data_BCQ
# 
_chem_comp.id                                    BCQ 
_chem_comp.name                                  "N-[(1R)-1-[({[(5S)-3,5-DIMETHYL-2,5-DIHYDROISOXAZOL-4-YL]METHYL}SULFONYL)METHYL]-2-OXO-2-({(1S)-3-PHENYL-1-[2-(PHENYLSULFONYL)ETHYL]PROPYL}AMINO)ETHYL]MORPHOLINE-4-CARBOXAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H42 N4 O8 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-08 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        662.817 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BCQ 
_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        2FYE 
_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 
BCQ N3   N3   N 0 1 N N N 34.562 4.133  49.648 -0.354 -4.138 -1.395 N3   BCQ 1  
BCQ O6   O6   O 0 1 N N N 32.827 1.797  49.607 -1.519 -6.502 -2.292 O6   BCQ 2  
BCQ C2   C2   C 0 1 N N N 34.289 3.292  50.880 -0.731 -5.181 -0.426 C2   BCQ 3  
BCQ C3   C3   C 0 1 N N N 32.984 2.516  50.830 -1.895 -5.984 -1.017 C3   BCQ 4  
BCQ C4   C4   C 0 1 N N N 34.183 3.462  48.352 -0.200 -4.543 -2.803 C4   BCQ 5  
BCQ C5   C5   C 0 1 N N N 32.901 2.652  48.444 -1.404 -5.401 -3.192 C5   BCQ 6  
BCQ C1   C1   C 0 1 N N N 34.993 5.405  49.731 -0.163 -2.860 -1.010 C1   BCQ 7  
BCQ O1   O1   O 0 1 N N N 35.362 5.856  50.818 0.039  -1.998 -1.842 O1   BCQ 8  
BCQ N    N    N 0 1 N N N 35.126 6.144  48.635 -0.195 -2.539 0.299  N    BCQ 9  
BCQ CA   CA   C 0 1 N N R 35.567 7.529  48.751 -0.102 -1.137 0.712  CA   BCQ 10 
BCQ O    O    O 0 1 N N N 33.264 8.116  48.916 -1.845 -0.800 -0.843 O    BCQ 11 
BCQ C    C    C 0 1 N N N 34.405 8.323  49.320 -1.250 -0.361 0.118  C    BCQ 12 
BCQ C03  C03  C 0 1 N N N 35.954 8.100  47.386 1.221  -0.547 0.219  C03  BCQ 13 
BCQ C09  C09  C 0 1 N N N 36.935 5.900  46.003 3.988  -0.575 0.189  C09  BCQ 14 
BCQ S04  S04  S 0 1 N N N 37.522 7.466  46.719 2.603  -1.480 0.933  S04  BCQ 15 
BCQ C12  C12  C 0 1 N N N 38.104 5.047  45.620 5.289  -1.183 0.646  C12  BCQ 16 
BCQ C16  C16  C 0 1 N N S 38.965 5.286  44.600 5.920  -1.022 2.010  C16  BCQ 17 
BCQ C13  C13  C 0 1 N N N 38.694 4.125  46.415 6.084  -1.951 -0.073 C13  BCQ 18 
BCQ C18  C18  C 0 1 N N N 38.758 6.286  43.465 6.227  0.452  2.282  C18  BCQ 19 
BCQ C17  C17  C 0 1 N N N 38.231 3.726  47.802 5.814  -2.356 -1.499 C17  BCQ 20 
BCQ N14  N14  N 0 1 N N N 39.897 3.798  45.847 7.196  -2.337 0.653  N14  BCQ 21 
