data_MDL
# 
_chem_comp.id                                    MDL 
_chem_comp.name                                  [DEHYDROXY-N-METHYL-TYROSYL-PROLINYL]-[4,4,5,5,5-PENTAFLUORO-3-OXY-1-[3-INDOLYL]-PENT-2-YL]AMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H29 F5 N4 O3" 
_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                        564.547 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MDL 
_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        1AD8 
_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 
MDL C1   C1   C 0 1 N N N 15.149 -11.279 22.363 -0.595 -2.397 -3.247 C1   MDL 1  
MDL N2   N2   N 0 1 N N N 15.895 -11.037 23.594 0.523  -1.655 -3.844 N2   MDL 2  
MDL C6   C6   C 0 1 N N R 17.172 -10.351 23.512 0.129  -0.240 -3.861 C6   MDL 3  
MDL C7   C7   C 0 1 N N N 16.865 -8.997  22.866 0.423  0.379  -2.519 C7   MDL 4  
MDL N8   N8   N 0 1 N N N 17.730 -8.570  21.909 -0.300 1.432  -2.090 N8   MDL 5  
MDL O9   O9   O 0 1 N N N 15.872 -8.352  23.222 1.311  -0.068 -1.826 O9   MDL 6  
MDL C11  C11  C 0 1 N N N 19.008 -9.180  21.445 -1.403 2.075  -2.828 C11  MDL 7  
MDL C12  C12  C 0 1 N N N 19.688 -8.048  20.685 -1.471 3.516  -2.264 C12  MDL 8  
MDL C15  C15  C 0 1 N N N 18.589 -7.158  20.229 -1.150 3.279  -0.765 C15  MDL 9  
MDL C18  C18  C 0 1 N N S 17.413 -7.291  21.184 -0.124 2.127  -0.806 C18  MDL 10 
MDL C21  C21  C 0 1 N N N 16.079 -7.350  20.453 -0.372 1.179  0.338  C21  MDL 11 
MDL N23  N23  N 0 1 N N N 15.479 -6.137  20.352 -0.273 1.616  1.608  N23  MDL 12 
MDL O24  O24  O 0 1 N N N 15.612 -8.418  20.079 -0.660 0.022  0.116  O24  MDL 13 
MDL C25  C25  C 0 1 N N S 14.268 -5.928  19.557 -0.513 0.695  2.722  C25  MDL 14 
MDL C26  C26  C 0 1 N N N 13.286 -5.153  20.420 0.326  1.121  3.927  C26  MDL 15 
MDL C27  C27  C 0 1 Y N N 12.697 -6.057  21.403 1.787  1.091  3.557  C27  MDL 16 
MDL C30  C30  C 0 1 Y N N 12.390 -7.392  21.187 2.500  2.104  3.040  C30  MDL 17 
MDL C31  C31  C 0 1 Y N N 12.105 -5.648  22.630 2.699  -0.046 3.699  C31  MDL 18 
MDL C32  C32  C 0 1 Y N N 11.389 -6.730  23.111 3.947  0.395  3.224  C32  MDL 19 
MDL N33  N33  N 0 1 Y N N 11.600 -7.783  22.213 3.793  1.707  2.835  N33  MDL 20 
MDL C34  C34  C 0 1 Y N N 10.656 -6.594  24.318 5.027  -0.480 3.231  C34  MDL 21 
MDL C35  C35  C 0 1 Y N N 10.670 -5.378  25.052 4.862  -1.767 3.696  C35  MDL 22 
MDL C36  C36  C 0 1 Y N N 11.425 -4.282  24.599 3.627  -2.199 4.158  C36  MDL 23 
MDL C37  C37  C 0 1 Y N N 12.129 -4.438  23.385 2.552  -1.355 4.160  C37  MDL 24 
MDL C44  C44  C 0 1 N N N 14.596 -5.133  18.304 -1.974 0.724  3.092  C44  MDL 25 
MDL O46  O46  O 0 1 N N N 13.321 -4.812  17.785 -2.618 1.733  2.928  O46  MDL 26 
MDL C47  C47  C 0 1 N N N 15.428 -6.035  17.324 -2.631 -0.504 3.665  C47  MDL 27 
MDL F48  F48  F 0 1 N N N 14.826 -7.223  17.164 -1.988 -0.864 4.854  F48  MDL 28 
MDL F49  F49  F 0 1 N N N 16.603 -6.276  17.885 -3.978 -0.233 3.927  F49  MDL 29 
MDL C50  C50  C 0 1 N N N 15.777 -5.426  15.994 -2.527 -1.653 2.661  C50  MDL 30 
MDL F51  F51  F 0 1 N N N 16.375 -6.377  15.335 -3.137 -2.794 3.193  F51  MDL 31 
MDL F52  F52  F 0 1 N N N 16.591 -4.395  16.133 -3.170 -1.293 1.471  F52  MDL 32 
