data_A58
# 
_chem_comp.id                                    A58 
_chem_comp.name                                  "4-(6-{[(4-METHYLCYCLOHEXYL)AMINO]METHYL}-1,4-DIHYDROINDENO[1,2-C]PYRAZOL-3-YL)BENZOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H27 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_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                        401.501 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A58 
_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 
A58 C1   C1   C 0 1 N N N 3.008   2.923  -22.775 -7.442 0.550  -2.887 C1   A58 1  
A58 C2   C2   C 0 1 N N N 3.167   5.942  -20.404 -4.680 -2.271 -1.016 C2   A58 2  
A58 C3   C3   C 0 1 N N N 3.085   4.445  -19.961 -5.088 -1.023 -0.231 C3   A58 3  
A58 C4   C4   C 0 1 N N N 4.140   3.535  -20.680 -6.338 -0.371 -0.820 C4   A58 4  
A58 C5   C5   C 0 1 N N N 4.163   3.665  -22.241 -6.163 -0.054 -2.311 C5   A58 5  
A58 C6   C6   C 0 1 N N N 4.183   5.218  -22.667 -5.756 -1.310 -3.093 C6   A58 6  
A58 C7   C7   C 0 1 N N N 3.079   6.066  -21.961 -4.506 -1.960 -2.504 C7   A58 7  
A58 N8   N8   N 0 1 N N N 2.032   6.712  -19.764 -3.472 -2.840 -0.468 N8   A58 8  
A58 C9   C9   C 0 1 N N N 2.211   8.177  -19.671 -3.126 -4.070 -1.161 C9   A58 9  
A58 C10  C10  C 0 1 Y N N 0.907   8.925  -19.802 -1.874 -4.691 -0.613 C10  A58 10 
A58 C11  C11  C 0 1 Y N N -0.251  8.452  -19.031 -0.642 -4.335 -1.162 C11  A58 11 
A58 C12  C12  C 0 1 Y N N -1.519  9.108  -19.117 0.493  -4.924 -0.634 C12  A58 12 
A58 C13  C13  C 0 1 Y N N -1.666  10.281 -19.998 0.375  -5.859 0.433  C13  A58 13 
A58 C14  C14  C 0 1 Y N N -0.543  10.769 -20.765 -0.836 -6.215 0.981  C14  A58 14 
A58 C15  C15  C 0 1 Y N N 0.752   10.095 -20.675 -1.976 -5.615 0.441  C15  A58 15 
A58 C16  C16  C 0 1 N N N -2.796  8.856  -18.480 1.949  -4.686 -1.079 C16  A58 16 
A58 C17  C17  C 0 1 Y N N -3.705  9.841  -18.953 2.595  -5.614 -0.109 C17  A58 17 
A58 C18  C18  C 0 1 Y N N -2.993  10.672 -19.855 1.709  -6.251 0.715  C18  A58 18 
A58 C19  C19  C 0 1 Y N N -5.041  10.391 -18.929 3.843  -6.096 0.287  C19  A58 19 
A58 N20  N20  N 0 1 Y N N -5.086  11.474 -19.774 3.741  -6.981 1.297  N20  A58 20 
A58 N21  N21  N 0 1 Y N N -3.837  11.612 -20.313 2.406  -7.054 1.539  N21  A58 21 
A58 C22  C22  C 0 1 Y N N -6.217  9.879  -18.100 5.127  -5.747 -0.260 C22  A58 22 
A58 C23  C23  C 0 1 Y N N -7.402  10.728 -17.974 6.259  -5.776 0.553  C23  A58 23 
A58 C24  C24  C 0 1 Y N N -8.554  10.307 -17.184 7.504  -5.437 0.023  C24  A58 24 
A58 C25  C25  C 0 1 Y N N -8.544  9.003  -16.492 7.615  -5.070 -1.318 C25  A58 25 
A58 C26  C26  C 0 1 Y N N -7.359  8.146  -16.617 6.480  -5.042 -2.129 C26  A58 26 
A58 C27  C27  C 0 1 Y N N -6.223  8.582  -17.405 5.235  -5.381 -1.600 C27  A58 27 
A58 C28  C28  C 0 1 N N N -9.696  8.574  -15.694 8.913  -4.716 -1.870 C28  A58 28 
A58 O29  O29  O 0 1 N N N -10.796 9.336  -15.740 8.845  -4.385 -3.189 O29  A58 29 
A58 O30  O30  O 0 1 N N N -9.648  7.576  -15.024 9.978  -4.706 -1.245 O30  A58 30 
