# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 23:45:35 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: (2S,3S,5R,11bS)-3-[3-(fluoromethyl)phenyl]-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2CCN3C[C@@H]([C@@H](N)C[C@H]3c2cc1OC)c4cccc(CF)c4
#
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
 23Q  23Q  (2S,3S,5R,11bS)-3-[3-(fluoromethyl)phenyl]-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-amine  ligand  54  27  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_23Q
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
 23Q  N1    N  NT    0  -0.443   0.1276  -1.2916  -0.0743
 23Q  C4    C  CH1   0  -0.337  -2.0281  -0.1326   0.1285
 23Q  C5    C  CH2   0  -0.441   0.1305   1.1156   0.1522
 23Q  C6    C  CH2   0  -0.250  -1.2569  -1.2959  -0.4940
 23Q  C7    C  CR6   0   0.046   2.9112  -1.3233   0.1797
 23Q  C8    C  CH1   0  -0.054  -1.3439   1.1902  -0.2195
 23Q  C10   C  CR6   0   0.178  -3.4759  -0.1616  -0.2901
 23Q  C13   C  CR6   0   0.307   5.0546  -0.1911   0.3114
 23Q  C15   C  CR16  0  -0.367  -4.4791  -0.3981   0.6442
 23Q  C22   C  CR16  0  -0.317  -3.8481   0.0409  -1.6192
 23Q  C26   C  CH3   0  -0.436   7.0650  -1.3041   0.8756
 23Q  F21   F  F     0  -0.382  -7.3301   0.6042   1.7692
 23Q  C18   C  CR6   0   0.055  -5.8217  -0.4430   0.2792
 23Q  C25   C  CR16  0  -0.301  -6.1690  -0.2395  -1.0523
 23Q  C23   C  CR16  0  -0.227  -5.1823  -0.0001  -1.9978
 23Q  N17   N  NH2   0  -0.799  -1.9768   2.2853   0.4969
 23Q  C2    C  CH1   0  -0.080   0.8106  -0.0832  -0.5078
 23Q  C3    C  CR6   0   0.074   2.2940  -0.1446  -0.2027
 23Q  C9    C  CR16  0  -0.452   3.0753   1.0094  -0.3536
 23Q  C16   C  CH2   0  -0.498   2.1270  -2.5988   0.2957
 23Q  C14   C  CH2   0  -0.291   0.8260  -2.4957  -0.4734
 23Q  C12   C  CR16  0  -0.437   4.2876  -1.3318   0.4378
 23Q  O20   O  O2    0  -0.467   6.3813  -0.1162   0.5348
 23Q  C11   C  CR6   0   0.322   4.4326   1.0059  -0.0996
 23Q  O19   O  O2    0  -0.468   5.2455   2.0754  -0.2157
 23Q  C27   C  CH3   0  -0.438   4.6772   3.3024  -0.6208
 23Q  H4    H  HCH1  0   0.241  -1.9790  -0.2469   1.2173
 23Q  H5    H  HCH2  0   0.241   0.6138   2.0463  -0.1534
 23Q  H5A   H  HCH2  0   0.225   0.2361   1.0344   1.2382
 23Q  H6    H  HCH2  0   0.193  -1.3509  -1.2605  -1.5942
 23Q  H6A   H  HCH2  0   0.247  -1.7125  -2.2354  -0.1729
 23Q  H8    H  HCH1  0   0.195  -1.3972   1.3165  -1.3145
 23Q  H15   H  HCR6  0   0.250  -4.2069  -0.5614   1.6817
 23Q  H22   H  HCR6  0   0.252  -3.0915   0.2313  -2.3714
 23Q  H24   H  HCH2  0   0.217  -6.4971  -1.1899   2.1763
 23Q  H24A  H  HCH2  0   0.216  -7.7398  -1.1753   0.9099
 23Q  H26   H  HCH3  0   0.259   8.1155  -1.0406   0.9703
 23Q  H26A  H  HCH3  0   0.226   6.7205  -1.7194   1.8268
 23Q  H26B  H  HCH3  0   0.226   6.9610  -2.0705   0.1028
 23Q  H25   H  HCR6  0   0.256  -7.2097  -0.2741  -1.3527
 23Q  H23   H  HCR6  0   0.257  -5.4522   0.1561  -3.0343
 23Q  HN17  H  HNH2  0   0.344  -1.5479   3.1594   0.2169
 23Q  HN1A  H  HNH2  0   0.345  -2.9482   2.3611   0.2184
 23Q  H2    H  HCH1  0   0.207   0.7057   0.0354  -1.6055
 23Q  H9    H  HCR6  0   0.273   2.6017   1.9228  -0.6874
 23Q  H16   H  HCH2  0   0.240   2.7164  -3.4380  -0.0810
