data_TBH
# 
_chem_comp.id                                    TBH 
_chem_comp.name                                  "5-(2-{2-[(TERT-BUTOXY-HYDROXY-METHYL)-AMINO]-1-HYDROXY-3-PHENYL-PROPYLAMINO}-3-HYDROXY-3-PENTYLAMINO-PROPYL)-2-CARBOXYMETHOXY-BENZOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H47 N3 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         PNU177836 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-06-26 
_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                        605.720 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TBH 
_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        1JF7 
_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 
TBH O43  O43  O 0 1 N N N 23.302 14.405 44.037 -4.383 -3.355 1.925  O43  TBH 1  
TBH C27  C27  C 0 1 N N N 23.269 13.945 45.170 -3.190 -3.359 2.155  C27  TBH 2  
TBH O42  O42  O 0 1 N N N 23.836 14.449 46.142 -2.744 -3.653 3.393  O42  TBH 3  
TBH C6   C6   C 0 1 Y N N 22.459 12.717 45.324 -2.230 -3.044 1.082  C6   TBH 4  
TBH C5   C5   C 0 1 Y N N 21.400 12.600 44.483 -0.857 -3.053 1.342  C5   TBH 5  
TBH C1   C1   C 0 1 Y N N 22.788 11.663 46.302 -2.689 -2.738 -0.207 C1   TBH 6  
TBH O9   O9   O 0 1 N N N 23.866 11.799 47.126 -4.019 -2.731 -0.472 O9   TBH 7  
TBH C23  C23  C 0 1 N N N 24.836 10.755 47.121 -4.163 -2.388 -1.852 C23  TBH 8  
TBH C24  C24  C 0 1 N N N 25.875 10.938 48.180 -5.626 -2.363 -2.214 C24  TBH 9  
TBH O25  O25  O 0 1 N N N 26.878 10.268 48.116 -6.460 -2.613 -1.376 O25  TBH 10 
TBH O26  O26  O 0 1 N N N 25.714 11.692 49.123 -6.003 -2.063 -3.467 O26  TBH 11 
TBH C2   C2   C 0 1 Y N N 21.948 10.564 46.355 -1.777 -2.442 -1.209 C2   TBH 12 
TBH C3   C3   C 0 1 Y N N 20.860 10.497 45.473 -0.424 -2.450 -0.937 C3   TBH 13 
TBH C4   C4   C 0 1 Y N N 20.591 11.499 44.541 0.035  -2.752 0.335  C4   TBH 14 
TBH C7   C7   C 0 1 N N N 19.417 11.458 43.643 1.515  -2.756 0.618  C7   TBH 15 
TBH C8   C8   C 0 1 N N S 19.409 11.884 42.219 1.953  -1.361 1.068  C8   TBH 16 
TBH C11  C11  C 0 1 N N R 20.339 10.883 41.553 3.427  -1.396 1.474  C11  TBH 17 
TBH N13  N13  N 0 1 N N N 19.921 9.546  41.855 4.227  -1.941 0.369  N13  TBH 18 
TBH C15  C15  C 0 1 N N N 20.528 8.439  41.507 5.478  -1.172 0.333  C15  TBH 19 
TBH C16  C16  C 0 1 N N N 20.799 7.624  42.546 6.363  -1.691 -0.802 C16  TBH 20 
TBH C17  C17  C 0 1 N N N 19.717 6.700  43.066 7.666  -0.890 -0.839 C17  TBH 21 
