data_3EO
# 
_chem_comp.id                                    3EO 
_chem_comp.name                                  
"(4R,6S,7Z,15S,17S)-17-[({7-methoxy-2-[4-(propan-2-yl)-1,3-thiazol-2-yl]quinolin-4-yl}oxy)methyl]-13-methyl-N-[(1-methylcyclopropyl)sulfonyl]-2,14-dioxo-1,3,13-triazatricyclo[13.2.0.0~4,6~]heptadec-7-ene-4-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C37 H46 N6 O7 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-08-01 
_chem_comp.pdbx_modified_date                    2014-09-05 
_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                        750.927 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3EO 
_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        4TYD 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
3EO C1  C1  C 0 1 N N N 62.950 -15.997 34.149 0.836  1.449  -2.049 C1  3EO 1  
3EO C2  C2  C 0 1 N N S 63.318 -17.086 33.130 -0.536 1.988  -2.458 C2  3EO 2  
3EO C3  C3  C 0 1 N N N 64.390 -16.620 32.141 -0.742 3.468  -2.098 C3  3EO 3  
3EO C4  C4  C 0 1 N N S 63.462 -17.224 31.107 -1.823 3.039  -1.100 C4  3EO 4  
3EO C6  C5  C 0 1 N N N 64.032 -18.523 30.500 -3.206 3.527  -1.455 C6  3EO 5  
3EO C7  C6  C 0 1 N N N 61.681 -18.608 32.130 -2.227 0.516  -1.142 C7  3EO 6  
3EO C11 C7  C 0 1 N N N 64.792 -20.017 28.588 -5.598 3.476  -1.170 C11 3EO 7  
3EO C12 C8  C 0 1 N N N 63.807 -20.868 27.765 -6.592 2.468  -0.592 C12 3EO 8  
3EO C15 C9  C 0 1 N N N 61.698 -23.005 30.144 -6.168 -1.190 -0.695 C15 3EO 9  
3EO C16 C10 C 0 1 N N N 61.134 -22.792 31.357 -5.609 -2.157 -1.392 C16 3EO 10 
3EO C19 C11 C 0 1 N N R 60.855 -20.719 33.133 -3.067 -1.682 -1.453 C19 3EO 11 
3EO C21 C12 C 0 1 N N N 61.437 -21.930 33.908 -3.289 -2.901 -2.348 C21 3EO 12 
3EO O28 O1  O 0 1 N N N 56.803 -20.178 31.386 -2.599 -1.529 2.875  O28 3EO 13 
3EO C30 C13 C 0 1 N N N 55.857 -17.337 33.955 -3.451 -4.664 3.793  C30 3EO 14 
3EO C31 C14 C 0 1 N N N 54.838 -17.948 32.926 -2.597 -5.448 2.795  C31 3EO 15 
3EO C33 C15 C 0 1 Y N N 64.124 -14.916 36.107 2.440  1.683  -0.314 C33 3EO 16 
3EO C34 C16 C 0 1 Y N N 65.211 -14.962 36.982 2.920  2.231  0.899  C34 3EO 17 
3EO C35 C17 C 0 1 Y N N 63.278 -13.810 36.151 3.228  0.756  -0.966 C35 3EO 18 
3EO C36 C18 C 0 1 Y N N 65.440 -13.917 37.877 4.180  1.810  1.394  C36 3EO 19 
3EO C37 C19 C 0 1 Y N N 63.516 -12.776 37.042 4.463  0.387  -0.417 C37 3EO 20 
3EO C39 C20 C 0 1 Y N N 66.090 -16.039 36.977 2.171  3.178  1.612  C39 3EO 21 
3EO C40 C21 C 0 1 Y N N 67.169 -16.090 37.847 2.657  3.689  2.776  C40 3EO 22 
3EO S25 S1  S 0 1 N N N 57.065 -19.571 32.659 -2.032 -2.689 2.282  S25 3EO 23 
