# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 17:12:05 2022
#   Inital geometry file: a 124 line input string
#   Ligand name: 4-chloranyl-2-[[5-chloranyl-2-(5-methoxy-1,3-dihydroisoindol-2-yl)-1,3-thiazol-4-yl]carbonyl-methyl-amino]-5-fluoranyl-benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2CN(Cc2c1)c3sc(Cl)c(n3)C(=O)N(C)c4cc(Cl)c(F)cc4C(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
 EGU  EGU  '4-chloranyl-2-[[5-chloranyl-2-(5-methoxy-1,3-dihydroisoindol-2-yl)-1,3-thiazol-4-yl]carbonyl-methyl-amino]-5-fluoranyl-benzoic acid'  ligand  47  32  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EGU
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
 EGU  C27  C   C1     0  -0.297  29.2730  -6.8650  40.6245
 EGU  C32  C   C1     0  -0.381  29.6352  -7.5246  41.7945
 EGU  C10  C   CR16   0  -0.484  30.6437  -7.2596  34.4357
 EGU  C30  C   C1     0  -0.404  31.9249  -6.7943  41.5066
 EGU  C13  C   CR16   0  -0.197  28.5325  -5.5258  34.8357
 EGU  C9   C   CR6    0  -0.050  30.7302  -5.9692  33.9169
 EGU  C28  C   CR5    0   0.026  30.2286  -6.1769  39.9033
 EGU  C29  C   CR5    0   0.068  31.5422  -6.1490  40.3497
 EGU  C14  C   CR6    0   0.246  29.6660  -5.0961  34.1531
 EGU  C31  C   C      0   0.391  30.9587  -7.4904  42.2388
 EGU  C11  C   CR6    0   0.627  29.5187  -7.6773  35.1073
 EGU  C12  C   CR6    0  -0.254  28.4479  -6.8210  35.3042
 EGU  C21  C   CR5    0   0.280  31.5100  -3.3397  35.3126
 EGU  C20  C   CR5    0  -0.347  32.8498  -3.1782  35.4297
 EGU  C23  C   CR5    0   0.334  31.7578  -4.2765  37.2922
 EGU  C26  C   CH2    0  -0.278  30.0764  -5.4019  38.6333
 EGU  C24  C   CH2    0  -0.285  32.3985  -5.3537  39.4122
 EGU  N22  N   N      0  -0.460  30.9001  -3.9351  36.3791
 EGU  N25  N   NR5    0  -0.535  31.4343  -4.9205  38.4163
 EGU  N15  N   NT     0  -0.521  29.7000  -3.7337  33.7594
 EGU  O6   O   O      0  -0.568  31.8568  -4.7361  32.2377
 EGU  O16  O   O      0  -0.462  30.9165  -1.8366  33.5885
 EGU  O7   O   OC    -1  -0.572  33.0066  -6.2588  33.3949
 EGU  O2   O   O2     0  -0.469  31.3953  -8.0963  43.3588
 EGU  F5   F   F      0  -0.298  29.4490  -8.9234  35.5852
 EGU  S19  S   S2     0   0.241  33.4147  -3.8476  36.9298
 EGU  CL4  CL  CL     0  -0.096  27.0674  -7.3671  36.1787
 EGU  H1   H   H      0   0.256  28.2428  -6.8996  40.2918
 EGU  H2   H   H      0   0.279  28.8737  -8.0583  42.3462
 EGU  H3   H   HCR6   0   0.280  31.4680  -7.9480  34.3028
 EGU  H4   H   H      0   0.259  32.9513  -6.7706  41.8528
 EGU  H5   H   HCR6   0   0.287  27.7282  -4.8282  35.0302
 EGU  H6   H   HCH2   0   0.259  29.3704  -4.5711  38.7251
 EGU  H7   H   HCH2   0   0.266  33.1912  -5.9666  38.9658
 EGU  H8   H   HCH3   0   0.245  28.4982  -2.3193  32.7738
 EGU  H9   H   HCH3   0   0.242  29.4249  -3.3846  31.6995
 EGU  H10  H   HCH3   0   0.251  28.0167  -4.0027  32.5739
 EGU  H11  H   HCH3   0   0.258  31.0362  -9.2457  44.9706
 EGU  H12  H   HCH3   0   0.227  29.6658  -8.2182  44.5178
 EGU  H13  H   HCH3   0   0.227  30.0438  -9.6702  43.5649
 EGU  H15  H   HCH2   0   0.261  29.7416  -6.0201  37.7939
