# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 07:49:39 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: (4S)-1-[(2S,3S,5R,11bS)-2-azanyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl]-4-(fluoromethyl)pyrrolidin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2CCN3C[C@@H]([C@@H](N)C[C@H]3c2cc1OC)N4C[C@@H](CF)CC4=O
#
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
 B1Q  B1Q  (4S)-1-[(2S,3S,5R,11bS)-2-azanyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl]-4-(fluoromethyl)pyrrolidin-2-one  ligand  55  27  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_B1Q
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
 B1Q  N1    N  NR5   0  -0.490   3.4550  -0.4149  -0.0874
 B1Q  C2    C  CH1   0  -0.045   2.0208  -0.3063  -0.2990
 B1Q  N3    N  NT    0  -0.445  -0.1483  -1.3756  -0.0187
 B1Q  C4    C  CH1   0  -0.078  -0.7603  -0.1427   0.4549
 B1Q  C5    C  CR5   0   0.533   4.0865  -0.3538   1.1047
 B1Q  C6    C  CR6   0   0.072  -2.2529  -0.1317   0.1889
 B1Q  C7    C  CH2   0  -0.280   1.2490  -1.4490   0.3542
 B1Q  C8    C  CH2   0  -0.445  -0.0462   1.0379  -0.2041
 B1Q  C9    C  CH1   0  -0.087   1.4438   1.0429   0.1169
 B1Q  C10   C  CR6   0   0.047  -2.9348  -1.2767  -0.1862
 B1Q  C11   C  CR16  0  -0.451  -2.9755   1.0563   0.3679
 B1Q  C12   C  CR6   0   0.322  -4.3371   1.1190   0.1470
 B1Q  C13   C  CH2   0  -0.279   4.3176  -0.8791  -1.1607
 B1Q  C14   C  CR16  0  -0.436  -4.3159  -1.2188  -0.4085
 B1Q  C15   C  CR6   0   0.307  -5.0248  -0.0442  -0.2561
 B1Q  C16   C  CH2   0  -0.576   5.5451  -0.6921   0.8781
 B1Q  C17   C  CH2   0  -0.290  -0.8872  -2.5513   0.3925
 B1Q  C18   C  CR15  0  -0.364   5.7306  -0.6086  -0.6351
 B1Q  O19   O  O     0  -0.496   3.5747  -0.0899   2.1807
 B1Q  C20   C  CH2   0  -0.498  -2.2153  -2.5863  -0.3352
 B1Q  N21   N  NH2   0  -0.805   2.1042   2.1118  -0.6158
 B1Q  O22   O  O2    0  -0.468  -5.0956   2.2247   0.2908
 B1Q  O23   O  O2    0  -0.466  -6.3514   0.0948  -0.4470
 B1Q  C25   C  CH2   0   0.012   6.1847   0.7608  -1.0936
 B1Q  C26   C  CH3   0  -0.436  -7.0980  -1.0562  -0.7828
 B1Q  C27   C  CH3   0  -0.438  -4.4574   3.4256   0.6695
 B1Q  H2    H  HCH1  0   0.248   1.8756  -0.3901  -1.3803
 B1Q  H4    H  HCH1  0   0.210  -0.6209  -0.0493   1.5507
 B1Q  H7    H  HCH2  0   0.246   1.6541  -2.3993  -0.0019
 B1Q  H7A   H  HCH2  0   0.206   1.3877  -1.4260   1.4463
 B1Q  H8    H  HCH2  0   0.226  -0.1941   0.9889  -1.2872
 B1Q  H8A   H  HCH2  0   0.244  -0.4733   1.9826   0.1389
 B1Q  H9    H  HCH1  0   0.214   1.5479   1.1463   1.2057
 B1Q  H11   H  HCR6  0   0.273  -2.4520   1.9438   0.6966
 B1Q  H13   H  HCH2  0   0.260   4.1630  -1.9444  -1.3551
 B1Q  H13A  H  HCH2  0   0.257   4.0952  -0.3438  -2.0867
 B1Q  H14   H  HCR6  0   0.272  -4.8228  -2.1303  -0.6996
 B1Q  H16   H  HCH2  0   0.277   6.1986  -0.0361   1.4532
 B1Q  H16A  H  HCH2  0   0.288   5.7172  -1.7094   1.2414
 B1Q  H17   H  HCH2  0   0.240  -0.3038  -3.4383   0.1389
 B1Q  H17A  H  HCH2  0   0.199  -1.0500  -2.5785   1.4832
 B1Q  H18   H  HCR5  0   0.278   6.4295  -1.3592  -1.0054
 B1Q  H20   H  HCH2  0   0.241  -2.8314  -3.4009   0.0527
 B1Q  H20A  H  HCH2  0   0.242  -2.0410  -2.8029  -1.3936