3EO O27 O2  O 0 1 N N N 56.506 -20.367 33.707 -0.709 -3.101 2.596  O27 3EO 24 
3EO C26 C22 C 0 1 N N N 56.342 -17.925 32.682 -3.180 -4.089 2.401  C26 3EO 25 
3EO C29 C23 C 0 1 N N N 56.733 -17.044 31.494 -4.338 -4.081 1.402  C29 3EO 26 
3EO N23 N1  N 0 1 N N N 58.668 -19.490 32.903 -1.977 -2.336 0.665  N23 3EO 27 
3EO C22 C24 C 0 1 N N N 59.347 -20.685 32.892 -3.081 -1.887 0.036  C22 3EO 28 
3EO O24 O3  O 0 1 N N N 58.724 -21.714 32.726 -4.086 -1.647 0.671  O24 3EO 29 
3EO C20 C25 C 0 1 N N S 61.620 -21.778 32.398 -4.385 -1.846 -2.216 C20 3EO 30 
3EO C14 C26 C 0 1 N N N 62.917 -22.275 29.625 -5.568 0.192  -0.732 C14 3EO 31 
3EO C13 C27 C 0 1 N N N 62.548 -21.241 28.554 -6.542 1.166  -1.396 C13 3EO 32 
3EO N9  N2  N 0 1 N N N 64.228 -18.758 29.130 -4.249 3.167  -0.650 N9  3EO 33 
3EO C10 C28 C 0 1 N N N 63.930 -17.790 28.063 -4.044 2.517  0.647  C10 3EO 34 
3EO O8  O4  O 0 1 N N N 64.322 -19.405 31.290 -3.387 4.222  -2.432 O8  3EO 35 
3EO N18 N3  N 0 1 N N N 61.526 -19.399 33.273 -2.184 -0.597 -1.939 N18 3EO 36 
3EO O17 O5  O 0 1 N N N 61.253 -19.029 31.075 -2.835 0.481  -0.090 O17 3EO 37 
3EO N5  N4  N 0 1 N N N 62.333 -17.379 32.044 -1.603 1.645  -1.511 N5  3EO 38 
3EO O32 O6  O 0 1 N N N 63.915 -15.955 35.220 1.238  2.055  -0.819 O32 3EO 39 
3EO C43 C29 C 0 1 Y N N 62.627 -11.614 37.086 5.299  -0.607 -1.122 C43 3EO 40 
3EO N45 N5  N 0 1 Y N N 61.870 -11.116 36.091 6.463  -1.035 -0.723 N45 3EO 41 
3EO C47 C30 C 0 1 Y N N 61.163 -10.029 36.502 7.064  -1.922 -1.478 C47 3EO 42 
3EO C48 C31 C 0 1 N N N 59.998 -9.441  35.707 8.412  -2.494 -1.123 C48 3EO 43 
3EO C50 C32 C 0 1 N N N 59.453 -10.390 34.632 8.225  -3.815 -0.374 C50 3EO 44 
3EO C49 C33 C 0 1 N N N 60.306 -8.060  35.106 9.214  -2.742 -2.402 C49 3EO 45 
3EO C46 C34 C 0 1 Y N N 61.417 -9.675  37.812 6.405  -2.289 -2.585 C46 3EO 46 
3EO S44 S2  S 0 1 Y N N 62.447 -10.732 38.400 4.879  -1.408 -2.634 S44 3EO 47 
3EO N38 N6  N 0 1 Y N N 64.595 -12.830 37.909 4.898  0.909  0.718  N38 3EO 48 
3EO C41 C35 C 0 1 Y N N 66.519 -13.962 38.741 4.657  2.354  2.599  C41 3EO 49 
3EO C42 C36 C 0 1 Y N N 67.390 -15.049 38.730 3.898  3.282  3.274  C42 3EO 50 
3EO O51 O7  O 0 1 N N N 68.456 -15.103 39.589 4.360  3.809  4.438  O51 3EO 51 
3EO C52 C37 C 0 1 N N N 69.328 -14.013 39.872 3.527  4.767  5.092  C52 3EO 52 
3EO H1  H1  H 0 1 N N N 62.930 -15.021 33.643 0.778  0.368  -1.920 H1  3EO 53 
3EO H2  H2  H 0 1 N N N 61.956 -16.214 34.567 1.564  1.684  -2.825 H2  3EO 54 
3EO H3  H3  H 0 1 N N N 63.634 -18.007 33.642 -0.787 1.757  -3.494 H3  3EO 55 
3EO H4  H4  H 0 1 N N N 64.529 -15.531 32.073 0.128  3.922  -1.624 H4  3EO 56 
