data_PRDCC_000814
# 
_chem_comp.id                                    PRD_000814 
_chem_comp.name                                  "N-{[(3R,4R,7S,10R,11R)-3-ethyl-11,15-dihydroxy-3-methyl-10-(methylamino)-6,9-dioxo-7-(propan-2-yl)-2-oxa-5,8-diazabicyclo[10.3.1]hexadeca-1(16),12,14-trien-4-yl]carbonyl}glycine" 
_chem_comp.formula                               "C23 H34 N4 O8" 
_chem_comp.formula_weight                        494.538 
_chem_comp.pdbx_release_status                   REF_ONLY 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             ? 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    ? 
_chem_comp.pdbx_initial_date                     ? 
_chem_comp.pdbx_modified_date                    ? 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ? 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   ? 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   ? 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_pcm                              ? 
_chem_comp.pdbx_processing_site                  ? 
# 
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_comp_id 
_chem_comp_atom.pdbx_residue_numbering 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_polymer_type 
_chem_comp_atom.pdbx_ref_id 
_chem_comp_atom.pdbx_component_id 
_chem_comp_atom.pdbx_ordinal 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
PRD_000814 O1  O1  O 0 1 N N N 8.829  86.064 104.524 0.715  2.000  -0.420 0EA 1 O1   polymer 1 1 1  ? ? ? 
PRD_000814 C1  C1  C 0 1 Y N N 8.601  86.373 105.911 -0.561 2.445  -0.299 0EA 1 C5   polymer 1 1 2  ? ? ? 
PRD_000814 C2  C2  C 0 1 Y N N 7.303  86.677 106.458 -1.617 1.544  -0.302 0EA 1 C6   polymer 1 1 3  ? ? ? 
PRD_000814 C3  C3  C 0 1 Y N N 9.662  86.395 106.862 -0.822 3.810  -0.189 0EA 1 C7   polymer 1 1 4  ? ? ? 
PRD_000814 O2  O2  O 0 1 N N N 10.844 86.157 106.497 0.207  4.698  -0.198 0EA 1 O5   polymer 1 1 5  ? ? ? 
PRD_000814 C4  C4  C 0 1 Y N N 9.531  86.668 108.224 -2.129 4.256  -0.072 0EA 1 C8   polymer 1 1 6  ? ? ? 
PRD_000814 C5  C5  C 0 1 Y N N 8.265  86.977 108.725 -3.170 3.348  -0.056 0EA 1 C9   polymer 1 1 7  ? ? ? 
PRD_000814 C6  C6  C 0 1 Y N N 7.134  86.985 107.858 -2.917 1.990  -0.157 0EA 1 C10  polymer 1 1 8  ? ? ? 
PRD_000814 C7  C7  C 0 1 N N R 5.752  87.354 108.443 -4.065 1.019  -0.103 0EA 1 C11  polymer 1 1 9  ? ? ? 
PRD_000814 O3  O3  O 0 1 N N N 5.561  86.888 109.830 -5.219 1.602  -0.710 0EA 1 O8   polymer 1 1 10 ? ? ? 
PRD_000814 C8  C8  C 0 1 N N S 5.770  88.946 108.415 -3.704 -0.270 -0.843 0EA 1 CA   polymer 1 1 11 ? ? ? 
PRD_000814 N1  N1  N 0 1 N N N 4.648  89.544 109.176 -4.931 -1.003 -1.178 0EA 1 N    polymer 1 1 12 ? ? ? 
PRD_000814 C9  C9  C 0 1 N N N 5.015  90.902 109.623 -5.684 -1.351 0.035  0EA 1 C13  polymer 1 1 13 ? ? ? 
PRD_000814 C10 C10 C 0 1 N N N 6.115  89.673 107.027 -2.823 -1.127 0.026  0EA 1 C    polymer 1 1 14 ? ? ? 
PRD_000814 O4  O4  O 0 1 N N N 5.251  89.776 106.081 -2.541 -0.772 1.153  0EA 1 O    polymer 1 1 15 ? ? ? 
PRD_000814 N2  N2  N 0 1 N N N 7.433  90.144 106.993 -2.351 -2.315 -0.455 VAL 2 N    polymer 1 1 16 ? ? ? 
