data_BM9
#

_chem_comp.id                                   BM9
_chem_comp.name                                 
;[S-(R*,R*)]-1-(AMINOIMINOMETHYL)-N-[[1-[N-[(2-NAPHTHALENYLSULFONYL)-L-SERYL]-3-PYRROLIDINYL]METHYL]-3-PIPERIDENECARBOXA
MIDE
;

_chem_comp.type                                 peptide-like
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C25 H34 N6 O5 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        BMS-189090
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    1999-07-08
_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                       530.640
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    BM9
_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       1BMN
_chem_comp.pdbx_subcomponent_list               "01M P2Y SER NAS"
_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
BM9  C27   C27   C  0  1  N  N  N  59.395  21.630  19.809   4.464   1.147   0.223  C27   01M   1  
BM9  O28   O28   O  0  1  N  N  N  60.205  21.739  20.573   4.247   2.079   0.968  O28   01M   2  
BM9  C29   C29   C  0  1  N  N  S  59.487  20.358  18.991   5.828   0.505   0.197  C29   01M   3  
BM9  C30   C30   C  0  1  N  N  N  60.678  19.597  19.377   5.704  -0.974   0.578  C30   01M   4  
BM9  N31   N31   N  0  1  N  N  N  60.614  18.439  18.656   7.052  -1.551   0.674  N31   01M   5  
BM9  C32   C32   C  0  1  N  N  N  60.396  18.560  17.455   8.041  -0.896   1.541  C32   01M   6  
BM9  C33   C33   C  0  1  N  N  N  59.492  19.193  16.990   8.138   0.582   1.150  C33   01M   7  
BM9  C34   C34   C  0  1  N  N  N  59.469  20.479  17.564   6.744   1.211   1.200  C34   01M   8  
BM9  C35   C35   C  0  1  N  N  N  60.597  17.169  19.220   7.381  -2.683  -0.034  C35   01M   9  
BM9  N37   N37   N  0  1  N  N  N  60.640  16.904  20.528   6.469  -3.311  -0.719  N37   01M  10  
BM9  N36   N36   N  0  1  N  N  N  60.612  16.054  18.363   8.674  -3.151  -0.018  N36   01M  11  
BM9  N26   N26   N  0  1  N  N  N  58.586  22.453  20.090   3.486   0.684  -0.581  NA    P2Y  12  
BM9  C25   C25   C  0  1  N  N  N  58.568  23.545  21.260   2.161   1.308  -0.555  C     P2Y  13  
BM9  C24   C24   C  0  1  N  N  S  57.503  22.948  22.254   1.211   0.524  -1.462  CA    P2Y  14  
BM9  N20   N20   N  0  1  N  N  N  57.952  21.817  22.897  -0.146   1.082  -1.368  N     P2Y  15  
BM9  C21   C21   C  0  1  N  N  N  58.230  22.328  24.153  -0.545   1.582  -2.697  CD    P2Y  16  
BM9  C22   C22   C  0  1  N  N  N  57.925  23.843  24.140   0.314   0.771  -3.699  CG    P2Y  17  
BM9  C23   C23   C  0  1  N  N  N  57.079  24.095  23.251   1.658   0.654  -2.934  CB    P2Y  18  
BM9  N14   N14   N  0  1  N  N  N  57.895  18.722  23.734  -2.844   1.762   1.057  N     SER  19  
BM9  C15   C15   C  0  1  N  N  S  58.778  19.589  23.569  -2.227   1.846  -0.269  CA    SER  20  
BM9  C18   C18   C  0  1  N  N  N  58.023  20.727  22.661  -0.898   1.135  -0.251  C     SER  21  
BM9  O19   O19   O  0  1  N  N  N  57.440  20.250  21.473  -0.505   0.610   0.770  O     SER  22  
BM9  C16   C16   C  0  1  N  N  N  59.917  19.235  22.726  -2.014   3.315  -0.641  CB    SER  23  
