data_D03
# 
_chem_comp.id                                    D03 
_chem_comp.name                                  "(S)-N-benzyl-3-((S)-2-cinnamamido-3-phenylpropanamido)-2-oxo-4-((S)-2-oxopyrrolidin-3-yl)butanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H36 N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-02-06 
_chem_comp.pdbx_modified_date                    2018-02-23 
_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                        568.663 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     D03 
_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        5N19 
_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 
D03 O01 O1  O 0 1 N N N -16.225 1.671  -22.272 -4.246  -1.296 0.672  O01 D03 1  
D03 C02 C1  C 0 1 N N N -17.393 1.929  -22.278 -3.809  -0.224 0.297  C02 D03 2  
D03 C03 C2  C 0 1 N N N -17.954 3.204  -22.836 -4.709  0.920  0.140  C03 D03 3  
D03 C05 C3  C 0 1 N N N -17.226 4.004  -23.637 -6.023  0.786  0.409  C05 D03 4  
D03 C07 C4  C 0 1 Y N N -17.767 5.232  -24.280 -6.929  1.936  0.251  C07 D03 5  
D03 C16 C5  C 0 1 Y N N -16.850 6.083  -24.912 -8.292  1.800  0.530  C16 D03 6  
D03 C14 C6  C 0 1 Y N N -17.301 7.259  -25.544 -9.134  2.882  0.379  C14 D03 7  
D03 C12 C7  C 0 1 Y N N -18.663 7.581  -25.550 -8.632  4.100  -0.046 C12 D03 8  
D03 C10 C8  C 0 1 Y N N -19.591 6.732  -24.932 -7.284  4.241  -0.325 C10 D03 9  
D03 C08 C9  C 0 1 Y N N -19.150 5.556  -24.308 -6.428  3.171  -0.173 C08 D03 10 
D03 N18 N1  N 0 1 N N N -18.198 0.914  -22.035 -2.494  -0.088 0.033  N18 D03 11 
D03 C20 C10 C 0 1 N N S -17.689 -0.439 -21.804 -1.592  -1.230 0.197  C20 D03 12 
D03 C22 C11 C 0 1 N N N -18.810 -1.347 -21.247 -1.610  -2.080 -1.076 C22 D03 13 
D03 C25 C12 C 0 1 Y N N -19.076 -0.733 -19.869 -2.981  -2.678 -1.261 C25 D03 14 
D03 C34 C13 C 0 1 Y N N -18.265 -1.086 -18.802 -3.280  -3.908 -0.706 C34 D03 15 
D03 C32 C14 C 0 1 Y N N -18.474 -0.479 -17.546 -4.537  -4.456 -0.876 C32 D03 16 
D03 C30 C15 C 0 1 Y N N -19.556 0.431  -17.408 -5.496  -3.774 -1.602 C30 D03 17 
D03 C28 C16 C 0 1 Y N N -20.401 0.801  -18.490 -5.197  -2.543 -2.157 C28 D03 18 
D03 C26 C17 C 0 1 Y N N -20.146 0.215  -19.735 -3.941  -1.993 -1.982 C26 D03 19 
D03 C36 C18 C 0 1 N N N -17.040 -1.039 -22.998 -0.192  -0.733 0.449  C36 D03 20 
D03 O37 O2  O 0 1 N N N -17.548 -0.927 -24.105 0.031   0.458  0.488  O37 D03 21 
D03 N38 N2  N 0 1 N N N -15.827 -1.650 -22.812 0.813   -1.613 0.631  N38 D03 22 
D03 C40 C19 C 0 1 N N S -15.107 -2.175 -23.943 2.191   -1.133 0.766  C40 D03 23 
D03 C42 C20 C 0 1 N N N -13.768 -1.429 -24.136 2.487   -0.844 2.239  C42 D03 24 
