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 2011-06-04 _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 N N 19 I20 C2 C1 SING N N 20 I20 P4 O6 SING N N 21 I20 P4 C7 SING N N 22 I20 C7 C8 SING N N 23 I20 C8 C9 SING N N 24 I20 C8 C10 SING N N 25 I20 C9 C11 SING N N 26 I20 C10 O33 DOUB N N 27 I20 C10 N34 SING N N 28 I20 C16 C11 DOUB Y N 29 I20 C16 C15 SING Y N 30 I20 N34 C35 SING N N 31 I20 O38 C37 DOUB N N 32 I20 C11 C12 SING Y N 33 I20 C15 C14 DOUB Y 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 Y N 38 I20 C14 C13 SING Y 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 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" I20 InChI InChI 1.03 "InChI=1S/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" I20 InChIKey InChI 1.03 BNNCRIIZOMKDCO-TYIUSFPZSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site I20 "Create component" 2007-08-15 EBI I20 "Modify aromatic_flag" 2011-06-04 RCSB I20 "Modify descriptor" 2011-06-04 RCSB #