A58 H11A 1H1  H 0 0 N N N 2.285   2.738  -21.967 -8.310 -0.060 -2.618 H11A A58 31 
A58 H12  2H1  H 0 1 N N N 2.528   3.514  -23.568 -7.599 1.561  -2.500 H12  A58 32 
A58 H13  3H1  H 0 1 N N N 3.349   1.962  -23.188 -7.384 0.603  -3.979 H13  A58 33 
A58 H5   H5   H 0 1 N N N 5.076   3.227  -22.670 -5.368 0.695  -2.417 H5   A58 34 
A58 H61  1H6  H 0 1 N N N 5.164   5.636  -22.396 -5.572 -1.052 -4.142 H61  A58 35 
A58 H62  2H6  H 0 1 N N N 3.990   5.264  -23.749 -6.580 -2.036 -3.085 H62  A58 36 
A58 H71  1H7  H 0 1 N N N 2.092   5.707  -22.290 -4.284 -2.880 -3.059 H71  A58 37 
A58 H72  2H7  H 0 1 N N N 3.227   7.122  -22.233 -3.651 -1.287 -2.651 H72  A58 38 
A58 H2   H2   H 0 1 N N N 4.132   6.357  -20.079 -5.476 -3.019 -0.911 H2   A58 39 
A58 H31  1H3  H 0 1 N N N 3.267   4.395  -18.877 -4.270 -0.291 -0.233 H31  A58 40 
A58 H32  2H3  H 0 1 N N N 2.086   4.073  -20.234 -5.279 -1.281 0.818  H32  A58 41 
A58 H41  1H4  H 0 1 N N N 5.136   3.816  -20.305 -7.196 -1.041 -0.680 H41  A58 42 
A58 H42  2H4  H 0 1 N N N 3.860   2.495  -20.456 -6.561 0.550  -0.268 H42  A58 43 
A58 HN8  HN8  H 0 1 N N N 1.213   6.546  -20.313 -3.622 -3.034 0.519  HN8  A58 44 
A58 H91  1H9  H 0 1 N N N 2.652   8.413  -18.692 -3.008 -3.836 -2.225 H91  A58 45 
A58 H92  2H9  H 0 1 N N N 2.864   8.490  -20.499 -3.976 -4.755 -1.072 H92  A58 46 
A58 H15  H15  H 0 1 N N N 1.592   10.457 -21.249 -2.952 -5.873 0.848  H15  A58 47 
A58 H14  H14  H 0 1 N N N -0.660  11.631 -21.405 -0.913 -6.928 1.793  H14  A58 48 
A58 H11  H11  H 0 1 N N N -0.142  7.592  -18.387 -0.570 -3.620 -1.976 H11  A58 49 
A58 H161 1H16 H 0 0 N N N -3.158  7.850  -18.738 2.099  -5.000 -2.114 H161 A58 50 
A58 H162 2H16 H 0 0 N N N -2.701  8.908  -17.385 2.243  -3.646 -0.913 H162 A58 51 
A58 H21  H21  H 0 1 N N N -3.583  12.324 -20.967 2.078  -7.668 2.274  H21  A58 52 
A58 H27  H27  H 0 1 N N N -5.359  7.939  -17.484 4.361  -5.354 -2.245 H27  A58 53 
A58 H26  H26  H 0 1 N N N -7.333  7.187  -16.120 6.555  -4.757 -3.176 H26  A58 54 
A58 H24  H24  H 0 1 N N N -9.417  10.951 -17.105 8.381  -5.462 0.665  H24  A58 55 
A58 H23  H23  H 0 1 N N N -7.424  11.684 -18.475 6.190  -6.060 1.600  H23  A58 56 
A58 H29  H29  H 0 1 N N N -11.467 8.958  -15.184 9.716  -4.146 -3.571 H29  A58 57 
# 
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 
A58 C1  C5   SING N N 1  
A58 C1  H11A SING N N 2  
A58 C1  H12  SING N N 3  
A58 C1  H13  SING N N 4  
A58 C2  C7   SING N N 5  
A58 C2  C3   SING N N 6  
A58 C2  N8   SING N N 7  
A58 C2  H2   SING N N 8  
A58 C3  C4   SING N N 9  
A58 C3  H31  SING N N 10 
A58 C3  H32  SING N N 11 
A58 C4  C5   SING N N 12 
A58 C4  H41  SING N N 13 
A58 C4  H42  SING N N 14 
A58 C5  C6   SING N N 15 
A58 C5  H5   SING N N 16 
A58 C6  C7   SING N N 17 
A58 C6  H61  SING N N 18 
A58 C6  H62  SING N N 19 
A58 C7  H71  SING N N 20 
A58 C7  H72  SING N N 21 
A58 N8  C9   SING N N 22 
A58 N8  HN8  SING N N 23 
A58 C9  C10  SING N N 24 
