data_3TB # _chem_comp.id 3TB _chem_comp.name "N-[(1E,2R)-1-[(2R)-2-{[(2S)-1-amino-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}cyclopentylidene]-3-(phosphonooxy)propan-2-yl]-L-phenylalaninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H38 N7 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-08-23 _chem_comp.pdbx_modified_date 2012-06-22 _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 567.575 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3TB _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 3TDB _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 3TB N N N 0 1 N N N 7.117 45.996 7.281 6.576 0.389 0.076 N 3TB 1 3TB P P P 0 1 N N N 5.816 47.117 12.929 1.076 2.870 -3.006 P 3TB 2 3TB N0 N0 N 0 1 N N N 5.474 43.874 9.516 2.914 0.506 0.217 N0 3TB 3 3TB O0 O0 O 0 1 N N N 5.914 43.429 7.383 4.530 1.743 1.098 O0 3TB 4 3TB C1 C1 C 0 1 N N N 5.695 43.402 11.963 0.563 0.779 0.755 C1 3TB 5 3TB N1 N1 N 0 1 N N N 7.842 41.732 12.832 -3.739 0.288 1.426 N1 3TB 6 3TB C2 C2 C 0 1 N N N 5.261 42.109 11.998 -0.062 0.783 1.906 C2 3TB 7 3TB N2 N2 N 0 1 N N N 11.088 40.788 11.310 -6.286 2.825 0.595 N2 3TB 8 3TB O2 O2 O 0 1 N N N 7.282 39.695 13.691 -2.185 1.593 0.529 O2 3TB 9 3TB C3 C3 C 0 1 N N R 5.514 41.228 13.198 -1.396 0.132 2.205 C3 3TB 10 3TB N3 N3 N 0 1 N N N 12.902 39.564 15.368 -6.049 -3.555 -1.248 N3 3TB 11 3TB O3 O3 O 0 1 N N N 8.972 40.101 11.047 -4.869 2.499 2.270 O3 3TB 12 3TB C4 C4 C 0 1 N N N 4.620 40.014 12.968 -1.712 0.420 3.688 C4 3TB 13 3TB N4 N4 N 0 1 N N N 13.900 37.675 16.238 -6.461 -5.646 -2.165 N4 3TB 14 3TB C5 C5 C 0 1 N N N 4.469 39.900 11.428 -0.877 1.687 4.003 C5 3TB 15 3TB N5 N5 N 0 1 N N N 12.325 38.822 17.484 -8.209 -4.547 -1.109 N5 3TB 16 3TB C6 C6 C 0 1 N N N 4.516 41.380 10.908 0.420 1.436 3.190 C6 3TB 17 3TB C7 C7 C 0 1 N N N 6.969 40.805 13.266 -2.467 0.724 1.326 C7 3TB 18 3TB C9 C9 C 0 1 N N S 9.320 41.707 12.737 -4.780 0.863 0.571 C9 3TB 19 3TB C10 C10 C 0 1 N N N 9.792 40.782 11.637 -5.314 2.121 1.207 C10 3TB 20 3TB C11 C11 C 0 1 N N N 9.941 41.512 14.139 -5.917 -0.146 0.403 C11 3TB 21 3TB C12 C12 C 0 1 N N N 11.009 40.431 14.271 -5.403 -1.372 -0.355 C12 3TB 22 3TB C13 C13 C 0 1 N N N 11.961 40.683 15.445 -6.541 -2.381 -0.523 C13 3TB 23 3TB C14 C14 C 0 1 N N N 13.040 38.688 16.365 -6.898 -4.602 -1.519 C14 3TB 24 3TB O1P O1P O 0 1 N N N 7.185 46.526 12.673 2.488 3.437 -3.531 O1P 3TB 25 3TB C20 C20 C 0 1 N N R 5.615 44.457 10.860 1.892 