data_RZD # _chem_comp.id RZD _chem_comp.name "(2R)-2-(acetylamino)-3-[(2S)-2-{[2-(1H-indol-3-yl)ethyl]carbamoyl}pyrrolidin-1-yl]propyl dihydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H29 N4 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-19 _chem_comp.pdbx_modified_date 2011-12-30 _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 452.441 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RZD _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 3NTP _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 RZD P P P 0 1 N N N -6.245 46.798 79.989 5.588 -2.774 -0.217 P RZD 1 RZD C1 C1 C 0 1 N N S -5.997 40.908 80.076 -0.016 2.307 0.401 C1 RZD 2 RZD N1 N1 N 0 1 N N N -5.485 41.486 81.332 1.263 1.928 -0.252 N1 RZD 3 RZD O1 O1 O 0 1 N N N -7.959 39.782 79.424 -0.952 0.676 -1.025 O1 RZD 4 RZD C2 C2 C 0 1 N N N -4.572 40.528 81.973 2.168 3.084 -0.068 C2 RZD 5 RZD N2 N2 N 0 1 N N N -8.082 41.068 81.265 -2.410 1.693 0.303 N2 RZD 6 RZD O2 O2 O 0 1 N N N -5.810 43.318 85.415 4.288 1.442 1.535 O2 RZD 7 RZD C3 C3 C 0 1 N N N -4.325 39.385 80.997 1.279 4.331 0.101 C3 RZD 8 RZD N3 N3 N 0 1 Y N N -11.379 38.053 84.386 -7.706 -0.113 -1.339 N3 RZD 9 RZD C4 C4 C 0 1 N N N -5.227 39.624 79.795 -0.173 3.804 0.032 C4 RZD 10 RZD N4 N4 N 0 1 N N N -5.152 43.547 83.281 3.975 1.294 -0.657 N4 RZD 11 RZD C5 C5 C 0 1 N N N -4.795 42.758 81.081 1.826 0.716 0.358 C5 RZD 12 RZD C6 C6 C 0 1 N N N -7.438 40.539 80.230 -1.159 1.500 -0.159 C6 RZD 13 RZD C7 C7 C 0 1 N N N -9.477 40.848 81.632 -3.521 0.907 -0.242 C7 RZD 14 RZD C8 C8 C 0 1 N N N -9.473 40.997 83.152 -4.823 1.319 0.449 C8 RZD 15 RZD C9 C9 C 0 1 N N R -5.482 43.857 81.892 2.998 0.216 -0.490 C9 RZD 16 RZD C10 C10 C 0 1 N N N -4.843 45.216 81.619 3.662 -0.971 0.209 C10 RZD 17 RZD C11 C11 C 0 1 N N N -6.071 43.582 84.246 4.566 1.842 0.424 C11 RZD 18 RZD C12 C12 C 0 1 N N N -7.450 43.975 83.808 5.571 2.951 0.252 C12 RZD 19 RZD O1P O1P O 0 1 N N N -6.351 46.827 78.483 6.501 -2.383 1.050 O1P RZD 20 RZD C21 C21 C 0 1 Y N N -10.050 39.771 83.823 -5.965 0.511 -0.111 C21 RZD 21 RZD C22 C22 C 0 1 Y N N -11.247 39.134 83.547 -6.792 0.878 -1.103 C22 RZD 22 RZD C23 C23 C 0 1 Y N N -10.290 37.969 85.196 -7.484 -1.168 -0.483 C23 RZD 23 RZD C24 C24 C 0 1 Y N N -9.416 38.998 84.908 -6.384 -0.823 0.324 C24 RZD 24 RZD C25 C25 C 0 1 Y N N -8.201 39.176 85.578 -5.928 -1.715 1.297 C25 RZD 25 RZD C26 C26 C 0 1 Y N N -7.911 38.230 86.582 -6.553 -2.919 1.461 C26 RZD 26 RZD C27 C27 C 0 1 Y N N -8.802 37.186 86.871 -7.638 -3.263 0.667 C27 RZD 27 RZD C28 C28 C 0 1 Y N N -10.008 37.037 86.183 -8.105 -2.399 -0.299 C28 RZD 28 RZD O2P O2P O 0 