data_86A # _chem_comp.id 86A _chem_comp.name "(2S)-(3-{[AMINO(IMINO)METHYL]AMINO}PHENYL){[(S)-HYDROXY{(1R)-2-METHYL-1-[(3-PHENYLPROPANOYL)AMINO]PROPYL}PHOSPHORYL]OXY}ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 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 2007-04-20 _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 476.463 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 86A _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye OEToolkits" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 86A C37 C37 C 0 1 Y N N 37.511 13.362 67.713 7.633 1.122 -0.813 C37 86A 1 86A C38 C38 C 0 1 Y N N 38.331 13.499 68.863 8.892 1.447 -0.343 C38 86A 2 86A C39 C39 C 0 1 Y N N 39.737 13.623 68.721 9.028 2.305 0.732 C39 86A 3 86A C40 C40 C 0 1 Y N N 40.324 13.609 67.429 7.905 2.838 1.337 C40 86A 4 86A C41 C41 C 0 1 Y N N 39.505 13.471 66.278 6.646 2.514 0.867 C41 86A 5 86A C36 C36 C 0 1 Y N N 38.096 13.348 66.419 6.510 1.655 -0.207 C36 86A 6 86A C33 C33 C 0 1 N N N 37.205 13.189 65.174 5.138 1.301 -0.720 C33 86A 7 86A C24 C24 C 0 1 N N N 36.891 14.544 64.531 4.627 0.056 0.009 C24 86A 8 86A C30 C30 C 0 1 N N N 35.723 14.428 63.552 3.254 -0.298 -0.503 C30 86A 9 86A O31 O31 O 0 1 N N N 34.563 14.331 63.964 2.736 0.378 -1.366 O31 86A 10 86A N29 N29 N 0 1 N N N 36.065 14.449 62.255 2.603 -1.366 -0.002 N29 86A 11 86A C25 C25 C 0 1 N N R 35.050 14.349 61.189 1.269 -1.710 -0.500 C25 86A 12 86A C26 C26 C 0 1 N N N 35.106 15.555 60.225 1.192 -3.217 -0.751 C26 86A 13 86A C28 C28 C 0 1 N N N 34.573 16.814 60.925 -0.199 -3.576 -1.278 C28 86A 14 86A C27 C27 C 0 1 N N N 36.507 15.811 59.665 2.247 -3.617 -1.785 C27 86A 15 86A P24 P24 P 0 1 N N S 35.169 12.710 60.359 0.017 -1.236 0.738 P24 86A 16 86A O34 O34 O 0 1 N N N 34.183 12.644 59.258 0.176 0.197 1.075 O34 86A 17 86A O35 O35 O 0 1 N N N 35.081 11.711 61.449 0.211 -2.125 2.066 O35 86A 18 86A O23 O23 O 0 1 N N N 36.641 12.629 59.736 -1.455 -1.485 0.135 O23 86A 19 86A C1 C1 C 0 1 N N S 37.058 11.338 59.278 -2.651 -1.114 0.823 C1 86A 20 86A C2 C2 C 0 1 N N N 37.647 10.501 60.446 -3.493 -2.340 1.065 C2 86A 21 86A O14 O14 O 0 1 N N N 37.392 9.276 60.440 -3.108 -3.421 0.687 O14 86A 22 86A O13 O13 O 0 1 N N N 38.308 11.106 61.317 -4.670 -2.231 1.700 O13 86A 23 86A C3 C3 C 0 1 Y N N 38.031 11.428 58.080 -3.426 -0.129 -0.014 C3 86A 24 86A C8 C8 C 0 1 Y N N 38.726 10.269 57.683 -4.049 0.947 0.588 C8 86A 25 86A C4 C4 C 0 1 Y N N 38.210 12.635 57.350 -3.509 -0.300 -1.383 C4 86A 26 86A C5 C5 C 0 1 Y N N 39.088 12.659 56.229 -4.219 0.601 -2.155 C5 86A 27 86A C6 C6 C 0 1 Y N N 39.787 11.477 55.843 -4.848 1.677 -1.559 C6 86A 28 86A C7 C7 C 0 1 Y N N 39.603 10.278 56.577 -4.763 1.855 -0.184 C7 86A 29 86A N9 N9 N 0 1 N N N 40.225 9.139 