data_AGF
# 
_chem_comp.id                                    AGF 
_chem_comp.name                                  O-(((1R)-((N-(PHENYL-METHOXY-CARBONYL)-ALANYL)-AMINO)METHYL)HYDROXYPHOSPHINYL)3-L-PHENYLLACTATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H25 N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        464.406 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AGF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        8CPA 
_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 
AGF C1   C1   C 0 1 N N N 46.710 17.113 40.529 1.231  0.204  3.961  C1   AGF 1  
AGF O1   O1   O 0 1 N N N 46.761 16.153 41.235 2.024  1.115  3.830  O1   AGF 2  
AGF O1A  O1A  O 0 1 N N N 47.209 18.274 40.852 0.506  0.098  5.090  O1A  AGF 3  
AGF CB1  CB1  C 0 1 N N N 47.900 18.449 42.059 0.672  1.073  6.153  CB1  AGF 4  
AGF CG1  CG1  C 0 1 Y N N 48.550 19.719 42.095 -0.246 0.731  7.297  CG1  AGF 5  
AGF CDB  1CD1 C 0 1 Y N N 48.070 20.714 42.868 0.189  -0.102 8.309  CDB  AGF 6  
AGF CDL  2CD1 C 0 1 Y N N 49.635 19.925 41.326 -1.524 1.257  7.337  CDL  AGF 7  
AGF CEB  1CE1 C 0 1 Y N N 48.681 21.917 42.877 -0.653 -0.416 9.358  CEB  AGF 8  
AGF CEL  2CE1 C 0 1 Y N N 50.243 21.127 41.334 -2.369 0.939  8.385  CEL  AGF 9  
AGF CZ1  CZ1  C 0 1 Y N N 49.767 22.127 42.103 -1.933 0.104  9.396  CZ1  AGF 10 
AGF C2   C2   C 0 1 N N N 44.957 19.140 38.936 1.081  -1.154 0.590  C2   AGF 11 
AGF O2   O2   O 0 1 N N N 43.856 18.948 39.344 -0.027 -1.610 0.776  O2   AGF 12 
AGF CA2  CA2  C 0 1 N N S 45.860 18.114 38.459 1.865  -0.586 1.745  CA2  AGF 13 
AGF CB2  CB2  C 0 1 N N N 45.315 17.640 37.106 3.173  -1.363 1.904  CB2  AGF 14 
AGF N2   N2   N 0 1 N N N 46.119 17.023 39.340 1.076  -0.701 2.974  N2   AGF 15 
AGF CA3  CA3  C 0 1 N N N 44.669 21.538 39.205 0.849  -1.708 -1.771 CA3  AGF 16 
AGF N3   N3   N 0 1 N N N 45.403 20.433 38.803 1.611  -1.156 -0.648 N3   AGF 17 
AGF P3   P3   P 0 1 N N R 44.030 22.520 38.000 -0.153 -0.390 -2.532 P3   AGF 18 
AGF O1P  O1P  O 0 1 N N N 42.804 21.851 37.332 -1.087 0.162  -1.526 O1P  AGF 19 
AGF O2P  O2P  O 0 1 N N N 43.818 23.844 38.785 0.815  0.780  -3.065 O2P  AGF 20 
AGF O3P  O3P  O 0 1 N N N 45.218 22.916 36.932 -0.991 -0.997 -3.765 O3P  AGF 21 
AGF CA4  CA4  C 0 1 N N S 44.832 23.522 35.668 -1.752 0.078  -4.317 CA4  AGF 22 
AGF C4   C4   C 0 1 N N N 44.607 22.351 34.864 -3.220 -0.250 -4.235 C4   AGF 23 
AGF O41  O41  O 0 1 N N N 45.263 21.364 34.984 -3.578 -1.299 -3.754 O41  AGF 24 
AGF O42  O42  O 0 1 N N N 43.636 22.411 33.986 -4.130 0.621  -4.697 O42  AGF 25 
AGF CB4  CB4  C 0 1 N N N 45.991 24.160 34.906 -1.356 0.285  -5.781 CB4  AGF 26 
AGF CG4  CG4  C 0 1 Y N N 45.709 24.821 33.660 0.111  0.614  -5.863 CG4  AGF 27 