MDL F53  F53  F 0 1 N N N 14.678 -5.086  15.409 -1.180 -1.924 2.399  F53  MDL 33 
MDL C55  C55  C 0 1 N N N 17.659 -10.194 24.963 0.917  0.495  -4.947 C55  MDL 34 
MDL C57  C57  C 0 1 Y N N 19.133 -9.804  25.110 0.623  -0.124 -6.288 C57  MDL 35 
MDL C60  C60  C 0 1 Y N N 20.180 -10.549 24.486 -0.425 0.349  -7.054 C60  MDL 36 
MDL C61  C61  C 0 1 Y N N 21.528 -10.114 24.593 -0.694 -0.219 -8.284 C61  MDL 37 
MDL C62  C62  C 0 1 Y N N 21.834 -8.955  25.322 0.084  -1.261 -8.750 C62  MDL 38 
MDL C63  C63  C 0 1 Y N N 20.814 -8.252  26.001 1.134  -1.735 -7.985 C63  MDL 39 
MDL C64  C64  C 0 1 Y N N 19.473 -8.674  25.889 1.406  -1.163 -6.756 C64  MDL 40 
MDL H11  1H1  H 0 1 N N N 14.168 -11.805 22.426 -1.484 -2.274 -3.866 H11  MDL 41 
MDL H12  2H1  H 0 1 N N N 15.004 -10.309 21.832 -0.338 -3.454 -3.185 H12  MDL 42 
MDL H13  3H1  H 0 1 N N N 15.805 -11.822 21.644 -0.793 -2.013 -2.246 H13  MDL 43 
MDL HN2  HN2  H 0 1 N N N 16.027 -11.924 24.079 1.297  -1.732 -3.202 HN2  MDL 44 
MDL H6   H6   H 0 1 N N N 17.955 -10.878 22.919 -0.937 -0.162 -4.071 H6   MDL 45 
MDL H111 1H11 H 0 0 N N N 19.627 -9.628  22.256 -1.184 2.095  -3.896 H111 MDL 46 
MDL H112 2H11 H 0 0 N N N 18.884 -10.120 20.859 -2.340 1.550  -2.642 H112 MDL 47 
MDL H121 1H12 H 0 0 N N N 20.474 -7.522  21.274 -0.718 4.153  -2.729 H121 MDL 48 
MDL H122 2H12 H 0 0 N N N 20.352 -8.397  19.860 -2.468 3.937  -2.389 H122 MDL 49 
MDL H151 1H15 H 0 0 N N N 18.921 -6.100  20.110 -0.712 4.172  -0.318 H151 MDL 50 
MDL H152 2H15 H 0 0 N N N 18.299 -7.350  19.169 -2.045 2.974  -0.222 H152 MDL 51 
MDL H18  H18  H 0 1 N N N 17.295 -6.417  21.866 0.886  2.528  -0.743 H18  MDL 52 
MDL HN3  HN3  H 0 1 N N N 15.935 -5.386  20.870 -0.042 2.542  1.786  HN3  MDL 53 
MDL H25  H25  H 0 1 N N N 13.832 -6.905  19.242 -0.234 -0.315 2.423  H25  MDL 54 
MDL H261 1H26 H 0 0 N N N 13.752 -4.257  20.893 0.047  2.131  4.225  H261 MDL 55 
MDL H262 2H26 H 0 0 N N N 12.513 -4.625  19.813 0.147  0.435  4.755  H262 MDL 56 
MDL H30  H30  H 0 1 N N N 12.716 -8.029  20.348 2.111  3.087  2.819  H30  MDL 57 
MDL HN33 3HN3 H 0 0 N N N 11.221 -8.726  22.296 4.497  2.266  2.469  HN33 MDL 58 
MDL H34  H34  H 0 1 N N N 10.065 -7.447  24.691 5.993  -0.154 2.873  H34  MDL 59 
MDL H35  H35  H 0 1 N N N 10.088 -5.283  25.984 5.702  -2.446 3.701  H35  MDL 60 
MDL H36  H36  H 0 1 N N N 11.463 -3.340  25.171 3.514  -3.211 4.519  H36  MDL 61 
MDL H37  H37  H 0 1 N N N 12.719 -3.583  23.012 1.594  -1.699 4.521  H37  MDL 62 
MDL H551 1H55 H 0 0 N N N 17.012 -9.469  25.510 0.625  1.545  -4.960 H551 MDL 63 
MDL H552 2H55 H 0 0 N N N 17.445 -11.121 25.543 1.984  0.417  -4.736 H552 MDL 64 
MDL H60  H60  H 0 1 N N N 19.946 -11.465 23.918 -1.034 1.164  -6.690 H60  MDL 65 
MDL H61  H61  H 0 1 N N N 22.341 -10.679 24.107 -1.514 0.150  -8.882 H61  MDL 66 
MDL H62  H62  H 0 1 N N N 22.876 -8.596  25.361 -0.126 -1.706 -9.711 H62  MDL 67 
MDL H63  H63  H 0 1 N N N 21.064 -7.373  26.618 1.742  -2.549 -8.348 H63  MDL 68 
MDL H64  H64  H 0 1 N N N 18.682 -8.114  26.416 2.226  -1.533 -6.158 H64  MDL 69 
# 
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 
MDL C1  N2   SING N N 1  
MDL C1  H11  SING N N 2  
MDL C1  H12  SING N N 3  
MDL C1  H13  SING N N 4  
MDL N2  C6   SING N N 5  
