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                    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                        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 InChI            InChI                1.02b 
InChI=1/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/f/h23,25-26,28,30H,24H2/b23-22- 
86A InChIKey         InChI                1.02b FCWKSOJGKKFIAW-YDPQMHPDDC 
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 
# 
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"  
# 
