data_FEB
# 
_chem_comp.id                                    FEB 
_chem_comp.name                                  N~2~-[(3R)-3-hydroxydodecanoyl]-L-asparaginyl-N~1~-[(1S)-1-(hydroxymethyl)-3-methylbutyl]-L-glutamamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H51 N5 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Fellutamide B, bound form" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-05-29 
_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                        557.723 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FEB 
_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        3D29 
_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 
FEB N1   N1   N 0 1 N N N 6.746  -163.271 39.675 -6.624  -0.214 0.039  N1   FEB 1  
FEB C2   C2   C 0 1 N N S 5.695  -163.686 40.618 -7.840  0.383  0.597  C2   FEB 2  
FEB C3   C3   C 0 1 N N N 5.884  -162.912 41.925 -8.283  -0.416 1.825  C3   FEB 3  
FEB O4   O4   O 0 1 N N N 6.047  -161.546 41.662 -8.659  -1.735 1.424  O4   FEB 4  
FEB C5   C5   C 0 1 N N N 5.703  -165.220 40.920 -8.950  0.357  -0.456 C5   FEB 5  
FEB C6   C6   C 0 1 N N N 5.483  -166.229 39.759 -8.559  1.257  -1.630 C6   FEB 6  
FEB C7   C7   C 0 1 N N N 5.510  -167.665 40.319 -9.609  1.135  -2.737 C7   FEB 7  
FEB C8   C8   C 0 1 N N N 4.137  -166.034 39.044 -8.484  2.710  -1.156 C8   FEB 8  
FEB N9   N9   N 0 1 N N N 7.682  -162.275 36.371 -2.996  0.040  0.666  N9   FEB 9  
FEB C10  C10  C 0 1 N N S 7.892  -162.161 37.822 -4.167  -0.488 -0.038 C10  FEB 10 
FEB C11  C11  C 0 1 N N N 6.582  -162.451 38.604 -5.418  0.126  0.535  C11  FEB 11 
FEB O12  O12  O 0 1 N N N 5.474  -161.983 38.240 -5.339  0.926  1.444  O12  FEB 12 
FEB C13  C13  C 0 1 N N N 8.502  -160.753 38.111 -4.221  -2.008 0.130  C13  FEB 13 
FEB C14  C14  C 0 1 N N N 9.960  -160.518 37.600 -3.012  -2.641 -0.562 C14  FEB 14 
FEB C15  C15  C 0 1 N N N 10.941 -161.652 37.919 -3.065  -4.138 -0.396 C15  FEB 15 
FEB O16  O16  O 0 1 N N N 11.365 -161.838 39.058 -3.980  -4.648 0.216  O16  FEB 16 
FEB N17  N17  N 0 1 N N N 11.341 -162.442 36.963 -2.097  -4.910 -0.927 N17  FEB 17 
FEB N18  N18  N 0 1 N N N 8.621  -163.797 33.253 0.585   0.513  -0.089 N18  FEB 18 
FEB C19  C19  C 0 1 N N S 7.554  -163.284 34.163 -0.590  0.602  0.782  C19  FEB 19 
FEB C20  C20  C 0 1 N N N 8.005  -163.347 35.637 -1.794  0.059  0.057  C20  FEB 20 
FEB O21  O21  O 0 1 N N N 8.641  -164.321 36.086 -1.682  -0.361 -1.076 O21  FEB 21 
FEB C22  C22  C 0 1 N N N 6.200  -164.018 33.889 -0.837  2.065  1.157  C22  FEB 22 
FEB C23  C23  C 0 1 N N N 5.690  -163.990 32.434 -1.050  2.876  -0.095 C23  FEB 23 
FEB O24  O24  O 0 1 N N N 6.208  -163.284 31.566 -0.907  2.360  -1.184 O24  FEB 24 
FEB N25  N25  N 0 1 N N N 4.678  -164.748 32.110 -1.399  4.174  -0.006 N25  FEB 25 
FEB C26  C26  C 0 1 N N N 13.262 -164.389 31.603 5.526   0.366  -0.502 C26  FEB 26 
FEB C27  C27  C 0 1 N N R 12.296 -163.453 32.331 4.301   0.477  0.407  C27  FEB 27 
FEB C28  C28  C 0 1 N N N 15.539 -164.601 30.436 8.010   0.100  -0.554 C28  FEB 28 
