data_PH9
# 
_chem_comp.id                                    PH9 
_chem_comp.name                                  "(2Z)-2-[(1-ADAMANTYLCARBONYL)AMINO]-3-[4-(2-BROMOPHENOXY)PHENYL]PROP-2-ENOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H28 Br N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-18 
_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                        498.409 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PH9 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1Z4U 
_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 
PH9 CB2  CB2  C  0 1 Y N N -10.832 55.782 47.671 0.143  2.229  -0.156 CB2  PH9 1  
PH9 CB3  CB3  C  0 1 Y N N -11.886 56.138 46.773 -0.738 2.500  0.875  CB3  PH9 2  
PH9 CB4  CB4  C  0 1 Y N N -13.120 56.664 47.265 -1.833 1.684  1.082  CB4  PH9 3  
PH9 CB6  CB6  C  0 1 Y N N -13.302 56.846 48.660 -2.050 0.592  0.254  CB6  PH9 4  
PH9 CB5  CB5  C  0 1 Y N N -12.221 56.489 49.526 -1.165 0.322  -0.780 CB5  PH9 5  
PH9 CB1  CB1  C  0 1 Y N N -11.033 55.975 49.031 -0.074 1.144  -0.986 CB1  PH9 6  
PH9 C2   C2   C  0 1 N N R -8.416  54.797 47.806 2.524  2.597  0.431  C2   PH9 7  
PH9 C1   C1   C  0 1 N N N -9.539  55.242 47.187 1.336  3.121  -0.379 C1   PH9 8  
PH9 N    N    N  0 1 N N N -8.193  54.708 49.205 2.921  1.282  -0.080 N    PH9 9  
PH9 C    C    C  0 1 N N N -7.901  55.751 50.028 3.562  0.412  0.726  C    PH9 10 
PH9 CO2  CO2  C  0 1 N N N -7.279  54.312 46.952 3.680  3.555  0.305  CO2  PH9 11 
PH9 O    O    O  0 1 N N N -7.786  56.939 49.667 3.810  0.717  1.873  O    PH9 12 
PH9 OC1  OC1  O  0 1 N N N -7.381  54.529 45.720 4.728  3.178  -0.163 OC1  PH9 13 
PH9 OC2  OC2  O  0 1 N N N -6.308  53.714 47.470 3.545  4.826  0.713  OC2  PH9 14 
PH9 OAB  OAB  O  0 1 N N N -14.488 57.369 49.148 -3.127 -0.212 0.455  OAB  PH9 15 
PH9 CA1  CA1  C  0 1 Y N N -14.736 57.627 50.494 -4.148 0.310  -0.275 CA1  PH9 16 
PH9 CA2  CA2  C  0 1 Y N N -14.625 58.982 50.966 -5.399 -0.290 -0.247 CA2  PH9 17 
PH9 CA3  CA3  C  0 1 Y N N -14.873 59.279 52.357 -6.437 0.246  -0.986 CA3  PH9 18 
PH9 CA4  CA4  C  0 1 Y N N -15.218 58.227 53.274 -6.226 1.371  -1.761 CA4  PH9 19 
PH9 CA5  CA5  C  0 1 Y N N -15.329 56.876 52.817 -4.979 1.967  -1.794 CA5  PH9 20 
PH9 CA6  CA6  C  0 1 Y N N -15.085 56.585 51.441 -3.939 1.439  -1.053 CA6  PH9 21 
PH9 BRA2 BRA2 BR 0 0 N N N -14.161 60.349 49.707 -5.688 -1.829 0.813  BRA2 PH9 22 
PH9 CC4  CC4  C  0 1 N N N -8.585  55.474 54.396 3.847  -3.865 0.317  CC4  PH9 23 
PH9 CC3  CC3  C  0 1 N N N -7.241  56.123 53.918 3.142  -3.079 -0.791 CC3  PH9 24 
PH9 CC5  CC5  C  0 1 N N N -8.901  54.206 53.519 5.090  -3.099 0.775  CC5  PH9 25 
PH9 CC2  CC2  C  0 1 N N N -7.402  56.561 52.429 4.675  -1.726 1.308  CC2  PH9 26 
PH9 CC6  CC6  C  0 1 N N N -9.048  54.657 52.030 2.728  -1.706 -0.257 CC6  PH9 27 
PH9 CC1  CC1  C  0 1 N N N -7.730  55.333 51.500 3.970  -0.940 0.200  CC1  PH9 28 
PH9 C10  C10  C  0 1 N N N -7.722  53.164 53.625 6.043  -2.919 -0.409 C10  PH9 29 
PH9 CC8  CC8  C  0 1 N N N -6.392  53.824 53.141 5.338  -2.134 -1.516 CC8  PH9 30 
PH9 CC9  CC9  C  0 1 N N N -6.080  55.076 54.027 4.095  -2.900 -1.974 CC9  PH9 31 
