# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 22:02:26 2021
#   Inital geometry file: a 174 line input string
#   Ligand name: 1-{4-[2-{[(2S)-1-methylpyrrolidin-2-yl]methoxy}-7-(naphthalen-1-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl]piperazin-1-yl}propan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N1CCN(CC1)c2nc(OC[C@@H]3CCCN3C)nc4CN(CCc24)c5cccc6ccccc56
#
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
 M1R  M1R  1-{4-[2-{[(2S)-1-methylpyrrolidin-2-yl]methoxy}-7-(naphthalen-1-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl]piperazin-1-yl}propan-1-one  ligand  76  38  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_M1R
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
 M1R  C18  C  CR6   0   0.290  -27.0661  -27.6133  23.3009
 M1R  N5   N  N     0  -0.522  -22.2709  -27.0313  27.4047
 M1R  C14  C  CH2   0  -0.283  -24.6279  -24.3311  30.0559
 M1R  C13  C  CH2   0  -0.338  -25.0177  -25.4742  29.1341
 M1R  C17  C  CH2   0  -0.285  -22.8615  -26.3886  29.8941
 M1R  C16  C  CH2   0  -0.329  -23.4991  -26.1635  31.2517
 M1R  N3   N  N     0  -0.497  -22.6827  -27.6350  25.1655
 M1R  C10  C  C     0  -0.342  -24.8573  -27.7695  24.2064
 M1R  C8   C  C     0  -0.326  -26.7077  -27.8548  25.7089
 M1R  C22  C  CR66  0   0.101  -27.7546  -26.9367  21.0403
 M1R  C7   C  C     0  -0.498  -26.0162  -27.0372  26.7864
 M1R  C6   C  CR6   0   0.530  -23.5664  -26.7853  27.6128
 M1R  C1   C  CR66  0  -0.065  -24.5218  -27.0374  26.5933
 M1R  C4   C  CR6   0   0.562  -21.9034  -27.4418  26.2101
 M1R  C19  C  CR16  0  -0.343  -27.9472  -28.6653  23.2285
 M1R  C20  C  CR16  0  -0.253  -28.7434  -28.8702  22.0835
 M1R  C21  C  CR16  0  -0.335  -28.6387  -28.0412  21.0030
 M1R  C2   C  CR66  0   0.203  -23.9866  -27.4440  25.3850
 M1R  N9   N  NR6   0  -0.511  -26.2410  -27.3885  24.4175
 M1R  N12  N  NT    0  -0.495  -23.8773  -26.3358  28.8534
 M1R  N15  N  NT    0  -0.455  -24.0973  -24.8391  31.3109
 M1R  C23  C  CR66  0   0.070  -26.9797  -26.6982  22.2057
 M1R  C24  C  CR16  0  -0.315  -27.6447  -26.0449  19.9466
 M1R  C25  C  CR16  0  -0.255  -26.8237  -24.9526  20.0102
 M1R  C26  C  CR16  0  -0.255  -26.0901  -24.6904  21.1846
 M1R  C27  C  CR16  0  -0.313  -26.1686  -25.5400  22.2553
 M1R  C28  C  CH2   0  -0.151  -19.6800  -27.5230  27.0378
 M1R  C29  C  C     0   0.538  -24.1403  -24.0605  32.4112
 M1R  C30  C  CH2   0  -0.578  -23.5975  -24.6227  33.7079
 M1R  O31  O  O     0  -0.513  -24.5807  -22.9165  32.3656
 M1R  C32  C  CH3   0  -0.664  -22.1158  -24.2856  33.8827
 M1R  C33  C  CH1   0  -0.092  -18.2912  -27.7140  26.4633
 M1R  N34  N  NT    0  -0.424  -18.1170  -29.0409  25.8633
