# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sat Jun 27 14:33:18 2020
#   Inital geometry file: a 171 line input string
#   Ligand name: (3S)-1-carbamimidoyl-N-({(2S)-1-[N-(naphthalen-2-ylsulfonyl)-L-seryl]pyrrolidin-2-yl}methyl)piperidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=N)N1CCC[C@@H](C1)C(=O)NC[C@@H]2CCCN2C(=O)[C@H](CO)N[S](=O)(=O)c3ccc4ccccc4c3
#
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
 BM9  BM9  (3S)-1-carbamimidoyl-N-({(2S)-1-[N-(naphthalen-2-ylsulfonyl)-L-seryl]pyrrolidin-2-yl}methyl)piperidine-3-carboxamide  peptide  71  37  .  2022-07-24  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

data_comp_BM9
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
 BM9  C27   C  C     0   0.583   3.0250   0.3354   0.6501
 BM9  O28   O  O     0  -0.493   2.4431   0.4088   1.7229
 BM9  C29   C  CH1   0  -0.402   4.2124  -0.5842   0.4489
 BM9  C30   C  CH2   0  -0.290   3.8942  -1.9730   1.0145
 BM9  N31   N  NT    0  -0.457   5.0209  -2.8721   0.8813
 BM9  C32   C  CH2   0  -0.325   6.1988  -2.3741   1.5770
 BM9  C33   C  CH2   0  -0.438   6.6203  -1.0089   1.0454
 BM9  C34   C  CH2   0  -0.423   5.4656  -0.0160   1.1256
 BM9  C35   C  C     0   0.550   5.1222  -3.5989  -0.2862
 BM9  N37   N  N     0  -0.699   4.1961  -3.5345  -1.1727
 BM9  N36   N  NH2   0  -0.839   6.2740  -4.3512  -0.4036
 BM9  N26   N  NH1   0  -0.639   2.6805   1.0699  -0.4252
 BM9  C25   C  CH2   0  -0.311   1.4942   1.8908  -0.4938
 BM9  C24   C  CH1   0  -0.031   0.3590   1.1069  -1.1524
 BM9  N20   N  NT    0  -0.486  -0.8830   1.8766  -1.3088
 BM9  C21   C  CH2   0  -0.293  -1.2949   1.9686  -2.7068
 BM9  C22   C  CH2   0  -0.458  -0.5992   0.7823  -3.3558
 BM9  C23   C  CH2   0  -0.502   0.7082   0.6810  -2.5834
 BM9  N14   N  NC1   0  -0.698  -3.8374   2.6124   0.7142
 BM9  C15   C  CH1   0  -0.285  -3.0004   2.8343  -0.4560
 BM9  C18   C  C     0   0.584  -1.6208   2.1903  -0.2339
 BM9  O19   O  O     0  -0.484  -1.2334   1.9914   0.9085
 BM9  C16   C  CH2   0  -0.131  -2.8651   4.3258  -0.7292
 BM9  O17   O  OH1   0  -0.664  -2.1788   4.9124   0.3450
 BM9  O13   O  OS    0  -0.657  -5.1816   1.0828   2.1319
 BM9  O12   O  OS    0  -0.652  -5.8046   1.4216  -0.2829
 BM9  C2    C  CR16  0  -0.257  -2.8055  -0.5483   1.1197
 BM9  C1    C  CR6   0  -0.236  -3.7451  -0.0836   0.2404
 BM9  C8    C  CR16  0  -0.249  -3.8082  -0.5489  -1.0907
 BM9  C7    C  CR16  0  -0.302  -2.8867  -1.4604  -1.5219
 BM9  C6    C  CR16  0  -0.313  -0.8203  -2.7588  -1.1264
 BM9  C5    C  CR16  0  -0.241   0.1946  -3.1317  -0.2872
 BM9  C4    C  CR16  0  -0.250   0.2067  -2.7007   1.0565
 BM9  C3    C  CR16  0  -0.289  -0.7848  -1.8895   1.5319
 BM9  C9    C  CR66  0   0.121  -1.8296  -1.4654   0.6799
 BM9  C10   C  CR66  0   0.120  -1.8549  -1.9123  -0.6668
 BM9  H29   H  HCH1  0   0.252   4.4153  -0.7005  -0.6208