 23Q  H16A  H  HCH2  0   0.242   1.9099  -2.8163   1.3460
 23Q  H14   H  HCH2  0   0.240   0.1938  -3.3571  -0.2496
 23Q  H14A  H  HCH2  0   0.198   1.0237  -2.5209  -1.5586
 23Q  H12   H  HCR6  0   0.272   4.7435  -2.2675   0.7364
 23Q  H27   H  HCH3  0   0.226   4.2302   3.2389  -1.6168
 23Q  H27A  H  HCH3  0   0.225   3.9165   3.6545   0.0818
 23Q  H27B  H  HCH3  0   0.260   5.4884   4.0256  -0.6477
 23Q  C24   C  CH2   0  -0.069  -6.8804  -0.6409   1.3156

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
 23Q  N1   C6    single    1.447  0.020  1.447
 23Q  N1   C2    single    1.454  0.020  1.454
 23Q  N1   C14   single    1.448  0.020  1.448
 23Q  C4   C6    single    1.528  0.020  1.528
 23Q  C4   C8    single    1.529  0.020  1.529
 23Q  C4   C10   single    1.507  0.020  1.507
 23Q  C5   C8    single    1.522  0.020  1.522
 23Q  C5   C2    single    1.528  0.020  1.528
 23Q  C7   C3    aromatic  1.384  0.020  1.384
 23Q  C7   C16   single    1.502  0.020  1.502
 23Q  C7   C12   aromatic  1.400  0.020  1.400
 23Q  C8   N17   single    1.454  0.020  1.454
 23Q  C10  C15   aromatic  1.391  0.020  1.391
 23Q  C10  C22   aromatic  1.395  0.020  1.395
 23Q  C13  C12   aromatic  1.380  0.020  1.380
 23Q  C13  O20   single    1.347  0.020  1.347
 23Q  C13  C11   aromatic  1.410  0.020  1.410
 23Q  C15  C18   aromatic  1.392  0.020  1.392
 23Q  C22  C23   aromatic  1.387  0.020  1.387
 23Q  C24  F21   single    1.399  0.020  1.399
 23Q  C24  C18   single    1.495  0.020  1.495
 23Q  C26  O20   single    1.412  0.020  1.412
 23Q  C18  C25   aromatic  1.391  0.020  1.391
 23Q  C25  C23   aromatic  1.387  0.020  1.387
 23Q  C2   C3    single    1.516  0.020  1.516
 23Q  C3   C9    aromatic  1.402  0.020  1.402
 23Q  C9   C11   aromatic  1.381  0.020  1.381
 23Q  C16  C14   single    1.515  0.020  1.515
 23Q  C11  O19   single    1.348  0.020  1.348
 23Q  O19  C27   single    1.412  0.020  1.412
 23Q  C4   H4    single    0.970  0.020  1.090
 23Q  C5   H5    single    0.970  0.020  1.090
 23Q  C5   H5A   single    0.970  0.020  1.090
 23Q  C6   H6    single    0.970  0.020  1.090
 23Q  C6   H6A   single    0.970  0.020  1.090
 23Q  C8   H8    single    0.970  0.020  1.090
 23Q  C15  H15   single    0.930  0.020  1.080
 23Q  C22  H22   single    0.930  0.020  1.080
 23Q  C24  H24   single    0.970  0.020  1.090
 23Q  C24  H24A  single    0.970  0.020  1.090
 23Q  C26  H26   single    0.970  0.020  1.090
 23Q  C26  H26A  single    0.970  0.020  1.090
 23Q  C26  H26B  single    0.970  0.020  1.090
 23Q  C25  H25   single    0.930  0.020  1.080
 23Q  C23  H23   single    0.930  0.020  1.080
 23Q  N17  HN17  single    0.890  0.020  1.040
 23Q  N17  HN1A  single    0.890  0.020  1.040
 23Q  C2   H2    single    0.970  0.020  1.090
 23Q  C9   H9    single    0.930  0.020  1.080
 23Q  C16  H16   single    0.970  0.020  1.090
 23Q  C16  H16A  single    0.970  0.020  1.090
 23Q  C14  H14   single    0.970  0.020  1.090
 23Q  C14  H14A  single    0.970  0.020  1.090
 23Q  C12  H12   single    0.930  0.020  1.080
 23Q  C27  H27   single    0.970  0.020  1.090
 23Q  C27  H27A  single    0.970  0.020  1.090
 23Q  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
 23Q  C14   N1   C2    112.47  3.000
