# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 22:41:00 2020
#   Inital geometry file: a 161 line input string
#   Ligand name: 4-[(4-{[6-bromo-3-(methoxycarbonyl)-1-oxo-4-phenylisoquinolin-2(1H)-yl]methyl}phenyl)amino]-4-oxobutanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)C1=C(c2ccccc2)c3cc(Br)ccc3C(=O)N1Cc4ccc(NC(=O)CCC(O)=O)cc4
#
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
 446  446  '4-[(4-{[6-bromo-3-(methoxycarbonyl)-1-oxo-4-phenylisoquinolin-2(1H)-yl]methyl}phenyl)amino]-4-oxobutanoic acid'  ligand  60  37  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_446
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
 446  C4    C   CR66  0  -0.160  -2.1524  -1.0862  -1.0946
 446  C5    C   CR16  0  -0.270  -2.5131  -2.4221  -1.2904
 446  C6    C   CR16  0  -0.234  -3.6706  -2.9268  -0.7433
 446  C10   C   CR6   0  -0.056  -2.5866   1.1340  -0.1637
 446  N12   N   NR6   0  -0.605  -0.6030   0.7284  -1.4512
 446  C13   C   CR6   0   0.575  -0.9103  -0.5975  -1.6893
 446  C15   C   CR6   0  -0.057  -3.4175   2.0682   0.6325
 446  C28   C   CR16  0  -0.274  -3.0142   2.4575   1.9067
 446  C1    C   CR6   0  -0.098  -4.4783  -2.0787   0.0186
 446  C2    C   CR16  0  -0.314  -4.1504  -0.7587   0.2278
 446  C3    C   CR66  0   0.301  -2.9763  -0.2401  -0.3395
 446  C11   C   CR6   0   0.319  -1.4273   1.5503  -0.7193
 446  BR14  BR  BR    0  -0.020  -6.0581  -2.7672   0.7800
 446  C16   C   CH2   0  -0.411   0.6247   1.2151  -2.0810
 446  O18   O   O2    0  -0.419  -1.7140   3.8108  -1.1671
 446  C19   C   CH3   0  -0.429  -1.4961   5.2096  -0.9432
 446  O23   O   O     0  -0.406  -0.0964   3.2612   0.2794
 446  O24   O   O     0  -0.457  -0.1710  -1.2910  -2.3679
 446  C25   C   CR6   0   0.123   1.8749   0.6908  -1.4275
 446  C29   C   CR16  0  -0.239  -3.7881   3.3407   2.6490
 446  C30   C   CR16  0  -0.259  -4.9744   3.8344   2.1260
 446  C31   C   CR16  0  -0.242  -5.3869   3.4429   0.8577
 446  C32   C   CR16  0  -0.267  -4.6120   2.5657   0.1147
 446  C38   C   CR16  0  -0.301   2.9422   0.2742  -2.2103
 446  C39   C   CR16  0  -0.302   4.1370  -0.1629  -1.6555
 446  C40   C   CR6   0   0.360   4.2773  -0.2035  -0.2684
 446  C41   C   CR16  0  -0.335   3.2013   0.2015   0.5254
 446  C42   C   CR16  0  -0.274   2.0230   0.6461  -0.0447
 446  N47   N   NH1   0  -0.748   5.4277  -0.6272   0.4036
 446  C48   C   C     0   0.566   6.6214  -1.0316  -0.0976
 446  C49   C   CH2   0  -0.593   7.6134  -1.4642   0.9619
 446  C50   C   CH2   0  -0.579   9.0377  -1.1170   0.5669
 446  C53   C   C     0   0.557  10.0508  -1.5957   1.5688
 446  O56   O   O     0  -0.469   6.8826  -1.0725  -1.2867
 446  O57   O   O     0  -0.444   9.8051  -2.2543   2.5484
 446  O58   O   OH1   0  -0.595  11.2791  -1.2073   1.2436
 446  H5    H   HCR6  0   0.276  -1.8772  -3.0684  -1.8792
 446  H6    H   HCR6  0   0.288  -3.9405  -3.9615  -0.9021
 446  H28   H   HCR6  0   0.257  -2.0943   2.0655   2.3226
 446  H2    H   HCR6  0   0.284  -4.7839  -0.1188   0.8265
 446  H16   H   HCH2  0   0.292   0.6041   0.9301  -3.1323
 446  H16A  H   HCH2  0   0.294   0.6215   2.3036  -2.0715
 446  H19   H   HCH3  0   0.251  -0.4784   5.4964  -1.2032
 446  H19A  H   HCH3  0   0.262  -2.1982   5.7238  -1.5909
 446  H19B  H   HCH3  0   0.246  -1.6960   5.4703   0.0953
 446  H29   H   HCR6  0   0.261  -3.4643   3.6392   3.6374
 446  H30   H   HCR6  0   0.261  -5.5776   4.5219   2.7043