D03 C45 C21 C 0 1 N N S -13.903 0.025  -24.486 3.791   -0.051 2.351  C45 D03 25 
D03 C47 C22 C 0 1 N N N -12.606 0.784  -24.676 3.636   1.315  1.718  C47 D03 26 
D03 O48 O3  O 0 1 N N N -11.797 0.899  -23.794 3.654   1.534  0.526  O48 D03 27 
D03 N49 N3  N 0 1 N N N -12.784 1.683  -25.662 3.475   2.250  2.671  N49 D03 28 
D03 C51 C23 C 0 1 N N N -14.106 1.583  -26.301 3.490   1.653  4.011  C51 D03 29 
D03 C54 C24 C 0 1 N N N -14.762 0.347  -25.728 4.117   0.249  3.832  C54 D03 30 
D03 C57 C25 C 0 1 N N S -14.821 -3.686 -23.776 3.156   -2.203 0.252  C57 D03 31 
D03 O58 O4  O 0 1 N N N -14.140 -4.195 -24.893 3.132   -3.329 1.132  O58 D03 32 
D03 C66 C26 C 0 1 N N N -16.075 -4.498 -23.706 4.552   -1.637 0.199  C66 D03 33 
D03 O67 O5  O 0 1 N N N -16.455 -4.913 -22.653 5.422   -2.102 0.905  O67 D03 34 
D03 N68 N4  N 0 1 N N N -16.802 -4.726 -24.769 4.833   -0.613 -0.631 N68 D03 35 
D03 C70 C27 C 0 1 N N N -18.063 -5.526 -24.514 6.189   -0.063 -0.683 C70 D03 36 
D03 C73 C28 C 0 1 Y N N -19.364 -4.908 -23.948 6.237   1.064  -1.683 C73 D03 37 
D03 C74 C29 C 0 1 Y N N -19.827 -3.627 -24.323 6.536   0.800  -3.006 C74 D03 38 
D03 C76 C30 C 0 1 Y N N -20.229 -5.676 -23.125 5.975   2.359  -1.278 C76 D03 39 
D03 C78 C31 C 0 1 Y N N -21.492 -5.217 -22.663 6.019   3.392  -2.195 C78 D03 40 
D03 C80 C32 C 0 1 Y N N -21.914 -3.936 -23.017 6.324   3.130  -3.517 C80 D03 41 
D03 C82 C33 C 0 1 Y N N -21.073 -3.136 -23.837 6.580   1.834  -3.924 C82 D03 42 
D03 H1  H1  H 0 1 N N N -18.967 3.487  -22.589 -4.321  1.872  -0.192 H1  D03 43 
D03 H2  H2  H 0 1 N N N -16.195 3.741  -23.823 -6.412  -0.166 0.741  H2  D03 44 
D03 H3  H3  H 0 1 N N N -15.798 5.838  -24.915 -8.685  0.850  0.861  H3  D03 45 
D03 H4  H4  H 0 1 N N N -16.592 7.915  -26.026 -10.187 2.779  0.594  H4  D03 46 
D03 H5  H5  H 0 1 N N N -19.000 8.487  -26.032 -9.296  4.943  -0.163 H5  D03 47 
D03 H6  H6  H 0 1 N N N -20.642 6.982  -24.936 -6.900  5.195  -0.657 H6  D03 48 
D03 H7  H7  H 0 1 N N N -19.866 4.893  -23.846 -5.376  3.283  -0.390 H7  D03 49 
D03 H8  H8  H 0 1 N N N -19.185 1.073  -22.008 -2.145  0.767  -0.265 H8  D03 50 
D03 H9  H9  H 0 1 N N N -16.923 -0.372 -21.018 -1.921  -1.835 1.042  H9  D03 51 
D03 H10 H10 H 0 1 N N N -19.708 -1.305 -21.881 -1.367  -1.454 -1.934 H10 D03 52 
D03 H11 H11 H 0 1 N N N -18.471 -2.390 -21.159 -0.874  -2.879 -0.989 H11 D03 53 
D03 H12 H12 H 0 1 N N N -17.481 -1.818 -18.931 -2.530  -4.441 -0.139 H12 D03 54 
D03 H13 H13 H 0 1 N N N -17.827 -0.701 -16.710 -4.770  -5.417 -0.443 H13 D03 55 
D03 H14 H14 H 0 1 N N N -19.746 0.862  -16.436 -6.478  -4.202 -1.735 H14 D03 56 
D03 H15 H15 H 0 1 N N N -21.208 1.506  -18.356 -5.946  -2.011 -2.723 H15 D03 57 
