data_I20
# 
_chem_comp.id                                    I20 
_chem_comp.name                                  "(2S)-2-({(2S)-3-[(R)-[(1R)-1-({(4S)-4-amino-5-[(2S)-2-cyanopyrrolidin-1-yl]-5-oxopentanoyl}amino)ethyl](hydroxy)phosphoryl]-2-benzylpropanoyl}amino)propanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H36 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-08-15 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        549.556 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I20 
_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        2QSC 
_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 
I20 C1   C1   C 0 1 N N N 26.796 50.882 31.378 -0.049  3.613  0.178  C1   I20 1  
I20 C2   C2   C 0 1 N N R 26.205 50.066 30.230 -0.444  2.139  0.064  C2   I20 2  
I20 O5   O5   O 0 1 N N N 24.291 48.416 29.594 0.573   -0.333 0.470  O5   I20 3  
I20 C7   C7   C 0 1 N N N 24.846 48.554 32.042 2.390   1.422  -0.495 C7   I20 4  
I20 C8   C8   C 0 1 N N S 23.636 48.243 32.901 3.524   0.457  -0.143 C8   I20 5  
I20 C9   C9   C 0 1 N N N 23.828 46.964 33.717 3.199   -0.934 -0.693 C9   I20 6  
I20 C10  C10  C 0 1 N N N 23.377 49.388 33.834 4.811   0.950  -0.752 C10  I20 7  
I20 C11  C11  C 0 1 Y N N 22.618 46.656 34.583 4.260   -1.909 -0.251 C11  I20 8  
I20 C12  C12  C 0 1 Y N N 22.674 46.838 35.962 4.170   -2.512 0.990  C12  I20 9  
I20 C13  C13  C 0 1 Y N N 21.567 46.540 36.758 5.143   -3.406 1.396  C13  I20 10 
I20 C14  C14  C 0 1 Y N N 20.393 46.066 36.189 6.205   -3.698 0.561  C14  I20 11 
I20 C15  C15  C 0 1 Y N N 20.336 45.888 34.813 6.294   -3.095 -0.680 C15  I20 12 
I20 C16  C16  C 0 1 Y N N 21.445 46.177 34.020 5.319   -2.205 -1.088 C16  I20 13 
I20 C27  C27  C 0 1 N N N 25.175 51.046 25.924 -4.846  0.035  0.592  C27  I20 14 
I20 N29  N29  N 0 1 N N N 26.487 50.168 24.138 -5.631  -1.075 2.629  N29  I20 15 
I20 C30  C30  C 0 1 N N N 26.592 50.513 27.897 -2.634  1.148  0.465  C30  I20 16 
I20 C32  C32  C 0 1 N N N 26.424 51.431 26.709 -3.820  0.875  1.354  C32  I20 17 
I20 C35  C35  C 0 1 N N S 24.286 50.916 35.474 7.243   1.099  -0.773 C35  I20 18 
I20 NZ   NZ   N 0 1 N N N 26.619 56.192 22.897 -8.001  -2.535 -2.652 NZ   I20 19 
I20 CE   CE   C 0 1 N N N 27.006 55.096 22.731 -8.438  -1.799 -1.904 CE   I20 20 
I20 CD   CD   C 0 1 N N S 27.481 53.857 22.545 -9.004  -0.846 -0.936 CD   I20 21 
I20 CG   CG   C 0 1 N N N 28.683 53.590 21.740 -9.683  0.321  -1.684 CG   I20 22 
I20 CB   CB   C 0 1 N N N 28.685 51.951 21.474 -9.322  1.551  -0.809 CB   I20 23 
I20 CA   CA   C 0 1 N N N 27.615 51.385 22.540 -7.893  1.186  -0.334 CA   I20 24 
