# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 00:23:08 2020
#   Inital geometry file: a 198 line input string
#   Ligand name: N'-{(1S,2S,4R)-2-amino-1-benzyl-5-[(4-fluorophenyl)amino]-4-methyl-5-oxopentyl}-N,N-dipropylbenzene-1,3-dicarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCN(CCC)C(=O)c1cccc(c1)C(=O)N[C@@H](Cc2ccccc2)[C@@H](N)C[C@@H](C)C(=O)Nc3ccc(F)cc3
#
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
 FRP  FRP  N'-{(1S,2S,4R)-2-amino-1-benzyl-5-[(4-fluorophenyl)amino]-4-methyl-5-oxopentyl}-N,N-dipropylbenzene-1,3-dicarboxamide  ligand  82  41  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FRP
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
 FRP  C31   C  CR16  0  -0.323  -0.3438   2.1204  -3.0957
 FRP  C30   C  CR16  0  -0.238   0.4829   2.8854  -3.9083
 FRP  C28   C  CR16  0  -0.240   0.0906   4.7901  -2.5019
 FRP  C27   C  CR16  0  -0.332  -6.4691  -2.8553   1.5477
 FRP  C26   C  CR6   0   0.364  -6.2664  -1.5498   1.0935
 FRP  C24   C  CR16  0  -0.400  -7.7785  -1.9978  -0.7313
 FRP  C23   C  CR6   0   0.510  -7.9562  -3.2809  -0.2595
 FRP  C22   C  CR16  0  -0.398  -7.3109  -3.7256   0.8779
 FRP  C16   C  CH1   0  -0.099  -1.9890   0.6283   1.1586
 FRP  C20   C  C     0   0.560  -5.0189   0.5364   1.6420
 FRP  C15   C  CH1   0  -0.060  -1.0512   1.3504   0.1659
 FRP  C12   C  C     0   0.543   1.2672   0.5428   0.2606
 FRP  C13   C  CH3   0  -0.667   8.9865  -2.0986   3.6062
 FRP  C14   C  CH3   0  -0.666   8.1965  -0.5457  -2.5603
 FRP  C11   C  CH2   0  -0.430   7.8577  -1.5735   2.7308
 FRP  C10   C  CH2   0  -0.432   7.7525  -1.6139  -1.5710
 FRP  C9    C  CH2   0  -0.302   7.0389  -0.9956  -0.3753
 FRP  C8    C  CH2   0  -0.305   7.6292  -2.4704   1.5185
 FRP  C7    C  C     0   0.518   5.3132  -2.2457   0.8898
 FRP  C4    C  CR16  0  -0.305   3.2971  -0.8614   0.4679
 FRP  C5    C  CR6   0  -0.026   2.2545  -0.4124  -0.3354
 FRP  C6    C  CR16  0  -0.290   2.1854  -0.8321  -1.6619
 FRP  C3    C  CR6   0  -0.056   4.2640  -1.7179  -0.0420
 FRP  C2    C  CR16  0  -0.256   4.1799  -2.1411  -1.3647
 FRP  C1    C  CR16  0  -0.228   3.1421  -1.6975  -2.1702
 FRP  F1    F  F     0  -0.318  -8.7742  -4.1181  -0.9208
 FRP  C25   C  CR16  0  -0.300  -6.9337  -1.1264  -0.0569
 FRP  N3    N  NH1   0  -0.743  -5.3854  -0.7548   1.8366
 FRP  O3    O  O     0  -0.467  -5.4400   1.2323   0.7342
 FRP  C19   C  CH1   0  -0.396  -4.0264   1.0764   2.6597
 FRP  C21   C  CH3   0  -0.647  -4.7175   2.1257   3.5298
 FRP  C18   C  CH2   0  -0.425  -2.8220   1.6661   1.9269
 FRP  N4    N  NH2   0  -0.777  -1.2371  -0.2661   2.0229
 FRP  C32   C  CR6   0   0.176  -0.9615   2.6753  -1.9779
 FRP  C33   C  CR16  0  -0.306  -0.7351   4.0205  -1.6942
 FRP  C29   C  CR16  0  -0.274   0.7047   4.2235  -3.6122
 FRP  N2    N  NH1   0  -0.631   0.0380   0.5131  -0.2735