PH9 CC7  CC7  C  0 1 N N N -6.571  54.277 51.657 4.923  -0.761 -0.983 CC7  PH9 32 
PH9 HB3  HB3  H  0 1 N N N -11.745 56.005 45.687 -0.569 3.350  1.520  HB3  PH9 33 
PH9 HB4  HB4  H  0 1 N N N -13.932 56.929 46.567 -2.521 1.896  1.888  HB4  PH9 34 
PH9 HB5  HB5  H  0 1 N N N -12.306 56.615 50.618 -1.331 -0.527 -1.426 HB5  PH9 35 
PH9 HB1  HB1  H  0 1 N N N -10.227 55.712 49.737 0.616  0.935  -1.790 HB1  PH9 36 
PH9 H2   H2   H  0 1 N N N -9.285  55.376 48.196 2.238  2.508  1.479  H2   PH9 37 
PH9 H11  1H1  H  0 1 N N N -9.834  54.392 46.528 1.097  4.135  -0.059 H11  PH9 38 
PH9 H12  2H1  H  0 1 N N N -9.165  56.028 46.490 1.593  3.126  -1.439 H12  PH9 39 
PH9 HN   HN   H  0 1 N N N -8.248  53.800 49.666 2.723  1.038  -0.997 HN   PH9 40 
PH9 HC1  HC1  H  0 1 N N N -6.662  54.222 45.180 ?      ?      ?      HC1  PH9 41 
PH9 HA3  HA3  H  0 1 N N N -14.798 60.317 52.721 -7.413 -0.216 -0.961 HA3  PH9 42 
PH9 HA4  HA4  H  0 1 N N N -15.399 58.458 54.337 -7.037 1.786  -2.341 HA4  PH9 43 
PH9 HA5  HA5  H  0 1 N N N -15.599 56.068 53.517 -4.817 2.846  -2.401 HA5  PH9 44 
PH9 HA6  HA6  H  0 1 N N N -15.167 55.538 51.104 -2.966 1.905  -1.079 HA6  PH9 45 
PH9 HC41 1HC4 H  0 0 N N N -8.574  55.239 55.486 4.142  -4.843 -0.063 HC41 PH9 46 
PH9 HC42 2HC4 H  0 0 N N N -9.427  56.204 54.397 3.168  -3.993 1.160  HC42 PH9 47 
PH9 HC3  HC3  H  0 1 N N N -6.781  57.125 54.081 2.257  -3.625 -1.117 HC3  PH9 48 
PH9 HC5  HC5  H  0 1 N N N -9.828  53.610 53.352 5.592  -3.659 1.564  HC5  PH9 49 
PH9 HC21 1HC2 H  0 0 N N N -7.585  57.659 52.379 5.560  -1.180 1.634  HC21 PH9 50 
PH9 HC22 2HC2 H  0 0 N N N -6.474  57.108 52.716 3.996  -1.854 2.151  HC22 PH9 51 
PH9 HC61 1HC6 H  0 0 N N N -9.481  53.630 51.988 2.049  -1.834 0.586  HC61 PH9 52 
PH9 HC62 2HC6 H  0 0 N N N -10.129 54.717 51.763 2.226  -1.146 -1.046 HC62 PH9 53 
PH9 H101 1H10 H  0 0 N N N -7.629  52.736 54.650 6.928  -2.374 -0.083 H101 PH9 54 
PH9 H102 2H10 H  0 0 N N N -7.945  52.219 53.076 6.338  -3.897 -0.789 H102 PH9 55 
PH9 HC8  HC8  H  0 1 N N N -5.553  53.094 53.222 6.017  -2.006 -2.360 HC8  PH9 56 
PH9 HC91 1HC9 H  0 0 N N N -5.090  55.525 53.778 3.594  -2.340 -2.763 HC91 PH9 57 
PH9 HC92 2HC9 H  0 0 N N N -5.871  54.794 55.085 4.391  -3.878 -2.354 HC92 PH9 58 
PH9 HC71 1HC7 H  0 0 N N N -6.725  53.402 50.982 4.421  -0.201 -1.772 HC71 PH9 59 
PH9 HC72 2HC7 H  0 0 N N N -5.613  54.659 51.232 5.809  -0.215 -0.657 HC72 PH9 60 
# 
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 
PH9 CB2 CB3  DOUB Y N 1  
PH9 CB2 CB1  SING Y N 2  
PH9 CB2 C1   SING N N 3  
PH9 CB3 CB4  SING Y N 4  
PH9 CB3 HB3  SING N N 5  
PH9 CB4 CB6  DOUB Y N 6  
PH9 CB4 HB4  SING N N 7  
PH9 CB6 CB5  SING Y N 8  
PH9 CB6 OAB  SING N N 9  
PH9 CB5 CB1  DOUB Y N 10 
PH9 CB5 HB5  SING N N 11 
PH9 CB1 HB1  SING N N 12 
PH9 C2  C1   SING N N 13 
PH9 C2  N    SING N N 14 
PH9 C2  CO2  SING N N 15 
PH9 C2  H2   SING N N 16 
PH9 C1  H11  SING N N 17 
PH9 C1  H12  SING N N 18 
PH9 N   C    SING N N 19 
PH9 N   HN   SING N N 20 
PH9 C   O    DOUB N N 21 
PH9 C   CC1  SING N N 22 
PH9 CO2 OC1  SING N N 23 
PH9 CO2 OC2  DOUB N N 24 
