data_TVN
# 
_chem_comp.id                                    TVN 
_chem_comp.name                                  "N-{(2R)-4-(methylamino)-4-oxo-2-[4-(phosphonooxy)benzyl]butanoyl}-L-valyl-L-aspartamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H32 N5 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-07-15 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        529.481 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TVN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3C7I 
_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 
TVN OBH  OBH  O 0 1 N N N -11.430 8.407  -5.528 7.657  -2.559 0.558  OBH  TVN 1  
TVN PBF  PBF  P 0 1 N N N -9.885  8.699  -5.865 7.936  -1.208 -0.273 PBF  TVN 2  
TVN OBI  OBI  O 0 1 N N N -9.752  8.592  -7.466 8.023  -0.063 0.661  OBI  TVN 3  
TVN OBG  OBG  O 0 1 N N N -8.958  7.770  -5.179 9.323  -1.350 -1.079 OBG  TVN 4  
TVN OBE  OBE  O 0 1 N N N -9.596  10.252 -5.541 6.733  -0.961 -1.314 OBE  TVN 5  
TVN CBD  CBD  C 0 1 Y N N -9.860  10.715 -4.288 5.532  -0.721 -0.725 CBD  TVN 6  
TVN CBC  CBC  C 0 1 Y N N -9.500  12.032 -4.031 5.156  0.579  -0.419 CBC  TVN 7  
TVN CBB  CBB  C 0 1 Y N N -9.838  12.642 -2.823 3.935  0.820  0.180  CBB  TVN 8  
TVN CBJ  CBJ  C 0 1 Y N N -10.552 9.996  -3.313 4.678  -1.775 -0.434 CBJ  TVN 9  
TVN CBK  CBK  C 0 1 Y N N -10.890 10.602 -2.105 3.458  -1.528 0.165  CBK  TVN 10 
TVN CBA  CBA  C 0 1 Y N N -10.541 11.929 -1.861 3.088  -0.232 0.475  CBA  TVN 11 
TVN CAZ  CAZ  C 0 1 N N N -10.967 12.646 -0.575 1.757  0.034  1.128  CAZ  TVN 12 
TVN CAF  CAF  C 0 1 N N N -12.614 14.173 -1.796 0.918  1.324  -0.840 CAF  TVN 13 
TVN CAC  CAC  C 0 1 N N N -12.864 13.459 -3.127 0.937  2.574  0.001  CAC  TVN 14 
TVN OAD  OAD  O 0 1 N N N -13.555 12.445 -3.182 0.696  2.510  1.188  OAD  TVN 15 
TVN NAB  NAB  N 0 1 N N N -12.288 14.032 -4.182 1.222  3.763  -0.566 NAB  TVN 16 
TVN CAA  CAA  C 0 1 N N N -12.653 13.529 -5.515 1.240  4.979  0.251  CAA  TVN 17 
TVN CAG  CAG  C 0 1 N N R -12.394 13.201 -0.631 0.668  0.110  0.056  CAG  TVN 18 
TVN CAH  CAH  C 0 1 N N N -12.750 13.925 0.671  -0.680 0.243  0.717  CAH  TVN 19 
TVN OAI  OAI  O 0 1 N N N -12.391 15.085 0.873  -0.761 0.275  1.927  OAI  TVN 20 
TVN NAJ  NAJ  N 0 1 N N N -13.447 13.203 1.540  -1.794 0.328  -0.036 NAJ  TVN 21 
TVN CAK  CAK  C 0 1 N N S -13.914 13.721 2.839  -3.105 0.457  0.607  CAK  TVN 22 
TVN CAW  CAW  C 0 1 N N N -14.656 12.619 3.601  -3.378 1.931  0.915  CAW  TVN 23 