 FRP  O2    O  O     0  -0.491   1.5985   1.2971   1.1656
 FRP  O1    O  O     0  -0.492   4.9645  -2.9122   1.8566
 FRP  N1    N  NT    0  -0.443   6.6014  -1.9667   0.6175
 FRP  H31   H  HCR6  0   0.242  -0.5181   1.0786  -3.3396
 FRP  H30   H  HCR6  0   0.253   0.9522   2.4351  -4.7736
 FRP  H28   H  HCR6  0   0.253   0.2533   5.8340  -2.2660
 FRP  H27   H  HCR6  0   0.282  -5.9602  -3.1996   2.4400
 FRP  H24   H  HCR6  0   0.282  -8.2924  -1.6664  -1.6240
 FRP  H22   H  HCR6  0   0.284  -7.4578  -4.7347   1.2394
 FRP  H16   H  HCH1  0   0.227  -2.6599  -0.0071   0.5655
 FRP  H171  H  HCH2  0   0.256  -2.2046   0.9701  -1.6116
 FRP  H172  H  HCH2  0   0.264  -2.6920   2.4098  -0.7510
 FRP  H15   H  HCH1  0   0.253  -0.6063   2.2117   0.6717
 FRP  H131  H  HCH3  0   0.221   9.9216  -2.1688   3.0475
 FRP  H132  H  HCH3  0   0.234   9.1601  -1.4440   4.4600
 FRP  H133  H  HCH3  0   0.222   8.7585  -3.0929   3.9944
 FRP  H141  H  HCH3  0   0.223   8.8633   0.1792  -2.0904
 FRP  H142  H  HCH3  0   0.236   8.7309  -0.9874  -3.4009
 FRP  H143  H  HCH3  0   0.223   7.3420   0.0018  -2.9618
 FRP  H111  H  HCH2  0   0.223   8.0947  -0.5600   2.3950
 FRP  H112  H  HCH2  0   0.230   6.9359  -1.5064   3.3120
 FRP  H101  H  HCH2  0   0.226   7.0918  -2.3279  -2.0680
 FRP  H102  H  HCH2  0   0.230   8.6230  -2.1824  -1.2327
 FRP  H91   H  HCH2  0   0.251   7.7098  -0.2876   0.1212
 FRP  H92   H  HCH2  0   0.261   6.1837  -0.4116  -0.7131
 FRP  H81   H  HCH2  0   0.250   7.3638  -3.4778   1.8386
 FRP  H82   H  HCH2  0   0.245   8.5569  -2.5572   0.9494
 FRP  H4    H  HCR6  0   0.264   3.3572  -0.5334   1.4977
 FRP  H6    H  HCR6  0   0.257   1.4029  -0.4715  -2.3175
 FRP  H2    H  HCR6  0   0.268   4.9171  -2.8223  -1.7689
 FRP  H1    H  HCR6  0   0.269   3.0822  -2.0215  -3.2003
 FRP  H25   H  HCR6  0   0.291  -6.8067  -0.1272  -0.4377
 FRP  HN3   H  HNH1  0   0.415  -4.9779  -1.2150   2.6360
 FRP  H19   H  HCH1  0   0.244  -3.6836   0.2684   3.3139
 FRP  H211  H  HCH3  0   0.231  -5.0531   2.9729   2.9311
 FRP  H212  H  HCH3  0   0.240  -5.5830   1.7109   4.0479
 FRP  H213  H  HCH3  0   0.242  -4.0279   2.5008   4.2860
 FRP  H181  H  HCH2  0   0.241  -2.1690   2.1545   2.6574
 FRP  H182  H  HCH2  0   0.233  -3.1825   2.4581   1.2660
 FRP  HN41  H  HNH2  0   0.339  -0.6808   0.2715   2.6781
 FRP  HN42  H  HNH2  0   0.348  -1.8730  -0.8195   2.5828
 FRP  H33   H  HCR6  0   0.245  -1.2114   4.4712  -0.8308
 FRP  H29   H  HCR6  0   0.253   1.3490   4.8221  -4.2429
 FRP  HN2   H  HNH1  0   0.397  -0.1960  -0.2454  -0.8945
 FRP  C17   C  CH2   0  -0.554  -1.8187   1.8396  -1.0706

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
 FRP  C31  C30   aromatic  1.389  0.020  1.389
 FRP  C31  C32   aromatic  1.392  0.020  1.392
 FRP  C31  H31   single    0.930  0.020  1.080
 FRP  C30  C29   aromatic  1.388  0.020  1.388