BM9  O17   O17   O  0  1  N  N  N  60.785  18.122  23.417  -1.067   3.901   0.254  OG    SER  24  
BM9  S11   S11   S  0  1  N  N  N  56.700  18.260  25.093  -4.488   1.625   1.197  S     NAS  25  
BM9  O13   O13   O  0  1  N  N  N  57.185  18.485  26.506  -4.765   1.533   2.588  O1S   NAS  26  
BM9  O12   O12   O  0  1  N  N  N  56.630  16.856  25.036  -5.047   2.626   0.358  O2S   NAS  27  
BM9  C2    C2    C  0  1  Y  N  N  55.454  20.323  25.107  -4.984  -1.033   1.284  C1    NAS  28  
BM9  C1    C1    C  0  1  Y  N  N  55.537  19.117  24.681  -4.944   0.075   0.495  C2    NAS  29  
BM9  C8    C8    C  0  1  Y  N  N  54.582  18.626  23.783  -5.265   0.003  -0.860  C3    NAS  30  
BM9  C7    C7    C  0  1  Y  N  N  53.588  19.399  23.341  -5.627  -1.177  -1.432  C4    NAS  31  
BM9  C6    C6    C  0  1  Y  N  N  52.539  21.567  23.470  -6.049  -3.579  -1.205  C5    NAS  32  
BM9  C5    C5    C  0  1  Y  N  N  52.357  22.783  23.936  -6.089  -4.688  -0.415  C6    NAS  33  
BM9  C4    C4    C  0  1  Y  N  N  53.193  23.279  24.861  -5.769  -4.615   0.939  C7    NAS  34  
BM9  C3    C3    C  0  1  Y  N  N  54.262  22.519  25.253  -5.407  -3.435   1.512  C8    NAS  35  
BM9  C9    C9    C  0  1  Y  N  N  54.424  21.148  24.732  -5.354  -2.270   0.729  C9    NAS  36  
BM9  C10   C10   C  0  1  Y  N  N  53.524  20.725  23.812  -5.679  -2.343  -0.649  C10   NAS  37  
BM9  H29   H29   H  0  1  N  N  N  58.546  19.843  19.236   6.250   0.589  -0.804  H29   01M  38  
BM9  H301  H301  H  0  0  N  N  N  61.595  20.157  19.140   5.199  -1.063   1.539  H301  01M  39  
BM9  H302  H302  H  0  0  N  N  N  60.677  19.387  20.457   5.135  -1.501  -0.187  H302  01M  40  
BM9  H321  H321  H  0  0  N  N  N  61.304  19.032  17.052   7.726  -0.979   2.582  H321  01M  41  
BM9  H322  H322  H  0  0  N  N  N  60.233  17.533  17.095   9.012  -1.373   1.412  H322  01M  42  
BM9  H331  H331  H  0  0  N  N  N  59.629  19.281  15.902   8.796   1.100   1.847  H331  01M  43  
BM9  H332  H332  H  0  0  N  N  N  58.541  18.682  17.201   8.539   0.665   0.140  H332  01M  44  
BM9  H341  H341  H  0  0  N  N  N  58.556  21.006  17.250   6.813   2.269   0.946  H341  01M  45  
BM9  H342  H342  H  0  0  N  N  N  60.350  21.047  17.231   6.333   1.105   2.204  H342  01M  46  
BM9  HN7   HN7   H  0  1  N  N  N  60.678  15.921  20.710   6.701  -4.110  -1.219  HN7   01M  47  
BM9  HN61  HN61  H  0  0  N  N  N  60.653  15.131  18.745   9.336  -2.729   0.552  HN61  01M  48  
BM9  HN62  HN62  H  0  0  N  N  N  60.582  16.185  17.372   8.924  -3.904  -0.577  HN62  01M  49  
BM9  HN6   HN6   H  0  1  N  N  N  57.781  22.466  19.496   3.660  -0.061  -1.176  HNA1  P2Y  50  
BM9  H251  H251  H  0  0  N  N  N  58.275  24.539  20.891   2.236   2.336  -0.910  H1    P2Y  51  
BM9  H252  H252  H  0  0  N  N  N  59.555  23.658  21.733   1.776   1.303   0.465  H2    P2Y  52  
BM9  H24   H24   H  0  1  N  N  N  56.621  22.606  21.692   1.200  -0.527  -1.172  HA    P2Y  53  
BM9  H211  H211  H  0  0  N  N  N  57.604  21.827  24.907  -1.605   1.396  -2.869  HD3   P2Y  54  
