data_65P
# 
_chem_comp.id                                    65P 
_chem_comp.name                                  "(2S)-tert-butoxy[1-(3,4-difluorobenzyl)-6-methyl-4-(5-methyl-3,4-dihydro-2H-chromen-6-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl]acetic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H32 F2 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-01-28 
_chem_comp.pdbx_modified_date                    2016-12-09 
_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                        534.594 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     65P 
_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   N 
_chem_comp.pdbx_model_coordinates_db_code        5HRN 
_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 
65P C13 C1  C 0 1 Y N N -50.291 -20.421 15.492 5.019  -0.925 0.497  C13 65P 1  
65P C15 C2  C 0 1 Y N N -50.957 -20.937 14.391 5.906  -1.144 -0.541 C15 65P 2  
65P C17 C3  C 0 1 Y N N -50.846 -20.287 13.188 6.694  -0.106 -1.008 C17 65P 3  
65P C21 C4  C 0 1 Y N N -49.428 -18.627 14.156 5.698  1.369  0.600  C21 65P 4  
65P C28 C5  C 0 1 Y N N -45.513 -15.234 15.467 -0.554 0.277  0.240  C28 65P 5  
65P C01 C6  C 0 1 N N N -49.032 -13.519 15.509 0.488  -3.328 0.650  C01 65P 6  
65P C05 C7  C 0 1 Y N N -47.915 -14.536 15.621 0.517  -1.822 0.679  C05 65P 7  
65P N06 N1  N 0 1 Y N N -48.290 -15.783 15.958 1.584  -1.210 1.149  N06 65P 8  
65P C07 C8  C 0 1 Y N N -47.346 -16.732 16.001 1.668  0.113  1.206  C07 65P 9  
65P N08 N2  N 0 1 Y N N -47.535 -18.064 16.284 2.646  0.975  1.641  N08 65P 10 
65P C09 C9  C 0 1 N N N -48.811 -18.712 16.603 3.941  0.568  2.192  C09 65P 11 
65P C12 C10 C 0 1 Y N N -49.517 -19.272 15.390 4.913  0.331  1.065  C12 65P 12 
65P F18 F1  F 0 1 N N N -51.478 -20.770 12.093 7.560  -0.319 -2.022 F18 65P 13 
65P C19 C11 C 0 1 Y N N -50.094 -19.149 13.076 6.591  1.152  -0.435 C19 65P 14 
65P F20 F2  F 0 1 N N N -50.009 -18.537 11.873 7.359  2.167  -0.889 F20 65P 15 
65P C23 C12 C 0 1 Y N N -46.293 -18.669 16.300 2.232  2.271  1.484  C23 65P 16 
65P C25 C13 C 0 1 Y N N -45.330 -17.779 15.975 1.007  2.295  0.935  C25 65P 17 
65P C27 C14 C 0 1 Y N N -46.001 -16.539 15.728 0.599  0.904  0.747  C27 65P 18 
65P C29 C15 C 0 1 Y N N -44.041 -15.063 15.266 -1.702 1.071  -0.255 C29 65P 19 
65P C30 C16 C 0 1 Y N N -43.272 -14.854 16.415 -1.763 1.455  -1.595 C30 65P 20 
65P C32 C17 C 0 1 Y N N -41.915 -14.606 16.304 -2.833 2.194  -2.047 C32 65P 21 
65P C34 C18 C 0 1 Y N N -41.330 -14.533 15.049 -3.855 2.562  -1.175 C34 65P 22 
65P O35 O1  O 0 1 N N N -39.978 -14.286 15.021 -4.888 3.297  -1.664 O35 65P 23 
65P C36 C19 C 0 1 N N N -39.466 -13.825 13.762 -6.089 3.357  -0.894 C36 65P 24 
