# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:42:51 2022
#   Inital geometry file: a 190 line input string
#   Ligand name: 3'-chloro-5'-[6-({2-methoxy-4-[(1-methylpiperidin-4-yl)carbamoyl]phenyl}amino)-3-methyl-1H-pyrazolo[4,3-c]pyridin-1-yl]biphenyl-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(ccc1Nc2cc3n(nc(C)c3cn2)c4cc(Cl)cc(c4)c5ccccc5C(N)=O)C(=O)NC6CCN(C)CC6
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 4FR  4FR  3'-chloro-5'-[6-({2-methoxy-4-[(1-methylpiperidin-4-yl)carbamoyl]phenyl}amino)-3-methyl-1H-pyrazolo[4,3-c]pyridin-1-yl]biphenyl-2-carboxamide  ligand  79  45  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4FR
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 4FR  C31   C   CR16  0  -0.251   10.2146   1.2134  -1.5033
 4FR  C30   C   CR16  0  -0.239    9.6142   1.9195  -0.4724
 4FR  C28   C   CR6   0   0.090    7.7024   0.4355  -0.5476
 4FR  C23   C   CR16  0  -0.349    5.4072   0.9759   0.2256
 4FR  C22   C   CR6   0   0.074    6.4048   0.0290   0.0346
 4FR  C17   C   CR5   0   0.260    2.4932   3.5713   1.4106
 4FR  C20   C   CR6   0  -0.022    4.9920  -1.6260   1.0294
 4FR  C12   C   CR56  0  -0.253    1.3474   2.7376   1.2256
 4FR  C13   C   CR16  0  -0.082   -0.0288   2.9060   1.2278
 4FR  C11   C   CR56  0   0.574    1.8583   1.4561   0.9611
 4FR  C10   C   CR16  0  -0.501    1.0071   0.3991   0.6784
 4FR  C9    C   CR6   0   0.576   -0.3591   0.6943   0.7047
 4FR  O40   O   O     0  -0.498   -7.3390  -2.0776   0.2576
 4FR  N42   N   NH1   0  -0.659   -7.6344   0.1275  -0.1240
 4FR  C43   C   CH1   0  -0.066   -9.0781   0.0826  -0.2379
 4FR  C45   C   CH2   0  -0.451   -9.6680   1.4329   0.1487
 4FR  C46   C   CH2   0  -0.280  -11.1784   1.4280  -0.0244
 4FR  N47   N   NT    0  -0.410  -11.5555   1.0754  -1.3795
 4FR  C48   C   CH3   0  -0.517  -12.9852   1.1649  -1.5676
 4FR  C49   C   CH2   0  -0.282  -11.0572  -0.2387  -1.7394
 4FR  C44   C   CH2   0  -0.431   -9.5411  -0.2997  -1.6417
 4FR  C50   C   CR6   0  -0.041   -5.4027  -0.7100   0.1977
 4FR  C55   C   CR16  0  -0.313   -4.8536   0.5143   0.5448
 4FR  C56   C   CR16  0  -0.305   -3.4781   0.6837   0.6367
 4FR  C57   C   CR6   0   0.282   -2.6098  -0.3728   0.3753
 4FR  C52   C   CR6   0   0.334   -3.1759  -1.6257   0.0265
 4FR  O53   O   O2    0  -0.488   -2.2809  -2.6064  -0.2120
 4FR  C54   C   CH3   0  -0.434   -2.7499  -3.8863  -0.5883
 4FR  C51   C   CR16  0  -0.414   -4.5435  -1.7855  -0.0463
 4FR  N8    N   NH1   0  -0.783   -1.2302  -0.3293   0.4298
 4FR  N14   N   N     0  -0.481   -0.8553   1.9097   0.9810
 4FR  N16   N   N     0  -0.266    3.5784   2.8680   1.2777
 4FR  N15   N   NR5   0  -0.544    3.2127   1.5834   1.0155