MDL N2  HN2  SING N N 6  
MDL C6  C7   SING N N 7  
MDL C6  C55  SING N N 8  
MDL C6  H6   SING N N 9  
MDL C7  N8   SING N N 10 
MDL C7  O9   DOUB N N 11 
MDL N8  C11  SING N N 12 
MDL N8  C18  SING N N 13 
MDL C11 C12  SING N N 14 
MDL C11 H111 SING N N 15 
MDL C11 H112 SING N N 16 
MDL C12 C15  SING N N 17 
MDL C12 H121 SING N N 18 
MDL C12 H122 SING N N 19 
MDL C15 C18  SING N N 20 
MDL C15 H151 SING N N 21 
MDL C15 H152 SING N N 22 
MDL C18 C21  SING N N 23 
MDL C18 H18  SING N N 24 
MDL C21 N23  SING N N 25 
MDL C21 O24  DOUB N N 26 
MDL N23 C25  SING N N 27 
MDL N23 HN3  SING N N 28 
MDL C25 C26  SING N N 29 
MDL C25 C44  SING N N 30 
MDL C25 H25  SING N N 31 
MDL C26 C27  SING N N 32 
MDL C26 H261 SING N N 33 
MDL C26 H262 SING N N 34 
MDL C27 C30  DOUB Y N 35 
MDL C27 C31  SING Y N 36 
MDL C30 N33  SING Y N 37 
MDL C30 H30  SING N N 38 
MDL C31 C32  DOUB Y N 39 
MDL C31 C37  SING Y N 40 
MDL C32 N33  SING Y N 41 
MDL C32 C34  SING Y N 42 
MDL N33 HN33 SING N N 43 
MDL C34 C35  DOUB Y N 44 
MDL C34 H34  SING N N 45 
MDL C35 C36  SING Y N 46 
MDL C35 H35  SING N N 47 
MDL C36 C37  DOUB Y N 48 
MDL C36 H36  SING N N 49 
MDL C37 H37  SING N N 50 
MDL C44 O46  DOUB N N 51 
MDL C44 C47  SING N N 52 
MDL C47 F48  SING N N 53 
MDL C47 F49  SING N N 54 
MDL C47 C50  SING N N 55 
MDL C50 F51  SING N N 56 
MDL C50 F52  SING N N 57 
MDL C50 F53  SING N N 58 
MDL C55 C57  SING N N 59 
MDL C55 H551 SING N N 60 
MDL C55 H552 SING N N 61 
MDL C57 C60  DOUB Y N 62 
MDL C57 C64  SING Y N 63 
MDL C60 C61  SING Y N 64 
MDL C60 H60  SING N N 65 
MDL C61 C62  DOUB Y N 66 
MDL C61 H61  SING N N 67 
MDL C62 C63  SING Y N 68 
MDL C62 H62  SING N N 69 
MDL C63 C64  DOUB Y N 70 
MDL C63 H63  SING N N 71 
MDL C64 H64  SING N N 72 
# 
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 
MDL SMILES           ACDLabs              10.04 FC(F)(F)C(F)(F)C(=O)C(NC(=O)C2N(C(=O)C(NC)Cc1ccccc1)CCC2)Cc4c3ccccc3nc4 
MDL InChI            InChI                1.02b 
InChI=1/C28H29F5N4O3/c1-34-22(14-17-8-3-2-4-9-17)26(40)37-13-7-12-23(37)25(39)36-21(24(38)27(29,30)28(31,32)33)15-18-16-35-20-11-6-5-10-19(18)20/h2-6,8-11,16,21-23,34-35H,7,12-15H2,1H3,(H,36,39)/t21-,22+,23-/m0/s1/f/h36H 
MDL InChIKey         InChI                1.02b WFJABZVISMTOSO-DLYVLWHYDZ 
MDL SMILES_CANONICAL CACTVS               3.341 CN[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(=O)C(F)(F)C(F)(F)F 
MDL SMILES           CACTVS               3.341 CN[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)N[CH](Cc3c[nH]c4ccccc34)C(=O)C(F)(F)C(F)(F)F 
MDL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](Cc3c[nH]c4c3cccc4)C(=O)C(C(F)(F)F)(F)F 
MDL SMILES           "OpenEye OEToolkits" 1.5.0 CNC(Cc1ccccc1)C(=O)N2CCCC2C(=O)NC(Cc3c[nH]c4c3cccc4)C(=O)C(C(F)(F)F)(F)F 
# 
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 
MDL "SYSTEMATIC NAME" ACDLabs              10.04 N-methyl-D-phenylalanyl-N-[(1S)-3,3,4,4,4-pentafluoro-1-(1H-indol-3-ylmethyl)-2-oxobutyl]-L-prolinamide                                    
MDL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-1-[(2R)-2-methylamino-3-phenyl-propanoyl]-N-[(2S)-4,4,5,5,5-pentafluoro-1-(1H-indol-3-yl)-3-oxo-pentan-2-yl]pyrrolidine-2-carboxamide 
# 