 BM9  H301  H  HCH2  0   0.237   3.6480  -1.8867   2.0761
 BM9  H302  H  HCH2  0   0.277   3.0372  -2.4023   0.5028
 BM9  H321  H  HCH2  0   0.238   5.9453  -2.2912   2.6381
 BM9  H322  H  HCH2  0   0.252   7.0243  -3.0786   1.5157
 BM9  H331  H  HCH2  0   0.240   7.4726  -0.6412   1.6213
 BM9  H332  H  HCH2  0   0.225   6.9577  -1.1132   0.0094
 BM9  H341  H  HCH2  0   0.244   5.7462   0.9328   0.6627
 BM9  H342  H  HCH2  0   0.226   5.2428   0.1948   2.1762
 BM9  HN7   H  H     0   0.313   4.3662  -4.2096  -1.9092
 BM9  HN61  H  HNH2  0   0.385   6.6356  -4.7644   0.4418
 BM9  HN62  H  HNH2  0   0.385   6.2543  -5.0211  -1.1559
 BM9  HN6   H  HNH1  0   0.399   3.1977   0.9272  -1.2773
 BM9  H251  H  HCH2  0   0.248   1.7155   2.7898  -1.0738
 BM9  H252  H  HCH2  0   0.267   1.2206   2.1963   0.5118
 BM9  H24   H  HCH1  0   0.273   0.1465   0.2319  -0.5306
 BM9  H211  H  HCH2  0   0.256  -2.3760   1.9116  -2.8175
 BM9  H212  H  HCH2  0   0.251  -0.9632   2.9135  -3.1463
 BM9  H221  H  HCH2  0   0.244  -1.2019  -0.1170  -3.2214
 BM9  H222  H  HCH2  0   0.256  -0.4519   0.9291  -4.4249
 BM9  H231  H  HCH2  0   0.259   1.1401  -0.3182  -2.6100
 BM9  H232  H  HCH2  0   0.239   1.4418   1.3689  -3.0147
 BM9  HN4   H  HNC1  0   0.407  -3.3186   2.7138   1.5826
 BM9  H15   H  HCH1  0   0.292  -3.5069   2.4104  -1.3253
 BM9  H161  H  HCH2  0   0.218  -2.3400   4.4685  -1.6825
 BM9  H162  H  HCH2  0   0.231  -3.8737   4.7363  -0.8530
 BM9  HO7   H  HOH1  0   0.464  -2.1732   5.8652   0.2161
 BM9  H8    H  HCR6  0   0.286  -4.5726  -0.1865  -1.7635
 BM9  H7    H  HCR6  0   0.273  -2.9265  -1.8246  -2.5409
 BM9  H6    H  HCR6  0   0.261  -0.8309  -3.0894  -2.1578
 BM9  H5    H  HCR6  0   0.261   1.0047  -3.7495  -0.6540
 BM9  H4    H  HCR6  0   0.261   1.0107  -3.0098   1.7104
 BM9  H3    H  HCR6  0   0.259  -0.7697  -1.5448   2.5581
 BM9  S11   S  S     0   1.372  -4.7883   1.2565   0.7434
 BM9  H2    H  HCR6  0   0.283  -2.7657  -0.1952   2.1425

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
 BM9  C1   C2    aromatic  1.368  0.020  1.368
 BM9  C1   C8    aromatic  1.411  0.020  1.411
 BM9  C1   S11   single    1.771  0.020  1.771
 BM9  C2   C9    aromatic  1.410  0.020  1.410
 BM9  C2   H2    single    0.930  0.020  1.080
 BM9  C3   C4    aromatic  1.366  0.020  1.366
 BM9  C3   C9    aromatic  1.413  0.020  1.413
 BM9  C3   H3    single    0.930  0.020  1.080
 BM9  C4   C5    aromatic  1.411  0.020  1.411
 BM9  C4   H4    single    0.930  0.020  1.080
 BM9  C5   C6    aromatic  1.369  0.020  1.369
 BM9  C5   H5    single    0.930  0.020  1.080
 BM9  C6   C10   aromatic  1.414  0.020  1.414
 BM9  C6   H6    single    0.930  0.020  1.080
 BM9  C7   C8    aromatic  1.366  0.020  1.366
 BM9  C7   C10   aromatic  1.414  0.020  1.414
 BM9  C7   H7    single    0.930  0.020  1.080
 BM9  C8   H8    single    0.930  0.020  1.080