1.477 0.617 C20 3TB 26 3TB C21 C21 C 0 1 N N N 4.598 45.575 11.164 1.784 2.571 -0.447 C21 3TB 27 3TB C22 C22 C 0 1 N N N 6.217 44.044 8.399 4.210 0.734 0.506 C22 3TB 28 3TB C23 C23 C 0 1 N N S 7.414 44.977 8.282 5.261 -0.264 0.095 C23 3TB 29 3TB O2P O2P O 0 1 N N N 5.583 48.403 12.176 0.170 4.002 -2.708 O2P 3TB 30 3TB C31 C31 C 0 1 N N N 7.874 45.658 9.582 5.282 -1.424 1.093 C31 3TB 31 3TB C32 C32 C 0 1 Y N N 9.374 45.534 9.780 6.245 -2.480 0.616 C32 3TB 32 3TB C33 C33 C 0 1 Y N N 10.242 46.483 9.220 5.803 -3.496 -0.210 C33 3TB 33 3TB C34 C34 C 0 1 Y N N 11.624 46.370 9.405 6.686 -4.465 -0.647 C34 3TB 34 3TB C35 C35 C 0 1 Y N N 12.139 45.304 10.150 8.012 -4.418 -0.259 C35 3TB 35 3TB C36 C36 C 0 1 Y N N 11.276 44.356 10.708 8.455 -3.401 0.567 C36 3TB 36 3TB C37 C37 C 0 1 Y N N 9.895 44.471 10.526 7.572 -2.429 1.001 C37 3TB 37 3TB O3P O3P O 0 1 N N N 5.683 47.404 14.406 0.415 1.938 -4.140 O3P 3TB 38 3TB O4P O4P O 0 1 N N N 4.684 46.009 12.532 1.309 2.004 -1.669 O4P 3TB 39 3TB HN HN H 0 1 N N N 7.897 46.616 7.194 6.813 0.751 0.988 HN 3TB 40 3TB HNA HNA H 0 1 N N N 6.942 45.557 6.400 7.289 -0.242 -0.259 HNA 3TB 41 3TB HN0 HN0 H 0 1 N N N 4.701 43.249 9.412 2.657 -0.301 -0.256 HN0 3TB 42 3TB H1 H1 H 0 1 N N N 6.177 43.737 12.869 0.126 0.275 -0.095 H1 3TB 43 3TB HN1 HN1 H 0 1 N N N 7.421 42.584 12.520 -3.964 -0.407 2.064 HN1 3TB 44 3TB HN2 HN2 H 0 1 N N N 11.416 40.219 10.556 -6.630 3.634 1.005 HN2 3TB 45 3TB HN2A HN2A H 0 0 N N N 11.730 41.361 11.819 -6.642 2.523 -0.255 HN2A 3TB 46 3TB H3 H3 H 0 1 N N N 5.298 41.745 14.145 -1.331 -0.944 2.040 H3 3TB 47 3TB HN3 HN3 H 0 1 N N N 13.458 39.453 14.544 -5.124 -3.594 -1.538 HN3 3TB 48 3TB H4 H4 H 0 1 N N N 5.079 39.105 13.385 -2.776 0.619 3.821 H4 3TB 49 3TB H4A H4A H 0 1 N N N 3.640 40.152 13.448 -1.398 -0.414 4.315 H4A 3TB 50 3TB HN4 HN4 H 0 1 N N N 13.913 37.091 17.050 -7.060 -6.385 -2.356 HN4 3TB 51 3TB H5 H5 H 0 1 N N N 5.285 39.303 10.994 -1.389 2.585 3.656 H5 3TB 52 3TB H5A H5A H 0 1 N N N 3.518 39.417 11.159 -0.661 1.753 5.069 H5A 3TB 53 3TB HN5 HN5 H 0 1 N N N 12.433 38.163 18.228 -8.535 -3.770 -0.629 HN5 3TB 54 3TB HN5A HN5A H 0 0 N N N 11.681 39.581 17.578 -8.809 -5.285 -1.300 HN5A 3TB 55 3TB H6 H6 H 0 1 N N N 3.506 41.790 10.765 1.088 0.766 3.730 H6 3TB 56 3TB H6A H6A H 0 1 N N N 5.039 41.453 9.943 0.920 2.380 2.972 H6A 3TB 57 3TB H9 H9 H 0 1 N N N 9.705 42.683 12.407 -4.358 1.101 -0.405 H9 3TB 58 3TB H11 H11 H 0 1 N N N 10.409 42.466 