# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 16:24:10 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 2-[(7S,11S)-12-amino-3-chloro-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinolin-9-yl]ethanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1c2ccc(Cl)cc2nc3C[C@@H]4C[C@@H](CC(=C4)CCO)c13
#
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
 HUW  HUW  2-[(7S,11S)-12-amino-3-chloro-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinolin-9-yl]ethanol  ligand  41  22  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_HUW
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
 HUW  O1    O   OH1   0  -0.673  -3.0106   4.1338   0.3487
 HUW  C1    C   CR6   0  -0.053   3.9839   0.2222   0.1957
 HUW  N1    N   N     0  -0.503   0.7536  -0.9757   1.2837
 HUW  C3    C   CR66  0   0.160   1.7078  -0.5197   0.4501
 HUW  C4    C   CR6   0   0.161  -0.4300  -1.2577   0.7806
 HUW  C14   C   CR6   0   0.369   0.1933  -0.6065  -1.4516
 HUW  C2    C   CR16  0  -0.265   2.9782  -0.2276   1.0017
 HUW  C17   C   CR16  0  -0.218   3.7964   0.4054  -1.1854
 HUW  C15   C   CR66  0   0.046   1.4970  -0.3238  -0.9345
 HUW  C5    C   CH2   0  -0.489  -1.4267  -1.8187   1.7621
 HUW  C13   C   CR6   0   0.033  -0.7756  -1.0925  -0.5761
 HUW  C6    C   CH1   0  -0.316  -2.8672  -1.7449   1.2583
 HUW  C7    C   C1    0  -0.239  -3.3466  -0.3210   1.2509
 HUW  C12   C   CH2   0  -0.423  -2.9077  -2.3362  -0.1421
 HUW  C8    C   C     0   0.096  -3.3955   0.4423   0.1598
 HUW  C9    C   CH2   0  -0.469  -2.9859  -0.0859  -1.1875
 HUW  C18   C   CH2   0  -0.532  -3.8079   1.8865   0.2201
 HUW  C11   C   CH1   0  -0.390  -2.1731  -1.3833  -1.0761
 HUW  C10   C   CH2   0  -0.131  -2.5918   2.7866   0.3924
 HUW  C16   C   CR16  0  -0.323   2.5702   0.1333  -1.7292
 HUW  H1    H   HOH1  0   0.453  -2.2453   4.6905   0.5171
 HUW  H101  H   HCH2  0   0.190  -1.8569   2.5711  -0.3952
 HUW  H102  H   HCH2  0   0.196  -2.1100   2.5429   1.3473
 HUW  H181  H   HCH2  0   0.234  -4.3311   2.1646  -0.7006
 HUW  H182  H   HCH2  0   0.240  -4.4997   2.0536   1.0493
 HUW  H7    H   H     0   0.231  -3.6302   0.1035   2.2105
 HUW  H91C  H   HCH2  0   0.253  -3.8791  -0.2578  -1.8000
 HUW  H92C  H   HCH2  0   0.237  -2.4155   0.6833  -1.7193
 HUW  H6    H   HCH1  0   0.247  -3.4975  -2.3306   1.9333
 HUW  H51C  H   HCH2  0   0.259  -1.1646  -2.8662   1.9504
 HUW  H52C  H   HCH2  0   0.251  -1.3093  -1.3000   2.7161
 HUW  H121  H   HCH2  0   0.241  -2.4400  -3.3243  -0.1483
 HUW  H122  H   HCH2  0   0.242  -3.9374  -2.4655  -0.4845
 HUW  H2    H   HCR6  0   0.275   3.1254  -0.3745   2.0635
 HUW  H17   H   HCR6  0   0.280   4.6099   0.7512  -1.8078
 HUW  H16   H   HCR6  0   0.258   2.4562   0.2728  -2.7961
 HUW  H21N  H   HNH2  0   0.408  -1.0131  -0.4417  -3.0961
 HUW  H22N  H   HNH2  0   0.403   0.5452   0.1344  -3.3304
 HUW  H11   H   HCH1  0   0.251  -2.1134  -1.8505  -2.0646
 HUW  CL1   CL  CL    0  -0.127   5.5391   0.5770   0.8743
 HUW  N2    N   NH2   0  -0.863  -0.0616  -0.4399  -2.7731

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
 HUW  O1   C10   single    1.411  0.020  1.411
 HUW  C10  C18   single    1.523  0.020  1.523
 HUW  C18  C8    single    1.503  0.020  1.503
 HUW  C8   C7    double    1.332  0.020  1.332
 HUW  C8   C9    single    1.504  0.020  1.504
 HUW  C7   C6    single    1.502  0.020  1.502
 HUW  C6   C5    single    1.528  0.020  1.528
 HUW  C6   C12   single    1.521  0.020  1.521
 HUW  C5   C4    single    1.507  0.020  1.507
 HUW  C4   N1    aromatic  1.317  0.020  1.317