 4FR  C18   C   CR6   0   0.381    4.2048   0.6141   0.8239
 4FR  C19   C   CR16  0  -0.292    3.9913  -0.6925   1.2457
 4FR  CL    CL  CL    0  -0.116    4.7376  -3.2551   1.5563
 4FR  C21   C   CR16  0  -0.271    6.1948  -1.2882   0.4385
 4FR  C33   C   CR6   0  -0.082    8.3087  -0.2680  -1.5946
 4FR  C34   C   C     0   0.430    7.5803  -1.3651  -2.3127
 4FR  O35   O   O     0  -0.465    6.4563  -1.1937  -2.7572
 4FR  N36   N   NH2   0  -0.788    8.2687  -2.5069  -2.4435
 4FR  C29   C   CR16  0  -0.291    8.3714   1.5266   0.0024
 4FR  C32   C   CR16  0  -0.256    9.5622   0.1213  -2.0570
 4FR  H31   H   HCR6  0   0.267   11.1844   1.5102  -1.8795
 4FR  H30   H   HCR6  0   0.267   10.1150   2.7696  -0.0286
 4FR  H26   H   HCH3  0   0.257    1.9761   5.2437   2.6311
 4FR  H26A  H   HCH3  0   0.260    3.5412   5.3805   1.8224
 4FR  H26B  H   HCH3  0   0.257    2.0427   5.5948   0.9110
 4FR  H23   H   HCR6  0   0.278    5.5587   1.9959  -0.1001
 4FR  H13   H   HCR6  0   0.270   -0.4772   3.8721   1.4341
 4FR  H10   H   HCR6  0   0.291    1.3533  -0.5953   0.4348
 4FR  HN42  H   HNH1  0   0.398   -7.1841   0.9838  -0.4068
 4FR  H43   H   HCH1  0   0.237   -9.4436  -0.6715   0.4649
 4FR  H45   H   HCH2  0   0.246   -9.4210   1.6717   1.1853
 4FR  H45A  H   HCH2  0   0.225   -9.2339   2.2182  -0.4795
 4FR  H46   H   HCH2  0   0.188  -11.6260   0.7368   0.7131
 4FR  H46A  H   HCH2  0   0.239  -11.5729   2.4213   0.2021
 4FR  H48   H   HCH3  0   0.231  -13.3315   2.1762  -1.3473
 4FR  H48A  H   HCH3  0   0.232  -13.2415   0.9440  -2.6050
 4FR  H48B  H   HCH3  0   0.190  -13.5519   0.4701  -0.9277
 4FR  H49   H   HCH2  0   0.187  -11.4971  -1.0262  -1.0999
 4FR  H49A  H   HCH2  0   0.238  -11.3665  -0.4624  -2.7630
 4FR  H44   H   HCH2  0   0.219   -9.0984   0.3875  -2.3691
 4FR  H44A  H   HCH2  0   0.241   -9.1983  -1.3057  -1.8902
 4FR  H55   H   HCR6  0   0.250   -5.4815   1.3637   0.7824
 4FR  H56   H   HCR6  0   0.292   -3.0792   1.6421   0.9206
 4FR  H54   H   HCH3  0   0.233   -3.3752  -4.3330   0.1886
 4FR  H54A  H   HCH3  0   0.233   -3.3158  -3.8498  -1.5224
 4FR  H54B  H   HCH3  0   0.265   -1.8695  -4.5063  -0.7331
 4FR  H51   H   HCR6  0   0.281   -4.9691  -2.7453  -0.3057
 4FR  HN8   H   HNH1  0   0.418   -0.7830  -1.2088   0.2208
 4FR  H19   H   HCR6  0   0.303    3.0872  -0.9761   1.7655
 4FR  H21   H   HCR6  0   0.279    6.9687  -2.0341   0.3142
 4FR  HN36  H   HNH2  0   0.415    9.1662  -2.6410  -2.0105
 4FR  HN3A  H   HNH2  0   0.407    7.8761  -3.2844  -2.9498
 4FR  H29   H   HCR6  0   0.264    7.9209   2.0643   0.8274
 4FR  H32   H   HCR6  0   0.270   10.0237  -0.4166  -2.8758
