data_CMF
# 
_chem_comp.id                                    CMF 
_chem_comp.name                                  "3-CYCLOHEXYL-1-(2-MORPHOLIN-4-YL-2-OXOETHYL)-2-PHENYL-1H-INDOLE-6-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H30 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-05-06 
_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                        446.538 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CMF 
_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        2BRK 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
CMF C24  C24  C 0 1 N N N 25.330 8.857  4.903  0.750  -1.557 -4.581 C24  CMF 1  
CMF C26  C26  C 0 1 N N N 25.585 7.698  3.905  -0.202 -1.412 -5.773 C26  CMF 2  
CMF O4   O4   O 0 1 N N N 25.724 8.005  2.455  0.116  -0.225 -6.498 O4   CMF 3  
CMF C27  C27  C 0 1 N N N 25.693 9.408  1.996  -0.226 0.890  -5.679 C27  CMF 4  
CMF C25  C25  C 0 1 N N N 25.153 10.430 3.012  0.718  0.958  -4.479 C25  CMF 5  
CMF N2   N2   N 0 1 N N N 25.783 10.118 4.309  0.661  -0.331 -3.770 N2   CMF 6  
CMF C23  C23  C 0 1 N N N 26.746 10.900 4.839  0.526  -0.387 -2.430 C23  CMF 7  
CMF O3   O3   O 0 1 N N N 27.087 11.929 4.249  0.476  -1.462 -1.870 O3   CMF 8  
CMF C22  C22  C 0 1 N N N 27.423 10.536 6.176  0.438  0.885  -1.627 C22  CMF 9  
CMF N1   N1   N 0 1 Y N N 28.554 11.429 6.507  0.297  0.557  -0.206 N1   CMF 10 
CMF C1   C1   C 0 1 Y N N 29.778 11.319 5.999  1.335  0.384  0.684  C1   CMF 11 
CMF C6   C6   C 0 1 Y N N 30.354 10.425 5.086  2.714  0.458  0.559  C6   CMF 12 
CMF C5   C5   C 0 1 Y N N 31.697 10.581 4.761  3.522  0.222  1.670  C5   CMF 13 
CMF C8   C8   C 0 1 N N N 32.397 9.634  3.794  4.988  0.295  1.540  C8   CMF 14 
CMF O2   O2   O 0 1 N N N 31.772 8.727  3.269  5.491  0.554  0.465  O2   CMF 15 
CMF O1   O1   O 0 1 N N N 33.603 9.748  3.574  5.772  0.073  2.614  O1   CMF 16 
CMF C4   C4   C 0 1 Y N N 32.453 11.592 5.346  2.944  -0.077 2.914  C4   CMF 17 
CMF C3   C3   C 0 1 Y N N 31.882 12.472 6.251  1.592  -0.146 3.047  C3   CMF 18 
CMF C2   C2   C 0 1 Y N N 30.544 12.344 6.572  0.765  0.082  1.937  C2   CMF 19 
CMF C7   C7   C 0 1 Y N N 29.716 13.050 7.427  -0.639 0.082  1.759  C7   CMF 20 
CMF C16  C16  C 0 1 N N N 30.119 14.267 8.302  -1.669 -0.190 2.824  C16  CMF 21 
CMF C17  C17  C 0 1 N N N 30.869 15.331 7.510  -1.457 -1.594 3.391  C17  CMF 22 
CMF C20  C20  C 0 1 N N N 31.428 16.428 8.418  -2.503 -1.871 4.473  C20  CMF 23 
CMF C21  C21  C 0 1 N N N 32.388 15.866 9.476  -2.361 -0.841 5.595  C21  CMF 24 
CMF C19  C19  C 0 1 N N N 31.580 14.886 10.323 -2.574 0.563  5.028  C19  CMF 25 
CMF C18  C18  C 0 1 N N N 31.004 13.755 9.447  -1.528 0.840  3.946  C18  CMF 26 
CMF C9   C9   C 0 1 Y N N 28.473 12.462 7.354  -0.892 0.372  0.457  C9   CMF 27 
CMF C10  C10  C 0 1 Y N N 27.366 12.854 8.070  -2.236 0.471  -0.151 C10  CMF 28 
CMF C11  C11  C 0 1 Y N N 27.436 12.950 9.469  -2.592 -0.371 -1.205 C11  CMF 29 
CMF C12  C12  C 0 1 Y N N 26.314 13.326 10.223 -3.847 -0.273 -1.768 C12  CMF 30 
CMF C13  C13  C 0 1 Y N N 25.104 13.551 9.573  -4.752 0.658  -1.290 C13  CMF 31 
CMF C14  C14  C 0 1 Y N N 25.038 13.449 8.175  -4.405 1.496  -0.246 C14  CMF 32 