PH9 OC1 HC1  SING N N 25 
PH9 OAB CA1  SING N N 26 
PH9 CA1 CA2  DOUB Y N 27 
PH9 CA1 CA6  SING Y N 28 
PH9 CA2 CA3  SING Y N 29 
PH9 CA2 BRA2 SING N N 30 
PH9 CA3 CA4  DOUB Y N 31 
PH9 CA3 HA3  SING N N 32 
PH9 CA4 CA5  SING Y N 33 
PH9 CA4 HA4  SING N N 34 
PH9 CA5 CA6  DOUB Y N 35 
PH9 CA5 HA5  SING N N 36 
PH9 CA6 HA6  SING N N 37 
PH9 CC4 CC3  SING N N 38 
PH9 CC4 CC5  SING N N 39 
PH9 CC4 HC41 SING N N 40 
PH9 CC4 HC42 SING N N 41 
PH9 CC3 CC6  SING N N 42 
PH9 CC3 CC9  SING N N 43 
PH9 CC3 HC3  SING N N 44 
PH9 CC5 CC2  SING N N 45 
PH9 CC5 C10  SING N N 46 
PH9 CC5 HC5  SING N N 47 
PH9 CC2 CC1  SING N N 48 
PH9 CC2 HC21 SING N N 49 
PH9 CC2 HC22 SING N N 50 
PH9 CC6 CC1  SING N N 51 
PH9 CC6 HC61 SING N N 52 
PH9 CC6 HC62 SING N N 53 
PH9 CC1 CC7  SING N N 54 
PH9 C10 CC8  SING N N 55 
PH9 C10 H101 SING N N 56 
PH9 C10 H102 SING N N 57 
PH9 CC8 CC9  SING N N 58 
PH9 CC8 CC7  SING N N 59 
PH9 CC8 HC8  SING N N 60 
PH9 CC9 HC91 SING N N 61 
PH9 CC9 HC92 SING N N 62 
PH9 CC7 HC71 SING N N 63 
PH9 CC7 HC72 SING N N 64 
# 
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 
PH9 SMILES           ACDLabs              10.04 Brc5ccccc5Oc1ccc(cc1)CC(C(=O)O)NC(=O)C24CC3CC(CC(C2)C3)C4                                                                                                                                          
PH9 InChI            InChI                1.02b InChI=1/C26H28BrNO4/c27-21-3-1-2-4-23(21)32-20-7-5-16(6-8-20)12-22(24(29)30)28-25(31)26-13-17-9-18(14-26)11-19(10-17)15-26/h1-8,17-19,22H,9-15H2,(H,28,31)(H,29,30)/t17-,18+,19-,22?,26+/f/h28-29H 
PH9 InChIKey         InChI                1.02b SJHUUZUNPUEALW-ZUBBXOEIDO                                                                                                                                                                          
PH9 SMILES_CANONICAL CACTVS               3.341 OC(=O)[C@@H](Cc1ccc(Oc2ccccc2Br)cc1)NC(=O)C34CC5CC(CC(C5)C3)C4                                                                                                                                     
PH9 SMILES           CACTVS               3.341 OC(=O)[CH](Cc1ccc(Oc2ccccc2Br)cc1)NC(=O)C34CC5CC(CC(C5)C3)C4                                                                                                                                       
PH9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)Oc2ccc(cc2)CC(C(=O)O)NC(=O)C34CC5CC(C3)CC(C5)C4)Br                                                                                                                                      
PH9 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)Oc2ccc(cc2)CC(C(=O)O)NC(=O)C34CC5CC(C3)CC(C5)C4)Br                                                                                                                                      
# 
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 
PH9 "SYSTEMATIC NAME" ACDLabs              10.04 O-(2-bromophenyl)-N-[(3S,5S,7S)-tricyclo[3.3.1.1~3,7~]dec-1-ylcarbonyl]-D-tyrosine 
PH9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(1-adamantylcarbonylamino)-3-[4-(2-bromophenoxy)phenyl]propanoic acid"          
# 