 4FR  C26   C   CH3   0  -0.741    2.5188   5.0255   1.7106
 4FR  C41   C   C     0   0.536   -6.8708  -0.9539   0.1123

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 4FR  C31  C30   aromatic  1.386  0.020  1.386
 4FR  C31  C32   aromatic  1.387  0.020  1.387
 4FR  C30  C29   aromatic  1.387  0.020  1.387
 4FR  C28  C22   single    1.479  0.020  1.479
 4FR  C28  C33   aromatic  1.400  0.020  1.400
 4FR  C28  C29   aromatic  1.393  0.020  1.393
 4FR  C26  C17   single    1.485  0.020  1.485
 4FR  C23  C22   aromatic  1.389  0.020  1.389
 4FR  C23  C18   aromatic  1.391  0.020  1.391
 4FR  C22  C21   aromatic  1.394  0.020  1.394
 4FR  C17  C12   aromatic  1.429  0.020  1.429
 4FR  C17  N16   aromatic  1.300  0.020  1.300
 4FR  C20  C19   aromatic  1.385  0.020  1.385
 4FR  C20  CL    single    1.731  0.020  1.731
 4FR  C20  C21   aromatic  1.382  0.020  1.382
 4FR  C12  C13   aromatic  1.386  0.020  1.386
 4FR  C12  C11   aromatic  1.405  0.020  1.405
 4FR  C13  N14   aromatic  1.318  0.020  1.318
 4FR  C11  C10   aromatic  1.386  0.020  1.386
 4FR  C11  N15   aromatic  1.361  0.020  1.361
 4FR  C10  C9    aromatic  1.398  0.020  1.398
 4FR  C9   N8    single    1.372  0.020  1.372
 4FR  C9   N14   aromatic  1.342  0.020  1.342
 4FR  O40  C41   double    1.226  0.020  1.226
 4FR  C41  N42   single    1.345  0.020  1.345
 4FR  C41  C50   single    1.491  0.020  1.491
 4FR  N42  C43   single    1.449  0.020  1.449
 4FR  C43  C45   single    1.523  0.020  1.523
 4FR  C43  C44   single    1.527  0.020  1.527
 4FR  C45  C46   single    1.520  0.020  1.520
 4FR  C46  N47   single    1.450  0.020  1.450
 4FR  N47  C48   single    1.445  0.020  1.445
 4FR  N47  C49   single    1.451  0.020  1.451
 4FR  C49  C44   single    1.520  0.020  1.520
 4FR  C50  C55   aromatic  1.386  0.020  1.386
 4FR  C50  C51   aromatic  1.398  0.020  1.398
 4FR  C55  C56   aromatic  1.389  0.020  1.389
 4FR  C56  C57   aromatic  1.392  0.020  1.392
 4FR  C57  C52   aromatic  1.418  0.020  1.418
 4FR  C57  N8    single    1.381  0.020  1.381
 4FR  C52  O53   single    1.349  0.020  1.349
 4FR  C52  C51   aromatic  1.379  0.020  1.379
 4FR  O53  C54   single    1.414  0.020  1.414
 4FR  N16  N15   aromatic  1.361  0.020  1.361
 4FR  N15  C18   single    1.400  0.020  1.400
 4FR  C18  C19   aromatic  1.389  0.020  1.389
 4FR  C33  C34   single    1.500  0.020  1.500
 4FR  C33  C32   aromatic  1.392  0.020  1.392
 4FR  C34  O35   double    1.221  0.020  1.221
 4FR  C34  N36   single    1.340  0.020  1.340
 4FR  C31  H31   single    0.930  0.020  1.080
 4FR  C30  H30   single    0.930  0.020  1.080
 4FR  C26  H26   single    0.970  0.020  1.090
 4FR  C26  H26A  single    0.970  0.020  1.090
