data_76A
# 
_chem_comp.id                                    76A 
_chem_comp.name                                  "3-(4'-HYDROXYBIPHENYL-4-YL)-N-(4-HYDROXYCYCLOHEXYL)-1,4-DIHYDROINDENO[1,2-C]PYRAZOLE-6-CARBOXAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H27 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;3-(4'-HYDROXY-BIPHENYL-4-YL)-1,4-DIHYDRO-INDENO[1,2-C]PYRAZOLE-6-CARBOXYLIC ACID (4-HYDROXY-CYCLOHEXYL)-AMIDE
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-31 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        465.543 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     76A 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
76A O1   O1   O 0 1 N N N -13.496 9.490  -13.867 15.232 -0.756 3.624  O1   76A 1  
76A C2   C2   C 0 1 Y N N -9.658  9.395  -16.027 11.363 -1.701 4.794  C2   76A 2  
76A C3   C3   C 0 1 Y N N -10.336 8.126  -15.612 12.448 -2.137 5.555  C3   76A 3  
76A C4   C4   C 0 1 Y N N -11.625 8.158  -14.887 13.748 -1.819 5.161  C4   76A 4  
76A C5   C5   C 0 1 Y N N -12.286 9.456  -14.548 13.963 -1.066 4.007  C5   76A 5  
76A C6   C6   C 0 1 Y N N -11.641 10.710 -14.942 12.878 -0.630 3.247  C6   76A 6  
76A C7   C7   C 0 1 Y N N -10.366 10.688 -15.660 11.578 -0.947 3.640  C7   76A 7  
76A C8   C8   C 0 1 Y N N -5.714  9.614  -18.331 7.415  -2.661 5.987  C8   76A 8  
76A C9   C9   C 0 1 Y N N -6.118  8.306  -17.685 8.415  -2.512 6.947  C9   76A 9  
76A C10  C10  C 0 1 Y N N -7.394  8.222  -16.935 9.715  -2.195 6.554  C10  76A 10 
76A C11  C11  C 0 1 Y N N -8.298  9.416  -16.802 10.014 -2.029 5.201  C11  76A 11 
76A C12  C12  C 0 1 Y N N -7.855  10.672 -17.456 9.013  -2.179 4.242  C12  76A 12 
76A C13  C13  C 0 1 Y N N -6.618  10.776 -18.189 7.712  -2.496 4.635  C13  76A 13 
76A C14  C14  C 0 1 Y N N -4.420  9.853  -19.124 6.074  -2.986 6.392  C14  76A 14 
76A N15  N15  N 0 1 Y N N -4.242  10.591 -20.258 5.847  -3.712 7.504  N15  76A 15 
76A N16  N16  N 0 1 Y N N -2.963  10.628 -20.723 4.494  -3.812 7.561  N16  76A 16 
76A C17  C17  C 0 1 Y N N -2.231  9.861  -19.850 3.906  -3.178 6.531  C17  76A 17 
76A C18  C18  C 0 1 Y N N -3.112  9.362  -18.824 4.887  -2.631 5.752  C18  76A 18 
76A C19  C19  C 0 1 Y N N -0.927  9.435  -19.631 2.618  -2.899 6.004  C19  76A 19 
76A C20  C20  C 0 1 Y N N -0.994  8.603  -18.389 2.869  -2.132 4.831  C20  76A 20 
76A C21  C21  C 0 1 N N N -2.350  8.585  -17.941 4.368  -1.893 4.567  C21  76A 21 
76A C22  C22  C 0 1 Y N N 0.357   9.633  -20.326 1.349  -3.227 6.424  C22  76A 22 
76A C23  C23  C 0 1 Y N N 1.612   8.995  -19.776 0.286  -2.772 5.640  C23  76A 23 
76A C24  C24  C 0 1 Y N N 1.553   8.149  -18.511 0.537  -2.021 4.491  C24  76A 24 
76A C25  C25  C 0 1 Y N N 0.217   7.975  -17.848 1.809  -1.686 4.061  C25  76A 25 
76A C26  C26  C 0 1 N N N 2.702   7.529  -17.917 -0.624 -1.558 3.688  C26  76A 26 
76A N27  N27  N 0 1 N N N 3.598   6.864  -18.756 -0.425 -0.401 2.952  N27  76A 27 
76A O28  O28  O 0 1 N N N 2.908   7.599  -16.686 -1.675 -2.191 3.731  O28  76A 28 
