data_5QC
# 
_chem_comp.id                                    5QC 
_chem_comp.name                                  "1-(3-AMINO-1,2-BENZISOXAZOL-5-YL)-6-(2'-{[(3R)-3-HYDROXYPYRROLIDIN-1-YL]METHYL}BIPHENYL-4-YL)-3-(TRIFLUOROMETHYL)-1,4,5,6-TETRAHYDRO-7H-PYRAZOLO[3,4-C]PYRIDIN-7-ONE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H27 F3 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-04-06 
_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                        588.580 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5QC 
_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        2FZZ 
_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 
5QC F    F    F 0 1 N N N 25.817 26.386 63.485 5.079  4.315  0.983  F    5QC 1  
5QC F1   F1   F 0 1 N N N 25.641 27.775 65.197 6.538  2.897  -0.056 F1   5QC 2  
5QC F2   F2   F 0 1 N N N 25.035 25.654 65.407 5.059  4.121  -1.294 F2   5QC 3  
5QC O3   O3   O 0 1 Y N N 16.280 27.628 65.749 3.371  -5.117 0.931  O3   5QC 4  
5QC O1   O1   O 0 1 N N N 20.360 28.907 61.656 0.425  -0.152 0.312  O1   5QC 5  
5QC N    N    N 0 1 Y N N 16.394 28.464 66.781 4.494  -5.465 0.147  N    5QC 6  
5QC N1   N1   N 0 1 N N N 18.273 29.652 67.721 6.135  -4.330 -1.192 N1   5QC 7  
5QC N2   N2   N 0 1 Y N N 21.575 27.409 63.850 3.417  0.346  0.255  N2   5QC 8  
5QC N3   N3   N 0 1 Y N N 22.558 26.789 64.577 4.503  1.045  0.214  N3   5QC 9  
5QC N4   N4   N 0 1 N N N 22.387 29.911 61.310 0.137  1.958  -0.398 N4   5QC 10 
5QC C    C    C 0 1 Y N N 17.448 27.418 65.138 3.198  -3.779 0.902  C    5QC 11 
5QC C1   C1   C 0 1 Y N N 18.464 28.197 65.818 4.217  -3.246 0.097  C1   5QC 12 
5QC C2   C2   C 0 1 Y N N 17.707 28.823 66.843 5.021  -4.388 -0.366 C2   5QC 13 
5QC C3   C3   C 0 1 Y N N 17.853 26.584 63.985 2.267  -2.928 1.486  C3   5QC 14 
5QC C4   C4   C 0 1 Y N N 19.264 26.557 63.528 2.344  -1.570 1.270  C4   5QC 15 
5QC C5   C5   C 0 1 Y N N 20.265 27.380 64.236 3.351  -1.037 0.467  C5   5QC 16 
5QC C6   C6   C 0 1 Y N N 19.865 28.202 65.393 4.285  -1.871 -0.122 C6   5QC 17 
5QC C7   C7   C 0 1 Y N N 23.758 27.116 64.063 4.237  2.319  0.014  C7   5QC 18 
5QC C8   C8   C 0 1 Y N N 23.529 27.966 62.973 2.868  2.448  -0.083 C8   5QC 19 
5QC C9   C9   C 0 1 Y N N 22.151 28.145 62.854 2.357  1.157  0.057  C9   5QC 20 
5QC C10  C10  C 0 1 N N N 25.131 26.709 64.561 5.246  3.433  -0.090 C10  5QC 21 
5QC C13  C13  C 0 1 N N N 21.559 28.994 61.914 0.908  0.922  0.008  C13  5QC 22 
