# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 23:45:05 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 7-[(cis-4-aminocyclohexyl)amino]-5-bromo-1-benzofuran-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H]1CC[C@@H](CC1)Nc2cc(Br)cc3cc(oc23)C(O)=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
 UNM  UNM  '7-[(cis-4-aminocyclohexyl)amino]-5-bromo-1-benzofuran-2-carboxylic acid'  ligand  37  21  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_UNM
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
 UNM  C01   C   CR6    0  -0.112  -2.2434   0.8930  -0.0616
 UNM  C02   C   CR56   0   0.077  -1.6743  -1.3898  -0.1158
 UNM  C03   C   CR16   0  -0.373  -2.6607  -0.4037  -0.2643
 UNM  C04   C   CR56   0   0.282  -0.3747  -1.0337   0.2163
 UNM  C05   C   CR16   0  -0.363  -0.9313   1.2565   0.2714
 UNM  C06   C   CR6    0   0.333   0.0600   0.2825   0.4285
 UNM  O07   O   O      0  -0.452   0.4103  -2.1263   0.3096
 UNM  C08   C   CR15   0  -0.406  -1.6463  -2.8184  -0.2270
 UNM  C09   C   CR5    0   0.203  -0.3745  -3.2038   0.0371
 UNM  C10   C   C      0   0.346   0.2589  -4.5691   0.0712
 UNM  O11   O   O      0  -0.585  -0.5160  -5.5076  -0.1833
 UNM  O12   O   OC    -1  -0.589   1.4690  -4.6114   0.3444
 UNM  BR13  BR  BR     0  -0.072  -3.5126   2.2919  -0.2453
 UNM  C14   C   CH1    0  -0.108   1.9232   1.8687   0.8606
 UNM  C15   C   CH2    0  -0.452   3.2377   1.7991   1.6362
 UNM  C16   C   CH2    0  -0.457   4.3381   1.0783   0.8609
 UNM  C17   C   CH1    0  -0.052   4.5651   1.7128  -0.5060
 UNM  C18   C   CH2    0  -0.436   3.2579   1.7533  -1.2905
 UNM  C19   C   CH2    0  -0.445   2.1631   2.4854  -0.5234
 UNM  N20   N   NH2    0  -0.805   5.5616   0.9522  -1.2467
 UNM  N21   N   NH1    0  -0.704   1.3420   0.5412   0.7979
 UNM  H03   H   HCR6   0   0.268  -3.6793  -0.6558  -0.5229
 UNM  H05   H   HCR6   0   0.284  -0.6863   2.2996   0.4135
 UNM  H08   H   HCR5   0   0.261  -2.4691  -3.4702  -0.4706
 UNM  H14   H   HCH1   0   0.253   1.2339   2.5083   1.4206
 UNM  H15   H   HCH2   0   0.238   3.5599   2.8223   1.8464
 UNM  H15A  H   HCH2   0   0.245   3.0713   1.3208   2.6041
 UNM  H16   H   HCH2   0   0.239   5.2634   1.1010   1.4441
 UNM  H16A  H   HCH2   0   0.215   4.1005   0.0168   0.7241
 UNM  H17   H   HCH1   0   0.188   4.8801   2.7566  -0.3342
 UNM  H18   H   HCH2   0   0.233   3.4206   2.2404  -2.2567
 UNM  H18A  H   HCH2   0   0.213   2.9444   0.7278  -1.5130
 UNM  H19   H   HCH2   0   0.241   1.2367   2.4935  -1.1027
 UNM  H19A  H   HCH2   0   0.225   2.4459   3.5339  -0.3845
 UNM  HN20  H   HNH2   0   0.340   5.7597   1.4233  -2.1216
 UNM  HN2A  H   HNH2   0   0.340   6.4364   0.9546  -0.7355
 UNM  HN21  H   HNH1   0   0.387   1.9860  -0.2310   0.7528

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
 UNM  C05   C01   aromatic  1.402  0.020  1.402
 UNM  BR13  C01   single    1.898  0.020  1.898
 UNM  C01   C03   aromatic  1.377  0.020  1.377
 UNM  C04   C02   aromatic  1.388  0.020  1.388
 UNM  C02   C03   aromatic  1.403  0.020  1.403
 UNM  C02   C08   aromatic  1.433  0.020  1.433
 UNM  C03   H03   single    0.930  0.020  1.080
 UNM  C06   C04   aromatic  1.402  0.020  1.402
 UNM  C04   O07   aromatic  1.349  0.020  1.349
 UNM  C05   C06   aromatic  1.399  0.020  1.399