3EO H5  H5  H 0 1 N N N 65.370 -17.110 32.240 -1.129 4.064  -2.924 H5  3EO 57 
3EO H6  H6  H 0 1 N N N 63.231 -16.497 30.314 -1.564 3.218  -0.061 H6  3EO 58 
3EO H7  H7  H 0 1 N N N 65.145 -20.625 29.434 -5.596 3.404  -2.258 H7  3EO 59 
3EO H8  H8  H 0 1 N N N 65.644 -19.759 27.941 -5.884 4.484  -0.870 H8  3EO 60 
3EO H9  H9  H 0 1 N N N 63.508 -20.297 26.874 -6.334 2.261  0.447  H9  3EO 61 
3EO H10 H10 H 0 1 N N N 64.315 -21.793 27.454 -7.598 2.884  -0.638 H10 3EO 62 
3EO H11 H11 H 0 1 N N N 61.246 -23.747 29.503 -7.045 -1.393 -0.099 H11 3EO 63 
3EO H12 H12 H 0 1 N N N 60.269 -23.387 31.612 -6.020 -3.154 -1.368 H12 3EO 64 
3EO H13 H13 H 0 1 N N N 62.292 -21.795 34.587 -2.741 -2.942 -3.289 H13 3EO 65 
3EO H14 H14 H 0 1 N N N 60.768 -22.705 34.311 -3.454 -3.861 -1.858 H14 3EO 66 
3EO H15 H15 H 0 1 N N N 55.898 -16.249 34.110 -4.456 -5.035 3.997  H15 3EO 67 
3EO H16 H16 H 0 1 N N N 56.052 -17.850 34.908 -2.941 -4.200 4.637  H16 3EO 68 
3EO H17 H17 H 0 1 N N N 54.323 -18.895 33.146 -1.525 -5.501 2.983  H17 3EO 69 
3EO H18 H18 H 0 1 N N N 54.169 -17.293 32.348 -3.039 -6.336 2.343  H18 3EO 70 
3EO H19 H19 H 0 1 N N N 62.429 -13.758 35.485 2.894  0.316  -1.894 H19 3EO 71 
3EO H20 H20 H 0 1 N N N 65.930 -16.851 36.283 1.211  3.501  1.238  H20 3EO 72 
3EO H21 H21 H 0 1 N N N 67.835 -16.940 37.835 2.076  4.418  3.322  H21 3EO 73 
3EO H22 H22 H 0 1 N N N 57.062 -17.679 30.658 -5.159 -3.487 1.803  H22 3EO 74 
3EO H23 H23 H 0 1 N N N 55.865 -16.446 31.180 -4.002 -3.647 0.460  H23 3EO 75 
3EO H24 H24 H 0 1 N N N 57.553 -16.373 31.789 -4.678 -5.102 1.230  H24 3EO 76 
3EO H25 H25 H 0 1 N N N 59.136 -18.619 33.053 -1.151 -2.453 0.171  H25 3EO 77 
3EO H26 H26 H 0 1 N N N 62.640 -21.439 32.162 -4.558 -1.195 -3.077 H26 3EO 78 
3EO H27 H27 H 0 1 N N N 63.407 -21.759 30.464 -5.363 0.525  0.286  H27 3EO 79 
3EO H28 H28 H 0 1 N N N 63.612 -23.008 29.188 -4.637 0.168  -1.298 H28 3EO 80 
3EO H29 H29 H 0 1 N N N 62.135 -20.342 29.036 -7.536 0.720  -1.428 H29 3EO 81 
3EO H30 H30 H 0 1 N N N 61.798 -21.668 27.872 -6.207 1.379  -2.411 H30 3EO 82 
3EO H31 H31 H 0 1 N N N 64.177 -18.232 27.087 -2.978 2.487  0.874  H31 3EO 83 
3EO H32 H32 H 0 1 N N N 62.861 -17.533 28.089 -4.565 3.079  1.422  H32 3EO 84 
3EO H33 H33 H 0 1 N N N 64.529 -16.880 28.216 -4.436 1.500  0.609  H33 3EO 85 
3EO H34 H34 H 0 1 N N N 61.858 -19.085 34.162 -1.635 -0.667 -2.735 H34 3EO 86 
3EO H38 H38 H 0 1 N N N 59.180 -9.288  36.426 8.950  -1.790 -0.488 H38 3EO 87 
3EO H39 H39 H 0 1 N N N 58.621 -9.905  34.101 7.687  -4.519 -1.009 H39 3EO 88 
3EO H40 H40 H 0 1 N N N 60.253 -10.631 33.916 9.200  -4.229 -0.117 H40 3EO 89 
