data_BM2
# 
_chem_comp.id                                    BM2 
_chem_comp.name                                  "S-(R*,R*)]-4-[AMINOIMINOMETHYL)AMINO]-N-[[1-[3-HYDROXY -2-[(2-NAPHTHALENYLSULFONYL)AMINO]-1-OXOPROPYL]-2-PYRROLIDINYL] METHYL]BUTANAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H32 N6 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         BMS-186282 
_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                        504.602 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BM2 
_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        1BMM 
_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 
BM2 C1   C1   C 0 1 Y N N 10.913 47.923 22.017 0.264  1.142  -4.559 C1   BM2 1  
BM2 C2   C2   C 0 1 Y N N 11.346 48.820 21.146 -0.382 0.016  -4.966 C2   BM2 2  
BM2 C3   C3   C 0 1 Y N N 12.890 50.472 20.823 -2.482 -1.109 -5.533 C3   BM2 3  
BM2 C4   C4   C 0 1 Y N N 13.914 51.174 21.453 -3.834 -1.054 -5.676 C4   BM2 4  
BM2 C5   C5   C 0 1 Y N N 14.309 51.121 22.805 -4.535 0.122  -5.419 C5   BM2 5  
BM2 C6   C6   C 0 1 Y N N 13.651 50.315 23.607 -3.887 1.250  -5.016 C6   BM2 6  
BM2 C7   C7   C 0 1 Y N N 12.109 48.697 23.653 -1.788 2.375  -4.444 C7   BM2 7  
BM2 C8   C8   C 0 1 Y N N 11.306 47.915 23.199 -0.435 2.319  -4.301 C8   BM2 8  
BM2 C9   C9   C 0 1 Y N N 12.251 49.682 21.608 -1.779 0.034  -5.119 C9   BM2 9  
BM2 C10  C10  C 0 1 Y N N 12.636 49.614 22.954 -2.491 1.231  -4.857 C10  BM2 10 
BM2 S11  S11  S 0 1 N N N 9.981  46.514 21.715 2.015  1.114  -4.361 S11  BM2 11 
BM2 O12  O12  O 0 1 N N N 8.680  46.886 21.135 2.438  2.466  -4.471 O12  BM2 12 
BM2 O13  O13  O 0 1 N N N 9.574  45.963 22.953 2.477  0.039  -5.168 O13  BM2 13 
BM2 N14  N14  N 0 1 N N N 10.635 45.575 20.918 2.330  0.670  -2.797 N14  BM2 14 
BM2 C15  C15  C 0 1 N N S 11.547 44.897 21.359 1.863  -0.624 -2.295 C15  BM2 15 
BM2 C16  C16  C 0 1 N N N 11.898 43.690 20.561 3.063  -1.458 -1.842 C16  BM2 16 
BM2 O17  O17  O 0 1 N N N 10.685 43.068 20.435 3.758  -0.766 -0.802 O17  BM2 17 
BM2 C18  C18  C 0 1 N N N 12.648 45.705 20.968 0.934  -0.406 -1.129 C18  BM2 18 
BM2 O19  O19  O 0 1 N N N 12.510 46.194 19.773 0.686  0.720  -0.754 O19  BM2 19 
BM2 N20  N20  N 0 1 N N N 13.735 45.621 21.818 0.379  -1.462 -0.503 N20  BM2 20 
BM2 C21  C21  C 0 1 N N N 13.742 45.074 23.263 0.499  -2.873 -0.923 C21  BM2 21 
BM2 C22  C22  C 0 1 N N N 15.059 44.590 23.391 -0.743 -3.574 -0.321 C22  BM2 22 
BM2 C23  C23  C 0 1 N N N 15.600 45.625 22.647 -0.879 -2.849 1.043  C23  BM2 23 
BM2 C24  C24  C 0 1 N N S 14.956 45.915 21.408 -0.445 -1.405 0.713  C24  BM2 24 
BM2 C25  C25  C 0 1 N N N 15.412 44.907 20.535 0.373  -0.830 1.870  C25  BM2 25 
BM2 N26  N26  N 0 1 N N N 15.180 44.703 19.028 -0.478 -0.702 3.055  N26  BM2 26 
BM2 C27  C27  C 0 1 N N N 14.868 43.562 18.206 0.054  -0.310 4.229  C27  BM2 27 
BM2 O28  O28  O 0 1 N N N 14.824 42.227 18.434 1.238  -0.062 4.304  O28  BM2 28 
BM2 C29  C29  C 0 1 N N N 14.620 43.773 16.925 -0.822 -0.178 5.448  C29  BM2 29 
BM2 C30  C30  C 0 1 N N N 13.126 43.707 16.862 0.023  0.278  6.637  C30  BM2 30 