AGF CDE  1CD4 C 0 1 Y N N 45.119 26.036 33.643 1.041  -0.400 -5.996 CDE  AGF 28 
AGF CDO  2CD4 C 0 1 Y N N 46.003 24.209 32.494 0.528  1.931  -5.811 CDO  AGF 29 
AGF CEE  1CE4 C 0 1 Y N N 44.853 26.656 32.472 2.387  -0.098 -6.071 CEE  AGF 30 
AGF CEO  2CE4 C 0 1 Y N N 45.729 24.819 31.324 1.875  2.233  -5.882 CEO  AGF 31 
AGF CZ4  CZ4  C 0 1 Y N N 45.150 26.040 31.302 2.805  1.218  -6.014 CZ4  AGF 32 
AGF HB11 1HB1 H 0 0 N N N 47.232 18.302 42.940 1.705  1.059  6.501  HB11 AGF 33 
AGF HB12 2HB1 H 0 0 N N N 48.615 17.614 42.248 0.429  2.067  5.776  HB12 AGF 34 
AGF HD11 1HD1 H 0 0 N N N 47.177 20.543 43.493 1.189  -0.510 8.280  HD11 AGF 35 
AGF HD12 2HD1 H 0 0 N N N 50.024 19.111 40.691 -1.865 1.909  6.547  HD12 AGF 36 
AGF HE11 1HE1 H 0 0 N N N 48.293 22.727 43.516 -0.312 -1.069 10.149 HE11 AGF 37 
AGF HE12 2HE1 H 0 0 N N N 51.135 21.293 40.707 -3.369 1.346  8.414  HE12 AGF 38 
AGF HZ1  HZ1  H 0 1 N N N 50.263 23.111 42.098 -2.592 -0.141 10.215 HZ1  AGF 39 
AGF HA2  HA2  H 0 1 N N N 46.870 18.577 38.376 2.086  0.463  1.552  HA2  AGF 40 
AGF HB21 1HB2 H 0 0 N N N 46.010 16.849 36.738 2.952  -2.412 2.097  HB21 AGF 41 
AGF HB22 2HB2 H 0 0 N N N 44.252 17.303 37.153 3.760  -1.277 0.989  HB22 AGF 42 
AGF HB23 3HB2 H 0 0 N N N 45.167 18.469 36.376 3.740  -0.951 2.739  HB23 AGF 43 
AGF HN2  HN2  H 0 1 N N N 45.851 16.070 39.091 0.443  -1.428 3.078  HN2  AGF 44 
AGF HA31 1HA3 H 0 0 N N N 43.850 21.209 39.887 1.537  -2.115 -2.512 HA31 AGF 45 
AGF HA32 2HA3 H 0 0 N N N 45.283 22.157 39.899 0.193  -2.501 -1.410 HA32 AGF 46 
AGF HN3  HN3  H 0 1 N N N 46.322 20.579 38.386 2.497  -0.791 -0.797 HN3  AGF 47 
AGF HOP2 2HOP H 0 0 N N N 43.456 24.399 38.103 1.406  0.378  -3.717 HOP2 AGF 48 
AGF HA4  HA4  H 0 1 N N N 44.028 24.274 35.842 -1.552 0.991  -3.755 HA4  AGF 49 
AGF HO4  HO4  H 0 1 N N N 43.487 21.637 33.454 -5.072 0.409  -4.645 HO4  AGF 50 
AGF HB41 1HB4 H 0 0 N N N 46.522 24.870 35.581 -1.556 -0.627 -6.343 HB41 AGF 51 
AGF HB42 2HB4 H 0 0 N N N 46.781 23.391 34.738 -1.937 1.106  -6.202 HB42 AGF 52 
AGF HD41 1HD4 H 0 0 N N N 44.851 26.526 34.594 0.715  -1.428 -6.040 HD41 AGF 53 
AGF HD42 2HD4 H 0 0 N N N 46.467 23.208 32.497 -0.197 2.724  -5.708 HD42 AGF 54 
AGF HE41 1HE4 H 0 0 N N N 44.395 27.659 32.471 3.114  -0.890 -6.174 HE41 AGF 55 
AGF HE42 2HE4 H 0 0 N N N 45.980 24.314 30.376 2.201  3.261  -5.837 HE42 AGF 56 
AGF HZ4  HZ4  H 0 1 N N N 44.922 26.528 30.339 3.857  1.454  -6.072 HZ4  AGF 57 
# 
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 
AGF C1  O1   DOUB N N 1  
AGF C1  O1A  SING N N 2  
AGF C1  N2   SING N N 3  
AGF O1A CB1  SING N N 4  
AGF CB1 CG1  SING N N 5  
AGF CB1 HB11 SING N N 6  
AGF CB1 HB12 SING N N 7  
