# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 23:09:00 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 1-[1-[(3-bromanyl-5-chloranyl-2-oxidanyl-phenyl)methyl]piperidin-4-yl]piperidin-4-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC1CCN(CC1)C2CCN(CC2)Cc3cc(Cl)cc(Br)c3O
#
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
 UL7  UL7  1-[1-[(3-bromanyl-5-chloranyl-2-oxidanyl-phenyl)methyl]piperidin-4-yl]piperidin-4-ol  ligand  47  23  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_UL7
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
 UL7  N     N   NT    0  -0.433  -4.3855  -0.3164  -0.4397
 UL7  C     C   CH2   0  -0.279  -5.5041  -1.0073   0.1923
 UL7  C01   C   CR6   0  -0.046   3.0341  -1.0632  -1.2608
 UL7  C1    C   CR6   0  -0.041   2.0241  -0.7980   0.9061
 UL7  N1    N   NT    0  -0.423  -0.4278  -0.8574   1.0807
 UL7  C02   C   CR16  0  -0.207   4.2789  -0.7404  -0.7577
 UL7  C2    C   CH2   0  -0.286   0.8161  -0.8587   1.8135
 UL7  C03   C   CH2   0  -0.275  -1.5132  -1.4684   1.8201
 UL7  C3    C   CR16  0  -0.236   1.9170  -1.0977  -0.4417
 UL7  C04   C   CH2   0  -0.286  -4.8200   0.9924  -0.9158
 UL7  C4    C   CR6   0  -0.233   4.3869  -0.4526   0.5956
 UL7  C05   C   CH2   0  -0.458  -5.9807   0.8921  -1.8956
 UL7  C06   C   CH1   0   0.033  -7.1710   0.1605  -1.3039
 UL7  O     O   OH1   0  -0.677  -7.7268   0.9802  -0.2916
 UL7  C07   C   CH2   0  -0.482  -6.6822  -1.1719  -0.7563
 UL7  C7    C   CR6   0   0.380   3.2790  -0.4780   1.4434
 UL7  C10   C   CH1   0  -0.016  -3.2278  -0.2104   0.4531
 UL7  C15   C   CH2   0  -0.464  -2.0339   0.4484  -0.2413
 UL7  C16   C   CH2   0  -0.287  -0.8023   0.4740   0.6477
 UL7  CL    CL  CL    0  -0.130   2.8699  -1.4323  -2.9475
 UL7  BR    BR  BR    0  -0.023   6.0882  -0.0230   1.2947
 UL7  C8    C   CH2   0  -0.472  -2.7706  -1.5750   0.9725
 UL7  HC1   H   HCH2  0   0.241  -5.1906  -2.0033   0.4999
 UL7  HC2   H   HCH2  0   0.184  -5.8285  -0.4861   1.1089
 UL7  H041  H   HCH2  0   0.187  -5.0960   1.6507  -0.0745
 UL7  H042  H   HCH2  0   0.240  -3.9997   1.4844  -1.4355
 UL7  H10   H   HCH1  0   0.177  -3.4914   0.4112   1.3323
 UL7  H071  H   HCH2  0   0.224  -6.3824  -1.8052  -1.5961
 UL7  H072  H   HCH2  0   0.237  -7.4889  -1.7014  -0.2405
 UL7  H02   H   HCR6  0   0.300   5.1471  -0.7154  -1.4014
 UL7  H3    H   HCR6  0   0.281   0.9453  -1.3588  -0.8395
 UL7  H21C  H   HCH2  0   0.264   0.8777  -1.7827   2.3973
 UL7  H22C  H   HCH2  0   0.225   0.8591  -0.0397   2.5477
 UL7  H031  H   HCH2  0   0.241  -1.2073  -2.4693   2.1332
 UL7  H032  H   HCH2  0   0.188  -1.7459  -0.9073   2.7426
 UL7  H161  H   HCH2  0   0.198  -0.9888   1.1334   1.5146
 UL7  H162  H   HCH2  0   0.243   0.0258   0.9231   0.0951
