# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Tue Jun 16 06:01:43 2020
#   Inital geometry file: a 175 line input string
#   Ligand name: N-{(3-endo)-8-[5-(cyclopropylcarbonyl)pyridin-2-yl]-8-azabicyclo[3.2.1]oct-3-yl}-2-methyl-5-{[(1R)-1-methylpropyl]amino}benzene-1,4-dicarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@@H](C)Nc1cc(c(C)cc1C(N)=O)C(=O)NC2C[C@H]3CC[C@@H](C2)N3c4ccc(cn4)C(=O)C5CC5
#
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
 99B  99B  N-{(3-endo)-8-[5-(cyclopropylcarbonyl)pyridin-2-yl]-8-azabicyclo[3.2.1]oct-3-yl}-2-methyl-5-{[(1R)-1-methylpropyl]amino}benzene-1,4-dicarboxamide  ligand  74  37  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_99B
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
 99B  C1    C  CH1   0  -0.079    4.2180   2.3683  -0.4398
 99B  N1    N  NH1   0  -0.708    5.1811   1.2880  -0.3543
 99B  O1    O  O     0  -0.482    1.2888  -3.0823  -0.7486
 99B  C2    C  CH2   0  -0.445    4.8444   3.6488   0.1047
 99B  N2    N  NH1   0  -0.644    0.8992  -1.2268   0.4818
 99B  O2    O  O     0  -0.439   -8.4607   0.5664   1.1781
 99B  C3    C  CH3   0  -0.664    5.2538   3.5599   1.5690
 99B  N3    N  NT    0  -0.464   -2.2918   0.9254  -0.0115
 99B  O3    O  O     0  -0.503    7.6838   0.4635   0.3428
 99B  C4    C  CH3   0  -0.658    3.7079   2.5640  -1.8651
 99B  N4    N  N     0  -0.471   -4.2662   0.3500  -1.0217
 99B  C5    C  CR6   0   0.398    4.8685  -0.0202  -0.1981
 99B  N5    N  NH2   0  -0.807    8.1671  -1.6585  -0.2019
 99B  C6    C  CR16  0  -0.390    3.5318  -0.4530  -0.2561
 99B  C7    C  CR6   0  -0.052    3.1627  -1.7720  -0.0575
 99B  C8    C  C     0   0.502    1.7029  -2.1049  -0.1423
 99B  C9    C  CH1   0  -0.075   -0.5526  -1.3414   0.5221
 99B  C10   C  CH2   0  -0.444   -1.2053  -1.0713  -0.8464
 99B  C11   C  CH1   0  -0.119   -1.4801   0.4096  -1.1095
 99B  C12   C  CH1   0  -0.139   -1.3763   1.0151   1.1183
 99B  C13   C  CH2   0  -0.475   -1.1017  -0.4089   1.6140
 99B  C14   C  CH2   0  -0.466   -0.1687   1.7095   0.4752
 99B  C15   C  CH2   0  -0.457   -0.2297   1.2934  -1.0090
 99B  C16   C  CR6   0   0.528   -3.6262   0.7667   0.0783
 99B  C17   C  CR16  0  -0.084   -5.5796   0.2153  -0.9892
 99B  C18   C  CR6   0  -0.148   -6.3752   0.4719   0.1237
 99B  C19   C  C     0   0.408   -7.8381   0.3071   0.1595
 99B  C20   C  CH1   0  -0.445   -8.5483  -0.1801  -1.0484
 99B  C21   C  CH2   0  -0.456   -9.9385   0.3516  -1.3125
 99B  C22   C  CH2   0  -0.456   -9.7729  -1.0432  -0.8459
 99B  C23   C  CR16  0  -0.377   -4.3363   1.0566   1.2691
 99B  C24   C  CR16  0  -0.149   -5.6955   0.9096   1.2743
 99B  C25   C  CR6   0  -0.127    5.8505  -1.0213   0.0119
 99B  C26   C  C     0   0.517    7.2959  -0.6713   0.0623
 99B  C27   C  CR16  0  -0.337    5.4428  -2.3404   0.2174
 99B  C28   C  CR6   0   0.069    4.1224  -2.7608   0.1936
 99B  C29   C  CH3   0  -0.726    3.7852  -4.2009   0.4595
 99B  H1    H  HCH1  0   0.218    3.3642   2.1312   0.2090
 99B  HN1   H  HNH1  0   0.403    6.1451   1.5249  -0.1747