 BM9  C9   C10   aromatic  1.419  0.020  1.419
 BM9  S11  O12   double    1.454  0.020  1.454
 BM9  S11  O13   double    1.454  0.020  1.454
 BM9  S11  N14   single    1.656  0.020  1.656
 BM9  N14  C15   single    1.456  0.020  1.456
 BM9  N14  HN4   single    0.890  0.020  1.040
 BM9  C15  C16   single    1.522  0.020  1.522
 BM9  C15  C18   single    1.539  0.020  1.539
 BM9  C15  H15   single    0.970  0.020  1.090
 BM9  C16  O17   single    1.403  0.020  1.403
 BM9  C16  H161  single    0.970  0.020  1.090
 BM9  C16  H162  single    0.970  0.020  1.090
 BM9  O17  HO7   single    0.850  0.020  0.980
 BM9  C18  O19   double    1.223  0.020  1.223
 BM9  C18  N20   single    1.341  0.020  1.341
 BM9  N20  C21   single    1.460  0.020  1.460
 BM9  N20  C24   single    1.469  0.020  1.469
 BM9  C21  C22   single    1.521  0.020  1.521
 BM9  C21  H211  single    0.970  0.020  1.090
 BM9  C21  H212  single    0.970  0.020  1.090
 BM9  C22  C23   single    1.522  0.020  1.522
 BM9  C22  H221  single    0.970  0.020  1.090
 BM9  C22  H222  single    0.970  0.020  1.090
 BM9  C23  C24   single    1.533  0.020  1.533
 BM9  C23  H231  single    0.970  0.020  1.090
 BM9  C23  H232  single    0.970  0.020  1.090
 BM9  C24  C25   single    1.529  0.020  1.529
 BM9  C24  H24   single    0.970  0.020  1.090
 BM9  C25  N26   single    1.444  0.020  1.444
 BM9  C25  H251  single    0.970  0.020  1.090
 BM9  C25  H252  single    0.970  0.020  1.090
 BM9  N26  C27   single    1.347  0.020  1.347
 BM9  N26  HN6   single    0.860  0.020  1.020
 BM9  C27  O28   double    1.223  0.020  1.223
 BM9  C27  C29   single    1.515  0.020  1.515
 BM9  C29  C30   single    1.533  0.020  1.533
 BM9  C29  C34   single    1.533  0.020  1.533
 BM9  C29  H29   single    0.970  0.020  1.090
 BM9  C30  N31   single    1.448  0.020  1.448
 BM9  C30  H301  single    0.970  0.020  1.090
 BM9  C30  H302  single    0.970  0.020  1.090
 BM9  N31  C32   single    1.456  0.020  1.456
 BM9  N31  C35   single    1.379  0.020  1.379
 BM9  C32  C33   single    1.524  0.020  1.524
 BM9  C32  H321  single    0.970  0.020  1.090
 BM9  C32  H322  single    0.970  0.020  1.090
 BM9  C33  C34   single    1.525  0.020  1.525
 BM9  C33  H331  single    0.970  0.020  1.090
 BM9  C33  H332  single    0.970  0.020  1.090
 BM9  C34  H341  single    0.970  0.020  1.090
 BM9  C34  H342  single    0.970  0.020  1.090
 BM9  C35  N37   double    1.284  0.020  1.284
 BM9  C35  N36   single    1.381  0.020  1.381
 BM9  N37  HN7   single    0.890  0.020  1.040
 BM9  N36  HN61  single    0.890  0.020  1.040
 BM9  N36  HN62  single    0.890  0.020  1.040

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
 BM9  N26   C27  C29   115.17  3.000
 BM9  C29   C27  O28   121.72  3.000
 BM9  N26   C27  O28   123.10  3.000
 BM9  H29   C29  C34   108.61  3.000
 BM9  H29   C29  C30   107.62  3.000
