data_BF5
# 
_chem_comp.id                                    BF5 
_chem_comp.name                                  "(3S)-10-(4-AMINOPIPERAZIN-1-YL)-9-FLUORO-7-HYDROXY-3-METHYL-2,3-DIHYDRO-8H-[1,4]OXAZINO[2,3,4-IJ]QUINOLINE-6-CARBOXYLATE" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN
_chem_comp.formula                               "C17 H19 F N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-06-08 
_chem_comp.pdbx_modified_date                    2010-06-09 
_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                        362.356 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BF5 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        2XH1 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
#  
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 
BF5 C1   C1   C 0  1 N N N 23.103 57.969 17.600 -1.031 -1.591 0.062  C1   BF5 1  
BF5 F1   F1   F 0  1 N N N 22.561 59.179 17.665 -2.039 -2.490 0.032  F1   BF5 2  
BF5 N1   N1   N 0  1 N N N 21.720 57.229 15.663 -2.681 0.084  0.300  N1   BF5 3  
BF5 O1   O1   O 0  1 N N N 23.091 54.755 15.859 -0.655 2.036  0.382  O1   BF5 4  
BF5 C2   C2   C 0  1 N N N 22.731 57.011 16.657 -1.336 -0.298 0.196  C2   BF5 5  
BF5 N2   N2   N 0  1 N N N 25.032 54.265 17.798 2.003  1.369  0.154  N2   BF5 6  
BF5 O2   O2   O 0  1 N N N 26.080 57.174 20.505 3.079  -2.616 -0.208 O2   BF5 7  
BF5 C3   C3   C 0  1 N N N 23.384 55.770 16.736 -0.294 0.727  0.236  C3   BF5 8  
BF5 N3   N3   N 0  1 N N N 18.977 57.969 15.086 -5.436 0.060  -0.121 N3   BF5 9  
BF5 O3   O3   O 0  1 N N N 28.224 53.669 20.476 5.986  0.298  0.011  O3   BF5 10 
BF5 C4   C4   C 0  1 N N N 24.075 57.729 18.568 0.373  -2.089 -0.050 C4   BF5 11 
BF5 N4   N4   N 0  1 N N N 17.930 58.146 14.152 -6.736 -0.345 -0.629 N4   BF5 12 
BF5 O4   O4   O -1 1 N N N 27.581 55.293 21.784 5.495  -1.736 -0.337 O4   BF5 13 
BF5 C5   C5   C 0  1 N N N 24.176 53.862 15.542 0.299  2.885  1.031  C5   BF5 14 
BF5 C6   C6   C 0  1 N N S 24.660 53.213 16.834 1.624  2.783  0.269  C6   BF5 15 
BF5 C7   C7   C 0  1 N N N 23.534 52.369 17.438 1.458  3.383  -1.129 C7   BF5 16 
BF5 C8   C8   C 0  1 N N N 24.715 56.517 18.630 1.387  -0.984 -0.002 C8   BF5 17 
BF5 C9   C9   C 0  1 N N N 24.376 55.523 17.716 1.022  0.378  0.128  C9   BF5 18 
BF5 C10  C10  C 0  1 N N N 25.982 54.011 18.734 3.315  1.058  0.075  C10  BF5 19 
BF5 C11  C11  C 0  1 N N N 26.399 54.934 19.698 3.721  -0.252 -0.041 C11  BF5 20 
BF5 C12  C12  C 0  1 N N N 25.759 56.270 19.680 2.706  -1.317 -0.086 C12  BF5 21 
BF5 C13  C13  C 0  1 N N N 20.602 56.269 15.904 -3.549 -0.486 1.342  C13  BF5 22 
BF5 C14  C14  C 0  1 N N N 19.307 56.526 15.141 -4.826 -1.012 0.678  C14  BF5 23 
BF5 C15  C15  C 0  1 N N N 20.120 58.767 14.607 -4.548 0.486  -1.216 C15  BF5 24 
BF5 C16  C16  C 0  1 N N N 21.286 58.637 15.572 -3.260 1.070  -0.625 C16  BF5 25 
BF5 C17  C17  C 0  1 N N N 27.464 54.614 20.717 5.145  -0.581 -0.127 C17  BF5 26 
BF5 HO2  HO2  H 0  1 N N N 26.665 56.812 21.160 4.036  -2.756 -0.171 HO2  BF5 27 
BF5 H4   H4   H 0  1 N N N 24.863 58.478 18.397 0.567  -2.780 0.770  H4   BF5 28 
BF5 H4A  H4A  H 0  1 N N N 23.572 57.854 19.538 0.481  -2.625 -0.992 H4A  BF5 29 
BF5 HN4  HN4  H 0  1 N N N 17.691 59.115 14.099 -7.155 0.391  -1.178 HN4  BF5 30 
BF5 HN4A HN4A H 0  0 N N N 18.228 57.827 13.253 -6.666 -1.199 -1.163 HN4A BF5 31 
BF5 H5   H5   H 0  1 N N N 23.829 53.087 14.843 -0.056 3.916  1.016  H5   BF5 32 
BF5 H5A  H5A  H 0  1 N N N 24.998 54.425 15.077 0.441  2.559  2.061  H5A  BF5 33 
BF5 H6   H6   H 0  1 N N N 25.529 52.575 16.616 2.399  3.326  0.810  H6   BF5 34 
BF5 H7   H7   H 0  1 N N N 23.246 51.579 16.729 0.680  2.841  -1.667 H7   BF5 35 
BF5 H7A  H7A  H 0  1 N N N 23.882 51.911 18.375 1.176  4.432  -1.042 H7A  BF5 36 
BF5 H7B  H7B  H 0  1 N N N 22.665 53.011 17.644 2.399  3.303  -1.673 H7B  BF5 37 
