data_G81 # _chem_comp.id G81 _chem_comp.name "ETHYL (4R)-4-{[N-(TERT-BUTOXYCARBONYL)-L-PHENYLALANYL]AMINO}-5-[(3S)-2-OXOPYRROLIDIN-3-YL]PENTANOATE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H37 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-24 _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 475.578 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G81 _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 3ZVB _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 G81 O35 O35 O 0 1 N N N -14.273 -8.669 -13.832 3.936 -0.387 0.802 O35 G81 1 G81 C31 C31 C 0 1 N N N -13.735 -7.840 -14.505 3.592 -0.913 -0.238 C31 G81 2 G81 O1 O1 O 0 1 N N N -14.437 -6.596 -14.694 4.499 -1.547 -1.004 O1 G81 3 G81 C1 C1 C 0 1 N N N -15.803 -6.348 -14.319 5.870 -1.563 -0.527 C1 G81 4 G81 C2 C2 C 0 1 N N N -16.402 -5.239 -15.198 5.927 -2.256 0.836 C2 G81 5 G81 C4 C4 C 0 1 N N N -15.640 -5.891 -12.867 6.748 -2.323 -1.523 C4 G81 6 G81 C6 C6 C 0 1 N N N -16.703 -7.566 -14.549 6.379 -0.126 -0.390 C6 G81 7 G81 N33 N33 N 0 1 N N N -12.560 -8.015 -15.045 2.300 -0.867 -0.621 N33 G81 8 G81 C37 C37 C 0 1 N N S -11.833 -9.268 -14.940 1.312 -0.182 0.217 C37 G81 9 G81 C41 C41 C 0 1 N N N -10.701 -8.964 -15.929 1.311 1.312 -0.113 C41 G81 10 G81 C51 C51 C 0 1 Y N N -9.684 -10.083 -16.038 2.640 1.911 0.268 C51 G81 11 G81 C53 C53 C 0 1 Y N N -8.307 -9.760 -16.036 3.672 1.945 -0.651 C53 G81 12 G81 C7 C7 C 0 1 Y N N -7.383 -10.797 -16.141 4.892 2.494 -0.302 C7 G81 13 G81 C9 C9 C 0 1 Y N N -7.803 -12.136 -16.247 5.079 3.011 0.967 C9 G81 14 G81 C11 C11 C 0 1 Y N N -9.165 -12.483 -16.271 4.046 2.978 1.885 C11 G81 15 G81 C55 C55 C 0 1 Y N N -10.104 -11.446 -16.172 2.826 2.433 1.535 C55 G81 16 G81 C39 C39 C 0 1 N N N -11.337 -9.610 -13.566 -0.056 -0.756 -0.050 C39 G81 17 G81 O47 O47 O 0 1 N N N -10.903 -8.714 -12.864 -0.192 -1.649 -0.859 O47 G81 18 G81 N49 N49 N 0 1 N N N -11.376 -10.892 -13.133 -1.128 -0.277 0.612 N49 G81 19 G81 C57 C57 C 0 1 N N R -10.865 -11.253 -11.793 -2.471 -0.757 0.276 C57 G81 20 G81 C59 C59 C 0 1 N N N -12.002 -11.716 -10.898 -2.797 -1.991 1.121 C59 G81 21 G81 C61 C61 C 0 1 N N S -12.956 -10.573 -10.547 -4.157 -2.551 0.701 C61 G81 22 G81 C73 C73 C 0 1 N N N -12.232 -9.369 -9.918 -4.586 -3.697 1.646 C73 G81 23 G81 C71 C71 C 0 1 N N N -13.142 -8.809 -8.820 -5.291 -4.664 0.669 C71 G81 24 G81 N69 N69 N 0 1 N N N -14.021 -9.963 -8.615 -4.701 -4.390 -0.646 N69 G81 25 G81 C65 C65 C 0 1 N N N -13.961 -10.972 -9.500 -4.063 -3.207 -0.659 C65 G81 26 G81 O66 O66 O 0 1 N N N -14.591 -12.040 -9.470 -3.496 -2.734 -1.621 O66 G81 27 G81 C63 C63 C 0 1 N N N -9.890 -12.384 -11.977 -3.493 0.343 0.565 C63 G81 28 G81 C82 C82 C 0 1 N N N -8.602 -11.908 -12.629 -3.243 1.530 -0.369 C82 G81 29 G81 C84 C84 C 0 1 N N N -7.721 -11.101 -11.697 -4.250 2.614 -0.084 C84 G81 30 G81 O88 O88 O 0 1 N N N -7.703 -11.381 -10.495 -5.083 2.454 0.776 O88 G81 31 G81 O86 O86 O 0 1 N N N -6.903 -10.006 -12.240 -4.222 3.757 -0.787 O86 G81 32 G81 C3 C3 C 0 1 N N N -5.546 -10.239 -12.712 -5.222 4.757 -0.460 C3 G81 33 G81 C5 C5 C 0 1 N N N -4.968 -9.106 -13.577 -5.034 5.981 -1.358 C5 G81 34 G81 H33 H33 H 0 1 N N N -12.145 -7.258 -15.550 2.025 -1.286 -1.451 H33 G81 35 G81 H21C H21C H 0 0 N N N -17.446 -5.059 -14.901 5.565 -3.279 0.739 H21C G81 36 G81 H22C H22C H 0 0 N N N -15.820 -4.315 -15.069 6.956 -2.267 1.195 H22C G81 37 G81 H23C H23C H 0 0 N N N -16.369 -5.549 -16.253 5.301 -1.714 1.546 H23C G81 38 G81 H41C H41C H 0 0 N N N -16.628 -5.661 -12.441 6.707 -1.829 -2.494 H41C G81 39 G81 H42C H42C H 0 0 N N N -15.166 -6.692 -12.282 7.777 -2.334 -1.164 H42C G81 40 G81 H43C H43C H 0 0 N N N -15.009 -4.991 -12.835 6.385 -3.346 -1.620 H43C G81 41 G81 H61C H61C H 0 0 N N N -17.733 -7.324 -14.247 5.753 0.415 0.319 H61C G81 42 G81 H62C H62C H 0 0 N N N -16.688 -7.837 -15.615 7.408 -0.138 -0.032 H62C G81 43 G81 H63C H63C H 0 0 N N N -16.335 -8.412 -13.950 6.338 0.367 -1.361 H63C G81 44 G81 H37 H37 H 0 1 N N N -12.442 -10.097 -15.330 1.566 -0.322 1.267 H37 G81 45 G81 H411 H411 H 0 0 N N N -11.141 -8.794 -16.923 1.144 1.448 -1.182 H411 G81 46 G81 H412 H412 H 0 0 N N N -10.183 -8.052 -15.597 0.516 1.807 0.444 H412 G81 47 G81 H53 H53 H 0 1 N N N -7.980 -8.734 -15.955 3.526 1.541 -1.642 H53 G81 48 G81 H55 H55 H 0 1 N N N -11.158 -11.678 -16.197 2.018 2.410 2.251 H55 G81 49 G81 H7 H7 H 0 1 N N N -6.327 -10.570 -16.141 5.698 2.520 -1.019 H7 G81 50 G81 H9 H9 H 0 1 N N N -7.060 -12.917 -16.312 6.031 3.440 1.240 H9 G81 51 G81 H11 H11 H 0 1 N N N -9.478 -13.513 -16.363 4.193 3.382 2.877 H11 G81 52 G81 H49 H49 H 0 1 N N N -11.755 -11.603 -13.726 -1.011 0.386 1.310 H49 G81 53 G81 H57 H57 H 0 1 N N N -10.358 -10.392 -11.333 -2.509 -1.020 -0.781 H57 G81 54 G81 H591 H591 H 0 0 N N N -12.567 -12.503 -11.420 -2.029 -2.749 0.968 H591 G81 55 G81 H592 H592 H 0 0 N N N -11.579 -12.124 -9.968 -2.828 -1.712 2.174 H592 G81 56 G81 H631 H631 H 0 0 N N N -9.654 -12.816 -10.993 -4.499 -0.043 0.400 H631 G81 57 G81 H632 H632 H 0 0 N N N -10.351 -13.153 -12.615 -3.394 0.669 1.600 H632 G81 58 G81 H61 H61 H 0 1 N N N -13.480 -10.245 -11.457 -4.909 -1.761 0.694 H61 G81 59 G81 H731 H731 H 0 0 N N N -11.274 -9.691 -9.484 -3.717 -4.170 2.105 H731 G81 60 G81 H732 H732 H 0 0 N N N -12.048 -8.600 -10.682 -5.279 -3.337 2.407 H732 G81 61 G81 H711 H711 H 0 0 N N N -12.578 -8.557 -7.910 -5.101 -5.698 0.960 H711 G81 62 G81 H712 H712 H 0 0 N N N -13.700 -7.925 -9.162 -6.362 -4.467 0.651 H712 G81 63 G81 H69 H69 H 0 1 N N N -14.649 -9.999 -7.837 -4.764 -4.986 -1.409 H69 G81 64 G81 H821 H821 H 0 0 N N N -8.037 -12.788 -12.969 -2.237 1.916 -0.203 H821 G81 65 G81 H822 H822 H 0 0 N N N -8.860 -11.281 -13.495 -3.342 1.204 -1.404 H822 G81 66 G81 H31C H31C H 0 0 N N N -4.895 -10.368 -11.835 -6.217 4.341 -0.617 H31C G81 67 G81 H32C H32C H 0 0 N N N -5.544 -11.163 -13.309 -5.113 5.052 0.584 H32C G81 68 G81 H51C H51C H 0 0 N N N -3.945 -9.366 -13.887 -4.038 6.397 -1.201 H51C G81 69 G81 H52C H52C H 0 0 N N N -5.597 -8.968 -14.468 -5.143 5.686 -2.402 H52C G81 70 G81 H53C H53C H 0 0 N N N -4.948 -8.173 -12.994 -5.785 6.732 -1.112 H53C G81 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 G81 O35 C31 DOUB N N 1 G81 C31 O1 SING