 4FR  C26  H26B  single    0.970  0.020  1.090
 4FR  C23  H23   single    0.930  0.020  1.080
 4FR  C13  H13   single    0.930  0.020  1.080
 4FR  C10  H10   single    0.930  0.020  1.080
 4FR  N42  HN42  single    0.860  0.020  1.020
 4FR  C43  H43   single    0.970  0.020  1.090
 4FR  C45  H45   single    0.970  0.020  1.090
 4FR  C45  H45A  single    0.970  0.020  1.090
 4FR  C46  H46   single    0.970  0.020  1.090
 4FR  C46  H46A  single    0.970  0.020  1.090
 4FR  C48  H48   single    0.970  0.020  1.090
 4FR  C48  H48A  single    0.970  0.020  1.090
 4FR  C48  H48B  single    0.970  0.020  1.090
 4FR  C49  H49   single    0.970  0.020  1.090
 4FR  C49  H49A  single    0.970  0.020  1.090
 4FR  C44  H44   single    0.970  0.020  1.090
 4FR  C44  H44A  single    0.970  0.020  1.090
 4FR  C55  H55   single    0.930  0.020  1.080
 4FR  C56  H56   single    0.930  0.020  1.080
 4FR  C54  H54   single    0.970  0.020  1.090
 4FR  C54  H54A  single    0.970  0.020  1.090
 4FR  C54  H54B  single    0.970  0.020  1.090
 4FR  C51  H51   single    0.930  0.020  1.080
 4FR  N8   HN8   single    0.860  0.020  1.020
 4FR  C19  H19   single    0.930  0.020  1.080
 4FR  C21  H21   single    0.930  0.020  1.080
 4FR  N36  HN36  single    0.860  0.020  1.020
 4FR  N36  HN3A  single    0.860  0.020  1.020
 4FR  C29  H29   single    0.930  0.020  1.080
 4FR  C32  H32   single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 4FR  H31   C31  C32   119.92  3.000
 4FR  H31   C31  C30   120.48  3.000
 4FR  C32   C31  C30   119.61  3.000
 4FR  H30   C30  C29   119.79  3.000
 4FR  H30   C30  C31   120.32  3.000
 4FR  C29   C30  C31   119.89  3.000
 4FR  C29   C28  C33   118.75  3.000
 4FR  C29   C28  C22   118.76  3.000
 4FR  C33   C28  C22   122.43  3.000
 4FR  H23   C23  C18   119.73  3.000
 4FR  H23   C23  C22   120.07  3.000
 4FR  C18   C23  C22   120.19  3.000
 4FR  C21   C22  C23   119.76  3.000
 4FR  C21   C22  C28   120.40  3.000
 4FR  C23   C22  C28   119.80  3.000
 4FR  N16   C17  C12   109.90  3.000
 4FR  N16   C17  C26   122.42  3.000
 4FR  C12   C17  C26   127.68  3.000
 4FR  C21   C20  CL    119.22  3.000
 4FR  C21   C20  C19   122.05  3.000
 4FR  CL    C20  C19   118.71  3.000
 4FR  C11   C12  C13   118.17  3.000
 4FR  C11   C12  C17   105.37  3.000
 4FR  C13   C12  C17   136.45  3.000
 4FR  H13   C13  N14   116.72  3.000
 4FR  H13   C13  C12   121.25  3.000
 4FR  N14   C13  C12   122.03  3.000
 4FR  N15   C11  C10   133.66  3.000
 4FR  N15   C11  C12   105.60  3.000
 4FR  C10   C11  C12   120.71  3.000
 4FR  H10   C10  C9    120.77  3.000
 4FR  H10   C10  C11   123.42  3.000
 4FR  C9    C10  C11   115.80  3.000