BCQ O15  O15  O 0 1 N N N 39.955 4.361  44.672 7.136  -1.783 1.955  O15  BCQ 22 
BCQ O05  O05  O 0 1 N N N 38.388 7.184  47.812 2.584  -2.803 0.415  O05  BCQ 23 
BCQ O06  O06  O 0 1 N N N 37.937 8.319  45.648 2.620  -1.277 2.339  O06  BCQ 24 
BCQ N2   N2   N 0 1 N N N 34.659 9.101  50.363 -1.615 0.819  0.656  N2   BCQ 25 
BCQ CA2  CA2  C 0 1 N N S 33.629 9.992  50.874 -2.731 1.573  0.080  CA2  BCQ 26 
BCQ CB2  CB2  C 0 1 N N N 33.446 9.781  52.380 -4.048 1.064  0.668  CB2  BCQ 27 
BCQ CG2  CG2  C 0 1 Y N N 32.790 8.151  54.209 -5.571 -0.887 0.817  CG2  BCQ 28 
BCQ CD1  CD1  C 0 1 Y N N 31.670 8.704  54.847 -6.749 -0.736 0.108  CD1  BCQ 29 
BCQ CD2  CD2  C 0 1 Y N N 33.720 7.410  54.956 -5.583 -1.502 2.054  CD2  BCQ 30 
BCQ CE1  CE1  C 0 1 Y N N 31.487 8.516  56.208 -7.939 -1.196 0.640  CE1  BCQ 31 
BCQ CE2  CE2  C 0 1 Y N N 33.529 7.229  56.314 -6.774 -1.958 2.588  CE2  BCQ 32 
BCQ CZ   CZ   C 0 1 Y N N 32.415 7.779  56.940 -7.951 -1.807 1.880  CZ   BCQ 33 
BCQ CB8  CB8  C 0 1 N N N 33.003 8.361  52.725 -4.273 -0.386 0.237  CB8  BCQ 34 
BCQ C7A  C7A  C 0 1 N N N 35.135 11.934 51.402 -1.313 3.597  -0.286 C7A  BCQ 35 
BCQ CT   CT   C 0 1 N N N 33.954 11.452 50.559 -2.566 3.059  0.407  CT   BCQ 36 
BCQ C4A  C4A  C 0 1 Y N N 36.595 13.144 53.567 0.351  5.800  -0.766 C4A  BCQ 37 
BCQ C1A  C1A  C 0 1 Y N N 38.703 12.900 55.422 2.656  6.493  -2.128 C1A  BCQ 38 
BCQ C2A  C2A  C 0 1 Y N N 38.443 14.127 54.821 1.426  6.604  -2.749 C2A  BCQ 39 
BCQ C3A  C3A  C 0 1 Y N N 37.394 14.249 53.901 0.274  6.258  -2.068 C3A  BCQ 40 
BCQ C5A  C5A  C 0 1 Y N N 36.870 11.907 54.182 1.581  5.694  -0.143 C5A  BCQ 41 
BCQ C6A  C6A  C 0 1 Y N N 37.920 11.790 55.108 2.733  6.036  -0.825 C6A  BCQ 42 
BCQ S1   S1   S 0 1 N N N 35.163 13.333 52.569 -1.117 5.359  0.102  S1   BCQ 43 
BCQ O1A  O1A  O 0 1 N N N 35.345 14.522 51.816 -2.110 6.149  -0.537 O1A  BCQ 44 
BCQ O2   O2   O 0 1 N N N 34.047 13.262 53.469 -0.752 5.558  1.460  O2   BCQ 45 
BCQ H21  1H2  H 0 1 N N N 34.213 3.987  51.729 0.118  -5.841 -0.247 H21  BCQ 46 
BCQ H22  2H2  H 0 1 N N N 35.110 2.567  50.983 -1.041 -4.718 0.511  H22  BCQ 47 
BCQ H31  1H3  H 0 1 N N N 32.994 1.786  51.652 -2.143 -6.808 -0.349 H31  BCQ 48 
BCQ H32  2H3  H 0 1 N N N 32.150 3.227  50.927 -2.763 -5.335 -1.130 H32  BCQ 49 
BCQ H41  1H4  H 0 1 N N N 34.993 2.763  48.097 -0.158 -3.659 -3.440 H41  BCQ 50 