 FRP  C30  H30   single    0.930  0.020  1.080
 FRP  C28  C33   aromatic  1.388  0.020  1.388
 FRP  C28  C29   aromatic  1.390  0.020  1.390
 FRP  C28  H28   single    0.930  0.020  1.080
 FRP  C27  C26   aromatic  1.397  0.020  1.397
 FRP  C27  C22   aromatic  1.384  0.020  1.384
 FRP  C27  H27   single    0.930  0.020  1.080
 FRP  C26  C25   aromatic  1.396  0.020  1.396
 FRP  C26  N3    single    1.400  0.020  1.400
 FRP  C24  C23   aromatic  1.379  0.020  1.379
 FRP  C24  C25   aromatic  1.389  0.020  1.389
 FRP  C24  H24   single    0.930  0.020  1.080
 FRP  C23  C22   aromatic  1.381  0.020  1.381
 FRP  C23  F1    single    1.344  0.020  1.344
 FRP  C22  H22   single    0.930  0.020  1.080
 FRP  C16  C15   single    1.545  0.020  1.545
 FRP  C16  C18   single    1.537  0.020  1.537
 FRP  C16  N4    single    1.453  0.020  1.453
 FRP  C16  H16   single    0.970  0.020  1.090
 FRP  C17  C15   single    1.535  0.020  1.535
 FRP  C17  C32   single    1.502  0.020  1.502
 FRP  C17  H171  single    0.970  0.020  1.090
 FRP  C17  H172  single    0.970  0.020  1.090
 FRP  C20  N3    single    1.356  0.020  1.356
 FRP  C20  O3    double    1.219  0.020  1.219
 FRP  C20  C19   single    1.521  0.020  1.521
 FRP  C15  N2    single    1.442  0.020  1.442
 FRP  C15  H15   single    0.970  0.020  1.090
 FRP  C12  C5    single    1.497  0.020  1.497
 FRP  C12  N2    single    1.341  0.020  1.341
 FRP  C12  O2    double    1.224  0.020  1.224
 FRP  C13  C11   single    1.522  0.020  1.522
 FRP  C13  H131  single    0.970  0.020  1.090
 FRP  C13  H132  single    0.970  0.020  1.090
 FRP  C13  H133  single    0.970  0.020  1.090
 FRP  C14  C10   single    1.522  0.020  1.522
 FRP  C14  H141  single    0.970  0.020  1.090
 FRP  C14  H142  single    0.970  0.020  1.090
 FRP  C14  H143  single    0.970  0.020  1.090
 FRP  C11  C8    single    1.525  0.020  1.525
 FRP  C11  H111  single    0.970  0.020  1.090
 FRP  C11  H112  single    0.970  0.020  1.090
 FRP  C10  C9    single    1.524  0.020  1.524
 FRP  C10  H101  single    0.970  0.020  1.090
 FRP  C10  H102  single    0.970  0.020  1.090
 FRP  C9   N1    single    1.456  0.020  1.456
 FRP  C9   H91   single    0.970  0.020  1.090
 FRP  C9   H92   single    0.970  0.020  1.090
 FRP  C8   N1    single    1.457  0.020  1.457
 FRP  C8   H81   single    0.970  0.020  1.090
 FRP  C8   H82   single    0.970  0.020  1.090
 FRP  C7   C3    single    1.499  0.020  1.499
 FRP  C7   O1    double    1.225  0.020  1.225
 FRP  C7   N1    single    1.346  0.020  1.346
 FRP  C4   C5    aromatic  1.391  0.020  1.391
 FRP  C4   C3    aromatic  1.389  0.020  1.389
 FRP  C4   H4    single    0.930  0.020  1.080
 FRP  C5   C6    aromatic  1.393  0.020  1.393
 FRP  C6   C1    aromatic  1.387  0.020  1.387
 FRP  C6   H6    single    0.930  0.020  1.080