 M1R  C35  C  CH2   0  -0.282  -17.5677  -28.8692  24.5183
 M1R  C36  C  CH2   0  -0.460  -16.9380  -27.4805  24.5028
 M1R  C37  C  CH2   0  -0.471  -17.9086  -26.6980  25.3779
 M1R  C38  C  CH3   0  -0.530  -17.3666  -29.9446  26.7053
 M1R  H1   H  HCH2  0   0.248  -23.9017  -23.6812  29.5577
 M1R  H2   H  HCH2  0   0.268  -25.5190  -23.7346  30.2470
 M1R  H3   H  HCH2  0   0.277  -25.3808  -25.0246  28.2137
 M1R  H4   H  HCH2  0   0.252  -25.8463  -26.0333  29.5765
 M1R  H5   H  HCH2  0   0.268  -22.3841  -27.3677  29.8910
 M1R  H6   H  HCH2  0   0.242  -22.0721  -25.6476  29.7305
 M1R  H7   H  HCH2  0   0.255  -24.2420  -26.9425  31.4502
 M1R  H8   H  HCH2  0   0.278  -22.7140  -26.2652  31.9968
 M1R  H9   H  H     0   0.249  -24.7634  -28.8493  24.0059
 M1R  H10  H  H     0   0.276  -24.4504  -27.2614  23.3304
 M1R  H11  H  H     0   0.261  -27.7849  -27.7043  25.7799
 M1R  H12  H  H     0   0.219  -26.5147  -28.9275  25.8602
 M1R  H13  H  H     0   0.250  -26.4280  -26.0264  26.7533
 M1R  H14  H  H     0   0.253  -26.2698  -27.4524  27.7647
 M1R  H15  H  HCR6  0   0.265  -28.0301  -29.3650  24.0506
 M1R  H16  H  HCR6  0   0.257  -29.4260  -29.7097  22.0618
 M1R  H17  H  HCR6  0   0.251  -29.2362  -28.2121  20.1159
 M1R  H18  H  HCR6  0   0.254  -28.2294  -26.2387  19.0551
 M1R  H19  H  HCR6  0   0.257  -26.7469  -24.2794  19.1664
 M1R  H20  H  HCR6  0   0.257  -25.4687  -23.8062  21.2418
 M1R  H21  H  HCR6  0   0.259  -25.6239  -25.3139  23.1624
 M1R  H22  H  HCH2  0   0.224  -19.7688  -26.5303  27.4878
 M1R  H23  H  HCH2  0   0.226  -19.8713  -28.2577  27.8254
 M1R  H24  H  HCH2  0   0.269  -24.1668  -24.1603  34.5147
 M1R  H25  H  HCH2  0   0.259  -23.7554  -25.6981  33.7931
 M1R  H26  H  HCH3  0   0.245  -21.7630  -24.6279  34.8546
 M1R  H27  H  HCH3  0   0.229  -21.4933  -24.7564  33.1207
 M1R  H28  H  HCH3  0   0.236  -21.9525  -23.2096  33.8275
 M1R  H29  H  HCH1  0   0.227  -17.5961  -27.5918  27.3072
 M1R  H31  H  HCH2  0   0.216  -18.3684  -28.9231  23.7721
 M1R  H32  H  HCH2  0   0.228  -16.8563  -29.6631  24.2833
 M1R  H33  H  HCH2  0   0.223  -15.9460  -27.5099  24.9614
 M1R  H34  H  HCH2  0   0.234  -16.8279  -27.0688  23.4989
 M1R  H35  H  HCH2  0   0.243  -17.4757  -25.7956  25.8102
 M1R  H36  H  HCH2  0   0.230  -18.7821  -26.3951  24.7959
 M1R  H37  H  HCH3  0   0.229  -17.8794  -30.0825  27.6593
 M1R  H38  H  HCH3  0   0.232  -17.2953  -30.9268  26.2369
 M1R  H39  H  HCH3  0   0.192  -16.3445  -29.6007  26.9293
 M1R  O11  O  O2    0  -0.449  -20.6181  -27.6859  25.9811

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
 M1R  C24  C25  aromatic  1.368  0.020  1.368
