data_O5U
# 
_chem_comp.id                                    O5U 
_chem_comp.name                                  "(2R)-6-[[(1R,2S)-2-(6-azanylhexanoylamino)-2,3-dihydro-1H-inden-1-yl]methyl]-2-(3-hydroxy-3-oxopropyl)-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H34 N2 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-11-13 
_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                        510.579 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     O5U 
_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        4CF0 
_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 
O5U C1   C1   C 0 1 Y N N 30.984 -27.873 -12.931 -0.163  5.412  -0.072 C1   O5U 1  
O5U C2   C2   C 0 1 Y N N 30.905 -28.774 -11.886 -1.096  4.516  0.414  C2   O5U 2  
O5U C3   C3   C 0 1 Y N N 32.071 -27.873 -13.778 1.129   4.993  -0.325 C3   O5U 3  
O5U C4   C4   C 0 1 Y N N 31.915 -29.691 -11.675 -0.735  3.204  0.647  C4   O5U 4  
O5U C5   C5   C 0 1 Y N N 33.181 -32.347 -10.348 -1.526  0.984  -1.363 C5   O5U 5  
O5U C6   C6   C 0 1 Y N N 32.487 -33.104 -9.413  -2.893  0.761  -1.331 C6   O5U 6  
O5U C7   C7   C 0 1 Y N N 32.795 -34.020 -12.039 -1.208  -0.721 0.301  C7   O5U 7  
O5U C8   C8   C 0 1 Y N N 33.075 -28.786 -13.557 1.492   3.677  -0.092 C8   O5U 8  
O5U C9   C9   C 0 1 Y N N 33.000 -29.692 -12.530 0.559   2.781  0.395  C9   O5U 9  
O5U C10  C10  C 0 1 Y N N 33.343 -32.800 -11.654 -0.684  0.252  -0.556 C10  O5U 10 
O5U C11  C11  C 0 1 Y N N 31.947 -34.307 -9.813  -3.428  -0.199 -0.487 C11  O5U 11 
O5U C12  C12  C 0 1 Y N N 32.095 -34.765 -11.106 -2.591  -0.947 0.332  C12  O5U 12 
O5U C13  C13  C 0 1 N N N 32.975 -34.544 -13.453 -0.310  -1.507 1.166  C13  O5U 13 
O5U C14  C14  C 0 1 N N N 37.428 -30.580 -13.551 4.730   0.364  0.149  C14  O5U 14 
O5U C15  C15  C 0 1 N N N 31.017 -37.466 -6.525  -8.972  -1.347 -0.700 C15  O5U 15 
O5U C16  C16  C 0 1 N N N 34.322 -28.935 -14.344 2.821   2.978  -0.283 C16  O5U 16 
O5U C17  C17  C 0 1 N N N 30.489 -36.505 -10.778 -4.496  -1.832 1.440  C17  O5U 17 
O5U C18  C18  C 0 1 N N R 34.227 -30.546 -12.446 1.197   1.419  0.563  C18  O5U 18 
O5U C19  C19  C 0 1 N N S 35.165 -29.762 -13.391 2.718   1.680  0.545  C19  O5U 19 
O5U C20  C20  C 0 1 N N R 30.254 -35.845 -9.443  -5.240  -1.617 0.115  C20  O5U 20 
O5U C21  C21  C 0 1 N N N 34.096 -32.032 -12.713 0.802   0.501  -0.595 C21  O5U 21 
O5U C22  C22  C 0 1 N N N 38.320 -31.576 -14.267 5.459   -0.766 -0.531 C22  O5U 22 
O5U C23  C23  C 0 1 N N N 29.935 -36.505 -7.019  -7.490  -1.437 -0.957 C23  O5U 23 
