763 52.778 1.845  0.292  5.261  C5     AHX 24 
AHX C6     C6   C 0 1 Y N N 53.721 11.351 51.465 2.396  0.166  6.547  C6     AHX 25 
AHX N6     N6   N 0 1 N N N 52.549 11.548 50.872 3.628  0.722  6.847  N6     AHX 26 
AHX N1     N1   N 0 1 Y N N 54.693 10.713 50.820 1.707  -0.498 7.468  N1     AHX 27 
AHX C2     C2   C 0 1 Y N N 55.838 10.436 51.438 0.532  -1.031 7.191  C2     AHX 28 
AHX N3     N3   N 0 1 Y N N 56.181 10.634 52.697 -0.022 -0.938 6.001  N3     AHX 29 
AHX C4     C4   C 0 1 Y N N 55.213 11.388 53.302 0.589  -0.287 5.017  C4     AHX 30 
AHX HN11   1HN1 H 0 0 N N N 51.241 11.607 62.886 2.624  0.498  -8.655 HN11   AHX 31 
AHX HN12   2HN1 H 0 0 N N N 52.544 11.177 63.879 2.685  -0.939 -7.914 HN12   AHX 32 
AHX HA     HA   H 0 1 N N N 52.587 13.657 63.274 1.206  1.375  -6.949 HA     AHX 33 
AHX HB1    1HB  H 0 1 N N N 54.897 13.583 62.458 0.324  -1.212 -8.306 HB1    AHX 34 
AHX HB2    2HB  H 0 1 N N N 54.712 12.618 63.807 -0.760 0.042  -7.661 HB2    AHX 35 
AHX HOG    HOG  H 0 1 N N N 55.647 11.426 62.051 -0.382 0.262  -9.911 HOG    AHX 36 
AHX HN8    HN8  H 0 1 N N N 52.448 14.882 61.267 -0.039 0.863  -4.964 HN8    AHX 37 
AHX HOA2   2HOA H 0 0 N N N 54.400 15.094 59.906 -2.433 -0.579 -3.515 HOA2   AHX 38 
AHX "H5'1" 1H5* H 0 0 N N N 55.449 13.860 59.164 -1.247 1.180  -0.325 "H5'1" AHX 39 
AHX "H5'2" 2H5* H 0 0 N N N 54.840 12.277 59.377 -2.652 0.299  -0.972 "H5'2" AHX 40 
AHX "H4'"  H4*  H 0 1 N N N 56.944 12.103 58.352 -2.326 -1.469 0.749  "H4'"  AHX 41 
AHX "H3'"  H3*  H 0 1 N N N 55.881 14.270 56.396 -3.096 1.301  1.244  "H3'"  AHX 42 
AHX "HO3'" *HO3 H 0 0 N N N 57.951 15.074 56.845 -4.513 0.217  2.716  "HO3'" AHX 43 
AHX "H2'"  H2*  H 0 1 N N N 57.471 13.329 54.704 -1.510 1.678  2.941  "H2'"  AHX 44 
AHX "HO2'" *HO2 H 0 0 N N N 58.895 11.700 55.395 -3.411 1.332  4.170  "HO2'" AHX 45 
AHX "H1'"  H1*  H 0 1 N N N 56.853 10.695 55.175 -1.313 -1.350 3.401  "H1'"  AHX 46 
AHX H8     H8   H 0 1 N N N 53.636 12.892 55.763 1.399  1.060  2.176  H8     AHX 47 
AHX HN61   1HN6 H 0 0 N N N 52.349 11.248 49.917 3.998  0.627  7.739  HN61   AHX 48 
AHX HN62   2HN6 H 0 0 N N N 52.344 12.545 50.926 4.121  1.205  6.166  HN62   AHX 49 
AHX H2     H2   H 0 1 N N N 56.620 9.972  50.813 0.006  -1.564 7.969  H2     AHX 50 
# 
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 
AHX N10   CA     SING N N 1  
AHX N10   HN11   SING N N 2  
AHX N10   HN12   SING N N 3  
AHX CA    CB     SING N N 4  
AHX CA    C9     SING N N 5  
AHX CA    HA     SING N N 6  
AHX CB    OG     SING N N 7  
AHX CB    HB1    SING N N 8  
AHX CB    HB2    SING N N 9  
AHX OG    HOG    SING N N 10 
AHX C9    O9     DOUB N N 11 
AHX C9    N8     SING N N 12 
AHX N8    O3A    SING N N 13 
AHX N8    HN8    SING N N 14 
AHX PA    O1A    DOUB N N 15 
AHX PA    O2A    SING N N 16 
AHX PA    O3A    SING N N 17 
AHX PA    "O5'"  SING N N 18 
AHX O2A   HOA2   SING N N 19 
AHX "O5'" "C5'"  SING N N 20 
AHX "C5'" "C4'"  SING N N 21 
AHX "C5'" "H5'1" SING N N 22 
AHX "C5'" "H5'2" SING N N 23 
AHX "C4'" "O4'"  SING N N 24 
AHX "C4'" "C3'"  SING N N 25 
AHX "C4'" "H4'"  SING N N 26 
AHX "O4'" "C1'"  SING N N 27 
AHX "C3'" "O3'"  SING N N 28 
AHX "C3'" "C2'"  SING N N 29 
AHX "C3'" "H3'"  SING N N 30 
AHX "O3'" "HO3'" SING N N 31 
AHX "C2'" "O2'"  SING N N 32 
AHX "C2'" "C1'"  SING N N 33 
AHX "C2'" "H2'"  SING N N 34 
AHX "O2'" "HO2'" SING N N 35 
AHX "C1'" N9     SING N N 36 
AHX "C1'" "H1'"  SING N N 37 
AHX N9    C8     SING Y N 38 
AHX N9    C4     SING Y N 39 
AHX C8    N7     DOUB Y N 40 
AHX C8    H8     SING N N 41 
AHX N7    C5     SING Y N 42 
AHX C5    C6     SING Y N 43 
AHX C5    C4     DOUB Y N 44 
AHX C6    N6     SING N N 45 
AHX C6    N1     DOUB Y N 46 
AHX N6    HN61   SING N N 47 
AHX N6    HN62   SING N N 48 
AHX N1    C2     SING Y N 49 
AHX C2    N3     DOUB Y N 50 
AHX C2    H2     SING N N 51 
AHX N3    C4     SING Y N 52 
# 
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 
AHX SMILES           ACDLabs              10.04 O=P(O)(ONC(=O)C(N)CO)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O 
AHX InChI            InChI                1.02b 
InChI=1/C13H20N7O9P/c14-5(1-21)12(24)19-29-30(25,26)27-2-6-8(22)9(23)13(28-6)20-4-18-7-10(15)16-3-17-11(7)20/h3-6,8-9,13,21-23H,1-2,14H2,(H,19,24)(H,25,26)(H2,15,16,17)/t5-,6+,8+,9+,13+/m0/s1/f/h19,25H,15H2 
AHX InChIKey         InChI                1.02b WBBUFKBXWUDMQG-KQXTWNEGDF 
AHX SMILES_CANONICAL CACTVS               3.341 N[C@@H](CO)C(=O)NO[P@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23 
AHX SMILES           CACTVS               3.341 N[CH](CO)C(=O)NO[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23 
AHX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)ONC(=O)[C@H](CO)N)O)O)N 
AHX SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)ONC(=O)C(CO)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 
AHX "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-{(S)-hydroxy[(L-serylamino)oxy]phosphoryl}adenosine"                                                                           
AHX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2S)-2-amino-3-hydroxy-propanoyl]amino] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl hydrogen phosphate" 
# 