 UNM  C05   H05   single    0.930  0.020  1.080
 UNM  N21   C06   single    1.359  0.020  1.359
 UNM  O07   C09   aromatic  1.361  0.020  1.361
 UNM  C09   C08   aromatic  1.355  0.020  1.355
 UNM  C08   H08   single    0.930  0.020  1.080
 UNM  C09   C10   single    1.505  0.020  1.505
 UNM  O11   C10   deloc     1.243  0.020  1.243
 UNM  C10   O12   deloc     1.241  0.020  1.241
 UNM  C19   C14   single    1.534  0.020  1.534
 UNM  C15   C14   single    1.528  0.020  1.528
 UNM  C14   N21   single    1.451  0.020  1.451
 UNM  C14   H14   single    0.970  0.020  1.090
 UNM  C16   C15   single    1.527  0.020  1.527
 UNM  C15   H15   single    0.970  0.020  1.090
 UNM  C15   H15A  single    0.970  0.020  1.090
 UNM  C17   C16   single    1.524  0.020  1.524
 UNM  C16   H16   single    0.970  0.020  1.090
 UNM  C16   H16A  single    0.970  0.020  1.090
 UNM  N20   C17   single    1.456  0.020  1.456
 UNM  C17   C18   single    1.525  0.020  1.525
 UNM  C17   H17   single    0.970  0.020  1.090
 UNM  C18   C19   single    1.524  0.020  1.524
 UNM  C18   H18   single    0.970  0.020  1.090
 UNM  C18   H18A  single    0.970  0.020  1.090
 UNM  C19   H19   single    0.970  0.020  1.090
 UNM  C19   H19A  single    0.970  0.020  1.090
 UNM  N20   HN20  single    0.890  0.020  1.040
 UNM  N20   HN2A  single    0.890  0.020  1.040
 UNM  N21   HN21  single    0.860  0.020  1.020

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
 UNM  BR13  C01  C05   117.25  3.000
 UNM  BR13  C01  C03   118.50  3.000
 UNM  C05   C01  C03   124.25  3.000
 UNM  C08   C02  C04   104.83  3.000
 UNM  C08   C02  C03   134.94  3.000
 UNM  C04   C02  C03   120.23  3.000
 UNM  H03   C03  C02   121.61  3.000
 UNM  H03   C03  C01   122.71  3.000
 UNM  C02   C03  C01   115.67  3.000
 UNM  O07   C04  C06   124.72  3.000
 UNM  O07   C04  C02   110.72  3.000
 UNM  C06   C04  C02   124.57  3.000
 UNM  H05   C05  C06   119.78  3.000
 UNM  H05   C05  C01   119.58  3.000
 UNM  C06   C05  C01   120.63  3.000
 UNM  N21   C06  C05   124.52  3.000
 UNM  N21   C06  C04   120.81  3.000
 UNM  C05   C06  C04   114.64  3.000
 UNM  C09   O07  C04   106.98  3.000
 UNM  H08   C08  C09   126.07  3.000
 UNM  H08   C08  C02   127.27  3.000
 UNM  C09   C08  C02   106.67  3.000
 UNM  C10   C09  C08   131.09  3.000
 UNM  C10   C09  O07   118.10  3.000
 UNM  C08   C09  O07   110.80  3.000
 UNM  O12   C10  O11   128.82  3.000
 UNM  O12   C10  C09   116.49  3.000
 UNM  O11   C10  C09   114.69  3.000
 UNM  H14   C14  N21   107.73  3.000
 UNM  H14   C14  C19   108.98  3.000
 UNM  N21   C14  C19   113.05  3.000
 UNM  H14   C14  C15   107.99  3.000
 UNM  N21   C14  C15   108.96  3.000
 UNM  C19   C14  C15   109.99  3.000
 UNM  H15A  C15  H15   106.52  3.000
 UNM  H15A  C15  C16   110.67  3.000
 UNM  H15   C15  C16   109.10  3.000
 UNM  H15A  C15  C14   109.79  3.000
 UNM  H15   C15  C14   107.97  3.000
 UNM  C16   C15  C14   112.57  3.000
 UNM  H16A  C16  H16   105.66  3.000
 UNM  H16A  C16  C17   108.87  3.000
 UNM  H16   C16  C17   110.09  3.000
 UNM  H16A  C16  C15   111.37  3.000
 UNM  H16   C16  C15   109.21  3.000
 UNM  C17   C16  C15   111.48  3.000
 UNM  H17   C17  N20   112.20  3.000
 UNM  H17   C17  C18   107.43  3.000
 UNM  N20   C17  C18   109.80  3.000
 UNM  H17   C17  C16   107.26  3.000
 UNM  C18   C17  C16   110.17  3.000