56.224 -5.395 2.945 0.422 N9 86A 30 86A C10 C10 C 0 1 N N N 41.035 8.451 57.059 -6.653 3.327 0.012 C10 86A 31 86A N12 N12 N 0 1 N N N 41.358 8.928 58.276 -7.198 4.405 0.501 N12 86A 32 86A N11 N11 N 0 1 N N N 41.549 7.295 56.657 -7.333 2.571 -0.913 N11 86A 33 86A H37 H37 H 0 1 N N N 36.441 13.268 67.822 7.527 0.455 -1.656 H37 86A 34 86A H38 H38 H 0 1 N N N 37.885 13.509 69.846 9.769 1.031 -0.816 H38 86A 35 86A H39 H39 H 0 1 N N N 40.361 13.728 69.596 10.011 2.559 1.099 H39 86A 36 86A H40 H40 H 0 1 N N N 41.394 13.703 67.322 8.011 3.508 2.178 H40 86A 37 86A H41 H41 H 0 1 N N N 39.952 13.459 65.295 5.769 2.930 1.340 H41 86A 38 86A H331 1H33 H 0 0 N N N 37.731 12.562 64.439 4.457 2.133 -0.540 H331 86A 39 86A H332 2H33 H 0 0 N N N 36.257 12.725 65.484 5.190 1.099 -1.789 H332 86A 40 86A H241 1H24 H 0 0 N N N 36.625 15.262 65.321 5.308 -0.775 -0.170 H241 86A 41 86A H242 2H24 H 0 0 N N N 37.779 14.885 63.979 4.574 0.258 1.079 H242 86A 42 86A HN29 HN29 H 0 0 N N N 37.030 14.534 62.005 3.017 -1.907 0.689 HN29 86A 43 86A H25 H25 H 0 1 N N N 34.047 14.402 61.637 1.080 -1.176 -1.431 H25 86A 44 86A H26 H26 H 0 1 N N N 34.465 15.307 59.366 1.376 -3.751 0.181 H26 86A 45 86A H281 1H28 H 0 0 N N N 34.446 16.611 61.999 -0.423 -2.969 -2.155 H281 86A 46 86A H282 2H28 H 0 0 N N N 35.288 17.639 60.790 -0.224 -4.631 -1.550 H282 86A 47 86A H283 3H28 H 0 0 N N N 33.603 17.094 60.487 -0.942 -3.383 -0.504 H283 86A 48 86A H271 1H27 H 0 0 N N N 36.458 15.872 58.568 3.238 -3.361 -1.410 H271 86A 49 86A H272 2H27 H 0 0 N N N 36.895 16.758 60.068 2.192 -4.690 -1.964 H272 86A 50 86A H273 3H27 H 0 0 N N N 37.174 14.987 59.957 2.063 -3.083 -2.717 H273 86A 51 86A HO35 HO35 H 0 0 N N N 35.062 10.837 61.077 0.121 -3.076 1.918 HO35 86A 52 86A H1 H1 H 0 1 N N N 36.164 10.814 58.908 -2.393 -0.656 1.778 H1 86A 53 86A HO13 HO13 H 0 0 N N N 38.592 10.491 61.983 -5.175 -3.045 1.832 HO13 86A 54 86A H8 H8 H 0 1 N N N 38.585 9.353 58.237 -3.981 1.083 1.657 H8 86A 55 86A H4 H4 H 0 1 N N N 37.682 13.530 57.644 -3.017 -1.140 -1.852 H4 86A 56 86A H5 H5 H 0 1 N N N 39.225 13.573 55.670 -4.281 0.465 -3.224 H5 86A 57 86A H6 H6 H 0 1 N N N 40.454 11.495 54.994 -5.402 2.381 -2.162 H6 86A 58 86A HN9 HN9 H 0 1 N N N 40.081 8.784 55.300 -4.947 3.433 1.131 HN9 86A 59 86A HN12 HN12 H 0 0 N N N 40.908 9.807 58.434 -6.691 4.978 1.097 HN12 86A 60 86A H111 1H11 H 0 0 N N N 42.124 6.904 57.375 -6.927 1.768 -1.276 H111 86A 61 86A H112 2H11 H 0 0 N N N 41.385 6.876 55.764 -8.219 2.839 -1.201 H112 86A 62 # 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 86A C37 C36 SING Y N 1 86A C37 C38 DOUB Y N 2 86A C37 H37 SING N N 3 86A C38 C39 SING Y N 4 86A C38 H38 SING N N 5 86A C39 C40 DOUB Y N 6 86A C39 H39 SING N N 7 86A C40 C41 SING Y N 8 