data_TAV
# 
_chem_comp.id                                    TAV 
_chem_comp.name                                  "N-METHYL-N-{2-[(2-NAPHTHYLSULFONYL)AMINO]-5-[(2-NAPHTHYLSULFONYL)OXY]BENZOYL}-L-ASPARTIC ACID" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C32 H26 N2 O10 S2" 
_chem_comp.mon_nstd_parent_comp_id               ASP 
_chem_comp.pdbx_synonyms                         "(S)-2-{METHYL-[2-(NAPHTHALENE-2-SULFONYLAMINO)-5-(NAPHTHALENE-2-SULFONYLOXY)-BENZOYL]-AMINO}-SUCCINIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-01-21 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        662.686 
_chem_comp.one_letter_code                       D 
_chem_comp.three_letter_code                     TAV 
_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        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
TAV C1   C1   C 0 1 Y N N -74.874 -8.712  95.465 2.954  0.464  -0.399 C1   TAV 1  
TAV C2   C2   C 0 1 Y N N -73.827 -9.362  96.084 2.446  -0.368 0.549  C2   TAV 2  
TAV C3   C3   C 0 1 Y N N -74.033 -10.699 96.610 2.684  -1.751 0.460  C3   TAV 3  
TAV C4   C4   C 0 1 Y N N -75.332 -11.326 96.465 3.461  -2.254 -0.612 C4   TAV 4  
TAV C5   C5   C 0 1 Y N N -76.379 -10.623 95.815 3.973  -1.362 -1.570 C5   TAV 5  
TAV C6   C6   C 0 1 Y N N -76.168 -9.364  95.331 3.717  -0.030 -1.454 C6   TAV 6  
TAV C9   C9   C 0 1 Y N N -72.980 -11.423 97.281 2.173  -2.642 1.418  C9   TAV 7  
TAV C10  C10  C 0 1 Y N N -75.542 -12.653 96.988 3.704  -3.635 -0.698 C10  TAV 8  
TAV C13  C13  C 0 1 Y N N -74.520 -13.315 97.621 3.192  -4.469 0.248  C13  TAV 9  
TAV C14  C14  C 0 1 Y N N -73.210 -12.688 97.773 2.429  -3.974 1.303  C14  TAV 10 
TAV S18  S18  S 0 1 N N N -74.667 -7.033  94.799 2.647  2.195  -0.287 S18  TAV 11 
TAV O19  O19  O 0 1 N N N -75.866 -6.699  94.037 3.612  2.813  -1.127 O19  TAV 12 
TAV N20  N20  N 0 1 N N N -73.369 -7.232  93.777 1.180  2.485  -0.999 N20  TAV 13 
TAV C21  C21  C 0 1 Y N N -74.735 -8.797  90.647 -1.553 1.836  1.361  C21  TAV 14 
TAV C22  C22  C 0 1 Y N N -74.682 -8.051  91.810 -0.403 2.365  0.811  C22  TAV 15 
TAV C23  C23  C 0 1 Y N N -73.495 -7.999  92.568 0.021  1.953  -0.445 C23  TAV 16 
TAV C24  C24  C 0 1 Y N N -72.357 -8.723  92.148 -0.729 1.006  -1.158 C24  TAV 17 
TAV C25  C25  C 0 1 Y N N -72.397 -9.487  90.961 -1.892 0.477  -0.591 C25  TAV 18 
TAV C26  C26  C 0 1 Y N N -73.592 -9.499  90.202 -2.298 0.894  0.662  C26  TAV 19 
TAV C29  C29  C 0 1 N N N -71.127 -8.648  93.014 -0.290 0.566  -2.495 C29  TAV 20 
TAV S31  S31  S 0 1 N N N -72.570 -10.241 87.337 -3.021 -0.884 1.956  S31  TAV 21 