N N 2 G81 C31 N33 SING N N 3 G81 O1 C1 SING N N 4 G81 C1 C2 SING N N 5 G81 C1 C4 SING N N 6 G81 C1 C6 SING N N 7 G81 N33 C37 SING N N 8 G81 C37 C41 SING N N 9 G81 C37 C39 SING N N 10 G81 C41 C51 SING N N 11 G81 C51 C53 SING Y N 12 G81 C51 C55 DOUB Y N 13 G81 C53 C7 DOUB Y N 14 G81 C7 C9 SING Y N 15 G81 C9 C11 DOUB Y N 16 G81 C11 C55 SING Y N 17 G81 C39 O47 DOUB N N 18 G81 C39 N49 SING N N 19 G81 N49 C57 SING N N 20 G81 C57 C59 SING N N 21 G81 C57 C63 SING N N 22 G81 C59 C61 SING N N 23 G81 C61 C73 SING N N 24 G81 C61 C65 SING N N 25 G81 C73 C71 SING N N 26 G81 C71 N69 SING N N 27 G81 N69 C65 SING N N 28 G81 C65 O66 DOUB N N 29 G81 C63 C82 SING N N 30 G81 C82 C84 SING N N 31 G81 C84 O88 DOUB N N 32 G81 C84 O86 SING N N 33 G81 O86 C3 SING N N 34 G81 C3 C5 SING N N 35 G81 N33 H33 SING N N 36 G81 C2 H21C SING N N 37 G81 C2 H22C SING N N 38 G81 C2 H23C SING N N 39 G81 C4 H41C SING N N 40 G81 C4 H42C SING N N 41 G81 C4 H43C SING N N 42 G81 C6 H61C SING N N 43 G81 C6 H62C SING N N 44 G81 C6 H63C SING N N 45 G81 C37 H37 SING N N 46 G81 C41 H411 SING N N 47 G81 C41 H412 SING N N 48 G81 C53 H53 SING N N 49 G81 C55 H55 SING N N 50 G81 C7 H7 SING N N 51 G81 C9 H9 SING N N 52 G81 C11 H11 SING N N 53 G81 N49 H49 SING N N 54 G81 C57 H57 SING N N 55 G81 C59 H591 SING N N 56 G81 C59 H592 SING N N 57 G81 C63 H631 SING N N 58 G81 C63 H632 SING N N 59 G81 C61 H61 SING N N 60 G81 C73 H731 SING N N 61 G81 C73 H732 SING N N 62 G81 C71 H711 SING N N 63 G81 C71 H712 SING N N 64 G81 N69 H69 SING N N 65 G81 C82 H821 SING N N 66 G81 C82 H822 SING N N 67 G81 C3 H31C SING N N 68 G81 C3 H32C SING N N 69 G81 C5 H51C SING N N 70 G81 C5 H52C SING N N 71 G81 C5 H53C SING N N 72 # 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 G81 SMILES ACDLabs 12.01 "O=C(OC(C)(C)C)NC(C(=O)NC(CC1C(=O)NCC1)CCC(=O)OCC)Cc2ccccc2" G81 InChI InChI 1.03 "InChI=1S/C25H37N3O6/c1-5-33-21(29)12-11-19(16-18-13-14-26-22(18)30)27-23(31)20(15-17-9-7-6-8-10-17)28-24(32)34-25(2,3)4/h6-10,18-20H,5,11-16H2,1-4H3,(H,26,30)(H,27,31)(H,28,32)/t18-,19+,20-/m0/s1" G81 InChIKey InChI 1.03 CUCJJUOQGSQGLL-ZCNNSNEGSA-N G81 SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)CC[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)OC(C)(C)C" G81 SMILES CACTVS 3.385 "CCOC(=O)CC[CH](C[CH]1CCNC1=O)NC(=O)[CH](Cc2ccccc2)NC(=O)OC(C)(C)C" G81 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOC(=O)CC[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)OC(C)(C)C" G81 SMILES "OpenEye OEToolkits" 1.9.2 "CCOC(=O)CCC(CC1CCNC1=O)NC(=O)C(Cc2ccccc2)NC(=O)OC(C)(C)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 G81 "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl (4R)-4-{[N-(tert-butoxycarbonyl)-L-phenylalanyl]amino}-5-[(3S)-2-oxopyrrolidin-3-yl]pentanoate" G81 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "ethyl (4R)-4-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenyl-propanoyl]amino]-5-[(3S)-2-oxidanylidenepyrrolidin-3-yl]pentanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G81 "Create component" 2011-07-24 EBI G81 "Modify descriptor" 2014-09-05 RCSB #