1 N N N -5.618 48.043 80.572 6.534 -3.189 -1.452 O2P RZD 29 RZD O3P O3P O 0 1 N N N -7.483 46.292 80.685 4.714 -3.914 0.139 O3P RZD 30 RZD O4P O4P O 0 1 N N N -5.158 45.640 80.290 4.681 -1.512 -0.635 O4P RZD 31 RZD H1 H1 H 0 1 N N N -5.880 41.642 79.265 0.051 2.182 1.482 H1 RZD 32 RZD H2 H2 H 0 1 N N N -3.621 41.023 82.219 2.777 2.940 0.824 H2 RZD 33 RZD H2A H2A H 0 1 N N N -5.024 40.140 82.898 2.806 3.199 -0.943 H2A RZD 34 RZD HN2 HN2 H 0 1 N N N -7.555 41.681 81.854 -2.576 2.352 0.995 HN2 RZD 35 RZD H3 H3 H 0 1 N N N -3.270 39.370 80.686 1.466 4.800 1.066 H3 RZD 36 RZD H3A H3A H 0 1 N N N -4.566 38.421 81.469 1.464 5.038 -0.707 H3A RZD 37 RZD HN3 HN3 H 0 1 N N N -12.157 37.425 84.399 -8.408 -0.076 -2.007 HN3 RZD 38 RZD H4 H4 H 0 1 N N N -5.921 38.781 79.662 -0.575 3.913 -0.975 H4 RZD 39 RZD H4A H4A H 0 1 N N N -4.627 39.729 78.879 -0.804 4.316 0.758 H4A RZD 40 RZD HN4 HN4 H 0 1 N N N -4.211 43.302 83.514 4.197 1.615 -1.545 HN4 RZD 41 RZD H5 H5 H 0 1 N N N -3.741 42.675 81.386 2.178 0.945 1.364 H5 RZD 42 RZD H5A H5A H 0 1 N N N -4.844 43.002 80.009 1.058 -0.056 0.408 H5A RZD 43 RZD H7 H7 H 0 1 N N N -10.141 41.585 81.156 -3.604 1.090 -1.313 H7 RZD 44 RZD H7A H7A H 0 1 N N N -9.822 39.850 81.325 -3.336 -0.153 -0.067 H7A RZD 45 RZD H8 H8 H 0 1 N N N -8.437 41.136 83.494 -4.740 1.137 1.520 H8 RZD 46 RZD H8A H8A H 0 1 N N N -10.080 41.872 83.426 -5.007 2.379 0.274 H8A RZD 47 RZD H9 H9 H 0 1 N N N -6.555 43.897 81.655 2.631 -0.097 -1.468 H9 RZD 48 RZD H10 H10 H 0 1 N N N -5.230 45.952 82.338 4.107 -0.638 1.147 H10 RZD 49 RZD H10A H10A H 0 0 N N N -3.751 45.134 81.727 2.915 -1.738 0.413 H10A RZD 50 RZD H12 H12 H 0 1 N N N -8.124 43.978 84.677 5.938 3.264 1.230 H12 RZD 51 RZD H12A H12A H 0 0 N N N -7.421 44.981 83.363 6.406 2.595 -0.352 H12A RZD 52 RZD H12B H12B H 0 0 N N N -7.817 43.255 83.062 5.098 3.797 -0.246 H12B RZD 53 RZD H22 H22 H 0 1 N N N -11.961 39.437 82.795 -6.742 1.816 -1.637 H22 RZD 54 RZD H25 H25 H 0 1 N N N -7.528 39.987 85.341 -5.083 -1.454 1.918 H25 RZD 55 RZD H26 H26 H 0 1 N N N -6.988 38.310 87.137 -6.199 -3.608 2.213 H26 RZD 56 RZD H27 H27 H 0 1 N N N -8.549 36.478 87.646 -8.122 -4.219 0.808 H27 RZD 57 RZD H28 H28 H 0 1 N N N -10.691 36.231 86.410 -8.951 -2.676 -0.911 H28 RZD 58 RZD HO1P HO1P H 0 0 N N N -7.207 46.511 78.219 7.101 -1.641 0.889 HO1P RZD 59 RZD HO2P HO2P H 0 0 N N N -6.123 48.330 81.323 7.109 -3.944 -1.271 HO2P RZD 60 # 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 RZD P O1P SING N N 1 RZD P O2P SING N N 2 RZD P O3P DOUB N N 3 RZD P O4P SING N N 4 RZD C1 N1 SING N N 5 RZD C1 C4 SING N N 6 RZD C1 C6 SING N N 7 RZD N1 C2 