TAV C32  C32  C 0 1 Y N N -68.298 -4.817  87.870 1.215  1.028  6.794  C32  TAV 22 
TAV C33  C33  C 0 1 Y N N -69.656 -4.843  87.637 -0.123 0.791  6.864  C33  TAV 23 
TAV C34  C34  C 0 1 Y N N -70.368 -6.111  87.576 -0.820 0.394  5.710  C34  TAV 24 
TAV C35  C35  C 0 1 Y N N -69.618 -7.351  87.768 -0.115 0.247  4.489  C35  TAV 25 
TAV C36  C36  C 0 1 Y N N -68.185 -7.285  88.017 1.265  0.501  4.456  C36  TAV 26 
TAV C37  C37  C 0 1 Y N N -67.551 -6.058  88.066 1.907  0.884  5.593  C37  TAV 27 
TAV C41  C41  C 0 1 Y N N -71.801 -6.183  87.326 -2.202 0.140  5.743  C41  TAV 28 
TAV C42  C42  C 0 1 Y N N -70.330 -8.621  87.698 -0.811 -0.154 3.336  C42  TAV 29 
TAV C45  C45  C 0 1 Y N N -71.701 -8.646  87.453 -2.151 -0.387 3.405  C45  TAV 30 
TAV C46  C46  C 0 1 Y N N -72.449 -7.405  87.264 -2.843 -0.242 4.606  C46  TAV 31 
TAV N49  N49  N 0 1 N N N -70.131 -7.612  92.763 -1.130 0.659  -3.545 N49  TAV 32 
TAV O50  O50  O 0 1 N N N -70.977 -9.452  93.924 0.829  0.119  -2.651 O50  TAV 33 
TAV O51  O51  O 0 1 N N N -73.362 -10.086 88.749 -3.429 0.379  1.214  O51  TAV 34 
TAV O52  O52  O 0 1 N N N -73.501 -10.167 86.243 -4.231 -1.471 2.415  O52  TAV 35 
TAV O53  O53  O 0 1 N N N -71.607 -11.330 87.498 -2.059 -1.524 1.129  O53  TAV 36 
TAV O54  O54  O 0 1 N N N -74.254 -6.193  95.918 2.465  2.467  1.095  O54  TAV 37 
TAV C56  C56  C 0 1 N N N -69.648 -7.303  91.394 -2.427 1.322  -3.388 C56  TAV 38 
TAV C57  C57  C 0 1 N N S -69.023 -7.755  93.779 -0.746 0.099  -4.842 C57  TAV 39 
TAV C61  C61  C 0 1 N N N -68.428 -6.315  94.112 -0.723 1.195  -5.876 C61  TAV 40 
TAV O62  O62  O 0 1 N N N -69.011 -5.267  93.847 -1.546 2.248  -5.756 O62  TAV 41 
TAV O63  O63  O 0 1 N N N -67.157 -6.253  94.736 0.036  1.125  -6.813 O63  TAV 42 
TAV C64  C64  C 0 1 N N N -66.860 -9.283  94.459 -1.783 -2.066 -4.222 C64  TAV 43 
TAV O65  O65  O 0 1 N N N -67.191 -9.621  95.589 -2.604 -3.117 -4.377 O65  TAV 44 
TAV O66  O66  O 0 1 N N N -65.514 -9.304  94.099 -1.063 -1.999 -3.254 O66  TAV 45 
TAV C67  C67  C 0 1 N N N -67.928 -8.863  93.363 -1.759 -0.970 -5.256 C67  TAV 46 
TAV H2   H2   H 0 1 N Y N -72.862 -8.833  96.156 1.860  0.029  1.364  H2   TAV 47 
TAV H5   H5   H 0 1 N N N -77.381 -11.066 95.683 4.566  -1.732 -2.394 H5   TAV 48 
TAV H6   H6   H 0 1 N N N -77.029 -8.881  94.840 4.112  0.652  -2.192 H6   TAV 49 
TAV H9   H9   H 0 1 N N N -71.972 -10.998 97.422 1.579  -2.273 2.241  H9   TAV 50 
TAV H10  H10  H 0 1 N N N -76.510 -13.175 96.902 4.294  -4.033 -1.510 H10  TAV 51 
TAV H13  H13  H 0 1 N N N -74.746 -14.326 97.998 3.381  -5.531 0.180  H13  TAV 52 
