data_HCE
#

_chem_comp.id                                   HCE
_chem_comp.name                                 "{(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-hydroxypyrrolidin-3-yl}-L-methionine"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C16 H24 N6 O3 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        homocysteine-DADMe-Immucillin-A
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2012-05-11
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       380.465
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HCE
_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       4F3K
_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
HCE  O      O      O  0  1  N  N  N  -1.684  -6.793  16.039  -8.804  -1.154   0.632  O      HCE   1  
HCE  C      C      C  0  1  N  N  N  -2.846  -6.758  16.507  -7.979  -1.263  -0.244  C      HCE   2  
HCE  OXT    OXT    O  0  1  N  N  N  -3.806  -7.416  16.087  -7.950  -2.369  -1.005  OXT    HCE   3  
HCE  CA     CA     C  0  1  N  N  S  -3.113  -5.892  17.733  -6.986  -0.155  -0.487  CA     HCE   4  
HCE  N      N      N  0  1  N  N  N  -1.909  -5.806  18.559  -7.494   1.094   0.096  N      HCE   5  
HCE  CB     CB     C  0  1  N  N  N  -3.554  -4.529  17.257  -5.650  -0.516   0.166  CB     HCE   6  
HCE  CG     CG     C  0  1  N  N  N  -4.228  -3.895  18.437  -4.608   0.547  -0.185  CG     HCE   7  
HCE  "S5'"  "S5'"  S  0  1  N  N  N  -4.966  -2.278  17.911  -3.024   0.120   0.589  "S5'"  HCE   8  
HCE  "C5'"  "C5'"  C  0  1  N  N  N  -4.841  -1.320  19.442  -1.936   1.474   0.066  "C5'"  HCE   9  
HCE  "C4'"  "C4'"  C  0  1  N  N  S  -6.043  -1.673  20.365  -0.537   1.257   0.647  "C4'"  HCE  10  
HCE  "C1'"  "C1'"  C  0  1  N  N  N  -5.866  -0.963  21.680   0.114   0.003   0.024  "C1'"  HCE  11  
HCE  "C3'"  "C3'"  C  0  1  N  N  R  -7.362  -1.166  19.855   0.392   2.426   0.257  "C3'"  HCE  12  
HCE  "O3'"  "O3'"  O  0  1  N  N  N  -8.456  -1.937  20.435   0.924   3.048   1.429  "O3'"  HCE  13  
HCE  "C2'"  "C2'"  C  0  1  N  N  N  -7.447   0.313  20.316   1.525   1.780  -0.568  "C2'"  HCE  14  
HCE  "N1'"  "N1'"  N  0  1  N  N  N  -6.961   0.072  21.713   1.548   0.361  -0.127  "N1'"  HCE  15  
HCE  C10    C10    C  0  1  N  N  N  -6.628   1.209  22.534   2.201  -0.492  -1.130  C10    HCE  16  
HCE  C9     C9     C  0  1  Y  N  N  -5.341   2.051  22.141   3.691  -0.273  -1.082  C9     HCE  17  
HCE  C8     C8     C  0  1  Y  N  N  -4.205   2.085  22.857   4.414   0.498  -1.916  C8     HCE  18  
HCE  N7     N7     N  0  1  Y  N  N  -3.360   2.894  22.242   5.731   0.453  -1.564  N7     HCE  19  
HCE  C5     C5     C  0  1  Y  N  N  -3.952   3.434  21.154   5.894  -0.365  -0.471  C5     HCE  20  
HCE  C4     C4     C  0  1  Y  N  N  -5.202   2.889  21.097   4.622  -0.850  -0.118  C4     HCE  21  
HCE  N3     N3     N  0  1  Y  N  N  -6.049   3.214  20.091   4.507  -1.676   0.926  N3     HCE  22  
HCE  C2     C2     C  0  1  Y  N  N  -5.632   4.115  19.101   5.569  -2.030   1.615  C2     HCE  23  
HCE  N1     N1     N  0  1  Y  N  N  -4.351   4.643  19.154   6.782  -1.597   1.317  N1     HCE  24  