 HUW  C4   C13   aromatic  1.410  0.020  1.410
 HUW  N1   C3    aromatic  1.347  0.020  1.347
 HUW  C3   C2    aromatic  1.415  0.020  1.415
 HUW  C3   C15   aromatic  1.414  0.020  1.414
 HUW  C2   C1    aromatic  1.365  0.020  1.365
 HUW  C1   CL1   single    1.733  0.020  1.733
 HUW  C1   C17   aromatic  1.406  0.020  1.406
 HUW  C17  C16   aromatic  1.369  0.020  1.369
 HUW  C16  C15   aromatic  1.411  0.020  1.411
 HUW  C15  C14   aromatic  1.431  0.020  1.431
 HUW  C14  N2    single    1.356  0.020  1.356
 HUW  C14  C13   aromatic  1.393  0.020  1.393
 HUW  C13  C11   single    1.512  0.020  1.512
 HUW  C11  C12   single    1.523  0.020  1.523
 HUW  C11  C9    single    1.535  0.020  1.535
 HUW  O1   H1    single    0.850  0.020  0.980
 HUW  C10  H101  single    0.970  0.020  1.090
 HUW  C10  H102  single    0.970  0.020  1.090
 HUW  C18  H181  single    0.970  0.020  1.090
 HUW  C18  H182  single    0.970  0.020  1.090
 HUW  C7   H7    single    0.930  0.020  1.080
 HUW  C9   H91C  single    0.970  0.020  1.090
 HUW  C9   H92C  single    0.970  0.020  1.090
 HUW  C6   H6    single    0.970  0.020  1.090
 HUW  C5   H51C  single    0.970  0.020  1.090
 HUW  C5   H52C  single    0.970  0.020  1.090
 HUW  C12  H121  single    0.970  0.020  1.090
 HUW  C12  H122  single    0.970  0.020  1.090
 HUW  C2   H2    single    0.930  0.020  1.080
 HUW  C17  H17   single    0.930  0.020  1.080
 HUW  C16  H16   single    0.930  0.020  1.080
 HUW  N2   H21N  single    0.890  0.020  1.040
 HUW  N2   H22N  single    0.890  0.020  1.040
 HUW  C11  H11   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
 HUW  H1    O1   C10   108.13  3.000
 HUW  C17   C1   C2    121.66  3.000
 HUW  C17   C1   CL1   118.53  3.000
 HUW  C2    C1   CL1   119.82  3.000
 HUW  C4    N1   C3    118.23  3.000
 HUW  C15   C3   C2    119.12  3.000
 HUW  C15   C3   N1    123.19  3.000
 HUW  C2    C3   N1    117.69  3.000
 HUW  C13   C4   C5    120.55  3.000
 HUW  C13   C4   N1    124.26  3.000
 HUW  C5    C4   N1    115.17  3.000
 HUW  C13   C14  C15   118.39  3.000
 HUW  C13   C14  N2    121.63  3.000
 HUW  C15   C14  N2    119.95  3.000
 HUW  H2    C2   C3    118.46  3.000
 HUW  H2    C2   C1    121.60  3.000
 HUW  C3    C2   C1    119.94  3.000
 HUW  H17   C17  C16   120.59  3.000
 HUW  H17   C17  C1    120.46  3.000
 HUW  C16   C17  C1    118.94  3.000
 HUW  C16   C15  C14   123.60  3.000
 HUW  C14   C15  C3    117.53  3.000
 HUW  C16   C15  C3    118.87  3.000
 HUW  H52C  C5   H51C  106.14  3.000
 HUW  H52C  C5   C6    111.49  3.000
 HUW  H51C  C5   C6    109.16  3.000
 HUW  H52C  C5   C4    108.72  3.000
 HUW  H51C  C5   C4    108.03  3.000
 HUW  C6    C5   C4    113.00  3.000
 HUW  C11   C13  C14   120.12  3.000
 HUW  C11   C13  C4    121.47  3.000
 HUW  C14   C13  C4    118.37  3.000
 HUW  H6    C6   C12   110.17  3.000
 HUW  H6    C6   C7    109.07  3.000
 HUW  C12   C6   C7    110.82  3.000
 HUW  H6    C6   C5    108.30  3.000
 HUW  C12   C6   C5    108.06  3.000
 HUW  C7    C6   C5    110.38  3.000
 HUW  H7    C7   C8    119.31  3.000
 HUW  H7    C7   C6    116.68  3.000
 HUW  C8    C7   C6    123.97  3.000
 HUW  H122  C12  H121  107.12  3.000
 HUW  H122  C12  C11   109.65  3.000
 HUW  H121  C12  C11   110.83  3.000
 HUW  H122  C12  C6    111.08  3.000
 HUW  H121  C12  C6    110.20  3.000
 HUW  C11   C12  C6    107.97  3.000
 HUW  C18   C8   C9    116.62  3.000
 HUW  C9    C8   C7    121.49  3.000
 HUW  C18   C8   C7    121.85  3.000
 HUW  H92C  C9   H91C  105.25  3.000
 HUW  H92C  C9   C11   110.67  3.000