 23Q  C14   N1   C6    112.28  3.000
 23Q  C2    N1   C6    111.44  3.000
 23Q  H4    C4   C10   108.48  3.000
 23Q  H4    C4   C8    107.23  3.000
 23Q  C10   C4   C8    112.53  3.000
 23Q  H4    C4   C6    107.62  3.000
 23Q  C10   C4   C6    110.91  3.000
 23Q  C8    C4   C6    109.87  3.000
 23Q  H5A   C5   H5    107.35  3.000
 23Q  H5A   C5   C2    109.12  3.000
 23Q  H5    C5   C2    110.53  3.000
 23Q  H5A   C5   C8    109.84  3.000
 23Q  H5    C5   C8    108.56  3.000
 23Q  C2    C5   C8    111.35  3.000
 23Q  H6A   C6   H6    106.55  3.000
 23Q  H6A   C6   C4    108.93  3.000
 23Q  H6    C6   C4    109.77  3.000
 23Q  H6A   C6   N1    108.45  3.000
 23Q  H6    C6   N1    111.73  3.000
 23Q  C4    C6   N1    111.25  3.000
 23Q  C12   C7   C16   119.60  3.000
 23Q  C12   C7   C3    119.62  3.000
 23Q  C16   C7   C3    120.77  3.000
 23Q  H8    C8   N17   112.44  3.000
 23Q  H8    C8   C5    107.14  3.000
 23Q  N17   C8   C5    109.77  3.000
 23Q  H8    C8   C4    107.65  3.000
 23Q  N17   C8   C4    110.16  3.000
 23Q  C5    C8   C4    109.59  3.000
 23Q  C22   C10  C15   118.17  3.000
 23Q  C22   C10  C4    121.21  3.000
 23Q  C15   C10  C4    120.62  3.000
 23Q  C11   C13  O20   115.81  3.000
 23Q  C11   C13  C12   118.88  3.000
 23Q  O20   C13  C12   125.30  3.000
 23Q  H15   C15  C18   119.19  3.000
 23Q  H15   C15  C10   119.14  3.000
 23Q  C18   C15  C10   121.66  3.000
 23Q  H22   C22  C23   119.15  3.000
 23Q  H22   C22  C10   120.03  3.000
 23Q  C23   C22  C10   120.82  3.000
 23Q  H26B  C26  H26A  108.59  3.000
 23Q  H26B  C26  H26   108.86  3.000
 23Q  H26A  C26  H26   108.70  3.000
 23Q  H26B  C26  O20   111.90  3.000
 23Q  H26A  C26  O20   112.13  3.000
 23Q  H26   C26  O20   106.55  3.000
 23Q  C25   C18  C24   120.41  3.000
 23Q  C25   C18  C15   119.15  3.000
 23Q  C24   C18  C15   120.37  3.000
 23Q  H25   C25  C23   119.97  3.000
 23Q  H25   C25  C18   120.03  3.000
 23Q  C23   C25  C18   120.00  3.000
 23Q  H23   C23  C25   120.01  3.000
 23Q  H23   C23  C22   119.79  3.000
 23Q  C25   C23  C22   120.19  3.000
 23Q  HN1A  N17  HN17  105.39  3.000
 23Q  HN1A  N17  C8    109.77  3.000
 23Q  HN17  N17  C8    109.23  3.000
 23Q  H2    C2   C3    107.23  3.000
 23Q  H2    C2   C5    107.54  3.000
 23Q  C3    C2   C5    112.36  3.000
 23Q  H2    C2   N1    109.84  3.000
 23Q  C3    C2   N1    111.47  3.000
 23Q  C5    C2   N1    108.31  3.000
 23Q  C9    C3   C2    119.37  3.000
 23Q  C9    C3   C7    118.83  3.000
 23Q  C2    C3   C7    121.77  3.000
 23Q  H9    C9   C11   119.29  3.000
 23Q  H9    C9   C3    118.97  3.000
 23Q  C11   C9   C3    121.73  3.000
 23Q  H16A  C16  H16   106.57  3.000
 23Q  H16A  C16  C14   109.30  3.000
 23Q  H16   C16  C14   109.91  3.000
 23Q  H16A  C16  C7    110.27  3.000
 23Q  H16   C16  C7    110.12  3.000
 23Q  C14   C16  C7    110.58  3.000
 23Q  H14A  C14  H14   106.70  3.000
 23Q  H14A  C14  C16   110.12  3.000
 23Q  H14   C14  C16   109.85  3.000
 23Q  H14A  C14  N1    112.12  3.000
 23Q  H14   C14  N1    108.68  3.000
 23Q  C16   C14  N1    109.32  3.000
 23Q  H12   C12  C13   120.35  3.000
 23Q  H12   C12  C7    118.02  3.000
 23Q  C13   C12  C7    121.62  3.000
 23Q  C26   O20  C13   118.02  3.000
 23Q  O19   C11  C9    125.08  3.000