PRD_000814 C11 C11 C 0 1 N N S 8.142  90.857 105.925 -1.200 -2.881 0.290  VAL 2 CA   polymer 1 1 17 ? ? ? 
PRD_000814 C12 C12 C 0 1 N N N 9.213  89.972 105.274 0.020  -2.081 -0.102 VAL 2 C    polymer 1 1 18 ? ? ? 
PRD_000814 O5  O5  O 0 1 N N N 10.392 90.012 105.636 0.581  -2.289 -1.158 VAL 2 O    polymer 1 1 19 ? ? ? 
PRD_000814 C13 C13 C 0 1 N N N 8.712  92.220 106.380 -1.008 -4.345 -0.106 VAL 2 CB   polymer 1 1 20 ? ? ? 
PRD_000814 C14 C14 C 0 1 N N N 9.014  93.108 105.179 0.161  -4.938 0.683  VAL 2 CG1  polymer 1 1 21 ? ? ? 
PRD_000814 C15 C15 C 0 1 N N N 7.770  92.917 107.352 -2.284 -5.129 0.208  VAL 2 CG2  polymer 1 1 22 ? ? ? 
PRD_000814 C16 C16 C 0 1 N N N 9.198  84.863 101.914 2.568  3.243  1.450  0E5 3 C1   polymer 1 1 23 ? ? ? 
PRD_000814 C17 C17 C 0 1 N N N 9.240  86.380 101.996 2.708  1.820  0.908  0E5 3 C2   polymer 1 1 24 ? ? ? 
PRD_000814 C18 C18 C 0 1 N N S 8.658  86.986 103.308 1.309  1.236  0.628  0E5 3 C3   polymer 1 1 25 ? ? ? 
PRD_000814 C19 C19 C 0 1 N N N 7.124  87.225 103.048 0.490  1.341  1.910  0E5 3 C4   polymer 1 1 26 ? ? ? 
PRD_000814 N3  N3  N 0 1 N N N 8.728  89.212 104.322 0.473  -1.114 0.771  0E5 3 N    polymer 1 1 27 ? ? ? 
PRD_000814 C20 C20 C 0 1 N N S 9.535  88.270 103.553 1.480  -0.210 0.173  0E5 3 CA   polymer 1 1 28 ? ? ? 
PRD_000814 C21 C21 C 0 1 N N N 10.558 88.932 102.539 2.870  -0.686 0.523  0E5 3 C    polymer 1 1 29 ? ? ? 
PRD_000814 O6  O6  O 0 1 N N N 11.781 88.821 102.847 3.046  -1.370 1.508  0E5 3 O    polymer 1 1 30 ? ? ? 
PRD_000814 N4  N4  N 0 1 N N N 10.091 89.558 101.436 3.914  -0.351 -0.261 GLY 4 N    polymer 1 1 31 ? ? ? 
PRD_000814 C22 C22 C 0 1 N N N 10.928 90.191 100.424 5.262  -0.812 0.079  GLY 4 CA   polymer 1 1 32 ? ? ? 
PRD_000814 C23 C23 C 0 1 N N N 11.354 89.230 99.334  6.241  -0.304 -0.949 GLY 4 C    polymer 1 1 33 ? ? ? 
PRD_000814 O7  O7  O 0 1 N N N 12.424 89.385 98.742  5.852  0.374  -1.870 GLY 4 O    polymer 1 1 34 ? ? ? 
PRD_000814 O8  O8  O 0 1 N Y N 10.775 88.067 99.188  7.544  -0.605 -0.840 GLY 4 OXT  polymer 1 1 35 ? ? ? 
PRD_000814 H1  H1  H 0 1 N N N 6.440  86.674 105.808 -1.408 0.493  -0.429 0EA 1 H9   polymer 1 1 36 ? ? ? 
PRD_000814 H2  H2  H 0 1 N N N 11.425 86.211 107.247 0.445  5.015  -1.080 0EA 1 H10  polymer 1 1 37 ? ? ? 
PRD_000814 H3  H3  H 0 1 N N N 10.391 86.641 108.877 -2.332 5.315  -0.004 0EA 1 H11  polymer 1 1 38 ? ? ? 
