data_FRB
# 
_chem_comp.id                                    FRB 
_chem_comp.name                                  2-CYCLOHEXYL-N-(2-{4-[5-(2,3-DICHLORO-PHENYL)-2H-PYRAZOL-3-YL]-PIPERIDIN-1-YL}-2-OXO-ETHYL)-2-GUANIDINO-ACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H33 Cl2 N7 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         SP2456 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-07-17 
_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                        534.481 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FRB 
_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        1PW6 
_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 
FRB N1   N1   N  0 1 N N N 82.662 24.133 11.101 8.098   3.736  -0.523 N1   FRB 1  
FRB C2   C2   C  0 1 N N N 83.464 25.185 10.995 7.308   2.702  -0.457 C2   FRB 2  
FRB N3   N3   N  0 1 N N N 83.238 26.268 11.736 6.305   2.542  -1.383 N3   FRB 3  
FRB N4   N4   N  0 1 N N N 84.468 25.133 10.126 7.478   1.770  0.540  N4   FRB 4  
FRB C5   C5   C  0 1 N N R 85.874 25.272 10.452 6.671   0.548  0.546  C5   FRB 5  
FRB C6   C6   C  0 1 N N N 86.534 25.844 9.196  6.870   -0.201 -0.773 C6   FRB 6  
FRB C7   C7   C  0 1 N N N 86.018 27.253 8.892  8.320   -0.679 -0.874 C7   FRB 7  
FRB C8   C8   C  0 1 N N N 86.547 27.758 7.553  8.518   -1.428 -2.194 C8   FRB 8  
FRB C9   C9   C  0 1 N N N 88.073 27.751 7.538  7.579   -2.635 -2.242 C9   FRB 9  
FRB C10  C10  C  0 1 N N N 88.644 26.390 7.938  6.129   -2.157 -2.140 C10  FRB 10 
FRB C11  C11  C  0 1 N N N 88.062 25.869 9.254  5.930   -1.408 -0.821 C11  FRB 11 
FRB C12  C12  C  0 1 N N N 86.479 23.954 10.870 5.216   0.908  0.705  C12  FRB 12 
FRB O13  O13  O  0 1 N N N 86.300 22.962 10.180 4.837   2.030  0.445  O13  FRB 13 
FRB N14  N14  N  0 1 N N N 87.184 23.933 12.010 4.336   -0.018 1.137  N14  FRB 14 
FRB C15  C15  C  0 1 N N N 88.401 23.380 12.105 2.922   0.332  1.292  C15  FRB 15 
FRB C16  C16  C  0 1 N N N 89.360 23.934 12.879 2.158   -0.870 1.784  C16  FRB 16 
FRB O17  O17  O  0 1 N N N 89.281 25.122 13.150 2.738   -1.916 1.985  O17  FRB 17 
FRB N18  N18  N  0 1 N N N 90.465 23.181 13.392 0.831   -0.783 1.999  N18  FRB 18 
FRB C19  C19  C  0 1 N N N 90.558 21.721 13.222 0.072   -1.947 2.479  C19  FRB 19 
FRB C20  C20  C  0 1 N N N 90.720 21.075 14.598 -1.105  -2.192 1.531  C20  FRB 20 
FRB C23  C23  C  0 1 N N N 91.559 23.845 14.132 0.116   0.479  1.766  C23  FRB 21 
FRB C22  C22  C  0 1 N N N 91.768 23.188 15.503 -1.064  0.204  0.820  C22  FRB 22 
FRB C21  C21  C  0 1 N N N 91.878 21.657 15.425 -1.932  -0.911 1.407  C21  FRB 23 
FRB C24  C24  C  0 1 Y N N 91.881 20.966 16.754 -3.111  -1.159 0.502  C24  FRB 24 
FRB N25  N25  N  0 1 Y N N 91.809 19.647 17.021 -3.123  -1.963 -0.583 N25  FRB 25 
FRB N26  N26  N  0 1 Y N N 91.836 19.457 18.314 -4.405  -1.917 -1.145 N26  FRB 26 
FRB C28  C28  C  0 1 Y N N 91.964 21.703 17.939 -4.342  -0.620 0.636  C28  FRB 27 
FRB C27  C27  C  0 1 Y N N 91.924 20.668 18.860 -5.143  -1.107 -0.416 C27  FRB 28 
FRB C29  C29  C  0 1 Y N N 91.979 20.774 20.250 -6.568  -0.769 -0.657 C29  FRB 29 
FRB C34  C34  C  0 1 Y N N 91.143 21.720 21.045 -7.020  0.536  -0.468 C34  FRB 30 
FRB CL36 CL36 CL 0 0 N N N 89.987 22.869 20.303 -5.915  1.773  0.043  CL36 FRB 31 