76A C29  C29  C 0 1 N N N 4.840   6.204  -18.246 -1.464 0.188  2.141  C29  76A 29 
76A C30  C30  C 0 1 N N N 4.917   4.669  -18.586 -0.861 0.877  0.914  C30  76A 30 
76A C31  C31  C 0 1 N N N 6.247   3.984  -18.063 -1.934 1.554  0.067  C31  76A 31 
76A C32  C32  C 0 1 N N N 7.602   4.718  -18.466 -2.777 2.523  0.894  C32  76A 32 
76A C33  C33  C 0 1 N N N 7.489   6.330  -18.295 -3.381 1.834  2.116  C33  76A 33 
76A C34  C34  C 0 1 N N N 6.130   6.943  -18.816 -2.311 1.159  2.968  C34  76A 34 
76A O35  O35  O 0 1 N N N 8.683   4.249  -17.586 -3.835 3.040  0.094  O35  76A 35 
76A H35  H35  H 0 1 N N N 9.481   4.148  -18.091 -3.491 3.110  -0.810 H35  76A 36 
76A H32  H32  H 0 1 N N N 7.806   4.484  -19.521 -2.161 3.371  1.214  H32  76A 37 
76A H331 1H33 H 0 0 N N N 7.577   6.564  -17.224 -4.124 1.093  1.794  H331 76A 38 
76A H332 2H33 H 0 0 N N N 8.292   6.772  -18.903 -3.936 2.565  2.717  H332 76A 39 
76A H341 1H34 H 0 0 N N N 6.115   6.861  -19.913 -1.668 1.925  3.421  H341 76A 40 
76A H342 2H34 H 0 0 N N N 6.088   7.986  -18.468 -2.788 0.626  3.799  H342 76A 41 
76A H29  H29  H 0 1 N N N 4.805   6.288  -17.150 -2.095 -0.645 1.810  H29  76A 42 
76A H301 1H30 H 0 0 N N N 4.061   4.167  -18.112 -0.317 0.147  0.303  H301 76A 43 
76A H302 2H30 H 0 0 N N N 4.904   4.572  -19.682 -0.123 1.625  1.232  H302 76A 44 
76A H311 1H31 H 0 0 N N N 6.197   3.961  -16.964 -1.470 2.090  -0.770 H311 76A 45 
76A H312 2H31 H 0 0 N N N 6.285   2.992  -18.536 -2.583 0.796  -0.390 H312 76A 46 
76A H27  H27  H 0 1 N N N 3.402   6.827  -19.736 0.453  0.104  3.015  H27  76A 47 
76A H23  H23  H 0 1 N N N 2.555   9.140  -20.282 -0.731 -3.013 5.941  H23  76A 48 
76A H22  H22  H 0 1 N N N 0.401   10.231 -21.224 1.171  -3.812 7.318  H22  76A 49 
76A H25  H25  H 0 1 N N N 0.146   7.374  -16.953 1.985  -1.100 3.165  H25  76A 50 
76A H211 1H21 H 0 0 N N N -2.414  9.001  -16.925 4.677  -2.353 3.626  H211 76A 51 
76A H212 2H21 H 0 0 N N N -2.729  7.553  -17.919 4.607  -0.827 4.606  H212 76A 52 
76A H16  H16  H 0 1 N N N -2.627  11.112 -21.531 4.076  -4.324 8.329  H16  76A 53 
76A H13  H13  H 0 1 N N N -6.347  11.718 -18.642 6.943  -2.609 3.875  H13  76A 54 
76A H12  H12  H 0 1 N N N -8.486  11.545 -17.380 9.230  -2.053 3.184  H12  76A 55 
76A H10  H10  H 0 1 N N N -7.679  7.287  -16.476 10.485 -2.081 7.313  H10  76A 56 
76A H9   H9   H 0 1 N N N -5.480  7.439  -17.770 8.198  -2.638 8.005  H9   76A 57 
76A H7   H7   H 0 1 N N N -9.911  11.627 -15.940 10.743 -0.600 3.036  H7   76A 58 
76A H6   H6   H 0 1 N N N -12.108 11.654 -14.702 13.040 -0.043 2.347  H6   76A 59 
76A HO1  HO1  H 0 1 N N N -13.333 9.498  -12.931 15.336 0.206  3.553  HO1  76A 60 
76A H4   H4   H 0 1 N N N -12.096 7.230  -14.598 14.589 -2.162 5.757  H4   76A 61 
76A H3   H3   H 0 1 N N N -9.878  7.176  -15.845 12.296 -2.726 6.456  H3   76A 62 
# 
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 
76A O1  C5   SING N N 1  
76A O1  HO1  SING N N 2  
76A C2  C11  SING N N 3  
76A C2  C7   DOUB Y N 4  