 99B  H2    H  HCH2  0   0.226    5.7053   3.9219  -0.5149
 99B  H2A   H  HCH2  0   0.238    4.1151   4.4521  -0.0213
 99B  HN2   H  HNH1  0   0.406    1.3348  -0.5576   1.0945
 99B  H3    H  HCH3  0   0.221    4.4082   3.2645   2.1927
 99B  H3A   H  HCH3  0   0.219    6.0513   2.8337   1.7318
 99B  H3B   H  HCH3  0   0.235    5.6123   4.5234   1.9307
 99B  H4    H  HCH3  0   0.228    4.5147   2.8999  -2.5188
 99B  H4A   H  HCH3  0   0.233    3.3041   1.6398  -2.2807
 99B  H4B   H  HCH3  0   0.228    2.9124   3.3103  -1.8911
 99B  HN5   H  HNH2  0   0.405    9.1527  -1.4511  -0.2039
 99B  HN5A  H  HNH2  0   0.412    7.8886  -2.5305  -0.6162
 99B  H6    H  HCR6  0   0.260    2.7591   0.2678  -0.4801
 99B  H9    H  HCH1  0   0.266   -0.7911  -2.3696   0.8062
 99B  H10   H  HCH2  0   0.258   -0.5915  -1.4885  -1.6454
 99B  H10A  H  HCH2  0   0.246   -2.1566  -1.6085  -0.8837
 99B  H11   H  HCH1  0   0.269   -1.9971   0.5275  -2.0591
 99B  H12   H  HCH1  0   0.277   -1.7897   1.6153   1.9278
 99B  H13   H  HCH2  0   0.262   -2.0406  -0.8270   1.9850
 99B  H13A  H  HCH2  0   0.261   -0.4223  -0.3919   2.4707
 99B  H14   H  HCH2  0   0.265   -0.2793   2.7893   0.5731
 99B  H14A  H  HCH2  0   0.233    0.7681   1.4505   0.9691
 99B  H15   H  HCH2  0   0.243    0.6610   0.7663  -1.3492
 99B  H15A  H  HCH2  0   0.257   -0.3403   2.1710  -1.6458
 99B  H17   H  HCR6  0   0.260   -6.0180  -0.1276  -1.9193
 99B  H20   H  HCH1  0   0.281   -7.9602  -0.4051  -1.9264
 99B  H21   H  HCH2  0   0.258  -10.3268   1.0819  -0.6146
 99B  H21A  H  HCH2  0   0.264  -10.1975   0.5278  -2.3478
 99B  H22   H  HCH2  0   0.264   -9.9142  -1.8492  -1.5535
 99B  H22A  H  HCH2  0   0.258  -10.0467  -1.2786   0.1740
 99B  H23   H  HCR6  0   0.274   -3.8270   1.3938   2.1600
 99B  H24   H  HCR6  0   0.267   -6.2497   1.1320   2.1767
 99B  H27   H  HCR6  0   0.250    6.1943  -3.0879   0.4422
 99B  H29   H  HCH3  0   0.245    3.4294  -4.7113  -0.4349
 99B  H29A  H  HCH3  0   0.240    4.6676  -4.7334   0.8134
 99B  H29B  H  HCH3  0   0.238    3.0116  -4.3106   1.2202

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
 99B  C1   N1    single    1.450  0.020  1.450
 99B  C1   C2    single    1.526  0.020  1.526
 99B  C1   C4    single    1.526  0.020  1.526
 99B  N1   C5    single    1.354  0.020  1.354
 99B  O1   C8    double    1.222  0.020  1.222
 99B  C2   C3    single    1.523  0.020  1.523
 99B  N2   C8    single    1.344  0.020  1.344
 99B  N2   C9    single    1.457  0.020  1.457
 99B  O2   C19   double    1.222  0.020  1.222
 99B  N3   C11   single    1.460  0.020  1.460
 99B  N3   C12   single    1.457  0.020  1.457
 99B  N3   C16   single    1.347  0.020  1.347
 99B  O3   C26   double    1.232  0.020  1.232
 99B  N4   C16   aromatic  1.339  0.020  1.339
 99B  N4   C17   aromatic  1.321  0.020  1.321
 99B  C5   C6    aromatic  1.406  0.020  1.406
 99B  C5   C25   aromatic  1.418  0.020  1.418
 99B  N5   C26   single    1.343  0.020  1.343
 99B  C6   C7    aromatic  1.384  0.020  1.384
 99B  C7   C8    single    1.500  0.020  1.500