 B1Q  HN21  H  HNH2  0   0.347   1.7075   3.0008  -0.3350
 B1Q  HN2A  H  HNH2  0   0.345   3.0781   2.1585  -0.3421
 B1Q  H25   H  HCH2  0   0.225   6.2898   0.7880  -2.1797
 B1Q  H25A  H  HCH2  0   0.198   5.4756   1.5374  -0.7931
 B1Q  H26   H  HCH3  0   0.226  -6.7909  -1.4807  -1.7427
 B1Q  H26A  H  HCH3  0   0.226  -7.0177  -1.8322  -0.0169
 B1Q  H26B  H  HCH3  0   0.259  -8.1359  -0.7412  -0.8569
 B1Q  H27   H  HCH3  0   0.226  -3.9867   3.3481   1.6535
 B1Q  H27A  H  HCH3  0   0.225  -3.7008   3.7356  -0.0569
 B1Q  H27B  H  HCH3  0   0.260  -5.2320   4.1874   0.7128
 B1Q  F24   F  F     0  -0.377   7.4216   1.0701  -0.5346

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
 B1Q  C2   N1    single    1.454  0.020  1.454
 B1Q  N1   C5    single    1.350  0.020  1.350
 B1Q  N1   C13   single    1.453  0.020  1.453
 B1Q  C7   C2    single    1.526  0.020  1.526
 B1Q  C9   C2    single    1.525  0.020  1.525
 B1Q  C2   H2    single    0.970  0.020  1.090
 B1Q  C17  N3    single    1.448  0.020  1.448
 B1Q  C4   N3    single    1.456  0.020  1.456
 B1Q  N3   C7    single    1.448  0.020  1.448
 B1Q  C6   C4    single    1.516  0.020  1.516
 B1Q  C4   C8    single    1.529  0.020  1.529
 B1Q  C4   H4    single    0.970  0.020  1.090
 B1Q  O19  C5    double    1.220  0.020  1.220
 B1Q  C5   C16   single    1.514  0.020  1.514
 B1Q  C10  C6    aromatic  1.384  0.020  1.384
 B1Q  C11  C6    aromatic  1.402  0.020  1.402
 B1Q  C7   H7    single    0.970  0.020  1.090
 B1Q  C7   H7A   single    0.970  0.020  1.090
 B1Q  C8   C9    single    1.524  0.020  1.524
 B1Q  C8   H8    single    0.970  0.020  1.090
 B1Q  C8   H8A   single    0.970  0.020  1.090
 B1Q  C9   N21   single    1.454  0.020  1.454
 B1Q  C9   H9    single    0.970  0.020  1.090
 B1Q  C14  C10   aromatic  1.400  0.020  1.400
 B1Q  C10  C20   single    1.502  0.020  1.502
 B1Q  C12  C11   aromatic  1.381  0.020  1.381
 B1Q  C11  H11   single    0.930  0.020  1.080
 B1Q  C15  C12   aromatic  1.410  0.020  1.410
 B1Q  O22  C12   single    1.349  0.020  1.349
 B1Q  C13  C18   single    1.532  0.020  1.532
 B1Q  C13  H13   single    0.970  0.020  1.090
 B1Q  C13  H13A  single    0.970  0.020  1.090
 B1Q  C15  C14   aromatic  1.380  0.020  1.380
 B1Q  C14  H14   single    0.930  0.020  1.080
 B1Q  O23  C15   single    1.347  0.020  1.347
 B1Q  C16  C18   single    1.527  0.020  1.527
 B1Q  C16  H16   single    0.970  0.020  1.090
 B1Q  C16  H16A  single    0.970  0.020  1.090
 B1Q  C20  C17   single    1.515  0.020  1.515
 B1Q  C17  H17   single    0.970  0.020  1.090
 B1Q  C17  H17A  single    0.970  0.020  1.090
 B1Q  C18  C25   single    1.514  0.020  1.514
 B1Q  C18  H18   single    0.970  0.020  1.090
 B1Q  C20  H20   single    0.970  0.020  1.090
 B1Q  C20  H20A  single    0.970  0.020  1.090
 B1Q  N21  HN21  single    0.890  0.020  1.040
 B1Q  N21  HN2A  single    0.890  0.020  1.040
 B1Q  O22  C27   single    1.412  0.020  1.412
 B1Q  C26  O23   single    1.412  0.020  1.412
 B1Q  C25  F24   single    1.392  0.020  1.392
 B1Q  C25  H25   single    0.970  0.020  1.090
 B1Q  C25  H25A  single    0.970  0.020  1.090
