# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 14:55:39 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: (4R)-2,7,8-triamino-4-(3-bromo-4,5-dimethoxyphenyl)-4H-1-benzopyran-3-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(cc(Br)c1OC)[C@@H]2c3ccc(N)c(N)c3OC(=C2C#N)N
#
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
 BG0  BG0  (4R)-2,7,8-triamino-4-(3-bromo-4,5-dimethoxyphenyl)-4H-1-benzopyran-3-carbonitrile  ligand  43  26  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BG0
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
 BG0  C01  C   CH3   0  -0.441  -3.0697   2.8380  -2.7759
 BG0  O02  O   O2    0  -0.461  -3.3798   1.6431  -2.0833
 BG0  C03  C   CR6   0   0.360  -2.4545   1.1163  -1.2689
 BG0  C04  C   CR16  0  -0.475  -1.1863   1.6497  -1.0614
 BG0  C05  C   CR6   0   0.219  -0.2853   1.0284  -0.2045
 BG0  C06  C   CH1   0  -0.424   1.1054   1.6143  -0.0278
 BG0  C07  C   C     0  -0.186   1.4536   1.8393   1.4210
 BG0  C08  C   CSP   0   0.025   0.7775   2.8506   2.1203
 BG0  N09  N   NS    0  -0.289   0.2134   3.6908   2.6841
 BG0  C10  C   C     0   0.599   2.3354   1.0424   2.0957
 BG0  N11  N   NH2   0  -0.835   2.5805   1.0678   3.4129
 BG0  O12  O   O2    0  -0.480   3.0321   0.0880   1.4800
 BG0  C13  C   CR6   0   0.294   3.0250  -0.0016   0.1052
 BG0  C14  C   CR6   0   0.149   3.9845  -0.8672  -0.4224
 BG0  N15  N   NH2   0  -0.844   4.9037  -1.4931   0.4015
 BG0  C16  C   CR6   0   0.217   4.0315  -1.0102  -1.8211
 BG0  N17  N   NH2   0  -0.866   5.0035  -1.8389  -2.3860
 BG0  C18  C   CR16  0  -0.324   3.1550  -0.2688  -2.6101
 BG0  C19  C   CR16  0  -0.341   2.2305   0.5953  -2.0483
 BG0  C20  C   CR6   0   0.094   2.1422   0.7291  -0.6700
 BG0  C21  C   CR16  0  -0.311  -0.6485  -0.1342   0.4575
 BG0  C22  C   CR6   0  -0.195  -1.9158  -0.6583   0.2516
 BG0  BR   BR  BR    0  -0.030  -2.4144  -2.2492   1.1312
 BG0  C24  C   CR6   0   0.309  -2.8317  -0.0617  -0.6047
 BG0  O25  O   O2    0  -0.472  -4.0501  -0.6055  -0.8255
 BG0  C26  C   CH3   0  -0.411  -5.1055  -0.0482  -0.0464
 BG0  H1   H   HCH3  0   0.233  -2.8564   3.6616  -2.0900
 BG0  H2   H   HCH3  0   0.233  -2.2189   2.7087  -3.4494
 BG0  H3   H   HCH3  0   0.265  -3.9489   3.0878  -3.3640
 BG0  H5   H   HCH1  0   0.294   1.1162   2.5785  -0.5452
 BG0  H8   H   HNH2  0   0.418   2.1870   1.8023   3.9771
 BG0  H9   H   HNH2  0   0.415   3.4348   0.6625   3.7600
 BG0  H11  H   HNH2  0   0.382   4.5838  -1.7195   1.3293
 BG0  H12  H   HNH2  0   0.376   5.4004  -2.2695  -0.0016
 BG0  H13  H   HNH2  0   0.372   5.0185  -2.7755  -2.0039
 BG0  H14  H   HNH2  0   0.377   4.9122  -1.9113  -3.3886