 4FR  N14   C9   N8    118.84  3.000
 4FR  N14   C9   C10   123.82  3.000
 4FR  N8    C9   C10   117.34  3.000
 4FR  HN42  N42  C43   116.71  3.000
 4FR  HN42  N42  C41   118.60  3.000
 4FR  C43   N42  C41   123.69  3.000
 4FR  H43   C43  C44   108.47  3.000
 4FR  H43   C43  C45   108.58  3.000
 4FR  C44   C43  C45   109.74  3.000
 4FR  H43   C43  N42   107.69  3.000
 4FR  C44   C43  N42   112.47  3.000
 4FR  C45   C43  N42   109.78  3.000
 4FR  H45A  C45  H45   107.33  3.000
 4FR  H45A  C45  C46   109.31  3.000
 4FR  H45   C45  C46   109.48  3.000
 4FR  H45A  C45  C43   109.66  3.000
 4FR  H45   C45  C43   110.32  3.000
 4FR  C46   C45  C43   110.67  3.000
 4FR  H46A  C46  H46   106.50  3.000
 4FR  H46A  C46  N47   108.72  3.000
 4FR  H46   C46  N47   111.47  3.000
 4FR  H46A  C46  C45   109.40  3.000
 4FR  H46   C46  C45   109.16  3.000
 4FR  N47   C46  C45   111.44  3.000
 4FR  C49   N47  C48   111.33  3.000
 4FR  C49   N47  C46   111.27  3.000
 4FR  C48   N47  C46   111.34  3.000
 4FR  H48B  C48  H48A  107.68  3.000
 4FR  H48B  C48  H48   107.70  3.000
 4FR  H48A  C48  H48   107.76  3.000
 4FR  H48B  C48  N47   113.22  3.000
 4FR  H48A  C48  N47   110.10  3.000
 4FR  H48   C48  N47   110.19  3.000
 4FR  H49A  C49  H49   106.46  3.000
 4FR  H49A  C49  C44   109.53  3.000
 4FR  H49   C49  C44   109.33  3.000
 4FR  H49A  C49  N47   108.70  3.000
 4FR  H49   C49  N47   111.41  3.000
 4FR  C44   C49  N47   111.28  3.000
 4FR  H44A  C44  H44   107.48  3.000
 4FR  H44A  C44  C49   109.60  3.000
 4FR  H44   C44  C49   109.61  3.000
 4FR  H44A  C44  C43   110.17  3.000
 4FR  H44   C44  C43   109.35  3.000
 4FR  C49   C44  C43   110.58  3.000
 4FR  C51   C50  C55   118.67  3.000
 4FR  C51   C50  C41   117.99  3.000
 4FR  C55   C50  C41   123.31  3.000
 4FR  H55   C55  C56   117.65  3.000
 4FR  H55   C55  C50   121.21  3.000
 4FR  C56   C55  C50   121.11  3.000
 4FR  H56   C56  C57   119.61  3.000
 4FR  H56   C56  C55   119.55  3.000
 4FR  C57   C56  C55   120.84  3.000
 4FR  N8    C57  C52   115.85  3.000
 4FR  N8    C57  C56   126.27  3.000
 4FR  C52   C57  C56   117.87  3.000
 4FR  C51   C52  O53   124.36  3.000
 4FR  C51   C52  C57   120.75  3.000
 4FR  O53   C52  C57   114.89  3.000
 4FR  C54   O53  C52   119.01  3.000
 4FR  H54B  C54  H54A  108.95  3.000
 4FR  H54B  C54  H54   108.98  3.000
 4FR  H54A  C54  H54   108.97  3.000
 4FR  H54B  C54  O53   106.45  3.000
 4FR  H54A  C54  O53   111.65  3.000
 4FR  H54   C54  O53   111.76  3.000
 4FR  H51   C51  C52   120.39  3.000
 4FR  H51   C51  C50   118.86  3.000
 4FR  C52   C51  C50   120.74  3.000
 4FR  HN8   N8   C57   114.03  3.000
 4FR  HN8   N8   C9    114.24  3.000
