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 2011-06-04 _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 Y 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 Y 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 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" A58 InChI InChI 1.03 "InChI=1S/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+" A58 InChIKey InChI 1.03 MEDLHZCDTXWLOC-GSXCWMCISA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A58 "Create component" 2007-01-31 RCSB A58 "Modify aromatic_flag" 2011-06-04 RCSB A58 "Modify descriptor" 2011-06-04 RCSB #