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 2011-06-04 _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 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" PH9 InChI InChI 1.03 "InChI=1S/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+" PH9 InChIKey InChI 1.03 SJHUUZUNPUEALW-ZDXWGTOVSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site PH9 "Create component" 2005-03-18 RCSB PH9 "Modify descriptor" 2011-06-04 RCSB #