data_BDK
# 
_chem_comp.id                                    BDK 
_chem_comp.name                                  "2-[5-AMINO-6-OXO-2-(2-THIENYL)-1,6-DIHYDROPYRIMIDIN-1-YL)-N-[3,3-DIFLUORO -1-ISOPROPYL-2-OXO-3-(N-(2-MORPHOLINO ETHYL)CARBAMOYL]PROPYL]ACETAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H30 F2 N6 O5 S" 
_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                        540.583 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BDK 
_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        1EAU 
_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 
BDK C1   C1   C 0 1 N N N -7.383  22.549 36.519 3.349  0.166  -1.666 C1   BDK 1  
BDK C2   C2   C 0 1 N N N -8.052  23.720 37.326 2.960  -0.525 -0.385 C2   BDK 2  
BDK C3   C3   C 0 1 N N S -9.568  23.609 37.433 2.163  0.213  0.658  C3   BDK 3  
BDK C4   C4   C 0 1 N N N -10.385 24.850 37.806 3.107  0.749  1.736  C4   BDK 4  
BDK C5   C5   C 0 1 N N N -11.840 24.728 37.441 3.705  -0.420 2.519  C5   BDK 5  
BDK C6   C6   C 0 1 N N N -10.211 25.288 39.247 4.232  1.549  1.076  C6   BDK 6  
BDK C7   C7   C 0 1 N N N -10.545 21.374 37.871 0.023  -0.223 1.738  C7   BDK 7  
BDK C8   C8   C 0 1 N N N -10.764 20.285 38.934 -0.974 -1.162 2.366  C8   BDK 8  
BDK C9   C9   C 0 1 Y N N -13.228 20.193 38.650 -3.184 -0.219 1.939  C9   BDK 9  
BDK C10  C10  C 0 1 Y N N -14.412 19.382 38.375 -4.308 0.514  2.382  C10  BDK 10 
BDK C11  C11  C 0 1 Y N N -14.266 18.052 38.299 -4.310 1.011  3.668  C11  BDK 11 
BDK C12  C12  C 0 1 Y N N -11.944 18.133 38.461 -2.219 0.107  4.059  C12  BDK 12 
BDK C13  C13  C 0 1 Y N N -10.662 17.376 38.328 -1.094 -0.101 4.977  C13  BDK 13 
BDK C14  C14  C 0 1 Y N N -10.303 16.148 38.864 -1.057 0.028  6.356  C14  BDK 14 
BDK C15  C15  C 0 1 Y N N -9.009  15.749 38.480 0.140  -0.235 6.977  C15  BDK 15 
BDK C16  C16  C 0 1 Y N N -8.388  16.651 37.582 1.212  -0.591 6.225  C16  BDK 16 
BDK C17  C17  C 0 1 N N N -7.421  22.861 34.999 2.107  0.631  -2.382 C17  BDK 17 
BDK C18  C18  C 0 1 N N N -6.063  23.019 32.977 0.291  0.273  -3.966 C18  BDK 18 
BDK C19  C19  C 0 1 N N N -6.220  24.369 32.314 -0.196 -0.828 -4.909 C19  BDK 19 
BDK C20  C20  C 0 1 N N N -5.072  25.020 30.335 -1.820 -1.472 -6.492 C20  BDK 20 
BDK C21  C21  C 0 1 N N N -5.088  25.005 28.818 -2.975 -1.007 -7.379 C21  BDK 21 
BDK C22  C22  C 0 1 N N N -7.400  24.940 28.827 -2.176 1.146  -7.366 C22  BDK 22 
BDK C23  C23  C 0 1 N N N -7.421  24.944 30.343 -1.000 0.736  -6.478 C23  BDK 23 
BDK N1   N1   N 0 1 N N N -9.911  22.461 38.317 1.193  -0.699 1.269  N1   BDK 24 
BDK N2   N2   N 0 1 Y N N -12.013 19.517 38.684 -2.154 -0.406 2.793  N2   BDK 25 
BDK N3   N3   N 0 1 Y N N -13.045 17.431 38.334 -3.267 0.797  4.466  N3   BDK 26 
BDK N4   N4   N 0 1 N N N -15.634 20.055 38.211 -5.400 0.733  1.529  N4   BDK 27 
BDK N5   N5   N 0 1 N N N -6.252  23.177 34.438 1.497  -0.179 -3.270 N5   BDK 28 
BDK N6   N6   N 0 1 N N N -6.224  24.295 30.863 -1.406 -0.375 -5.608 N6   BDK 29 
BDK O1   O1   O 0 1 N N N -7.723  24.890 36.667 3.287  -1.672 -0.195 O1   BDK 30 
BDK O2   O2   O 0 1 N N N -10.968 21.253 36.731 -0.227 0.960  1.655  O2   BDK 31 