14.422 -6.280 -0.451 1.384 H11 3TB 59 3TB H11A H11A H 0 0 N N N 9.122 41.243 14.822 -6.731 0.313 -0.159 H11A 3TB 60 3TB H12 H12 H 0 1 N N N 10.508 39.465 14.431 -5.040 -1.067 -1.336 H12 3TB 61 3TB H12A H12A H 0 0 N N N 11.599 40.410 13.343 -4.590 -1.832 0.207 H12A 3TB 62 3TB H13 H13 H 0 1 N N N 11.424 40.693 16.405 -7.354 -1.922 -1.085 H13 3TB 63 3TB H13A H13A H 0 0 N N N 12.476 41.650 15.347 -6.904 -2.687 0.458 H13A 3TB 64 3TB HO1P HO1P H 0 0 N N N 7.663 47.083 12.070 3.132 2.749 -3.746 HO1P 3TB 65 3TB H20 H20 H 0 1 N N N 6.593 44.960 10.852 2.169 1.923 1.572 H20 3TB 66 3TB H21 H21 H 0 1 N N N 4.807 46.432 10.507 1.089 3.340 -0.108 H21 3TB 67 3TB H21A H21A H 0 0 N N N 3.584 45.192 10.977 2.766 3.016 -0.610 H21A 3TB 68 3TB H23 H23 H 0 1 N N N 8.257 44.332 7.994 5.030 -0.646 -0.900 H23 3TB 69 3TB H31 H31 H 0 1 N N N 7.611 46.725 9.534 5.599 -1.057 2.069 H31 3TB 70 3TB H31A H31A H 0 0 N N N 7.365 45.179 10.431 4.283 -1.852 1.173 H31A 3TB 71 3TB H33 H33 H 0 1 N N N 9.842 47.304 8.644 4.767 -3.533 -0.513 H33 3TB 72 3TB H34 H34 H 0 1 N N N 12.290 47.103 8.974 6.341 -5.260 -1.292 H34 3TB 73 3TB H35 H35 H 0 1 N N N 13.205 45.213 10.294 8.702 -5.175 -0.600 H35 3TB 74 3TB H36 H36 H 0 1 N N N 11.677 43.533 11.281 9.490 -3.364 0.870 H36 3TB 75 3TB H37 H37 H 0 1 N N N 9.230 43.740 10.961 7.918 -1.633 1.642 H37 3TB 76 3TB HO3P HO3P H 0 0 N N N 5.484 48.324 14.534 0.246 2.395 -4.976 HO3P 3TB 77 # 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 3TB N C23 SING N N 1 3TB N HN SING N N 2 3TB N HNA SING N N 3 3TB O2P P DOUB N N 4 3TB O4P P SING N N 5 3TB O1P P SING N N 6 3TB P O3P SING N N 7 3TB C22 N0 SING N N 8 3TB N0 C20 SING N N 9 3TB N0 HN0 SING N N 10 3TB O0 C22 DOUB N N 11 3TB C20 C1 SING N N 12 3TB C1 C2 DOUB N E 13 3TB C1 H1 SING N N 14 3TB C9 N1 SING N N 15 3TB N1 C7 SING N N 16 3TB N1 HN1 SING N N 17 3TB C6 C2 SING N N 18 3TB C2 C3 SING N N 19 3TB N2 C10 SING N N 20 3TB N2 HN2 SING N N 21 3TB N2 HN2A SING N N 22 3TB C7 O2 DOUB N N 23 3TB C4 C3 SING N N 24 3TB C3 C7 SING N N 25 3TB C3 H3 SING N N 26 3TB N3 C13 SING N N 27 3TB N3 C14 SING N N 28 3TB N3 HN3 SING N N 29 3TB O3 C10 DOUB N N 30 3TB C5 C4 SING N N 31 3TB C4 H4 SING N N 32 3TB C4 H4A SING N N 33 3TB N4 C14 DOUB N N 34 3TB N4 HN4 SING N N 35 3TB C6 C5 SING N N 36 3TB C5 H5 SING N N 37 3TB C5 H5A SING N N 38 3TB C14 N5 SING N N 39 3TB N5 HN5 SING N N 40 3TB N5 HN5A SING N N 41 3TB C6 H6 SING N N 42 3TB C6 H6A SING N N 43 3TB C10 C9 