# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 14:45:38 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 8-bromo-4-(2-chlorophenyl)-N-(2-hydroxyethyl)-6-methyl-1,3-dioxo-1,2,3,6-tetrahydropyrrolo[3,4-e]indole-7-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1c2cc(c3ccccc3Cl)c4C(=O)NC(=O)c4c2c(Br)c1C(=O)NCCO
#
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
 P91  P91  8-bromo-4-(2-chlorophenyl)-N-(2-hydroxyethyl)-6-methyl-1,3-dioxo-1,2,3,6-tetrahydropyrrolo[3,4-e]indole-7-carboxamide  ligand  44  29  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_P91
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
 P91  C1    C   CR16  0  -0.367  -1.2987  -1.6885  -0.2400
 P91  C2    C   CR6   0   0.054  -2.2913  -0.8360   0.2112
 P91  C3    C   CR56  0  -0.118  -1.8928   0.3785   0.7777
 P91  C4    C   CR56  0  -0.102  -0.5709   0.7687   0.8905
 P91  C5    C   CR5   0   0.523  -0.5447   2.1033   1.5509
 P91  C6    C   CR5   0   0.557  -2.7412   1.4357   1.3824
 P91  C7    C   CR6   0   0.143  -3.7082  -1.2441   0.0939
 P91  O1    O   O     0  -0.385   0.3975   2.7968   1.8345
 P91  O2    O   O     0  -0.390  -3.9376   1.4633   1.5160
 P91  O3    O   OH1   0  -0.672   6.5773  -0.2557   1.5827
 P91  O4    O   O     0  -0.465   3.8152  -1.9464  -1.8426
 P91  C8    C   CR6   0  -0.097  -4.5987  -0.6107  -0.7690
 P91  N1    N   NR15  0  -0.741  -1.8648   2.4179   1.7962
 P91  C9    C   CR16  0  -0.200  -5.9132  -1.0301  -0.8917
 P91  C10   C   CR16  0  -0.271  -6.3584  -2.1074  -0.1390
 P91  C11   C   CR16  0  -0.232  -5.4888  -2.7609   0.7213
 P91  N3    N   NH1   0  -0.600   4.5059  -1.7634   0.3151
 P91  C17   C   CH2   0  -0.334   5.9183  -1.9967   0.1053
 P91  C18   C   CH2   0  -0.151   6.7292  -0.7256   0.2623
 P91  C16   C   CR5   0   0.285   2.2474  -1.2489  -0.2322
 P91  C15   C   CR5   0  -0.363   1.8699  -0.0654   0.3505
 P91  BR    BR  BR    0  -0.025   3.0512   1.2890   0.8314
 P91  N2    N   NR5   0  -0.582   1.1412  -1.9942  -0.5184
 P91  C21   C   CH3   0  -0.538   1.1254  -3.3074  -1.1314
 P91  C14   C   CR56  0   0.380   0.0364  -1.3035  -0.1292
 P91  C13   C   CR56  0   0.232   0.4497  -0.0637   0.4316
 P91  C12   C   CR16  0  -0.307  -4.1752  -2.3298   0.8304
 P91  CL    CL  CL    0  -0.128  -4.0571   0.7165  -1.7418
 P91  H1    H   HCR6  0   0.288  -1.5701  -2.6337  -0.6915
 P91  HO3   H   HOH1  0   0.457   6.7609   0.6868   1.5959
 P91  HN1   H   HNR5  0   0.427  -2.1558   3.2705   2.2536
 P91  H9    H   HCR6  0   0.281  -6.5824  -0.5243  -1.5742
 P91  H10   H   HCR6  0   0.270  -7.3853  -2.4339  -0.2336
 P91  H11   H   HCR6  0   0.266  -5.8300  -3.6041   1.3067
 P91  HN3   H   HNH1  0   0.412   4.2169  -1.5305   1.2522
 P91  H17   H   HCH2  0   0.260   6.2568  -2.7525   0.8167
 P91  H17A  H   HCH2  0   0.261   6.0685  -2.4019  -0.8932
 P91  H18   H   HCH2  0   0.210   6.3857   0.0108  -0.4725
 P91  H18A  H   HCH2  0   0.206   7.7773  -0.9529   0.0287
 P91  H21   H   HCH3  0   0.269   0.2962  -3.8819  -0.7278
 P91  H21A  H   HCH3  0   0.269   1.0186  -3.2350  -2.2121
 P91  H21B  H   HCH3  0   0.276   2.0406  -3.8411  -0.8969