CMF C15  C15  C 0 1 Y N N 26.163 13.092 7.428  -3.155 1.404  0.330  C15  CMF 33 
CMF H241 1H24 H 0 0 N N N 25.796 8.668  5.898  1.771  -1.687 -4.940 H241 CMF 34 
CMF H242 2H24 H 0 0 N N N 24.266 8.904  5.233  0.459  -2.418 -3.980 H242 CMF 35 
CMF H261 1H26 H 0 0 N N N 24.784 6.933  4.033  -0.099 -2.277 -6.428 H261 CMF 36 
CMF H262 2H26 H 0 0 N N N 26.485 7.131  4.238  -1.228 -1.351 -5.411 H262 CMF 37 
CMF H271 1H27 H 0 0 N N N 25.123 9.483  1.041  -0.141 1.808  -6.261 H271 CMF 38 
CMF H272 2H27 H 0 0 N N N 26.706 9.717  1.647  -1.250 0.779  -5.324 H272 CMF 39 
CMF H251 1H25 H 0 0 N N N 25.305 11.488 2.694  0.408  1.761  -3.811 H251 CMF 40 
CMF H252 2H25 H 0 0 N N N 24.039 10.455 3.060  1.737  1.136  -4.823 H252 CMF 41 
CMF H221 1H22 H 0 0 N N N 27.742 9.468  6.184  -0.426 1.461  -1.955 H221 CMF 42 
CMF H222 2H22 H 0 0 N N N 26.679 10.509 7.006  1.344  1.472  -1.777 H222 CMF 43 
CMF H6   H6   H 0 1 N N N 29.755 9.616  4.635  3.160  0.689  -0.396 H6   CMF 44 
CMF H1   H1   H 0 1 N N N 34.039 9.158  2.971  6.734  0.121  2.529  H1   CMF 45 
CMF H4   H4   H 0 1 N N N 33.520 11.694 5.086  3.578  -0.254 3.770  H4   CMF 46 
CMF H3   H3   H 0 1 N N N 32.491 13.268 6.712  1.155  -0.378 4.007  H3   CMF 47 
CMF H16  H16  H 0 1 N N N 29.197 14.722 8.734  -2.667 -0.120 2.390  H16  CMF 48 
CMF H171 1H17 H 0 0 N N N 30.232 15.759 6.701  -1.557 -2.328 2.592  H171 CMF 49 
CMF H172 2H17 H 0 0 N N N 31.670 14.878 6.880  -0.459 -1.664 3.825  H172 CMF 50 
CMF H201 1H20 H 0 0 N N N 30.609 17.020 8.889  -3.501 -1.802 4.039  H201 CMF 51 
CMF H202 2H20 H 0 0 N N N 31.911 17.238 7.823  -2.351 -2.872 4.877  H202 CMF 52 
CMF H211 1H21 H 0 0 N N N 32.892 16.657 10.078 -3.107 -1.039 6.365  H211 CMF 53 
CMF H212 2H21 H 0 0 N N N 33.310 15.415 9.039  -1.364 -0.911 6.028  H212 CMF 54 
CMF H191 1H19 H 0 0 N N N 32.178 14.485 11.175 -3.572 0.632  4.594  H191 CMF 55 
CMF H192 2H19 H 0 0 N N N 30.783 15.403 10.906 -2.473 1.297  5.827  H192 CMF 56 
CMF H181 1H18 H 0 0 N N N 31.819 13.102 9.057  -0.530 0.770  4.380  H181 CMF 57 
CMF H182 2H18 H 0 0 N N N 30.455 13.011 10.070 -1.679 1.841  3.542  H182 CMF 58 
CMF H11  H11  H 0 1 N N N 28.386 12.727 9.983  -1.886 -1.098 -1.579 H11  CMF 59 
CMF H12  H12  H 0 1 N N N 26.390 13.442 11.317 -4.124 -0.924 -2.583 H12  CMF 60 
CMF H13  H13  H 0 1 N N N 24.202 13.808 10.153 -5.734 0.731  -1.735 H13  CMF 61 
CMF H14  H14  H 0 1 N N N 24.085 13.653 7.659  -5.116 2.222  0.121  H14  CMF 62 
CMF H15  H15  H 0 1 N N N 26.093 13.000 6.331  -2.886 2.059  1.145  H15  CMF 63 
# 
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 
CMF C24 C26  SING N N 1  
CMF C24 N2   SING N N 2  
CMF C24 H241 SING N N 3  
CMF C24 H242 SING N N 4  
CMF C26 O4   SING N N 5  
CMF C26 H261 SING N N 6  
CMF C26 H262 SING N N 7  
CMF O4  C27  SING N N 8  
CMF C27 C25  SING N N 9  
CMF C27 H271 SING N N 10 
CMF C27 H272 SING N N 11 
CMF C25 N2   SING N N 12 
CMF C25 H251 SING N N 13 
CMF C25 H252 SING N N 14 
CMF N2  C23  SING N N 15 
CMF C23 O3   DOUB N N 16 
CMF C23 C22  SING N N 17 
CMF C22 N1   SING N N 18 
CMF C22 H221 SING N N 19 
CMF C22 H222 SING N N 20 
CMF N1  C1   SING Y N 21 
CMF N1  C9   SING Y N 22 
