data_FRM
# 
_chem_comp.id                                    FRM 
_chem_comp.name                                  2-{3-[4-(4-FLUOROPHENYL)-3,6-DIHYDRO-1(2H)-PYRIDINYL]PROPYL}-8-METHYL-4(3H)-QUINAZOLINONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 F N3 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-08-15 
_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                        377.455 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FRM 
_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        1UK0 
_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 
FRM C1   C1   C 0 1 Y N N 7.037  -7.574 32.427 3.190  -0.213 -5.220 C1   FRM 1  
FRM C2   C2   C 0 1 Y N N 7.643  -6.362 32.552 2.299  -0.247 -4.170 C2   FRM 2  
FRM C3   C3   C 0 1 Y N N 7.128  -5.514 33.493 0.934  -0.088 -4.416 C3   FRM 3  
FRM C4   C4   C 0 1 Y N N 6.083  -5.863 34.305 0.489  0.115  -5.742 C4   FRM 4  
FRM C5   C5   C 0 1 Y N N 5.448  -7.071 34.231 1.406  0.145  -6.789 C5   FRM 5  
FRM C6   C6   C 0 1 Y N N 5.945  -7.907 33.254 2.748  -0.018 -6.521 C6   FRM 6  
FRM N10  N10  N 0 1 Y N N 7.627  -4.277 33.569 0.022  -0.107 -3.412 N10  FRM 7  
FRM C11  C11  C 0 1 Y N N 7.072  -3.303 34.244 -1.246 0.044  -3.641 C11  FRM 8  
FRM N12  N12  N 0 1 Y N N 6.008  -3.586 34.952 -1.763 0.239  -4.882 N12  FRM 9  
FRM C13  C13  C 0 1 Y N N 5.618  -4.825 35.148 -0.954 0.285  -5.966 C13  FRM 10 
FRM O14  O14  O 0 1 N N N 4.825  -5.065 36.013 -1.404 0.459  -7.084 O14  FRM 11 
FRM C17  C17  C 0 1 N N N 7.829  -2.023 34.414 -2.194 0.003  -2.470 C17  FRM 12 
FRM C20  C20  C 0 1 N N N 6.942  -0.786 34.515 -1.402 -0.224 -1.181 C20  FRM 13 
FRM C23  C23  C 0 1 N N N 7.010  0.111  33.323 -2.364 -0.265 0.007  C23  FRM 14 
FRM N26  N26  N 0 1 N N R 8.328  0.727  33.388 -1.604 -0.484 1.245  N26  FRM 15 
FRM C29  C29  C 0 1 N N N 9.101  0.719  32.153 -0.780 0.710  1.450  C29  FRM 16 
FRM C30  C30  C 0 1 N N N 8.458  1.653  31.191 -0.171 0.704  2.822  C30  FRM 17 
FRM C31  C31  C 0 1 N N N 7.733  2.691  31.538 -0.653 -0.017 3.812  C31  FRM 18 
FRM C32  C32  C 0 1 N N N 7.474  2.915  33.009 -1.860 -0.899 3.635  C32  FRM 19 
FRM C33  C33  C 0 1 N N N 8.331  2.040  33.909 -2.583 -0.514 2.342  C33  FRM 20 
FRM C40  C40  C 0 1 Y N N 7.385  3.769  30.604 0.008  0.039  5.133  C40  FRM 21 
FRM C42  C42  C 0 1 Y N N 8.018  4.008  29.398 0.104  1.252  5.816  C42  FRM 22 
FRM C43  C43  C 0 1 Y N N 7.799  5.239  28.833 0.723  1.300  7.048  C43  FRM 23 
FRM C44  C44  C 0 1 Y N N 7.012  6.178  29.463 1.248  0.146  7.607  C44  FRM 24 
FRM C45  C45  C 0 1 Y N N 6.366  5.971  30.627 1.156  -1.060 6.933  C45  FRM 25 
FRM C46  C46  C 0 1 Y N N 6.526  4.731  31.136 0.534  -1.120 5.703  C46  FRM 26 