PRD_000814 H4  H4  H 0 1 N N N 8.142  87.211 109.772 -4.190 3.701  0.032  0EA 1 H12  polymer 1 1 39 ? ? ? 
PRD_000814 H5  H5  H 0 1 N N N 4.951  86.984 107.786 -4.287 0.784  0.940  0EA 1 H13  polymer 1 1 40 ? ? ? 
PRD_000814 H6  H6  H 0 1 N N N 4.698  87.143 110.134 -5.518 2.417  -0.284 0EA 1 H14  polymer 1 1 41 ? ? ? 
PRD_000814 H7  H7  H 0 1 N N N 6.650  89.184 109.030 -3.173 -0.024 -1.763 0EA 1 HA   polymer 1 1 42 ? ? ? 
PRD_000814 H8  H8  H 0 1 N N N 3.839  89.595 108.590 -5.503 -0.476 -1.820 0EA 1 H    polymer 1 1 43 ? ? ? 
PRD_000814 H9  H9  H 0 1 N N N 4.179  91.341 110.187 -6.009 -0.439 0.535  0EA 1 H18  polymer 1 1 44 ? ? ? 
PRD_000814 H10 H10 H 0 1 N N N 5.904  90.848 110.268 -6.556 -1.946 -0.237 0EA 1 H19  polymer 1 1 45 ? ? ? 
PRD_000814 H11 H11 H 0 1 N N N 5.236  91.529 108.747 -5.046 -1.926 0.706  0EA 1 H20  polymer 1 1 46 ? ? ? 
PRD_000814 H12 H12 H 0 1 N N N 7.970  89.969 107.818 -2.734 -2.759 -1.225 VAL 2 H    polymer 1 1 47 ? ? ? 
PRD_000814 H13 H13 H 0 1 N N N 7.405  91.079 105.139 -1.370 -2.802 1.360  VAL 2 HA   polymer 1 1 48 ? ? ? 
PRD_000814 H14 H14 H 0 1 N N N 9.659  92.027 106.905 -0.796 -4.409 -1.173 VAL 2 HB   polymer 1 1 49 ? ? ? 
PRD_000814 H15 H15 H 0 0 N N N 9.418  94.071 105.526 -0.051 -4.874 1.750  VAL 2 HG11 polymer 1 1 50 ? ? ? 
PRD_000814 H16 H16 H 0 0 N N N 9.753  92.612 104.533 0.298  -5.982 0.402  VAL 2 HG12 polymer 1 1 51 ? ? ? 
PRD_000814 H17 H17 H 0 0 N N N 8.089  93.282 104.610 1.070  -4.379 0.460  VAL 2 HG13 polymer 1 1 52 ? ? ? 
PRD_000814 H18 H18 H 0 0 N N N 8.203  93.881 107.656 -3.128 -4.673 -0.310 VAL 2 HG21 polymer 1 1 53 ? ? ? 
PRD_000814 H19 H19 H 0 0 N N N 6.800  93.089 106.863 -2.168 -6.161 -0.125 VAL 2 HG22 polymer 1 1 54 ? ? ? 
PRD_000814 H20 H20 H 0 0 N N N 7.626  92.284 108.240 -2.466 -5.113 1.283  VAL 2 HG23 polymer 1 1 55 ? ? ? 
PRD_000814 H21 H21 H 0 1 N N N 9.629  84.535 100.957 1.990  3.225  2.374  0E5 3 H11  polymer 1 1 56 ? ? ? 
PRD_000814 H22 H22 H 0 1 N Y N 9.780  84.435 102.744 3.557  3.656  1.648  0E5 3 H12  polymer 1 1 57 ? ? ? 
PRD_000814 H23 H23 H 0 1 N N N 8.155  84.521 101.983 2.056  3.864  0.714  0E5 3 H13  polymer 1 1 58 ? ? ? 
PRD_000814 H24 H24 H 0 1 N N N 10.290 86.697 101.910 3.285  1.838  -0.016 0E5 3 H4   polymer 1 1 59 ? ? ? 