TAV H14  H14  H 0 1 N N N -72.365 -13.187 98.277 2.034  -4.657 2.040  H14  TAV 53 
TAV H20  H20  H 0 1 N N N -72.594 -7.616  94.318 1.129  3.026  -1.803 H20  TAV 54 
TAV H21  H21  H 0 1 N N N -75.680 -8.832  90.080 -1.876 2.158  2.340  H21  TAV 55 
TAV H22  H22  H 0 1 N N N -75.582 -7.500  92.131 0.169  3.097  1.360  H22  TAV 56 
TAV H25  H25  H 0 1 N N N -71.514 -10.062 90.634 -2.473 -0.255 -1.132 H25  TAV 57 
TAV H32  H32  H 0 1 N N N -67.819 -3.824  87.899 1.748  1.333  7.682  H32  TAV 58 
TAV H33  H33  H 0 1 N N N -70.161 -3.872  87.503 -0.646 0.907  7.801  H33  TAV 59 
TAV H36  H36  H 0 1 N N N -67.566 -8.185  88.172 1.815  0.393  3.532  H36  TAV 60 
TAV H37  H37  H 0 1 N N N -66.465 -6.069  88.259 2.969  1.078  5.565  H37  TAV 61 
TAV H41  H41  H 0 1 N N N -72.417 -5.280  87.178 -2.752 0.249  6.667  H41  TAV 62 
TAV H42  H42  H 0 1 N N N -69.818 -9.588  87.834 -0.287 -0.275 2.400  H42  TAV 63 
TAV H46  H46  H 0 1 N N N -73.534 -7.390  87.069 -3.905 -0.436 4.634  H46  TAV 64 
TAV H561 1H56 H 0 0 N N N -70.538 -7.079  90.761 -2.581 1.577  -2.339 H561 TAV 65 
TAV H562 2H56 H 0 0 N N N -68.887 -6.511  91.202 -2.447 2.230  -3.990 H562 TAV 66 
TAV H563 3H56 H 0 0 N N N -69.274 -8.251  90.943 -3.220 0.650  -3.717 H563 TAV 67 
TAV H57  H57  H 0 1 N N N -69.442 -8.164  94.728 0.243  -0.349 -4.766 H57  TAV 68 
TAV H62  H62  H 0 1 N N N -68.656 -4.408  94.046 -1.530 2.952  -6.419 H62  TAV 69 
TAV H65  H65  H 0 1 N N N -68.109 -9.607  95.834 -2.619 -3.820 -3.714 H65  TAV 70 
TAV H671 1H67 H 0 0 N N N -67.398 -8.530  92.440 -2.750 -0.521 -5.333 H671 TAV 71 
TAV H672 2H67 H 0 0 N N N -68.449 -9.774  92.987 -1.474 -1.387 -6.221 H672 TAV 72 
# 
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 
TAV C1  C2   DOUB Y N 1  
TAV C1  C6   SING Y N 2  
TAV C1  S18  SING N N 3  
TAV C2  C3   SING Y N 4  
TAV C2  H2   SING N N 5  
TAV C3  C4   DOUB Y N 6  
TAV C3  C9   SING Y N 7  
TAV C4  C5   SING Y N 8  
TAV C4  C10  SING Y N 9  
TAV C5  C6   DOUB Y N 10 
TAV C5  H5   SING N N 11 
TAV C6  H6   SING N N 12 
TAV C9  C14  DOUB Y N 13 
TAV C9  H9   SING N N 14 
TAV C10 C13  DOUB Y N 15 
TAV C10 H10  SING N N 16 
TAV C13 C14  SING Y N 17 
TAV C13 H13  SING N N 18 
TAV C14 H14  SING N N 19 
TAV S18 O19  DOUB N N 20 
TAV S18 N20  SING N N 21 
TAV S18 O54  DOUB N N 22 
TAV N20 C23  SING N N 23 
TAV N20 H20  SING N N 24 
TAV C21 C22  DOUB Y N 25 
TAV C21 C26  SING Y N 26 
TAV C21 H21  SING N N 27 
TAV C22 C23  SING Y N 28 
TAV C22 H22  SING N N 29 
TAV C23 C24  DOUB Y N 30 
TAV C24 C25  SING Y N 31 
TAV C24 C29  SING N N 32 
TAV C25 C26  DOUB Y N 33 
TAV C25 H25  SING N N 34 
TAV C26 O51  SING N N 35 