TBH C18  C18  C 0 1 N N N 20.156 5.248  42.890 8.552  -1.409 -1.974 C18  TBH 22 
TBH C19  C19  C 0 1 N N N 19.392 4.330  41.973 9.855  -0.608 -2.011 C19  TBH 23 
TBH O14  O14  O 0 1 N N N 21.639 11.231 41.077 3.584  -2.222 2.629  O14  TBH 24 
TBH N10  N10  N 0 1 N N N 18.122 11.571 41.632 1.771  -0.411 -0.038 N10  TBH 25 
TBH C12  C12  C 0 1 N N S 17.816 12.255 40.402 1.655  0.923  0.567  C12  TBH 26 
TBH O20  O20  O 0 1 N N N 18.863 12.951 39.731 2.908  1.602  0.466  O20  TBH 27 
TBH C21  C21  C 0 1 N N S 16.571 11.955 39.588 0.579  1.725  -0.169 C21  TBH 28 
TBH N22  N22  N 0 1 N N N 16.310 13.214 38.932 0.546  3.096  0.356  N22  TBH 29 
TBH C35  C35  C 0 1 N N S 15.561 14.257 39.595 -0.312 3.071  1.549  C35  TBH 30 
TBH O36  O36  O 0 1 N N N 15.304 14.177 40.995 0.413  2.510  2.645  O36  TBH 31 
TBH O37  O37  O 0 1 N N N 15.454 15.467 38.870 -0.713 4.403  1.874  O37  TBH 32 
TBH C38  C38  C 0 1 N N N 14.862 16.592 39.515 -1.968 4.302  2.551  C38  TBH 33 
TBH C40  C40  C 0 1 N N N 13.479 16.245 40.071 -1.820 3.383  3.766  C40  TBH 34 
TBH C39  C39  C 0 1 N N N 15.775 17.114 40.615 -2.411 5.692  3.014  C39  TBH 35 
TBH C41  C41  C 0 1 N N N 14.759 17.636 38.407 -3.016 3.724  1.599  C41  TBH 36 
TBH C28  C28  C 0 1 N N N 16.865 10.932 38.513 0.902  1.758  -1.664 C28  TBH 37 
TBH C29  C29  C 0 1 Y N N 15.597 10.369 37.925 -0.196 2.484  -2.398 C29  TBH 38 
TBH C30  C30  C 0 1 Y N N 14.808 9.509  38.674 -0.066 3.831  -2.679 C30  TBH 39 
TBH C31  C31  C 0 1 Y N N 13.669 8.982  38.107 -1.073 4.497  -3.353 C31  TBH 40 
TBH C32  C32  C 0 1 Y N N 13.282 9.297  36.822 -2.210 3.815  -3.745 C32  TBH 41 
TBH C33  C33  C 0 1 Y N N 14.064 10.156 36.081 -2.339 2.468  -3.465 C33  TBH 42 
TBH C34  C34  C 0 1 Y N N 15.235 10.672 36.627 -1.330 1.801  -2.796 C34  TBH 43 
TBH H421 1H42 H 0 0 N N N 24.292 15.236 45.870 -3.373 -3.860 4.097  H421 TBH 44 
TBH H51  1H5  H 0 1 N N N 21.195 13.380 43.765 -0.495 -3.288 2.332  H51  TBH 45 
TBH H231 1H23 H 0 0 N N N 25.343 10.771 46.145 -3.728 -1.404 -2.029 H231 TBH 46 
TBH H232 2H23 H 0 0 N N N 24.321 9.799  47.298 -3.650 -3.128 -2.466 H232 TBH 47 
TBH H261 1H26 H 0 0 N N N 26.460 11.632 49.708 -6.941 -2.047 -3.699 H261 TBH 48 
TBH H21  1H2  H 0 1 N N N 22.128 9.770  47.065 -2.126 -2.206 -2.203 H21  TBH 49 
TBH H31  1H3  H 0 1 N N N 20.207 9.638  45.517 0.283  -2.218 -1.721 H31  TBH 50 
TBH H71  1H7  H 0 1 N N N 18.786 12.237 44.094 2.057  -3.033 -0.287 H71  TBH 51 