 B1Q  C26  H26   single    0.970  0.020  1.090
 B1Q  C26  H26A  single    0.970  0.020  1.090
 B1Q  C26  H26B  single    0.970  0.020  1.090
 B1Q  C27  H27   single    0.970  0.020  1.090
 B1Q  C27  H27A  single    0.970  0.020  1.090
 B1Q  C27  H27B  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
 B1Q  C13   N1   C5    112.89  3.000
 B1Q  C13   N1   C2    120.13  3.000
 B1Q  C5    N1   C2    125.90  3.000
 B1Q  H2    C2   C9    106.68  3.000
 B1Q  H2    C2   C7    107.37  3.000
 B1Q  C9    C2   C7    110.75  3.000
 B1Q  H2    C2   N1    105.61  3.000
 B1Q  C9    C2   N1    113.56  3.000
 B1Q  C7    C2   N1    112.38  3.000
 B1Q  C17   N3   C7    112.21  3.000
 B1Q  C7    N3   C4    111.40  3.000
 B1Q  C17   N3   C4    112.38  3.000
 B1Q  H4    C4   C8    107.59  3.000
 B1Q  H4    C4   C6    107.25  3.000
 B1Q  C8    C4   C6    112.25  3.000
 B1Q  H4    C4   N3    109.88  3.000
 B1Q  C8    C4   N3    108.50  3.000
 B1Q  C6    C4   N3    111.28  3.000
 B1Q  O19   C5   C16   125.74  3.000
 B1Q  C16   C5   N1    107.95  3.000
 B1Q  O19   C5   N1    126.30  3.000
 B1Q  C11   C6   C10   118.79  3.000
 B1Q  C11   C6   C4    119.42  3.000
 B1Q  C10   C6   C4    121.76  3.000
 B1Q  H7A   C7   H7    107.14  3.000
 B1Q  H7A   C7   N3    112.08  3.000
 B1Q  H7    C7   N3    108.54  3.000
 B1Q  H7A   C7   C2    110.20  3.000
 B1Q  H7    C7   C2    108.92  3.000
 B1Q  N3    C7   C2    109.87  3.000
 B1Q  H8A   C8   H8    107.26  3.000
 B1Q  H8A   C8   C9    108.27  3.000
 B1Q  H8    C8   C9    109.92  3.000
 B1Q  H8A   C8   C4    110.48  3.000
 B1Q  H8    C8   C4    109.20  3.000
 B1Q  C9    C8   C4    111.61  3.000
 B1Q  H9    C9   N21   112.77  3.000
 B1Q  H9    C9   C8    107.56  3.000
 B1Q  N21   C9   C8    109.89  3.000
 B1Q  H9    C9   C2    108.52  3.000
 B1Q  N21   C9   C2    109.93  3.000
 B1Q  C8    C9   C2    108.03  3.000
 B1Q  C20   C10  C14   119.54  3.000
 B1Q  C20   C10  C6    120.81  3.000
 B1Q  C14   C10  C6    119.64  3.000
 B1Q  H11   C11  C12   119.25  3.000
 B1Q  H11   C11  C6    118.99  3.000
 B1Q  C12   C11  C6    121.76  3.000
 B1Q  O22   C12  C15   115.63  3.000
 B1Q  O22   C12  C11   125.09  3.000
 B1Q  C15   C12  C11   119.29  3.000
 B1Q  H13A  C13  H13   107.32  3.000
 B1Q  H13A  C13  C18   113.09  3.000
 B1Q  H13   C13  C18   111.31  3.000
 B1Q  H13A  C13  N1    110.41  3.000
 B1Q  H13   C13  N1    111.00  3.000
 B1Q  C18   C13  N1    103.76  3.000
 B1Q  H14   C14  C15   120.37  3.000
 B1Q  H14   C14  C10   118.01  3.000
 B1Q  C15   C14  C10   121.62  3.000
 B1Q  O23   C15  C14   125.30  3.000
 B1Q  O23   C15  C12   115.82  3.000
 B1Q  C14   C15  C12   118.88  3.000
 B1Q  H16A  C16  H16   106.87  3.000
 B1Q  H16A  C16  C18   111.15  3.000
 B1Q  H16   C16  C18   114.66  3.000
 B1Q  H16A  C16  C5    108.04  3.000
 B1Q  H16   C16  C5    111.35  3.000
 B1Q  C18   C16  C5    104.66  3.000
 B1Q  H17A  C17  H17   106.78  3.000
 B1Q  H17A  C17  C20   110.18  3.000
 B1Q  H17   C17  C20   109.77  3.000
 B1Q  H17A  C17  N3    112.09  3.000
 B1Q  H17   C17  N3    108.73  3.000
 B1Q  C20   C17  N3    109.25  3.000
 B1Q  H18   C18  C25   109.12  3.000
 B1Q  H18   C18  C16   112.13  3.000
 B1Q  C25   C18  C16   112.71  3.000