 BG0  H15  H   HCR6  0   0.257   3.1990  -0.3808  -3.6871
 BG0  H16  H   HCR6  0   0.248   1.5544   1.1500  -2.6866
 BG0  H17  H   HCR6  0   0.270   0.0433  -0.6273   1.1284
 BG0  H18  H   HCH3  0   0.224  -4.9482  -0.2201   1.0209
 BG0  H19  H   HCH3  0   0.230  -5.2157   1.0236  -0.2198
 BG0  H20  H   HCH3  0   0.243  -6.0216  -0.5495  -0.3508
 BG0  H7   H   HCR6  0   0.286  -0.8833   2.5598  -1.5629

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
 BG0  BR   C22  single    1.885  0.020  1.885
 BG0  C26  O25  single    1.425  0.020  1.425
 BG0  O25  C24  single    1.352  0.020  1.352
 BG0  C22  C24  aromatic  1.389  0.020  1.389
 BG0  C22  C21  aromatic  1.387  0.020  1.387
 BG0  C24  C03  aromatic  1.404  0.020  1.404
 BG0  C21  C05  aromatic  1.386  0.020  1.386
 BG0  C03  O02  single    1.340  0.020  1.340
 BG0  C03  C04  aromatic  1.391  0.020  1.391
 BG0  O02  C01  single    1.416  0.020  1.416
 BG0  N09  C08  triple    1.158  0.020  1.158
 BG0  C05  C04  aromatic  1.390  0.020  1.390
 BG0  C05  C06  single    1.519  0.020  1.519
 BG0  C08  C07  single    1.403  0.020  1.403
 BG0  C06  C07  single    1.507  0.020  1.507
 BG0  C06  C20  single    1.507  0.020  1.507
 BG0  C07  C10  double    1.367  0.020  1.367
 BG0  C19  C20  aromatic  1.388  0.020  1.388
 BG0  C19  C18  aromatic  1.385  0.020  1.385
 BG0  C20  C13  aromatic  1.384  0.020  1.384
 BG0  C10  N11  single    1.340  0.020  1.340
 BG0  C10  O12  single    1.332  0.020  1.332
 BG0  C18  C16  aromatic  1.393  0.020  1.393
 BG0  C13  O12  single    1.378  0.020  1.378
 BG0  C13  C14  aromatic  1.396  0.020  1.396
 BG0  C16  C14  aromatic  1.407  0.020  1.407
 BG0  C16  N17  single    1.397  0.020  1.397
 BG0  C14  N15  single    1.384  0.020  1.384
 BG0  C01  H1   single    0.970  0.020  1.090
 BG0  C01  H2   single    0.970  0.020  1.090
 BG0  C01  H3   single    0.970  0.020  1.090
 BG0  C06  H5   single    0.970  0.020  1.090
 BG0  N11  H8   single    0.890  0.020  1.040
 BG0  N11  H9   single    0.890  0.020  1.040
 BG0  N15  H11  single    0.890  0.020  1.040
 BG0  N15  H12  single    0.890  0.020  1.040
 BG0  N17  H13  single    0.890  0.020  1.040
 BG0  N17  H14  single    0.890  0.020  1.040
 BG0  C18  H15  single    0.930  0.020  1.080
 BG0  C19  H16  single    0.930  0.020  1.080
 BG0  C21  H17  single    0.930  0.020  1.080
 BG0  C26  H18  single    0.970  0.020  1.090
 BG0  C26  H19  single    0.970  0.020  1.090
 BG0  C26  H20  single    0.970  0.020  1.090
 BG0  C04  H7   single    0.930  0.020  1.080

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
 BG0  H3   C01  H2   108.88  3.000
 BG0  H3   C01  H1   108.93  3.000
 BG0  H2   C01  H1   108.91  3.000