BDK O3   O3   O 0 1 N N N -13.310 21.400 38.828 -3.144 -0.675 0.808  O3   BDK 32 
BDK O4   O4   O 0 1 N N N -8.473  22.917 34.408 1.657  1.735  -2.161 O4   BDK 33 
BDK O5   O5   O 0 1 N N N -6.267  25.613 28.308 -2.537 0.061  -8.219 O5   BDK 34 
BDK F1   F1   F 0 1 N N N -6.130  22.361 36.900 4.159  1.268  -1.373 F1   BDK 35 
BDK F2   F2   F 0 1 N N N -7.948  21.362 36.793 4.052  -0.725 -2.483 F2   BDK 36 
BDK S1   S1   S 0 1 Y N N -9.397  18.017 37.335 0.583  -0.581 4.609  S1   BDK 37 
BDK H3   H3   H 0 1 N N N -9.886  23.454 36.375 1.635  1.044  0.191  H3   BDK 38 
BDK H4   H4   H 0 1 N N N -9.954  25.664 37.178 2.552  1.396  2.416  H4   BDK 39 
BDK H51  1H5  H 0 1 N N N -12.434 25.631 37.712 4.377  -0.038 3.286  H51  BDK 40 
BDK H52  2H5  H 0 1 N N N -11.959 24.482 36.359 2.903  -0.990 2.989  H52  BDK 41 
BDK H53  3H5  H 0 1 N N N -12.286 23.808 37.887 4.260  -1.067 1.838  H53  BDK 42 
BDK H61  1H6  H 0 1 N N N -10.805 26.191 39.518 4.855  0.879  0.483  H61  BDK 43 
BDK H62  2H6  H 0 1 N N N -10.435 24.446 39.942 3.803  2.314  0.429  H62  BDK 44 
BDK H63  3H6  H 0 1 N N N -9.132  25.442 39.482 4.840  2.024  1.846  H63  BDK 45 
BDK H81  1H8  H 0 1 N N N -9.880  19.609 39.012 -1.270 -1.917 1.638  H81  BDK 46 
BDK H82  2H8  H 0 1 N N N -10.748 20.712 39.963 -0.522 -1.647 3.231  H82  BDK 47 
BDK H11  H11  H 0 1 N N N -15.183 17.447 38.204 -5.158 1.575  4.027  H11  BDK 48 
BDK H14  H14  H 0 1 N N N -10.967 15.558 39.518 -1.933 0.315  6.919  H14  BDK 49 
BDK H15  H15  H 0 1 N N N -8.530  14.824 38.845 0.228  -0.154 8.050  H15  BDK 50 
BDK H16  H16  H 0 1 N N N -7.397  16.369 37.186 2.214  -0.825 6.553  H16  BDK 51 
BDK H181 1H18 H 0 0 N N N -6.742  22.249 32.541 -0.486 0.497  -3.236 H181 BDK 52 
BDK H182 2H18 H 0 0 N N N -5.092  22.531 32.724 0.518  1.169  -4.542 H182 BDK 53 
BDK H191 1H19 H 0 0 N N N -7.131  24.891 32.687 0.581  -1.053 -5.639 H191 BDK 54 
BDK H192 2H19 H 0 0 N N N -5.440  25.081 32.673 -0.424 -1.725 -4.333 H192 BDK 55 
BDK H201 1H20 H 0 0 N N N -4.111  24.628 30.744 -0.979 -1.771 -7.117 H201 BDK 56 
BDK H202 2H20 H 0 0 N N N -5.013  26.057 30.739 -2.144 -2.321 -5.889 H202 BDK 57 
BDK H211 1H21 H 0 0 N N N -4.169  25.474 28.394 -3.315 -1.837 -7.997 H211 BDK 58 
BDK H212 2H21 H 0 0 N N N -4.953  23.973 28.417 -3.797 -0.661 -6.752 H212 BDK 59 
BDK H221 1H22 H 0 0 N N N -7.473  23.902 28.424 -1.889 2.005  -7.973 H221 BDK 60 
BDK H222 2H22 H 0 0 N N N -8.345  25.358 28.408 -3.026 1.414  -6.739 H222 BDK 61 
BDK H231 1H23 H 0 0 N N N -7.550  25.971 30.755 -0.694 1.584  -5.865 H231 BDK 62 
BDK H232 2H23 H 0 0 N N N -8.353  24.485 30.748 -0.165 0.421  -7.104 H232 BDK 63 
BDK HN1  HN1  H 0 1 N N N -9.693  22.415 39.312 1.393  -1.646 1.335  HN1  BDK 64 
BDK HN41 1HN4 H 0 0 N N N -16.460 19.488 38.019 -6.166 1.238  1.843  HN41 BDK 65 
BDK HN42 2HN4 H 0 0 N N N -15.534 20.763 37.484 -5.388 0.379  0.626  HN42 BDK 66 
BDK HN5  HN5  H 0 1 N N N -5.544  23.519 35.087 1.858  -1.062 -3.447 HN5  BDK 67 
# 
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 
BDK C1  C2   SING N N 1  
BDK C1  C17  SING N N 2  
BDK C1  F1   SING N N 3  
BDK C1  F2   SING N N 4  