5QC C14  C14  C 0 1 Y N N 21.905 30.752 60.344 -1.248 1.865  -0.240 C14  5QC 23 
5QC C15  C15  C 0 1 Y N N 22.009 32.173 60.614 -1.802 1.856  1.035  C15  5QC 24 
5QC C16  C16  C 0 1 Y N N 21.402 33.115 59.695 -3.168 1.763  1.193  C16  5QC 25 
5QC C17  C17  C 0 1 Y N N 20.690 32.628 58.498 -3.994 1.680  0.074  C17  5QC 26 
5QC C18  C18  C 0 1 Y N N 20.635 31.185 58.215 -3.437 1.689  -1.204 C18  5QC 27 
5QC C19  C19  C 0 1 Y N N 21.247 30.233 59.138 -2.070 1.787  -1.358 C19  5QC 28 
5QC C24  C24  C 0 1 Y N N 19.997 33.623 57.570 -5.465 1.580  0.242  C24  5QC 29 
5QC C25  C25  C 0 1 Y N N 20.262 33.728 56.133 -6.162 0.512  -0.321 C25  5QC 30 
5QC C11  C11  C 0 1 N N N 21.321 32.853 55.426 -5.423 -0.547 -1.097 C11  5QC 31 
5QC N7   N7   N 0 1 N N N 22.471 33.647 54.941 -4.666 -1.396 -0.168 N7   5QC 32 
5QC C20  C20  C 0 1 N N N 23.570 32.992 54.182 -5.646 -2.272 0.500  C20  5QC 33 
5QC C23  C23  C 0 1 N N N 23.088 34.443 56.025 -3.770 -2.235 -0.992 C23  5QC 34 
5QC C12  C12  C 0 1 Y N N 18.948 34.512 58.107 -6.155 2.556  0.958  C12  5QC 35 
5QC C21  C21  C 0 1 Y N N 18.242 35.438 57.225 -7.523 2.458  1.111  C21  5QC 36 
5QC C22  C22  C 0 1 Y N N 19.536 34.676 55.255 -7.530 0.421  -0.157 C22  5QC 37 
5QC C26  C26  C 0 1 Y N N 18.523 35.556 55.808 -8.209 1.393  0.555  C26  5QC 38 
5QC C27  C27  C 0 1 N N R 24.488 33.848 56.085 -3.832 -3.639 -0.340 C27  5QC 39 
5QC C28  C28  C 0 1 N N N 24.814 33.795 54.592 -5.321 -3.722 0.085  C28  5QC 40 
5QC O2   O2   O 0 1 N N N 25.257 34.717 56.707 -3.512 -4.659 -1.288 O2   5QC 41 
5QC C29  C29  C 0 1 N N N 23.801 30.025 61.750 0.693  3.167  -0.992 C29  5QC 42 
5QC C31  C31  C 0 1 N N N 24.475 28.663 62.028 1.972  3.635  -0.294 C31  5QC 43 
5QC HN11 1HN1 H 0 0 N N N 19.247 29.711 67.501 6.600  -5.145 -1.437 HN11 5QC 44 
5QC HN12 2HN1 H 0 0 N N N 17.807 30.129 68.466 6.446  -3.474 -1.526 HN12 5QC 45 
5QC H3   H3   H 0 1 N N N 17.113 25.988 63.471 1.483  -3.332 2.109  H3   5QC 46 
5QC H4   H4   H 0 1 N N N 19.555 25.943 62.688 1.619  -0.913 1.726  H4   5QC 47 
5QC H6   H6   H 0 1 N N N 20.595 28.799 65.919 5.065  -1.458 -0.745 H6   5QC 48 
5QC H15  H15  H 0 1 N N N 22.533 32.525 61.490 -1.161 1.921  1.902  H15  5QC 49 
5QC H16  H16  H 0 1 N N N 21.471 34.176 59.887 -3.598 1.756  2.184  H16  5QC 50 
5QC H18  H18  H 0 1 N N N 20.141 30.829 57.323 -4.075 1.624  -2.073 H18  5QC 51 
5QC H19  H19  H 0 1 N N N 21.216 29.172 58.938 -1.638 1.795  -2.347 H19  5QC 52 
5QC H111 1H11 H 0 0 N N N 20.848 32.359 54.564 -6.137 -1.158 -1.648 H111 5QC 53 