D03 H16 H16 H 0 1 N N N -20.751 0.475  -20.591 -3.709  -1.030 -2.412 H16 D03 58 
D03 H17 H17 H 0 1 N N N -15.443 -1.731 -21.892 0.624   -2.563 0.672  H17 D03 59 
D03 H18 H18 H 0 1 N N N -15.708 -2.040 -24.855 2.316   -0.220 0.184  H18 D03 60 
D03 H19 H19 H 0 1 N N N -13.213 -1.926 -24.945 1.671   -0.262 2.667  H19 D03 61 
D03 H20 H20 H 0 1 N N N -13.196 -1.504 -23.199 2.586   -1.784 2.781  H20 D03 62 
D03 H21 H21 H 0 1 N N N -14.414 0.501  -23.636 4.610   -0.597 1.883  H21 D03 63 
D03 H22 H22 H 0 1 N N N -12.090 2.350  -25.932 3.363   3.197  2.494  H22 D03 64 
D03 H23 H23 H 0 1 N N N -13.996 1.485  -27.391 4.100   2.255  4.685  H23 D03 65 
D03 H24 H24 H 0 1 N N N -14.708 2.475  -26.072 2.474   1.566  4.397  H24 D03 66 
D03 H25 H25 H 0 1 N N N -15.804 0.552  -25.443 3.643   -0.478 4.492  H25 D03 67 
D03 H26 H26 H 0 1 N N N -14.736 -0.483 -26.450 5.194   0.278  3.998  H26 D03 68 
D03 H27 H27 H 0 1 N N N -14.234 -3.837 -22.858 2.853   -2.516 -0.747 H27 D03 69 
D03 H28 H28 H 0 1 N N N -13.975 -5.122 -24.769 3.391   -3.123 2.041  H28 D03 70 
D03 H29 H29 H 0 1 N N N -16.546 -4.398 -25.678 4.136   -0.241 -1.195 H29 D03 71 
D03 H30 H30 H 0 1 N N N -18.338 -5.972 -25.481 6.466   0.314  0.302  H30 D03 72 
D03 H31 H31 H 0 1 N N N -17.777 -6.322 -23.811 6.887   -0.844 -0.982 H31 D03 73 
D03 H32 H32 H 0 1 N N N -19.231 -3.015 -24.984 6.737   -0.212 -3.323 H32 D03 74 
D03 H33 H33 H 0 1 N N N -19.909 -6.665 -22.833 5.736   2.564  -0.245 H33 D03 75 
D03 H34 H34 H 0 1 N N N -22.115 -5.850 -22.048 5.814   4.405  -1.879 H34 D03 76 
D03 H35 H35 H 0 1 N N N -22.865 -3.558 -22.673 6.358   3.937  -4.234 H35 D03 77 
D03 H36 H36 H 0 1 N N N -21.385 -2.135 -24.097 6.815   1.628  -4.958 H36 D03 78 
# 
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 
D03 C51 C54 SING N N 1  
D03 C51 N49 SING N N 2  
D03 C54 C45 SING N N 3  
D03 N49 C47 SING N N 4  
D03 C12 C14 DOUB Y N 5  
D03 C12 C10 SING Y N 6  
D03 C14 C16 SING Y N 7  
D03 C10 C08 DOUB Y N 8  
D03 C16 C07 DOUB Y N 9  
D03 O58 C57 SING N N 10 
D03 N68 C70 SING N N 11 
D03 N68 C66 SING N N 12 
D03 C47 C45 SING N N 13 
D03 C47 O48 DOUB N N 14 
D03 C70 C73 SING N N 15 
D03 C45 C42 SING N N 16 
D03 C74 C73 DOUB Y N 17 
D03 C74 C82 SING Y N 18 
D03 C08 C07 SING Y N 19 
D03 C07 C05 SING N N 20 
D03 C42 C40 SING N N 21 
D03 O37 C36 DOUB N N 22 
D03 C73 C76 SING Y N 23 
D03 C40 C57 SING N N 24 
D03 C40 N38 SING N N 25 
D03 C82 C80 DOUB Y N 26 
D03 C57 C66 SING N N 27 
D03 C66 O67 DOUB N N 28 
D03 C05 C03 DOUB N E 29 
D03 C76 C78 DOUB Y N 30 
D03 C80 C78 SING Y N 31 
D03 C36 N38 SING N N 32 
D03 C36 C20 SING N N 33 