BM2 C31  C31  C 0 1 N N N 12.703 43.750 15.535 -0.866 0.411  7.875  C31  BM2 31 
BM2 N32  N32  N 0 1 N N N 11.421 43.739 15.354 -0.056 0.849  9.014  N32  BM2 32 
BM2 C33  C33  C 0 1 N N N 10.898 44.043 14.169 -0.643 1.039  10.243 C33  BM2 33 
BM2 N34  N34  N 0 1 N N N 11.721 44.291 13.218 0.117  1.450  11.312 N34  BM2 34 
BM2 N35  N35  N 0 1 N N N 9.695  43.982 14.128 -1.920 0.829  10.394 N35  BM2 35 
BM2 H2   H2   H 0 1 N N N 10.978 48.847 20.106 0.174  -0.887 -5.166 H2   BM2 36 
BM2 H3   H3   H 0 1 N N N 12.600 50.538 19.760 -1.952 -2.029 -5.735 H3   BM2 37 
BM2 H4   H4   H 0 1 N N N 14.483 51.856 20.799 -4.372 -1.934 -5.994 H4   BM2 38 
BM2 H5   H5   H 0 1 N N N 15.134 51.711 23.236 -5.608 0.140  -5.540 H5   BM2 39 
BM2 H6   H6   H 0 1 N N N 13.913 50.237 24.675 -4.443 2.155  -4.820 H6   BM2 40 
BM2 H7   H7   H 0 1 N N N 12.364 48.572 24.718 -2.317 3.294  -4.240 H7   BM2 41 
BM2 H8   H8   H 0 1 N N N 10.912 47.157 23.897 0.102  3.200  -3.983 H8   BM2 42 
BM2 HN4  HN4  H 0 1 N N N 10.972 46.051 20.081 2.823  1.267  -2.213 HN4  BM2 43 
BM2 H15  H15  H 0 1 N N N 11.311 44.614 22.411 1.333  -1.152 -3.088 H15  BM2 44 
BM2 H161 1H16 H 0 0 N N N 12.424 43.896 19.600 2.716  -2.421 -1.468 H161 BM2 45 
BM2 H162 2H16 H 0 0 N N N 12.709 43.058 20.992 3.735  -1.616 -2.685 H162 BM2 46 
BM2 HO7  HO7  H 0 1 N N N 10.909 42.297 19.925 4.505  -1.324 -0.546 HO7  BM2 47 
BM2 H211 1H21 H 0 0 N N N 13.430 45.805 24.045 1.413  -3.313 -0.524 H211 BM2 48 
BM2 H212 2H21 H 0 0 N N N 12.942 44.330 23.489 0.486  -2.946 -2.011 H212 BM2 49 
BM2 H221 1H22 H 0 0 N N N 15.460 44.402 24.414 -0.562 -4.640 -0.181 H221 BM2 50 
BM2 H222 2H22 H 0 0 N N N 15.273 43.541 23.079 -1.624 -3.408 -0.941 H222 BM2 51 
BM2 H231 1H23 H 0 0 N N N 15.653 46.548 23.269 -0.212 -3.292 1.783  H231 BM2 52 
BM2 H232 2H23 H 0 0 N N N 16.685 45.436 22.472 -1.912 -2.871 1.391  H232 BM2 53 
BM2 H24  H24  H 0 1 N N N 15.085 46.909 20.920 -1.324 -0.785 0.536  H24  BM2 54 
BM2 H251 1H25 H 0 0 N N N 16.520 44.905 20.655 0.757  0.150  1.591  H251 BM2 55 
BM2 H252 2H25 H 0 0 N N N 15.083 43.951 21.006 1.206  -1.496 2.092  H252 BM2 56 
BM2 HN6  HN6  H 0 1 N N N 15.250 45.524 18.427 -1.426 -0.901 2.994  HN6  BM2 57 
BM2 H291 1H29 H 0 0 N N N 15.063 44.708 16.511 -1.276 -1.143 5.674  H291 BM2 58 
BM2 H292 2H29 H 0 0 N N N 15.147 43.081 16.227 -1.605 0.555  5.255  H292 BM2 59 
BM2 H301 1H30 H 0 0 N N N 12.723 42.817 17.400 0.477  1.243  6.411  H301 BM2 60 
BM2 H302 2H30 H 0 0 N N N 12.646 44.501 17.479 0.806  -0.455 6.830  H302 BM2 61 
BM2 H311 1H31 H 0 0 N N N 13.152 44.631 15.020 -1.320 -0.552 8.101  H311 BM2 62 
BM2 H312 2H31 H 0 0 N N N 13.175 42.921 14.958 -1.648 1.145  7.682  H312 BM2 63 
BM2 HN2  HN2  H 0 1 N N N 10.995 44.346 16.054 0.894  1.005  8.902  HN2  BM2 64 
BM2 HN41 1HN4 H 0 0 N N N 11.320 44.524 12.309 -0.297 1.584  12.179 HN41 BM2 65 
BM2 HN42 2HN4 H 0 0 N N N 12.367 43.509 13.114 1.068  1.602  11.200 HN42 BM2 66 
BM2 HN5  HN5  H 0 1 N N N 9.141  44.837 14.162 -2.457 0.539  9.640  HN5  BM2 67 
# 
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 
BM2 C1  C2   DOUB Y N 1  
BM2 C1  C8   SING Y N 2  
BM2 C1  S11  SING N N 3  