BF5 H10  H10  H 0  1 N N N 26.445 53.035 18.734 4.053  1.846  0.109  H10  BF5 38 
BF5 H13  H13  H 0  1 N N N 20.961 55.272 15.609 -3.032 -1.305 1.842  H13  BF5 39 
BF5 H13A H13A H 0  0 N N N 20.361 56.313 16.976 -3.805 0.286  2.068  H13A BF5 40 
BF5 H14  H14  H 0  1 N N N 18.488 55.996 15.649 -5.528 -1.337 1.446  H14  BF5 41 
BF5 H14A H14A H 0  0 N N N 19.423 56.152 14.113 -4.579 -1.853 0.031  H14A BF5 42 
BF5 H15  H15  H 0  1 N N N 20.427 58.403 13.615 -4.303 -0.373 -1.841 H15  BF5 43 
BF5 H15A H15A H 0  0 N N N 19.822 59.824 14.538 -5.050 1.243  -1.818 H15A BF5 44 
BF5 H16  H16  H 0  1 N N N 20.972 58.984 16.568 -3.489 1.989  -0.085 H16  BF5 45 
BF5 H16A H16A H 0  0 N N N 22.124 59.251 15.212 -2.552 1.279  -1.427 H16A BF5 46 
# 
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 
BF5 C1  F1   SING N N 1  
BF5 C1  C2   DOUB N N 2  
BF5 C1  C4   SING N N 3  
BF5 N1  C2   SING N N 4  
BF5 N1  C13  SING N N 5  
BF5 N1  C16  SING N N 6  
BF5 O1  C3   SING N N 7  
BF5 O1  C5   SING N N 8  
BF5 C2  C3   SING N N 9  
BF5 N2  C6   SING N N 10 
BF5 N2  C9   SING N N 11 
BF5 N2  C10  SING N N 12 
BF5 O2  C12  SING N N 13 
BF5 C3  C9   DOUB N N 14 
BF5 N3  N4   SING N N 15 
BF5 N3  C14  SING N N 16 
BF5 N3  C15  SING N N 17 
BF5 O3  C17  DOUB N N 18 
BF5 C4  C8   SING N N 19 
BF5 O4  C17  SING N N 20 
BF5 C5  C6   SING N N 21 
BF5 C6  C7   SING N N 22 
BF5 C8  C9   SING N N 23 
BF5 C8  C12  DOUB N N 24 
BF5 C10 C11  DOUB N N 25 
BF5 C11 C12  SING N N 26 
BF5 C11 C17  SING N N 27 
BF5 C13 C14  SING N N 28 
BF5 C15 C16  SING N N 29 
BF5 O2  HO2  SING N N 30 
BF5 C4  H4   SING N N 31 
BF5 C4  H4A  SING N N 32 
BF5 N4  HN4  SING N N 33 
BF5 N4  HN4A SING N N 34 
BF5 C5  H5   SING N N 35 
BF5 C5  H5A  SING N N 36 
BF5 C6  H6   SING N N 37 
BF5 C7  H7   SING N N 38 
BF5 C7  H7A  SING N N 39 
BF5 C7  H7B  SING N N 40 
BF5 C10 H10  SING N N 41 
BF5 C13 H13  SING N N 42 
BF5 C13 H13A SING N N 43 
BF5 C14 H14  SING N N 44 
BF5 C14 H14A SING N N 45 
BF5 C15 H15  SING N N 46 
BF5 C15 H15A SING N N 47 
BF5 C16 H16  SING N N 48 
BF5 C16 H16A SING N N 49 
# 
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 
BF5 SMILES           ACDLabs              12.01 "[O-]C(=O)C=1C(O)=C4C=2N(C=1)C(COC=2C(N3CCN(N)CC3)=C(F)C4)C"                                                                                            
BF5 InChI            InChI                1.02  "InChI=1S/C17H21FN4O4/c1-9-8-26-16-13-10(15(23)11(17(24)25)7-22(9)13)6-12(18)14(16)20-2-4-21(19)5-3-20/h7,9,23H,2-6,8,19H2,1H3,(H,24,25)/p-1/t9-/m0/s1" 
BF5 InChIKey         InChI                1.02  XSSSNYCVNIDBIB-VIFPVBQESA-M                                                                                                                             
BF5 SMILES_CANONICAL CACTVS               3.370 "C[C@H]1COC2=C3N1C=C(C([O-])=O)C(=C3CC(=C2N4CCN(N)CC4)F)O"                                                                                              
BF5 SMILES           CACTVS               3.370 "C[CH]1COC2=C3N1C=C(C([O-])=O)C(=C3CC(=C2N4CCN(N)CC4)F)O"                                                                                               
BF5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@H]1COC2=C3N1C=C(C(=C3CC(=C2N4CCN(CC4)N)F)O)C(=O)[O-]"                                                                                              
BF5 SMILES           "OpenEye OEToolkits" 1.7.0 "CC1COC2=C3N1C=C(C(=C3CC(=C2N4CCN(CC4)N)F)O)C(=O)[O-]"                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           BF5 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   12.01 
_pdbx_chem_comp_identifier.identifier        "(3S)-10-(4-aminopiperazin-1-yl)-9-fluoro-7-hydroxy-3-methyl-2,3-dihydro-8H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylate" 
# 