 UL7  H1    H   HOH1  0   0.476   4.2090   0.0304   3.0550
 UL7  H81C  H   HCH2  0   0.221  -2.5874  -2.2424   0.1242
 UL7  H82C  H   HCH2  0   0.242  -3.5337  -2.0461   1.5929
 UL7  H051  H   HCH2  0   0.236  -6.2671   1.8954  -2.2211
 UL7  H052  H   HCH2  0   0.226  -5.6547   0.3510  -2.7877
 UL7  H06   H   HCH1  0   0.210  -7.9138  -0.0220  -2.0931
 UL7  H     H   HOH1  0   0.446  -8.4209   0.4816   0.1505
 UL7  H151  H   HCH2  0   0.221  -1.8111  -0.0949  -1.1651
 UL7  H152  H   HCH2  0   0.241  -2.2516   1.4799  -0.5185
 UL7  O1    O   OH1   0  -0.604   3.3267  -0.2259   2.7590

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
 UL7  N    C     single    1.459  0.020  1.459
 UL7  N    C04   single    1.459  0.020  1.459
 UL7  N    C10   single    1.466  0.020  1.466
 UL7  C    C07   single    1.522  0.020  1.522
 UL7  C01  C02   aromatic  1.381  0.020  1.381
 UL7  C01  C3    aromatic  1.386  0.020  1.386
 UL7  C01  CL    single    1.734  0.020  1.734
 UL7  C1   C2    single    1.512  0.020  1.512
 UL7  C1   C3    aromatic  1.385  0.020  1.385
 UL7  C1   C7    aromatic  1.402  0.020  1.402
 UL7  N1   C2    single    1.444  0.020  1.444
 UL7  N1   C03   single    1.449  0.020  1.449
 UL7  N1   C16   single    1.449  0.020  1.449
 UL7  O1   C7    single    1.340  0.020  1.340
 UL7  C02  C4    aromatic  1.388  0.020  1.388
 UL7  C03  C8    single    1.520  0.020  1.520
 UL7  C04  C05   single    1.522  0.020  1.522
 UL7  C4   C7    aromatic  1.395  0.020  1.395
 UL7  C4   BR    single    1.889  0.020  1.889
 UL7  C05  C06   single    1.517  0.020  1.517
 UL7  C06  O     single    1.416  0.020  1.416
 UL7  C06  C07   single    1.521  0.020  1.521
 UL7  C10  C15   single    1.530  0.020  1.530
 UL7  C10  C8    single    1.530  0.020  1.530
 UL7  C15  C16   single    1.519  0.020  1.519
 UL7  C    HC1   single    0.970  0.020  1.090
 UL7  C    HC2   single    0.970  0.020  1.090
 UL7  C04  H041  single    0.970  0.020  1.090
 UL7  C04  H042  single    0.970  0.020  1.090
 UL7  C10  H10   single    0.970  0.020  1.090
 UL7  C07  H071  single    0.970  0.020  1.090
 UL7  C07  H072  single    0.970  0.020  1.090
 UL7  C02  H02   single    0.930  0.020  1.080
 UL7  C3   H3    single    0.930  0.020  1.080
 UL7  C2   H21C  single    0.970  0.020  1.090
 UL7  C2   H22C  single    0.970  0.020  1.090
 UL7  C03  H031  single    0.970  0.020  1.090
 UL7  C03  H032  single    0.970  0.020  1.090
 UL7  C16  H161  single    0.970  0.020  1.090
 UL7  C16  H162  single    0.970  0.020  1.090
 UL7  O1   H1    single    0.850  0.020  0.980
 UL7  C8   H81C  single    0.970  0.020  1.090
 UL7  C8   H82C  single    0.970  0.020  1.090
 UL7  C05  H051  single    0.970  0.020  1.090
 UL7  C05  H052  single    0.970  0.020  1.090
