data_922
# 
_chem_comp.id                                    922 
_chem_comp.name                                  "(5R,6S,8S)-8-(3-{[AMINO(IMINO)METHYL]AMINO}PHENYL)-6-HYDROXY-5-ISOPROPYL-3-OXO-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                               "C21 H27 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                        478.435 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     922 
_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 
922 C37  C37  C 0 1 Y N N 38.687 14.567 67.365 7.550  1.064  -0.773 C37  922 1  
922 C38  C38  C 0 1 Y N N 39.938 14.151 67.902 8.798  1.292  -0.224 C38  922 2  
922 C39  C39  C 0 1 Y N N 40.861 13.439 67.093 8.926  2.106  0.887  C39  922 3  
922 C40  C40  C 0 1 Y N N 40.537 13.139 65.745 7.806  2.691  1.447  C40  922 4  
922 C41  C41  C 0 1 Y N N 39.290 13.552 65.208 6.558  2.464  0.897  C41  922 5  
922 C36  C36  C 0 1 Y N N 38.360 14.272 66.015 6.430  1.649  -0.212 C36  922 6  
922 C33  C33  C 0 1 N N N 37.150 14.729 65.456 5.070  1.401  -0.812 C33  922 7  
922 O32  O32  O 0 1 N N N 37.135 15.001 64.036 4.473  0.233  -0.189 O32  922 8  
922 C30  C30  C 0 1 N N N 35.948 14.854 63.363 3.247  -0.127 -0.615 C30  922 9  
922 O31  O31  O 0 1 N N N 34.863 14.734 63.962 2.692  0.517  -1.483 O31  922 10 
922 N29  N29  N 0 1 N N N 36.047 14.957 62.037 2.637  -1.202 -0.078 N29  922 11 
922 C25  C25  C 0 1 N N R 34.908 14.815 61.123 1.303  -1.594 -0.542 C25  922 12 
922 C26  C26  C 0 1 N N N 34.886 15.987 60.115 1.264  -3.108 -0.760 C26  922 13 
922 C28  C28  C 0 1 N N N 34.509 17.287 60.844 -0.096 -3.505 -1.338 C28  922 14 
922 C27  C27  C 0 1 N N N 36.217 16.161 59.375 2.370  -3.512 -1.736 C27  922 15 
922 P24  P24  P 0 1 N N S 34.948 13.149 60.352 0.063  -1.128 0.711  P24  922 16 
922 O34  O34  O 0 1 N N N 33.897 13.071 59.316 0.175  0.318  1.002  O34  922 17 
922 O35  O35  O 0 1 N N N 34.888 12.192 61.477 0.322  -1.969 2.060  O35  922 18 
922 O23  O23  O 0 1 N N N 36.379 13.007 59.646 -1.412 -1.451 0.152  O23  922 19 
922 C1   C1   C 0 1 N N S 36.748 11.702 59.179 -2.605 -1.103 0.858  C1   922 20 
922 C2   C2   C 0 1 N N N 37.318 10.864 60.332 -3.394 -2.351 1.156  C2   922 21 
922 O14  O14  O 0 1 N N N 36.974 9.662  60.367 -2.977 -3.429 0.802  O14  922 22 
922 O13  O13  O 0 1 N N N 38.049 11.448 61.163 -4.560 -2.266 1.817  O13  922 23 
922 C3   C3   C 0 1 Y N N 37.733 11.760 57.985 -3.436 -0.174 0.011  C3   922 24 
922 C8   C8   C 0 1 Y N N 38.378 10.576 57.578 -4.085 0.897  0.595  C8   922 25 
922 C4   C4   C 0 1 Y N N 37.961 12.965 57.259 -3.544 -0.391 -1.350 C4   922 26 
922 C5   C5   C 0 1 Y N N 38.832 12.958 56.138 -4.305 0.460  -2.131 C5   922 27 
922 C6   C6   C 0 1 Y N N 39.478 11.755 55.741 -4.960 1.529  -1.553 C6   922 28 