HCE  C6     C6     C  0  1  Y  N  N  -3.553   4.313  20.189   6.990  -0.770   0.298  C6     HCE  25  
HCE  N6     N6     N  0  1  N  N  N  -2.314   4.852  20.226   8.268  -0.325  -0.002  N6     HCE  26  
HCE  H1     H1     H  0  1  N  N  N  -3.527  -7.952  15.354  -8.609  -3.050  -0.814  H1     HCE  27  
HCE  H2     H2     H  0  1  N  N  N  -3.927  -6.347  18.316  -6.843  -0.024  -1.559  H2     HCE  28  
HCE  H3     H3     H  0  1  N  N  N  -2.094  -5.237  19.360  -7.635   0.998   1.090  H3     HCE  29  
HCE  H4     H4     H  0  1  N  N  N  -1.643  -6.723  18.856  -6.877   1.865  -0.109  H4     HCE  30  
HCE  H6     H6     H  0  1  N  N  N  -2.686  -3.931  16.943  -5.774  -0.560   1.248  H6     HCE  31  
HCE  H7     H7     H  0  1  N  N  N  -4.258  -4.624  16.417  -5.317  -1.487  -0.201  H7     HCE  32  
HCE  H8     H8     H  0  1  N  N  N  -5.022  -4.559  18.810  -4.484   0.591  -1.267  H8     HCE  33  
HCE  H9     H9     H  0  1  N  N  N  -3.490  -3.722  19.234  -4.941   1.518   0.182  H9     HCE  34  
HCE  H10    H10    H  0  1  N  N  N  -3.899  -1.566  19.954  -1.878   1.495  -1.022  H10    HCE  35  
HCE  H11    H11    H  0  1  N  N  N  -4.861  -0.246  19.207  -2.336   2.421   0.427  H11    HCE  36  
HCE  H12    H12    H  0  1  N  N  N  -6.084  -2.761  20.520  -0.589   1.158   1.731  H12    HCE  37  
HCE  H13    H13    H  0  1  N  N  N  -5.974  -1.668  22.518   0.004  -0.853   0.690  H13    HCE  38  
HCE  H14    H14    H  0  1  N  N  N  -4.878  -0.482  21.730  -0.329  -0.211  -0.949  H14    HCE  39  
HCE  H15    H15    H  0  1  N  N  N  -7.389  -1.212  18.756  -0.149   3.154  -0.347  H15    HCE  40  
HCE  H16    H16    H  0  1  N  N  N  -8.395  -2.840  20.147   1.550   3.762   1.245  H16    HCE  41  
HCE  H17    H17    H  0  1  N  N  N  -6.781   0.975  19.743   1.304   1.843  -1.633  H17    HCE  42  
HCE  H18    H18    H  0  1  N  N  N  -8.473   0.709  20.286   2.478   2.261  -0.347  H18    HCE  43  
HCE  H20    H20    H  0  1  N  N  N  -7.488   1.894  22.511   1.980  -1.538  -0.916  H20    HCE  44  
HCE  H21    H21    H  0  1  N  N  N  -6.479   0.841  23.560   1.827  -0.237  -2.122  H21    HCE  45  
HCE  H22    H22    H  0  1  N  N  N  -4.016   1.546  23.774   4.011   1.066  -2.741  H22    HCE  46  
HCE  H23    H23    H  0  1  N  N  N  -2.423   3.079  22.538   6.445   0.927  -2.018  H23    HCE  47  
HCE  H24    H24    H  0  1  N  N  N  -6.304   4.396  18.303   5.447  -2.701   2.452  H24    HCE  48  
HCE  H25    H25    H  0  1  N  N  N  -2.184   5.444  19.431   9.021  -0.616   0.534  H25    HCE  49  
HCE  H26    H26    H  0  1  N  N  N  -2.209   5.390  21.062   8.408   0.279  -0.748  H26    HCE  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
HCE  O      C      DOUB  N  N   1  
HCE  OXT    C      SING  N  N   2  
HCE  C      CA     SING  N  N   3  
HCE  CB     CA     SING  N  N   4  
HCE  CB     CG     SING  N  N   5  
HCE  CA     N      SING  N  N   6  
HCE  "S5'"  CG     SING  N  N   7  
HCE  "S5'"  "C5'"  SING  N  N   8  
HCE  C2     N1     DOUB  Y  N   9  
HCE  C2     N3     SING  Y  N  10  
HCE  N1     C6     SING  Y  N  11  
HCE  "C5'"  "C4'"  SING  N  N  12  
HCE  "C3'"  "C2'"  SING  N  N  13  