 UL7  C06  H06   single    0.970  0.020  1.090
 UL7  O    H     single    0.850  0.020  0.980
 UL7  C15  H151  single    0.970  0.020  1.090
 UL7  C15  H152  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
 UL7  C10   N    C04   111.66  3.000
 UL7  C10   N    C     112.08  3.000
 UL7  C04   N    C     109.75  3.000
 UL7  HC2   C    HC1   106.39  3.000
 UL7  HC2   C    C07   109.96  3.000
 UL7  HC1   C    C07   107.47  3.000
 UL7  HC2   C    N     111.21  3.000
 UL7  HC1   C    N     109.57  3.000
 UL7  C07   C    N     112.01  3.000
 UL7  CL    C01  C3    119.55  3.000
 UL7  CL    C01  C02   119.30  3.000
 UL7  C3    C01  C02   121.15  3.000
 UL7  C7    C1   C3    119.44  3.000
 UL7  C7    C1   C2    119.63  3.000
 UL7  C3    C1   C2    120.90  3.000
 UL7  C16   N1   C03   110.27  3.000
 UL7  C16   N1   C2    112.03  3.000
 UL7  C03   N1   C2    112.71  3.000
 UL7  H02   C02  C4    120.89  3.000
 UL7  H02   C02  C01   120.82  3.000
 UL7  C4    C02  C01   118.29  3.000
 UL7  H22C  C2   H21C  105.67  3.000
 UL7  H22C  C2   N1    111.81  3.000
 UL7  H21C  C2   N1    108.66  3.000
 UL7  H22C  C2   C1    109.82  3.000
 UL7  H21C  C2   C1    108.00  3.000
 UL7  N1    C2   C1    112.56  3.000
 UL7  H032  C03  H031  106.57  3.000
 UL7  H032  C03  C8    109.09  3.000
 UL7  H031  C03  C8    109.10  3.000
 UL7  H032  C03  N1    111.71  3.000
 UL7  H031  C03  N1    108.84  3.000
 UL7  C8    C03  N1    111.39  3.000
 UL7  H3    C3   C1    118.65  3.000
 UL7  H3    C3   C01   120.85  3.000
 UL7  C1    C3   C01   120.50  3.000
 UL7  H042  C04  H041  106.43  3.000
 UL7  H042  C04  C05   107.28  3.000
 UL7  H041  C04  C05   109.84  3.000
 UL7  H042  C04  N     109.68  3.000
 UL7  H041  C04  N     111.16  3.000
 UL7  C05   C04  N     112.21  3.000
 UL7  BR    C4   C7    119.63  3.000
 UL7  BR    C4   C02   118.57  3.000
 UL7  C7    C4   C02   121.80  3.000
 UL7  H052  C05  H051  106.83  3.000
 UL7  H052  C05  C06   108.27  3.000
 UL7  H051  C05  C06   110.68  3.000
 UL7  H052  C05  C04   109.30  3.000
 UL7  H051  C05  C04   109.33  3.000
 UL7  C06   C05  C04   112.27  3.000
 UL7  H06   C06  C07   109.28  3.000
 UL7  H06   C06  O     110.13  3.000
 UL7  C07   C06  O     112.07  3.000
 UL7  H06   C06  C05   109.29  3.000
 UL7  C07   C06  C05   108.10  3.000
 UL7  O     C06  C05   107.91  3.000
 UL7  H     O    C06   108.16  3.000
 UL7  H072  C07  H071  106.50  3.000
 UL7  H072  C07  C06   110.90  3.000
 UL7  H071  C07  C06   108.59  3.000
 UL7  H072  C07  C     109.23  3.000
 UL7  H071  C07  C     109.21  3.000
 UL7  C06   C07  C     112.24  3.000
 UL7  C4    C7   O1    124.38  3.000
 UL7  C4    C7   C1    118.82  3.000
 UL7  O1    C7   C1    116.80  3.000
 UL7  H10   C10  C8    107.57  3.000
