data_11B # _chem_comp.id 11B _chem_comp.name "(5R,6S,8S)-8-(3-{[AMINO(IMINO)METHYL]AMINO}PHENYL)-6-HYDROXY-3-OXO-5-PENTYL-1-PHENYL-2,7-DIOXA-4-AZA-6-PHOSPHANONAN-9-OIC ACID 6-OXIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H31 N4 O7 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 506.489 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 11B _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 11B C39 C39 C 0 1 Y N N 39.003 13.972 66.601 7.382 1.625 -0.800 C39 11B 1 11B C40 C40 C 0 1 Y N N 39.978 13.857 67.607 8.610 2.010 -0.294 C40 11B 2 11B C41 C41 C 0 1 Y N N 39.587 13.695 68.947 8.695 3.086 0.569 C41 11B 3 11B C42 C42 C 0 1 Y N N 38.222 13.648 69.279 7.552 3.777 0.927 C42 11B 4 11B C43 C43 C 0 1 Y N N 37.246 13.763 68.273 6.325 3.393 0.421 C43 11B 5 11B C38 C38 C 0 1 Y N N 37.634 13.925 66.933 6.240 2.316 -0.442 C38 11B 6 11B C35 C35 C 0 1 N N N 36.665 14.044 65.934 4.901 1.896 -0.993 C35 11B 7 11B O34 O34 O 0 1 N N N 37.069 14.033 64.546 4.297 0.919 -0.105 O34 11B 8 11B C32 C32 C 0 1 N N N 36.037 14.214 63.662 3.089 0.439 -0.456 C32 11B 9 11B O33 O33 O 0 1 N N N 34.872 14.309 64.073 2.555 0.826 -1.476 O33 11B 10 11B N31 N31 N 0 1 N N N 36.365 14.281 62.370 2.472 -0.470 0.325 N31 11B 11 11B C25 C25 C 0 1 N N R 35.379 14.366 61.282 1.158 -0.992 -0.057 C25 11B 12 11B C26 C26 C 0 1 N N N 35.867 15.380 60.228 1.140 -2.511 0.125 C26 11B 13 11B C27 C27 C 0 1 N N N 36.260 16.729 60.854 2.185 -3.147 -0.794 C27 11B 14 11B C28 C28 C 0 1 N N N 35.076 17.429 61.537 2.082 -4.671 -0.705 C28 11B 15 11B C29 C29 C 0 1 N N N 35.527 18.707 62.264 3.127 -5.307 -1.624 C29 11B 16 11B C30 C30 C 0 1 N N N 36.099 19.749 61.295 3.024 -6.832 -1.535 C30 11B 17 11B P24 P24 P 0 1 N N S 35.235 12.698 60.539 -0.125 -0.239 0.997 P24 11B 18 11B O36 O36 O 0 1 N N N 34.181 12.718 59.505 -0.201 1.213 0.720 O36 11B 19 11B O37 O37 O 0 1 N N N 35.105 11.734 61.659 0.247 -0.472 2.546 O37 11B 20 11B O23 O23 O 0 1 N N N 36.663 12.482 59.822 -1.549 -0.920 0.679 O23 11B 21 11B C1 C1 C 0 1 N N S 37.015 11.167 59.381 -2.773 -0.476 1.267 C1 11B 22 11B C2 C2 C 0 1 N N N 37.615 10.361 60.550 -3.392 -1.604 2.052 C2 11B 23 11B O14 O14 O 0 1 N N N 37.339 9.142 60.592 -2.841 -2.678 2.103 O14 11B 24 11B O13 O13 O 0 1 N N N 38.326 10.981 61.373 -4.555 -1.415 2.695 O13 11B 25 11B C3 C3 C 0 1 Y N N 38.005 11.224 58.195 -3.723 -0.040 0.181 C3 11B 26 11B C8 C8 C 0 1 Y N N 38.680 10.060 57.808 -4.502 1.087 0.357 C8 11B 27 11B C4 C4 C 0 1 Y N N 38.221 12.421 57.484 -3.809 -0.765 -0.993 C4 11B 28 11B C5 C5 C 0 1 Y N N 39.113 12.439 56.392 -4.678 -0.368 -1.993 C5 11B 29 11B C6 C6 C 0 1 Y N N 39.790 11.262 56.011 -5.464 0.755 -1.821 C6 11B 30 11B C7 C7 C 0 1 Y N N 39.572 10.068 56.723 -5.376 1.488 -0.644 C7 11B 31 11B N9 N9 N 0 1 N N N 40.189 8.930 56.363 -6.167 2.628 -0.468 N9 11B 32 11B C10 