 M1R  C24  C22  aromatic  1.415  0.020  1.415
 M1R  C25  C26  aromatic  1.409  0.020  1.409
 M1R  C21  C22  aromatic  1.415  0.020  1.415
 M1R  C21  C20  aromatic  1.366  0.020  1.366
 M1R  C22  C23  aromatic  1.420  0.020  1.420
 M1R  C26  C27  aromatic  1.369  0.020  1.369
 M1R  C20  C19  aromatic  1.410  0.020  1.410
 M1R  C23  C27  aromatic  1.415  0.020  1.415
 M1R  C23  C18  aromatic  1.430  0.020  1.430
 M1R  C19  C18  aromatic  1.374  0.020  1.374
 M1R  C18  N9   single    1.406  0.020  1.406
 M1R  C36  C35  single    1.525  0.020  1.525
 M1R  C36  C37  single    1.523  0.020  1.523
 M1R  C10  N9   single    1.451  0.020  1.451
 M1R  C10  C2   single    1.501  0.020  1.501
 M1R  N9   C8   single    1.450  0.020  1.450
 M1R  C35  N34  single    1.463  0.020  1.463
 M1R  C37  C33  single    1.535  0.020  1.535
 M1R  N3   C2   aromatic  1.336  0.020  1.336
 M1R  N3   C4   aromatic  1.317  0.020  1.317
 M1R  C2   C1   aromatic  1.383  0.020  1.383
 M1R  C8   C7   single    1.519  0.020  1.519
 M1R  N34  C33  single    1.467  0.020  1.467
 M1R  N34  C38  single    1.445  0.020  1.445
 M1R  O11  C4   single    1.328  0.020  1.328
 M1R  O11  C28  single    1.422  0.020  1.422
 M1R  C4   N5   aromatic  1.316  0.020  1.316
 M1R  C33  C28  single    1.515  0.020  1.515
 M1R  C1   C7   single    1.507  0.020  1.507
 M1R  C1   C6   aromatic  1.420  0.020  1.420
 M1R  N5   C6   aromatic  1.335  0.020  1.335
 M1R  C6   N12  single    1.356  0.020  1.356
 M1R  N12  C13  single    1.457  0.020  1.457
 M1R  N12  C17  single    1.455  0.020  1.455
 M1R  C13  C14  single    1.519  0.020  1.519
 M1R  C17  C16  single    1.517  0.020  1.517
 M1R  C14  N15  single    1.454  0.020  1.454
 M1R  C16  N15  single    1.454  0.020  1.454
 M1R  N15  C29  single    1.349  0.020  1.349
 M1R  O31  C29  double    1.227  0.020  1.227
 M1R  C29  C30  single    1.514  0.020  1.514
 M1R  C30  C32  single    1.530  0.020  1.530
 M1R  C14  H1   single    0.970  0.020  1.090
 M1R  C14  H2   single    0.970  0.020  1.090
 M1R  C13  H3   single    0.970  0.020  1.090
 M1R  C13  H4   single    0.970  0.020  1.090
 M1R  C17  H5   single    0.970  0.020  1.090
 M1R  C17  H6   single    0.970  0.020  1.090
 M1R  C16  H7   single    0.970  0.020  1.090
 M1R  C16  H8   single    0.970  0.020  1.090
 M1R  C10  H9   single    0.970  0.020  1.090
 M1R  C10  H10  single    0.970  0.020  1.090
 M1R  C8   H11  single    0.970  0.020  1.090
 M1R  C8   H12  single    0.970  0.020  1.090
 M1R  C7   H13  single    0.970  0.020  1.090
 M1R  C7   H14  single    0.970  0.020  1.090
 M1R  C19  H15  single    0.930  0.020  1.080
 M1R  C20  H16  single    0.930  0.020  1.080