 BG0  H3   C01  O02  106.36  3.000
 BG0  H2   C01  O02  111.85  3.000
 BG0  H1   C01  O02  111.82  3.000
 BG0  C03  O02  C01  118.54  3.000
 BG0  C24  C03  C04  119.73  3.000
 BG0  C04  C03  O02  124.69  3.000
 BG0  C24  C03  O02  115.57  3.000
 BG0  H7   C04  C05  118.68  3.000
 BG0  H7   C04  C03  120.56  3.000
 BG0  C05  C04  C03  120.76  3.000
 BG0  C21  C05  C06  120.50  3.000
 BG0  C06  C05  C04  119.52  3.000
 BG0  C21  C05  C04  119.96  3.000
 BG0  H5   C06  C20  108.01  3.000
 BG0  H5   C06  C07  108.71  3.000
 BG0  C20  C06  C07  109.78  3.000
 BG0  H5   C06  C05  107.08  3.000
 BG0  C20  C06  C05  110.71  3.000
 BG0  C07  C06  C05  112.39  3.000
 BG0  C10  C07  C08  119.02  3.000
 BG0  C10  C07  C06  122.45  3.000
 BG0  C08  C07  C06  118.39  3.000
 BG0  N09  C08  C07  180.00  3.000
 BG0  O12  C10  N11  111.85  3.000
 BG0  O12  C10  C07  121.80  3.000
 BG0  N11  C10  C07  126.31  3.000
 BG0  H9   N11  H8   115.61  3.000
 BG0  H9   N11  C10  119.09  3.000
 BG0  H8   N11  C10  119.56  3.000
 BG0  C13  O12  C10  120.33  3.000
 BG0  C20  C13  C14  123.67  3.000
 BG0  C14  C13  O12  114.45  3.000
 BG0  C20  C13  O12  121.87  3.000
 BG0  C16  C14  N15  121.58  3.000
 BG0  N15  C14  C13  120.80  3.000
 BG0  C16  C14  C13  117.50  3.000
 BG0  H12  N15  H11  110.63  3.000
 BG0  H12  N15  C14  116.00  3.000
 BG0  H11  N15  C14  116.05  3.000
 BG0  C18  C16  N17  121.64  3.000
 BG0  N17  C16  C14  119.06  3.000
 BG0  C18  C16  C14  119.21  3.000
 BG0  H14  N17  H13  108.06  3.000
 BG0  H14  N17  C16  112.42  3.000
 BG0  H13  N17  C16  114.01  3.000
 BG0  H15  C18  C19  119.66  3.000
 BG0  H15  C18  C16  118.84  3.000
 BG0  C19  C18  C16  121.50  3.000
 BG0  H16  C19  C20  119.76  3.000
 BG0  H16  C19  C18  119.84  3.000
 BG0  C20  C19  C18  120.38  3.000
 BG0  C19  C20  C13  117.71  3.000
 BG0  C13  C20  C06  120.69  3.000
 BG0  C19  C20  C06  121.59  3.000
 BG0  H17  C21  C22  120.25  3.000
 BG0  H17  C21  C05  120.70  3.000
 BG0  C22  C21  C05  119.04  3.000
 BG0  C24  C22  BR   118.42  3.000
 BG0  C24  C22  C21  122.14  3.000
 BG0  BR   C22  C21  119.43  3.000
 BG0  O25  C24  C22  121.48  3.000
 BG0  C22  C24  C03  118.36  3.000
 BG0  O25  C24  C03  120.15  3.000
 BG0  C26  O25  C24  114.87  3.000
 BG0  H20  C26  H19  108.85  3.000
 BG0  H20  C26  H18  108.79  3.000
 BG0  H19  C26  H18  108.92  3.000
 BG0  H20  C26  O25  106.89  3.000
 BG0  H19  C26  O25  111.83  3.000
 BG0  H18  C26  O25  111.46  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
 BG0  CONST_01  C21  C22  C24  C03    0.00   0.0  0
 BG0  CONST_02  C21  C05  C04  C03    0.00   0.0  0
 BG0  CONST_03  C22  C24  C03  C04    0.00   0.0  0
 BG0  CONST_04  C22  C21  C05  C04    0.00   0.0  0