C10 C 0 1 N N N 41.002 8.254 57.203 -7.470 2.638 -0.913 C10 11B 33 11B N12 N12 N 0 1 N N N 41.294 8.730 58.419 -8.171 3.735 -0.854 N12 11B 34 11B N11 N11 N 0 1 N N N 41.544 7.106 56.808 -8.032 1.489 -1.419 N11 11B 35 11B H39 H39 H 0 1 N N N 39.304 14.097 65.571 7.316 0.787 -1.478 H39 11B 36 11B H40 H40 H 0 1 N N N 41.026 13.893 67.350 9.502 1.470 -0.574 H40 11B 37 11B H41 H41 H 0 1 N N N 40.335 13.607 69.721 9.654 3.387 0.965 H41 11B 38 11B H42 H42 H 0 1 N N N 37.922 13.523 70.309 7.619 4.618 1.602 H42 11B 39 11B H43 H43 H 0 1 N N N 36.198 13.727 68.531 5.432 3.932 0.701 H43 11B 40 11B H351 1H35 H 0 0 N N N 35.983 13.191 66.063 4.251 2.767 -1.071 H351 11B 41 11B H352 2H35 H 0 0 N N N 36.254 15.054 66.082 5.037 1.454 -1.980 H352 11B 42 11B HN31 HN31 H 0 0 N N N 37.335 14.273 62.128 2.898 -0.778 1.140 HN31 11B 43 11B H25 H25 H 0 1 N N N 34.401 14.701 61.658 0.960 -0.749 -1.101 H25 11B 44 11B H261 1H26 H 0 0 N N N 36.748 14.960 59.720 1.372 -2.756 1.162 H261 11B 45 11B H262 2H26 H 0 0 N N N 35.040 15.561 59.525 0.152 -2.896 -0.126 H262 11B 46 11B H271 1H27 H 0 0 N N N 37.040 16.549 61.608 2.006 -2.831 -1.821 H271 11B 47 11B H272 2H27 H 0 0 N N N 36.615 17.384 60.044 3.181 -2.832 -0.485 H272 11B 48 11B H281 1H28 H 0 0 N N N 34.333 17.698 60.772 2.261 -4.988 0.323 H281 11B 49 11B H282 2H28 H 0 0 N N N 34.645 16.740 62.278 1.086 -4.987 -1.014 H282 11B 50 11B H291 1H29 H 0 0 N N N 34.658 19.144 62.777 2.947 -4.991 -2.652 H291 11B 51 11B H292 2H29 H 0 0 N N N 36.319 18.432 62.976 4.123 -4.992 -1.315 H292 11B 52 11B H301 1H30 H 0 0 N N N 36.236 20.705 61.822 3.204 -7.148 -0.507 H301 11B 53 11B H302 2H30 H 0 0 N N N 37.069 19.400 60.912 2.028 -7.147 -1.844 H302 11B 54 11B H303 3H30 H 0 0 N N N 35.402 19.890 60.456 3.768 -7.285 -2.190 H303 11B 55 11B HO37 HO37 H 0 0 N N N 35.077 10.849 61.314 0.314 -1.403 2.798 HO37 11B 56 11B H1 H1 H 0 1 N N N 36.102 10.662 59.032 -2.573 0.363 1.933 H1 11B 57 11B HO13 HO13 H 0 0 N N N 38.630 10.382 62.044 -4.913 -2.168 3.185 HO13 11B 58 11B H8 H8 H 0 1 N N N 38.512 9.142 58.352 -4.431 1.655 1.273 H8 11B 59 11B H4 H4 H 0 1 N N N 37.704 13.324 57.775 -3.195 -1.643 -1.131 H4 11B 60 11B H5 H5 H 0 1 N N N 39.278 13.356 55.846 -4.743 -0.936 -2.909 H5 11B 61 11B H6 H6 H 0 1 N N N 40.474 11.277 55.175 -6.142 1.065 -2.601 H6 11B 62 11B HN9 HN9 H 0 1 N N N 40.041 8.571 55.441 -5.798 3.413 -0.033 HN9 11B 63 11B HN12 HN12 H 0 0 N N N 40.825 9.600 58.573 -7.775 4.545 -0.497 HN12 11B 64 11B H111 1H11 H 0 0 N N N 42.118 6.726 57.533 -7.543 0.652 -1.380 H111 11B 65 11B H112 2H11 H 0 0 N N N 41.399 6.683 55.913 -8.917 1.516 -1.814 H112 11B 66 # 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 11B C39 C38 DOUB Y N 1 11B C39 C40 SING Y N 2 11B C39 H39 SING N N 3 11B C40 C41 DOUB Y N 4 11B C40 H40 SING N N 5 11B C41 C42 SING Y N 6 11B C41 H41 