3EO H41 H41 H 0 1 N N N 59.095 -11.315 35.107 7.653  -3.639 0.537  H41 3EO 90 
3EO H42 H42 H 0 1 N N N 59.429 -7.698  34.550 9.348  -1.801 -2.935 H42 3EO 91 
3EO H43 H43 H 0 1 N N N 60.545 -7.353  35.914 10.189 -3.155 -2.145 H43 3EO 92 
3EO H44 H44 H 0 1 N N N 61.165 -8.141  34.424 8.677  -3.446 -3.037 H44 3EO 93 
3EO H45 H45 H 0 1 N N N 60.993 -8.834  38.340 6.747  -3.004 -3.318 H45 3EO 94 
3EO H47 H47 H 0 1 N N N 66.688 -13.148 39.430 5.614  2.045  2.992  H47 3EO 95 
3EO H48 H48 H 0 1 N N N 70.094 -14.333 40.593 2.569  4.308  5.338  H48 3EO 96 
3EO H49 H49 H 0 1 N N N 69.815 -13.682 38.943 4.013  5.107  6.007  H49 3EO 97 
3EO H50 H50 H 0 1 N N N 68.748 -13.181 40.298 3.363  5.618  4.431  H50 3EO 98 
# 
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 
3EO C1  C2  SING N N 1   
3EO C1  O32 SING N N 2   
3EO C2  C3  SING N N 3   
3EO C2  N5  SING N N 4   
3EO C3  C4  SING N N 5   
3EO C4  C6  SING N N 6   
3EO C4  N5  SING N N 7   
3EO C6  N9  SING N N 8   
3EO C6  O8  DOUB N N 9   
3EO C7  N18 SING N N 10  
3EO C7  O17 DOUB N N 11  
3EO C7  N5  SING N N 12  
3EO C11 C12 SING N N 13  
3EO C11 N9  SING N N 14  
3EO C12 C13 SING N N 15  
3EO C15 C16 DOUB N Z 16  
3EO C15 C14 SING N N 17  
3EO C16 C20 SING N N 18  
3EO C19 C21 SING N N 19  
3EO C19 C22 SING N N 20  
3EO C19 C20 SING N N 21  
3EO C19 N18 SING N N 22  
3EO C21 C20 SING N N 23  
3EO O28 S25 DOUB N N 24  
3EO C30 C31 SING N N 25  
3EO C30 C26 SING N N 26  
3EO C31 C26 SING N N 27  
3EO C33 C34 DOUB Y N 28  
3EO C33 C35 SING Y N 29  
3EO C33 O32 SING N N 30  
3EO C34 C36 SING Y N 31  
3EO C34 C39 SING Y N 32  
3EO C35 C37 DOUB Y N 33  
3EO C36 N38 DOUB Y N 34  
3EO C36 C41 SING Y N 35  
3EO C37 C43 SING N N 36  
3EO C37 N38 SING Y N 37  
3EO C39 C40 DOUB Y N 38  
3EO C40 C42 SING Y N 39  
3EO S25 O27 DOUB N N 40  
3EO S25 C26 SING N N 41  
3EO S25 N23 SING N N 42  
3EO C26 C29 SING N N 43  
3EO N23 C22 SING N N 44  
3EO C22 O24 DOUB N N 45  
3EO C14 C13 SING N N 46  
3EO N9  C10 SING N N 47  
3EO C43 N45 DOUB Y N 48  
3EO C43 S44 SING Y N 49  
3EO N45 C47 SING Y N 50  
3EO C47 C48 SING N N 51  
3EO C47 C46 DOUB Y N 52  
3EO C48 C50 SING N N 53  
3EO C48 C49 SING N N 54  
3EO C46 S44 SING Y N 55  
3EO C41 C42 DOUB Y N 56  
3EO C42 O51 SING N N 57  
3EO O51 C52 SING N N 58  
3EO C1  H1  SING N N 59  
3EO C1  H2  SING N N 60  
3EO C2  H3  SING N N 61  
3EO C3  H4  SING N N 62  
3EO C3  H5  SING N N 63  
3EO C4  H6  SING N N 64  
3EO C11 H7  SING N N 65  
3EO C11 H8  SING N N 66  
3EO C12 H9  SING N N 67  
3EO C12 H10 SING N N 68  
3EO C15 H11 SING N N 69  
3EO C16 H12 SING N N 70  
3EO C21 H13 SING N N 71  