 HUW  H91C  C9   C11   109.83  3.000
 HUW  H92C  C9   C8    109.28  3.000
 HUW  H91C  C9   C8    109.48  3.000
 HUW  C11   C9   C8    112.09  3.000
 HUW  H182  C18  H181  107.27  3.000
 HUW  H182  C18  C10   109.23  3.000
 HUW  H181  C18  C10   109.06  3.000
 HUW  H182  C18  C8    110.55  3.000
 HUW  H181  C18  C8    109.97  3.000
 HUW  C10   C18  C8    110.69  3.000
 HUW  H11   C11  C9    108.91  3.000
 HUW  H11   C11  C12   108.23  3.000
 HUW  C9    C11  C12   108.54  3.000
 HUW  H11   C11  C13   109.27  3.000
 HUW  C9    C11  C13   110.53  3.000
 HUW  C12   C11  C13   111.29  3.000
 HUW  H102  C10  H101  106.66  3.000
 HUW  H102  C10  C18   108.54  3.000
 HUW  H101  C10  C18   109.71  3.000
 HUW  H102  C10  O1    111.67  3.000
 HUW  H101  C10  O1    111.32  3.000
 HUW  C18   C10  O1    108.89  3.000
 HUW  H16   C16  C15   121.12  3.000
 HUW  H16   C16  C17   117.42  3.000
 HUW  C15   C16  C17   121.46  3.000
 HUW  H22N  N2   H21N  113.26  3.000
 HUW  H22N  N2   C14   119.82  3.000
 HUW  H21N  N2   C14   119.41  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
 HUW  CONST_01  N1    C3   C2   C1   180.00   0.0  0
 HUW  CONST_02  C15   C3   C2   C1     0.00   0.0  0
 HUW  CONST_03  C15   C16  C17  C1     0.00   0.0  0
 HUW  CONST_04  C14   C13  C4   N1     0.00   0.0  0
 HUW  CONST_05  C16   C15  C3   N1   180.00   0.0  0
 HUW  CONST_06  C14   C15  C3   N1     0.00   0.0  0
 HUW  CONST_07  C13   C4   N1   C3     0.00   0.0  0
 HUW  CONST_08  C17   C1   C2   C3     0.00   0.0  0
 HUW  CONST_09  C17   C16  C15  C3     0.00   0.0  0
 HUW  CONST_10  C13   C14  C15  C3     0.00   0.0  0
 HUW  CONST_11  C2    C3   N1   C4   180.00   0.0  0
 HUW  CONST_12  C15   C3   N1   C4     0.00   0.0  0
 HUW  CONST_13  C15   C14  C13  C4     0.00   0.0  0
 HUW  CONST_14  C2    C3   C15  C14  180.00   0.0  0
 HUW  CONST_15  C17   C16  C15  C14  180.00   0.0  0
 HUW  CONST_16  C16   C15  C3   C2     0.00   0.0  0
 HUW  CONST_17  C16   C17  C1   C2     0.00   0.0  0
 HUW  CONST_18  C16   C15  C14  C13  180.00   0.0  0
 HUW  CONST_19  C3    C2   C1   CL1  180.00   0.0  0
 HUW  CONST_20  C16   C17  C1   CL1  180.00   0.0  0
 HUW  CONST_21  N2    C14  C15  C3   180.00   0.0  0
 HUW  CONST_22  N2    C14  C13  C4   180.00   0.0  0
 HUW  CONST_23  C16   C15  C14  N2     0.00   0.0  0
 HUW  CONST_24  C11   C13  C14  N2     0.00   0.0  0
 HUW  CONST_25  H16   C16  C17  C1   180.00   0.0  0
 HUW  CONST_26  H2    C2   C3   N1     0.00   0.0  0
 HUW  CONST_27  H17   C17  C1   C2   180.00   0.0  0
 HUW  CONST_28  H21N  N2   C14  C15  180.00   0.0  0
 HUW  Var_01    C6    C5   C4   N1   163.08  30.0  1
 HUW  Var_02    C9    C8   C7   C6     1.11  30.0  2
 HUW  Var_03    C11   C9   C8   C7   -16.02  30.0  3
 HUW  Var_04    C10   C18  C8   C7    92.18  30.0  2
 HUW  Var_05    C8    C18  C10  O1   175.87  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
 HUW  chir_01  C6   C7  C5   C12  positiv
 HUW  chir_02  C11  C9  C12  C13  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
 HUW  plan-1  C1    0.020
 HUW  plan-1  N1    0.020
 HUW  plan-1  C3    0.020
 HUW  plan-1  C4    0.020
 HUW  plan-1  C14   0.020
 HUW  plan-1  C2    0.020
 HUW  plan-1  C17   0.020
 HUW  plan-1  C15   0.020
 HUW  plan-1  C5    0.020
 HUW  plan-1  C13   0.020
 HUW  plan-1  C11   0.020
 HUW  plan-1  C16   0.020
 HUW  plan-1  H2    0.020
 HUW  plan-1  H17   0.020
 HUW  plan-1  H16   0.020
 HUW  plan-1  CL1   0.020
 HUW  plan-1  N2    0.020
 HUW  plan-2  C14   0.020
 HUW  plan-2  H21N  0.020
 HUW  plan-2  H22N  0.020
 HUW  plan-2  N2    0.020