TVN CAX  CAX  C 0 1 N N N -15.832 12.085 2.780  -2.371 2.430  1.953  CAX  TVN 24 
TVN CAY  CAY  C 0 1 N N N -15.164 13.114 4.958  -3.239 2.754  -0.367 CAY  TVN 25 
TVN CAL  CAL  C 0 1 N N N -12.783 14.299 3.696  -4.172 -0.069 -0.317 CAL  TVN 26 
TVN OAM  OAM  O 0 1 N N N -12.943 15.361 4.299  -3.952 -0.162 -1.506 OAM  TVN 27 
TVN NAN  NAN  N 0 1 N N N -11.662 13.587 3.731  -5.371 -0.436 0.177  NAN  TVN 28 
TVN CAO  CAO  C 0 1 N N S -10.497 14.010 4.524  -6.372 -1.043 -0.703 CAO  TVN 29 
TVN CAT  CAT  C 0 1 N N N -9.450  14.705 3.651  -7.153 0.041  -1.400 CAT  TVN 30 
TVN OAV  OAV  O 0 1 N N N -8.285  14.821 4.029  -6.898 1.207  -1.182 OAV  TVN 31 
TVN NAU  NAU  N 0 1 N N N -9.902  15.173 2.492  -8.134 -0.284 -2.264 NAU  TVN 32 
TVN CAP  CAP  C 0 1 N N N -9.897  12.806 5.258  -7.325 -1.906 0.127  CAP  TVN 33 
TVN CAQ  CAQ  C 0 1 N N N -9.417  11.709 4.306  -6.565 -3.062 0.725  CAQ  TVN 34 
TVN OAS  OAS  O 0 1 N N N -9.875  11.603 3.167  -5.378 -3.184 0.508  OAS  TVN 35 
TVN NAR  NAR  N 0 1 N N N -8.483  10.907 4.806  -7.205 -3.960 1.500  NAR  TVN 36 
TVN HOBH HOBH H 0 0 N N N -11.544 8.349  -4.587 7.588  -3.351 0.008  HOBH TVN 37 
TVN HOBG HOBG H 0 0 N N N -8.759  7.039  -5.752 10.092 -1.501 -0.513 HOBG TVN 38 
TVN HBC  HBC  H 0 1 N N N -8.952  12.590 -4.776 5.818  1.401  -0.649 HBC  TVN 39 
TVN HBB  HBB  H 0 1 N N N -9.553  13.667 -2.636 3.642  1.832  0.419  HBB  TVN 40 
TVN HBJ  HBJ  H 0 1 N N N -10.826 8.967  -3.495 4.967  -2.787 -0.675 HBJ  TVN 41 
TVN HBK  HBK  H 0 1 N N N -11.425 10.040 -1.354 2.793  -2.348 0.392  HBK  TVN 42 
TVN HAZ  HAZ  H 0 1 N N N -10.912 11.925 0.254  1.526  -0.772 1.824  HAZ  TVN 43 
TVN HAZA HAZA H 0 0 N N N -10.289 13.501 -0.438 1.800  0.979  1.669  HAZA TVN 44 
TVN HAF  HAF  H 0 1 N N N -13.491 14.796 -1.567 0.124  1.397  -1.583 HAF  TVN 45 
TVN HAFA HAFA H 0 0 N N N -11.698 14.772 -1.907 1.878  1.211  -1.345 HAFA TVN 46 
TVN HAA  HAA  H 0 1 N N N -12.744 14.374 -6.214 1.987  4.877  1.038  HAA  TVN 47 
TVN HAAA HAAA H 0 0 N N N -11.874 12.840 -5.873 1.487  5.835  -0.376 HAAA TVN 48 
TVN HAG  HAG  H 0 1 N N N -13.046 12.327 -0.780 0.688  -0.798 -0.547 HAG  TVN 49 
TVN HNAJ HNAJ H 0 0 N N N -13.667 12.257 1.301  -1.729 0.302  -1.003 HNAJ TVN 50 
TVN HAK  HAK  H 0 1 N N N -14.600 14.555 2.628  -3.113 -0.115 1.535  HAK  TVN 51 
TVN HAW  HAW  H 0 1 N N N -13.935 11.806 3.774  -4.389 2.039  1.309  HAW  TVN 52 