FEB C29  C29  C 0 1 N N N 14.758 -164.025 31.619 6.784   0.211  0.355  C29  FEB 29 
FEB C30  C30  C 0 1 N N N 21.545 -166.382 32.204 15.461  -0.698 -0.710 C30  FEB 30 
FEB C31  C31  C 0 1 N N N 21.458 -165.917 30.753 14.236  -0.587 0.199  C31  FEB 31 
FEB C32  C32  C 0 1 N N N 20.061 -166.152 30.129 12.978  -0.432 -0.658 C32  FEB 32 
FEB C33  C33  C 0 1 N N N 19.398 -164.864 29.573 11.752  -0.321 0.251  C33  FEB 33 
FEB C34  C34  C 0 1 N N N 17.862 -164.947 29.377 10.494  -0.166 -0.606 C34  FEB 34 
FEB C35  C35  C 0 1 N N N 17.071 -164.548 30.627 9.268   -0.055 0.303  C35  FEB 35 
FEB C36  C36  C 0 1 N N N 10.854 -163.994 32.338 3.033   0.507  -0.449 C36  FEB 36 
FEB O37  O37  O 0 1 N N N 12.319 -162.179 31.683 4.385   1.679  1.176  O37  FEB 37 
FEB C38  C38  C 0 1 N N N 9.841  -163.230 33.175 1.821   0.492  0.448  C38  FEB 38 
FEB O49  O49  O 0 1 N N N 10.146 -162.165 33.737 1.959   0.461  1.653  O49  FEB 39 
FEB HN1  HN1  H 0 1 N N N 7.667  -163.626 39.838 -6.687  -0.857 -0.684 HN1  FEB 40 
FEB H2   H2   H 0 1 N N N 4.725  -163.463 40.150 -7.638  1.414  0.888  H2   FEB 41 
FEB H3   H3   H 0 1 N N N 4.998  -163.055 42.561 -7.460  -0.473 2.538  H3   FEB 42 
FEB H3A  H3A  H 0 1 N N N 6.782  -163.288 42.437 -9.135  0.079  2.292  H3A  FEB 43 
FEB HO4  HO4  H 0 1 N N N 6.084  -161.067 42.482 -8.951  -2.299 2.154  HO4  FEB 44 
FEB H5   H5   H 0 1 N N N 6.694  -165.446 41.341 -9.090  -0.664 -0.811 H5   FEB 45 
FEB H5A  H5A  H 0 1 N N N 4.827  -165.367 41.568 -9.878  0.719  -0.014 H5A  FEB 46 
FEB H6   H6   H 0 1 N N N 6.290  -166.054 39.033 -7.587  0.950  -2.016 H6   FEB 47 
FEB H7   H7   H 0 1 N N N 5.516  -168.384 39.486 -10.581 1.443  -2.351 H7   FEB 48 
FEB H7A  H7A  H 0 1 N N N 6.414  -167.803 40.930 -9.330  1.776  -3.573 H7A  FEB 49 
FEB H7B  H7B  H 0 1 N N N 4.618  -167.833 40.941 -9.662  0.100  -3.074 H7B  FEB 50 
FEB H8   H8   H 0 1 N N N 3.329  -165.987 39.789 -9.456  3.017  -0.771 H8   FEB 51 
FEB H8A  H8A  H 0 1 N N N 4.160  -165.097 38.469 -7.736  2.797  -0.368 H8A  FEB 52 
FEB H8B  H8B  H 0 1 N N N 3.959  -166.879 38.362 -8.206  3.351  -1.993 H8B  FEB 53 
FEB HN9  HN9  H 0 1 N N N 7.269  -161.496 35.899 -3.086  0.376  1.572  HN9  FEB 54 
FEB H10  H10  H 0 1 N N N 8.603  -162.922 38.178 -4.094  -0.242 -1.098 H10  FEB 55 
FEB H13  H13  H 0 1 N N N 7.858  -160.010 37.618 -4.203  -2.257 1.191  H13  FEB 56 
FEB H13A H13A H 0 0 N N N 8.551  -160.667 39.207 -5.138  -2.391 -0.318 H13A FEB 57 
FEB H14  H14  H 0 1 N N N 9.919  -160.408 36.506 -3.029  -2.392 -1.623 H14  FEB 58 
FEB H14A H14A H 0 0 N N N 10.334 -159.624 38.120 -2.095  -2.258 -0.114 H14A FEB 59 
FEB HN17 HN17 H 0 0 N N N 10.916 -162.171 36.099 -1.365  -4.502 -1.416 HN17 FEB 60 
FEB HN1A HN1A H 0 0 N N N 11.977 -163.205 37.076 -2.131  -5.873 -0.820 HN1A FEB 61 
FEB HN18 HN18 H 0 0 N N N 8.423  -164.592 32.679 0.474   0.470  -1.051 HN18 FEB 62 
FEB H19  H19  H 0 1 N N N 7.378  -162.219 33.950 -0.417  0.019  1.686  H19  FEB 63 
FEB H22  H22  H 0 1 N N N 6.339  -165.073 34.166 -1.723  2.133  1.789  H22  FEB 64 