 M1R  C21  H17  single    0.930  0.020  1.080
 M1R  C24  H18  single    0.930  0.020  1.080
 M1R  C25  H19  single    0.930  0.020  1.080
 M1R  C26  H20  single    0.930  0.020  1.080
 M1R  C27  H21  single    0.930  0.020  1.080
 M1R  C28  H22  single    0.970  0.020  1.090
 M1R  C28  H23  single    0.970  0.020  1.090
 M1R  C30  H24  single    0.970  0.020  1.090
 M1R  C30  H25  single    0.970  0.020  1.090
 M1R  C32  H26  single    0.970  0.020  1.090
 M1R  C32  H27  single    0.970  0.020  1.090
 M1R  C32  H28  single    0.970  0.020  1.090
 M1R  C33  H29  single    0.970  0.020  1.090
 M1R  C35  H31  single    0.970  0.020  1.090
 M1R  C35  H32  single    0.970  0.020  1.090
 M1R  C36  H33  single    0.970  0.020  1.090
 M1R  C36  H34  single    0.970  0.020  1.090
 M1R  C37  H35  single    0.970  0.020  1.090
 M1R  C37  H36  single    0.970  0.020  1.090
 M1R  C38  H37  single    0.970  0.020  1.090
 M1R  C38  H38  single    0.970  0.020  1.090
 M1R  C38  H39  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
 M1R  C23  C18  N9   118.06  3.000
 M1R  N9   C18  C19  122.71  3.000
 M1R  C23  C18  C19  119.23  3.000
 M1R  C4   N5   C6   118.04  3.000
 M1R  H2   C14  H1   107.31  3.000
 M1R  H2   C14  N15  109.78  3.000
 M1R  H1   C14  N15  110.99  3.000
 M1R  H2   C14  C13  107.97  3.000
 M1R  H1   C14  C13  109.93  3.000
 M1R  N15  C14  C13  110.75  3.000
 M1R  H4   C13  H3   107.53  3.000
 M1R  H4   C13  N12  111.64  3.000
 M1R  H3   C13  N12  110.07  3.000
 M1R  H4   C13  C14  109.50  3.000
 M1R  H3   C13  C14  106.76  3.000
 M1R  N12  C13  C14  111.17  3.000
 M1R  H6   C17  H5   106.97  3.000
 M1R  H6   C17  N12  111.83  3.000
 M1R  H5   C17  N12  109.67  3.000
 M1R  H6   C17  C16  109.65  3.000
 M1R  H5   C17  C16  108.67  3.000
 M1R  N12  C17  C16  109.95  3.000
 M1R  H8   C16  H7   107.41  3.000
 M1R  H8   C16  N15  110.75  3.000
 M1R  H7   C16  N15  111.19  3.000
 M1R  H8   C16  C17  107.22  3.000
 M1R  H7   C16  C17  110.00  3.000
 M1R  N15  C16  C17  110.15  3.000
 M1R  C2   N3   C4   115.22  3.000
 M1R  H10  C10  H9   106.16  3.000
 M1R  H10  C10  N9   110.50  3.000
 M1R  H9   C10  N9   111.41  3.000
 M1R  H10  C10  C2   108.24  3.000
 M1R  H9   C10  C2   107.81  3.000
 M1R  N9   C10  C2   112.46  3.000
 M1R  H12  C8   H11  107.39  3.000
 M1R  H12  C8   N9   112.30  3.000
 M1R  H11  C8   N9   109.37  3.000
 M1R  H12  C8   C7   110.33  3.000
 M1R  H11  C8   C7   109.23  3.000
 M1R  N9   C8   C7   108.19  3.000
 M1R  C24  C22  C23  119.09  3.000
 M1R  C23  C22  C21  119.58  3.000
 M1R  C24  C22  C21  121.32  3.000
 M1R  H14  C7   H13  106.95  3.000
 M1R  H14  C7   C1   110.17  3.000
 M1R  H13  C7   C1   111.73  3.000