BM9  H212  H212  H  0  0  N  N  N  59.290  22.162  24.397  -0.326   2.646  -2.783  HD2   P2Y  55  
BM9  H221  H221  H  0  0  N  N  N  57.526  24.144  25.120  -0.120  -0.212  -3.880  HG3   P2Y  56  
BM9  H222  H222  H  0  0  N  N  N  58.850  24.400  23.933   0.443   1.317  -4.634  HG2   P2Y  57  
BM9  H231  H231  H  0  0  N  N  N  56.037  24.023  23.595   2.207  -0.232  -3.252  HB2   P2Y  58  
BM9  H232  H232  H  0  0  N  N  N  57.165  25.107  22.828   2.260   1.552  -3.072  HB3   P2Y  59  
BM9  HN4   HN4   H  0  1  N  N  N  58.426  17.879  23.643  -2.289   1.787   1.852  H     SER  60  
BM9  H15   H15   H  0  1  N  N  N  59.166  19.832  24.569  -2.880   1.375  -1.004  HA    SER  61  
BM9  H161  H161  H  0  0  N  N  N  59.548  18.858  21.761  -1.638   3.380  -1.662  HB2   SER  62  
BM9  H162  H162  H  0  0  N  N  N  60.538  20.128  22.564  -2.962   3.848  -0.569  HB3   SER  63  
BM9  HO7   HO7   H  0  1  N  N  N  61.521  17.902  22.859  -0.883   4.833   0.077  HG    SER  64  
BM9  H2    H2    H  0  1  N  N  N  56.213  20.699  25.777  -4.733  -0.962   2.332  H1    NAS  65  
BM9  H8    H8    H  0  1  N  N  N  54.651  17.604  23.442  -5.225   0.897  -1.464  H3    NAS  66  
BM9  H7    H7    H  0  1  N  N  N  52.855  19.020  22.644  -5.872  -1.218  -2.483  H4    NAS  67  
BM9  H6    H6    H  0  1  N  N  N  51.826  21.212  22.741  -6.299  -3.651  -2.253  H5    NAS  68  
BM9  H5    H5    H  0  1  N  N  N  51.535  23.383  23.574  -6.373  -5.637  -0.845  H6    NAS  69  
BM9  H4    H4    H  0  1  N  N  N  53.026  24.257  25.287  -5.809  -5.510   1.543  H7    NAS  70  
BM9  H3    H3    H  0  1  N  N  N  54.987  22.923  25.944  -5.162  -3.395   2.563  H8    NAS  71  
#   #
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
BM9  C1   C2    DOUB  Y  N   1  
BM9  C1   C8    SING  Y  N   2  
BM9  C1   S11   SING  N  N   3  
BM9  C2   C9    SING  Y  N   4  
BM9  C2   H2    SING  N  N   5  
BM9  C3   C4    DOUB  Y  N   6  
BM9  C3   C9    SING  Y  N   7  
BM9  C3   H3    SING  N  N   8  
BM9  C4   C5    SING  Y  N   9  
BM9  C4   H4    SING  N  N  10  
BM9  C5   C6    DOUB  Y  N  11  
BM9  C5   H5    SING  N  N  12  
BM9  C6   C10   SING  Y  N  13  
BM9  C6   H6    SING  N  N  14  
BM9  C7   C8    DOUB  Y  N  15  
BM9  C7   C10   SING  Y  N  16  
BM9  C7   H7    SING  N  N  17  
BM9  C8   H8    SING  N  N  18  
BM9  C9   C10   DOUB  Y  N  19  
BM9  S11  O12   DOUB  N  N  20  
BM9  S11  O13   DOUB  N  N  21  
BM9  S11  N14   SING  N  N  22  
BM9  N14  C15   SING  N  N  23  
BM9  N14  HN4   SING  N  N  24  
BM9  C15  C16   SING  N  N  25  
BM9  C15  C18   SING  N  N  26  
BM9  C15  H15   SING  N  N  27  
BM9  C16  O17   SING  N  N  28  
BM9  C16  H161  SING  N  N  29  
BM9  C16  H162  SING  N  N  30  
BM9  O17  HO7   SING  N  N  31  
BM9  C18  O19   DOUB  N  N  32  
BM9  C18  N20   SING  N  N  33  
BM9  N20  C21   SING  N  N  34  
BM9  N20  C24   SING  N  N  35  
BM9  C21  C22   SING  N  N  36  
BM9  C21  H211  SING  N  N  37  
BM9  C21  H212  SING  N  N  38  
BM9  C22  C23   SING  N  N  39  
BM9  C22  H221  SING  N  N  40  