 99B  C7   C28   aromatic  1.401  0.020  1.401
 99B  C9   C10   single    1.540  0.020  1.540
 99B  C9   C13   single    1.537  0.020  1.537
 99B  C10  C11   single    1.529  0.020  1.529
 99B  C11  C15   single    1.535  0.020  1.535
 99B  C12  C13   single    1.533  0.020  1.533
 99B  C12  C14   single    1.534  0.020  1.534
 99B  C14  C15   single    1.543  0.020  1.543
 99B  C16  C23   aromatic  1.416  0.020  1.416
 99B  C17  C18   aromatic  1.392  0.020  1.392
 99B  C18  C19   single    1.473  0.020  1.473
 99B  C18  C24   aromatic  1.406  0.020  1.406
 99B  C19  C20   single    1.483  0.020  1.483
 99B  C20  C21   single    1.512  0.020  1.512
 99B  C20  C22   single    1.512  0.020  1.512
 99B  C21  C22   single    1.480  0.020  1.480
 99B  C23  C24   aromatic  1.367  0.020  1.367
 99B  C25  C26   single    1.488  0.020  1.488
 99B  C25  C27   aromatic  1.396  0.020  1.396
 99B  C27  C28   aromatic  1.386  0.020  1.386
 99B  C28  C29   single    1.503  0.020  1.503
 99B  C1   H1    single    0.970  0.020  1.090
 99B  N1   HN1   single    0.860  0.020  1.020
 99B  C2   H2    single    0.970  0.020  1.090
 99B  C2   H2A   single    0.970  0.020  1.090
 99B  N2   HN2   single    0.860  0.020  1.020
 99B  C3   H3    single    0.970  0.020  1.090
 99B  C3   H3A   single    0.970  0.020  1.090
 99B  C3   H3B   single    0.970  0.020  1.090
 99B  C4   H4    single    0.970  0.020  1.090
 99B  C4   H4A   single    0.970  0.020  1.090
 99B  C4   H4B   single    0.970  0.020  1.090
 99B  N5   HN5   single    0.860  0.020  1.020
 99B  N5   HN5A  single    0.860  0.020  1.020
 99B  C6   H6    single    0.930  0.020  1.080
 99B  C9   H9    single    0.970  0.020  1.090
 99B  C10  H10   single    0.970  0.020  1.090
 99B  C10  H10A  single    0.970  0.020  1.090
 99B  C11  H11   single    0.970  0.020  1.090
 99B  C12  H12   single    0.970  0.020  1.090
 99B  C13  H13   single    0.970  0.020  1.090
 99B  C13  H13A  single    0.970  0.020  1.090
 99B  C14  H14   single    0.970  0.020  1.090
 99B  C14  H14A  single    0.970  0.020  1.090
 99B  C15  H15   single    0.970  0.020  1.090
 99B  C15  H15A  single    0.970  0.020  1.090
 99B  C17  H17   single    0.930  0.020  1.080
 99B  C20  H20   single    0.970  0.020  1.090
 99B  C21  H21   single    0.970  0.020  1.090
 99B  C21  H21A  single    0.970  0.020  1.090
 99B  C22  H22   single    0.970  0.020  1.090
 99B  C22  H22A  single    0.970  0.020  1.090
 99B  C23  H23   single    0.930  0.020  1.080
 99B  C24  H24   single    0.930  0.020  1.080
 99B  C27  H27   single    0.930  0.020  1.080
 99B  C29  H29   single    0.970  0.020  1.090
 99B  C29  H29A  single    0.970  0.020  1.090
 99B  C29  H29B  single    0.970  0.020  1.090

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
 99B  H1    C1   C4    108.63  3.000
 99B  H1    C1   C2    106.83  3.000
 99B  C4    C1   C2    111.27  3.000
 99B  H1    C1   N1    108.71  3.000
 99B  C4    C1   N1    111.87  3.000
 99B  C2    C1   N1    109.36  3.000
 99B  HN1   N1   C5    115.28  3.000