AGF CG1 CDB  DOUB Y N 8  
AGF CG1 CDL  SING Y N 9  
AGF CDB CEB  SING Y N 10 
AGF CDB HD11 SING N N 11 
AGF CDL CEL  DOUB Y N 12 
AGF CDL HD12 SING N N 13 
AGF CEB CZ1  DOUB Y N 14 
AGF CEB HE11 SING N N 15 
AGF CEL CZ1  SING Y N 16 
AGF CEL HE12 SING N N 17 
AGF CZ1 HZ1  SING N N 18 
AGF C2  O2   DOUB N N 19 
AGF C2  CA2  SING N N 20 
AGF C2  N3   SING N N 21 
AGF CA2 CB2  SING N N 22 
AGF CA2 N2   SING N N 23 
AGF CA2 HA2  SING N N 24 
AGF CB2 HB21 SING N N 25 
AGF CB2 HB22 SING N N 26 
AGF CB2 HB23 SING N N 27 
AGF N2  HN2  SING N N 28 
AGF CA3 N3   SING N N 29 
AGF CA3 P3   SING N N 30 
AGF CA3 HA31 SING N N 31 
AGF CA3 HA32 SING N N 32 
AGF N3  HN3  SING N N 33 
AGF P3  O1P  DOUB N N 34 
AGF P3  O2P  SING N N 35 
AGF P3  O3P  SING N N 36 
AGF O2P HOP2 SING N N 37 
AGF O3P CA4  SING N N 38 
AGF CA4 C4   SING N N 39 
AGF CA4 CB4  SING N N 40 
AGF CA4 HA4  SING N N 41 
AGF C4  O41  DOUB N N 42 
AGF C4  O42  SING N N 43 
AGF O42 HO4  SING N N 44 
AGF CB4 CG4  SING N N 45 
AGF CB4 HB41 SING N N 46 
AGF CB4 HB42 SING N N 47 
AGF CG4 CDE  DOUB Y N 48 
AGF CG4 CDO  SING Y N 49 
AGF CDE CEE  SING Y N 50 
AGF CDE HD41 SING N N 51 
AGF CDO CEO  DOUB Y N 52 
AGF CDO HD42 SING N N 53 
AGF CEE CZ4  DOUB Y N 54 
AGF CEE HE41 SING N N 55 
AGF CEO CZ4  SING Y N 56 
AGF CEO HE42 SING N N 57 
AGF CZ4 HZ4  SING N N 58 
# 
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 
AGF SMILES           ACDLabs              10.04 O=C(O)C(OP(=O)(O)CNC(=O)C(NC(=O)OCc1ccccc1)C)Cc2ccccc2 
AGF InChI            InChI                1.02b 
InChI=1/C21H25N2O8P/c1-15(23-21(27)30-13-17-10-6-3-7-11-17)19(24)22-14-32(28,29)31-18(20(25)26)12-16-8-4-2-5-9-16/h2-11,15,18H,12-14H2,1H3,(H,22,24)(H,23,27)(H,25,26)(H,28,29)/t15-,18-/m0/s1/f/h22-23,25,28H 
AGF InChIKey         InChI                1.02b ICACWKLCNCPHAM-KNQZELBFDB 
AGF SMILES_CANONICAL CACTVS               3.341 C[C@H](NC(=O)OCc1ccccc1)C(=O)NC[P@](O)(=O)O[C@@H](Cc2ccccc2)C(O)=O 
AGF SMILES           CACTVS               3.341 C[CH](NC(=O)OCc1ccccc1)C(=O)NC[P](O)(=O)O[CH](Cc2ccccc2)C(O)=O 
AGF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](C(=O)NC[P@@](=O)(O)O[C@@H](Cc1ccccc1)C(=O)O)NC(=O)OCc2ccccc2 
AGF SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(=O)NCP(=O)(O)OC(Cc1ccccc1)C(=O)O)NC(=O)OCc2ccccc2 
# 
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 
AGF "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-{[(R)-[({N-[(benzyloxy)carbonyl]-L-alanyl}amino)methyl](hydroxy)phosphoryl]oxy}-3-phenylpropanoic acid"     
AGF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[hydroxy-[[[(2S)-2-phenylmethoxycarbonylaminopropanoyl]amino]methyl]phosphoryl]oxy-3-phenyl-propanoic acid" 
# 