 23Q  O19   C11  C13   115.62  3.000
 23Q  C9    C11  C13   119.29  3.000
 23Q  C27   O19  C11   118.13  3.000
 23Q  H27B  C27  H27A  108.71  3.000
 23Q  H27B  C27  H27   108.73  3.000
 23Q  H27A  C27  H27   108.63  3.000
 23Q  H27B  C27  O19   106.56  3.000
 23Q  H27A  C27  O19   112.06  3.000
 23Q  H27   C27  O19   112.06  3.000
 23Q  H24A  C24  H24   108.90  3.000
 23Q  H24A  C24  C18   111.42  3.000
 23Q  H24   C24  C18   111.41  3.000
 23Q  H24A  C24  F21   107.66  3.000
 23Q  H24   C24  F21   107.77  3.000
 23Q  C18   C24  F21   109.55  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
 23Q  CONST_01  C11  C9   C3   C7      0.00   0.0  0
 23Q  CONST_02  C11  C13  C12  C7      0.00   0.0  0
 23Q  CONST_03  C25  C18  C15  C10     0.00   0.0  0
 23Q  CONST_04  C25  C23  C22  C10     0.00   0.0  0
 23Q  CONST_05  C3   C7   C12  C13     0.00   0.0  0
 23Q  CONST_06  C3   C9   C11  C13     0.00   0.0  0
 23Q  CONST_07  C23  C22  C10  C15     0.00   0.0  0
 23Q  CONST_08  C23  C25  C18  C15     0.00   0.0  0
 23Q  CONST_09  C18  C15  C10  C22     0.00   0.0  0
 23Q  CONST_10  C18  C25  C23  C22     0.00   0.0  0
 23Q  CONST_11  C12  C7   C3   C9      0.00   0.0  0
 23Q  CONST_12  C12  C13  C11  C9      0.00   0.0  0
 23Q  CONST_13  C18  C15  C10  C4    180.00   0.0  0
 23Q  CONST_14  C23  C22  C10  C4    180.00   0.0  0
 23Q  CONST_15  O20  C13  C12  C7    180.00   0.0  0
 23Q  CONST_16  C24  C18  C15  C10   180.00   0.0  0
 23Q  CONST_17  C23  C25  C18  C24   180.00   0.0  0
 23Q  CONST_18  O19  C11  C9   C3    180.00   0.0  0
 23Q  CONST_19  O20  C13  C11  C9    180.00   0.0  0
 23Q  CONST_20  O19  C11  C13  C12   180.00   0.0  0
 23Q  CONST_21  H15  C15  C10  C4      0.00   0.0  0
 23Q  CONST_22  H22  C22  C10  C4      0.00   0.0  0
 23Q  CONST_23  H9   C9   C3   C7    180.00   0.0  0
 23Q  CONST_24  H23  C23  C22  C10   180.00   0.0  0
 23Q  CONST_25  H25  C25  C18  C15   180.00   0.0  0
 23Q  CONST_26  H12  C12  C7   C3    180.00   0.0  0
 23Q  Var_01    C7   C16  C14  N1    -51.55  30.0  1
 23Q  Var_02    C2   N1   C6   C4    -62.05  30.0  1
 23Q  Var_03    C16  C14  N1   C6   -165.02  30.0  1
 23Q  Var_04    C14  C16  C7   C3     18.93  30.0  1
 23Q  Var_05    F21  C24  C18  C15    91.91  30.0  2
 23Q  Var_06    C12  C13  O20  C26     2.64  30.0  1
 23Q  Var_07    H26  C26  O20  C13   177.62  30.0  3
 23Q  Var_08    H27  C27  O19  C11   -61.41  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
 23Q  chir_01  C4  C6   C8  C10  negativ
 23Q  chir_02  C8  N17  C4  C5   positiv
 23Q  chir_03  C2  N1   C3  C5   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
 23Q  plan-1  C4   0.020
 23Q  plan-1  C10  0.020
 23Q  plan-1  C15  0.020
 23Q  plan-1  C22  0.020
 23Q  plan-1  C18  0.020
 23Q  plan-1  C25  0.020
 23Q  plan-1  C23  0.020
 23Q  plan-1  H15  0.020
 23Q  plan-1  H22  0.020
 23Q  plan-1  H25  0.020
 23Q  plan-1  H23  0.020
 23Q  plan-1  C24  0.020
 23Q  plan-2  C7   0.020
 23Q  plan-2  C13  0.020
 23Q  plan-2  C2   0.020
 23Q  plan-2  C3   0.020
 23Q  plan-2  C9   0.020
 23Q  plan-2  C16  0.020
 23Q  plan-2  C12  0.020
 23Q  plan-2  O20  0.020
 23Q  plan-2  C11  0.020
 23Q  plan-2  O19  0.020
 23Q  plan-2  H9   0.020
 23Q  plan-2  H12  0.020