SING N N 7 11B C42 C43 DOUB Y N 8 11B C42 H42 SING N N 9 11B C43 C38 SING Y N 10 11B C43 H43 SING N N 11 11B C38 C35 SING N N 12 11B C35 O34 SING N N 13 11B C35 H351 SING N N 14 11B C35 H352 SING N N 15 11B O34 C32 SING N N 16 11B C32 N31 SING N N 17 11B C32 O33 DOUB N N 18 11B N31 C25 SING N N 19 11B N31 HN31 SING N N 20 11B C25 C26 SING N N 21 11B C25 P24 SING N N 22 11B C25 H25 SING N N 23 11B C26 C27 SING N N 24 11B C26 H261 SING N N 25 11B C26 H262 SING N N 26 11B C27 C28 SING N N 27 11B C27 H271 SING N N 28 11B C27 H272 SING N N 29 11B C28 C29 SING N N 30 11B C28 H281 SING N N 31 11B C28 H282 SING N N 32 11B C29 C30 SING N N 33 11B C29 H291 SING N N 34 11B C29 H292 SING N N 35 11B C30 H301 SING N N 36 11B C30 H302 SING N N 37 11B C30 H303 SING N N 38 11B P24 O36 DOUB N N 39 11B P24 O23 SING N N 40 11B P24 O37 SING N N 41 11B O37 HO37 SING N N 42 11B O23 C1 SING N N 43 11B C1 C3 SING N N 44 11B C1 C2 SING N N 45 11B C1 H1 SING N N 46 11B C2 O14 DOUB N N 47 11B C2 O13 SING N N 48 11B O13 HO13 SING N N 49 11B C3 C4 DOUB Y N 50 11B C3 C8 SING Y N 51 11B C8 C7 DOUB Y N 52 11B C8 H8 SING N N 53 11B C4 C5 SING Y N 54 11B C4 H4 SING N N 55 11B C5 C6 DOUB Y N 56 11B C5 H5 SING N N 57 11B C6 C7 SING Y N 58 11B C6 H6 SING N N 59 11B C7 N9 SING N N 60 11B N9 C10 SING N N 61 11B N9 HN9 SING N N 62 11B C10 N11 SING N N 63 11B C10 N12 DOUB N N 64 11B N12 HN12 SING N N 65 11B N11 H111 SING N N 66 11B N11 H112 SING N N 67 # 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 11B SMILES ACDLabs 10.04 "O=C(OCc1ccccc1)NC(CCCCC)P(=O)(O)OC(c2cc(NC(=[N@H])N)ccc2)C(=O)O" 11B SMILES_CANONICAL CACTVS 3.341 "CCCCC[C@H](NC(=O)OCc1ccccc1)[P@@](O)(=O)O[C@H](C(O)=O)c2cccc(NC(N)=N)c2" 11B SMILES CACTVS 3.341 "CCCCC[CH](NC(=O)OCc1ccccc1)[P](O)(=O)O[CH](C(O)=O)c2cccc(NC(N)=N)c2" 11B SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/N)\Nc1cccc(c1)[C@@H](C(=O)O)O[P@](=O)([C@H](CCCCC)NC(=O)OCc2ccccc2)O" 11B SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(N)Nc1cccc(c1)C(C(=O)O)OP(=O)(C(CCCCC)NC(=O)OCc2ccccc2)O" 11B InChI InChI 1.03 "InChI=1S/C23H31N4O7P/c1-2-3-5-13-19(27-23(30)33-15-16-9-6-4-7-10-16)35(31,32)34-20(21(28)29)17-11-8-12-18(14-17)26-22(24)25/h4,6-12,14,19-20H,2-3,5,13,15H2,1H3,(H,27,30)(H,28,29)(H,31,32)(H4,24,25,26)/t19-,20+/m1/s1" 11B InChIKey InChI 1.03 XFGOBDZHGXXQBF-UXHICEINSA-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 11B "SYSTEMATIC NAME" ACDLabs 10.04 "(5R,6S,8S)-8-(3-carbamimidamidophenyl)-6-hydroxy-3-oxo-5-pentyl-1-phenyl-2,7-dioxa-4-aza-6-phosphanonan-9-oic acid 6-oxide" 11B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-(3-carbamimidamidophenyl)-2-[hydroxy-[(1R)-1-phenylmethoxycarbonylaminohexyl]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 11B "Create component" 2007-04-20 RCSB 11B "Modify descriptor" 2011-06-04 RCSB #