76A C2  C3   SING Y N 5  
76A C3  C4   DOUB Y N 6  
76A C3  H3   SING N N 7  
76A C4  C5   SING Y N 8  
76A C4  H4   SING N N 9  
76A C5  C6   DOUB Y N 10 
76A C6  C7   SING Y N 11 
76A C6  H6   SING N N 12 
76A C7  H7   SING N N 13 
76A C8  C14  SING N N 14 
76A C8  C13  SING Y N 15 
76A C8  C9   DOUB Y N 16 
76A C9  C10  SING Y N 17 
76A C9  H9   SING N N 18 
76A C10 C11  DOUB Y N 19 
76A C10 H10  SING N N 20 
76A C11 C12  SING Y N 21 
76A C12 C13  DOUB Y N 22 
76A C12 H12  SING N N 23 
76A C13 H13  SING N N 24 
76A C14 C18  SING Y N 25 
76A C14 N15  DOUB Y N 26 
76A N15 N16  SING Y N 27 
76A N16 C17  SING Y N 28 
76A N16 H16  SING N N 29 
76A C17 C19  SING N N 30 
76A C17 C18  DOUB Y N 31 
76A C18 C21  SING N N 32 
76A C19 C22  SING Y N 33 
76A C19 C20  DOUB Y N 34 
76A C20 C25  SING Y N 35 
76A C20 C21  SING N N 36 
76A C21 H211 SING N N 37 
76A C21 H212 SING N N 38 
76A C22 C23  DOUB Y N 39 
76A C22 H22  SING N N 40 
76A C23 C24  SING Y N 41 
76A C23 H23  SING N N 42 
76A C24 C26  SING N N 43 
76A C24 C25  DOUB Y N 44 
76A C25 H25  SING N N 45 
76A C26 N27  SING N N 46 
76A C26 O28  DOUB N N 47 
76A N27 C29  SING N N 48 
76A N27 H27  SING N N 49 
76A C29 C34  SING N N 50 
76A C29 C30  SING N N 51 
76A C29 H29  SING N N 52 
76A C30 C31  SING N N 53 
76A C30 H301 SING N N 54 
76A C30 H302 SING N N 55 
76A C31 C32  SING N N 56 
76A C31 H311 SING N N 57 
76A C31 H312 SING N N 58 
76A C32 O35  SING N N 59 
76A C32 C33  SING N N 60 
76A C32 H32  SING N N 61 
76A C33 C34  SING N N 62 
76A C33 H331 SING N N 63 
76A C33 H332 SING N N 64 
76A C34 H341 SING N N 65 
76A C34 H342 SING N N 66 
76A O35 H35  SING N N 67 
# 
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 
76A SMILES           ACDLabs              10.04 O=C(NC1CCC(O)CC1)c2cc6c(cc2)c3c(c(nn3)c5ccc(c4ccc(O)cc4)cc5)C6 
76A InChI            InChI                1.02b 
InChI=1/C29H27N3O3/c33-23-10-5-18(6-11-23)17-1-3-19(4-2-17)27-26-16-21-15-20(7-14-25(21)28(26)32-31-27)29(35)30-22-8-12-24(34)13-9-22/h1-7,10-11,14-15,22,24,33-34H,8-9,12-13,16H2,(H,30,35)(H,31,32)/t22-,24-/f/h30,32H 
76A InChIKey         InChI                1.02b VKPCXCHYSBVEMW-YXDNMETEDM 
76A SMILES_CANONICAL CACTVS               3.341 O[C@H]1CC[C@@H](CC1)NC(=O)c2ccc3c(Cc4c3[nH]nc4c5ccc(cc5)c6ccc(O)cc6)c2 
76A SMILES           CACTVS               3.341 O[CH]1CC[CH](CC1)NC(=O)c2ccc3c(Cc4c3[nH]nc4c5ccc(cc5)c6ccc(O)cc6)c2 
76A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1c2ccc(cc2)O)c3c4c([nH]n3)-c5ccc(cc5C4)C(=O)NC6CCC(CC6)O 
76A SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1c2ccc(cc2)O)c3c4c([nH]n3)-c5ccc(cc5C4)C(=O)NC6CCC(CC6)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 
76A "SYSTEMATIC NAME" ACDLabs              10.04 "3-(4'-hydroxybiphenyl-4-yl)-N-(trans-4-hydroxycyclohexyl)-1,4-dihydroindeno[1,2-c]pyrazole-6-carboxamide" 
76A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-(4-hydroxycyclohexyl)-3-[4-(4-hydroxyphenyl)phenyl]-1,4-dihydroindeno[2,1-d]pyrazole-6-carboxamide       
# 