86A C40 H40 SING N N 9 86A C41 C36 DOUB Y N 10 86A C41 H41 SING N N 11 86A C36 C33 SING N N 12 86A C33 C24 SING N N 13 86A C33 H331 SING N N 14 86A C33 H332 SING N N 15 86A C24 C30 SING N N 16 86A C24 H241 SING N N 17 86A C24 H242 SING N N 18 86A C30 N29 SING N N 19 86A C30 O31 DOUB N N 20 86A N29 C25 SING N N 21 86A N29 HN29 SING N N 22 86A C25 C26 SING N N 23 86A C25 P24 SING N N 24 86A C25 H25 SING N N 25 86A C26 C27 SING N N 26 86A C26 C28 SING N N 27 86A C26 H26 SING N N 28 86A C28 H281 SING N N 29 86A C28 H282 SING N N 30 86A C28 H283 SING N N 31 86A C27 H271 SING N N 32 86A C27 H272 SING N N 33 86A C27 H273 SING N N 34 86A P24 O34 DOUB N N 35 86A P24 O23 SING N N 36 86A P24 O35 SING N N 37 86A O35 HO35 SING N N 38 86A O23 C1 SING N N 39 86A C1 C3 SING N N 40 86A C1 C2 SING N N 41 86A C1 H1 SING N N 42 86A C2 O14 DOUB N N 43 86A C2 O13 SING N N 44 86A O13 HO13 SING N N 45 86A C3 C4 DOUB Y N 46 86A C3 C8 SING Y N 47 86A C8 C7 DOUB Y N 48 86A C8 H8 SING N N 49 86A C4 C5 SING Y N 50 86A C4 H4 SING N N 51 86A C5 C6 DOUB Y N 52 86A C5 H5 SING N N 53 86A C6 C7 SING Y N 54 86A C6 H6 SING N N 55 86A C7 N9 SING N N 56 86A N9 C10 SING N N 57 86A N9 HN9 SING N N 58 86A C10 N11 SING N N 59 86A C10 N12 DOUB N N 60 86A N12 HN12 SING N N 61 86A N11 H111 SING N N 62 86A N11 H112 SING N N 63 # 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 86A SMILES ACDLabs 10.04 "O=C(NC(C(C)C)P(=O)(O)OC(c1cc(NC(=[N@H])N)ccc1)C(=O)O)CCc2ccccc2" 86A SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@H](NC(=O)CCc1ccccc1)[P@@](O)(=O)O[C@H](C(O)=O)c2cccc(NC(N)=N)c2" 86A SMILES CACTVS 3.341 "CC(C)[CH](NC(=O)CCc1ccccc1)[P](O)(=O)O[CH](C(O)=O)c2cccc(NC(N)=N)c2" 86A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/N)\Nc1cccc(c1)[C@@H](C(=O)O)O[P@](=O)([C@H](C(C)C)NC(=O)CCc2ccccc2)O" 86A SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(N)Nc1cccc(c1)C(C(=O)O)OP(=O)(C(C(C)C)NC(=O)CCc2ccccc2)O" 86A InChI InChI 1.03 "InChI=1S/C22H29N4O6P/c1-14(2)20(26-18(27)12-11-15-7-4-3-5-8-15)33(30,31)32-19(21(28)29)16-9-6-10-17(13-16)25-22(23)24/h3-10,13-14,19-20H,11-12H2,1-2H3,(H,26,27)(H,28,29)(H,30,31)(H4,23,24,25)/t19-,20+/m0/s1" 86A InChIKey InChI 1.03 FCWKSOJGKKFIAW-VQTJNVASSA-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 86A "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-(3-carbamimidamidophenyl){[(S)-hydroxy{(1R)-2-methyl-1-[(3-phenylpropanoyl)amino]propyl}phosphoryl]oxy}ethanoic acid" 86A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-(3-carbamimidamidophenyl)-2-[hydroxy-[(1R)-2-methyl-1-(3-phenylpropanoylamino)propyl]phosphoryl]oxy-ethanoic 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 86A "Create component" 2007-04-20 RCSB 86A "Modify descriptor" 2011-06-04 RCSB #