FRM C7   C7   C 0 1 N N N 8.828  -6.010 31.705 2.794  -0.459 -2.763 C7   FRM 27 
FRM F1   F1   F 0 1 N N N 6.717  7.318  28.871 1.853  0.198  8.814  F1   FRM 28 
FRM H1   H1   H 0 1 N N N 7.424  -8.275 31.668 4.245  -0.340 -5.028 H1   FRM 29 
FRM H5   H5   H 0 1 N N N 4.613  -7.345 34.897 1.069  0.297  -7.804 H5   FRM 30 
FRM H6   H6   H 0 1 N N N 5.448  -8.884 33.129 3.462  0.004  -7.331 H6   FRM 31 
FRM H12  H12  H 0 1 N N N 5.470  -2.822 35.361 -2.720 0.348  -4.992 H12  FRM 32 
FRM H171 1H17 H 0 0 N N N 8.580  -1.901 33.599 -2.731 0.949  -2.404 H171 FRM 33 
FRM H172 2H17 H 0 0 N N N 8.513  -2.087 35.292 -2.906 -0.809 -2.608 H172 FRM 34 
FRM H201 1H20 H 0 0 N N N 7.170  -0.217 35.446 -0.865 -1.170 -1.247 H201 FRM 35 
FRM H202 2H20 H 0 0 N N N 5.887  -1.078 34.725 -0.689 0.589  -1.043 H202 FRM 36 
FRM H231 1H23 H 0 0 N N N 6.172  0.844  33.261 -2.901 0.680  0.073  H231 FRM 37 
FRM H232 2H23 H 0 0 N N N 6.800  -0.405 32.357 -3.077 -1.079 -0.130 H232 FRM 38 
FRM H291 1H29 H 0 0 N N N 9.229  -0.306 31.734 0.014  0.730  0.704  H291 FRM 39 
FRM H292 2H29 H 0 0 N N N 10.179 0.951  32.320 -1.401 1.598  1.336  H292 FRM 40 
FRM H30  H30  H 0 1 N N N 8.527  1.566  30.094 0.698  1.318  3.005  H30  FRM 41 
FRM H321 1H32 H 0 0 N N N 6.392  2.787  33.245 -2.534 -0.768 4.482  H321 FRM 42 
FRM H322 2H32 H 0 0 N N N 7.593  3.992  33.273 -1.544 -1.941 3.579  H322 FRM 43 
FRM H331 1H33 H 0 0 N N N 9.361  2.445  34.046 -3.034 0.471  2.455  H331 FRM 44 
FRM H332 2H33 H 0 0 N N N 8.010  2.079  34.976 -3.356 -1.250 2.122  H332 FRM 45 
FRM H42  H42  H 0 1 N N N 8.663  3.257  28.913 -0.304 2.152  5.381  H42  FRM 46 
FRM H43  H43  H 0 1 N N N 8.261  5.477  27.860 0.798  2.238  7.577  H43  FRM 47 
FRM H45  H45  H 0 1 N N N 5.759  6.749  31.120 1.567  -1.957 7.373  H45  FRM 48 
FRM H46  H46  H 0 1 N N N 5.926  4.492  32.030 0.462  -2.062 5.179  H46  FRM 49 
FRM H71  1H7  H 0 1 N N N 8.546  -6.150 30.635 3.015  0.504  -2.305 H71  FRM 50 
FRM H72  2H7  H 0 1 N N N 9.325  -5.017 31.807 2.028  -0.971 -2.181 H72  FRM 51 
FRM H73  3H7  H 0 1 N N N 9.601  -6.802 31.841 3.699  -1.067 -2.784 H73  FRM 52 
# 
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 
FRM C1  C2   DOUB Y N 1  
FRM C1  C6   SING Y N 2  
FRM C1  H1   SING N N 3  
FRM C2  C3   SING Y N 4  
FRM C2  C7   SING N N 5  
FRM C3  C4   DOUB Y N 6  
FRM C3  N10  SING Y N 7  
FRM C4  C5   SING Y N 8  
FRM C4  C13  SING Y N 9  
FRM C5  C6   DOUB Y N 10 
FRM C5  H5   SING N N 11 
FRM C6  H6   SING N N 12 
FRM N10 C11  DOUB Y N 13 
FRM C11 N12  SING Y N 14 
FRM C11 C17  SING N N 15 
FRM N12 C13  SING Y N 16 
FRM N12 H12  SING N N 17 
FRM C13 O14  DOUB N N 18 
FRM C17 C20  SING N N 19 
FRM C17 H171 SING N N 20 
FRM C17 H172 SING N N 21 
FRM C20 C23  SING N N 22 