I20 N    N    N 0 1 N N N 26.921 52.572 23.064 -7.930  -0.271 -0.113 N    I20 25 
I20 C    C    C 0 1 N N N 25.878 52.486 24.020 -7.114  -0.962 0.707  C    I20 26 
I20 O    O    O 0 1 N N N 25.387 53.486 24.515 -7.235  -2.165 0.811  O    I20 27 
I20 C28  C28  C 0 1 N N S 25.425 51.120 24.421 -6.050  -0.241 1.495  C28  I20 28 
I20 O31  O31  O 0 1 N N N 27.192 49.456 27.781 -2.612  0.713  -0.666 O31  I20 29 
I20 N3   N3   N 0 1 N N N 26.060 50.908 29.051 -1.597  1.875  0.928  N3   I20 30 
I20 P4   P4   P 0 1 N N R 24.665 49.417 30.656 0.956   1.092  0.581  P4   I20 31 
I20 O6   O6   O 0 1 N N N 23.726 50.560 30.952 1.341   1.428  2.107  O6   I20 32 
I20 N34  N34  N 0 1 N N N 24.447 49.924 34.416 5.984   0.717  -0.129 N34  I20 33 
I20 C37  C37  C 0 1 N N N 25.240 52.049 35.253 8.344   0.184  -0.304 C37  I20 34 
I20 O39  O39  O 0 1 N N N 25.020 53.141 35.763 9.467   0.057  -1.030 O39  I20 35 
I20 O38  O38  O 0 1 N N N 26.233 51.876 34.553 8.218   -0.435 0.726  O38  I20 36 
I20 C36  C36  C 0 1 N N N 24.536 50.283 36.839 7.588   2.543  -0.403 C36  I20 37 
I20 O33  O33  O 0 1 N N N 22.234 49.776 34.028 4.792   1.556  -1.802 O33  I20 38 
I20 H11  1H1  H 0 1 N N N 26.938 50.233 32.255 0.212   3.840  1.212  H11  I20 39 
I20 H12A 2H1  H 0 0 N N N 27.766 51.299 31.070 0.809   3.810  -0.465 H12A I20 40 
I20 H13A 3H1  H 0 0 N N N 26.109 51.702 31.636 -0.886  4.239  -0.131 H13A I20 41 
I20 H2   H2   H 0 1 N N N 26.890 49.233 30.016 -0.706  1.913  -0.970 H2   I20 42 
I20 H71  1H7  H 0 1 N N N 25.268 47.583 31.745 2.727   2.448  -0.347 H71  I20 43 
I20 H72  2H7  H 0 1 N N N 25.457 49.210 32.680 2.103   1.280  -1.537 H72  I20 44 
I20 H8   H8   H 0 1 N N N 22.779 48.092 32.228 3.632   0.403  0.941  H8   I20 45 
I20 H91  1H9  H 0 1 N N N 23.987 46.125 33.024 2.229   -1.256 -0.315 H91  I20 46 
I20 H92  2H9  H 0 1 N N N 24.694 47.108 34.379 3.172   -0.896 -1.782 H92  I20 47 
I20 H12  H12  H 0 1 N N N 23.579 47.212 36.418 3.341   -2.283 1.643  H12  I20 48 
I20 H13  H13  H 0 1 N N N 21.624 46.680 37.827 5.073   -3.877 2.366  H13  I20 49 
I20 H14  H14  H 0 1 N N N 19.537 45.839 36.807 6.965   -4.397 0.878  H14  I20 50 
I20 H15  H15  H 0 1 N N N 19.428 45.524 34.355 7.124   -3.323 -1.333 H15  I20 51 
I20 H16  H16  H 0 1 N N N 21.390 46.026 32.952 5.386   -1.738 -2.059 H16  I20 52 
I20 H271 1H27 H 0 0 N N N 24.362 51.740 26.185 -5.174  0.578  -0.294 H271 I20 53 
I20 H272 2H27 H 0 0 N N N 24.904 50.012 26.183 -4.392  -0.909 0.293  H272 I20 54 
I20 H291 1H29 H 0 0 N N N 26.488 49.949 23.162 -6.393  -1.218 3.274  H291 I20 55 