 EGU  H16  H   HCH2   0   0.271  32.8783  -4.5027  39.9078
 EGU  C17  C   C      0   0.515  30.7056  -2.9063  34.1326
 EGU  C3   C   CH3    0  -0.537  28.8697  -3.3325  32.6374
 EGU  CL2  CL  CL     0  -0.073  33.9613  -2.5156  34.3273
 EGU  C1   C   CH3    0  -0.436  30.4768  -8.8409  44.1307
 EGU  C8   C   C      0   0.405  31.9855  -5.6091  33.1125

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
 EGU  O6   C8   deloc     1.243  0.020  1.243
 EGU  C3   N15  single    1.452  0.020  1.452
 EGU  C8   O7   deloc     1.243  0.020  1.243
 EGU  C8   C9   single    1.534  0.020  1.534
 EGU  O16  C17  double    1.218  0.020  1.218
 EGU  N15  C14  single    1.419  0.020  1.419
 EGU  N15  C17  single    1.355  0.020  1.355
 EGU  C9   C14  aromatic  1.397  0.020  1.397
 EGU  C9   C10  aromatic  1.393  0.020  1.393
 EGU  C14  C13  aromatic  1.391  0.020  1.391
 EGU  C10  C11  aromatic  1.375  0.020  1.375
 EGU  C17  C21  single    1.492  0.020  1.492
 EGU  C13  C12  aromatic  1.380  0.020  1.380
 EGU  CL2  C20  single    1.700  0.020  1.700
 EGU  C11  C12  aromatic  1.385  0.020  1.385
 EGU  C11  F5   single    1.336  0.020  1.336
 EGU  C12  CL4  single    1.723  0.020  1.723
 EGU  C21  C20  aromatic  1.355  0.020  1.355
 EGU  C21  N22  aromatic  1.365  0.020  1.365
 EGU  C20  S19  aromatic  1.737  0.020  1.737
 EGU  N22  C23  aromatic  1.298  0.020  1.298
 EGU  S19  C23  aromatic  1.749  0.020  1.749
 EGU  C23  N25  single    1.335  0.020  1.335
 EGU  N25  C26  single    1.457  0.020  1.457
 EGU  N25  C24  single    1.452  0.020  1.452
 EGU  C26  C28  single    1.496  0.020  1.496
 EGU  C24  C29  single    1.498  0.020  1.498
 EGU  C28  C29  aromatic  1.388  0.020  1.388
 EGU  C28  C27  aromatic  1.381  0.020  1.381
 EGU  C29  C30  aromatic  1.379  0.020  1.379
 EGU  C27  C32  aromatic  1.391  0.020  1.391
 EGU  C30  C31  aromatic  1.398  0.020  1.398
 EGU  C32  C31  aromatic  1.396  0.020  1.396
 EGU  C31  O2   single    1.346  0.020  1.346
 EGU  O2   C1   single    1.412  0.020  1.412
 EGU  C27  H1   single    0.930  0.020  1.080
 EGU  C32  H2   single    0.930  0.020  1.080
 EGU  C10  H3   single    0.930  0.020  1.080
 EGU  C30  H4   single    0.930  0.020  1.080
 EGU  C13  H5   single    0.930  0.020  1.080
 EGU  C26  H6   single    0.970  0.020  1.090
 EGU  C24  H7   single    0.970  0.020  1.090
 EGU  C3   H8   single    0.970  0.020  1.090
 EGU  C3   H9   single    0.970  0.020  1.090
 EGU  C3   H10  single    0.970  0.020  1.090
 EGU  C1   H11  single    0.970  0.020  1.090
 EGU  C1   H12  single    0.970  0.020  1.090
 EGU  C1   H13  single    0.970  0.020  1.090
 EGU  C26  H15  single    0.970  0.020  1.090
 EGU  C24  H16  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
 EGU  H1   C27  C28  120.91  3.000
 EGU  H1   C27  C32  119.40  3.000
 EGU  C28  C27  C32  119.69  3.000
 EGU  H2   C32  C31  121.14  3.000
 EGU  H2   C32  C27  118.67  3.000
 EGU  C31  C32  C27  120.18  3.000
 EGU  H3   C10  C11  119.34  3.000
 EGU  H3   C10  C9   119.74  3.000
 EGU  C11  C10  C9   120.92  3.000
 EGU  H4   C30  C31  119.89  3.000
 EGU  H4   C30  C29  121.38  3.000