 BM9  C34   C29  C30   110.03  3.000
 BM9  H29   C29  C27   109.84  3.000
 BM9  C34   C29  C27   110.91  3.000
 BM9  C30   C29  C27   109.77  3.000
 BM9  H302  C30  H301  108.11  3.000
 BM9  H302  C30  N31   108.98  3.000
 BM9  H301  C30  N31   108.29  3.000
 BM9  H302  C30  C29   110.36  3.000
 BM9  H301  C30  C29   109.48  3.000
 BM9  N31   C30  C29   111.54  3.000
 BM9  C35   N31  C32   121.70  3.000
 BM9  C35   N31  C30   117.55  3.000
 BM9  C32   N31  C30   111.92  3.000
 BM9  H322  C32  H321  106.25  3.000
 BM9  H322  C32  C33   110.53  3.000
 BM9  H321  C32  C33   109.53  3.000
 BM9  H322  C32  N31   111.46  3.000
 BM9  H321  C32  N31   107.57  3.000
 BM9  C33   C32  N31   111.31  3.000
 BM9  H332  C33  H331  106.89  3.000
 BM9  H332  C33  C34   110.19  3.000
 BM9  H331  C33  C34   110.11  3.000
 BM9  H332  C33  C32   109.27  3.000
 BM9  H331  C33  C32   109.48  3.000
 BM9  C34   C33  C32   110.81  3.000
 BM9  H342  C34  H341  106.96  3.000
 BM9  H342  C34  C33   109.26  3.000
 BM9  H341  C34  C33   110.41  3.000
 BM9  H342  C34  C29   109.19  3.000
 BM9  H341  C34  C29   110.18  3.000
 BM9  C33   C34  C29   110.75  3.000
 BM9  N36   C35  N37   124.78  3.000
 BM9  N36   C35  N31   114.86  3.000
 BM9  N37   C35  N31   120.35  3.000
 BM9  HN7   N37  C35   110.33  3.000
 BM9  HN62  N36  HN61  111.14  3.000
 BM9  HN62  N36  C35   114.18  3.000
 BM9  HN61  N36  C35   116.83  3.000
 BM9  HN6   N26  C25   117.53  3.000
 BM9  HN6   N26  C27   117.84  3.000
 BM9  C25   N26  C27   123.91  3.000
 BM9  H252  C25  H251  108.12  3.000
 BM9  H252  C25  C24   110.86  3.000
 BM9  H251  C25  C24   110.11  3.000
 BM9  H252  C25  N26   108.83  3.000
 BM9  H251  C25  N26   109.06  3.000
 BM9  C24   C25  N26   109.82  3.000
 BM9  H24   C24  C23   110.64  3.000
 BM9  H24   C24  N20   108.37  3.000
 BM9  C23   C24  N20   103.80  3.000
 BM9  H24   C24  C25   108.03  3.000
 BM9  C23   C24  C25   112.05  3.000
 BM9  N20   C24  C25   113.88  3.000
 BM9  C18   N20  C21   126.68  3.000
 BM9  C21   N20  C24   111.93  3.000
 BM9  C18   N20  C24   120.15  3.000
 BM9  H212  C21  H211  107.80  3.000
 BM9  H212  C21  C22   111.33  3.000
 BM9  H211  C21  C22   111.73  3.000
 BM9  H212  C21  N20   110.71  3.000
 BM9  H211  C21  N20   111.99  3.000
 BM9  C22   C21  N20   103.32  3.000
 BM9  H222  C22  H221  107.87  3.000
 BM9  H222  C22  C23   113.01  3.000
 BM9  H221  C22  C23   110.93  3.000
 BM9  H222  C22  C21   112.06  3.000
 BM9  H221  C22  C21   109.74  3.000
 BM9  C23   C22  C21   103.20  3.000
 BM9  H232  C23  H231  107.54  3.000
 BM9  H232  C23  C22   109.51  3.000
 BM9  H231  C23  C22   112.92  3.000
 BM9  H232  C23  C24   110.24  3.000
 BM9  H231  C23  C24   111.59  3.000
 BM9  C22   C23  C24   105.04  3.000
 BM9  HN4   N14  S11   111.07  3.000
 BM9  HN4   N14  C15   112.21  3.000
 BM9  S11   N14  C15   117.97  3.000
 BM9  H15   C15  C16   106.19  3.000