 P91  H12   H   HCR6  0   0.264  -3.4950  -2.8341   1.5047
 P91  C22   C   C     0   0.476   3.6065  -1.6879  -0.6673

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
 P91  C1   C2    aromatic  1.384  0.020  1.384
 P91  C1   C14   aromatic  1.394  0.020  1.394
 P91  C2   C3    aromatic  1.398  0.020  1.398
 P91  C2   C7    single    1.479  0.020  1.479
 P91  C3   C4    aromatic  1.383  0.020  1.383
 P91  C3   C6    single    1.484  0.020  1.484
 P91  C4   C5    single    1.489  0.020  1.489
 P91  C4   C13   aromatic  1.395  0.020  1.395
 P91  C5   O1    double    1.204  0.020  1.204
 P91  C5   N1    single    1.379  0.020  1.379
 P91  C6   O2    double    1.204  0.020  1.204
 P91  C6   N1    single    1.380  0.020  1.380
 P91  C7   C8    aromatic  1.392  0.020  1.392
 P91  C7   C12   aromatic  1.393  0.020  1.393
 P91  O3   C18   single    1.410  0.020  1.410
 P91  O4   C22   double    1.221  0.020  1.221
 P91  C8   C9    aromatic  1.385  0.020  1.385
 P91  C8   CL    single    1.732  0.020  1.732
 P91  C9   C10   aromatic  1.388  0.020  1.388
 P91  C10  C11   aromatic  1.387  0.020  1.387
 P91  C11  C12   aromatic  1.387  0.020  1.387
 P91  C22  N3    single    1.334  0.020  1.334
 P91  C22  C16   single    1.493  0.020  1.493
 P91  N3   C17   single    1.447  0.020  1.447
 P91  C17  C18   single    1.516  0.020  1.516
 P91  C16  C15   aromatic  1.372  0.020  1.372
 P91  C16  N2    aromatic  1.364  0.020  1.364
 P91  C15  BR    single    1.860  0.020  1.860
 P91  C15  C13   aromatic  1.423  0.020  1.423
 P91  N2   C21   single    1.449  0.020  1.449
 P91  N2   C14   aromatic  1.360  0.020  1.360
 P91  C14  C13   aromatic  1.422  0.020  1.422
 P91  C1   H1    single    0.930  0.020  1.080
 P91  O3   HO3   single    0.850  0.020  0.980
 P91  N1   HN1   single    0.860  0.020  1.020
 P91  C9   H9    single    0.930  0.020  1.080
 P91  C10  H10   single    0.930  0.020  1.080
 P91  C11  H11   single    0.930  0.020  1.080
 P91  N3   HN3   single    0.860  0.020  1.020
 P91  C17  H17   single    0.970  0.020  1.090
 P91  C17  H17A  single    0.970  0.020  1.090
 P91  C18  H18   single    0.970  0.020  1.090
 P91  C18  H18A  single    0.970  0.020  1.090
 P91  C21  H21   single    0.970  0.020  1.090
 P91  C21  H21A  single    0.970  0.020  1.090
 P91  C21  H21B  single    0.970  0.020  1.090
 P91  C12  H12   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
 P91  H1    C1   C14   120.98  3.000
 P91  H1    C1   C2    119.61  3.000
 P91  C14   C1   C2    119.40  3.000
 P91  C7    C2   C3    123.01  3.000
 P91  C7    C2   C1    119.42  3.000
 P91  C3    C2   C1    117.56  3.000
 P91  C6    C3   C4    108.19  3.000
 P91  C6    C3   C2    128.38  3.000
 P91  C4    C3   C2    123.41  3.000
 P91  C13   C4   C5    131.90  3.000
 P91  C13   C4   C3    120.29  3.000
 P91  C5    C4   C3    107.81  3.000
 P91  N1    C5   O1    125.16  3.000
 P91  N1    C5   C4    105.45  3.000
 P91  O1    C5   C4    129.38  3.000
 P91  N1    C6   O2    125.55  3.000
 P91  N1    C6   C3    105.43  3.000
 P91  O2    C6   C3    129.01  3.000