 B1Q  H18   C18  C13   110.68  3.000
 B1Q  C25   C18  C13   109.42  3.000
 B1Q  C16   C18  C13   102.62  3.000
 B1Q  H20A  C20  H20   106.60  3.000
 B1Q  H20A  C20  C17   109.24  3.000
 B1Q  H20   C20  C17   109.94  3.000
 B1Q  H20A  C20  C10   110.18  3.000
 B1Q  H20   C20  C10   110.17  3.000
 B1Q  C17   C20  C10   110.63  3.000
 B1Q  HN2A  N21  HN21  105.14  3.000
 B1Q  HN2A  N21  C9    109.54  3.000
 B1Q  HN21  N21  C9    109.12  3.000
 B1Q  C27   O22  C12   118.16  3.000
 B1Q  C26   O23  C15   118.03  3.000
 B1Q  H25A  C25  H25   108.55  3.000
 B1Q  H25A  C25  F24   107.93  3.000
 B1Q  H25   C25  F24   107.97  3.000
 B1Q  H25A  C25  C18   111.38  3.000
 B1Q  H25   C25  C18   110.66  3.000
 B1Q  F24   C25  C18   110.24  3.000
 B1Q  H26B  C26  H26A  108.88  3.000
 B1Q  H26B  C26  H26   108.70  3.000
 B1Q  H26A  C26  H26   108.59  3.000
 B1Q  H26B  C26  O23   106.54  3.000
 B1Q  H26A  C26  O23   111.91  3.000
 B1Q  H26   C26  O23   112.13  3.000
 B1Q  H27B  C27  H27A  108.71  3.000
 B1Q  H27B  C27  H27   108.69  3.000
 B1Q  H27A  C27  H27   108.66  3.000
 B1Q  H27B  C27  O22   106.54  3.000
 B1Q  H27A  C27  O22   112.07  3.000
 B1Q  H27   C27  O22   112.07  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
 B1Q  CONST_01  C15  C14  C10  C6     0.00   0.0  0
 B1Q  CONST_02  C15  C12  C11  C6     0.00   0.0  0
 B1Q  CONST_03  C12  C11  C6   C10    0.00   0.0  0
 B1Q  CONST_04  C12  C15  C14  C10    0.00   0.0  0
 B1Q  CONST_05  C14  C10  C6   C11    0.00   0.0  0
 B1Q  CONST_06  C14  C15  C12  C11    0.00   0.0  0
 B1Q  CONST_07  C16  C5   N1   C2   180.00   0.0  0
 B1Q  CONST_08  C16  C5   N1   C13    0.00   0.0  0
 B1Q  CONST_09  O22  C12  C11  C6   180.00   0.0  0
 B1Q  CONST_10  O23  C15  C14  C10  180.00   0.0  0
 B1Q  CONST_11  O23  C15  C12  C11  180.00   0.0  0
 B1Q  CONST_12  O22  C12  C15  C14  180.00   0.0  0
 B1Q  CONST_13  O19  C5   N1   C2     0.00   0.0  0
 B1Q  CONST_14  O19  C5   N1   C13  180.00   0.0  0
 B1Q  CONST_15  H11  C11  C6   C4     0.00   0.0  0
 B1Q  CONST_16  H14  C14  C10  C6   180.00   0.0  0
 B1Q  Var_01    C18  C16  C5   N1    13.84  30.0  1
 B1Q  Var_02    C18  C13  N1   C2   170.07  30.0  1
 B1Q  Var_03    C17  N3   C7   C2   170.66  30.0  1
 B1Q  Var_04    C10  C20  C17  N3   -51.38  30.0  1
 B1Q  Var_05    C20  C17  N3   C4    68.62  30.0  1
 B1Q  Var_06    C17  C20  C10  C6    18.67  30.0  1
 B1Q  Var_07    H27  C27  O22  C12  -62.17  30.0  3
 B1Q  Var_08    H26  C26  O23  C15  -63.16  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
 B1Q  chir_01  C2   N1   C7   C9   negativ
 B1Q  chir_02  C4   N3   C8   C6   negativ
 B1Q  chir_03  C9   N21  C2   C8   positiv
 B1Q  chir_04  C18  C13  C16  C25  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
 B1Q  plan-1  N1   0.020
 B1Q  plan-1  C2   0.020
 B1Q  plan-1  C5   0.020
 B1Q  plan-1  C13  0.020
 B1Q  plan-1  C16  0.020
 B1Q  plan-1  O19  0.020
 B1Q  plan-2  C4   0.020
 B1Q  plan-2  C6   0.020
 B1Q  plan-2  C10  0.020
 B1Q  plan-2  C11  0.020
 B1Q  plan-2  C12  0.020
 B1Q  plan-2  C14  0.020
 B1Q  plan-2  C15  0.020
 B1Q  plan-2  C20  0.020
 B1Q  plan-2  O22  0.020
 B1Q  plan-2  O23  0.020
 B1Q  plan-2  H11  0.020
 B1Q  plan-2  H14  0.020