 UNM  N20   C17  C16   109.92  3.000
 UNM  H18A  C18  H18   106.26  3.000
 UNM  H18A  C18  C19   110.27  3.000
 UNM  H18   C18  C19   109.72  3.000
 UNM  H18A  C18  C17   108.97  3.000
 UNM  H18   C18  C17   109.79  3.000
 UNM  C19   C18  C17   111.69  3.000
 UNM  H19A  C19  H19   106.21  3.000
 UNM  H19A  C19  C18   109.77  3.000
 UNM  H19   C19  C18   110.23  3.000
 UNM  H19A  C19  C14   108.12  3.000
 UNM  H19   C19  C14   110.41  3.000
 UNM  C18   C19  C14   111.92  3.000
 UNM  HN2A  N20  HN20  105.41  3.000
 UNM  HN2A  N20  C17   109.45  3.000
 UNM  HN20  N20  C17   109.28  3.000
 UNM  HN21  N21  C14   116.60  3.000
 UNM  HN21  N21  C06   116.45  3.000
 UNM  C14   N21  C06   124.33  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
 UNM  CONST_01  C04   C06  C05  C01    0.00   0.0  0
 UNM  CONST_02  C04   C02  C03  C01    0.00   0.0  0
 UNM  CONST_03  C08   C02  C03  C01  180.00   0.0  0
 UNM  CONST_04  C05   C06  C04  C02    0.00   0.0  0
 UNM  CONST_05  C09   O07  C04  C02    0.00   0.0  0
 UNM  CONST_06  C05   C01  C03  C02    0.00   0.0  0
 UNM  CONST_07  O07   C09  C08  C02    0.00   0.0  0
 UNM  CONST_08  C06   C05  C01  C03    0.00   0.0  0
 UNM  CONST_09  C06   C04  C02  C03    0.00   0.0  0
 UNM  CONST_10  O07   C04  C02  C03  180.00   0.0  0
 UNM  CONST_11  C09   C08  C02  C03  180.00   0.0  0
 UNM  CONST_12  C09   C08  C02  C04    0.00   0.0  0
 UNM  CONST_13  C08   C09  O07  C04    0.00   0.0  0
 UNM  CONST_14  O07   C04  C06  C05  180.00   0.0  0
 UNM  CONST_15  C08   C02  C04  C06  180.00   0.0  0
 UNM  CONST_16  C09   O07  C04  C06  180.00   0.0  0
 UNM  CONST_17  C08   C02  C04  O07    0.00   0.0  0
 UNM  CONST_18  N21   C06  C05  C01  180.00   0.0  0
 UNM  CONST_19  N21   C06  C04  C02  180.00   0.0  0
 UNM  CONST_20  BR13  C01  C03  C02  180.00   0.0  0
 UNM  CONST_21  C10   C09  C08  C02  180.00   0.0  0
 UNM  CONST_22  C10   C09  O07  C04  180.00   0.0  0
 UNM  CONST_23  BR13  C01  C05  C06  180.00   0.0  0
 UNM  CONST_24  N21   C06  C04  O07    0.00   0.0  0
 UNM  CONST_25  C14   N21  C06  C04  180.00   0.0  0
 UNM  CONST_26  C14   N21  C06  C05    0.00   0.0  0
 UNM  CONST_27  H05   C05  C01  C03  180.00   0.0  0
 UNM  CONST_28  H08   C08  C02  C03    0.00   0.0  0
 UNM  CONST_29  H03   C03  C02  C04  180.00   0.0  0
 UNM  CONST_30  HN21  N21  C06  C04    0.00   0.0  0
 UNM  Var_01    C17   C18  C19  C14  -56.27  30.0  1
 UNM  Var_02    C17   C16  C15  C14   55.50  30.0  1
 UNM  Var_03    O11   C10  C09  O07  179.79  30.0  2

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
 UNM  chir_01  C14  C19  C15  N21  positiv
 UNM  chir_02  C17  N20  C16  C18  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
 UNM  plan-1  C01   0.020
 UNM  plan-1  C02   0.020
 UNM  plan-1  C03   0.020
 UNM  plan-1  C04   0.020
 UNM  plan-1  C05   0.020
 UNM  plan-1  C06   0.020
 UNM  plan-1  O07   0.020
 UNM  plan-1  C08   0.020
 UNM  plan-1  C09   0.020
 UNM  plan-1  C10   0.020
 UNM  plan-1  BR13  0.020
 UNM  plan-1  N21   0.020
 UNM  plan-1  H03   0.020
 UNM  plan-1  H05   0.020
 UNM  plan-1  H08   0.020
 UNM  plan-2  C06   0.020
 UNM  plan-2  C14   0.020
 UNM  plan-2  N21   0.020
 UNM  plan-2  HN21  0.020
 UNM  plan-3  C09   0.020
 UNM  plan-3  C10   0.020
 UNM  plan-3  O11   0.020
 UNM  plan-3  O12   0.020