 M1R  H14  C7   C8   108.96  3.000
 M1R  H13  C7   C8   107.76  3.000
 M1R  C1   C7   C8   111.13  3.000
 M1R  N12  C6   C1   124.17  3.000
 M1R  N12  C6   N5   115.23  3.000
 M1R  C1   C6   N5   120.56  3.000
 M1R  C2   C1   C6   114.79  3.000
 M1R  C6   C1   C7   125.12  3.000
 M1R  C2   C1   C7   119.73  3.000
 M1R  O11  C4   N3   114.13  3.000
 M1R  O11  C4   N5   118.96  3.000
 M1R  N3   C4   N5   126.91  3.000
 M1R  H15  C19  C20  118.66  3.000
 M1R  H15  C19  C18  120.25  3.000
 M1R  C20  C19  C18  121.08  3.000
 M1R  H16  C20  C21  120.22  3.000
 M1R  H16  C20  C19  119.03  3.000
 M1R  C21  C20  C19  120.73  3.000
 M1R  H17  C21  C20  120.65  3.000
 M1R  H17  C21  C22  119.30  3.000
 M1R  C20  C21  C22  120.05  3.000
 M1R  C1   C2   C10  121.70  3.000
 M1R  C1   C2   N3   124.29  3.000
 M1R  C10  C2   N3   113.96  3.000
 M1R  C8   N9   C10  110.62  3.000
 M1R  C8   N9   C18  117.83  3.000
 M1R  C10  N9   C18  113.70  3.000
 M1R  C6   N12  C17  118.83  3.000
 M1R  C17  N12  C13  115.48  3.000
 M1R  C6   N12  C13  123.50  3.000
 M1R  C29  N15  C16  124.89  3.000
 M1R  C29  N15  C14  119.39  3.000
 M1R  C16  N15  C14  115.66  3.000
 M1R  C27  C23  C22  118.63  3.000
 M1R  C27  C23  C18  122.12  3.000
 M1R  C22  C23  C18  119.23  3.000
 M1R  H18  C24  C25  120.33  3.000
 M1R  H18  C24  C22  118.76  3.000
 M1R  C25  C24  C22  120.92  3.000
 M1R  H19  C25  C26  119.81  3.000
 M1R  H19  C25  C24  120.21  3.000
 M1R  C26  C25  C24  119.98  3.000
 M1R  H20  C26  C27  119.91  3.000
 M1R  H20  C26  C25  119.66  3.000
 M1R  C27  C26  C25  120.43  3.000
 M1R  H21  C27  C26  119.81  3.000
 M1R  H21  C27  C23  119.28  3.000
 M1R  C26  C27  C23  120.89  3.000
 M1R  H23  C28  H22  107.41  3.000
 M1R  H23  C28  C33  110.40  3.000
 M1R  H22  C28  C33  110.18  3.000
 M1R  H23  C28  O11  110.04  3.000
 M1R  H22  C28  O11  110.86  3.000
 M1R  C33  C28  O11  107.96  3.000
 M1R  O31  C29  C30  120.46  3.000
 M1R  C30  C29  N15  118.23  3.000
 M1R  O31  C29  N15  121.30  3.000
 M1R  H25  C30  H24  106.55  3.000
 M1R  H25  C30  C32  110.41  3.000
 M1R  H24  C30  C32  109.14  3.000
 M1R  H25  C30  C29  112.41  3.000
 M1R  H24  C30  C29  106.81  3.000
 M1R  C32  C30  C29  111.30  3.000
 M1R  H28  C32  H27  107.78  3.000
 M1R  H28  C32  H26  107.88  3.000
 M1R  H27  C32  H26  107.63  3.000
 M1R  H28  C32  C30  110.92  3.000
 M1R  H27  C32  C30  112.20  3.000
 M1R  H26  C32  C30  110.27  3.000
 M1R  H29  C33  C37  108.14  3.000
 M1R  H29  C33  N34  109.84  3.000
 M1R  C37  C33  N34  106.25  3.000
 M1R  H29  C33  C28  105.92  3.000
 M1R  N34  C33  C28  112.22  3.000
 M1R  C37  C33  C28  114.40  3.000
 M1R  C38  N34  C35  114.47  3.000