 BM9  H15   C15  C18   111.61  3.000
 BM9  C16   C15  C18   110.87  3.000
 BM9  H15   C15  N14   108.31  3.000
 BM9  C18   C15  N14   109.62  3.000
 BM9  C16   C15  N14   110.16  3.000
 BM9  O19   C18  C15   119.15  3.000
 BM9  O19   C18  N20   122.45  3.000
 BM9  C15   C18  N20   118.40  3.000
 BM9  H162  C16  H161  107.07  3.000
 BM9  H162  C16  O17   112.34  3.000
 BM9  H161  C16  O17   112.12  3.000
 BM9  H162  C16  C15   107.79  3.000
 BM9  H161  C16  C15   109.01  3.000
 BM9  O17   C16  C15   108.40  3.000
 BM9  HO7   O17  C16   108.33  3.000
 BM9  H2    C2   C9    118.78  3.000
 BM9  H2    C2   C1    121.44  3.000
 BM9  C9    C2   C1    119.72  3.000
 BM9  C8    C1   C2    121.66  3.000
 BM9  C8    C1   S11   119.40  3.000
 BM9  C2    C1   S11   118.61  3.000
 BM9  H8    C8   C7    120.28  3.000
 BM9  H8    C8   C1    120.54  3.000
 BM9  C7    C8   C1    119.17  3.000
 BM9  H7    C7   C10   119.23  3.000
 BM9  H7    C7   C8    119.78  3.000
 BM9  C10   C7   C8    120.97  3.000
 BM9  H6    C6   C10   119.03  3.000
 BM9  H6    C6   C5    120.52  3.000
 BM9  C10   C6   C5    120.43  3.000
 BM9  H5    C5   C4    119.37  3.000
 BM9  H5    C5   C6    120.17  3.000
 BM9  C4    C5   C6    120.46  3.000
 BM9  H4    C4   C3    119.92  3.000
 BM9  H4    C4   C5    119.65  3.000
 BM9  C3    C4   C5    120.42  3.000
 BM9  H3    C3   C9    119.09  3.000
 BM9  H3    C3   C4    120.57  3.000
 BM9  C9    C3   C4    120.32  3.000
 BM9  C10   C9   C3    119.39  3.000
 BM9  C10   C9   C2    119.26  3.000
 BM9  C3    C9   C2    121.26  3.000
 BM9  C9    C10  C6    118.95  3.000
 BM9  C9    C10  C7    119.08  3.000
 BM9  C6    C10  C7    121.92  3.000
 BM9  C1    S11  O12   107.29  3.000
 BM9  O12   S11  O13   119.92  3.000
 BM9  C1    S11  O13   109.89  3.000
 BM9  O13   S11  N14   105.66  3.000
 BM9  O12   S11  N14   107.21  3.000
 BM9  C1    S11  N14   106.04  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
 BM9  CONST_01  C7    C8   C1   C2     0.00   0.0  0
 BM9  CONST_02  C4    C3   C9   C2   180.00   0.0  0
 BM9  CONST_03  C6    C10  C9   C2   180.00   0.0  0
 BM9  CONST_04  C7    C10  C9   C2     0.00   0.0  0
 BM9  CONST_05  C3    C9   C2   C1   180.00   0.0  0
 BM9  CONST_06  C10   C9   C2   C1     0.00   0.0  0
 BM9  CONST_07  C10   C7   C8   C1     0.00   0.0  0
 BM9  CONST_08  C9    C2   C1   C8     0.00   0.0  0
 BM9  CONST_09  C6    C10  C7   C8   180.00   0.0  0
 BM9  CONST_10  C9    C10  C7   C8     0.00   0.0  0
 BM9  CONST_11  C5    C6   C10  C7   180.00   0.0  0
 BM9  CONST_12  C3    C9   C10  C7   180.00   0.0  0
 BM9  CONST_13  C3    C4   C5   C6     0.00   0.0  0
 BM9  CONST_14  C3    C9   C10  C6     0.00   0.0  0
 BM9  CONST_15  C9    C3   C4   C5     0.00   0.0  0
 BM9  CONST_16  C9    C10  C6   C5     0.00   0.0  0
 BM9  CONST_17  C10   C9   C3   C4     0.00   0.0  0