 FRP  C3   C2    aromatic  1.391  0.020  1.391
 FRP  C2   C1    aromatic  1.387  0.020  1.387
 FRP  C2   H2    single    0.930  0.020  1.080
 FRP  C1   H1    single    0.930  0.020  1.080
 FRP  C25  H25   single    0.930  0.020  1.080
 FRP  N3   HN3   single    0.860  0.020  1.020
 FRP  C19  C21   single    1.528  0.020  1.528
 FRP  C19  C18   single    1.528  0.020  1.528
 FRP  C19  H19   single    0.970  0.020  1.090
 FRP  C21  H211  single    0.970  0.020  1.090
 FRP  C21  H212  single    0.970  0.020  1.090
 FRP  C21  H213  single    0.970  0.020  1.090
 FRP  C18  H181  single    0.970  0.020  1.090
 FRP  C18  H182  single    0.970  0.020  1.090
 FRP  N4   HN41  single    0.890  0.020  1.040
 FRP  N4   HN42  single    0.890  0.020  1.040
 FRP  C32  C33   aromatic  1.393  0.020  1.393
 FRP  C33  H33   single    0.930  0.020  1.080
 FRP  C29  H29   single    0.930  0.020  1.080
 FRP  N2   HN2   single    0.860  0.020  1.020

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
 FRP  H31   C31  C32   119.49  3.000
 FRP  H31   C31  C30   119.56  3.000
 FRP  C32   C31  C30   120.95  3.000
 FRP  H30   C30  C29   120.14  3.000
 FRP  H30   C30  C31   119.78  3.000
 FRP  C29   C30  C31   120.08  3.000
 FRP  H28   C28  C29   120.06  3.000
 FRP  H28   C28  C33   119.82  3.000
 FRP  C29   C28  C33   120.12  3.000
 FRP  H27   C27  C22   118.98  3.000
 FRP  H27   C27  C26   119.78  3.000
 FRP  C22   C27  C26   121.24  3.000
 FRP  N3    C26  C25   124.48  3.000
 FRP  N3    C26  C27   116.70  3.000
 FRP  C25   C26  C27   118.82  3.000
 FRP  H24   C24  C25   119.83  3.000
 FRP  H24   C24  C23   120.41  3.000
 FRP  C25   C24  C23   119.75  3.000
 FRP  F1    C23  C22   119.27  3.000
 FRP  F1    C23  C24   119.32  3.000
 FRP  C22   C23  C24   121.42  3.000
 FRP  H22   C22  C23   120.79  3.000
 FRP  H22   C22  C27   120.50  3.000
 FRP  C23   C22  C27   118.71  3.000
 FRP  H16   C16  N4    106.33  3.000
 FRP  H16   C16  C18   109.25  3.000
 FRP  N4    C16  C18   113.50  3.000
 FRP  H16   C16  C15   107.11  3.000
 FRP  N4    C16  C15   110.84  3.000
 FRP  C18   C16  C15   109.55  3.000
 FRP  C19   C20  O3    121.40  3.000
 FRP  C19   C20  N3    114.74  3.000
 FRP  O3    C20  N3    123.86  3.000
 FRP  H15   C15  N2    106.91  3.000
 FRP  H15   C15  C17   108.96  3.000
 FRP  N2    C15  C17   108.49  3.000
 FRP  H15   C15  C16   108.54  3.000
 FRP  N2    C15  C16   112.51  3.000
 FRP  C17   C15  C16   111.29  3.000
 FRP  O2    C12  N2    123.81  3.000
 FRP  O2    C12  C5    120.60  3.000
 FRP  N2    C12  C5    115.59  3.000
 FRP  H133  C13  H132  107.57  3.000
 FRP  H133  C13  H131  107.61  3.000
 FRP  H132  C13  H131  107.64  3.000
 FRP  H133  C13  C11   111.35  3.000
 FRP  H132  C13  C11   111.19  3.000
 FRP  H131  C13  C11   111.30  3.000
 FRP  H143  C14  H142  107.67  3.000
 FRP  H143  C14  H141  107.67  3.000
 FRP  H142  C14  H141  107.56  3.000