922 C7   C7   C 0 1 Y N N 39.251 10.558 56.465 -4.850 1.753  -0.186 C7   922 29 
922 N9   N9   N 0 1 N N N 39.855 9.401  56.092 -5.509 2.837  0.402  N9   922 30 
922 C10  C10  C 0 1 N N N 40.525 8.594  56.959 -6.788 3.161  0.009  C10  922 31 
922 N12  N12  N 0 1 N N N 40.951 9.046  58.149 -7.357 4.240  0.468  N12  922 32 
922 N11  N11  N 0 1 N N N 40.794 7.335  56.614 -7.465 2.346  -0.867 N11  922 33 
922 H37  H37  H 0 1 N N N 37.986 15.107 67.985 7.451  0.432  -1.644 H37  922 34 
922 H38  H38  H 0 1 N N N 40.185 14.378 68.928 9.672  0.835  -0.662 H38  922 35 
922 H39  H39  H 0 1 N N N 41.810 13.126 67.503 9.901  2.283  1.316  H39  922 36 
922 H40  H40  H 0 1 N N N 41.238 12.597 65.128 7.906  3.326  2.315  H40  922 37 
922 H41  H41  H 0 1 N N N 39.044 13.320 64.182 5.683  2.921  1.336  H41  922 38 
922 H331 1H33 H 0 0 N N N 36.397 13.949 65.640 4.433  2.269  -0.641 H331 922 39 
922 H332 2H33 H 0 0 N N N 36.962 15.701 65.936 5.171  1.230  -1.883 H332 922 40 
922 HN29 HN29 H 0 0 N N N 36.948 15.141 61.644 3.080  -1.716 0.614  HN29 922 41 
922 H25  H25  H 0 1 N N N 33.955 14.879 61.669 1.081  -1.086 -1.480 H25  922 42 
922 H26  H26  H 0 1 N N N 34.130 15.749 59.352 1.416  -3.617 0.192  H26  922 43 
922 H281 1H28 H 0 0 N N N 34.419 17.090 61.923 -0.329 -2.865 -2.190 H281 922 44 
922 H282 2H28 H 0 0 N N N 35.290 18.043 60.673 -0.063 -4.545 -1.663 H282 922 45 
922 H283 3H28 H 0 0 N N N 33.548 17.658 60.458 -0.864 -3.387 -0.574 H283 922 46 
922 H271 1H27 H 0 0 N N N 36.032 16.203 58.291 3.343  -3.312 -1.286 H271 922 47 
922 H272 2H27 H 0 0 N N N 36.698 17.095 59.701 2.286  -4.575 -1.962 H272 922 48 
922 H273 3H27 H 0 0 N N N 36.876 15.310 59.602 2.271  -2.936 -2.656 H273 922 49 
922 HO35 HO35 H 0 0 N N N 34.875 11.305 61.138 0.338  -2.927 1.930  HO35 922 50 
922 H1   H1   H 0 1 N N N 35.835 11.214 58.807 -2.342 -0.606 1.792  H1   922 51 
922 HO13 HO13 H 0 0 N N N 38.312 10.835 61.840 -5.030 -3.095 1.985  HO13 922 52 
922 H8   H8   H 0 1 N N N 38.202 9.663  58.127 -3.997 1.068  1.658  H8   922 53 
922 H4   H4   H 0 1 N N N 37.473 13.880 57.561 -3.032 -1.226 -1.805 H4   922 54 
922 H5   H5   H 0 1 N N N 39.005 13.869 55.585 -4.387 0.288  -3.194 H5   922 55 
922 H6   H6   H 0 1 N N N 40.141 11.754 54.888 -5.554 2.194  -2.163 H6   922 56 
922 HN9  HN9  H 0 1 N N N 39.805 9.128  55.131 -5.065 3.361  1.087  HN9  922 57 
922 HN12 HN12 H 0 0 N N N 40.689 10.004 58.267 -6.855 4.853  1.028  HN12 922 58 
922 H111 1H11 H 0 0 N N N 41.287 6.874  57.352 -7.041 1.543  -1.209 H111 922 59 
922 H112 2H11 H 0 0 N N N 40.539 6.913  55.744 -8.366 2.575  -1.144 H112 922 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 
922 C37 C36  DOUB Y N 1  
922 C37 C38  SING Y N 2  
922 C37 H37  SING N N 3  
922 C38 C39  DOUB Y N 4  
922 C38 H38  SING N N 5  
922 C39 C40  SING Y N 6  