TBH H72  2H7  H 0 1 N N N 19.129 10.397 43.614 1.732  -3.477 1.406  H72  TBH 52 
TBH H81  1H8  H 0 1 N N N 19.658 12.950 42.114 1.349  -1.048 1.919  H81  TBH 53 
TBH H111 1H11 H 0 0 N N N 20.314 10.989 40.458 3.765  -0.385 1.702  H111 TBH 54 
TBH H131 1H13 H 0 0 N N N 19.911 9.514  42.854 3.730  -1.726 -0.483 H131 TBH 55 
TBH H151 1H15 H 0 0 N N N 21.490 8.723  41.057 6.001  -1.285 1.283  H151 TBH 56 
TBH H152 2H15 H 0 0 N N N 19.876 7.896  40.807 5.252  -0.119 0.165  H152 TBH 57 
TBH H161 1H16 H 0 0 N N N 20.986 8.313  43.383 5.840  -1.578 -1.751 H161 TBH 58 
TBH H162 2H16 H 0 0 N N N 21.629 6.978  42.223 6.589  -2.744 -0.634 H162 TBH 59 
TBH H171 1H17 H 0 0 N N N 18.788 6.872  42.503 8.189  -1.003 0.111  H171 TBH 60 
TBH H172 2H17 H 0 0 N N N 19.544 6.903  44.133 7.441  0.163  -1.007 H172 TBH 61 
TBH H181 1H18 H 0 0 N N N 19.995 4.809  43.886 8.029  -1.296 -2.923 H181 TBH 62 
TBH H182 2H18 H 0 0 N N N 21.182 5.287  42.495 8.777  -2.462 -1.806 H182 TBH 63 
TBH H191 1H19 H 0 0 N N N 18.432 4.063  42.439 9.629  0.445  -2.179 H191 TBH 64 
TBH H192 2H19 H 0 0 N N N 19.980 3.418  41.795 10.378 -0.720 -1.062 H192 TBH 65 
TBH H193 3H19 H 0 0 N N N 19.206 4.839  41.016 10.486 -0.977 -2.820 H193 TBH 66 
TBH H141 1H14 H 0 0 N N N 21.620 11.308 40.130 3.275  -3.105 2.385  H141 TBH 67 
TBH H101 1H10 H 0 0 N N N 18.110 10.590 41.441 2.630  -0.415 -0.568 H101 TBH 68 
TBH H121 1H12 H 0 0 N N N 17.302 13.003 41.024 1.380  0.823  1.617  H121 TBH 69 
TBH H201 1H20 H 0 0 N N N 18.613 13.106 38.828 3.114  1.669  -0.477 H201 TBH 70 
TBH H211 1H21 H 0 0 N N N 15.749 11.567 40.208 -0.392 1.254  -0.017 H211 TBH 71 
TBH H221 1H22 H 0 0 N N N 17.207 13.608 38.732 1.480  3.307  0.675  H221 TBH 72 
TBH H351 1H35 H 0 0 N N N 14.507 13.946 39.552 -1.194 2.464  1.348  H351 TBH 73 
TBH H361 1H36 H 0 0 N N N 16.128 14.159 41.468 1.140  3.118  2.839  H361 TBH 74 
TBH H401 1H40 H 0 0 N N N 13.144 15.287 39.647 -0.978 3.717  4.373  H401 TBH 75 
TBH H402 2H40 H 0 0 N N N 12.765 17.037 39.799 -2.733 3.417  4.360  H402 TBH 76 
TBH H403 3H40 H 0 0 N N N 13.534 16.162 41.166 -1.643 2.362  3.429  H403 TBH 77 
TBH H391 1H39 H 0 0 N N N 15.793 16.396 41.448 -2.516 6.346  2.149  H391 TBH 78 
TBH H392 2H39 H 0 0 N N N 15.399 18.083 40.974 -3.368 5.615  3.530  H392 TBH 79 
TBH H393 3H39 H 0 0 N N N 16.793 17.240 40.218 -1.664 6.104  3.693  H393 TBH 80 
TBH H411 1H41 H 0 0 N N N 13.838 17.468 37.830 -2.768 2.687  1.372  H411 TBH 81 