FRB C30  C30  C  0 1 Y N N 92.837 19.922 20.951 -7.461  -1.758 -1.066 C30  FRB 32 
FRB C31  C31  C  0 1 Y N N 92.939 19.957 22.345 -8.785  -1.440 -1.288 C31  FRB 33 
FRB C32  C32  C  0 1 Y N N 92.182 20.836 23.122 -9.229  -0.142 -1.105 C32  FRB 34 
FRB C33  C33  C  0 1 Y N N 91.288 21.718 22.522 -8.348  0.844  -0.698 C33  FRB 35 
FRB CL35 CL35 CL 0 0 N N N 90.310 22.850 23.511 -8.912  2.470  -0.470 CL35 FRB 36 
FRB HN1  HN1  H  0 1 N N N 81.654 24.263 11.020 8.850   3.813  0.085  HN1  FRB 37 
FRB HN31 1HN3 H  0 0 N N N 83.200 25.987 12.716 6.149   3.227  -2.052 HN31 FRB 38 
FRB HN32 2HN3 H  0 0 N N N 83.854 27.077 11.655 5.757   1.742  -1.371 HN32 FRB 39 
FRB HN4  HN4  H  0 1 N N N 84.267 25.829 9.408  8.133   1.923  1.240  HN4  FRB 40 
FRB H5   H5   H  0 1 N N N 86.030 25.948 11.325 6.981   -0.088 1.376  H5   FRB 41 
FRB H6   H6   H  0 1 N N N 86.248 25.145 8.376  6.648   0.466  -1.606 H6   FRB 42 
FRB H71  1H7  H  0 1 N N N 86.253 27.963 9.719  8.989   0.181  -0.840 H71  FRB 43 
FRB H72  2H7  H  0 1 N N N 84.905 27.300 8.937  8.542   -1.345 -0.041 H72  FRB 44 
FRB H81  1H8  H  0 1 N N N 86.136 28.763 7.299  8.296   -0.761 -3.027 H81  FRB 45 
FRB H82  2H8  H  0 1 N N N 86.123 27.182 6.698  9.551   -1.768 -2.266 H82  FRB 46 
FRB H91  1H9  H  0 1 N N N 88.488 28.567 8.175  7.721   -3.168 -3.181 H91  FRB 47 
FRB H92  2H9  H  0 1 N N N 88.469 28.081 6.550  7.801   -3.301 -1.408 H92  FRB 48 
FRB H101 1H10 H  0 0 N N N 89.758 26.419 7.977  5.907   -1.490 -2.973 H101 FRB 49 
FRB H102 2H10 H  0 0 N N N 88.512 25.645 7.119  5.460   -3.016 -2.174 H102 FRB 50 
FRB H111 1H11 H  0 0 N N N 88.482 24.873 9.526  6.152   -2.074 0.013  H111 FRB 51 
FRB H112 2H11 H  0 0 N N N 88.433 26.451 10.130 4.897   -1.067 -0.748 H112 FRB 52 
FRB H14  H14  H  0 1 N N N 86.776 24.357 12.843 4.640   -0.915 1.345  H14  FRB 53 
FRB H151 1H15 H  0 0 N N N 88.811 23.267 11.074 2.825   1.144  2.012  H151 FRB 54 
FRB H152 2H15 H  0 0 N N N 88.275 22.318 12.419 2.519   0.650  0.330  H152 FRB 55 
FRB H191 1H19 H  0 0 N N N 91.367 21.425 12.514 0.719   -2.824 2.493  H191 FRB 56 
FRB H192 2H19 H  0 0 N N N 89.695 21.302 12.654 -0.302  -1.750 3.483  H192 FRB 57 
FRB H201 1H20 H  0 0 N N N 90.823 19.969 14.503 -0.728  -2.478 0.549  H201 FRB 58 
FRB H202 2H20 H  0 0 N N N 89.765 21.126 15.170 -1.731  -2.992 1.927  H202 FRB 59 
FRB H231 1H23 H  0 0 N N N 91.388 24.943 14.223 -0.258  0.874  2.710  H231 FRB 60 
FRB H232 2H23 H  0 0 N N N 92.503 23.870 13.539 0.791   1.201  1.307  H232 FRB 61 
FRB H221 1H22 H  0 0 N N N 90.968 23.494 16.217 -0.687  -0.104 -0.155 H221 FRB 62 
FRB H222 2H22 H  0 0 N N N 92.653 23.625 16.023 -1.659  1.110  0.711  H222 FRB 63 
FRB H21  H21  H  0 1 N N N 92.866 21.469 14.944 -2.288  -0.612 2.393  H21  FRB 64 
FRB H25  H25  H  0 1 N N N 91.743 18.894 16.336 -2.374  -2.482 -0.916 H25  FRB 65 
FRB H28  H28  H  0 1 N N N 92.040 22.791 18.101 -4.656  0.067  1.408  H28  FRB 66 
FRB H30  H30  H  0 1 N N N 93.452 19.201 20.387 -7.117  -2.771 -1.211 H30  FRB 67 
FRB H31  H31  H  0 1 N N N 93.639 19.269 22.848 -9.477  -2.206 -1.606 H31  FRB 68 
FRB H32  H32  H  0 1 N N N 92.291 20.834 24.220 -10.266 0.102  -1.280 H32  FRB 69 
# 
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 
FRB N1  C2   DOUB N N 1  
FRB N1  HN1  SING N N 2  
