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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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/f/h24,26-28,31H,25H2/b24-22- 
11B InChIKey         InChI                1.02b XFGOBDZHGXXQBF-WIPIEJHRDM 
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 
# 
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"           
# 