 446  H31   H   HCR6  0   0.260  -6.3107   3.8267   0.4449
 446  H32   H   HCR6  0   0.258  -4.9294   2.2703  -0.8779
 446  H38   H   HCR6  0   0.254   2.8495   0.2865  -3.2898
 446  H39   H   HCR6  0   0.279   4.9385  -0.4728  -2.3051
 446  H41   H   HCR6  0   0.271   3.2900   0.1732   1.6053
 446  H42   H   HCR6  0   0.252   1.2203   0.9611   0.6089
 446  HN47  H   HNH1  0   0.416   5.3529  -0.6181   1.4093
 446  H49   H   HCH2  0   0.271   7.3652  -1.0229   1.9283
 446  H49A  H   HCH2  0   0.291   7.5072  -2.5466   1.0815
 446  H50   H   HCH2  0   0.292   9.2893  -1.5536  -0.4027
 446  H50A  H   HCH2  0   0.290   9.1550  -0.0366   0.4463
 446  HO58  H   HOH1  0   0.480  11.9138  -1.5293   1.9008
 446  C17   C   C     0   0.469  -0.9844   2.9659  -0.4761

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
 446  C13  C4    single    1.461  0.020  1.461
 446  C3   C4    aromatic  1.402  0.020  1.402
 446  C4   C5    aromatic  1.398  0.020  1.398
 446  C5   C6    aromatic  1.376  0.020  1.376
 446  C5   H5    single    0.930  0.020  1.080
 446  C1   C6    aromatic  1.397  0.020  1.397
 446  C6   H6    single    0.930  0.020  1.080
 446  C15  C10   single    1.482  0.020  1.482
 446  C11  C10   double    1.351  0.020  1.351
 446  C10  C3    single    1.439  0.020  1.439
 446  C11  N12   single    1.375  0.020  1.375
 446  C16  N12   single    1.463  0.020  1.463
 446  N12  C13   single    1.382  0.020  1.382
 446  C13  O24   double    1.220  0.020  1.220
 446  C28  C15   aromatic  1.392  0.020  1.392
 446  C15  C32   aromatic  1.394  0.020  1.394
 446  O23  C17   double    1.203  0.020  1.203
 446  C17  O18   single    1.313  0.020  1.313
 446  C17  C11   single    1.503  0.020  1.503
 446  C29  C28   aromatic  1.389  0.020  1.389
 446  C28  H28   single    0.930  0.020  1.080
 446  C2   C1    aromatic  1.376  0.020  1.376
 446  C1   BR14  single    1.884  0.020  1.884
 446  C3   C2    aromatic  1.403  0.020  1.403
 446  C2   H2    single    0.930  0.020  1.080
 446  C16  C25   single    1.505  0.020  1.505
 446  C16  H16   single    0.970  0.020  1.090
 446  C16  H16A  single    0.970  0.020  1.090
 446  C19  O18   single    1.433  0.020  1.433
 446  C19  H19   single    0.970  0.020  1.090
 446  C19  H19A  single    0.970  0.020  1.090
 446  C19  H19B  single    0.970  0.020  1.090
 446  C42  C25   aromatic  1.391  0.020  1.391
 446  C25  C38   aromatic  1.388  0.020  1.388
 446  C29  C30   aromatic  1.387  0.020  1.387
 446  C29  H29   single    0.930  0.020  1.080
 446  C30  C31   aromatic  1.390  0.020  1.390
 446  C30  H30   single    0.930  0.020  1.080
 446  C31  C32   aromatic  1.386  0.020  1.386
 446  C31  H31   single    0.930  0.020  1.080
 446  C32  H32   single    0.930  0.020  1.080
 446  C38  C39   aromatic  1.388  0.020  1.388
 446  C38  H38   single    0.930  0.020  1.080
 446  C40  C39   aromatic  1.395  0.020  1.395
 446  C39  H39   single    0.930  0.020  1.080
 446  C41  C40   aromatic  1.397  0.020  1.397
 446  C40  N47   single    1.398  0.020  1.398
 446  C42  C41   aromatic  1.382  0.020  1.382
 446  C41  H41   single    0.930  0.020  1.080
 446  C42  H42   single    0.930  0.020  1.080
 446  N47  C48   single    1.356  0.020  1.356
 446  N47  HN47  single    0.860  0.020  1.020
 446  C48  C49   single    1.514  0.020  1.514
 446  C48  O56   double    1.218  0.020  1.218
 446  C49  C50   single    1.518  0.020  1.518