O5U C24  C24  C 0 1 N N N 29.783 -36.914 -8.463  -6.745  -1.526 0.376  C24  O5U 24 
O5U C25  C25  C 0 1 N N N 37.533 -32.668 -14.981 6.913   -0.794 -0.056 C25  O5U 25 
O5U C26  C26  C 0 1 N N N 37.897 -32.698 -16.454 7.654   -1.940 -0.748 C26  O5U 26 
O5U C27  C27  C 0 1 N N N 36.888 -33.480 -17.269 9.108   -1.968 -0.272 C27  O5U 27 
O5U C28  C28  C 0 1 N N N 37.406 -33.607 -18.691 9.849   -3.115 -0.964 C28  O5U 28 
O5U N29  N29  N 0 1 N N N 36.160 -30.527 -14.086 3.427   0.582  -0.117 N29  O5U 29 
O5U N30  N30  N 0 1 N N N 36.490 -34.501 -19.451 11.245  -3.141 -0.507 N30  O5U 30 
O5U O31  O31  O 0 1 N N N 34.167 -34.661 -13.887 0.299   -2.608 0.683  O31  O5U 31 
O5U O32  O32  O 0 1 N N N 31.942 -36.989 -5.784  -9.828  -1.260 -1.730 O32  O5U 32 
O5U O33  O33  O 0 1 N N N 31.975 -34.894 -14.127 -0.118  -1.162 2.315  O33  O5U 33 
O5U O34  O34  O 0 1 N N N 37.817 -29.898 -12.598 5.315   1.076  0.937  O34  O5U 34 
O5U O35  O35  O 0 1 N N N 30.857 -38.660 -6.898  -9.389  -1.353 0.434  O35  O5U 35 
O5U O36  O36  O 0 1 N N N 31.563 -35.984 -11.536 -3.093  -1.897 1.161  O36  O5U 36 
O5U O37  O37  O 0 1 N N N 31.288 -35.048 -8.899  -4.776  -0.394 -0.468 O37  O5U 37 
O5U H1   H1   H 0 1 N N N 30.186 -27.162 -13.085 -0.444  6.438  -0.259 H1   O5U 38 
O5U H2   H2   H 0 1 N N N 30.047 -28.761 -11.230 -2.106  4.843  0.613  H2   O5U 39 
O5U H3   H3   H 0 1 N N N 32.133 -27.172 -14.597 1.857   5.694  -0.705 H3   O5U 40 
O5U H4   H4   H 0 1 N N N 31.858 -30.394 -10.857 -1.465  2.504  1.027  H4   O5U 41 
O5U H5   H5   H 0 1 N N N 33.600 -31.395 -10.058 -1.119  1.731  -2.027 H5   O5U 42 
O5U H6   H6   H 0 1 N N N 32.373 -32.758 -8.396  -3.546  1.340  -1.968 H6   O5U 43 
O5U H161 H161 H 0 0 N N N 34.142 -29.466 -15.290 2.977   2.743  -1.336 H161 O5U 44 
O5U H162 H162 H 0 0 N N N 34.787 -27.960 -14.554 3.634   3.601  0.090  H162 O5U 45 
O5U H18  H18  H 0 1 N N N 34.635 -30.435 -11.430 0.900   0.978  1.515  H18  O5U 46 
O5U H211 H211 H 0 0 N N N 35.108 -32.457 -12.790 1.332   -0.448 -0.504 H211 O5U 47 
O5U H212 H212 H 0 0 N N N 33.570 -32.163 -13.670 1.066   0.975  -1.541 H212 O5U 48 
O5U H31  H31  H 0 1 N N N 34.151 -35.038 -14.759 0.817   -3.133 1.307  H31  O5U 49 
O5U H221 H221 H 0 0 N N N 38.924 -31.035 -15.010 4.978   -1.712 -0.283 H221 O5U 50 
O5U H222 H222 H 0 0 N N N 38.984 -32.048 -13.528 5.433   -0.617 -1.611 H222 O5U 51 
O5U H29  H29  H 0 1 N N N 35.939 -31.008 -14.935 2.959   0.012  -0.747 H29  O5U 52 
O5U H231 H231 H 0 0 N N N 28.995 -36.643 -6.464  -7.278  -2.326 -1.551 H231 O5U 53 