FEB H22A H22A H 0 0 N N N 5.445  -163.479 34.479 0.026   2.452  1.698  H22A FEB 65 
FEB HN25 HN25 H 0 0 N N N 4.369  -165.261 32.911 -1.514  4.587  0.864  HN25 FEB 66 
FEB HN2A HN2A H 0 0 N N N 4.273  -164.807 31.198 -1.536  4.696  -0.812 HN2A FEB 67 
FEB H26  H26  H 0 1 N N N 13.169 -165.376 32.080 5.420   -0.503 -1.151 H26  FEB 68 
FEB H26A H26A H 0 0 N N N 12.968 -164.333 30.545 5.610   1.266  -1.111 H26A FEB 69 
FEB H27  H27  H 0 1 N N N 12.623 -163.371 33.378 4.267   -0.382 1.077  H27  FEB 70 
FEB H28  H28  H 0 1 N N N 15.245 -165.654 30.311 7.904   -0.769 -1.203 H28  FEB 71 
FEB H28A H28A H 0 0 N N N 15.298 -163.987 29.556 8.094   1.000  -1.163 H28A FEB 72 
FEB H29  H29  H 0 1 N N N 14.844 -162.929 31.585 6.891   1.080  1.004  H29  FEB 73 
FEB H29A H29A H 0 0 N N N 15.189 -164.456 32.535 6.701   -0.689 0.964  H29A FEB 74 
FEB H30  H30  H 0 1 N N N 21.566 -167.481 32.237 15.545  0.202  -1.319 H30  FEB 75 
FEB H30A H30A H 0 0 N N N 22.463 -165.984 32.662 16.358  -0.809 -0.099 H30A FEB 76 
FEB H30B H30B H 0 0 N N N 20.669 -166.016 32.759 15.355  -1.567 -1.359 H30B FEB 77 
FEB H31  H31  H 0 1 N N N 21.675 -164.839 30.721 14.152  -1.488 0.808  H31  FEB 78 
FEB H31A H31A H 0 0 N N N 22.185 -166.504 30.172 14.342  0.282  0.848  H31A FEB 79 
FEB H32  H32  H 0 1 N N N 20.175 -166.863 29.297 13.061  0.468  -1.266 H32  FEB 80 
FEB H32A H32A H 0 0 N N N 19.409 -166.530 30.930 12.871  -1.301 -1.307 H32A FEB 81 
FEB H33  H33  H 0 1 N N N 19.600 -164.051 30.286 11.668  -1.222 0.860  H33  FEB 82 
FEB H33A H33A H 0 0 N N N 19.829 -164.700 28.574 11.858  0.548  0.900  H33A FEB 83 
FEB H34  H34  H 0 1 N N N 17.582 -164.266 28.560 10.578  0.734  -1.215 H34  FEB 84 
FEB H34A H34A H 0 0 N N N 17.615 -165.995 29.153 10.387  -1.035 -1.255 H34A FEB 85 
FEB H35  H35  H 0 1 N N N 17.347 -163.516 30.891 9.375   0.814  0.952  H35  FEB 86 
FEB H35A H35A H 0 0 N N N 17.324 -165.272 31.415 9.184   -0.956 0.912  H35A FEB 87 
FEB H36  H36  H 0 1 N N N 10.496 -163.974 31.298 3.024   1.412  -1.055 H36  FEB 88 
FEB H36A H36A H 0 0 N N N 10.918 -164.992 32.795 3.013   -0.367 -1.100 H36A FEB 89 
FEB HO37 HO37 H 0 0 N N N 12.324 -161.490 32.337 4.419   2.485  0.643  HO37 FEB 90 
# 
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 
FEB N1  C2   SING N N 1  
FEB N1  C11  SING N N 2  
FEB C2  C3   SING N N 3  
FEB C2  C5   SING N N 4  
FEB C3  O4   SING N N 5  
FEB C5  C6   SING N N 6  
FEB C6  C7   SING N N 7  
FEB C6  C8   SING N N 8  
FEB N9  C10  SING N N 9  
FEB N9  C20  SING N N 10 
FEB C10 C11  SING N N 11 
FEB C10 C13  SING N N 12 
FEB C11 O12  DOUB N N 13 
FEB C13 C14  SING N N 14 
FEB C14 C15  SING N N 15 
FEB C15 O16  DOUB N N 16 
FEB C15 N17  SING N N 17 
FEB N18 C19  SING N N 18 
FEB N18 C38  SING N N 19 
FEB C19 C20  SING N N 20 
FEB C19 C22  SING N N 21 
FEB C20 O21  DOUB N N 22 
FEB C22 C23  SING N N 23 
FEB C23 O24  DOUB N N 24 
FEB C23 N25  SING N N 25 
FEB C26 C27  SING N N 26 
FEB C26 C29  SING N N 27 
FEB C27 C36  SING N N 28 
FEB C27 O37  SING N N 29 
FEB C28 C29  SING N N 30 