 BM9  CONST_18  C10   C6   C5   C4     0.00   0.0  0
 BM9  CONST_19  C9    C2   C1   S11  180.00   0.0  0
 BM9  CONST_20  C7    C8   C1   S11  180.00   0.0  0
 BM9  CONST_21  H8    C8   C1   C2   180.00   0.0  0
 BM9  CONST_22  H3    C3   C9   C2     0.00   0.0  0
 BM9  CONST_23  H7    C7   C8   C1   180.00   0.0  0
 BM9  CONST_24  H2    C2   C1   C8   180.00   0.0  0
 BM9  CONST_25  H6    C6   C10  C7     0.00   0.0  0
 BM9  CONST_26  H4    C4   C5   C6   180.00   0.0  0
 BM9  CONST_27  H5    C5   C4   C3   180.00   0.0  0
 BM9  CONST_28  C15   C18  N20  C24  180.00   0.0  0
 BM9  CONST_29  O19   C18  N20  C24    0.00   0.0  0
 BM9  CONST_30  C15   C18  N20  C21    0.00   0.0  0
 BM9  CONST_31  O19   C18  N20  C21  180.00   0.0  0
 BM9  CONST_32  N37   C35  N31  C30    0.00   0.0  0
 BM9  CONST_33  N36   C35  N31  C30  180.00   0.0  0
 BM9  CONST_36  C25   N26  C27  C29  180.00   0.0  0
 BM9  CONST_37  HN6   N26  C27  C29    0.00   0.0  0
 BM9  CONST_38  HN7   N37  C35  N31  180.00   0.0  0
 BM9  CONST_40  HN62  N36  C35  N31  180.00   0.0  0
 BM9  CONST_41  C25   N26  C27  O28    0.00   0.0  0
 BM9  Var_01    C32   N31  C30  C29   59.45  30.0  1
 BM9  Var_02    C32   C33  C34  C29  -52.68  30.0  1
 BM9  Var_03    C33   C32  N31  C30  -59.04  30.0  1
 BM9  Var_04    C34   C33  C32  N31   55.44  30.0  1
 BM9  Var_05    C22   C21  N20  C24   22.20  30.0  1
 BM9  Var_06    C21   C22  C23  C24   34.12  30.0  1
 BM9  Var_07    C23   C22  C21  N20  -34.05  30.0  1
 BM9  Var_08    C2    C1   S11  N14   73.67  30.0  2
 BM9  Var_09    C24   C25  N26  C27  -94.78  30.0  2
 BM9  Var_10    C1    S11  N14  C15   46.79  30.0  2

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
 BM9  chir_01  C29  C27  C30  C34  positiv
 BM9  chir_02  C24  N20  C25  C23  positiv
 BM9  chir_03  C15  N14  C16  C18  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
 BM9  plan-1  C27   0.020
 BM9  plan-1  O28   0.020
 BM9  plan-1  C29   0.020
 BM9  plan-1  N26   0.020
 BM9  plan-1  C25   0.020
 BM9  plan-1  HN6   0.020
 BM9  plan-2  C2    0.020
 BM9  plan-2  C1    0.020
 BM9  plan-2  C8    0.020
 BM9  plan-2  C7    0.020
 BM9  plan-2  C6    0.020
 BM9  plan-2  C5    0.020
 BM9  plan-2  C4    0.020
 BM9  plan-2  C3    0.020
 BM9  plan-2  C9    0.020
 BM9  plan-2  C10   0.020
 BM9  plan-2  H8    0.020
 BM9  plan-2  H7    0.020
 BM9  plan-2  H6    0.020
 BM9  plan-2  H5    0.020
 BM9  plan-2  H4    0.020
 BM9  plan-2  H3    0.020
 BM9  plan-2  S11   0.020
 BM9  plan-2  H2    0.020
 BM9  plan-3  C24   0.020
 BM9  plan-3  N20   0.020
 BM9  plan-3  C21   0.020
 BM9  plan-3  C15   0.020
 BM9  plan-3  C18   0.020
 BM9  plan-3  O19   0.020
 BM9  plan-4  C30   0.020
 BM9  plan-4  N31   0.020
 BM9  plan-4  C32   0.020
 BM9  plan-4  C35   0.020
 BM9  plan-4  N37   0.020
 BM9  plan-4  N36   0.020
 BM9  plan-4  HN7   0.020
 BM9  plan-4  HN61  0.020
 BM9  plan-4  HN62  0.020