D03 C03 C02 SING N N 34 
D03 C02 O01 DOUB N N 35 
D03 C02 N18 SING N N 36 
D03 N18 C20 SING N N 37 
D03 C20 C22 SING N N 38 
D03 C22 C25 SING N N 39 
D03 C25 C26 DOUB Y N 40 
D03 C25 C34 SING Y N 41 
D03 C26 C28 SING Y N 42 
D03 C34 C32 DOUB Y N 43 
D03 C28 C30 DOUB Y N 44 
D03 C32 C30 SING Y N 45 
D03 C03 H1  SING N N 46 
D03 C05 H2  SING N N 47 
D03 C16 H3  SING N N 48 
D03 C14 H4  SING N N 49 
D03 C12 H5  SING N N 50 
D03 C10 H6  SING N N 51 
D03 C08 H7  SING N N 52 
D03 N18 H8  SING N N 53 
D03 C20 H9  SING N N 54 
D03 C22 H10 SING N N 55 
D03 C22 H11 SING N N 56 
D03 C34 H12 SING N N 57 
D03 C32 H13 SING N N 58 
D03 C30 H14 SING N N 59 
D03 C28 H15 SING N N 60 
D03 C26 H16 SING N N 61 
D03 N38 H17 SING N N 62 
D03 C40 H18 SING N N 63 
D03 C42 H19 SING N N 64 
D03 C42 H20 SING N N 65 
D03 C45 H21 SING N N 66 
D03 N49 H22 SING N N 67 
D03 C51 H23 SING N N 68 
D03 C51 H24 SING N N 69 
D03 C54 H25 SING N N 70 
D03 C54 H26 SING N N 71 
D03 C57 H27 SING N N 72 
D03 O58 H28 SING N N 73 
D03 N68 H29 SING N N 74 
D03 C70 H30 SING N N 75 
D03 C70 H31 SING N N 76 
D03 C74 H32 SING N N 77 
D03 C76 H33 SING N N 78 
D03 C78 H34 SING N N 79 
D03 C80 H35 SING N N 80 
D03 C82 H36 SING N N 81 
# 
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 
D03 InChI            InChI                1.03  
"InChI=1S/C33H36N4O5/c38-29(17-16-23-10-4-1-5-11-23)36-28(20-24-12-6-2-7-13-24)32(41)37-27(21-26-18-19-34-31(26)40)30(39)33(42)35-22-25-14-8-3-9-15-25/h1-17,26-28,30,39H,18-22H2,(H,34,40)(H,35,42)(H,36,38)(H,37,41)/b17-16+/t26-,27-,28-,30-/m0/s1" 
D03 InChIKey         InChI                1.03  ZTFAWEJBUOCZIL-NHTHZNHESA-N 
D03 SMILES_CANONICAL CACTVS               3.385 "O[C@@H]([C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)/C=C/c3ccccc3)C(=O)NCc4ccccc4" 
D03 SMILES           CACTVS               3.385 "O[CH]([CH](C[CH]1CCNC1=O)NC(=O)[CH](Cc2ccccc2)NC(=O)C=Cc3ccccc3)C(=O)NCc4ccccc4" 
D03 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)C[C@@H](C(=O)N[C@@H](C[C@@H]2CCNC2=O)[C@@H](C(=O)NCc3ccccc3)O)NC(=O)/C=C/c4ccccc4" 
D03 SMILES           "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CC(C(=O)NC(CC2CCNC2=O)C(C(=O)NCc3ccccc3)O)NC(=O)C=Cc4ccccc4" 
# 
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 
D03 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S},3~{S})-2-oxidanyl-4-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]-~{N}-(phenylmethyl)-3-[[(2~{S})-3-phenyl-2-[[(~{E})-3-phenylprop-2-enoyl]amino]propanoyl]amino]butanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
D03 "Create component" 2017-02-06 EBI  
D03 "Initial release"  2018-02-28 RCSB 
# 