922 C39 H39  SING N N 7  
922 C40 C41  DOUB Y N 8  
922 C40 H40  SING N N 9  
922 C41 C36  SING Y N 10 
922 C41 H41  SING N N 11 
922 C36 C33  SING N N 12 
922 C33 O32  SING N N 13 
922 C33 H331 SING N N 14 
922 C33 H332 SING N N 15 
922 O32 C30  SING N N 16 
922 C30 N29  SING N N 17 
922 C30 O31  DOUB N N 18 
922 N29 C25  SING N N 19 
922 N29 HN29 SING N N 20 
922 C25 C26  SING N N 21 
922 C25 P24  SING N N 22 
922 C25 H25  SING N N 23 
922 C26 C27  SING N N 24 
922 C26 C28  SING N N 25 
922 C26 H26  SING N N 26 
922 C28 H281 SING N N 27 
922 C28 H282 SING N N 28 
922 C28 H283 SING N N 29 
922 C27 H271 SING N N 30 
922 C27 H272 SING N N 31 
922 C27 H273 SING N N 32 
922 P24 O34  DOUB N N 33 
922 P24 O23  SING N N 34 
922 P24 O35  SING N N 35 
922 O35 HO35 SING N N 36 
922 O23 C1   SING N N 37 
922 C1  C3   SING N N 38 
922 C1  C2   SING N N 39 
922 C1  H1   SING N N 40 
922 C2  O14  DOUB N N 41 
922 C2  O13  SING N N 42 
922 O13 HO13 SING N N 43 
922 C3  C4   DOUB Y N 44 
922 C3  C8   SING Y N 45 
922 C8  C7   DOUB Y N 46 
922 C8  H8   SING N N 47 
922 C4  C5   SING Y N 48 
922 C4  H4   SING N N 49 
922 C5  C6   DOUB Y N 50 
922 C5  H5   SING N N 51 
922 C6  C7   SING Y N 52 
922 C6  H6   SING N N 53 
922 C7  N9   SING N N 54 
922 N9  C10  SING N N 55 
922 N9  HN9  SING N N 56 
922 C10 N11  SING N N 57 
922 C10 N12  DOUB N N 58 
922 N12 HN12 SING N N 59 
922 N11 H111 SING N N 60 
922 N11 H112 SING N N 61 
# 
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 
922 SMILES           ACDLabs              10.04 O=C(OCc1ccccc1)NC(C(C)C)P(=O)(O)OC(c2cc(NC(=[N@H])N)ccc2)C(=O)O 
922 InChI            InChI                1.02b 
InChI=1/C21H27N4O7P/c1-13(2)18(25-21(28)31-12-14-7-4-3-5-8-14)33(29,30)32-17(19(26)27)15-9-6-10-16(11-15)24-20(22)23/h3-11,13,17-18H,12H2,1-2H3,(H,25,28)(H,26,27)(H,29,30)(H4,22,23,24)/t17-,18+/m0/s1/f/h22,24-26,29H,23H2/b22-20- 
922 InChIKey         InChI                1.02b MGJJGNQEZQSCJT-ZNTXEMIYDM 
922 SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](NC(=O)OCc1ccccc1)[P@@](O)(=O)O[C@H](C(O)=O)c2cccc(NC(N)=N)c2 
922 SMILES           CACTVS               3.341 CC(C)[CH](NC(=O)OCc1ccccc1)[P](O)(=O)O[CH](C(O)=O)c2cccc(NC(N)=N)c2 
922 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)OCc2ccccc2)O 
922 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)Nc1cccc(c1)C(C(=O)O)OP(=O)(C(C(C)C)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 
922 "SYSTEMATIC NAME" ACDLabs              10.04 "(5R,6S,8S)-8-(3-carbamimidamidophenyl)-6-hydroxy-5-(1-methylethyl)-3-oxo-1-phenyl-2,7-dioxa-4-aza-6-phosphanonan-9-oic acid 6-oxide" 
922 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-(3-carbamimidamidophenyl)-2-[hydroxy-[(1R)-2-methyl-1-phenylmethoxycarbonylamino-propyl]phosphoryl]oxy-ethanoic acid"         
# 