FEB C28 C35  SING N N 31 
FEB C30 C31  SING N N 32 
FEB C31 C32  SING N N 33 
FEB C32 C33  SING N N 34 
FEB C33 C34  SING N N 35 
FEB C34 C35  SING N N 36 
FEB C36 C38  SING N N 37 
FEB C38 O49  DOUB N N 38 
FEB N1  HN1  SING N N 39 
FEB C2  H2   SING N N 40 
FEB C3  H3   SING N N 41 
FEB C3  H3A  SING N N 42 
FEB O4  HO4  SING N N 43 
FEB C5  H5   SING N N 44 
FEB C5  H5A  SING N N 45 
FEB C6  H6   SING N N 46 
FEB C7  H7   SING N N 47 
FEB C7  H7A  SING N N 48 
FEB C7  H7B  SING N N 49 
FEB C8  H8   SING N N 50 
FEB C8  H8A  SING N N 51 
FEB C8  H8B  SING N N 52 
FEB N9  HN9  SING N N 53 
FEB C10 H10  SING N N 54 
FEB C13 H13  SING N N 55 
FEB C13 H13A SING N N 56 
FEB C14 H14  SING N N 57 
FEB C14 H14A SING N N 58 
FEB N17 HN17 SING N N 59 
FEB N17 HN1A SING N N 60 
FEB N18 HN18 SING N N 61 
FEB C19 H19  SING N N 62 
FEB C22 H22  SING N N 63 
FEB C22 H22A SING N N 64 
FEB N25 HN25 SING N N 65 
FEB N25 HN2A SING N N 66 
FEB C26 H26  SING N N 67 
FEB C26 H26A SING N N 68 
FEB C27 H27  SING N N 69 
FEB C28 H28  SING N N 70 
FEB C28 H28A SING N N 71 
FEB C29 H29  SING N N 72 
FEB C29 H29A SING N N 73 
FEB C30 H30  SING N N 74 
FEB C30 H30A SING N N 75 
FEB C30 H30B SING N N 76 
FEB C31 H31  SING N N 77 
FEB C31 H31A SING N N 78 
FEB C32 H32  SING N N 79 
FEB C32 H32A SING N N 80 
FEB C33 H33  SING N N 81 
FEB C33 H33A SING N N 82 
FEB C34 H34  SING N N 83 
FEB C34 H34A SING N N 84 
FEB C35 H35  SING N N 85 
FEB C35 H35A SING N N 86 
FEB C36 H36  SING N N 87 
FEB C36 H36A SING N N 88 
FEB O37 HO37 SING N N 89 
# 
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 
FEB SMILES           ACDLabs              10.04 O=C(NC(CC(C)C)CO)C(NC(=O)C(NC(=O)CC(O)CCCCCCCCC)CC(=O)N)CCC(=O)N 
FEB InChI            InChI                1.02b 
InChI=1/C27H51N5O7/c1-4-5-6-7-8-9-10-11-20(34)15-25(37)31-22(16-24(29)36)27(39)32-21(12-13-23(28)35)26(38)30-19(17-33)14-18(2)3/h18-22,33-34H,4-17H2,1-3H3,(H2,28,35)(H2,29,36)(H,30,38)(H,31,37)(H,32,39)/t19-,20+,21-,22-/m0/s1/f/h30-32H,28-29H2 
FEB InChIKey         InChI                1.02b QHOKNKNDLHIBEV-YGJSILMCDQ 
FEB SMILES_CANONICAL CACTVS               3.341 CCCCCCCCC[C@@H](O)CC(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H](CO)CC(C)C 
FEB SMILES           CACTVS               3.341 CCCCCCCCC[CH](O)CC(=O)N[CH](CC(N)=O)C(=O)N[CH](CCC(N)=O)C(=O)N[CH](CO)CC(C)C 
FEB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCCC[C@H](CC(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(C)C)CO)O 
FEB SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCCCC(CC(=O)NC(CC(=O)N)C(=O)NC(CCC(=O)N)C(=O)NC(CC(C)C)CO)O 
# 
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 
FEB "SYSTEMATIC NAME" ACDLabs              10.04 N~2~-[(3R)-3-hydroxydodecanoyl]-L-asparaginyl-N~1~-[(1S)-1-(hydroxymethyl)-3-methylbutyl]-L-glutamamide                               
FEB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-2-[[(2S)-4-amino-2-[[(3R)-3-hydroxydodecanoyl]amino]-4-oxo-butanoyl]amino]-N-[(2S)-1-hydroxy-4-methyl-pentan-2-yl]pentanediamide 
# 
