data_R2Z # _chem_comp.id R2Z _chem_comp.name "N~2~-({(1R,2Z)-2-[(2R)-2-(formylamino)-3-(phosphonooxy)propylidene]cyclopentyl}carbonyl)-L-argininamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H29 N6 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 2012-06-15 _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 448.411 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R2Z _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 3TCZ _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 R2Z P P P 0 1 N N N 5.702 47.237 12.759 -3.488 2.302 -0.221 P R2Z 1 R2Z N0 N0 N 0 1 N N N 6.290 44.713 10.229 0.385 1.623 1.752 N0 R2Z 2 R2Z O0 O0 O 0 1 N N N 8.183 45.519 9.268 0.392 3.786 2.245 O0 R2Z 3 R2Z C1 C1 C 0 1 N N N 4.969 42.837 11.088 1.634 2.740 -0.004 C1 R2Z 4 R2Z N1 N1 N 0 1 N N N 8.045 41.590 12.234 2.156 -1.398 -0.540 N1 R2Z 5 R2Z C2 C2 C 0 1 N N N 5.044 41.740 11.850 2.570 2.265 -0.788 C2 R2Z 6 R2Z N2 N2 N 0 1 N N N 11.180 40.417 13.749 3.565 -4.020 1.641 N2 R2Z 7 R2Z O2 O2 O 0 1 N N N 7.479 40.192 13.854 3.090 0.115 0.787 O2 R2Z 8 R2Z C3 C3 C 0 1 N N R 5.731 41.617 13.183 2.614 0.878 -1.395 C3 R2Z 9 R2Z N3 N3 N 0 1 N N N 10.813 39.411 8.178 -2.771 -3.073 -0.127 N3 R2Z 10 R2Z O3 O3 O 0 1 N N N 10.002 42.256 14.048 4.324 -2.787 -0.040 O3 R2Z 11 R2Z C4 C4 C 0 1 N N N 4.920 40.500 13.839 3.910 0.796 -2.229 C4 R2Z 12 R2Z N4 N4 N 0 1 N N N 9.145 38.758 6.692 -3.822 -5.082 -0.620 N4 R2Z 13 R2Z C5 C5 C 0 1 N N N 4.346 39.641 12.713 4.821 1.881 -1.601 C5 R2Z 14 R2Z N5 N5 N 0 1 N N N 10.868 37.308 7.213 -5.133 -3.179 -0.412 N5 R2Z 15 R2Z C6 C6 C 0 1 N N N 4.352 40.471 11.434 3.808 3.005 -1.262 C6 R2Z 16 R2Z C7 C7 C 0 1 N N N 7.143 41.110 13.102 2.638 -0.161 -0.304 C7 R2Z 17 R2Z C9 C9 C 0 1 N N S 9.359 40.933 12.118 2.076 -2.373 0.550 C9 R2Z 18 R2Z C10 C10 C 0 1 N N N 10.211 41.243 13.361 3.402 -3.074 0.695 C10 R2Z 19 R2Z C11 C11 C 0 1 N N N 10.033 41.460 10.867 0.988 -3.401 0.235 C11 R2Z 20 R2Z C12 C12 C 0 1 N N N 11.138 40.535 10.350 -0.376 -2.709 0.211 C12 R2Z 21 R2Z C13 C13 C 0 1 N N N 10.563 39.330 9.614 -1.465 -3.737 -0.104 C13 R2Z 22 R2Z C14 C14 C 0 1 N N N 10.279 38.496 7.357 -3.907 -3.801 -0.391 C14 R2Z 23 R2Z O1P O1P O 0 1 N N N 7.113 46.722 12.629 -3.638 2.562 -1.803 O1P R2Z 24 R2Z C20 C20 C 0 1 N N R 5.643 44.183 11.449 0.422 1.903 0.314 C20 R2Z 25 R2Z C21 C21 C 0 1 N N N 4.518 45.123 11.945 -0.843 2.663 -0.090 C21 R2Z 26 R2Z C22 C22 C 0 1 N N N 7.609 44.700 10.059 0.426 2.639 2.637 C22 R2Z 27 R2Z O2P O2P O 0 1 N N N 5.581 48.725 12.566 -3.778 3.553 0.514 O2P R2Z 28 R2Z O3P O3P O 0 1 N N N 5.190 46.933 14.154 -4.524 1.158 0.236 O3P R2Z 29 R2Z O4P O4P O 0 1 N N N 4.833 46.576 11.693 -1.985 1.825 0.103 O4P R2Z 30 R2Z HN0 HN0 H 0 1 N N N 5.715 45.095 9.506 0.331 0.708 2.067 HN0 R2Z 31 R2Z H1 H1 H 0 1 N N N 4.406 42.780 10.168 1.731 3.730 0.414 H1 R2Z 32 R2Z HN1 HN1 H 0 1 N N N 7.828 42.387 11.670 1.863 -1.641 -1.432 HN1 R2Z 33 R2Z HN2 HN2 H 0 1 N N N 11.713 40.622 14.570 2.828 -4.250 2.228 HN2 R2Z 34 R2Z HN2A HN2A H 0 0 N N N 11.375 39.592 13.219 4.418 -4.472 1.734 HN2A R2Z 35 R2Z H3 H3 H 0 1 N N N 5.778 42.593 13.688 1.747 0.724 -2.037 H3 R2Z 36 R2Z HN3 HN3 H 0 1 N N N 11.381 40.147 7.808 -2.834 -2.121 0.044 HN3 R2Z 37 R2Z H4 H4 H 0 1 N N N 5.565 39.893 14.491 4.365 -0.190 -2.133 H4 R2Z 38 R2Z H4A H4A H 0 1 N N N 4.107 40.925 14.446 3.706 1.022 -3.276 H4A R2Z 39 R2Z HN4 HN4 H 0 1 N N N 8.853 37.984 6.130 -4.623 -5.595 -0.807 HN4 R2Z 40 R2Z H5 H5 H 0 1 N N N 4.962 38.740 12.578 5.306 1.506 -0.700 H5 R2Z 41 R2Z H5A H5A H 0 1 N N N 3.317 39.339 12.959 5.562 2.229 -2.321 H5A R2Z 42 R2Z HN5 HN5 H 0 1 N N N 10.463 36.619 6.612 -5.934 -3.693 -0.598 HN5 R2Z 43 R2Z HN5A HN5A H 0 0 N N N 11.714 37.106 7.706 -5.196 -2.226 -0.241 HN5A R2Z 44 R2Z H6 H6 H 0 1 N N N 3.331 40.666 11.073 3.581 3.597 -2.149 H6 R2Z 45 R2Z H6A H6A H 0 1 N N N 4.893 39.962 10.623 4.198 3.642 -0.468 H6A R2Z 46 R2Z H9 H9 H 0 1 N N N 9.242 39.841 12.051 1.833 -1.860 1.480 H9 R2Z 47 R2Z H11 H11 H 0 1 N N N 9.271 41.562 10.080 1.184 -3.852 -0.738 H11 R2Z 48 R2Z H11A H11A H 0 0 N N N 10.481 42.437 11.101 0.988 -4.177 1.001 H11A R2Z 49 R2Z H12 H12 H 0 1 N N N 11.778 41.101 9.657 -0.572 -2.258 1.184 H12 R2Z 50 R2Z H12A H12A H 0 0 N N N 11.730 40.178 11.206 -0.376 -1.933 -0.555 H12A R2Z 51 R2Z H13 H13 H 0 1 N N N 9.477 39.296 9.783 -1.464 -4.512 0.662 H13 R2Z 52 R2Z H13A H13A H 0 0 N N N 11.036 38.417 10.005 -1.269 -4.187 -1.077 H13A R2Z 53 R2Z HO1P HO1P H 0 0 N N N 7.699 47.446 12.442 -3.463 1.782 -2.348 HO1P R2Z 54 R2Z H20 H20 H 0 1 N N N 6.411 44.081 12.230 0.473 0.964 -0.237 H20 R2Z 55 R2Z H21 H21 H 0 1 N N N 3.590 44.869 11.412 -0.941 3.558 0.524 H21 R2Z 56 R2Z H21A H21A H 0 0 N N N 4.391 44.975 13.028 -0.775 2.948 -1.140 H21A R2Z 57 R2Z H22 H22 H 0 1 N N N 8.206 43.982 10.602 0.489 2.431 3.695 H22 R2Z 58 R2Z HO3P HO3P H 0 0 N N N 4.917 47.740 14.574 -5.451 1.378 0.070 HO3P R2Z 59 # 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 R2Z O4P P SING N N 1 R2Z O2P P DOUB N N 2 R2Z O1P P SING N N 3 R2Z P O3P SING N N 4 R2Z C22 N0 