 99B  HN1   N1   C1    118.06  3.000
 99B  C5    N1   C1    124.98  3.000
 99B  H2A   C2   H2    106.03  3.000
 99B  H2A   C2   C3    109.47  3.000
 99B  H2    C2   C3    110.31  3.000
 99B  H2A   C2   C1    107.57  3.000
 99B  H2    C2   C1    109.27  3.000
 99B  C3    C2   C1    113.85  3.000
 99B  HN2   N2   C9    117.82  3.000
 99B  HN2   N2   C8    117.28  3.000
 99B  C9    N2   C8    123.87  3.000
 99B  H3B   C3   H3A   107.37  3.000
 99B  H3B   C3   H3    107.72  3.000
 99B  H3A   C3   H3    107.52  3.000
 99B  H3B   C3   C2    110.85  3.000
 99B  H3A   C3   C2    112.26  3.000
 99B  H3    C3   C2    110.92  3.000
 99B  C16   N3   C12   125.32  3.000
 99B  C16   N3   C11   124.02  3.000
 99B  C12   N3   C11   104.81  3.000
 99B  H4B   C4   H4A   107.49  3.000
 99B  H4B   C4   H4    108.31  3.000
 99B  H4A   C4   H4    107.83  3.000
 99B  H4B   C4   C1    110.71  3.000
 99B  H4A   C4   C1    111.77  3.000
 99B  H4    C4   C1    110.60  3.000
 99B  C17   N4   C16   119.13  3.000
 99B  C25   C5   C6    116.56  3.000
 99B  C25   C5   N1    122.63  3.000
 99B  C6    C5   N1    120.80  3.000
 99B  HN5A  N5   HN5   116.69  3.000
 99B  HN5A  N5   C26   122.64  3.000
 99B  HN5   N5   C26   118.93  3.000
 99B  H6    C6   C7    118.35  3.000
 99B  H6    C6   C5    118.90  3.000
 99B  C7    C6   C5    122.74  3.000
 99B  C28   C7   C8    121.36  3.000
 99B  C28   C7   C6    121.05  3.000
 99B  C8    C7   C6    117.58  3.000
 99B  C7    C8   N2    114.25  3.000
 99B  C7    C8   O1    122.36  3.000
 99B  N2    C8   O1    123.38  3.000
 99B  H9    C9   C13   107.94  3.000
 99B  H9    C9   C10   107.67  3.000
 99B  C13   C9   C10   111.93  3.000
 99B  H9    C9   N2    107.37  3.000
 99B  C13   C9   N2    109.14  3.000
 99B  C10   C9   N2    112.58  3.000
 99B  H10A  C10  H10   106.07  3.000
 99B  H10A  C10  C11   108.28  3.000
 99B  H10   C10  C11   110.23  3.000
 99B  H10A  C10  C9    108.23  3.000
 99B  H10   C10  C9    110.21  3.000
 99B  C11   C10  C9    113.51  3.000
 99B  H11   C11  C15   112.46  3.000
 99B  H11   C11  C10   109.92  3.000
 99B  C15   C11  C10   113.59  3.000
 99B  H11   C11  N3    110.74  3.000
 99B  C15   C11  N3    101.56  3.000
 99B  C10   C11  N3    108.23  3.000
 99B  H12   C12  C14   111.15  3.000
 99B  H12   C12  C13   109.86  3.000
 99B  C14   C12  C13   114.52  3.000
 99B  H12   C12  N3    111.82  3.000
 99B  C14   C12  N3    101.38  3.000
 99B  C13   C12  N3    107.83  3.000
 99B  H13A  C13  H13   105.89  3.000
 99B  H13A  C13  C12   110.50  3.000
 99B  H13   C13  C12   108.14  3.000
 99B  H13A  C13  C9    110.12  3.000
 99B  H13   C13  C9    108.41  3.000
 99B  C12   C13  C9    113.44  3.000
 99B  H14A  C14  H14   106.37  3.000
 99B  H14A  C14  C15   113.94  3.000
 99B  H14   C14  C15   110.46  3.000
 99B  H14A  C14  C12   112.27  3.000
 99B  H14   C14  C12   109.32  3.000
 99B  C15   C14  C12   104.49  3.000
 99B  H15A  C15  H15   106.87  3.000
 99B  H15A  C15  C14   110.43  3.000
 99B  H15   C15  C14   113.49  3.000
 99B  H15A  C15  C11   110.05  3.000