FRM C20 H201 SING N N 23 
FRM C20 H202 SING N N 24 
FRM C23 N26  SING N N 25 
FRM C23 H231 SING N N 26 
FRM C23 H232 SING N N 27 
FRM N26 C29  SING N N 28 
FRM N26 C33  SING N N 29 
FRM C29 C30  SING N N 30 
FRM C29 H291 SING N N 31 
FRM C29 H292 SING N N 32 
FRM C30 C31  DOUB N N 33 
FRM C30 H30  SING N N 34 
FRM C31 C32  SING N N 35 
FRM C31 C40  SING N N 36 
FRM C32 C33  SING N N 37 
FRM C32 H321 SING N N 38 
FRM C32 H322 SING N N 39 
FRM C33 H331 SING N N 40 
FRM C33 H332 SING N N 41 
FRM C40 C42  DOUB Y N 42 
FRM C40 C46  SING Y N 43 
FRM C42 C43  SING Y N 44 
FRM C42 H42  SING N N 45 
FRM C43 C44  DOUB Y N 46 
FRM C43 H43  SING N N 47 
FRM C44 C45  SING Y N 48 
FRM C44 F1   SING N N 49 
FRM C45 C46  DOUB Y N 50 
FRM C45 H45  SING N N 51 
FRM C46 H46  SING N N 52 
FRM C7  H71  SING N N 53 
FRM C7  H72  SING N N 54 
FRM C7  H73  SING N N 55 
# 
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 
FRM SMILES           ACDLabs              10.04 Fc4ccc(C3=CCN(CCCC1=Nc2c(C(=O)N1)cccc2C)CC3)cc4                                                                                                             
FRM InChI            InChI                1.02b InChI=1/C23H24FN3O/c1-16-4-2-5-20-22(16)25-21(26-23(20)28)6-3-13-27-14-11-18(12-15-27)17-7-9-19(24)10-8-17/h2,4-5,7-11H,3,6,12-15H2,1H3,(H,25,26,28)/f/h26H 
FRM InChIKey         InChI                1.02b LOFDUAJQRUYHBR-HXTKINSTCE                                                                                                                                   
FRM SMILES_CANONICAL CACTVS               3.341 Cc1cccc2C(=O)NC(=Nc12)CCCN3CCC(=CC3)c4ccc(F)cc4                                                                                                             
FRM SMILES           CACTVS               3.341 Cc1cccc2C(=O)NC(=Nc12)CCCN3CCC(=CC3)c4ccc(F)cc4                                                                                                             
FRM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cccc2c1N=C(NC2=O)CCC[N@@]3CCC(=CC3)c4ccc(cc4)F                                                                                                           
FRM SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cccc2c1N=C(NC2=O)CCCN3CCC(=CC3)c4ccc(cc4)F                                                                                                               
# 
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 
FRM "SYSTEMATIC NAME" ACDLabs              10.04 2-{3-[4-(4-fluorophenyl)-3,6-dihydropyridin-1(2H)-yl]propyl}-8-methylquinazolin-4(3H)-one      
FRM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[3-[(1R)-4-(4-fluorophenyl)-3,6-dihydro-2H-pyridin-1-yl]propyl]-8-methyl-3H-quinazolin-4-one 
# 