 FRP  H143  C14  C10   111.27  3.000
 FRP  H142  C14  C10   111.10  3.000
 FRP  H141  C14  C10   111.37  3.000
 FRP  H112  C11  H111  106.83  3.000
 FRP  H112  C11  C8    109.44  3.000
 FRP  H111  C11  C8    109.47  3.000
 FRP  H112  C11  C13   109.95  3.000
 FRP  H111  C11  C13   109.61  3.000
 FRP  C8    C11  C13   111.43  3.000
 FRP  H102  C10  H101  106.41  3.000
 FRP  H102  C10  C9    109.94  3.000
 FRP  H101  C10  C9    109.82  3.000
 FRP  H102  C10  C14   109.50  3.000
 FRP  H101  C10  C14   109.83  3.000
 FRP  C9    C10  C14   111.22  3.000
 FRP  H92   C9   H91   105.97  3.000
 FRP  H92   C9   N1    109.46  3.000
 FRP  H91   C9   N1    107.84  3.000
 FRP  H92   C9   C10   109.99  3.000
 FRP  H91   C9   C10   109.36  3.000
 FRP  N1    C9   C10   113.91  3.000
 FRP  H82   C8   H81   106.65  3.000
 FRP  H82   C8   N1    107.74  3.000
 FRP  H81   C8   N1    109.24  3.000
 FRP  H82   C8   C11   109.50  3.000
 FRP  H81   C8   C11   110.28  3.000
 FRP  N1    C8   C11   113.20  3.000
 FRP  N1    C7   O1    123.02  3.000
 FRP  N1    C7   C3    118.11  3.000
 FRP  O1    C7   C3    118.87  3.000
 FRP  H4    C4   C3    119.84  3.000
 FRP  H4    C4   C5    119.56  3.000
 FRP  C3    C4   C5    120.60  3.000
 FRP  C6    C5   C4    119.34  3.000
 FRP  C6    C5   C12   122.58  3.000
 FRP  C4    C5   C12   118.06  3.000
 FRP  H6    C6   C1    118.98  3.000
 FRP  H6    C6   C5    120.81  3.000
 FRP  C1    C6   C5    120.19  3.000
 FRP  C2    C3   C4    119.64  3.000
 FRP  C2    C3   C7    121.74  3.000
 FRP  C4    C3   C7    118.44  3.000
 FRP  H2    C2   C1    119.62  3.000
 FRP  H2    C2   C3    120.36  3.000
 FRP  C1    C2   C3    120.01  3.000
 FRP  H1    C1   C2    119.93  3.000
 FRP  H1    C1   C6    119.87  3.000
 FRP  C2    C1   C6    120.21  3.000
 FRP  H25   C25  C24   118.84  3.000
 FRP  H25   C25  C26   121.10  3.000
 FRP  C24   C25  C26   120.06  3.000
 FRP  HN3   N3   C20   116.04  3.000
 FRP  HN3   N3   C26   114.57  3.000
 FRP  C20   N3   C26   129.38  3.000
 FRP  H19   C19  C18   108.94  3.000
 FRP  H19   C19  C21   107.95  3.000
 FRP  C18   C19  C21   111.38  3.000
 FRP  H19   C19  C20   110.01  3.000
 FRP  C18   C19  C20   109.30  3.000
 FRP  C21   C19  C20   109.25  3.000
 FRP  H213  C21  H212  107.65  3.000
 FRP  H213  C21  H211  107.96  3.000
 FRP  H212  C21  H211  108.19  3.000
 FRP  H213  C21  C19   110.19  3.000
 FRP  H212  C21  C19   111.60  3.000
 FRP  H211  C21  C19   111.10  3.000
 FRP  H182  C18  H181  106.08  3.000
 FRP  H182  C18  C19   108.04  3.000
 FRP  H181  C18  C19   108.80  3.000
 FRP  H182  C18  C16   111.47  3.000
 FRP  H181  C18  C16   108.16  3.000
 FRP  C19   C18  C16   113.98  3.000
 FRP  HN42  N4   HN41  106.09  3.000
 FRP  HN42  N4   C16   109.90  3.000
 FRP  HN41  N4   C16   109.99  3.000
 FRP  C33   C32  C17   120.45  3.000