SING N N 44 3TB C9 C11 SING N N 45 3TB C9 H9 SING N N 46 3TB C11 C12 SING N N 47 3TB C11 H11 SING N N 48 3TB C11 H11A SING N N 49 3TB C12 C13 SING N N 50 3TB C12 H12 SING N N 51 3TB C12 H12A SING N N 52 3TB C13 H13 SING N N 53 3TB C13 H13A SING N N 54 3TB O1P HO1P SING N N 55 3TB C20 C21 SING N N 56 3TB C20 H20 SING N N 57 3TB C21 O4P SING N N 58 3TB C21 H21 SING N N 59 3TB C21 H21A SING N N 60 3TB C23 C22 SING N N 61 3TB C23 C31 SING N N 62 3TB C23 H23 SING N N 63 3TB C31 C32 SING N N 64 3TB C31 H31 SING N N 65 3TB C31 H31A SING N N 66 3TB C33 C32 DOUB Y N 67 3TB C32 C37 SING Y N 68 3TB C33 C34 SING Y N 69 3TB C33 H33 SING N N 70 3TB C34 C35 DOUB Y N 71 3TB C34 H34 SING N N 72 3TB C35 C36 SING Y N 73 3TB C35 H35 SING N N 74 3TB C37 C36 DOUB Y N 75 3TB C36 H36 SING N N 76 3TB C37 H37 SING N N 77 3TB O3P HO3P SING N N 78 # 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 3TB SMILES ACDLabs 12.01 "O=C(NC(C(=O)N)CCCNC(=[N@H])N)C2C(=C/C(NC(=O)C(N)Cc1ccccc1)COP(=O)(O)O)/CCC2" 3TB InChI InChI 1.03 ;InChI=1S/C24H38N7O7P/c25-19(12-15-6-2-1-3-7-15)23(34)30-17(14-38-39(35,36)37)13-16-8-4-9-18(16)22(33)31-20(21(26)32)10-5-11-29-24(27)28/h1-3,6-7,13,17-20H,4-5,8-12,14,25H2,(H2,26,32)(H,30,34)(H,31,33)(H4,27,28,29)(H2,35,36,37)/b16-13+/t17-,18-,19+,20+/m1/s1 ; 3TB InChIKey InChI 1.03 UFUNWHANDTZFCQ-BELXZNSDSA-N 3TB SMILES_CANONICAL CACTVS 3.370 "N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CO[P](O)(O)=O)\C=C\2CCC[C@H]\2C(=O)N[C@@H](CCCNC(N)=N)C(N)=O" 3TB SMILES CACTVS 3.370 "N[CH](Cc1ccccc1)C(=O)N[CH](CO[P](O)(O)=O)C=C2CCC[CH]2C(=O)N[CH](CCCNC(N)=N)C(N)=O" 3TB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "[H]/N=C(\N)/NCCC[C@@H](C(=O)N)NC(=O)[C@@H]\1CCC/C1=C\[C@H](COP(=O)(O)O)NC(=O)[C@H](Cc2ccccc2)N" 3TB SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)CC(C(=O)NC(COP(=O)(O)O)C=C2CCCC2C(=O)NC(CCCNC(=N)N)C(=O)N)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 3TB "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1E,2R)-1-[(2R)-2-{[(2S)-1-amino-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}cyclopentylidene]-3-(phosphonooxy)propan-2-yl]-L-phenylalaninamide" 3TB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[(2R,3E)-3-[(2R)-2-[[(2S)-1-azanyl-5-carbamimidamido-1-oxidanylidene-pentan-2-yl]carbamoyl]cyclopentylidene]-2-[[(2S)-2-azanyl-3-phenyl-propanoyl]amino]propyl] dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3TB "Create component" 2011-08-23 RCSB #