TVN HAX  HAX  H 0 1 N N N -16.708 11.957 3.433  -1.360 2.323  1.560  HAX  TVN 53 
TVN HAXA HAXA H 0 0 N N N -16.074 12.799 1.979  -2.565 3.480  2.172  HAXA TVN 54 
TVN HAXB HAXB H 0 0 N N N -15.560 11.115 2.338  -2.470 1.844  2.867  HAXB TVN 55 
TVN HAY  HAY  H 0 1 N N N -14.315 13.233 5.647  -2.258 2.578  -0.808 HAY  TVN 56 
TVN HAYA HAYA H 0 0 N N N -15.669 14.082 4.829  -4.014 2.458  -1.075 HAYA TVN 57 
TVN HAYB HAYB H 0 0 N N N -15.873 12.382 5.373  -3.348 3.813  -0.132 HAYB TVN 58 
TVN HNAN HNAN H 0 0 N N N -11.608 12.739 3.203  -5.571 -0.297 1.116  HNAN TVN 59 
TVN HAO  HAO  H 0 1 N N N -10.834 14.744 5.271  -5.872 -1.666 -1.446 HAO  TVN 60 
TVN HNAU HNAU H 0 0 N N N -10.877 14.970 2.404  -8.337 -1.217 -2.439 HNAU TVN 61 
TVN HNAA HNAA H 0 0 N N N -9.350  15.655 1.811  -8.636 0.414  -2.713 HNAA TVN 62 
TVN HAP  HAP  H 0 1 N N N -9.036  13.154 5.848  -7.757 -1.303 0.926  HAP  TVN 63 
TVN HAPA HAPA H 0 0 N N N -10.687 12.375 5.891  -8.121 -2.286 -0.513 HAPA TVN 64 
TVN HNAR HNAR H 0 0 N N N -8.253  10.239 4.098  -8.154 -3.862 1.673  HNAR TVN 65 
TVN HNAB HNAB H 0 0 N N N -8.084  10.961 5.721  -6.716 -4.704 1.884  HNAB TVN 66 
TVN H31  H31  H 0 1 N N N -11.631 14.778 -4.072 1.414  3.814  -1.516 H31  TVN 67 
TVN H32  H32  H 0 1 N N N -13.614 12.997 -5.455 0.258  5.129  0.700  H32  TVN 68 
# 
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 
TVN OBH HOBH SING N N 1  
TVN PBF OBH  SING N N 2  
TVN PBF OBE  SING N N 3  
TVN PBF OBG  SING N N 4  
TVN OBI PBF  DOUB N N 5  
TVN OBG HOBG SING N N 6  
TVN OBE CBD  SING N N 7  
TVN CBD CBC  DOUB Y N 8  
TVN CBD CBJ  SING Y N 9  
TVN CBC CBB  SING Y N 10 
TVN CBC HBC  SING N N 11 
TVN CBB CBA  DOUB Y N 12 
TVN CBB HBB  SING N N 13 
TVN CBJ CBK  DOUB Y N 14 
TVN CBJ HBJ  SING N N 15 
TVN CBK CBA  SING Y N 16 
TVN CBK HBK  SING N N 17 
TVN CBA CAZ  SING N N 18 
TVN CAZ HAZ  SING N N 19 
TVN CAZ HAZA SING N N 20 
TVN CAF CAG  SING N N 21 
TVN CAF HAF  SING N N 22 
TVN CAF HAFA SING N N 23 
TVN CAC CAF  SING N N 24 
TVN OAD CAC  DOUB N N 25 
TVN NAB CAC  SING N N 26 
TVN NAB H31  SING N N 27 
TVN CAA NAB  SING N N 28 
TVN CAA HAA  SING N N 29 
TVN CAA HAAA SING N N 30 
TVN CAA H32  SING N N 31 
TVN CAG CAZ  SING N N 32 
TVN CAG CAH  SING N N 33 
TVN CAG HAG  SING N N 34 
TVN CAH OAI  DOUB N N 35 
TVN CAH NAJ  SING N N 36 
TVN NAJ CAK  SING N N 37 
TVN NAJ HNAJ SING N N 38 
TVN CAK CAW  SING N N 39 
TVN CAK CAL  SING N N 40 