 99B  H15   C15  C11   111.53  3.000
 99B  C14   C15  C11   104.51  3.000
 99B  C23   C16  N4    120.98  3.000
 99B  C23   C16  N3    121.91  3.000
 99B  N4    C16  N3    117.09  3.000
 99B  H17   C17  C18   120.88  3.000
 99B  H17   C17  N4    114.41  3.000
 99B  C18   C17  N4    124.70  3.000
 99B  C24   C18  C19   119.68  3.000
 99B  C24   C18  C17   115.80  3.000
 99B  C19   C18  C17   124.52  3.000
 99B  C20   C19  C18   119.51  3.000
 99B  C20   C19  O2    120.31  3.000
 99B  C18   C19  O2    120.18  3.000
 99B  H20   C20  C22   115.52  3.000
 99B  H20   C20  C21   115.59  3.000
 99B  C22   C20  C21    58.62  3.000
 99B  H20   C20  C19   118.00  3.000
 99B  C22   C20  C19   117.79  3.000
 99B  C21   C20  C19   117.84  3.000
 99B  H21A  C21  H21   114.92  3.000
 99B  H21A  C21  C22   118.82  3.000
 99B  H21   C21  C22   118.22  3.000
 99B  H21A  C21  C20   116.41  3.000
 99B  H21   C21  C20   117.05  3.000
 99B  C22   C21  C20    60.70  3.000
 99B  H22A  C22  H22   114.93  3.000
 99B  H22A  C22  C21   118.28  3.000
 99B  H22   C22  C21   118.77  3.000
 99B  H22A  C22  C20   117.09  3.000
 99B  H22   C22  C20   116.33  3.000
 99B  C21   C22  C20    60.68  3.000
 99B  H23   C23  C24   119.94  3.000
 99B  H23   C23  C16   121.40  3.000
 99B  C24   C23  C16   118.66  3.000
 99B  H24   C24  C23   119.36  3.000
 99B  H24   C24  C18   119.92  3.000
 99B  C23   C24  C18   120.73  3.000
 99B  C27   C25  C26   120.07  3.000
 99B  C27   C25  C5    119.12  3.000
 99B  C26   C25  C5    120.78  3.000
 99B  C25   C26  N5    116.78  3.000
 99B  C25   C26  O3    122.03  3.000
 99B  N5    C26  O3    121.19  3.000
 99B  H27   C27  C28   117.08  3.000
 99B  H27   C27  C25   118.67  3.000
 99B  C28   C27  C25   124.22  3.000
 99B  C29   C28  C27   120.09  3.000
 99B  C29   C28  C7    123.68  3.000
 99B  C27   C28  C7    116.22  3.000
 99B  H29B  C29  H29A  107.38  3.000
 99B  H29B  C29  H29   107.09  3.000
 99B  H29A  C29  H29   107.59  3.000
 99B  H29B  C29  C28   112.27  3.000
 99B  H29A  C29  C28   110.13  3.000
 99B  H29   C29  C28   112.14  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
 99B  CONST_01  C24   C23  C16  N4      0.00   0.0  0
 99B  CONST_02  C24   C18  C17  N4      0.00   0.0  0
 99B  CONST_03  C28   C7   C6   C5      0.00   0.0  0
 99B  CONST_04  C28   C27  C25  C5      0.00   0.0  0
 99B  CONST_05  C27   C25  C5   C6      0.00   0.0  0
 99B  CONST_06  C27   C28  C7   C6      0.00   0.0  0
 99B  CONST_07  C25   C5   C6   C7      0.00   0.0  0
 99B  CONST_08  C25   C27  C28  C7      0.00   0.0  0
 99B  CONST_09  C18   C17  N4   C16     0.00   0.0  0
 99B  CONST_10  C18   C24  C23  C16     0.00   0.0  0
 99B  CONST_11  C23   C16  N4   C17     0.00   0.0  0
 99B  CONST_12  C23   C24  C18  C17     0.00   0.0  0
 99B  CONST_13  C17   N4   C16  N3    180.00   0.0  0
 99B  CONST_14  C24   C23  C16  N3    180.00   0.0  0
 99B  CONST_15  C7    C6   C5   N1    180.00   0.0  0
 99B  CONST_16  C27   C25  C5   N1    180.00   0.0  0
 99B  CONST_17  C19   C18  C17  N4    180.00   0.0  0