CMF C1  C6   DOUB Y N 23 
CMF C1  C2   SING Y N 24 
CMF C6  C5   SING Y N 25 
CMF C6  H6   SING N N 26 
CMF C5  C8   SING N N 27 
CMF C5  C4   DOUB Y N 28 
CMF C8  O2   DOUB N N 29 
CMF C8  O1   SING N N 30 
CMF O1  H1   SING N N 31 
CMF C4  C3   SING Y N 32 
CMF C4  H4   SING N N 33 
CMF C3  C2   DOUB Y N 34 
CMF C3  H3   SING N N 35 
CMF C2  C7   SING Y N 36 
CMF C7  C16  SING N N 37 
CMF C7  C9   DOUB Y N 38 
CMF C16 C17  SING N N 39 
CMF C16 C18  SING N N 40 
CMF C16 H16  SING N N 41 
CMF C17 C20  SING N N 42 
CMF C17 H171 SING N N 43 
CMF C17 H172 SING N N 44 
CMF C20 C21  SING N N 45 
CMF C20 H201 SING N N 46 
CMF C20 H202 SING N N 47 
CMF C21 C19  SING N N 48 
CMF C21 H211 SING N N 49 
CMF C21 H212 SING N N 50 
CMF C19 C18  SING N N 51 
CMF C19 H191 SING N N 52 
CMF C19 H192 SING N N 53 
CMF C18 H181 SING N N 54 
CMF C18 H182 SING N N 55 
CMF C9  C10  SING N N 56 
CMF C10 C11  DOUB Y N 57 
CMF C10 C15  SING Y N 58 
CMF C11 C12  SING Y N 59 
CMF C11 H11  SING N N 60 
CMF C12 C13  DOUB Y N 61 
CMF C12 H12  SING N N 62 
CMF C13 C14  SING Y N 63 
CMF C13 H13  SING N N 64 
CMF C14 C15  DOUB Y N 65 
CMF C14 H14  SING N N 66 
CMF C15 H15  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 
CMF SMILES           ACDLabs              10.04 O=C(N1CCOCC1)Cn4c2cc(C(=O)O)ccc2c(c4c3ccccc3)C5CCCCC5                                                                                                                                 
CMF InChI            InChI                1.02b InChI=1/C27H30N2O4/c30-24(28-13-15-33-16-14-28)18-29-23-17-21(27(31)32)11-12-22(23)25(19-7-3-1-4-8-19)26(29)20-9-5-2-6-10-20/h2,5-6,9-12,17,19H,1,3-4,7-8,13-16,18H2,(H,31,32)/f/h31H 
CMF InChIKey         InChI                1.02b ZKEZEXYKYHYIMQ-VJSLDGLSCK                                                                                                                                                             
CMF SMILES_CANONICAL CACTVS               3.341 OC(=O)c1ccc2c(c1)n(CC(=O)N3CCOCC3)c(c4ccccc4)c2C5CCCCC5                                                                                                                               
CMF SMILES           CACTVS               3.341 OC(=O)c1ccc2c(c1)n(CC(=O)N3CCOCC3)c(c4ccccc4)c2C5CCCCC5                                                                                                                               
CMF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2c(c3ccc(cc3n2CC(=O)N4CCOCC4)C(=O)O)C5CCCCC5                                                                                                                               
CMF SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2c(c3ccc(cc3n2CC(=O)N4CCOCC4)C(=O)O)C5CCCCC5                                                                                                                               
# 
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 
CMF "SYSTEMATIC NAME" ACDLabs              10.04 "3-cyclohexyl-1-(2-morpholin-4-yl-2-oxoethyl)-2-phenyl-1H-indole-6-carboxylic acid" 
CMF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-cyclohexyl-1-(2-morpholin-4-yl-2-oxo-ethyl)-2-phenyl-indole-6-carboxylic acid"   
# 
