data_BC3
#

_chem_comp.id                                   BC3
_chem_comp.name                                 "2-amino-7-(pyridin-3-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C12 H11 N5 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "peldesine,BCX-34"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2008-06-25
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       241.249
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    BC3
_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       3DJF
_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
BC3  N01   N01   N  0  1  N  N  N  -22.599   4.312   1.143  -2.451   2.984  -0.395  N01   BC3   1  
BC3  C02   C02   C  0  1  N  N  N  -23.282   5.216   0.445  -2.247   1.638  -0.213  C02   BC3   2  
BC3  N03   N03   N  0  1  N  N  N  -22.757   6.434   0.238  -1.140   1.095  -0.659  N03   BC3   3  
BC3  C04   C04   C  0  1  Y  N  N  -23.423   7.365  -0.462  -0.900  -0.222  -0.501  C04   BC3   4  
BC3  C05   C05   C  0  1  Y  N  N  -23.122   8.671  -0.817   0.167  -1.073  -0.862  C05   BC3   5  
BC3  C06   C06   C  0  1  N  N  N  -21.843   9.433  -0.465   1.423  -0.661  -1.586  C06   BC3   6  
BC3  C07   C07   C  0  1  Y  N  N  -20.932   9.497  -1.692   2.430  -0.144  -0.592  C07   BC3   7  
BC3  C08   C08   C  0  1  Y  N  N  -20.622   8.341  -2.395   3.337  -1.008   0.003  C08   BC3   8  
BC3  C09   C09   C  0  1  Y  N  N  -19.792   8.446  -3.502   4.246  -0.487   0.912  C09   BC3   9  
BC3  C10   C10   C  0  1  Y  N  N  -19.302   9.695  -3.866   4.218   0.865   1.193  C10   BC3  10  
BC3  N11   N11   N  0  1  Y  N  N  -19.617  10.776  -3.173   3.340   1.658   0.609  N11   BC3  11  
BC3  C12   C12   C  0  1  Y  N  N  -20.406  10.712  -2.113   2.465   1.199  -0.265  C12   BC3  12  
BC3  C13   C13   C  0  1  Y  N  N  -24.151   9.141  -1.521  -0.136  -2.318  -0.444  C13   BC3  13  
BC3  N14   N14   N  0  1  Y  N  N  -25.086   8.194  -1.627  -1.350  -2.308   0.170  N14   BC3  14  
BC3  C15   C15   C  0  1  Y  N  N  -24.675   7.099  -0.993  -1.847  -1.022   0.149  C15   BC3  15  
BC3  C16   C16   C  0  1  N  N  N  -25.249   5.850  -0.799  -3.030  -0.423   0.621  C16   BC3  16  
BC3  O17   O17   O  0  1  N  N  N  -26.359   5.593  -1.262  -3.879  -1.085   1.194  O17   BC3  17  
BC3  N18   N18   N  0  1  N  N  N  -24.544   4.891  -0.068  -3.199   0.904   0.432  N18   BC3  18  
BC3  HN01  HN01  H  0  0  N  N  N  -21.723   4.690   1.441  -1.781   3.519  -0.849  HN01  BC3  19  
BC3  HN0A  HN0A  H  0  0  N  N  N  -22.917   3.385   1.342  -3.267   3.399  -0.074  HN0A  BC3  20  
BC3  H06   H06   H  0  1  N  N  N  -22.101  10.454  -0.146   1.839  -1.522  -2.110  H06   BC3  21  
BC3  H06A  H06A  H  0  0  N  N  N  -21.321   8.914   0.352   1.187   0.123  -2.306  H06A  BC3  22  
BC3  H08   H08   H  0  1  N  N  N  -21.017   7.384  -2.088   3.335  -2.061  -0.236  H08   BC3  23  
BC3  H09   H09   H  0  1  N  N  N  -19.530   7.568  -4.074   4.966  -1.131   1.394  H09   BC3  24  