 446  C49  H49   single    0.970  0.020  1.090
 446  C49  H49A  single    0.970  0.020  1.090
 446  C50  C53   single    1.503  0.020  1.503
 446  C50  H50   single    0.970  0.020  1.090
 446  C50  H50A  single    0.970  0.020  1.090
 446  O57  C53   double    1.206  0.020  1.206
 446  C53  O58   single    1.329  0.020  1.329
 446  O58  HO58  single    0.850  0.020  0.980

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
 446  C3    C4   C13   121.13  3.000
 446  C3    C4   C5    120.05  3.000
 446  C13   C4   C5    118.82  3.000
 446  H5    C5   C6    119.47  3.000
 446  H5    C5   C4    119.73  3.000
 446  C6    C5   C4    120.80  3.000
 446  H6    C6   C1    121.12  3.000
 446  H6    C6   C5    120.17  3.000
 446  C1    C6   C5    118.71  3.000
 446  C11   C10  C3    118.44  3.000
 446  C3    C10  C15   121.04  3.000
 446  C11   C10  C15   120.50  3.000
 446  C16   N12  C11   122.23  3.000
 446  C16   N12  C13   115.57  3.000
 446  C11   N12  C13   122.14  3.000
 446  O24   C13  N12   120.44  3.000
 446  O24   C13  C4    123.46  3.000
 446  N12   C13  C4    116.09  3.000
 446  C32   C15  C28   119.25  3.000
 446  C32   C15  C10   120.39  3.000
 446  C28   C15  C10   120.37  3.000
 446  H28   C28  C29   119.88  3.000
 446  H28   C28  C15   119.76  3.000
 446  C29   C28  C15   120.36  3.000
 446  BR14  C1   C2    119.27  3.000
 446  BR14  C1   C6    118.90  3.000
 446  C2    C1   C6    121.83  3.000
 446  H2    C2   C3    119.69  3.000
 446  H2    C2   C1    120.81  3.000
 446  C3    C2   C1    119.50  3.000
 446  C2    C3   C10   122.01  3.000
 446  C2    C3   C4    119.11  3.000
 446  C10   C3   C4    118.88  3.000
 446  C17   C11  N12   118.20  3.000
 446  C17   C11  C10   118.45  3.000
 446  N12   C11  C10   123.30  3.000
 446  H16A  C16  H16   105.66  3.000
 446  H16A  C16  C25   110.31  3.000
 446  H16   C16  C25   110.10  3.000
 446  H16A  C16  N12   109.05  3.000
 446  H16   C16  N12   108.20  3.000
 446  C25   C16  N12   113.22  3.000
 446  C19   O18  C17   117.48  3.000
 446  H19B  C19  H19A  109.69  3.000
 446  H19B  C19  H19   109.64  3.000
 446  H19A  C19  H19   109.72  3.000
 446  H19B  C19  O18   110.77  3.000
 446  H19A  C19  O18   105.73  3.000
 446  H19   C19  O18   111.21  3.000
 446  C42   C25  C38   117.98  3.000
 446  C38   C25  C16   119.90  3.000
 446  C42   C25  C16   122.08  3.000
 446  H29   C29  C30   120.14  3.000
 446  H29   C29  C28   119.78  3.000
 446  C30   C29  C28   120.08  3.000
 446  H30   C30  C31   120.08  3.000
 446  H30   C30  C29   120.09  3.000
 446  C31   C30  C29   119.84  3.000
 446  H31   C31  C32   119.81  3.000
 446  H31   C31  C30   120.10  3.000
 446  C32   C31  C30   120.09  3.000
 446  H32   C32  C31   120.00  3.000
 446  H32   C32  C15   119.62  3.000
 446  C31   C32  C15   120.38  3.000
 446  H38   C38  C39   118.39  3.000
 446  H38   C38  C25   119.53  3.000
 446  C39   C38  C25   122.08  3.000
 446  H39   C39  C40   121.09  3.000
 446  H39   C39  C38   119.35  3.000
 446  C40   C39  C38   119.56  3.000
 446  N47   C40  C41   116.65  3.000
 446  N47   C40  C39   124.72  3.000
 446  C41   C40  C39   118.63  3.000
 446  H41   C41  C42   119.28  3.000
 446  H41   C41  C40   119.70  3.000
 446  C42   C41  C40   121.02  3.000
 446  H42   C42  C41   118.48  3.000
 446  H42   C42  C25   120.80  3.000
 446  C41   C42  C25   120.72  3.000
 446  HN47  N47  C48   115.87  3.000
 446  HN47  N47  C40   114.56  3.000