A58 C9  H91  SING N N 25 
A58 C9  H92  SING N N 26 
A58 C10 C15  SING Y N 27 
A58 C10 C11  DOUB Y N 28 
A58 C11 C12  SING Y N 29 
A58 C11 H11  SING N N 30 
A58 C12 C13  DOUB Y N 31 
A58 C12 C16  SING N N 32 
A58 C13 C14  SING Y N 33 
A58 C13 C18  SING N N 34 
A58 C14 C15  DOUB Y N 35 
A58 C14 H14  SING N N 36 
A58 C15 H15  SING N N 37 
A58 C16 C17  SING N N 38 
A58 C16 H161 SING N N 39 
A58 C16 H162 SING N N 40 
A58 C17 C19  SING Y N 41 
A58 C17 C18  DOUB Y N 42 
A58 C18 N21  SING Y N 43 
A58 C19 N20  DOUB Y N 44 
A58 C19 C22  SING N N 45 
A58 N20 N21  SING Y N 46 
A58 N21 H21  SING N N 47 
A58 C22 C27  SING Y N 48 
A58 C22 C23  DOUB Y N 49 
A58 C23 C24  SING Y N 50 
A58 C23 H23  SING N N 51 
A58 C24 C25  DOUB Y N 52 
A58 C24 H24  SING N N 53 
A58 C25 C26  SING Y N 54 
A58 C25 C28  SING N N 55 
A58 C26 C27  DOUB Y N 56 
A58 C26 H26  SING N N 57 
A58 C27 H27  SING N N 58 
A58 C28 O29  SING N N 59 
A58 C28 O30  DOUB N N 60 
A58 O29 H29  SING N N 61 
# 
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 
A58 SMILES           ACDLabs              10.04 O=C(O)c5ccc(c2nnc3c1ccc(cc1Cc23)CNC4CCC(C)CC4)cc5                                                                                                                                                   
A58 InChI            InChI                1.02b InChI=1/C25H27N3O2/c1-15-2-9-20(10-3-15)26-14-16-4-11-21-19(12-16)13-22-23(27-28-24(21)22)17-5-7-18(8-6-17)25(29)30/h4-8,11-12,15,20,26H,2-3,9-10,13-14H2,1H3,(H,27,28)(H,29,30)/t15-,20+/f/h28-29H 
A58 InChIKey         InChI                1.02b MEDLHZCDTXWLOC-PAOCXPLQDQ                                                                                                                                                                           
A58 SMILES_CANONICAL CACTVS               3.341 C[C@@H]1CC[C@@H](CC1)NCc2ccc3c(Cc4c3[nH]nc4c5ccc(cc5)C(O)=O)c2                                                                                                                                      
A58 SMILES           CACTVS               3.341 C[CH]1CC[CH](CC1)NCc2ccc3c(Cc4c3[nH]nc4c5ccc(cc5)C(O)=O)c2                                                                                                                                          
A58 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1CCC(CC1)NCc2ccc-3c(c2)Cc4c3[nH]nc4c5ccc(cc5)C(=O)O                                                                                                                                               
A58 SMILES           "OpenEye OEToolkits" 1.5.0 CC1CCC(CC1)NCc2ccc-3c(c2)Cc4c3[nH]nc4c5ccc(cc5)C(=O)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 
A58 "SYSTEMATIC NAME" ACDLabs              10.04 "4-(6-{[(cis-4-methylcyclohexyl)amino]methyl}-1,4-dihydroindeno[1,2-c]pyrazol-3-yl)benzoic acid" 
A58 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[6-[[(4-methylcyclohexyl)amino]methyl]-1,4-dihydroindeno[2,3-d]pyrazol-3-yl]benzoic acid"     
# 