 P91  C12   C7   C8    117.90  3.000
 P91  C12   C7   C2    119.63  3.000
 P91  C8    C7   C2    122.43  3.000
 P91  HO3   O3   C18   108.63  3.000
 P91  CL    C8   C9    118.61  3.000
 P91  CL    C8   C7    119.77  3.000
 P91  C9    C8   C7    121.60  3.000
 P91  HN1   N1   C6    123.61  3.000
 P91  HN1   N1   C5    123.28  3.000
 P91  C6    N1   C5    113.10  3.000
 P91  H9    C9   C10   120.45  3.000
 P91  H9    C9   C8    120.10  3.000
 P91  C10   C9   C8    119.44  3.000
 P91  H10   C10  C11   120.48  3.000
 P91  H10   C10  C9    119.44  3.000
 P91  C11   C10  C9    120.08  3.000
 P91  H11   C11  C12   119.90  3.000
 P91  H11   C11  C10   120.35  3.000
 P91  C12   C11  C10   119.75  3.000
 P91  HN3   N3   C17   116.87  3.000
 P91  HN3   N3   C22   118.57  3.000
 P91  C17   N3   C22   124.09  3.000
 P91  H17A  C17  H17   107.30  3.000
 P91  H17A  C17  C18   109.48  3.000
 P91  H17   C17  C18   110.31  3.000
 P91  H17A  C17  N3    109.14  3.000
 P91  H17   C17  N3    108.66  3.000
 P91  C18   C17  N3    111.83  3.000
 P91  H18A  C18  H18   107.21  3.000
 P91  H18A  C18  C17   108.37  3.000
 P91  H18   C18  C17   109.05  3.000
 P91  H18A  C18  O3    111.79  3.000
 P91  H18   C18  O3    111.74  3.000
 P91  C17   C18  O3    108.59  3.000
 P91  N2    C16  C15   109.71  3.000
 P91  N2    C16  C22   121.08  3.000
 P91  C15   C16  C22   128.89  3.000
 P91  C13   C15  BR    128.20  3.000
 P91  C13   C15  C16   107.45  3.000
 P91  BR    C15  C16   124.27  3.000
 P91  C14   N2   C21   124.92  3.000
 P91  C14   N2   C16   108.74  3.000
 P91  C21   N2   C16   126.35  3.000
 P91  H21B  C21  H21A  109.27  3.000
 P91  H21B  C21  H21   107.65  3.000
 P91  H21A  C21  H21   109.22  3.000
 P91  H21B  C21  N2    110.18  3.000
 P91  H21A  C21  N2    111.15  3.000
 P91  H21   C21  N2    109.29  3.000
 P91  C13   C14  N2    108.63  3.000
 P91  C13   C14  C1    123.41  3.000
 P91  N2    C14  C1    127.96  3.000
 P91  C14   C13  C15   105.47  3.000
 P91  C14   C13  C4    115.94  3.000
 P91  C15   C13  C4    138.60  3.000
 P91  H12   C12  C11   119.96  3.000
 P91  H12   C12  C7    118.81  3.000
 P91  C11   C12  C7    121.23  3.000
 P91  C16   C22  N3    114.57  3.000
 P91  C16   C22  O4    119.88  3.000
 P91  N3    C22  O4    125.55  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
 P91  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 P91  CONST_04  C16  N2   C14  C1    180.00   0.0  0
 P91  CONST_05  C4   C13  C14  C1      0.00   0.0  0
 P91  CONST_06  C15  C13  C14  C1    180.00   0.0  0
 P91  CONST_07  N2   C14  C1   C2    180.00   0.0  0
 P91  CONST_08  C13  C14  C1   C2      0.00   0.0  0
 P91  CONST_09  C13  C4   C3   C2      0.00   0.0  0
 P91  CONST_10  C9   C8   C7   C2    180.00   0.0  0
 P91  CONST_11  C11  C12  C7   C2    180.00   0.0  0
 P91  CONST_12  C14  C1   C2   C3      0.00   0.0  0
 P91  CONST_15  C15  C13  C4   C3    180.00   0.0  0
 P91  CONST_16  C14  C13  C4   C3      0.00   0.0  0
 P91  CONST_17  C7   C2   C3   C4    180.00   0.0  0
 P91  CONST_18  C16  C15  C13  C4    180.00   0.0  0
 P91  CONST_19  N2   C14  C13  C4    180.00   0.0  0