BCQ H42  2H4  H 0 1 N N N 34.042 4.243  47.590 0.716  -5.122 -2.915 H42  BCQ 51 
BCQ H51  1H5  H 0 1 N N N 32.072 3.371  48.522 -1.272 -5.774 -4.208 H51  BCQ 52 
BCQ H52  2H5  H 0 1 N N N 32.837 2.015  47.550 -2.309 -4.795 -3.143 H52  BCQ 53 
BCQ HN   HN   H 0 1 N N N 34.925 5.753  47.737 -0.280 -3.237 0.967  HN   BCQ 54 
BCQ HA   HA   H 0 1 N N N 36.453 7.587  49.400 -0.145 -1.075 1.799  HA   BCQ 55 
BCQ H031 1H03 H 0 0 N N N 36.085 9.184  47.523 1.290  0.497  0.526  H031 BCQ 56 
BCQ H032 2H03 H 0 0 N N N 35.156 7.841  46.674 1.264  -0.609 -0.869 H032 BCQ 57 
BCQ H091 1H09 H 0 0 N N N 36.325 5.367  46.747 3.946  0.469  0.497  H091 BCQ 58 
BCQ H092 2H09 H 0 0 N N N 36.330 6.112  45.109 3.920  -0.636 -0.897 H092 BCQ 59 
BCQ H16  H16  H 0 1 N N N 39.173 6.319  44.285 5.260  -1.419 2.781  H16  BCQ 60 
BCQ H181 1H18 H 0 0 N N N 37.818 6.056  42.941 6.897  0.832  1.510  H181 BCQ 61 
BCQ H182 2H18 H 0 0 N N N 39.598 6.217  42.758 5.300  1.025  2.271  H182 BCQ 62 
BCQ H183 3H18 H 0 0 N N N 38.708 7.305  43.878 6.704  0.550  3.257  H183 BCQ 63 
BCQ H171 1H17 H 0 0 N N N 37.702 2.763  47.749 6.625  -2.991 -1.856 H171 BCQ 64 
BCQ H172 2H17 H 0 0 N N N 37.552 4.496  48.197 4.874  -2.904 -1.550 H172 BCQ 65 
BCQ H173 3H17 H 0 0 N N N 39.102 3.629  48.466 5.750  -1.465 -2.124 H173 BCQ 66 
BCQ HN14 HN14 H 0 0 N N N 40.646 4.128  46.421 7.909  -2.904 0.321  HN14 BCQ 67 
BCQ HN2  HN2  H 0 1 N N N 35.559 9.075  50.798 -1.139 1.170  1.425  HN2  BCQ 68 
BCQ HA2  HA2  H 0 1 N N N 32.682 9.750  50.370 -2.740 1.438  -1.002 HA2  BCQ 69 
BCQ HB21 1HB2 H 0 0 N N N 32.659 10.469 52.721 -4.004 1.117  1.756  HB21 BCQ 70 
BCQ HB22 2HB2 H 0 0 N N N 34.407 9.976  52.878 -4.870 1.683  0.308  HB22 BCQ 71 
BCQ HD1  HD1  H 0 1 N N N 30.951 9.276  54.279 -6.739 -0.259 -0.861 HD1  BCQ 72 
BCQ HD2  HD2  H 0 1 N N N 34.584 6.982  54.470 -4.663 -1.621 2.607  HD2  BCQ 73 
BCQ HE1  HE1  H 0 1 N N N 30.625 8.941  56.701 -8.859 -1.077 0.087  HE1  BCQ 74 
BCQ HE2  HE2  H 0 1 N N N 34.245 6.660  56.889 -6.784 -2.435 3.557  HE2  BCQ 75 
BCQ HZ   HZ   H 0 1 N N N 32.269 7.634  58.000 -8.882 -2.165 2.296  HZ   BCQ 76 
BCQ HB81 1HB8 H 0 0 N N N 33.804 7.678  52.406 -4.317 -0.439 -0.851 HB81 BCQ 77 
BCQ HB82 2HB8 H 0 0 N N N 32.053 8.160  52.208 -3.452 -1.004 0.597  HB82 BCQ 78 
BCQ H7A1 1H7A H 0 0 N N N 35.775 12.343 50.607 -0.439 3.049  0.065  H7A1 BCQ 79 
BCQ H7A2 2H7A H 0 0 N N N 35.386 11.064 52.027 -1.411 3.471  -1.364 H7A2 BCQ 80 