 FRP  C33   C32  C31   118.43  3.000
 FRP  C17   C32  C31   121.09  3.000
 FRP  H33   C33  C32   119.48  3.000
 FRP  H33   C33  C28   119.62  3.000
 FRP  C32   C33  C28   120.90  3.000
 FRP  H29   C29  C28   120.21  3.000
 FRP  H29   C29  C30   120.26  3.000
 FRP  C28   C29  C30   119.53  3.000
 FRP  HN2   N2   C12   118.37  3.000
 FRP  HN2   N2   C15   116.69  3.000
 FRP  C12   N2   C15   123.93  3.000
 FRP  C7    N1   C8    118.59  3.000
 FRP  C7    N1   C9    124.32  3.000
 FRP  C8    N1   C9    116.13  3.000
 FRP  H172  C17  H171  106.13  3.000
 FRP  H172  C17  C32   110.06  3.000
 FRP  H171  C17  C32   110.16  3.000
 FRP  H172  C17  C15   109.32  3.000
 FRP  H171  C17  C15   108.74  3.000
 FRP  C32   C17  C15   112.24  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
 FRP  CONST_01  C28   C29  C30  C31     0.00   0.0  0
 FRP  CONST_02  C28   C33  C32  C31     0.00   0.0  0
 FRP  CONST_03  C33   C32  C31  C30     0.00   0.0  0
 FRP  CONST_04  C33   C28  C29  C30     0.00   0.0  0
 FRP  CONST_05  C24   C25  C26  C27     0.00   0.0  0
 FRP  CONST_06  C24   C23  C22  C27     0.00   0.0  0
 FRP  CONST_07  C23   C22  C27  C26     0.00   0.0  0
 FRP  CONST_08  C23   C24  C25  C26     0.00   0.0  0
 FRP  CONST_09  C25   C26  C27  C22     0.00   0.0  0
 FRP  CONST_10  C25   C24  C23  C22     0.00   0.0  0
 FRP  CONST_11  C1    C6   C5   C4      0.00   0.0  0
 FRP  CONST_12  C1    C2   C3   C4      0.00   0.0  0
 FRP  CONST_13  C2    C3   C4   C5      0.00   0.0  0
 FRP  CONST_14  C2    C1   C6   C5      0.00   0.0  0
 FRP  CONST_15  C3    C4   C5   C6      0.00   0.0  0
 FRP  CONST_16  C3    C2   C1   C6      0.00   0.0  0
 FRP  CONST_17  C29   C30  C31  C32     0.00   0.0  0
 FRP  CONST_18  C29   C28  C33  C32     0.00   0.0  0
 FRP  CONST_19  C17   C32  C31  C30   180.00   0.0  0
 FRP  CONST_20  C17   C32  C33  C28   180.00   0.0  0
 FRP  CONST_21  F1    C23  C22  C27   180.00   0.0  0
 FRP  CONST_22  N3    C26  C25  C24   180.00   0.0  0
 FRP  CONST_23  N3    C26  C27  C22   180.00   0.0  0
 FRP  CONST_24  C3    C4   C5   C12   180.00   0.0  0
 FRP  CONST_25  C1    C6   C5   C12   180.00   0.0  0
 FRP  CONST_26  C5    C4   C3   C7    180.00   0.0  0
 FRP  CONST_27  C1    C2   C3   C7    180.00   0.0  0
 FRP  CONST_28  C25   C24  C23  F1    180.00   0.0  0
 FRP  CONST_29  H29   C29  C30  C31   180.00   0.0  0
 FRP  CONST_30  H33   C33  C32  C31   180.00   0.0  0
 FRP  CONST_31  H28   C28  C29  C30   180.00   0.0  0
 FRP  CONST_32  H30   C30  C29  C28   180.00   0.0  0
 FRP  CONST_33  H25   C25  C26  C27   180.00   0.0  0
 FRP  CONST_34  H22   C22  C27  C26   180.00   0.0  0
 FRP  CONST_35  H24   C24  C25  C26   180.00   0.0  0
 FRP  CONST_36  H27   C27  C22  C23   180.00   0.0  0
 FRP  CONST_37  H6    C6   C5   C4    180.00   0.0  0
 FRP  CONST_38  H2    C2   C3   C4    180.00   0.0  0