 M1R  C38  N34  C33  112.89  3.000
 M1R  C35  N34  C33  108.33  3.000
 M1R  H32  C35  H31  107.08  3.000
 M1R  H32  C35  C36  113.01  3.000
 M1R  H31  C35  C36  109.85  3.000
 M1R  H32  C35  N34  110.93  3.000
 M1R  H31  C35  N34  110.24  3.000
 M1R  C36  C35  N34  105.74  3.000
 M1R  H34  C36  H33  107.74  3.000
 M1R  H34  C36  C37  113.53  3.000
 M1R  H33  C36  C37  110.55  3.000
 M1R  H34  C36  C35  113.26  3.000
 M1R  H33  C36  C35  110.24  3.000
 M1R  C37  C36  C35  101.47  3.000
 M1R  H36  C37  H35  107.41  3.000
 M1R  H36  C37  C36  110.24  3.000
 M1R  H35  C37  C36  113.58  3.000
 M1R  H36  C37  C33  111.16  3.000
 M1R  H35  C37  C33  111.49  3.000
 M1R  C36  C37  C33  103.00  3.000
 M1R  H39  C38  H38  107.94  3.000
 M1R  H39  C38  H37  107.31  3.000
 M1R  H38  C38  H37  106.99  3.000
 M1R  H39  C38  N34  113.89  3.000
 M1R  H38  C38  N34  110.29  3.000
 M1R  H37  C38  N34  110.13  3.000
 M1R  C28  O11  C4   119.28  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
 M1R  CONST_01  C24  C22  C23  C18   180.00   0.0  0
 M1R  CONST_02  C21  C22  C23  C18     0.00   0.0  0
 M1R  CONST_03  C26  C27  C23  C18   180.00   0.0  0
 M1R  CONST_04  C21  C20  C19  C18     0.00   0.0  0
 M1R  CONST_05  C2   N3   C4   N5      0.00   0.0  0
 M1R  CONST_06  C2   C1   C6   N5      0.00   0.0  0
 M1R  CONST_07  C6   C1   C2   N3      0.00   0.0  0
 M1R  CONST_08  C6   N5   C4   N3      0.00   0.0  0
 M1R  CONST_09  C26  C25  C24  C22     0.00   0.0  0
 M1R  CONST_10  C19  C20  C21  C22     0.00   0.0  0
 M1R  CONST_11  C26  C27  C23  C22     0.00   0.0  0
 M1R  CONST_12  C19  C18  C23  C22     0.00   0.0  0
 M1R  CONST_13  C4   N3   C2   C1      0.00   0.0  0
 M1R  CONST_14  C4   N5   C6   C1      0.00   0.0  0
 M1R  CONST_15  C27  C23  C18  C19   180.00   0.0  0
 M1R  CONST_16  C24  C22  C21  C20   180.00   0.0  0
 M1R  CONST_17  C23  C22  C21  C20     0.00   0.0  0
 M1R  CONST_18  C23  C18  C19  C20     0.00   0.0  0
 M1R  CONST_19  C25  C24  C22  C21   180.00   0.0  0
 M1R  CONST_20  C27  C23  C22  C21   180.00   0.0  0
 M1R  CONST_21  C25  C24  C22  C23     0.00   0.0  0
 M1R  CONST_22  C25  C26  C27  C23     0.00   0.0  0
 M1R  CONST_23  C27  C26  C25  C24     0.00   0.0  0
 M1R  CONST_24  C27  C23  C22  C24     0.00   0.0  0
 M1R  CONST_25  N9   C18  C23  C22   180.00   0.0  0
 M1R  CONST_26  N12  C6   C1   C7      0.00   0.0  0
 M1R  CONST_27  N12  C6   N5   C4    180.00   0.0  0
 M1R  CONST_28  N9   C18  C19  C20   180.00   0.0  0
 M1R  CONST_29  N12  C6   C1   C2    180.00   0.0  0
 M1R  CONST_30  C27  C23  C18  N9      0.00   0.0  0
 M1R  CONST_31  O11  C4   N5   C6    180.00   0.0  0
 M1R  CONST_32  O11  C4   N3   C2    180.00   0.0  0