65P C39 C20 C 0 1 N N N -39.878 -14.725 12.622 -5.718 3.706  0.553  C39 65P 25 
65P C42 C21 C 0 1 N N N -41.398 -14.752 12.514 -4.888 2.555  1.128  C42 65P 26 
65P C45 C22 C 0 1 Y N N -42.076 -14.757 13.874 -3.798 2.180  0.156  C45 65P 27 
65P C46 C23 C 0 1 Y N N -43.453 -15.023 13.979 -2.729 1.434  0.614  C46 65P 28 
65P C47 C24 C 0 1 N N N -44.275 -15.266 12.732 -2.670 1.017  2.062  C47 65P 29 
65P C51 C25 C 0 1 Y N N -46.539 -14.258 15.357 -0.579 -1.118 0.213  C51 65P 30 
65P C52 C26 C 0 1 N N S -46.090 -12.825 14.973 -1.785 -1.849 -0.318 C52 65P 31 
65P O54 O2  O 0 1 N N N -46.505 -11.850 15.968 -2.117 -2.923 0.564  O54 65P 32 
65P C55 C27 C 0 1 N N N -45.857 -11.549 17.243 -3.509 -3.243 0.593  C55 65P 33 
65P C56 C28 C 0 1 N N N -46.482 -10.250 17.702 -3.967 -3.652 -0.808 C56 65P 34 
65P C60 C29 C 0 1 N N N -44.365 -11.385 17.000 -3.747 -4.400 1.565  C60 65P 35 
65P C64 C30 C 0 1 N N N -46.130 -12.660 18.236 -4.304 -2.019 1.053  C64 65P 36 
65P C68 C31 C 0 1 N N N -46.561 -12.368 13.596 -1.477 -2.400 -1.686 C68 65P 37 
65P O69 O3  O 0 1 N N N -46.886 -13.342 12.791 -1.447 -3.595 -1.864 O69 65P 38 
65P O71 O4  O 0 1 N N N -46.638 -11.193 13.301 -1.236 -1.563 -2.708 O71 65P 39 
65P H1  H1  H 0 1 N N N -50.375 -20.921 16.446 4.405  -1.735 0.861  H1  65P 40 
65P H2  H2  H 0 1 N N N -51.552 -21.834 14.479 5.985  -2.124 -0.986 H2  65P 41 
65P H3  H3  H 0 1 N N N -48.841 -17.726 14.052 5.615  2.350  1.045  H3  65P 42 
65P H4  H4  H 0 1 N N N -49.994 -14.004 15.733 0.073  -3.702 1.585  H4  65P 43 
65P H5  H5  H 0 1 N N N -48.857 -12.702 16.225 -0.131 -3.663 -0.183 H5  65P 44 
65P H6  H6  H 0 1 N N N -49.056 -13.112 14.487 1.502  -3.708 0.524  H6  65P 45 
65P H7  H7  H 0 1 N N N -49.470 -17.971 17.079 4.323  1.354  2.842  H7  65P 46 
65P H8  H8  H 0 1 N N N -48.618 -19.536 17.306 3.819  -0.351 2.766  H8  65P 47 
65P H9  H9  H 0 1 N N N -46.117 -19.707 16.539 2.811  3.144  1.748  H9  65P 48 
65P H10 H10 H 0 1 N N N -44.268 -17.966 15.914 0.426  3.173  0.694  H10 65P 49 
65P H11 H11 H 0 1 N N N -43.737 -14.886 17.389 -0.974 1.173  -2.276 H11 65P 50 
65P H12 H12 H 0 1 N N N -41.314 -14.470 17.191 -2.880 2.492  -3.085 H12 65P 51 
65P H13 H13 H 0 1 N N N -38.368 -13.797 13.814 -6.747 4.124  -1.300 H13 65P 52 
65P H14 H14 H 0 1 N N N -39.850 -12.812 13.572 -6.591 2.390  -0.921 H14 65P 53 
65P H15 H15 H 0 1 N N N -39.506 -15.744 12.807 -5.132 4.626  0.571  H15 65P 54 
65P H16 H16 H 0 1 N N N -39.451 -14.344 11.682 -6.625 3.837  1.143  H16 65P 55 
65P H17 H17 H 0 1 N N N -41.728 -13.862 11.958 -4.441 2.867  2.072  H17 65P 56 
65P H18 H18 H 0 1 N N N -41.697 -15.658 11.967 -5.534 1.694  1.299  H18 65P 57 
65P H19 H19 H 0 1 N N N -44.271 -16.340 12.493 -3.161 0.052  2.182  H19 65P 58 