O5U H232 H232 H 0 0 N N N 30.261 -35.458 -6.933  -7.160  -0.551 -1.499 H232 O5U 54 
O5U H32  H32  H 0 1 N N N 32.535 -37.686 -5.529  -10.769 -1.205 -1.515 H32  O5U 55 
O5U H19  H19  H 0 1 N N N 35.699 -29.042 -12.753 3.096   1.834  1.555  H19  O5U 56 
O5U H171 H171 H 0 0 N N N 30.688 -37.572 -10.598 -4.698  -0.999 2.114  H171 O5U 57 
O5U H172 H172 H 0 0 N N N 29.571 -36.399 -11.374 -4.824  -2.764 1.899  H172 O5U 58 
O5U H20  H20  H 0 1 N N N 29.389 -35.182 -9.590  -5.034  -2.448 -0.561 H20  O5U 59 
O5U H241 H241 H 0 0 N N N 28.721 -37.123 -8.657  -7.074  -2.412 0.918  H241 O5U 60 
O5U H242 H242 H 0 0 N N N 30.373 -37.827 -8.632  -6.957  -0.637 0.970  H242 O5U 61 
O5U H251 H251 H 0 0 N N N 37.770 -33.642 -14.528 7.395   0.152  -0.305 H251 O5U 62 
O5U H252 H252 H 0 0 N N N 36.456 -32.467 -14.877 6.940   -0.942 1.023  H252 O5U 63 
O5U H261 H261 H 0 0 N N N 37.936 -31.666 -16.832 7.173   -2.886 -0.499 H261 O5U 64 
O5U H262 H262 H 0 0 N N N 38.886 -33.167 -16.567 7.627   -1.792 -1.827 H262 O5U 65 
O5U H271 H271 H 0 0 N N N 36.755 -34.481 -16.832 9.590   -1.022 -0.521 H271 O5U 66 
O5U H272 H272 H 0 0 N N N 35.924 -32.950 -17.272 9.135   -2.116 0.807  H272 O5U 67 
O5U H281 H281 H 0 0 N N N 37.434 -32.615 -19.165 9.367   -4.060 -0.715 H281 O5U 68 
O5U H282 H282 H 0 0 N N N 38.419 -34.037 -18.680 9.822   -2.966 -2.043 H282 O5U 69 
O5U H301 H301 H 0 0 N N N 36.819 -34.594 -20.391 11.756  -3.890 -0.950 H301 O5U 70 
O5U H302 H302 H 0 0 N N N 36.465 -35.401 -19.016 11.695  -2.253 -0.669 H302 O5U 71 
# 
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 
O5U C1  C2   SING Y N 1  
O5U C1  C3   DOUB Y N 2  
O5U C2  C4   DOUB Y N 3  
O5U C3  C8   SING Y N 4  
O5U C4  C9   SING Y N 5  
O5U C5  C6   SING Y N 6  
O5U C5  C10  DOUB Y N 7  
O5U C6  C11  DOUB Y N 8  
O5U C7  C10  SING Y N 9  
O5U C7  C12  DOUB Y N 10 
O5U C7  C13  SING N N 11 
O5U C8  C9   DOUB Y N 12 
O5U C8  C16  SING N N 13 
O5U C9  C18  SING N N 14 
O5U C10 C21  SING N N 15 
O5U C11 C12  SING Y N 16 
O5U C11 O37  SING N N 17 
O5U C12 O36  SING N N 18 
O5U C13 O31  SING N N 19 
O5U C13 O33  DOUB N N 20 
O5U C14 C22  SING N N 21 
O5U C14 N29  SING N N 22 
O5U C14 O34  DOUB N N 23 
O5U C15 C23  SING N N 24 
O5U C15 O32  SING N N 25 
O5U C15 O35  DOUB N N 26 
O5U C16 C19  SING N N 27 
O5U C17 C20  SING N N 28 
O5U C17 O36  SING N N 29 
O5U C18 C19  SING N N 30 
O5U C18 C21  SING N N 31 
O5U C19 N29  SING N N 32 
O5U C20 C24  SING N N 33 
O5U C20 O37  SING N N 34 
O5U C22 C25  SING N N 35 
O5U C23 C24  SING N N 36 
O5U C25 C26  SING N N 37 
O5U C26 C27  SING N N 38 
O5U C27 C28  SING N N 39 