TBH H412 2H41 H 0 0 N N N 15.630 17.551 37.741 -3.998 3.768  2.069  H412 TBH 82 
TBH H413 3H41 H 0 0 N N N 14.734 18.642 38.851 -3.029 4.304  0.676  H413 TBH 83 
TBH H281 1H28 H 0 0 N N N 17.433 10.106 38.967 1.848  2.277  -1.820 H281 TBH 84 
TBH H282 2H28 H 0 0 N N N 17.443 11.416 37.712 0.980  0.739  -2.042 H282 TBH 85 
TBH H301 1H30 H 0 0 N N N 15.083 9.256  39.687 0.822  4.364  -2.372 H301 TBH 86 
TBH H311 1H31 H 0 0 N N N 13.061 8.302  38.686 -0.972 5.550  -3.571 H311 TBH 87 
TBH H321 1H32 H 0 0 N N N 12.380 8.877  36.403 -2.997 4.336  -4.271 H321 TBH 88 
TBH H331 1H33 H 0 0 N N N 13.769 10.428 35.078 -3.228 1.935  -3.772 H331 TBH 89 
TBH H341 1H34 H 0 0 N N N 15.866 11.315 36.031 -1.431 0.749  -2.577 H341 TBH 90 
# 
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 
TBH O43 C27  DOUB N N 1  
TBH C27 O42  SING N N 2  
TBH C27 C6   SING N N 3  
TBH O42 H421 SING N N 4  
TBH C6  C5   DOUB Y N 5  
TBH C6  C1   SING Y N 6  
TBH C5  C4   SING Y N 7  
TBH C5  H51  SING N N 8  
TBH C1  O9   SING N N 9  
TBH C1  C2   DOUB Y N 10 
TBH O9  C23  SING N N 11 
TBH C23 C24  SING N N 12 
TBH C23 H231 SING N N 13 
TBH C23 H232 SING N N 14 
TBH C24 O25  DOUB N N 15 
TBH C24 O26  SING N N 16 
TBH O26 H261 SING N N 17 
TBH C2  C3   SING Y N 18 
TBH C2  H21  SING N N 19 
TBH C3  C4   DOUB Y N 20 
TBH C3  H31  SING N N 21 
TBH C4  C7   SING N N 22 
TBH C7  C8   SING N N 23 
TBH C7  H71  SING N N 24 
TBH C7  H72  SING N N 25 
TBH C8  C11  SING N N 26 
TBH C8  N10  SING N N 27 
TBH C8  H81  SING N N 28 
TBH C11 N13  SING N N 29 
TBH C11 O14  SING N N 30 
TBH C11 H111 SING N N 31 
TBH N13 C15  SING N N 32 
TBH N13 H131 SING N N 33 
TBH C15 C16  SING N N 34 
TBH C15 H151 SING N N 35 
TBH C15 H152 SING N N 36 
TBH C16 C17  SING N N 37 
TBH C16 H161 SING N N 38 
TBH C16 H162 SING N N 39 
TBH C17 C18  SING N N 40 
TBH C17 H171 SING N N 41 
TBH C17 H172 SING N N 42 
TBH C18 C19  SING N N 43 
TBH C18 H181 SING N N 44 
TBH C18 H182 SING N N 45 
TBH C19 H191 SING N N 46 
TBH C19 H192 SING N N 47 
TBH C19 H193 SING N N 48 
TBH O14 H141 SING N N 49 
TBH N10 C12  SING N N 50 
TBH N10 H101 SING N N 51 
TBH C12 O20  SING N N 52 
TBH C12 C21  SING N N 53 
TBH C12 H121 SING N N 54 
TBH O20 H201 SING N N 55 
TBH C21 N22  SING N N 56 
TBH C21 C28  SING N N 57 
TBH C21 H211 SING N N 58 
TBH N22 C35  SING N N 59 
TBH N22 H221 SING N N 60 
TBH C35 O36  SING N N 61 
TBH C35 O37  SING N N 62 