65P H20 H20 H 0 1 N N N -45.309 -14.932 12.904 -1.629 0.937  2.374  H20 65P 59 
65P H21 H21 H 0 1 N N N -43.842 -14.702 11.892 -3.177 1.762  2.675  H21 65P 60 
65P H22 H22 H 0 1 N N N -44.990 -12.834 14.949 -2.627 -1.161 -0.384 H22 65P 61 
65P H23 H23 H 0 1 N N N -46.043 -9.952  18.666 -3.401 -4.524 -1.136 H23 65P 62 
65P H24 H24 H 0 1 N N N -46.290 -9.467  16.954 -5.029 -3.896 -0.787 H24 65P 63 
65P H25 H25 H 0 1 N N N -47.567 -10.387 17.820 -3.798 -2.827 -1.501 H25 65P 64 
65P H26 H26 H 0 1 N N N -43.861 -11.158 17.951 -3.420 -4.109 2.563  H26 65P 65 
65P H27 H27 H 0 1 N N N -43.957 -12.317 16.583 -4.809 -4.644 1.587  H27 65P 66 
65P H28 H28 H 0 1 N N N -44.198 -10.561 16.290 -3.180 -5.272 1.237  H28 65P 67 
65P H29 H29 H 0 1 N N N -45.639 -12.426 19.192 -4.135 -1.195 0.360  H29 65P 68 
65P H30 H30 H 0 1 N N N -47.215 -12.753 18.393 -5.366 -2.263 1.074  H30 65P 69 
65P H31 H31 H 0 1 N N N -45.734 -13.608 17.843 -3.978 -1.728 2.051  H31 65P 70 
65P H32 H32 H 0 1 N N N -46.965 -11.110 12.413 -1.043 -1.963 -3.567 H32 65P 71 
# 
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 
65P F20 C19 SING N N 1  
65P F18 C17 SING N N 2  
65P C42 C39 SING N N 3  
65P C42 C45 SING N N 4  
65P C39 C36 SING N N 5  
65P C47 C46 SING N N 6  
65P O69 C68 DOUB N N 7  
65P C19 C17 DOUB Y N 8  
65P C19 C21 SING Y N 9  
65P C17 C15 SING Y N 10 
65P O71 C68 SING N N 11 
65P C68 C52 SING N N 12 
65P C36 O35 SING N N 13 
65P C45 C46 DOUB Y N 14 
65P C45 C34 SING Y N 15 
65P C46 C29 SING Y N 16 
65P C21 C12 DOUB Y N 17 
65P C15 C13 DOUB Y N 18 
65P C52 C51 SING N N 19 
65P C52 O54 SING N N 20 
65P O35 C34 SING N N 21 
65P C34 C32 DOUB Y N 22 
65P C29 C28 SING N N 23 
65P C29 C30 DOUB Y N 24 
65P C51 C28 DOUB Y N 25 
65P C51 C05 SING Y N 26 
65P C12 C13 SING Y N 27 
65P C12 C09 SING N N 28 
65P C28 C27 SING Y N 29 
65P C01 C05 SING N N 30 
65P C05 N06 DOUB Y N 31 
65P C27 C25 SING Y N 32 
65P C27 C07 DOUB Y N 33 
65P N06 C07 SING Y N 34 
65P O54 C55 SING N N 35 
65P C25 C23 DOUB Y N 36 
65P C07 N08 SING Y N 37 
65P N08 C23 SING Y N 38 
65P N08 C09 SING N N 39 
65P C32 C30 SING Y N 40 
65P C60 C55 SING N N 41 
65P C55 C56 SING N N 42 
65P C55 C64 SING N N 43 
65P C13 H1  SING N N 44 
65P C15 H2  SING N N 45 
65P C21 H3  SING N N 46 
65P C01 H4  SING N N 47 
65P C01 H5  SING N N 48 
65P C01 H6  SING N N 49 
65P C09 H7  SING N N 50 
65P C09 H8  SING N N 51 
65P C23 H9  SING N N 52 
65P C25 H10 SING N N 53 
65P C30 H11 SING N N 54 
65P C32 H12 SING N N 55 
65P C36 H13 SING N N 56 
65P C36 H14 SING N N 57 
65P C39 H15 SING N N 58 
65P C39 H16 SING N N 59 
65P C42 H17 SING N N 60 
65P C42 H18 SING N N 61 
65P C47 H19 SING N N 62 
65P C47 H20 SING N N 63 
65P C47 H21 SING N N 64 
65P C52 H22 SING N N 65 
