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-PIPERIDENECARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_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                    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                        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        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1BMN 
_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 
BM9 C1   C1   C 0 1 Y N N 55.537 19.117 24.681 -0.432 -1.049 4.430  C1   BM9 1  
BM9 C2   C2   C 0 1 Y N N 55.454 20.323 25.107 -0.960 0.184  4.657  C2   BM9 2  
BM9 C3   C3   C 0 1 Y N N 54.262 22.519 25.253 -2.906 1.672  4.634  C3   BM9 3  
BM9 C4   C4   C 0 1 Y N N 53.193 23.279 24.861 -4.234 1.853  4.395  C4   BM9 4  
BM9 C5   C5   C 0 1 Y N N 52.357 22.783 23.936 -5.030 0.805  3.937  C5   BM9 5  
BM9 C6   C6   C 0 1 Y N N 52.539 21.567 23.470 -4.503 -0.429 3.715  C6   BM9 6  
BM9 C7   C7   C 0 1 Y N N 53.588 19.399 23.341 -2.556 -1.916 3.732  C7   BM9 7  
BM9 C8   C8   C 0 1 Y N N 54.582 18.626 23.783 -1.228 -2.097 3.972  C8   BM9 8  
BM9 C9   C9   C 0 1 Y N N 54.424 21.148 24.732 -2.326 0.411  4.416  C9   BM9 9  
BM9 C10  C10  C 0 1 Y N N 53.524 20.725 23.812 -3.136 -0.654 3.950  C10  BM9 10 
BM9 S11  S11  S 0 1 N N N 56.700 18.260 25.093 1.281  -1.326 4.727  S11  BM9 11 
BM9 O12  O12  O 0 1 N N N 56.630 16.856 25.036 1.416  -2.726 4.932  O12  BM9 12 
BM9 O13  O13  O 0 1 N N N 57.185 18.485 26.506 1.683  -0.319 5.645  O13  BM9 13 
BM9 N14  N14  N 0 1 N N N 57.895 18.722 23.734 2.088  -0.998 3.318  N14  BM9 14 
BM9 C15  C15  C 0 1 N N S 58.778 19.589 23.569 2.010  0.338  2.725  C15  BM9 15 
BM9 C16  C16  C 0 1 N N N 59.917 19.235 22.726 3.415  0.938  2.634  C16  BM9 16 
BM9 O17  O17  O 0 1 N N N 60.785 18.122 23.417 4.238  0.102  1.819  O17  BM9 17 
BM9 C18  C18  C 0 1 N N N 58.023 20.727 22.661 1.416  0.240  1.343  C18  BM9 18 
BM9 O19  O19  O 0 1 N N N 57.440 20.250 21.473 1.089  -0.839 0.899  O19  BM9 19 
BM9 N20  N20  N 0 1 N N N 57.952 21.817 22.897 1.247  1.353  0.602  N20  BM9 20 
BM9 C21  C21  C 0 1 N N N 58.230 22.328 24.153 1.648  2.720  0.997  C21  BM9 21 
BM9 C22  C22  C 0 1 N N N 57.925 23.843 24.140 0.730  3.656  0.172  C22  BM9 22 
BM9 C23  C23  C 0 1 N N N 57.079 24.095 23.251 0.634  2.892  -1.174 C23  BM9 23 
BM9 C24  C24  C 0 1 N N S 57.503 22.948 22.254 0.637  1.413  -0.733 C24  BM9 24 
BM9 C25  C25  C 0 1 N N N 58.568 23.545 21.260 1.458  0.578  -1.718 C25  BM9 25 