HCE  "C3'"  "C4'"  SING  N  N  14  
HCE  "C3'"  "O3'"  SING  N  N  15  
HCE  N3     C4     DOUB  Y  N  16  
HCE  C6     N6     SING  N  N  17  
HCE  C6     C5     DOUB  Y  N  18  
HCE  "C2'"  "N1'"  SING  N  N  19  
HCE  "C4'"  "C1'"  SING  N  N  20  
HCE  C4     C5     SING  Y  N  21  
HCE  C4     C9     SING  Y  N  22  
HCE  C5     N7     SING  Y  N  23  
HCE  "C1'"  "N1'"  SING  N  N  24  
HCE  "N1'"  C10    SING  N  N  25  
HCE  C9     C10    SING  N  N  26  
HCE  C9     C8     DOUB  Y  N  27  
HCE  N7     C8     SING  Y  N  28  
HCE  OXT    H1     SING  N  N  29  
HCE  CA     H2     SING  N  N  30  
HCE  N      H3     SING  N  N  31  
HCE  N      H4     SING  N  N  32  
HCE  CB     H6     SING  N  N  33  
HCE  CB     H7     SING  N  N  34  
HCE  CG     H8     SING  N  N  35  
HCE  CG     H9     SING  N  N  36  
HCE  "C5'"  H10    SING  N  N  37  
HCE  "C5'"  H11    SING  N  N  38  
HCE  "C4'"  H12    SING  N  N  39  
HCE  "C1'"  H13    SING  N  N  40  
HCE  "C1'"  H14    SING  N  N  41  
HCE  "C3'"  H15    SING  N  N  42  
HCE  "O3'"  H16    SING  N  N  43  
HCE  "C2'"  H17    SING  N  N  44  
HCE  "C2'"  H18    SING  N  N  45  
HCE  C10    H20    SING  N  N  46  
HCE  C10    H21    SING  N  N  47  
HCE  C8     H22    SING  N  N  48  
HCE  N7     H23    SING  N  N  49  
HCE  C2     H24    SING  N  N  50  
HCE  N6     H25    SING  N  N  51  
HCE  N6     H26    SING  N  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
HCE  SMILES            ACDLabs               12.01  "O=C(O)C(N)CCSCC3CN(Cc2cnc1c2ncnc1N)CC3O"  
HCE  InChI             InChI                 1.03   "InChI=1S/C16H24N6O3S/c17-11(16(24)25)1-2-26-7-10-5-22(6-12(10)23)4-9-3-19-14-13(9)20-8-21-15(14)18/h3,8,10-12,19,23H,1-2,4-7,17H2,(H,24,25)(H2,18,20,21)/t10-,11+,12+/m1/s1"  
HCE  InChIKey          InChI                 1.03   DQWJHDQQDUJDLQ-WOPDTQHZSA-N  
HCE  SMILES_CANONICAL  CACTVS                3.370  "N[C@@H](CCSC[C@H]1CN(C[C@@H]1O)Cc2c[nH]c3c(N)ncnc23)C(O)=O"  
HCE  SMILES            CACTVS                3.370  "N[CH](CCSC[CH]1CN(C[CH]1O)Cc2c[nH]c3c(N)ncnc23)C(O)=O"  
HCE  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "c1c(c2c([nH]1)c(ncn2)N)CN3C[C@@H]([C@H](C3)O)CSCC[C@@H](C(=O)O)N"  
HCE  SMILES            "OpenEye OEToolkits"  1.7.6  "c1c(c2c([nH]1)c(ncn2)N)CN3CC(C(C3)O)CSCCC(C(=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
HCE  "SYSTEMATIC NAME"  ACDLabs               12.01  "{(3S,4R)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-hydroxypyrrolidin-3-yl}-L-methionine"  
HCE  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(2S)-2-azanyl-4-[[(3S,4R)-1-[(4-azanyl-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-oxidanyl-pyrrolidin-3-yl]methylsulfanyl]butanoic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
HCE  "Create component"  2012-05-11  RCSB  
HCE  "Modify synonyms"   2012-05-11  RCSB  
HCE  "Modify name"       2012-05-14  RCSB  
HCE  "Initial release"   2013-05-01  RCSB  
HCE  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     HCE
_pdbx_chem_comp_synonyms.name        homocysteine-DADMe-Immucillin-A
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