O5U C28 N30  SING N N 40 
O5U C1  H1   SING N N 41 
O5U C2  H2   SING N N 42 
O5U C3  H3   SING N N 43 
O5U C4  H4   SING N N 44 
O5U C5  H5   SING N N 45 
O5U C6  H6   SING N N 46 
O5U C16 H161 SING N N 47 
O5U C16 H162 SING N N 48 
O5U C18 H18  SING N N 49 
O5U C21 H211 SING N N 50 
O5U C21 H212 SING N N 51 
O5U O31 H31  SING N N 52 
O5U C22 H221 SING N N 53 
O5U C22 H222 SING N N 54 
O5U N29 H29  SING N N 55 
O5U C23 H231 SING N N 56 
O5U C23 H232 SING N N 57 
O5U O32 H32  SING N N 58 
O5U C19 H19  SING N N 59 
O5U C17 H171 SING N N 60 
O5U C17 H172 SING N N 61 
O5U C20 H20  SING N N 62 
O5U C24 H241 SING N N 63 
O5U C24 H242 SING N N 64 
O5U C25 H251 SING N N 65 
O5U C25 H252 SING N N 66 
O5U C26 H261 SING N N 67 
O5U C26 H262 SING N N 68 
O5U C27 H271 SING N N 69 
O5U C27 H272 SING N N 70 
O5U C28 H281 SING N N 71 
O5U C28 H282 SING N N 72 
O5U N30 H301 SING N N 73 
O5U N30 H302 SING N N 74 
# 
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 
O5U SMILES           ACDLabs              12.01 "O=C(O)c2c(ccc1OC(COc12)CCC(=O)O)CC4c3ccccc3CC4NC(=O)CCCCCN" 
O5U InChI            InChI                1.03  
"InChI=1S/C28H34N2O7/c29-13-5-1-2-8-24(31)30-22-15-17-6-3-4-7-20(17)21(22)14-18-9-11-23-27(26(18)28(34)35)36-16-19(37-23)10-12-25(32)33/h3-4,6-7,9,11,19,21-22H,1-2,5,8,10,12-16,29H2,(H,30,31)(H,32,33)(H,34,35)/t19-,21-,22+/m1/s1" 
O5U InChIKey         InChI                1.03  JSZOFYHIMWWVMH-FCEUIQTBSA-N 
O5U SMILES_CANONICAL CACTVS               3.385 "NCCCCCC(=O)N[C@H]1Cc2ccccc2[C@H]1Cc3ccc4O[C@H](CCC(O)=O)COc4c3C(O)=O" 
O5U SMILES           CACTVS               3.385 "NCCCCCC(=O)N[CH]1Cc2ccccc2[CH]1Cc3ccc4O[CH](CCC(O)=O)COc4c3C(O)=O" 
O5U SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)C[C@@H]([C@@H]2Cc3ccc4c(c3C(=O)O)OC[C@H](O4)CCC(=O)O)NC(=O)CCCCCN" 
O5U SMILES           "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)CC(C2Cc3ccc4c(c3C(=O)O)OCC(O4)CCC(=O)O)NC(=O)CCCCCN" 
# 
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 
O5U "SYSTEMATIC NAME" ACDLabs              12.01 "(2R)-6-({(1R,2S)-2-[(6-aminohexanoyl)amino]-2,3-dihydro-1H-inden-1-yl}methyl)-2-(2-carboxyethyl)-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid"       
O5U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-6-[[(1R,2S)-2-(6-azanylhexanoylamino)-2,3-dihydro-1H-inden-1-yl]methyl]-2-(3-hydroxy-3-oxopropyl)-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
O5U "Create component"  2013-11-13 EBI  
O5U "Initial release"   2013-11-20 RCSB 
O5U "Modify descriptor" 2014-09-05 RCSB 
# 