 BG0  CONST_05  C24  C22  C21  C05    0.00   0.0  0
 BG0  CONST_06  C24  C03  C04  C05    0.00   0.0  0
 BG0  CONST_07  C18  C19  C20  C13    0.00   0.0  0
 BG0  CONST_08  C18  C16  C14  C13    0.00   0.0  0
 BG0  CONST_09  C19  C20  C13  C14    0.00   0.0  0
 BG0  CONST_10  C19  C18  C16  C14    0.00   0.0  0
 BG0  CONST_11  C20  C19  C18  C16    0.00   0.0  0
 BG0  CONST_12  C20  C13  C14  C16    0.00   0.0  0
 BG0  CONST_13  C06  C05  C04  C03  180.00   0.0  0
 BG0  CONST_14  C22  C21  C05  C06  180.00   0.0  0
 BG0  CONST_15  C22  C24  C03  O02  180.00   0.0  0
 BG0  CONST_16  C05  C04  C03  O02  180.00   0.0  0
 BG0  CONST_17  BR   C22  C24  C03  180.00   0.0  0
 BG0  CONST_18  O25  C24  C03  C04  180.00   0.0  0
 BG0  CONST_19  BR   C22  C21  C05  180.00   0.0  0
 BG0  CONST_20  N15  C14  C13  O12    0.00   0.0  0
 BG0  CONST_21  N17  C16  C14  C13  180.00   0.0  0
 BG0  CONST_22  C20  C13  C14  N15  180.00   0.0  0
 BG0  CONST_23  C18  C16  C14  N15  180.00   0.0  0
 BG0  CONST_24  C19  C18  C16  N17  180.00   0.0  0
 BG0  CONST_25  O25  C24  C22  C21  180.00   0.0  0
 BG0  CONST_26  H17  C21  C05  C04  180.00   0.0  0
 BG0  CONST_27  H7   C04  C05  C06    0.00   0.0  0
 BG0  CONST_28  H16  C19  C20  C06    0.00   0.0  0
 BG0  CONST_29  H15  C18  C16  C14  180.00   0.0  0
 BG0  CONST_33  H14  N17  C16  C14  180.00   0.0  0
 BG0  Var_01    O12  C10  C07  C06    6.07  30.0  1
 BG0  Var_02    C20  C13  O12  C10  -10.93  30.0  1
 BG0  Var_03    C24  C03  O02  C01  179.46  30.0  2
 BG0  Var_04    C10  C07  C08  N09  173.36  30.0  3
 BG0  Var_05    H8   N11  C10  C07   -8.41  30.0  2
 BG0  Var_06    H1   C01  O02  C03  -60.82  30.0  3
 BG0  Var_07    H18  C26  O25  C24  -63.26  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
 BG0  chir_01  C06  C05  C07  C20  negativ

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
 BG0  plan-1  O02  0.020
 BG0  plan-1  C03  0.020
 BG0  plan-1  C04  0.020
 BG0  plan-1  C05  0.020
 BG0  plan-1  C06  0.020
 BG0  plan-1  C21  0.020
 BG0  plan-1  C22  0.020
 BG0  plan-1  BR   0.020
 BG0  plan-1  C24  0.020
 BG0  plan-1  O25  0.020
 BG0  plan-1  H17  0.020
 BG0  plan-1  H7   0.020
 BG0  plan-2  C06  0.020
 BG0  plan-2  O12  0.020
 BG0  plan-2  C13  0.020
 BG0  plan-2  C14  0.020
 BG0  plan-2  N15  0.020
 BG0  plan-2  C16  0.020
 BG0  plan-2  N17  0.020
 BG0  plan-2  C18  0.020
 BG0  plan-2  C19  0.020
 BG0  plan-2  C20  0.020
 BG0  plan-2  H15  0.020
 BG0  plan-2  H16  0.020
 BG0  plan-3  C14  0.020
 BG0  plan-3  N15  0.020
 BG0  plan-3  H11  0.020
 BG0  plan-3  H12  0.020
 BG0  plan-4  C16  0.020
 BG0  plan-4  N17  0.020
 BG0  plan-4  H13  0.020
 BG0  plan-4  H14  0.020