SING N N 8 RZD N1 C5 SING N N 9 RZD O1 C6 DOUB N N 10 RZD C2 C3 SING N N 11 RZD N2 C6 SING N N 12 RZD N2 C7 SING N N 13 RZD O2 C11 DOUB N N 14 RZD C3 C4 SING N N 15 RZD N3 C22 SING Y N 16 RZD N3 C23 SING Y N 17 RZD N4 C9 SING N N 18 RZD N4 C11 SING N N 19 RZD C5 C9 SING N N 20 RZD C7 C8 SING N N 21 RZD C8 C21 SING N N 22 RZD C9 C10 SING N N 23 RZD C10 O4P SING N N 24 RZD C11 C12 SING N N 25 RZD C21 C22 DOUB Y N 26 RZD C21 C24 SING Y N 27 RZD C23 C24 DOUB Y N 28 RZD C23 C28 SING Y N 29 RZD C24 C25 SING Y N 30 RZD C25 C26 DOUB Y N 31 RZD C26 C27 SING Y N 32 RZD C27 C28 DOUB Y N 33 RZD C1 H1 SING N N 34 RZD C2 H2 SING N N 35 RZD C2 H2A SING N N 36 RZD N2 HN2 SING N N 37 RZD C3 H3 SING N N 38 RZD C3 H3A SING N N 39 RZD N3 HN3 SING N N 40 RZD C4 H4 SING N N 41 RZD C4 H4A SING N N 42 RZD N4 HN4 SING N N 43 RZD C5 H5 SING N N 44 RZD C5 H5A SING N N 45 RZD C7 H7 SING N N 46 RZD C7 H7A SING N N 47 RZD C8 H8 SING N N 48 RZD C8 H8A SING N N 49 RZD C9 H9 SING N N 50 RZD C10 H10 SING N N 51 RZD C10 H10A SING N N 52 RZD C12 H12 SING N N 53 RZD C12 H12A SING N N 54 RZD C12 H12B SING N N 55 RZD C22 H22 SING N N 56 RZD C25 H25 SING N N 57 RZD C26 H26 SING N N 58 RZD C27 H27 SING N N 59 RZD C28 H28 SING N N 60 RZD O1P HO1P SING N N 61 RZD O2P HO2P SING N N 62 # 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 RZD SMILES ACDLabs 12.01 "O=P(O)(O)OCC(NC(=O)C)CN3C(C(=O)NCCc2c1ccccc1nc2)CCC3" RZD SMILES_CANONICAL CACTVS 3.370 "CC(=O)N[C@@H](CO[P](O)(O)=O)CN1CCC[C@H]1C(=O)NCCc2c[nH]c3ccccc23" RZD SMILES CACTVS 3.370 "CC(=O)N[CH](CO[P](O)(O)=O)CN1CCC[CH]1C(=O)NCCc2c[nH]c3ccccc23" RZD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(=O)N[C@H](C[N@@]1CCC[C@H]1C(=O)NCCc2c[nH]c3c2cccc3)COP(=O)(O)O" RZD SMILES "OpenEye OEToolkits" 1.7.0 "CC(=O)NC(CN1CCCC1C(=O)NCCc2c[nH]c3c2cccc3)COP(=O)(O)O" RZD InChI InChI 1.03 "InChI=1S/C20H29N4O6P/c1-14(25)23-16(13-30-31(27,28)29)12-24-10-4-7-19(24)20(26)21-9-8-15-11-22-18-6-3-2-5-17(15)18/h2-3,5-6,11,16,19,22H,4,7-10,12-13H2,1H3,(H,21,26)(H,23,25)(H2,27,28,29)/t16-,19+/m1/s1" RZD InChIKey InChI 1.03 FDBFLFSQEGXOJR-APWZRJJASA-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 RZD "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-(acetylamino)-3-[(2S)-2-{[2-(1H-indol-3-yl)ethyl]carbamoyl}pyrrolidin-1-yl]propyl dihydrogen phosphate" RZD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R)-2-acetamido-3-[(1S,2S)-2-[2-(1H-indol-3-yl)ethylcarbamoyl]pyrrolidin-1-yl]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 RZD "Create component" 2010-07-19 RCSB RZD "Modify aromatic_flag" 2011-06-04 RCSB RZD "Modify descriptor" 2011-06-04 RCSB #