3EO C21 H14 SING N N 72  
3EO C30 H15 SING N N 73  
3EO C30 H16 SING N N 74  
3EO C31 H17 SING N N 75  
3EO C31 H18 SING N N 76  
3EO C35 H19 SING N N 77  
3EO C39 H20 SING N N 78  
3EO C40 H21 SING N N 79  
3EO C29 H22 SING N N 80  
3EO C29 H23 SING N N 81  
3EO C29 H24 SING N N 82  
3EO N23 H25 SING N N 83  
3EO C20 H26 SING N N 84  
3EO C14 H27 SING N N 85  
3EO C14 H28 SING N N 86  
3EO C13 H29 SING N N 87  
3EO C13 H30 SING N N 88  
3EO C10 H31 SING N N 89  
3EO C10 H32 SING N N 90  
3EO C10 H33 SING N N 91  
3EO N18 H34 SING N N 92  
3EO C48 H38 SING N N 93  
3EO C50 H39 SING N N 94  
3EO C50 H40 SING N N 95  
3EO C50 H41 SING N N 96  
3EO C49 H42 SING N N 97  
3EO C49 H43 SING N N 98  
3EO C49 H44 SING N N 99  
3EO C46 H45 SING N N 100 
3EO C41 H47 SING N N 101 
3EO C52 H48 SING N N 102 
3EO C52 H49 SING N N 103 
3EO C52 H50 SING N N 104 
# 
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 
3EO SMILES           ACDLabs              12.01 "O=S(=O)(NC(=O)C12NC(=O)N3C(C(=O)N(C)CCCCC=CC2C1)CC3COc5cc(nc4cc(OC)ccc45)c6nc(cs6)C(C)C)C7(C)CC7" 
3EO InChI            InChI                1.03  
;InChI=1S/C37H46N6O7S2/c1-22(2)29-21-51-32(39-29)28-18-31(26-12-11-25(49-5)17-27(26)38-28)50-20-24-16-30-33(44)42(4)15-9-7-6-8-10-23-19-37(23,40-35(46)43(24)30)34(45)41-52(47,48)36(3)13-14-36/h8,10-12,17-18,21-24,30H,6-7,9,13-16,19-20H2,1-5H3,(H,40,46)(H,41,45)/b10-8-/t23-,24+,30+,37-/m1/s1
;
3EO InChIKey         InChI                1.03  DGCPGLRWAMIHKS-GYSPVFRISA-N 
3EO SMILES_CANONICAL CACTVS               3.385 "COc1ccc2c(OC[C@@H]3C[C@@H]4N3C(=O)N[C@@]5(C[C@H]5\C=C/CCCCN(C)C4=O)C(=O)N[S](=O)(=O)C6(C)CC6)cc(nc2c1)c7scc(n7)C(C)C" 
3EO SMILES           CACTVS               3.385 "COc1ccc2c(OC[CH]3C[CH]4N3C(=O)N[C]5(C[CH]5C=CCCCCN(C)C4=O)C(=O)N[S](=O)(=O)C6(C)CC6)cc(nc2c1)c7scc(n7)C(C)C" 
3EO SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)c1csc(n1)c2cc(c3ccc(cc3n2)OC)OC[C@@H]4C[C@@H]5N4C(=O)N[C@@]6(C[C@H]6/C=C\CCCCN(C5=O)C)C(=O)NS(=O)(=O)C7(CC7)C" 
3EO SMILES           "OpenEye OEToolkits" 1.9.2 "CC(C)c1csc(n1)c2cc(c3ccc(cc3n2)OC)OCC4CC5N4C(=O)NC6(CC6C=CCCCCN(C5=O)C)C(=O)NS(=O)(=O)C7(CC7)C" 
# 
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 
3EO "SYSTEMATIC NAME" ACDLabs 12.01 
"(4R,6S,7Z,15S,17S)-17-[({7-methoxy-2-[4-(propan-2-yl)-1,3-thiazol-2-yl]quinolin-4-yl}oxy)methyl]-13-methyl-N-[(1-methylcyclopropyl)sulfonyl]-2,14-dioxo-1,3,13-triazatricyclo[13.2.0.0~4,6~]heptadec-7-ene-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 
3EO "Create component"  2014-08-01 EBI  
3EO "Initial release"   2014-09-10 RCSB 
3EO "Modify descriptor" 2014-09-05 RCSB 
# 