PRD_000814 H25 H25 H 0 1 N N N 8.665  86.783 101.150 3.220  1.199  1.644  0E5 3 H5   polymer 1 1 60 ? ? ? 
PRD_000814 H26 H26 H 0 1 N N N 6.661  87.655 103.949 -0.517 0.964  1.729  0E5 3 H6   polymer 1 1 61 ? ? ? 
PRD_000814 H27 H27 H 0 1 N N N 6.999  87.920 102.205 0.964  0.750  2.693  0E5 3 H7   polymer 1 1 62 ? ? ? 
PRD_000814 H28 H28 H 0 1 N N N 6.639  86.267 102.809 0.437  2.384  2.223  0E5 3 H8   polymer 1 1 63 ? ? ? 
PRD_000814 H29 H29 H 0 1 N N N 7.753  89.282 104.112 0.150  -1.086 1.683  0E5 3 H    polymer 1 1 64 ? ? ? 
PRD_000814 H30 H30 H 0 1 N N N 10.228 87.898 104.322 1.373  -0.239 -0.924 0E5 3 HA   polymer 1 1 65 ? ? ? 
PRD_000814 H31 H31 H 0 1 N N N 9.100  89.589 101.305 3.773  0.196  -1.049 GLY 4 H    polymer 1 1 66 ? ? ? 
PRD_000814 H32 H32 H 0 1 N N N 10.363 91.016 99.965  5.539  -0.434 1.063  GLY 4 HA2  polymer 1 1 67 ? ? ? 
PRD_000814 H33 H33 H 0 1 N N N 11.829 90.591 100.912 5.281  -1.902 0.090  GLY 4 HA3  polymer 1 1 68 ? ? ? 
PRD_000814 H34 H34 H 0 1 N Y N 11.306 87.517 98.624  8.134  -0.256 -1.523 GLY 4 HXT  polymer 1 1 69 ? ? ? 
# 
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 
PRD_000814 O1  C1  SING N N 1  
PRD_000814 C1  C2  DOUB Y N 2  
PRD_000814 C1  C3  SING Y N 3  
PRD_000814 O4  C10 DOUB N N 4  
PRD_000814 O2  C3  SING N N 5  
PRD_000814 C2  C6  SING Y N 6  
PRD_000814 C3  C4  DOUB Y N 7  
PRD_000814 C10 C8  SING N N 8  
PRD_000814 C6  C7  SING N N 9  
PRD_000814 C6  C5  DOUB Y N 10 
PRD_000814 C4  C5  SING Y N 11 
PRD_000814 C7  C8  SING N N 12 
PRD_000814 C7  O3  SING N N 13 
PRD_000814 C8  N1  SING N N 14 
PRD_000814 N1  C9  SING N N 15 
PRD_000814 C2  H1  SING N N 16 
PRD_000814 O2  H2  SING N N 17 
PRD_000814 C4  H3  SING N N 18 
PRD_000814 C5  H4  SING N N 19 
PRD_000814 C7  H5  SING N N 20 
PRD_000814 O3  H6  SING N N 21 
PRD_000814 C8  H7  SING N N 22 
PRD_000814 N1  H8  SING N N 23 
PRD_000814 C9  H9  SING N N 24 
PRD_000814 C9  H10 SING N N 25 
PRD_000814 C9  H11 SING N N 26 
PRD_000814 N2  C11 SING N N 27 
PRD_000814 N2  H12 SING N N 28 
PRD_000814 C11 C12 SING N N 29 
PRD_000814 C11 C13 SING N N 30 
PRD_000814 C11 H13 SING N N 31 
PRD_000814 C12 O5  DOUB N N 32 
PRD_000814 C13 C14 SING N N 33 
PRD_000814 C13 C15 SING N N 34 
PRD_000814 C13 H14 SING N N 35 
PRD_000814 C14 H15 SING N N 36 
PRD_000814 C14 H16 SING N N 37 
PRD_000814 C14 H17 SING N N 38 
PRD_000814 C15 H18 SING N N 39 
PRD_000814 C15 H19 SING N N 40 
PRD_000814 C15 H20 SING N N 41 
PRD_000814 C16 C17 SING N N 42 
PRD_000814 C17 C18 SING N N 43 
PRD_000814 C21 O6  DOUB N N 44 
PRD_000814 C21 C20 SING N N 45 
PRD_000814 C19 C18 SING N N 46 
PRD_000814 C18 C20 SING N N 47 
PRD_000814 C20 N3  SING N N 48 
PRD_000814 C16 H21 SING N N 49 
PRD_000814 C16 H22 SING N N 50 
PRD_000814 C16 H23 SING N N 51 
PRD_000814 C17 H24 SING N N 52 
PRD_000814 C17 H25 SING N N 53 
PRD_000814 C19 H26 SING N N 54 
PRD_000814 C19 H27 SING N N 55 
PRD_000814 C19 H28 SING N N 56 