5QC H112 2H11 H 0 0 N N N 21.698 32.122 56.156 -4.736 -0.072 -1.797 H112 5QC 54 
5QC H201 1H20 H 0 0 N N N 23.397 33.041 53.097 -5.559 -2.168 1.582  H201 5QC 55 
5QC H202 2H20 H 0 0 N N N 23.662 31.919 54.405 -6.655 -2.011 0.180  H202 5QC 56 
5QC H231 1H23 H 0 0 N N N 23.104 35.518 55.793 -4.130 -2.278 -2.020 H231 5QC 57 
5QC H232 2H23 H 0 0 N N N 22.543 34.392 56.979 -2.752 -1.847 -0.962 H232 5QC 58 
5QC H12  H12  H 0 1 N N N 18.701 34.478 59.158 -5.620 3.388  1.393  H12  5QC 59 
5QC H21  H21  H 0 1 N N N 17.473 36.066 57.650 -8.059 3.214  1.666  H21  5QC 60 
5QC H22  H22  H 0 1 N N N 19.762 34.712 54.199 -8.070 -0.408 -0.588 H22  5QC 61 
5QC H26  H26  H 0 1 N N N 18.000 36.270 55.189 -9.280 1.320  0.678  H26  5QC 62 
5QC H27  H27  H 0 1 N N N 24.604 32.883 56.601 -3.174 -3.695 0.528  H27  5QC 63 
5QC H281 1H28 H 0 0 N N N 25.768 33.301 54.356 -5.444 -4.401 0.928  H281 5QC 64 
5QC H282 2H28 H 0 0 N N N 24.974 34.757 54.084 -5.945 -4.031 -0.754 H282 5QC 65 
5QC HO2  HO2  H 0 1 N N N 25.442 34.405 57.585 -3.665 -5.507 -0.849 HO2  5QC 66 
5QC H291 1H29 H 0 0 N N N 24.367 30.530 60.954 -0.051 3.962  -0.934 H291 5QC 67 
5QC H292 2H29 H 0 0 N N N 23.802 30.587 62.696 0.916  2.973  -2.042 H292 5QC 68 
5QC H311 1H31 H 0 0 N N N 24.608 28.087 61.100 1.721  4.079  0.669  H311 5QC 69 
5QC H312 2H31 H 0 0 N N N 25.484 28.774 62.452 2.480  4.371  -0.917 H312 5QC 70 
# 
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 
5QC F   C10  SING N N 1  
5QC F1  C10  SING N N 2  
5QC F2  C10  SING N N 3  
5QC O3  N    SING Y N 4  
5QC O3  C    SING Y N 5  
5QC O1  C13  DOUB N N 6  
5QC N   C2   DOUB Y N 7  
5QC N1  C2   SING N N 8  
5QC N1  HN11 SING N N 9  
5QC N1  HN12 SING N N 10 
5QC N2  N3   SING Y N 11 
5QC N2  C5   SING N N 12 
5QC N2  C9   SING Y N 13 
5QC N3  C7   DOUB Y N 14 
5QC N4  C13  SING N N 15 
5QC N4  C14  SING N N 16 
5QC N4  C29  SING N N 17 
5QC C   C1   DOUB Y N 18 
5QC C   C3   SING Y N 19 
5QC C1  C2   SING Y N 20 
5QC C1  C6   SING Y N 21 
5QC C3  C4   DOUB Y N 22 
5QC C3  H3   SING N N 23 
5QC C4  C5   SING Y N 24 
5QC C4  H4   SING N N 25 
5QC C5  C6   DOUB Y N 26 
5QC C6  H6   SING N N 27 
5QC C7  C8   SING Y N 28 
5QC C7  C10  SING N N 29 
5QC C8  C9   DOUB Y N 30 
5QC C8  C31  SING N N 31 
5QC C9  C13  SING N N 32 
5QC C14 C15  SING Y N 33 
5QC C14 C19  DOUB Y N 34 
5QC C15 C16  DOUB Y N 35 
5QC C15 H15  SING N N 36 
5QC C16 C17  SING Y N 37 
5QC C16 H16  SING N N 38 
5QC C17 C18  DOUB Y N 39 
5QC C17 C24  SING N N 40 