SING N N 5 R2Z N0 C20 SING N N 6 R2Z N0 HN0 SING N N 7 R2Z O0 C22 DOUB N N 8 R2Z C1 C20 SING N N 9 R2Z C1 C2 DOUB N Z 10 R2Z C1 H1 SING N N 11 R2Z C9 N1 SING N N 12 R2Z N1 C7 SING N N 13 R2Z N1 HN1 SING N N 14 R2Z C6 C2 SING N N 15 R2Z C2 C3 SING N N 16 R2Z C10 N2 SING N N 17 R2Z N2 HN2 SING N N 18 R2Z N2 HN2A SING N N 19 R2Z C7 O2 DOUB N N 20 R2Z C7 C3 SING N N 21 R2Z C3 C4 SING N N 22 R2Z C3 H3 SING N N 23 R2Z C14 N3 SING N N 24 R2Z N3 C13 SING N N 25 R2Z N3 HN3 SING N N 26 R2Z C10 O3 DOUB N N 27 R2Z C5 C4 SING N N 28 R2Z C4 H4 SING N N 29 R2Z C4 H4A SING N N 30 R2Z N4 C14 DOUB N N 31 R2Z N4 HN4 SING N N 32 R2Z C6 C5 SING N N 33 R2Z C5 H5 SING N N 34 R2Z C5 H5A SING N N 35 R2Z N5 C14 SING N N 36 R2Z N5 HN5 SING N N 37 R2Z N5 HN5A SING N N 38 R2Z C6 H6 SING N N 39 R2Z C6 H6A SING N N 40 R2Z C11 C9 SING N N 41 R2Z C9 C10 SING N N 42 R2Z C9 H9 SING N N 43 R2Z C12 C11 SING N N 44 R2Z C11 H11 SING N N 45 R2Z C11 H11A SING N N 46 R2Z C13 C12 SING N N 47 R2Z C12 H12 SING N N 48 R2Z C12 H12A SING N N 49 R2Z C13 H13 SING N N 50 R2Z C13 H13A SING N N 51 R2Z O1P HO1P SING N N 52 R2Z C20 C21 SING N N 53 R2Z C20 H20 SING N N 54 R2Z O4P C21 SING N N 55 R2Z C21 H21 SING N N 56 R2Z C21 H21A SING N N 57 R2Z C22 H22 SING N N 58 R2Z O3P HO3P SING N N 59 # 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 R2Z SMILES ACDLabs 12.01 "O=C(NC(C(=O)N)CCCNC(=[N@H])N)C1C(=C/C(NC=O)COP(=O)(O)O)\CCC1" R2Z InChI InChI 1.03 "InChI=1S/C16H29N6O7P/c17-14(24)13(5-2-6-20-16(18)19)22-15(25)12-4-1-3-10(12)7-11(21-9-23)8-29-30(26,27)28/h7,9,11-13H,1-6,8H2,(H2,17,24)(H,21,23)(H,22,25)(H4,18,19,20)(H2,26,27,28)/b10-7-/t11-,12-,13+/m1/s1" R2Z InChIKey InChI 1.03 MJUGXILKLYSLII-VOEDMNTOSA-N R2Z SMILES_CANONICAL CACTVS 3.370 "NC(=N)NCCC[C@H](NC(=O)[C@@H]\1CCCC\1=C/[C@H](CO[P](O)(O)=O)NC=O)C(N)=O" R2Z SMILES CACTVS 3.370 "NC(=N)NCCC[CH](NC(=O)[CH]1CCCC1=C[CH](CO[P](O)(O)=O)NC=O)C(N)=O" R2Z 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" R2Z SMILES "OpenEye OEToolkits" 1.7.2 "C1CC(C(=CC(COP(=O)(O)O)NC=O)C1)C(=O)NC(CCCNC(=N)N)C(=O)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 R2Z "SYSTEMATIC NAME" ACDLabs 12.01 "N~2~-({(1R,2Z)-2-[(2R)-2-(formylamino)-3-(phosphonooxy)propylidene]cyclopentyl}carbonyl)-L-argininamide" R2Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[(2R,3Z)-3-[(2R)-2-[[(2S)-1-azanyl-5-carbamimidamido-1-oxidanylidene-pentan-2-yl]carbamoyl]cyclopentylidene]-2-formamido-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 R2Z "Create component" 2011-08-23 RCSB #