 M1R  CONST_33  H21  C27  C23  C18     0.00   0.0  0
 M1R  CONST_34  H16  C20  C19  C18   180.00   0.0  0
 M1R  CONST_35  H19  C25  C24  C22   180.00   0.0  0
 M1R  CONST_36  H17  C21  C20  C19   180.00   0.0  0
 M1R  CONST_37  H18  C24  C22  C21     0.00   0.0  0
 M1R  CONST_38  H15  C19  C20  C21   180.00   0.0  0
 M1R  CONST_39  H20  C26  C27  C23   180.00   0.0  0
 M1R  CONST_40  O31  C29  N15  C14     0.00   0.0  0
 M1R  CONST_41  C30  C29  N15  C14   180.00   0.0  0
 M1R  CONST_42  O31  C29  N15  C16   180.00   0.0  0
 M1R  CONST_43  C30  C29  N15  C16     0.00   0.0  0
 M1R  Var_01    C2   C10  N9   C18   176.64  30.0  1
 M1R  Var_02    C7   C8   N9   C18  -156.50  30.0  1
 M1R  Var_03    C13  N12  C6   N5    151.60  30.0  2
 M1R  Var_04    C6   N12  C13  C14  -134.65  30.0  1
 M1R  Var_05    C17  C16  N15  C14    32.14  30.0  1
 M1R  Var_06    C16  C17  N12  C13    29.82  30.0  1
 M1R  Var_07    C16  N15  C14  C13    25.98  30.0  1
 M1R  Var_08    N9   C10  C2   N3   -172.49  30.0  1
 M1R  Var_09    C23  C18  N9   C10   -76.39  30.0  2
 M1R  Var_10    C2   C1   C7   C8     15.46  30.0  1
 M1R  Var_11    N9   C8   C7   C1    -51.99  30.0  1
 M1R  Var_12    N15  C14  C13  N12   -58.63  30.0  1
 M1R  Var_13    N15  C16  C17  N12   -62.41  30.0  1
 M1R  Var_14    C35  C36  C37  C33    37.50  30.0  1
 M1R  Var_15    C36  C35  N34  C33    20.46  30.0  1
 M1R  Var_16    C37  C36  C35  N34   -36.21  30.0  1
 M1R  Var_17    C33  C28  O11  C4   -173.77  30.0  3
 M1R  Var_18    H37  C38  N34  C33    59.97  30.0  3
 M1R  Var_19    C32  C30  C29  N15    91.24  30.0  3
 M1R  Var_20    H26  C32  C30  C29   175.49  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
 M1R  chir_01  C33  C37  N34  C28  positiv

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
 M1R  plan-1  N5   0.020
 M1R  plan-1  N3   0.020
 M1R  plan-1  C10  0.020
 M1R  plan-1  C7   0.020
 M1R  plan-1  C6   0.020
 M1R  plan-1  C1   0.020
 M1R  plan-1  C4   0.020
 M1R  plan-1  C2   0.020
 M1R  plan-1  N12  0.020
 M1R  plan-1  O11  0.020
 M1R  plan-2  C14  0.020
 M1R  plan-2  C16  0.020
 M1R  plan-2  N15  0.020
 M1R  plan-2  C29  0.020
 M1R  plan-2  C30  0.020
 M1R  plan-2  O31  0.020
 M1R  plan-3  C18  0.020
 M1R  plan-3  C22  0.020
 M1R  plan-3  C19  0.020
 M1R  plan-3  C20  0.020
 M1R  plan-3  C21  0.020
 M1R  plan-3  N9   0.020
 M1R  plan-3  C23  0.020
 M1R  plan-3  C24  0.020
 M1R  plan-3  C25  0.020
 M1R  plan-3  C26  0.020
 M1R  plan-3  C27  0.020
 M1R  plan-3  H15  0.020
 M1R  plan-3  H16  0.020
 M1R  plan-3  H17  0.020
 M1R  plan-3  H18  0.020
 M1R  plan-3  H19  0.020
 M1R  plan-3  H20  0.020
 M1R  plan-3  H21  0.020