BC3  H10   H10   H  0  1  N  N  N  -18.655   9.783  -4.726   4.922   1.278   1.900  H10   BC3  25  
BC3  H12   H12   H  0  1  N  N  N  -20.644  11.614  -1.569   1.765   1.879  -0.727  H12   BC3  26  
BC3  H13   H13   H  0  1  N  N  N  -24.218  10.134  -1.941   0.489  -3.189  -0.576  H13   BC3  27  
BC3  HN14  HN14  H  0  0  N  N  N  -25.958   8.292  -2.107  -1.794  -3.079   0.559  HN14  BC3  28  
BC3  HN18  HN18  H  0  0  N  N  N  -24.935   3.984   0.087  -4.006   1.338   0.754  HN18  BC3  29  
#   #
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
BC3  N01  C02   SING  N  N   1  
BC3  C02  N03   DOUB  N  N   2  
BC3  C02  N18   SING  N  N   3  
BC3  N03  C04   SING  N  N   4  
BC3  C04  C05   SING  Y  N   5  
BC3  C04  C15   DOUB  Y  N   6  
BC3  C05  C06   SING  N  N   7  
BC3  C05  C13   DOUB  Y  N   8  
BC3  C06  C07   SING  N  N   9  
BC3  C07  C08   DOUB  Y  N  10  
BC3  C07  C12   SING  Y  N  11  
BC3  C08  C09   SING  Y  N  12  
BC3  C09  C10   DOUB  Y  N  13  
BC3  C10  N11   SING  Y  N  14  
BC3  N11  C12   DOUB  Y  N  15  
BC3  C13  N14   SING  Y  N  16  
BC3  N14  C15   SING  Y  N  17  
BC3  C15  C16   SING  N  N  18  
BC3  C16  O17   DOUB  N  N  19  
BC3  C16  N18   SING  N  N  20  
BC3  N01  HN01  SING  N  N  21  
BC3  N01  HN0A  SING  N  N  22  
BC3  C06  H06   SING  N  N  23  
BC3  C06  H06A  SING  N  N  24  
BC3  C08  H08   SING  N  N  25  
BC3  C09  H09   SING  N  N  26  
BC3  C10  H10   SING  N  N  27  
BC3  C12  H12   SING  N  N  28  
BC3  C13  H13   SING  N  N  29  
BC3  N14  HN14  SING  N  N  30  
BC3  N18  HN18  SING  N  N  31  
#   #
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
BC3  SMILES            ACDLabs               10.04  "O=C1c2c(N=C(N1)N)c(cn2)Cc3cccnc3"  
BC3  SMILES_CANONICAL  CACTVS                3.341  "NC1=Nc2c(Cc3cccnc3)c[nH]c2C(=O)N1"  
BC3  SMILES            CACTVS                3.341  "NC1=Nc2c(Cc3cccnc3)c[nH]c2C(=O)N1"  
BC3  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1cc(cnc1)Cc2c[nH]c3c2N=C(NC3=O)N"  
BC3  SMILES            "OpenEye OEToolkits"  1.5.0  "c1cc(cnc1)Cc2c[nH]c3c2N=C(NC3=O)N"  
BC3  InChI             InChI                 1.03   "InChI=1S/C12H11N5O/c13-12-16-9-8(4-7-2-1-3-14-5-7)6-15-10(9)11(18)17-12/h1-3,5-6,15H,4H2,(H3,13,16,17,18)"  
BC3  InChIKey          InChI                 1.03   DOHVAKFYAHLCJP-UHFFFAOYSA-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
BC3  "SYSTEMATIC NAME"  ACDLabs               10.04  "2-amino-7-(pyridin-3-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one"  
BC3  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "2-amino-7-(pyridin-3-ylmethyl)-3,5-dihydropyrrolo[2,3-e]pyrimidin-4-one"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
BC3  "Create component"      2008-06-25  RCSB  
BC3  "Modify aromatic_flag"  2011-06-04  RCSB  
BC3  "Modify descriptor"     2011-06-04  RCSB  
BC3  "Modify synonyms"       2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     BC3
_pdbx_chem_comp_synonyms.name        "peldesine,BCX-34"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