TAV C29 N49  SING N N 36 
TAV C29 O50  DOUB N N 37 
TAV S31 C45  SING N N 38 
TAV S31 O51  SING N N 39 
TAV S31 O52  DOUB N N 40 
TAV S31 O53  DOUB N N 41 
TAV C32 C33  DOUB Y N 42 
TAV C32 C37  SING Y N 43 
TAV C32 H32  SING N N 44 
TAV C33 C34  SING Y N 45 
TAV C33 H33  SING N N 46 
TAV C34 C35  DOUB Y N 47 
TAV C34 C41  SING Y N 48 
TAV C35 C36  SING Y N 49 
TAV C35 C42  SING Y N 50 
TAV C36 C37  DOUB Y N 51 
TAV C36 H36  SING N N 52 
TAV C37 H37  SING N N 53 
TAV C41 C46  DOUB Y N 54 
TAV C41 H41  SING N N 55 
TAV C42 C45  DOUB Y N 56 
TAV C42 H42  SING N N 57 
TAV C45 C46  SING Y N 58 
TAV C46 H46  SING N N 59 
TAV N49 C56  SING N N 60 
TAV N49 C57  SING N N 61 
TAV C56 H561 SING N N 62 
TAV C56 H562 SING N N 63 
TAV C56 H563 SING N N 64 
TAV C57 C61  SING N N 65 
TAV C57 C67  SING N N 66 
TAV C57 H57  SING N N 67 
TAV C61 O62  SING N N 68 
TAV C61 O63  DOUB N N 69 
TAV O62 H62  SING N N 70 
TAV C64 O65  SING N N 71 
TAV C64 O66  DOUB N N 72 
TAV C64 C67  SING N N 73 
TAV O65 H65  SING N N 74 
TAV C67 H671 SING N N 75 
TAV C67 H672 SING N N 76 
# 
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 
TAV SMILES           ACDLabs              10.04 "O=S(=O)(Oc1cc(c(cc1)NS(=O)(=O)c3cc2ccccc2cc3)C(=O)N(C(C(=O)O)CC(=O)O)C)c5cc4ccccc4cc5" 
TAV InChI            InChI                1.02b 
"InChI=1/C32H26N2O10S2/c1-34(29(32(38)39)19-30(35)36)31(37)27-18-24(44-46(42,43)26-14-11-21-7-3-5-9-23(21)17-26)12-15-28(27)33-45(40,41)25-13-10-20-6-2-4-8-22(20)16-25/h2-18,29,33H,19H2,1H3,(H,35,36)(H,38,39)/t29-/m0/s1/f/h35,38H" 
TAV InChIKey         InChI                1.02b JOAALZBSMWLOPQ-WNQRWPHIDO 
TAV SMILES_CANONICAL CACTVS               3.341 "CN([C@@H](CC(O)=O)C(O)=O)C(=O)c1cc(O[S](=O)(=O)c2ccc3ccccc3c2)ccc1N[S](=O)(=O)c4ccc5ccccc5c4" 
TAV SMILES           CACTVS               3.341 "CN([CH](CC(O)=O)C(O)=O)C(=O)c1cc(O[S](=O)(=O)c2ccc3ccccc3c2)ccc1N[S](=O)(=O)c4ccc5ccccc5c4" 
TAV SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN([C@@H](CC(=O)O)C(=O)O)C(=O)c1cc(ccc1NS(=O)(=O)c2ccc3ccccc3c2)OS(=O)(=O)c4ccc5ccccc5c4" 
TAV SMILES           "OpenEye OEToolkits" 1.5.0 "CN(C(CC(=O)O)C(=O)O)C(=O)c1cc(ccc1NS(=O)(=O)c2ccc3ccccc3c2)OS(=O)(=O)c4ccc5ccccc5c4" 
# 
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 
TAV "SYSTEMATIC NAME" ACDLabs              10.04 "N-methyl-N-({2-[(naphthalen-2-ylsulfonyl)amino]-5-[(naphthalen-2-ylsulfonyl)oxy]phenyl}carbonyl)-L-aspartic acid"     
TAV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[methyl-[2-(naphthalen-2-ylsulfonylamino)-5-naphthalen-2-ylsulfonyloxy-phenyl]carbonyl-amino]butanedioic acid" 
# 