 FRP  CONST_39  H1    C1   C6   C5    180.00   0.0  0
 FRP  CONST_40  H4    C4   C5   C6    180.00   0.0  0
 FRP  CONST_41  H31   C31  C32  C33   180.00   0.0  0
 FRP  CONST_42  C20   N3   C26  C27   180.00   0.0  0
 FRP  CONST_43  C25   C26  N3   C20     0.00   0.0  0
 FRP  CONST_44  HN3   N3   C26  C27     0.00   0.0  0
 FRP  CONST_45  O3    C20  N3   C26     0.00   0.0  0
 FRP  CONST_46  C19   C20  N3   C26   180.00   0.0  0
 FRP  CONST_47  C5    C12  N2   C15   180.00   0.0  0
 FRP  CONST_48  C3    C7   N1   C9      0.00   0.0  0
 FRP  CONST_49  C3    C7   N1   C8    180.00   0.0  0
 FRP  CONST_50  HN2   N2   C12  C5      0.00   0.0  0
 FRP  CONST_51  O2    C12  N2   C15     0.00   0.0  0
 FRP  CONST_52  O1    C7   N1   C9    180.00   0.0  0
 FRP  CONST_53  O1    C7   N1   C8      0.00   0.0  0
 FRP  Var_01    C15   C17  C32  C31    97.42  30.0  2
 FRP  Var_02    N2    C12  C5   C4   -152.71  30.0  2
 FRP  Var_03    O1    C7   C3   C4     60.22  30.0  2
 FRP  Var_04    N1    C8   C11  C13  -177.08  30.0  3
 FRP  Var_05    N1    C9   C10  C14  -179.35  30.0  3
 FRP  Var_06    C9    N1   C8   C11    85.23  30.0  3
 FRP  Var_07    C8    N1   C9   C10    78.49  30.0  3
 FRP  Var_08    H141  C14  C10  C9     58.52  30.0  3
 FRP  Var_09    H131  C13  C11  C8     58.82  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
 FRP  chir_01  C16  C15  C18  N4   positiv
 FRP  chir_02  C15  N2   C17  C16  negativ
 FRP  chir_03  C19  C18  C21  C20  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
 FRP  plan-1  C31  0.020
 FRP  plan-1  C30  0.020
 FRP  plan-1  C28  0.020
 FRP  plan-1  C32  0.020
 FRP  plan-1  C33  0.020
 FRP  plan-1  C29  0.020
 FRP  plan-1  H31  0.020
 FRP  plan-1  H30  0.020
 FRP  plan-1  H28  0.020
 FRP  plan-1  H33  0.020
 FRP  plan-1  H29  0.020
 FRP  plan-1  C17  0.020
 FRP  plan-2  C27  0.020
 FRP  plan-2  C26  0.020
 FRP  plan-2  C24  0.020
 FRP  plan-2  C23  0.020
 FRP  plan-2  C22  0.020
 FRP  plan-2  F1   0.020
 FRP  plan-2  C25  0.020
 FRP  plan-2  N3   0.020
 FRP  plan-2  H27  0.020
 FRP  plan-2  H24  0.020
 FRP  plan-2  H22  0.020
 FRP  plan-2  H25  0.020
 FRP  plan-3  C12  0.020
 FRP  plan-3  C7   0.020
 FRP  plan-3  C4   0.020
 FRP  plan-3  C5   0.020
 FRP  plan-3  C6   0.020
 FRP  plan-3  C3   0.020
 FRP  plan-3  C2   0.020
 FRP  plan-3  C1   0.020
 FRP  plan-3  H4   0.020
 FRP  plan-3  H6   0.020
 FRP  plan-3  H2   0.020
 FRP  plan-3  H1   0.020
 FRP  plan-4  C26  0.020
 FRP  plan-4  C20  0.020
 FRP  plan-4  N3   0.020
 FRP  plan-4  O3   0.020
 FRP  plan-4  C19  0.020
 FRP  plan-4  HN3  0.020
 FRP  plan-5  C15  0.020
 FRP  plan-5  C12  0.020
 FRP  plan-5  C5   0.020
 FRP  plan-5  N2   0.020
 FRP  plan-5  O2   0.020
 FRP  plan-5  HN2  0.020
 FRP  plan-6  C9   0.020
 FRP  plan-6  C8   0.020
 FRP  plan-6  C7   0.020
 FRP  plan-6  C3   0.020
 FRP  plan-6  O1   0.020
 FRP  plan-6  N1   0.020