 4FR  C57   N8   C9    131.72  3.000
 4FR  C9    N14  C13   119.44  3.000
 4FR  N15   N16  C17   107.82  3.000
 4FR  C18   N15  N16   119.30  3.000
 4FR  C18   N15  C11   129.39  3.000
 4FR  N16   N15  C11   111.30  3.000
 4FR  C19   C18  N15   120.04  3.000
 4FR  C19   C18  C23   120.53  3.000
 4FR  N15   C18  C23   119.42  3.000
 4FR  H19   C19  C18   121.42  3.000
 4FR  H19   C19  C20   120.16  3.000
 4FR  C18   C19  C20   118.38  3.000
 4FR  H21   C21  C20   120.21  3.000
 4FR  H21   C21  C22   120.70  3.000
 4FR  C20   C21  C22   119.08  3.000
 4FR  C32   C33  C34   118.88  3.000
 4FR  C32   C33  C28   119.88  3.000
 4FR  C34   C33  C28   121.03  3.000
 4FR  N36   C34  O35   123.86  3.000
 4FR  N36   C34  C33   114.87  3.000
 4FR  O35   C34  C33   121.25  3.000
 4FR  HN3A  N36  HN36  117.47  3.000
 4FR  HN3A  N36  C34   120.43  3.000
 4FR  HN36  N36  C34   122.03  3.000
 4FR  H29   C29  C28   119.33  3.000
 4FR  H29   C29  C30   119.53  3.000
 4FR  C28   C29  C30   121.13  3.000
 4FR  H32   C32  C33   119.74  3.000
 4FR  H32   C32  C31   119.49  3.000
 4FR  C33   C32  C31   120.74  3.000
 4FR  H26B  C26  H26A  108.37  3.000
 4FR  H26B  C26  H26   107.28  3.000
 4FR  H26A  C26  H26   108.40  3.000
 4FR  H26B  C26  C17   110.82  3.000
 4FR  H26A  C26  C17   110.88  3.000
 4FR  H26   C26  C17   110.97  3.000
 4FR  C50   C41  N42   115.96  3.000
 4FR  C50   C41  O40   121.28  3.000
 4FR  N42   C41  O40   122.76  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 4FR  CONST_01  C28   C29  C30  C31     0.00   0.0  0
 4FR  CONST_02  C28   C33  C32  C31     0.00   0.0  0
 4FR  CONST_03  C33   C32  C31  C30     0.00   0.0  0
 4FR  CONST_04  C22   C28  C29  C30   180.00   0.0  0
 4FR  CONST_05  C33   C28  C29  C30     0.00   0.0  0
 4FR  CONST_06  C18   C23  C22  C28   180.00   0.0  0
 4FR  CONST_07  C20   C21  C22  C28   180.00   0.0  0
 4FR  CONST_10  C20   C21  C22  C23     0.00   0.0  0
 4FR  CONST_13  C20   C19  C18  C23     0.00   0.0  0
 4FR  CONST_14  C32   C33  C28  C22   180.00   0.0  0
 4FR  CONST_15  N15   C18  C23  C22   180.00   0.0  0
 4FR  CONST_16  C19   C18  C23  C22     0.00   0.0  0
 4FR  CONST_17  C19   C20  C21  C22     0.00   0.0  0
 4FR  CONST_18  N14   C13  C12  C17   180.00   0.0  0
 4FR  CONST_19  C10   C11  C12  C17   180.00   0.0  0
 4FR  CONST_20  N15   C11  C12  C17     0.00   0.0  0
 4FR  CONST_21  C11   N15  N16  C17     0.00   0.0  0
 4FR  CONST_22  C18   N15  N16  C17   180.00   0.0  0
 4FR  CONST_23  N15   C18  C19  C20   180.00   0.0  0
 4FR  CONST_24  N15   N16  C17  C12     0.00   0.0  0
 4FR  CONST_25  C9    N14  C13  C12     0.00   0.0  0
 4FR  CONST_26  C9    C10  C11  C12     0.00   0.0  0