PRD_000814 N3  H29 SING N N 57 
PRD_000814 C20 H30 SING N N 58 
PRD_000814 N4  C22 SING N N 59 
PRD_000814 N4  H31 SING N N 60 
PRD_000814 C22 C23 SING N N 61 
PRD_000814 C22 H32 SING N N 62 
PRD_000814 C22 H33 SING N N 63 
PRD_000814 C23 O7  DOUB N N 64 
PRD_000814 C23 O8  SING N N 65 
PRD_000814 O8  H34 SING N N 66 
PRD_000814 O1  C18 SING N N 67 
PRD_000814 C10 N2  SING N N 68 
PRD_000814 C12 N3  SING N N 69 
PRD_000814 C21 N4  SING N N 70 
# 
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 
PRD_000814 SMILES           ACDLabs              12.01 "O=C(O)CNC(=O)C1NC(=O)C(NC(=O)C(NC)C(O)c2ccc(O)c(OC1(C)CC)c2)C(C)C"                                                                                                                                                               
PRD_000814 InChI            InChI                1.03  "InChI=1S/C23H34N4O8/c1-6-23(4)19(22(34)25-10-15(29)30)27-20(32)16(11(2)3)26-21(33)17(24-5)18(31)12-7-8-13(28)14(9-12)35-23/h7-9,11,16-19,24,28,31H,6,10H2,1-5H3,(H,25,34)(H,26,33)(H,27,32)(H,29,30)/t16?,17?,18?,19?,23-/m1/s1" 
PRD_000814 InChIKey         InChI                1.03  GDXLZSYACWZHOC-UUIBSVBUSA-N                                                                                                                                                                                                       
PRD_000814 SMILES_CANONICAL CACTVS               3.370 "CC[C@@]1(C)Oc2cc(ccc2O)[C@@H](O)[C@H](NC)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]1C(=O)NCC(O)=O"                                                                                                                                          
PRD_000814 SMILES           CACTVS               3.370 "CC[C]1(C)Oc2cc(ccc2O)[CH](O)[CH](NC)C(=O)N[CH](C(C)C)C(=O)N[CH]1C(=O)NCC(O)=O"                                                                                                                                                   
PRD_000814 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@@]1([C@H](NC(=O)[C@@H](NC(=O)[C@H]([C@@H](c2ccc(c(c2)O1)O)O)NC)C(C)C)C(=O)NCC(=O)O)C"                                                                                                                                       
PRD_000814 SMILES           "OpenEye OEToolkits" 1.7.6 "CCC1(C(NC(=O)C(NC(=O)C(C(c2ccc(c(c2)O1)O)O)NC)C(C)C)C(=O)NCC(=O)O)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 
PRD_000814 "SYSTEMATIC NAME" ACDLabs              12.01 "N-{[(3R,4R,7S,10R,11R)-3-ethyl-11,15-dihydroxy-3-methyl-10-(methylamino)-6,9-dioxo-7-(propan-2-yl)-2-oxa-5,8-diazabicyclo[10.3.1]hexadeca-1(16),12,14-trien-4-yl]carbonyl}glycine"                               
PRD_000814 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[[(2R,3S,6S,9S,10R)-10-ethyl-10-methyl-3-(methylamino)-2,13-bis(oxidanyl)-4,7-bis(oxidanylidene)-6-propan-2-yl-11-oxa-5,8-diazabicyclo[10.3.1]hexadeca-1(15),12(16),13-trien-9-yl]carbonylamino]ethanoic acid" 
# 