FRB C2  N3   SING N N 3  
FRB C2  N4   SING N N 4  
FRB N3  HN31 SING N N 5  
FRB N3  HN32 SING N N 6  
FRB N4  C5   SING N N 7  
FRB N4  HN4  SING N N 8  
FRB C5  C6   SING N N 9  
FRB C5  C12  SING N N 10 
FRB C5  H5   SING N N 11 
FRB C6  C7   SING N N 12 
FRB C6  C11  SING N N 13 
FRB C6  H6   SING N N 14 
FRB C7  C8   SING N N 15 
FRB C7  H71  SING N N 16 
FRB C7  H72  SING N N 17 
FRB C8  C9   SING N N 18 
FRB C8  H81  SING N N 19 
FRB C8  H82  SING N N 20 
FRB C9  C10  SING N N 21 
FRB C9  H91  SING N N 22 
FRB C9  H92  SING N N 23 
FRB C10 C11  SING N N 24 
FRB C10 H101 SING N N 25 
FRB C10 H102 SING N N 26 
FRB C11 H111 SING N N 27 
FRB C11 H112 SING N N 28 
FRB C12 O13  DOUB N N 29 
FRB C12 N14  SING N N 30 
FRB N14 C15  SING N N 31 
FRB N14 H14  SING N N 32 
FRB C15 C16  SING N N 33 
FRB C15 H151 SING N N 34 
FRB C15 H152 SING N N 35 
FRB C16 O17  DOUB N N 36 
FRB C16 N18  SING N N 37 
FRB N18 C19  SING N N 38 
FRB N18 C23  SING N N 39 
FRB C19 C20  SING N N 40 
FRB C19 H191 SING N N 41 
FRB C19 H192 SING N N 42 
FRB C20 C21  SING N N 43 
FRB C20 H201 SING N N 44 
FRB C20 H202 SING N N 45 
FRB C23 C22  SING N N 46 
FRB C23 H231 SING N N 47 
FRB C23 H232 SING N N 48 
FRB C22 C21  SING N N 49 
FRB C22 H221 SING N N 50 
FRB C22 H222 SING N N 51 
FRB C21 C24  SING N N 52 
FRB C21 H21  SING N N 53 
FRB C24 N25  SING Y N 54 
FRB C24 C28  DOUB Y N 55 
FRB N25 N26  SING Y N 56 
FRB N25 H25  SING N N 57 
FRB N26 C27  DOUB Y N 58 
FRB C28 C27  SING Y N 59 
FRB C28 H28  SING N N 60 
FRB C27 C29  SING N N 61 
FRB C29 C34  DOUB Y N 62 
FRB C29 C30  SING Y N 63 
FRB C34 CL36 SING N N 64 
FRB C34 C33  SING Y N 65 
FRB C30 C31  DOUB Y N 66 
FRB C30 H30  SING N N 67 
FRB C31 C32  SING Y N 68 
FRB C31 H31  SING N N 69 
FRB C32 C33  DOUB Y N 70 
FRB C32 H32  SING N N 71 
FRB C33 CL35 SING N N 72 
# 
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 
FRB SMILES           ACDLabs              10.04 O=C(NCC(=O)N3CCC(c1cc(nn1)c2cccc(Cl)c2Cl)CC3)C(NC(=[N@H])N)C4CCCCC4 
FRB InChI            InChI                1.02b 
InChI=1/C25H33Cl2N7O2/c26-18-8-4-7-17(22(18)27)20-13-19(32-33-20)15-9-11-34(12-10-15)21(35)14-30-24(36)23(31-25(28)29)16-5-2-1-3-6-16/h4,7-8,13,15-16,23H,1-3,5-6,9-12,14H2,(H,30,36)(H,32,33)(H4,28,29,31)/t23-/m1/s1/f/h28,30-32H,29H2/b28-25+ 
FRB InChIKey         InChI                1.02b SSSXBBASYYVGCI-APOFGXLPDB 
FRB SMILES_CANONICAL CACTVS               3.341 NC(=N)N[C@H](C1CCCCC1)C(=O)NCC(=O)N2CCC(CC2)c3[nH]nc(c3)c4cccc(Cl)c4Cl 
FRB SMILES           CACTVS               3.341 NC(=N)N[CH](C1CCCCC1)C(=O)NCC(=O)N2CCC(CC2)c3[nH]nc(c3)c4cccc(Cl)c4Cl 
FRB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(c(c1)Cl)Cl)c2cc([nH]n2)C3CCN(CC3)C(=O)CNC(=O)[C@@H](C4CCCCC4)NC(=N)N 
FRB SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(c(c1)Cl)Cl)c2cc([nH]n2)C3CCN(CC3)C(=O)CNC(=O)C(C4CCCCC4)NC(=N)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 
FRB "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-2-carbamimidamido-2-cyclohexyl-N-(2-{4-[3-(2,3-dichlorophenyl)-1H-pyrazol-5-yl]piperidin-1-yl}-2-oxoethyl)ethanamide  
FRB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-2-carbamimidamido-2-cyclohexyl-N-[2-[4-[5-(2,3-dichlorophenyl)-2H-pyrazol-3-yl]piperidin-1-yl]-2-oxo-ethyl]ethanamide 
# 