 4FR  CONST_27  N16   N15  C11  C12     0.00   0.0  0
 4FR  CONST_28  C18   N15  C11  C12   180.00   0.0  0
 4FR  CONST_29  N16   C17  C12  C13   180.00   0.0  0
 4FR  CONST_30  C10   C11  C12  C13     0.00   0.0  0
 4FR  CONST_31  N15   C11  C12  C13   180.00   0.0  0
 4FR  CONST_32  C10   C9   N14  C13     0.00   0.0  0
 4FR  CONST_33  N16   C17  C12  C11     0.00   0.0  0
 4FR  CONST_34  N14   C13  C12  C11     0.00   0.0  0
 4FR  CONST_35  N14   C9   C10  C11     0.00   0.0  0
 4FR  CONST_37  N16   N15  C11  C10   180.00   0.0  0
 4FR  CONST_38  C18   N15  C11  C10     0.00   0.0  0
 4FR  CONST_39  N15   C11  C10  C9    180.00   0.0  0
 4FR  CONST_40  C57   C56  C55  C50     0.00   0.0  0
 4FR  CONST_41  C57   C52  C51  C50     0.00   0.0  0
 4FR  CONST_42  C52   C51  C50  C55     0.00   0.0  0
 4FR  CONST_43  C52   C57  C56  C55     0.00   0.0  0
 4FR  CONST_44  C51   C50  C55  C56     0.00   0.0  0
 4FR  CONST_45  C51   C52  C57  C56     0.00   0.0  0
 4FR  CONST_47  C21   C22  C23  C18     0.00   0.0  0
 4FR  CONST_48  C21   C20  C19  C18     0.00   0.0  0
 4FR  CONST_51  C32   C31  C30  C29     0.00   0.0  0
 4FR  CONST_52  C32   C33  C28  C29     0.00   0.0  0
 4FR  CONST_53  C34   C33  C32  C31   180.00   0.0  0
 4FR  CONST_54  C13   C12  C17  C26     0.00   0.0  0
 4FR  CONST_55  C11   C12  C17  C26   180.00   0.0  0
 4FR  CONST_56  N15   N16  C17  C26   180.00   0.0  0
 4FR  CONST_57  C34   C33  C28  C22     0.00   0.0  0
 4FR  CONST_58  CL    C20  C21  C22   180.00   0.0  0
 4FR  CONST_59  N8    C9   N14  C13   180.00   0.0  0
 4FR  CONST_60  N8    C9   C10  C11   180.00   0.0  0
 4FR  CONST_61  C56   C55  C50  C41   180.00   0.0  0
 4FR  CONST_62  C52   C51  C50  C41   180.00   0.0  0
 4FR  CONST_63  O53   C52  C51  C50   180.00   0.0  0
 4FR  CONST_64  N8    C57  C56  C55   180.00   0.0  0
 4FR  CONST_65  O53   C52  C57  C56   180.00   0.0  0
 4FR  CONST_66  N8    C57  C52  C51   180.00   0.0  0
 4FR  CONST_67  CL    C20  C19  C18   180.00   0.0  0
 4FR  CONST_68  C29   C28  C33  C34   180.00   0.0  0
 4FR  CONST_69  H29   C29  C30  C31   180.00   0.0  0
 4FR  CONST_70  H32   C32  C31  C30   180.00   0.0  0
 4FR  CONST_71  H23   C23  C22  C28     0.00   0.0  0
 4FR  CONST_72  H21   C21  C22  C28     0.00   0.0  0
 4FR  CONST_73  H30   C30  C29  C28   180.00   0.0  0
 4FR  CONST_74  H19   C19  C18  C23   180.00   0.0  0
 4FR  CONST_75  H13   C13  C12  C17     0.00   0.0  0
 4FR  CONST_76  H10   C10  C11  C12   180.00   0.0  0
 4FR  CONST_77  H56   C56  C55  C50   180.00   0.0  0
 4FR  CONST_78  H51   C51  C50  C55   180.00   0.0  0
 4FR  CONST_79  H55   C55  C56  C57   180.00   0.0  0
 4FR  CONST_80  H31   C31  C32  C33   180.00   0.0  0