BCQ HT1  1HT  H 0 1 N N N 33.075 12.070 50.793 -3.440 3.607  0.055  HT1  BCQ 81 
BCQ HT2  2HT  H 0 1 N N N 34.212 11.541 49.493 -2.468 3.184  1.485  HT2  BCQ 82 
BCQ H1A  H1A  H 0 1 N N N 39.512 12.807 56.132 3.556  6.763  -2.660 H1A  BCQ 83 
BCQ H2A  H2A  H 0 1 N N N 39.050 14.986 55.064 1.365  6.961  -3.767 H2A  BCQ 84 
BCQ H3A  H3A  H 0 1 N N N 37.197 15.207 53.442 -0.687 6.344  -2.554 H3A  BCQ 85 
BCQ H5A  H5A  H 0 1 N N N 36.270 11.043 53.940 1.641  5.337  0.874  H5A  BCQ 86 
BCQ H6A  H6A  H 0 1 N N N 38.121 10.838 55.578 3.694  5.950  -0.340 H6A  BCQ 87 
# 
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 
BCQ N3  C2   SING N N 1  
BCQ N3  C4   SING N N 2  
BCQ N3  C1   SING N N 3  
BCQ O6  C3   SING N N 4  
BCQ O6  C5   SING N N 5  
BCQ C2  C3   SING N N 6  
BCQ C2  H21  SING N N 7  
BCQ C2  H22  SING N N 8  
BCQ C3  H31  SING N N 9  
BCQ C3  H32  SING N N 10 
BCQ C4  C5   SING N N 11 
BCQ C4  H41  SING N N 12 
BCQ C4  H42  SING N N 13 
BCQ C5  H51  SING N N 14 
BCQ C5  H52  SING N N 15 
BCQ C1  O1   DOUB N N 16 
BCQ C1  N    SING N N 17 
BCQ N   CA   SING N N 18 
BCQ N   HN   SING N N 19 
BCQ CA  C    SING N N 20 
BCQ CA  C03  SING N N 21 
BCQ CA  HA   SING N N 22 
BCQ O   C    DOUB N N 23 
BCQ C   N2   SING N N 24 
BCQ C03 S04  SING N N 25 
BCQ C03 H031 SING N N 26 
BCQ C03 H032 SING N N 27 
BCQ C09 S04  SING N N 28 
BCQ C09 C12  SING N N 29 
BCQ C09 H091 SING N N 30 
BCQ C09 H092 SING N N 31 
BCQ S04 O05  DOUB N N 32 
BCQ S04 O06  DOUB N N 33 
BCQ C12 C16  SING N N 34 
BCQ C12 C13  DOUB N N 35 
BCQ C16 C18  SING N N 36 
BCQ C16 O15  SING N N 37 
BCQ C16 H16  SING N N 38 
BCQ C13 C17  SING N N 39 
BCQ C13 N14  SING N N 40 
BCQ C18 H181 SING N N 41 
BCQ C18 H182 SING N N 42 
BCQ C18 H183 SING N N 43 
BCQ C17 H171 SING N N 44 
BCQ C17 H172 SING N N 45 
BCQ C17 H173 SING N N 46 
BCQ N14 O15  SING N N 47 
BCQ N14 HN14 SING N N 48 
BCQ N2  CA2  SING N N 49 
BCQ N2  HN2  SING N N 50 
BCQ CA2 CB2  SING N N 51 
BCQ CA2 CT   SING N N 52 
BCQ CA2 HA2  SING N N 53 
BCQ CB2 CB8  SING N N 54 
BCQ CB2 HB21 SING N N 55 
BCQ CB2 HB22 SING N N 56 
BCQ CG2 CD1  DOUB Y N 57 
BCQ CG2 CD2  SING Y N 58 
BCQ CG2 CB8  SING N N 59 
BCQ CD1 CE1  SING Y N 60 
BCQ CD1 HD1  SING N N 61 
BCQ CD2 CE2  DOUB Y N 62 
BCQ CD2 HD2  SING N N 63 
BCQ CE1 CZ   DOUB Y N 64 
BCQ CE1 HE1  SING N N 65 
BCQ CE2 CZ   SING Y N 66 