BDK C2  C3   SING N N 5  
BDK C2  O1   DOUB N N 6  
BDK C3  C4   SING N N 7  
BDK C3  N1   SING N N 8  
BDK C3  H3   SING N N 9  
BDK C4  C5   SING N N 10 
BDK C4  C6   SING N N 11 
BDK C4  H4   SING N N 12 
BDK C5  H51  SING N N 13 
BDK C5  H52  SING N N 14 
BDK C5  H53  SING N N 15 
BDK C6  H61  SING N N 16 
BDK C6  H62  SING N N 17 
BDK C6  H63  SING N N 18 
BDK C7  C8   SING N N 19 
BDK C7  N1   SING N N 20 
BDK C7  O2   DOUB N N 21 
BDK C8  N2   SING N N 22 
BDK C8  H81  SING N N 23 
BDK C8  H82  SING N N 24 
BDK C9  C10  SING Y N 25 
BDK C9  N2   SING Y N 26 
BDK C9  O3   DOUB N N 27 
BDK C10 C11  DOUB Y N 28 
BDK C10 N4   SING N N 29 
BDK C11 N3   SING Y N 30 
BDK C11 H11  SING N N 31 
BDK C12 C13  SING N N 32 
BDK C12 N2   SING Y N 33 
BDK C12 N3   DOUB Y N 34 
BDK C13 C14  DOUB Y N 35 
BDK C13 S1   SING Y N 36 
BDK C14 C15  SING Y N 37 
BDK C14 H14  SING N N 38 
BDK C15 C16  DOUB Y N 39 
BDK C15 H15  SING N N 40 
BDK C16 S1   SING Y N 41 
BDK C16 H16  SING N N 42 
BDK C17 N5   SING N N 43 
BDK C17 O4   DOUB N N 44 
BDK C18 C19  SING N N 45 
BDK C18 N5   SING N N 46 
BDK C18 H181 SING N N 47 
BDK C18 H182 SING N N 48 
BDK C19 N6   SING N N 49 
BDK C19 H191 SING N N 50 
BDK C19 H192 SING N N 51 
BDK C20 C21  SING N N 52 
BDK C20 N6   SING N N 53 
BDK C20 H201 SING N N 54 
BDK C20 H202 SING N N 55 
BDK C21 O5   SING N N 56 
BDK C21 H211 SING N N 57 
BDK C21 H212 SING N N 58 
BDK C22 C23  SING N N 59 
BDK C22 O5   SING N N 60 
BDK C22 H221 SING N N 61 
BDK C22 H222 SING N N 62 
BDK C23 N6   SING N N 63 
BDK C23 H231 SING N N 64 
BDK C23 H232 SING N N 65 
BDK N1  HN1  SING N N 66 
BDK N4  HN41 SING N N 67 
BDK N4  HN42 SING N N 68 
BDK N5  HN5  SING N N 69 
# 
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 
BDK SMILES           ACDLabs              10.04 O=C(NCCN1CCOCC1)C(F)(F)C(=O)C(NC(=O)CN2C(=NC=C(N)C2=O)c3sccc3)C(C)C 
BDK InChI            InChI                1.02b 
InChI=1/C23H30F2N6O5S/c1-14(2)18(19(33)23(24,25)22(35)27-5-6-30-7-9-36-10-8-30)29-17(32)13-31-20(16-4-3-11-37-16)28-12-15(26)21(31)34/h3-4,11-12,14,18H,5-10,13,26H2,1-2H3,(H,27,35)(H,29,32)/t18-/m0/s1/f/h27,29H 
BDK InChIKey         InChI                1.02b SZYHELVLDPKTOS-ARWXRNRXDW 
BDK SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](NC(=O)CN1C(=O)C(=CN=C1c2sccc2)N)C(=O)C(F)(F)C(=O)NCCN3CCOCC3 
BDK SMILES           CACTVS               3.341 CC(C)[CH](NC(=O)CN1C(=O)C(=CN=C1c2sccc2)N)C(=O)C(F)(F)C(=O)NCCN3CCOCC3 
BDK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H](C(=O)C(C(=O)NCCN1CCOCC1)(F)F)NC(=O)CN2C(=NC=C(C2=O)N)c3cccs3 
BDK SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C(=O)C(C(=O)NCCN1CCOCC1)(F)F)NC(=O)CN2C(=NC=C(C2=O)N)c3cccs3 
# 
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 
BDK "SYSTEMATIC NAME" ACDLabs              10.04 (4S)-4-{[(5-amino-6-oxo-2-thiophen-2-ylpyrimidin-1(6H)-yl)acetyl]amino}-2,2-difluoro-5-methyl-N-(2-morpholin-4-ylethyl)-3-oxohexanamide 
BDK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4S)-4-[2-(5-amino-6-oxo-2-thiophen-2-yl-pyrimidin-1-yl)ethanoylamino]-2,2-difluoro-5-methyl-N-(2-morpholin-4-ylethyl)-3-oxo-hexanamide 
# 