 99B  CONST_18  C8    C7   C6   C5    180.00   0.0  0
 99B  CONST_19  C26   C25  C5   C6    180.00   0.0  0
 99B  CONST_20  C29   C28  C7   C6    180.00   0.0  0
 99B  CONST_21  C27   C28  C7   C8    180.00   0.0  0
 99B  CONST_22  C23   C24  C18  C19   180.00   0.0  0
 99B  CONST_23  C29   C28  C27  C25   180.00   0.0  0
 99B  CONST_24  C28   C27  C25  C26   180.00   0.0  0
 99B  CONST_25  H23   C23  C16  N3      0.00   0.0  0
 99B  CONST_26  H27   C27  C25  C5    180.00   0.0  0
 99B  CONST_27  H17   C17  N4   C16   180.00   0.0  0
 99B  CONST_28  H24   C24  C23  C16   180.00   0.0  0
 99B  CONST_29  H6    C6   C5   C25   180.00   0.0  0
 99B  CONST_30  C9    N2   C8   C7    180.00   0.0  0
 99B  CONST_31  C6    C5   N1   C1      0.00   0.0  0
 99B  CONST_32  C25   C5   N1   C1    180.00   0.0  0
 99B  CONST_33  HN1   N1   C5   C6    180.00   0.0  0
 99B  CONST_34  C9    N2   C8   O1      0.00   0.0  0
 99B  CONST_35  HN2   N2   C8   C7      0.00   0.0  0
 99B  CONST_36  HN5   N5   C26  C25   180.00   0.0  0
 99B  CONST_37  HN5A  N5   C26  C25     0.00   0.0  0
 99B  Var_01    C11   N3   C16  N4    -13.70  30.0  1
 99B  Var_02    C12   C14  C15  C11     0.85  30.0  3
 99B  Var_03    C20   C19  C18  C17     0.81  30.0  2
 99B  Var_04    C21   C20  C19  C18  -146.26  30.0  3
 99B  Var_05    C22   C21  C20  C19  -107.18  30.0  1
 99B  Var_06    H22   C22  C21  C20  -105.78  30.0  1
 99B  Var_07    C6    C7   C8   O1    135.42  30.0  2
 99B  Var_08    C5    C25  C26  O3     23.10  30.0  2
 99B  Var_09    H29   C29  C28  C7     71.13  30.0  2
 99B  Var_10    H3    C3   C2   C1    -55.36  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
 99B  chir_01  C1   N1   C2   C4   negativ
 99B  chir_02  C9   N2   C10  C13  positiv
 99B  chir_03  C11  N3   C15  C10  negativ
 99B  chir_04  C12  N3   C14  C13  positiv
 99B  chir_05  C20  C19  C21  C22  both

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
 99B  plan-1  N3    0.020
 99B  plan-1  N4    0.020
 99B  plan-1  C16   0.020
 99B  plan-1  C17   0.020
 99B  plan-1  C18   0.020
 99B  plan-1  C19   0.020
 99B  plan-1  C23   0.020
 99B  plan-1  C24   0.020
 99B  plan-1  H17   0.020
 99B  plan-1  H23   0.020
 99B  plan-1  H24   0.020
 99B  plan-2  N1    0.020
 99B  plan-2  C5    0.020
 99B  plan-2  C6    0.020
 99B  plan-2  C7    0.020
 99B  plan-2  C8    0.020
 99B  plan-2  C25   0.020
 99B  plan-2  C26   0.020
 99B  plan-2  C27   0.020
 99B  plan-2  C28   0.020
 99B  plan-2  C29   0.020
 99B  plan-2  H6    0.020
 99B  plan-2  H27   0.020
 99B  plan-3  O3    0.020
 99B  plan-3  N5    0.020
 99B  plan-3  C25   0.020
 99B  plan-3  C26   0.020
 99B  plan-3  HN5   0.020
 99B  plan-3  HN5A  0.020
 99B  plan-4  C1    0.020
 99B  plan-4  N1    0.020
 99B  plan-4  C5    0.020
 99B  plan-4  HN1   0.020
 99B  plan-5  O1    0.020
 99B  plan-5  N2    0.020
 99B  plan-5  C7    0.020
 99B  plan-5  C8    0.020
 99B  plan-5  C9    0.020
 99B  plan-5  HN2   0.020
 99B  plan-6  O2    0.020
 99B  plan-6  C18   0.020
 99B  plan-6  C19   0.020
 99B  plan-6  C20   0.020