BCQ CE2 HE2  SING N N 67 
BCQ CZ  HZ   SING N N 68 
BCQ CB8 HB81 SING N N 69 
BCQ CB8 HB82 SING N N 70 
BCQ C7A CT   SING N N 71 
BCQ C7A S1   SING N N 72 
BCQ C7A H7A1 SING N N 73 
BCQ C7A H7A2 SING N N 74 
BCQ CT  HT1  SING N N 75 
BCQ CT  HT2  SING N N 76 
BCQ C4A C3A  DOUB Y N 77 
BCQ C4A C5A  SING Y N 78 
BCQ C4A S1   SING N N 79 
BCQ C1A C2A  DOUB Y N 80 
BCQ C1A C6A  SING Y N 81 
BCQ C1A H1A  SING N N 82 
BCQ C2A C3A  SING Y N 83 
BCQ C2A H2A  SING N N 84 
BCQ C3A H3A  SING N N 85 
BCQ C5A C6A  DOUB Y N 86 
BCQ C5A H5A  SING N N 87 
BCQ C6A H6A  SING N N 88 
BCQ S1  O1A  DOUB N N 89 
BCQ S1  O2   DOUB N N 90 
# 
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 
BCQ SMILES           ACDLabs              10.04 "O=S(=O)(CC1=C(NOC1C)C)CC(C(=O)NC(CCS(=O)(=O)c2ccccc2)CCc3ccccc3)NC(=O)N4CCOCC4" 
BCQ SMILES_CANONICAL CACTVS               3.341 "C[C@@H]1ONC(=C1C[S](=O)(=O)C[C@H](NC(=O)N2CCOCC2)C(=O)N[C@@H](CCc3ccccc3)CC[S](=O)(=O)c4ccccc4)C" 
BCQ SMILES           CACTVS               3.341 "C[CH]1ONC(=C1C[S](=O)(=O)C[CH](NC(=O)N2CCOCC2)C(=O)N[CH](CCc3ccccc3)CC[S](=O)(=O)c4ccccc4)C" 
BCQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1C(=C(NO1)C)CS(=O)(=O)C[C@@H](C(=O)N[C@@H](CCc2ccccc2)CCS(=O)(=O)c3ccccc3)NC(=O)N4CCOCC4" 
BCQ SMILES           "OpenEye OEToolkits" 1.5.0 "CC1C(=C(NO1)C)CS(=O)(=O)CC(C(=O)NC(CCc2ccccc2)CCS(=O)(=O)c3ccccc3)NC(=O)N4CCOCC4" 
BCQ InChI            InChI                1.03  
"InChI=1S/C31H42N4O8S2/c1-23-28(24(2)43-34-23)21-44(38,39)22-29(33-31(37)35-16-18-42-19-17-35)30(36)32-26(14-13-25-9-5-3-6-10-25)15-20-45(40,41)27-11-7-4-8-12-27/h3-12,24,26,29,34H,13-22H2,1-2H3,(H,32,36)(H,33,37)/t24-,26-,29-/m0/s1" 
BCQ InChIKey         InChI                1.03  KPLOSZKQTFPNFM-MIUCGUHXSA-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 
BCQ "SYSTEMATIC NAME" ACDLabs              10.04 "N-[(1R)-1-[({[(5S)-3,5-dimethyl-2,5-dihydroisoxazol-4-yl]methyl}sulfonyl)methyl]-2-oxo-2-({(1S)-3-phenyl-1-[2-(phenylsulfonyl)ethyl]propyl}amino)ethyl]morpholine-4-carboxamide" 
BCQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(2R)-3-[(3,5-dimethyl-2,5-dihydro-1,2-oxazol-4-yl)methylsulfonyl]-1-oxo-1-[[(3S)-1-phenyl-5-(phenylsulfonyl)pentan-3-yl]amino]propan-2-yl]morpholine-4-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 
BCQ "Create component"  2006-02-08 RCSB 
BCQ "Modify descriptor" 2011-06-04 RCSB 
# 