 4FR  CONST_81  C50   C41  N42  C43   180.00   0.0  0
 4FR  CONST_82  C43   N42  C41  O40     0.00   0.0  0
 4FR  CONST_83  HN42  N42  C41  C50     0.00   0.0  0
 4FR  CONST_84  HN36  N36  C34  C33     0.00   0.0  0
 4FR  CONST_85  HN3A  N36  C34  C33   180.00   0.0  0
 4FR  Var_01    N47   C46  C45  C43   -56.46  30.0  1
 4FR  Var_02    N47   C49  C44  C43    56.76  30.0  1
 4FR  Var_03    C49   N47  C46  C45    59.31  30.0  1
 4FR  Var_04    C44   C49  N47  C46   -59.46  30.0  1
 4FR  Var_05    C57   N8   C9   C10   179.94  30.0  2
 4FR  Var_06    C56   C57  N8   C9     -1.70  30.0  3
 4FR  Var_07    O35   C34  C33  C28    50.67  30.0  2
 4FR  Var_08    C55   C50  C41  O40  -154.78  30.0  2
 4FR  Var_09    C51   C52  O53  C54     1.26  30.0  2
 4FR  Var_10    H26   C26  C17  C12    57.99  30.0  2
 4FR  Var_11    H48   C48  N47  C46    58.47  30.0  3
 4FR  Var_12    H54   C54  O53  C52   -61.47  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 4FR  chir_01  C43  N42  C45  C44  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 4FR  plan-1  C31   0.020
 4FR  plan-1  C30   0.020
 4FR  plan-1  C28   0.020
 4FR  plan-1  C22   0.020
 4FR  plan-1  C33   0.020
 4FR  plan-1  C34   0.020
 4FR  plan-1  C29   0.020
 4FR  plan-1  C32   0.020
 4FR  plan-1  H31   0.020
 4FR  plan-1  H30   0.020
 4FR  plan-1  H29   0.020
 4FR  plan-1  H32   0.020
 4FR  plan-2  C28   0.020
 4FR  plan-2  C23   0.020
 4FR  plan-2  C22   0.020
 4FR  plan-2  C20   0.020
 4FR  plan-2  N15   0.020
 4FR  plan-2  C18   0.020
 4FR  plan-2  C19   0.020
 4FR  plan-2  CL    0.020
 4FR  plan-2  C21   0.020
 4FR  plan-2  H23   0.020
 4FR  plan-2  H19   0.020
 4FR  plan-2  H21   0.020
 4FR  plan-3  C50   0.020
 4FR  plan-3  C55   0.020
 4FR  plan-3  C56   0.020
 4FR  plan-3  C57   0.020
 4FR  plan-3  C52   0.020
 4FR  plan-3  O53   0.020
 4FR  plan-3  C51   0.020
 4FR  plan-3  N8    0.020
 4FR  plan-3  H55   0.020
 4FR  plan-3  H56   0.020
 4FR  plan-3  H51   0.020
 4FR  plan-3  C41   0.020
 4FR  plan-4  C17   0.020
 4FR  plan-4  C12   0.020
 4FR  plan-4  C13   0.020
 4FR  plan-4  C11   0.020
 4FR  plan-4  C10   0.020
 4FR  plan-4  C9    0.020
 4FR  plan-4  N8    0.020
 4FR  plan-4  N14   0.020
 4FR  plan-4  N16   0.020
 4FR  plan-4  N15   0.020
 4FR  plan-4  C18   0.020
 4FR  plan-4  H13   0.020
 4FR  plan-4  H10   0.020
 4FR  plan-4  C26   0.020
 4FR  plan-5  O40   0.020
 4FR  plan-5  N42   0.020
 4FR  plan-5  C43   0.020
 4FR  plan-5  C50   0.020
 4FR  plan-5  HN42  0.020
 4FR  plan-5  C41   0.020
 4FR  plan-6  C33   0.020
 4FR  plan-6  C34   0.020
 4FR  plan-6  O35   0.020
 4FR  plan-6  N36   0.020
 4FR  plan-6  HN36  0.020
 4FR  plan-6  HN3A  0.020