BM9 N26  N26  N 0 1 N N N 58.586 22.453 20.090 0.807  0.591  -3.030 N26  BM9 26 
BM9 C27  C27  C 0 1 N N N 59.395 21.630 19.809 1.406  0.004  -4.086 C27  BM9 27 
BM9 O28  O28  O 0 1 N N N 60.205 21.739 20.573 2.484  -0.533 -3.949 O28  BM9 28 
BM9 C29  C29  C 0 1 N N S 59.487 20.358 18.991 0.736  0.018  -5.436 C29  BM9 29 
BM9 C30  C30  C 0 1 N N N 60.678 19.597 19.377 -0.615 -0.686 -5.343 C30  BM9 30 
BM9 N31  N31  N 0 1 N N N 60.614 18.439 18.656 -1.197 -0.784 -6.689 N31  BM9 31 
BM9 C32  C32  C 0 1 N N N 60.396 18.560 17.455 -0.394 -1.385 -7.763 C32  BM9 32 
BM9 C33  C33  C 0 1 N N N 59.492 19.193 16.990 0.957  -0.667 -7.830 C33  BM9 33 
BM9 C34  C34  C 0 1 N N N 59.469 20.479 17.564 1.620  -0.709 -6.451 C34  BM9 34 
BM9 C35  C35  C 0 1 N N N 60.597 17.169 19.220 -2.465 -0.316 -6.940 C35  BM9 35 
BM9 N37  N37  N 0 1 N N N 60.640 16.904 20.528 -3.126 0.307  -6.006 N37  BM9 36 
BM9 N36  N36  N 0 1 N N N 60.612 16.054 18.363 -3.036 -0.507 -8.175 N36  BM9 37 
BM9 H2   H2   H 0 1 N N N 56.259 20.646 25.787 -0.332 0.986  5.017  H2   BM9 38 
BM9 H3   H3   H 0 1 N N N 54.964 22.992 25.959 -2.301 2.493  4.988  H3   BM9 39 
BM9 H4   H4   H 0 1 N N N 53.007 24.279 25.285 -4.677 2.823  4.563  H4   BM9 40 
BM9 H5   H5   H 0 1 N N N 51.511 23.380 23.555 -6.081 0.975  3.755  H5   BM9 41 
BM9 H6   H6   H 0 1 N N N 51.800 21.222 22.726 -5.131 -1.232 3.359  H6   BM9 42 
BM9 H7   H7   H 0 1 N N N 52.863 18.968 22.629 -3.160 -2.737 3.377  H7   BM9 43 
BM9 H8   H8   H 0 1 N N N 54.614 17.588 23.408 -0.785 -3.067 3.803  H8   BM9 44 
BM9 HN4  HN4  H 0 1 N N N 57.286 18.855 22.926 2.611  -1.691 2.886  HN4  BM9 45 
BM9 H15  H15  H 0 1 N N N 59.171 19.835 24.582 1.382  0.976  3.346  H15  BM9 46 
BM9 H161 1H16 H 0 0 N N N 59.597 18.935 21.700 3.357  1.933  2.192  H161 BM9 47 
BM9 H162 2H16 H 0 0 N N N 60.526 20.128 22.455 3.845  1.008  3.633  H162 BM9 48 
BM9 HO7  HO7  H 0 1 N N N 61.525 17.891 22.868 5.112  0.515  1.788  HO7  BM9 49 
BM9 H211 1H21 H 0 0 N N N 57.689 21.788 24.965 2.694  2.897  0.746  H211 BM9 50 
BM9 H212 2H21 H 0 0 N N N 59.269 22.102 24.487 1.482  2.869  2.064  H212 BM9 51 
BM9 H221 1H22 H 0 0 N N N 57.606 24.216 25.141 1.191  4.634  0.035  H221 BM9 52 
BM9 H222 2H22 H 0 0 N N N 58.849 24.456 24.026 -0.251 3.751  0.638  H222 BM9 53 
BM9 H231 1H23 H 0 0 N N N 56.009 24.126 23.562 1.498  3.109  -1.802 H231 BM9 54 
BM9 H232 2H23 H 0 0 N N N 57.059 25.135 22.849 -0.292 3.138  -1.692 H232 BM9 55 