5QC C18 C19  SING Y N 41 
5QC C18 H18  SING N N 42 
5QC C19 H19  SING N N 43 
5QC C24 C25  DOUB Y N 44 
5QC C24 C12  SING Y N 45 
5QC C25 C11  SING N N 46 
5QC C25 C22  SING Y N 47 
5QC C11 N7   SING N N 48 
5QC C11 H111 SING N N 49 
5QC C11 H112 SING N N 50 
5QC N7  C20  SING N N 51 
5QC N7  C23  SING N N 52 
5QC C20 C28  SING N N 53 
5QC C20 H201 SING N N 54 
5QC C20 H202 SING N N 55 
5QC C23 C27  SING N N 56 
5QC C23 H231 SING N N 57 
5QC C23 H232 SING N N 58 
5QC C12 C21  DOUB Y N 59 
5QC C12 H12  SING N N 60 
5QC C21 C26  SING Y N 61 
5QC C21 H21  SING N N 62 
5QC C22 C26  DOUB Y N 63 
5QC C22 H22  SING N N 64 
5QC C26 H26  SING N N 65 
5QC C27 C28  SING N N 66 
5QC C27 O2   SING N N 67 
5QC C27 H27  SING N N 68 
5QC C28 H281 SING N N 69 
5QC C28 H282 SING N N 70 
5QC O2  HO2  SING N N 71 
5QC C29 C31  SING N N 72 
5QC C29 H291 SING N N 73 
5QC C29 H292 SING N N 74 
5QC C31 H311 SING N N 75 
5QC C31 H312 SING N N 76 
# 
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 
5QC SMILES           ACDLabs              10.04 FC(F)(F)c7nn(c2cc1c(onc1N)cc2)c6C(=O)N(c5ccc(c3ccccc3CN4CCC(O)C4)cc5)CCc67 
5QC InChI            InChI                1.02b 
InChI=1/C31H27F3N6O3/c32-31(33,34)28-24-12-14-39(30(42)27(24)40(36-28)21-9-10-26-25(15-21)29(35)37-43-26)20-7-5-18(6-8-20)23-4-2-1-3-19(23)16-38-13-11-22(41)17-38/h1-10,15,22,41H,11-14,16-17H2,(H2,35,37)/t22-/m1/s1/f/h35H2 
5QC InChIKey         InChI                1.02b DFRIQJHMGZBFOM-XIOUKDPPDK 
5QC SMILES_CANONICAL CACTVS               3.341 Nc1noc2ccc(cc12)n3nc(c4CCN(C(=O)c34)c5ccc(cc5)c6ccccc6CN7CC[C@@H](O)C7)C(F)(F)F 
5QC SMILES           CACTVS               3.341 Nc1noc2ccc(cc12)n3nc(c4CCN(C(=O)c34)c5ccc(cc5)c6ccccc6CN7CC[CH](O)C7)C(F)(F)F 
5QC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C[N@@]2CC[C@H](C2)O)c3ccc(cc3)N4CCc5c(n(nc5C(F)(F)F)c6ccc7c(c6)c(no7)N)C4=O 
5QC SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)CN2CCC(C2)O)c3ccc(cc3)N4CCc5c(n(nc5C(F)(F)F)c6ccc7c(c6)c(no7)N)C4=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 
5QC "SYSTEMATIC NAME" ACDLabs              10.04 "1-(3-amino-1,2-benzisoxazol-5-yl)-6-(2'-{[(3R)-3-hydroxypyrrolidin-1-yl]methyl}biphenyl-4-yl)-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one" 
5QC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-(3-amino-1,2-benzoxazol-5-yl)-6-[4-[2-[[(1S,3R)-3-hydroxypyrrolidin-1-yl]methyl]phenyl]phenyl]-3-(trifluoromethyl)-4,5-dihydropyrazolo[5,4-c]pyridin-7-one           
# 