TBH C35 H351 SING N N 63 
TBH O36 H361 SING N N 64 
TBH O37 C38  SING N N 65 
TBH C38 C40  SING N N 66 
TBH C38 C39  SING N N 67 
TBH C38 C41  SING N N 68 
TBH C40 H401 SING N N 69 
TBH C40 H402 SING N N 70 
TBH C40 H403 SING N N 71 
TBH C39 H391 SING N N 72 
TBH C39 H392 SING N N 73 
TBH C39 H393 SING N N 74 
TBH C41 H411 SING N N 75 
TBH C41 H412 SING N N 76 
TBH C41 H413 SING N N 77 
TBH C28 C29  SING N N 78 
TBH C28 H281 SING N N 79 
TBH C28 H282 SING N N 80 
TBH C29 C30  DOUB Y N 81 
TBH C29 C34  SING Y N 82 
TBH C30 C31  SING Y N 83 
TBH C30 H301 SING N N 84 
TBH C31 C32  DOUB Y N 85 
TBH C31 H311 SING N N 86 
TBH C32 C33  SING Y N 87 
TBH C32 H321 SING N N 88 
TBH C33 C34  DOUB Y N 89 
TBH C33 H331 SING N N 90 
TBH C34 H341 SING N N 91 
# 
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 
TBH SMILES           ACDLabs              10.04 O=C(O)c1cc(ccc1OCC(=O)O)CC(NC(O)C(NC(O)OC(C)(C)C)Cc2ccccc2)C(O)NCCCCC 
TBH InChI            InChI                1.02b 
;InChI=1/C31H47N3O9/c1-5-6-10-15-32-27(37)23(18-21-13-14-25(42-19-26(35)36)22(16-21)29(39)40)33-28(38)24(17-20-11-8-7-9-12-20)34-30(41)43-31(2,3)4/h7-9,11-14,16,23-24,27-28,30,32-34,37-38,41H,5-6,10,15,17-19H2,1-4H3,(H,35,36)(H,39,40)/t23-,24-,27+,28-,30-/m0/s1/f/h35,39H
;
TBH InChIKey         InChI                1.02b WVFJFYADATXBBE-KZZORQDFDO 
TBH SMILES_CANONICAL CACTVS               3.341 CCCCCN[C@H](O)[C@H](Cc1ccc(OCC(O)=O)c(c1)C(O)=O)N[C@@H](O)[C@H](Cc2ccccc2)N[C@@H](O)OC(C)(C)C 
TBH SMILES           CACTVS               3.341 CCCCCN[CH](O)[CH](Cc1ccc(OCC(O)=O)c(c1)C(O)=O)N[CH](O)[CH](Cc2ccccc2)N[CH](O)OC(C)(C)C 
TBH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCN[C@@H]([C@H](Cc1ccc(c(c1)C(=O)O)OCC(=O)O)N[C@H]([C@H](Cc2ccccc2)N[C@@H](O)OC(C)(C)C)O)O 
TBH SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCNC(C(Cc1ccc(c(c1)C(=O)O)OCC(=O)O)NC(C(Cc2ccccc2)NC(O)OC(C)(C)C)O)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 
TBH "SYSTEMATIC NAME" ACDLabs              10.04 "5-[(2S,3R)-2-{[(1S,2S)-2-{[(S)-tert-butoxy(hydroxy)methyl]amino}-1-hydroxy-3-phenylpropyl]amino}-3-hydroxy-3-(pentylamino)propyl]-2-(carboxymethoxy)benzoic acid"                  
TBH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(carboxymethyloxy)-5-[(2S,3R)-3-hydroxy-2-[[(1S,2S)-1-hydroxy-2-[[(S)-hydroxy-[(2-methylpropan-2-yl)oxy]methyl]amino]-3-phenyl-propyl]amino]-3-(pentylamino)propyl]benzoic acid" 
# 