I20 H292 2H29 H 0 0 N N N 27.368 50.567 24.391 -5.256  -1.956 2.311  H292 I20 56 
I20 H321 1H32 H 0 0 N N N 27.305 51.345 26.056 -4.274  1.820  1.654  H321 I20 57 
I20 H322 2H32 H 0 0 N N N 26.322 52.467 27.065 -3.492  0.333  2.241  H322 I20 58 
I20 H35  H35  H 0 1 N N N 23.255 51.299 35.449 7.138   1.016  -1.855 H35  I20 59 
I20 HD   HD   H 0 1 N N N 26.870 54.667 22.970 -9.729  -1.352 -0.298 HD   I20 60 
I20 HG1  1HG  H 0 1 N N N 29.591 53.900 22.279 -9.271  0.427  -2.687 HG1  I20 61 
I20 HG2  2HG  H 0 1 N N N 28.673 54.154 20.796 -10.762 0.177  -1.725 HG2  I20 62 
I20 HB1  1HB  H 0 1 N N N 28.388 51.712 20.442 -9.314  2.464  -1.403 HB1  I20 63 
I20 HB2  2HB  H 0 1 N N N 29.682 51.504 21.599 -10.003 1.642  0.037  HB2  I20 64 
I20 HA1  1HA  H 0 1 N N N 26.905 50.698 22.056 -7.162  1.435  -1.103 HA1  I20 65 
I20 HA2  2HA  H 0 1 N N N 28.103 50.811 23.342 -7.659  1.704  0.596  HA2  I20 66 
I20 H28  H28  H 0 1 N N N 24.502 50.896 23.867 -6.450  0.702  1.866  H28  I20 67 
I20 HN3  HN3  H 0 1 N N N 25.565 51.775 29.108 -1.615  2.223  1.833  HN3  I20 68 
I20 HO6  HO6  H 0 1 N N N 23.529 50.576 31.881 1.603   2.347  2.254  HO6  I20 69 
I20 HN34 HN34 H 0 0 N N N 25.363 49.646 34.128 5.994   0.298  0.745  HN34 I20 70 
I20 HO39 HO39 H 0 0 N N N 25.710 53.748 35.522 10.145  -0.541 -0.688 HO39 I20 71 
I20 H361 1H36 H 0 0 N N N 24.596 49.190 36.731 8.524   2.827  -0.882 H361 I20 72 
I20 H362 2H36 H 0 0 N N N 25.482 50.663 37.252 6.791   3.205  -0.743 H362 I20 73 
I20 H363 3H36 H 0 0 N N N 23.710 50.539 37.519 7.693   2.626  0.678  H363 I20 74 
# 
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 
I20 CB  CG   SING N N 1  
I20 CB  CA   SING N N 2  
I20 CG  CD   SING N N 3  
I20 CA  N    SING N N 4  
I20 CD  CE   SING N N 5  
I20 CD  N    SING N N 6  
I20 CE  NZ   TRIP N N 7  
I20 N   C    SING N N 8  
I20 C   C28  SING N N 9  
I20 C   O    DOUB N N 10 
I20 N29 C28  SING N N 11 
I20 C28 C27  SING N N 12 
I20 C27 C32  SING N N 13 
I20 C32 C30  SING N N 14 
I20 O31 C30  DOUB N N 15 
I20 C30 N3   SING N N 16 
I20 N3  C2   SING N N 17 
I20 O5  P4   DOUB N N 18 
I20 C2  P4   SING Y N 19 
I20 C2  C1   SING Y N 20 
I20 P4  O6   SING N N 21 
I20 P4  C7   SING N N 22 
I20 C7  C8   SING Y N 23 
I20 C8  C9   SING N N 24 
I20 C8  C10  SING Y N 25 
I20 C9  C11  SING N N 26 
I20 C10 O33  DOUB Y N 27 
I20 C10 N34  SING Y N 28 
I20 C16 C11  DOUB N N 29 
I20 C16 C15  SING N N 30 
I20 N34 C35  SING N N 31 
I20 O38 C37  DOUB N N 32 
I20 C11 C12  SING N N 33 
I20 C15 C14  DOUB N N 34 
I20 C37 C35  SING N N 35 
I20 C37 O39  SING N N 36 
I20 C35 C36  SING N N 37 
I20 C12 C13  DOUB N N 38 