 EGU  C31  C30  C29  118.73  3.000
 EGU  H5   C13  C12  119.90  3.000
 EGU  H5   C13  C14  119.64  3.000
 EGU  C12  C13  C14  120.43  3.000
 EGU  C8   C9   C14  124.44  3.000
 EGU  C14  C9   C10  117.95  3.000
 EGU  C8   C9   C10  117.61  3.000
 EGU  C26  C28  C29  111.04  3.000
 EGU  C29  C28  C27  119.81  3.000
 EGU  C26  C28  C27  129.15  3.000
 EGU  C24  C29  C28  110.51  3.000
 EGU  C28  C29  C30  121.55  3.000
 EGU  C24  C29  C30  127.94  3.000
 EGU  N15  C14  C9   122.36  3.000
 EGU  C9   C14  C13  120.71  3.000
 EGU  N15  C14  C13  116.89  3.000
 EGU  O2   C31  C30  115.83  3.000
 EGU  O2   C31  C32  124.13  3.000
 EGU  C30  C31  C32  120.04  3.000
 EGU  F5   C11  C12  119.03  3.000
 EGU  F5   C11  C10  120.03  3.000
 EGU  C12  C11  C10  120.94  3.000
 EGU  CL4  C12  C11  119.71  3.000
 EGU  CL4  C12  C13  121.26  3.000
 EGU  C11  C12  C13  118.98  3.000
 EGU  N22  C21  C17  120.23  3.000
 EGU  N22  C21  C20  115.24  3.000
 EGU  C17  C21  C20  124.53  3.000
 EGU  CL2  C20  S19  119.84  3.000
 EGU  S19  C20  C21  110.51  3.000
 EGU  CL2  C20  C21  129.58  3.000
 EGU  S19  C23  N25  121.47  3.000
 EGU  N25  C23  N22  123.97  3.000
 EGU  S19  C23  N22  114.55  3.000
 EGU  H15  C26  H6   107.20  3.000
 EGU  H15  C26  N25  110.93  3.000
 EGU  H6   C26  N25  111.28  3.000
 EGU  H15  C26  C28  112.93  3.000
 EGU  H6   C26  C28  112.83  3.000
 EGU  N25  C26  C28  101.70  3.000
 EGU  H16  C24  H7   107.56  3.000
 EGU  H16  C24  N25  111.67  3.000
 EGU  H7   C24  N25  111.55  3.000
 EGU  H16  C24  C29  112.31  3.000
 EGU  H7   C24  C29  111.78  3.000
 EGU  N25  C24  C29  102.01  3.000
 EGU  C23  N22  C21  111.65  3.000
 EGU  C24  N25  C26  114.71  3.000
 EGU  C24  N25  C23  124.07  3.000
 EGU  C26  N25  C23  120.70  3.000
 EGU  C3   N15  C17  117.94  3.000
 EGU  C17  N15  C14  121.87  3.000
 EGU  C3   N15  C14  117.77  3.000
 EGU  C1   O2   C31  118.77  3.000
 EGU  C23  S19  C20   88.02  3.000
 EGU  O16  C17  N15  122.80  3.000
 EGU  N15  C17  C21  116.14  3.000
 EGU  O16  C17  C21  120.98  3.000
 EGU  H10  C3   H9   108.65  3.000
 EGU  H10  C3   H8   108.29  3.000
 EGU  H9   C3   H8   109.03  3.000
 EGU  H10  C3   N15  108.88  3.000
 EGU  H9   C3   N15  111.09  3.000
 EGU  H8   C3   N15  110.84  3.000
 EGU  H13  C1   H12  108.75  3.000
 EGU  H13  C1   H11  108.73  3.000
 EGU  H12  C1   H11  108.68  3.000
 EGU  H13  C1   O2   112.00  3.000
 EGU  H12  C1   O2   112.07  3.000
 EGU  H11  C1   O2   106.50  3.000
 EGU  O7   C8   O6   127.76  3.000
 EGU  O7   C8   C9   115.50  3.000
 EGU  O6   C8   C9   116.70  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
 EGU  CONST_01  C30  C29  C28  C27     0.00   0.0  0
 EGU  CONST_02  C30  C31  C32  C27     0.00   0.0  0
 EGU  CONST_03  C29  C28  C27  C32     0.00   0.0  0
 EGU  CONST_04  C29  C30  C31  C32     0.00   0.0  0
 EGU  CONST_05  C13  C14  C9   C10     0.00   0.0  0
 EGU  CONST_06  C13  C12  C11  C10     0.00   0.0  0
 EGU  CONST_07  C12  C13  C14  C9      0.00   0.0  0
 EGU  CONST_08  C12  C11  C10  C9      0.00   0.0  0
 EGU  CONST_09  C31  C30  C29  C28     0.00   0.0  0
 EGU  CONST_10  C31  C32  C27  C28     0.00   0.0  0
