data_FIP
# 
_chem_comp.id                                    FIP 
_chem_comp.name                                  "5-FLUOROINDOLE PROPANOL PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H13 F N O4 P" 
_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                        273.197 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FIP 
_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        1A5S 
_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 
FIP C3   C3   C 0 1 Y N N 49.877 27.454 15.037 -1.261 0.450  -1.593 C3   FIP 1  
FIP C9   C9   C 0 1 Y N N 50.438 26.134 15.001 -0.313 0.216  -2.685 C9   FIP 2  
FIP C8   C8   C 0 1 Y N N 51.828 26.268 15.182 -1.073 -0.276 -3.761 C8   FIP 3  
FIP C4   C4   C 0 1 Y N N 49.897 24.851 14.839 1.068  0.368  -2.818 C4   FIP 4  
FIP C2   C2   C 0 1 Y N N 50.923 28.309 15.216 -2.477 0.111  -2.050 C2   FIP 5  
FIP N1   N1   N 0 1 Y N N 52.099 27.604 15.315 -2.385 -0.325 -3.343 N1   FIP 6  
FIP C7   C7   C 0 1 Y N N 52.687 25.171 15.200 -0.438 -0.598 -4.956 C7   FIP 7  
FIP C5   C5   C 0 1 Y N N 50.753 23.761 14.873 1.677  0.043  -4.011 C5   FIP 8  
FIP C6   C6   C 0 1 Y N N 52.132 23.932 15.051 0.924  -0.438 -5.075 C6   FIP 9  
FIP F    F    F 0 1 N N N 50.253 22.538 14.745 3.013  0.193  -4.146 F    FIP 10 
FIP C3P  C3P  C 0 1 N N N 48.437 27.819 14.888 -0.935 0.977  -0.219 C3P  FIP 11 
FIP C2P  C2P  C 0 1 N N N 47.995 27.685 13.448 -0.624 -0.193 0.715  C2P  FIP 12 
FIP C1P  C1P  C 0 1 N N N 48.677 28.727 12.574 -0.292 0.342  2.109  C1P  FIP 13 
FIP P    P    P 0 1 N N N 48.689 29.579 10.041 0.335  -0.118 4.424  P    FIP 14 
FIP OP1  OP1  O 0 1 N N N 49.905 30.296 10.502 1.503  0.783  4.305  OP1  FIP 15 
FIP OP2  OP2  O 0 1 N N N 47.507 30.481 9.923  0.673  -1.300 5.463  OP2  FIP 16 
FIP OP3  OP3  O 0 1 N N N 48.840 28.561 8.953  -0.935 0.716  4.955  OP3  FIP 17 
FIP OP4  OP4  O 0 1 N N N 48.278 28.536 11.234 -0.002 -0.751 2.982  OP4  FIP 18 
FIP H4   H4   H 0 1 N N N 48.814 24.701 14.687 1.655  0.743  -1.993 H4   FIP 19 
FIP H2   H2   H 0 1 N N N 50.831 29.406 15.272 -3.393 0.173  -1.480 H2   FIP 20 
FIP HN1  HN1  H 0 1 N N N 53.024 28.007 15.463 -3.132 -0.624 -3.885 HN1  FIP 21 
FIP H7   H7   H 0 1 N N N 53.777 25.280 15.328 -1.013 -0.974 -5.789 H7   FIP 22 
FIP H6   H6   H 0 1 N N N 52.805 23.058 15.074 1.413  -0.689 -6.005 H6   FIP 23 
FIP H3P1 1H3P H 0 0 N N N 47.788 27.227 15.575 -1.787 1.535  0.167  H3P1 FIP 24 
FIP H3P2 2H3P H 0 0 N N N 48.225 28.836 15.291 -0.067 1.634  -0.279 H3P2 FIP 25 
FIP H2P1 1H2P H 0 0 N N N 48.157 26.652 13.061 0.227  -0.751 0.328  H2P1 FIP 26 
FIP H2P2 2H2P H 0 0 N N N 46.885 27.728 13.351 -1.492 -0.850 0.775  H2P2 FIP 27 
FIP H1P1 1H1P H 0 0 N N N 48.488 29.767 12.928 -1.145 0.900  2.496  H1P1 FIP 28 
FIP H1P2 2H1P H 0 0 N N N 49.785 28.719 12.691 0.574  0.999  2.049  H1P2 FIP 29 
FIP HO2  HO2  H 0 1 N N N 46.729 30.022 9.628  0.869  -0.879 6.311  HO2  FIP 30 
FIP HO3  HO3  H 0 1 N N N 48.062 28.102 8.658  -1.672 0.093  5.018  HO3  FIP 31 
# 
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 
FIP C3  C9   SING Y N 1  
FIP C3  C2   DOUB Y N 2  
FIP C3  C3P  SING N N 3  
FIP C9  C8   DOUB Y N 4  
FIP C9  C4   SING Y N 5  
FIP C8  N1   SING Y N 6  
FIP C8  C7   SING Y N 7  
FIP C4  C5   DOUB Y N 8  
FIP C4  H4   SING N N 9  
FIP C2  N1   SING Y N 10 
FIP C2  H2   SING N N 11 
FIP N1  HN1  SING N N 12 
FIP C7  C6   DOUB Y N 13 
FIP C7  H7   SING N N 14 
FIP C5  C6   SING Y N 15 
FIP C5  F    SING N N 16 
FIP C6  H6   SING N N 17 
FIP C3P C2P  SING N N 18 
FIP C3P H3P1 SING N N 19 
FIP C3P H3P2 SING N N 20 
FIP C2P C1P  SING N N 21 
FIP C2P H2P1 SING N N 22 
FIP C2P H2P2 SING N N 23 
FIP C1P OP4  SING N N 24 
FIP C1P H1P1 SING N N 25 
FIP C1P H1P2 SING N N 26 
FIP P   OP1  DOUB N N 27 
FIP P   OP2  SING N N 28 
FIP P   OP3  SING N N 29 
FIP P   OP4  SING N N 30 
FIP OP2 HO2  SING N N 31 
FIP OP3 HO3  SING N N 32 
# 
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 
FIP SMILES           ACDLabs              10.04 Fc1cc2c(cc1)ncc2CCCOP(=O)(O)O                                                                                       
FIP InChI            InChI                1.02b InChI=1/C11H13FNO4P/c12-9-3-4-11-10(6-9)8(7-13-11)2-1-5-17-18(14,15)16/h3-4,6-7,13H,1-2,5H2,(H2,14,15,16)/f/h14-15H 
FIP InChIKey         InChI                1.02b YVYGGBFCYXRNKM-VPQZEOPVCO                                                                                           
FIP SMILES_CANONICAL CACTVS               3.341 O[P](O)(=O)OCCCc1c[nH]c2ccc(F)cc12                                                                                  
FIP SMILES           CACTVS               3.341 O[P](O)(=O)OCCCc1c[nH]c2ccc(F)cc12                                                                                  
FIP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1F)c(c[nH]2)CCCOP(=O)(O)O                                                                                  
FIP SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1F)c(c[nH]2)CCCOP(=O)(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 
FIP "SYSTEMATIC NAME" ACDLabs              10.04 "3-(5-fluoro-1H-indol-3-yl)propyl dihydrogen phosphate" 
FIP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-(5-fluoro-1H-indol-3-yl)propyl dihydrogen phosphate" 
# 