I20 C14 C13  SING N N 39 
I20 C1  H11  SING N N 40 
I20 C1  H12A SING N N 41 
I20 C1  H13A SING N N 42 
I20 C2  H2   SING N N 43 
I20 C7  H71  SING N N 44 
I20 C7  H72  SING N N 45 
I20 C8  H8   SING N N 46 
I20 C9  H91  SING N N 47 
I20 C9  H92  SING N N 48 
I20 C12 H12  SING N N 49 
I20 C13 H13  SING N N 50 
I20 C14 H14  SING N N 51 
I20 C15 H15  SING N N 52 
I20 C16 H16  SING N N 53 
I20 C27 H271 SING N N 54 
I20 C27 H272 SING N N 55 
I20 N29 H291 SING N N 56 
I20 N29 H292 SING N N 57 
I20 C32 H321 SING N N 58 
I20 C32 H322 SING N N 59 
I20 C35 H35  SING N N 60 
I20 CD  HD   SING N N 61 
I20 CG  HG1  SING N N 62 
I20 CG  HG2  SING N N 63 
I20 CB  HB1  SING N N 64 
I20 CB  HB2  SING N N 65 
I20 CA  HA1  SING N N 66 
I20 CA  HA2  SING N N 67 
I20 C28 H28  SING N N 68 
I20 N3  HN3  SING N N 69 
I20 O6  HO6  SING N N 70 
I20 N34 HN34 SING N N 71 
I20 O39 HO39 SING N N 72 
I20 C36 H361 SING N N 73 
I20 C36 H362 SING N N 74 
I20 C36 H363 SING N N 75 
# 
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 
I20 SMILES           ACDLabs              10.04 N#CC2N(C(=O)C(N)CCC(=O)NC(C)P(=O)(O)CC(C(=O)NC(C(=O)O)C)Cc1ccccc1)CCC2 
I20 InChI            InChI                1.02b 
InChI=1/C25H36N5O7P/c1-16(25(34)35)28-23(32)19(13-18-7-4-3-5-8-18)15-38(36,37)17(2)29-22(31)11-10-21(27)24(33)30-12-6-9-20(30)14-26/h3-5,7-8,16-17,19-21H,6,9-13,15,27H2,1-2H3,(H,28,32)(H,29,31)(H,34,35)(H,36,37)/t16-,17+,19+,20-,21-/m0/s1/f/h28-29,34,36H 
I20 InChIKey         InChI                1.02b BNNCRIIZOMKDCO-VAUKSNSHDF 
I20 SMILES_CANONICAL CACTVS               3.341 C[C@H](NC(=O)[C@H](Cc1ccccc1)C[P@](O)(=O)[C@H](C)NC(=O)CC[C@H](N)C(=O)N2CCC[C@H]2C#N)C(O)=O 
I20 SMILES           CACTVS               3.341 C[CH](NC(=O)[CH](Cc1ccccc1)C[P](O)(=O)[CH](C)NC(=O)CC[CH](N)C(=O)N2CCC[CH]2C#N)C(O)=O 
I20 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](C(=O)O)NC(=O)[C@H](Cc1ccccc1)C[P@](=O)([C@H](C)NC(=O)CC[C@@H](C(=O)N2CCCC2C#N)N)O 
I20 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(=O)O)NC(=O)C(Cc1ccccc1)CP(=O)(C(C)NC(=O)CCC(C(=O)N2CCCC2C#N)N)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 
I20 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-({(2S)-3-[(R)-[(1R)-1-({(4S)-4-amino-5-[(2S)-2-cyanopyrrolidin-1-yl]-5-oxopentanoyl}amino)ethyl](hydroxy)phosphoryl]-2-benzylpropanoyl}amino)propanoic acid (non-preferred name)" 
I20 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(2S)-2-[[[(1R)-1-[[(4S)-4-amino-5-(2-cyanopyrrolidin-1-yl)-5-oxo-pentanoyl]amino]ethyl]-hydroxy-phosphoryl]methyl]-3-phenyl-propanoyl]amino]propanoic acid"                     
# 