TVN CAK HAK  SING N N 41 
TVN CAW CAY  SING N N 42 
TVN CAW HAW  SING N N 43 
TVN CAX CAW  SING N N 44 
TVN CAX HAX  SING N N 45 
TVN CAX HAXA SING N N 46 
TVN CAX HAXB SING N N 47 
TVN CAY HAY  SING N N 48 
TVN CAY HAYA SING N N 49 
TVN CAY HAYB SING N N 50 
TVN CAL NAN  SING N N 51 
TVN CAL OAM  DOUB N N 52 
TVN NAN CAO  SING N N 53 
TVN NAN HNAN SING N N 54 
TVN CAO CAP  SING N N 55 
TVN CAO HAO  SING N N 56 
TVN CAT CAO  SING N N 57 
TVN CAT OAV  DOUB N N 58 
TVN NAU CAT  SING N N 59 
TVN NAU HNAU SING N N 60 
TVN NAU HNAA SING N N 61 
TVN CAP HAP  SING N N 62 
TVN CAP HAPA SING N N 63 
TVN CAQ CAP  SING N N 64 
TVN CAQ NAR  SING N N 65 
TVN OAS CAQ  DOUB N N 66 
TVN NAR HNAR SING N N 67 
TVN NAR HNAB SING N N 68 
# 
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 
TVN SMILES           ACDLabs              10.04 "O=C(N)CC(C(=O)N)NC(=O)C(NC(=O)C(CC(=O)NC)Cc1ccc(OP(=O)(O)O)cc1)C(C)C" 
TVN SMILES_CANONICAL CACTVS               3.341 "CNC(=O)C[C@@H](Cc1ccc(O[P](O)(O)=O)cc1)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(N)=O)C(N)=O" 
TVN SMILES           CACTVS               3.341 "CNC(=O)C[CH](Cc1ccc(O[P](O)(O)=O)cc1)C(=O)N[CH](C(C)C)C(=O)N[CH](CC(N)=O)C(N)=O" 
TVN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)[C@@H](C(=O)N[C@@H](CC(=O)N)C(=O)N)NC(=O)[C@H](Cc1ccc(cc1)OP(=O)(O)O)CC(=O)NC" 
TVN SMILES           "OpenEye OEToolkits" 1.5.0 "CC(C)C(C(=O)NC(CC(=O)N)C(=O)N)NC(=O)C(Cc1ccc(cc1)OP(=O)(O)O)CC(=O)NC" 
TVN InChI            InChI                1.03  
"InChI=1S/C21H32N5O9P/c1-11(2)18(21(31)25-15(19(23)29)10-16(22)27)26-20(30)13(9-17(28)24-3)8-12-4-6-14(7-5-12)35-36(32,33)34/h4-7,11,13,15,18H,8-10H2,1-3H3,(H2,22,27)(H2,23,29)(H,24,28)(H,25,31)(H,26,30)(H2,32,33,34)/t13-,15+,18+/m1/s1" 
TVN InChIKey         InChI                1.03  CCEFGGFBPGVHRR-XUWXXGDYSA-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 
TVN "SYSTEMATIC NAME" ACDLabs              10.04 "N-{(2R)-4-(methylamino)-4-oxo-2-[4-(phosphonooxy)benzyl]butanoyl}-L-valyl-L-aspartamide"                                                                        
TVN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-[(2R)-2-[[(2S)-1-[[(2S)-1,4-diamino-1,4-dioxo-butan-2-yl]amino]-3-methyl-1-oxo-butan-2-yl]carbamoyl]-4-methylamino-4-oxo-butyl]phenyl] dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
TVN "Create component"  2008-07-15 RCSB 
TVN "Modify descriptor" 2011-06-04 RCSB 
# 