BM9 H24  H24  H 0 1 N N N 56.609 22.601 21.684 -0.384 1.037  -0.691 H24  BM9 56 
BM9 H251 1H25 H 0 0 N N N 58.367 24.589 20.926 1.526  -0.447 -1.356 H251 BM9 57 
BM9 H252 2H25 H 0 0 N N N 59.562 23.767 21.712 2.459  1.000  -1.805 H252 BM9 58 
BM9 HN6  HN6  H 0 1 N N N 57.924 22.228 19.346 -0.054 1.022  -3.140 HN6  BM9 59 
BM9 H29  H29  H 0 1 N N N 58.533 19.836 19.239 0.586  1.048  -5.757 H29  BM9 60 
BM9 H301 1H30 H 0 0 N N N 61.632 20.157 19.244 -1.281 -0.115 -4.697 H301 BM9 61 
BM9 H302 2H30 H 0 0 N N N 60.773 19.437 20.476 -0.478 -1.688 -4.937 H302 BM9 62 
BM9 H321 1H32 H 0 0 N N N 61.334 18.947 16.992 -0.237 -2.443 -7.553 H321 BM9 63 
BM9 H322 2H32 H 0 0 N N N 60.320 17.530 17.034 -0.915 -1.272 -8.715 H322 BM9 64 
BM9 H331 1H33 H 0 0 N N N 59.534 19.230 15.876 1.597  -1.166 -8.557 H331 BM9 65 
BM9 H332 2H33 H 0 0 N N N 58.513 18.668 17.095 0.804  0.369  -8.129 H332 BM9 66 
BM9 H341 1H34 H 0 0 N N N 58.608 21.089 17.201 1.750  -1.747 -6.142 H341 BM9 67 
BM9 H342 2H34 H 0 0 N N N 60.292 21.127 17.183 2.593  -0.221 -6.502 H342 BM9 68 
BM9 HN7  HN7  H 0 1 N N N 60.481 16.774 19.528 -2.694 0.514  -5.162 HN7  BM9 69 
BM9 HN61 1HN6 H 0 0 N N N 60.599 15.121 18.777 -3.956 -0.241 -8.331 HN61 BM9 70 
BM9 HN62 2HN6 H 0 0 N N N 61.414 16.127 17.737 -2.519 -0.905 -8.893 HN62 BM9 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              10.04 O=C(N2C(CNC(=O)C1CCCN(C(=[N@H])N)C1)CCC2)C(NS(=O)(=O)c4cc3ccccc3cc4)CO 
BM9 InChI            InChI                1.02b 
InChI=1/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/f/h26,28H,27H2/b26-25+ 
BM9 InChIKey         InChI                1.02b JWNJPEKBZMEXIU-XTKXXOMKDN 
BM9 SMILES_CANONICAL CACTVS               3.341 NC(=N)N1CCC[C@@H](C1)C(=O)NC[C@@H]2CCCN2C(=O)[C@H](CO)N[S](=O)(=O)c3ccc4ccccc4c3 
BM9 SMILES           CACTVS               3.341 NC(=N)N1CCC[CH](C1)C(=O)NC[CH]2CCCN2C(=O)[CH](CO)N[S](=O)(=O)c3ccc4ccccc4c3 
BM9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2cc(ccc2c1)S(=O)(=O)N[C@@H](CO)C(=O)N3CCC[C@H]3CNC(=O)[C@H]4CCCN(C4)C(=N)N 
BM9 SMILES           "OpenEye OEToolkits" 1.5.0 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              10.04 (3S)-1-carbamimidoyl-N-({(2S)-1-[N-(naphthalen-2-ylsulfonyl)-L-seryl]pyrrolidin-2-yl}methyl)piperidine-3-carboxamide                      
BM9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3S)-1-carbamimidoyl-N-[[(2S)-1-[(2S)-3-hydroxy-2-(naphthalen-2-ylsulfonylamino)propanoyl]pyrrolidin-2-yl]methyl]piperidine-3-carboxamide 
# 