BM9  C22  H222  SING  N  N  41  
BM9  C23  C24   SING  N  N  42  
BM9  C23  H231  SING  N  N  43  
BM9  C23  H232  SING  N  N  44  
BM9  C24  C25   SING  N  N  45  
BM9  C24  H24   SING  N  N  46  
BM9  C25  N26   SING  N  N  47  
BM9  C25  H251  SING  N  N  48  
BM9  C25  H252  SING  N  N  49  
BM9  N26  C27   SING  N  N  50  
BM9  N26  HN6   SING  N  N  51  
BM9  C27  O28   DOUB  N  N  52  
BM9  C27  C29   SING  N  N  53  
BM9  C29  C30   SING  N  N  54  
BM9  C29  C34   SING  N  N  55  
BM9  C29  H29   SING  N  N  56  
BM9  C30  N31   SING  N  N  57  
BM9  C30  H301  SING  N  N  58  
BM9  C30  H302  SING  N  N  59  
BM9  N31  C32   SING  N  N  60  
BM9  N31  C35   SING  N  N  61  
BM9  C32  C33   SING  N  N  62  
BM9  C32  H321  SING  N  N  63  
BM9  C32  H322  SING  N  N  64  
BM9  C33  C34   SING  N  N  65  
BM9  C33  H331  SING  N  N  66  
BM9  C33  H332  SING  N  N  67  
BM9  C34  H341  SING  N  N  68  
BM9  C34  H342  SING  N  N  69  
BM9  C35  N37   DOUB  N  N  70  
BM9  C35  N36   SING  N  N  71  
BM9  N37  HN7   SING  N  N  72  
BM9  N36  HN61  SING  N  N  73  
BM9  N36  HN62  SING  N  N  74  
#   #
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
BM9  SMILES            ACDLabs               12.01  "O=C(N2C(CNC(=O)C1CCCN(C(=[N@H])N)C1)CCC2)C(NS(=O)(=O)c4cc3ccccc3cc4)CO"  
BM9  InChI             InChI                 1.03   "InChI=1S/C25H34N6O5S/c26-25(27)30-11-3-7-19(15-30)23(33)28-14-20-8-4-12-31(20)24(34)22(16-32)29-37(35,36)21-10-9-17-5-1-2-6-18(17)13-21/h1-2,5-6,9-10,13,19-20,22,29,32H,3-4,7-8,11-12,14-16H2,(H3,26,27)(H,28,33)/t19-,20-,22-/m0/s1"  
BM9  InChIKey          InChI                 1.03   JWNJPEKBZMEXIU-ONTIZHBOSA-N  
BM9  SMILES_CANONICAL  CACTVS                3.385  "NC(=N)N1CCC[C@@H](C1)C(=O)NC[C@@H]2CCCN2C(=O)[C@H](CO)N[S](=O)(=O)c3ccc4ccccc4c3"  
BM9  SMILES            CACTVS                3.385  "NC(=N)N1CCC[CH](C1)C(=O)NC[CH]2CCCN2C(=O)[CH](CO)N[S](=O)(=O)c3ccc4ccccc4c3"  
BM9  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.5  "[H]/N=C(\N)/N1CCC[C@@H](C1)C(=O)NC[C@@H]2CCCN2C(=O)[C@H](CO)NS(=O)(=O)c3ccc4ccccc4c3"  
BM9  SMILES            "OpenEye OEToolkits"  1.7.5  "c1ccc2cc(ccc2c1)S(=O)(=O)NC(CO)C(=O)N3CCCC3CNC(=O)C4CCCN(C4)C(=N)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
BM9  "SYSTEMATIC NAME"  ACDLabs               12.01  "(3S)-1-carbamimidoyl-N-({(2S)-1-[N-(naphthalen-2-ylsulfonyl)-L-seryl]pyrrolidin-2-yl}methyl)piperidine-3-carboxamide"  
BM9  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.0  "(3S)-1-carbamimidoyl-N-[[(2S)-1-[(2S)-3-hydroxy-2-(naphthalen-2-ylsulfonylamino)propanoyl]pyrrolidin-2-yl]methyl]piperidine-3-carboxamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
BM9  "Create component"          1999-07-08  RCSB  
BM9  "Modify subcomponent list"  2011-02-22  RCSB  
BM9  "Modify descriptor"         2011-06-04  RCSB  
BM9  "Modify descriptor"         2012-01-05  RCSB  
BM9  "Modify synonyms"           2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     BM9
_pdbx_chem_comp_synonyms.name        BMS-189090
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