 UL7  H10   C10  C15   107.70  3.000
 UL7  C8    C10  C15   107.75  3.000
 UL7  H10   C10  N     109.62  3.000
 UL7  C8    C10  N     112.23  3.000
 UL7  C15   C10  N     111.78  3.000
 UL7  H152  C15  H151  107.20  3.000
 UL7  H152  C15  C16   107.14  3.000
 UL7  H151  C15  C16   109.71  3.000
 UL7  H152  C15  C10   111.53  3.000
 UL7  H151  C15  C10   109.15  3.000
 UL7  C16   C15  C10   111.98  3.000
 UL7  H162  C16  H161  106.23  3.000
 UL7  H162  C16  C15   109.00  3.000
 UL7  H161  C16  C15   109.41  3.000
 UL7  H162  C16  N1    109.45  3.000
 UL7  H161  C16  N1    110.95  3.000
 UL7  C15   C16  N1    111.65  3.000
 UL7  H82C  C8   H81C  107.13  3.000
 UL7  H82C  C8   C10   111.68  3.000
 UL7  H81C  C8   C10   109.31  3.000
 UL7  H82C  C8   C03   106.97  3.000
 UL7  H81C  C8   C03   109.65  3.000
 UL7  C10   C8   C03   111.96  3.000
 UL7  H1    O1   C7    112.54  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
 UL7  CONST_01  C7   C4   C02  C01    0.00   0.0  0
 UL7  CONST_02  C7   C1   C3   C01    0.00   0.0  0
 UL7  CONST_03  C02  C01  C3   C1     0.00   0.0  0
 UL7  CONST_04  C02  C4   C7   C1     0.00   0.0  0
 UL7  CONST_05  C4   C02  C01  C3     0.00   0.0  0
 UL7  CONST_06  C4   C7   C1   C3     0.00   0.0  0
 UL7  CONST_07  BR   C4   C02  C01  180.00   0.0  0
 UL7  CONST_08  C2   C1   C3   C01  180.00   0.0  0
 UL7  CONST_09  CL   C01  C3   C1   180.00   0.0  0
 UL7  CONST_10  BR   C4   C7   C1   180.00   0.0  0
 UL7  CONST_11  C3   C1   C7   O1   180.00   0.0  0
 UL7  CONST_12  C02  C4   C7   O1   180.00   0.0  0
 UL7  CONST_13  C4   C7   C1   C2   180.00   0.0  0
 UL7  CONST_14  CL   C01  C02  C4   180.00   0.0  0
 UL7  CONST_15  H3   C3   C01  C02  180.00   0.0  0
 UL7  CONST_16  H02  C02  C01  C3   180.00   0.0  0
 UL7  Var_01    C06  C07  C    N    -57.08  30.0  1
 UL7  Var_02    C06  C05  C04  N     56.78  30.0  1
 UL7  Var_03    C05  C04  N    C    -57.77  30.0  1
 UL7  Var_04    C10  C8   C03  N1   -57.66  30.0  1
 UL7  Var_05    C10  C15  C16  N1    57.15  30.0  1
 UL7  Var_06    C15  C16  N1   C03  -59.42  30.0  1
 UL7  Var_07    C07  C    N    C04   57.90  30.0  1
 UL7  Var_08    C8   C03  N1   C16   59.58  30.0  1
 UL7  Var_09    C03  N1   C2   C1   155.28  30.0  2
 UL7  Var_10    C3   C1   C2   N1   -17.07  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
 UL7  chir_01  C06  C05  O    C07  positiv
 UL7  chir_02  C10  N    C15  C8   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
 UL7  plan-1  C01  0.020
 UL7  plan-1  C1   0.020
 UL7  plan-1  C02  0.020
 UL7  plan-1  C2   0.020
 UL7  plan-1  C3   0.020
 UL7  plan-1  C4   0.020
 UL7  plan-1  C7   0.020
 UL7  plan-1  CL   0.020
 UL7  plan-1  BR   0.020
 UL7  plan-1  H02  0.020
 UL7  plan-1  H3   0.020
 UL7  plan-1  O1   0.020