65P C56 H23 SING N N 66 
65P C56 H24 SING N N 67 
65P C56 H25 SING N N 68 
65P C60 H26 SING N N 69 
65P C60 H27 SING N N 70 
65P C60 H28 SING N N 71 
65P C64 H29 SING N N 72 
65P C64 H30 SING N N 73 
65P C64 H31 SING N N 74 
65P O71 H32 SING N N 75 
# 
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 
65P SMILES           ACDLabs              12.01 "c1cc(F)c(cc1Cn3c2nc(C)c(c(c2cc3)c5ccc4OCCCc4c5C)C(OC(C)(C)C)C(=O)O)F"                                                                                                                                  
65P InChI            InChI                1.03  "InChI=1S/C31H32F2N2O4/c1-17-20-7-6-14-38-25(20)11-9-21(17)27-22-12-13-35(16-19-8-10-23(32)24(33)15-19)29(22)34-18(2)26(27)28(30(36)37)39-31(3,4)5/h8-13,15,28H,6-7,14,16H2,1-5H3,(H,36,37)/t28-/m0/s1" 
65P InChIKey         InChI                1.03  FCHYUVWFDGOTFV-NDEPHWFRSA-N                                                                                                                                                                             
65P SMILES_CANONICAL CACTVS               3.385 "Cc1nc2n(Cc3ccc(F)c(F)c3)ccc2c(c4ccc5OCCCc5c4C)c1[C@H](OC(C)(C)C)C(O)=O"                                                                                                                                
65P SMILES           CACTVS               3.385 "Cc1nc2n(Cc3ccc(F)c(F)c3)ccc2c(c4ccc5OCCCc5c4C)c1[CH](OC(C)(C)C)C(O)=O"                                                                                                                                 
65P SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1c(ccc2c1CCCO2)c3c4ccn(c4nc(c3[C@@H](C(=O)O)OC(C)(C)C)C)Cc5ccc(c(c5)F)F"                                                                                                                             
65P SMILES           "OpenEye OEToolkits" 2.0.4 "Cc1c(ccc2c1CCCO2)c3c4ccn(c4nc(c3C(C(=O)O)OC(C)(C)C)C)Cc5ccc(c(c5)F)F"                                                                                                                                  
# 
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 
65P "SYSTEMATIC NAME" ACDLabs              12.01 "(2S)-tert-butoxy[1-(3,4-difluorobenzyl)-6-methyl-4-(5-methyl-3,4-dihydro-2H-chromen-6-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl]acetic acid"                                       
65P "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{S})-2-[1-[[3,4-bis(fluoranyl)phenyl]methyl]-6-methyl-4-(5-methyl-3,4-dihydro-2~{H}-chromen-6-yl)pyrrolo[2,3-b]pyridin-5-yl]-2-[(2-methylpropan-2-yl)oxy]ethanoic 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 
65P "Create component" 2016-01-28 RCSB 
65P "Initial release"  2016-12-14 RCSB 
# 