 P91  CONST_20  C14  C1   C2   C7    180.00   0.0  0
 P91  CONST_21  C10  C9   C8   C7      0.00   0.0  0
 P91  CONST_22  C10  C11  C12  C7      0.00   0.0  0
 P91  CONST_23  C11  C12  C7   C8      0.00   0.0  0
 P91  CONST_24  C11  C10  C9   C8      0.00   0.0  0
 P91  CONST_25  C12  C7   C8   C9      0.00   0.0  0
 P91  CONST_26  C12  C11  C10  C9      0.00   0.0  0
 P91  CONST_27  C14  C13  C15  C16     0.00   0.0  0
 P91  CONST_28  C13  C14  N2   C16     0.00   0.0  0
 P91  CONST_29  C14  N2   C16  C15     0.00   0.0  0
 P91  CONST_30  N2   C14  C13  C15     0.00   0.0  0
 P91  CONST_31  C13  C15  C16  N2      0.00   0.0  0
 P91  CONST_32  C7   C2   C3   C6      0.00   0.0  0
 P91  CONST_33  C6   N1   C5   C4      0.00   0.0  0
 P91  CONST_34  C21  N2   C14  C1      0.00   0.0  0
 P91  CONST_35  CL   C8   C7   C2      0.00   0.0  0
 P91  CONST_36  BR   C15  C13  C4      0.00   0.0  0
 P91  CONST_37  CL   C8   C9   C10   180.00   0.0  0
 P91  CONST_38  C13  C15  C16  C22   180.00   0.0  0
 P91  CONST_39  C14  N2   C16  C22   180.00   0.0  0
 P91  CONST_40  C21  N2   C16  C15   180.00   0.0  0
 P91  CONST_41  N2   C16  C15  BR    180.00   0.0  0
 P91  CONST_42  C14  C13  C15  BR    180.00   0.0  0
 P91  CONST_43  C13  C14  N2   C21   180.00   0.0  0
 P91  CONST_44  CL   C8   C7   C12   180.00   0.0  0
 P91  CONST_45  O1   C5   N1   C6    180.00   0.0  0
 P91  CONST_46  H12  C12  C7   C2      0.00   0.0  0
 P91  CONST_47  H1   C1   C2   C3    180.00   0.0  0
 P91  CONST_48  H9   C9   C8   C7    180.00   0.0  0
 P91  CONST_49  H11  C11  C12  C7    180.00   0.0  0
 P91  CONST_50  H10  C10  C9   C8    180.00   0.0  0
 P91  CONST_51  HN1  N1   C5   C4    180.00   0.0  0
 P91  CONST_52  C16  C22  N3   C17   180.00   0.0  0
 P91  CONST_53  HN3  N3   C22  C16     0.00   0.0  0
 P91  CONST_54  C17  N3   C22  O4      0.00   0.0  0
 P91  Var_01    C15  C16  C22  O4   -118.83  30.0  2
 P91  Var_02    H21  C21  N2   C16   146.50  30.0  2
 P91  Var_03    N3   C17  C18  O3     61.98  30.0  1
 P91  Var_04    C18  C17  N3   C22   103.62  30.0  3

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
 P91  plan-1  C2   0.020
 P91  plan-1  C7   0.020
 P91  plan-1  C8   0.020
 P91  plan-1  C9   0.020
 P91  plan-1  C10  0.020
 P91  plan-1  C11  0.020
 P91  plan-1  C12  0.020
 P91  plan-1  CL   0.020
 P91  plan-1  H9   0.020
 P91  plan-1  H10  0.020
 P91  plan-1  H11  0.020
 P91  plan-1  H12  0.020
 P91  plan-2  C1   0.020
 P91  plan-2  C2   0.020
 P91  plan-2  C3   0.020
 P91  plan-2  C4   0.020
 P91  plan-2  C5   0.020
 P91  plan-2  C6   0.020
 P91  plan-2  C7   0.020
 P91  plan-2  O1   0.020
 P91  plan-2  O2   0.020
 P91  plan-2  N1   0.020
 P91  plan-2  C16  0.020
 P91  plan-2  C15  0.020
 P91  plan-2  BR   0.020
 P91  plan-2  N2   0.020
 P91  plan-2  C21  0.020
 P91  plan-2  C14  0.020
 P91  plan-2  C13  0.020
 P91  plan-2  H1   0.020
 P91  plan-2  HN1  0.020
 P91  plan-2  C22  0.020
 P91  plan-3  O4   0.020
 P91  plan-3  N3   0.020
 P91  plan-3  C17  0.020
 P91  plan-3  C16  0.020
 P91  plan-3  HN3  0.020
 P91  plan-3  C22  0.020