 EGU  CONST_11  C11  C10  C9   C14     0.00   0.0  0
 EGU  CONST_12  C11  C12  C13  C14     0.00   0.0  0
 EGU  CONST_13  C23  S19  C20  C21     0.00   0.0  0
 EGU  CONST_14  S19  C23  N22  C21     0.00   0.0  0
 EGU  CONST_15  C23  N22  C21  C20     0.00   0.0  0
 EGU  CONST_16  N22  C23  S19  C20     0.00   0.0  0
 EGU  CONST_17  S19  C20  C21  N22     0.00   0.0  0
 EGU  CONST_18  N25  C23  N22  C21   180.00   0.0  0
 EGU  CONST_19  N25  C23  S19  C20   180.00   0.0  0
 EGU  CONST_20  O2   C31  C32  C27   180.00   0.0  0
 EGU  CONST_21  N15  C14  C9   C10   180.00   0.0  0
 EGU  CONST_22  CL4  C12  C11  C10   180.00   0.0  0
 EGU  CONST_23  C8   C9   C14  C13   180.00   0.0  0
 EGU  CONST_24  F5   C11  C12  C13   180.00   0.0  0
 EGU  CONST_25  F5   C11  C10  C9    180.00   0.0  0
 EGU  CONST_26  O2   C31  C30  C29   180.00   0.0  0
 EGU  CONST_27  CL4  C12  C13  C14   180.00   0.0  0
 EGU  CONST_28  C8   C9   C10  C11   180.00   0.0  0
 EGU  CONST_29  N15  C14  C13  C12   180.00   0.0  0
 EGU  CONST_30  C17  C21  N22  C23   180.00   0.0  0
 EGU  CONST_31  CL2  C20  S19  C23   180.00   0.0  0
 EGU  CONST_32  S19  C20  C21  C17   180.00   0.0  0
 EGU  CONST_33  CL2  C20  C21  N22   180.00   0.0  0
 EGU  CONST_34  H4   C30  C31  C32   180.00   0.0  0
 EGU  CONST_35  H2   C32  C31  C30   180.00   0.0  0
 EGU  CONST_36  H5   C13  C14  C9    180.00   0.0  0
 EGU  CONST_37  H1   C27  C28  C29   180.00   0.0  0
 EGU  CONST_38  H3   C10  C9   C14   180.00   0.0  0
 EGU  CONST_45  C3   N15  C17  C21   180.00   0.0  0
 EGU  CONST_46  O16  C17  N15  C3      0.00   0.0  0
 EGU  Var_01    N25  C26  C28  C27   179.35  30.0  1
 EGU  Var_02    N25  C24  C29  C30  -179.13  30.0  1
 EGU  Var_03    C23  N25  C26  C28   173.51  30.0  1
 EGU  Var_04    N22  C23  N25  C26     5.90  30.0  2
 EGU  Var_05    O6   C8   C9   C10   151.86  30.0  2
 EGU  Var_06    O16  C17  C21  C20   -41.51  30.0  2
 EGU  Var_07    H8   C3   N15  C14   146.04  30.0  3
 EGU  Var_08    H11  C1   O2   C31   179.43  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
 EGU  plan-1  C21  0.020
 EGU  plan-1  C20  0.020
 EGU  plan-1  C23  0.020
 EGU  plan-1  N22  0.020
 EGU  plan-1  N25  0.020
 EGU  plan-1  S19  0.020
 EGU  plan-1  C17  0.020
 EGU  plan-1  CL2  0.020
 EGU  plan-2  C10  0.020
 EGU  plan-2  C13  0.020
 EGU  plan-2  C9   0.020
 EGU  plan-2  C14  0.020
 EGU  plan-2  C11  0.020
 EGU  plan-2  C12  0.020
 EGU  plan-2  N15  0.020
 EGU  plan-2  F5   0.020
 EGU  plan-2  CL4  0.020
 EGU  plan-2  H3   0.020
 EGU  plan-2  H5   0.020
 EGU  plan-2  C8   0.020
 EGU  plan-3  C27  0.020
 EGU  plan-3  C32  0.020
 EGU  plan-3  C30  0.020
 EGU  plan-3  C28  0.020
 EGU  plan-3  C29  0.020
 EGU  plan-3  C31  0.020
 EGU  plan-3  C26  0.020
 EGU  plan-3  C24  0.020
 EGU  plan-3  O2   0.020
 EGU  plan-3  H1   0.020
 EGU  plan-3  H2   0.020
 EGU  plan-3  H4   0.020
 EGU  plan-4  C14  0.020
 EGU  plan-4  C21  0.020
 EGU  plan-4  N15  0.020
 EGU  plan-4  O16  0.020
 EGU  plan-4  C17  0.020
 EGU  plan-4  C3   0.020
 EGU  plan-5  C9   0.020
 EGU  plan-5  O6   0.020
 EGU  plan-5  O7   0.020
 EGU  plan-5  C8   0.020