BM2 C2  C9   SING Y N 4  
BM2 C2  H2   SING N N 5  
BM2 C3  C4   DOUB Y N 6  
BM2 C3  C9   SING Y N 7  
BM2 C3  H3   SING N N 8  
BM2 C4  C5   SING Y N 9  
BM2 C4  H4   SING N N 10 
BM2 C5  C6   DOUB Y N 11 
BM2 C5  H5   SING N N 12 
BM2 C6  C10  SING Y N 13 
BM2 C6  H6   SING N N 14 
BM2 C7  C8   DOUB Y N 15 
BM2 C7  C10  SING Y N 16 
BM2 C7  H7   SING N N 17 
BM2 C8  H8   SING N N 18 
BM2 C9  C10  DOUB Y N 19 
BM2 S11 O12  DOUB N N 20 
BM2 S11 O13  DOUB N N 21 
BM2 S11 N14  SING N N 22 
BM2 N14 C15  SING N N 23 
BM2 N14 HN4  SING N N 24 
BM2 C15 C16  SING N N 25 
BM2 C15 C18  SING N N 26 
BM2 C15 H15  SING N N 27 
BM2 C16 O17  SING N N 28 
BM2 C16 H161 SING N N 29 
BM2 C16 H162 SING N N 30 
BM2 O17 HO7  SING N N 31 
BM2 C18 O19  DOUB N N 32 
BM2 C18 N20  SING N N 33 
BM2 N20 C21  SING N N 34 
BM2 N20 C24  SING N N 35 
BM2 C21 C22  SING N N 36 
BM2 C21 H211 SING N N 37 
BM2 C21 H212 SING N N 38 
BM2 C22 C23  SING N N 39 
BM2 C22 H221 SING N N 40 
BM2 C22 H222 SING N N 41 
BM2 C23 C24  SING N N 42 
BM2 C23 H231 SING N N 43 
BM2 C23 H232 SING N N 44 
BM2 C24 C25  SING N N 45 
BM2 C24 H24  SING N N 46 
BM2 C25 N26  SING N N 47 
BM2 C25 H251 SING N N 48 
BM2 C25 H252 SING N N 49 
BM2 N26 C27  SING N N 50 
BM2 N26 HN6  SING N N 51 
BM2 C27 O28  DOUB N N 52 
BM2 C27 C29  SING N N 53 
BM2 C29 C30  SING N N 54 
BM2 C29 H291 SING N N 55 
BM2 C29 H292 SING N N 56 
BM2 C30 C31  SING N N 57 
BM2 C30 H301 SING N N 58 
BM2 C30 H302 SING N N 59 
BM2 C31 N32  SING N N 60 
BM2 C31 H311 SING N N 61 
BM2 C31 H312 SING N N 62 
BM2 N32 C33  SING N N 63 
BM2 N32 HN2  SING N N 64 
BM2 C33 N34  SING N N 65 
BM2 C33 N35  DOUB N N 66 
BM2 N34 HN41 SING N N 67 
BM2 N34 HN42 SING N N 68 
BM2 N35 HN5  SING N N 69 
# 
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 
BM2 SMILES           ACDLabs              10.04 O=C(N1C(CNC(=O)CCCNC(=[N@H])N)CCC1)C(NS(=O)(=O)c3cc2ccccc2cc3)CO 
BM2 InChI            InChI                1.02b 
InChI=1/C23H32N6O5S/c24-23(25)26-11-3-8-21(31)27-14-18-7-4-12-29(18)22(32)20(15-30)28-35(33,34)19-10-9-16-5-1-2-6-17(16)13-19/h1-2,5-6,9-10,13,18,20,28,30H,3-4,7-8,11-12,14-15H2,(H,27,31)(H4,24,25,26)/t18-,20-/m0/s1/f/h24,26-27H,25H2 
BM2 InChIKey         InChI                1.02b NTVCMEJZWNSEFW-IQEHJMBODE 
BM2 SMILES_CANONICAL CACTVS               3.341 NC(=N)NCCCC(=O)NC[C@@H]1CCCN1C(=O)[C@H](CO)N[S](=O)(=O)c2ccc3ccccc3c2 
BM2 SMILES           CACTVS               3.341 NC(=N)NCCCC(=O)NC[CH]1CCCN1C(=O)[CH](CO)N[S](=O)(=O)c2ccc3ccccc3c2 
BM2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2cc(ccc2c1)S(=O)(=O)N[C@@H](CO)C(=O)N3CCC[C@H]3CNC(=O)CCCNC(=N)N 
BM2 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2cc(ccc2c1)S(=O)(=O)NC(CO)C(=O)N3CCCC3CNC(=O)CCCNC(=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 
BM2 "SYSTEMATIC NAME" ACDLabs              10.04 4-carbamimidamido-N-({(2S)-1-[N-(naphthalen-2-ylsulfonyl)-L-seryl]pyrrolidin-2-yl}methyl)butanamide                      
BM2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-carbamimidamido-N-[[(2S)-1-[(2S)-3-hydroxy-2-(naphthalen-2-ylsulfonylamino)propanoyl]pyrrolidin-2-yl]methyl]butanamide 
# 