 446  C48   N47  C40   129.56  3.000
 446  O56   C48  C49   122.20  3.000
 446  O56   C48  N47   124.02  3.000
 446  C49   C48  N47   113.77  3.000
 446  H49A  C49  H49   106.34  3.000
 446  H49A  C49  C50   110.22  3.000
 446  H49   C49  C50   110.57  3.000
 446  H49A  C49  C48   107.19  3.000
 446  H49   C49  C48   110.80  3.000
 446  C50   C49  C48   111.54  3.000
 446  H50A  C50  H50   105.79  3.000
 446  H50A  C50  C53   108.42  3.000
 446  H50   C50  C53   108.00  3.000
 446  H50A  C50  C49   110.81  3.000
 446  H50   C50  C49   110.82  3.000
 446  C53   C50  C49   112.71  3.000
 446  O58   C53  O57   123.16  3.000
 446  O58   C53  C50   111.52  3.000
 446  O57   C53  C50   125.32  3.000
 446  HO58  O58  C53   110.03  3.000
 446  O23   C17  O18   125.65  3.000
 446  O18   C17  C11   110.93  3.000
 446  O23   C17  C11   123.40  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
 446  CONST_01  C1    C2   C3   C4      0.00   0.0  0
 446  CONST_02  C1    C6   C5   C4      0.00   0.0  0
 446  CONST_03  C2    C3   C4   C5      0.00   0.0  0
 446  CONST_04  C2    C1   C6   C5      0.00   0.0  0
 446  CONST_05  C3    C4   C5   C6      0.00   0.0  0
 446  CONST_06  C3    C2   C1   C6      0.00   0.0  0
 446  CONST_07  C30   C29  C28  C15     0.00   0.0  0
 446  CONST_08  C30   C31  C32  C15     0.00   0.0  0
 446  CONST_09  C31   C32  C15  C28     0.00   0.0  0
 446  CONST_10  C31   C30  C29  C28     0.00   0.0  0
 446  CONST_11  C40   C41  C42  C25     0.00   0.0  0
 446  CONST_12  C40   C39  C38  C25     0.00   0.0  0
 446  CONST_13  C32   C15  C28  C29     0.00   0.0  0
 446  CONST_14  C32   C31  C30  C29     0.00   0.0  0
 446  CONST_15  C41   C42  C25  C38     0.00   0.0  0
 446  CONST_16  C41   C40  C39  C38     0.00   0.0  0
 446  CONST_17  C42   C25  C38  C39     0.00   0.0  0
 446  CONST_18  C42   C41  C40  C39     0.00   0.0  0
 446  CONST_19  C29   C28  C15  C10   180.00   0.0  0
 446  CONST_20  C31   C32  C15  C10   180.00   0.0  0
 446  CONST_21  C11   N12  C13  C4      0.00   0.0  0
 446  CONST_22  BR14  C1   C6   C5    180.00   0.0  0
 446  CONST_23  BR14  C1   C2   C3    180.00   0.0  0
 446  CONST_24  C41   C42  C25  C16   180.00   0.0  0
 446  CONST_25  C39   C38  C25  C16   180.00   0.0  0
 446  CONST_26  N47   C40  C39  C38   180.00   0.0  0
 446  CONST_27  N47   C40  C41  C42   180.00   0.0  0
 446  CONST_28  C16   N12  C13  C4    180.00   0.0  0
 446  CONST_29  O24   C13  N12  C11   180.00   0.0  0
 446  CONST_30  H2    C2   C3   C4    180.00   0.0  0
 446  CONST_31  H6    C6   C5   C4    180.00   0.0  0
 446  CONST_32  H28   C28  C15  C10     0.00   0.0  0
 446  CONST_33  H32   C32  C15  C10     0.00   0.0  0
 446  CONST_34  H5    C5   C4   C13     0.00   0.0  0
 446  CONST_35  H29   C29  C28  C15   180.00   0.0  0
 446  CONST_36  H31   C31  C32  C15   180.00   0.0  0
 446  CONST_37  H30   C30  C29  C28   180.00   0.0  0
 446  CONST_38  H41   C41  C42  C25   180.00   0.0  0
 446  CONST_39  H39   C39  C38  C25   180.00   0.0  0
 446  CONST_40  H42   C42  C25  C38   180.00   0.0  0
 446  CONST_41  H38   C38  C39  C40   180.00   0.0  0
 446  CONST_42  C48   N47  C40  C39     0.00   0.0  0
 446  CONST_43  C48   N47  C40  C41   180.00   0.0  0
 446  CONST_44  O24   C13  N12  C16     0.00   0.0  0
 446  CONST_45  HN47  N47  C40  C39   180.00   0.0  0
 446  CONST_46  C49   C48  N47  C40   180.00   0.0  0
 446  CONST_47  O56   C48  N47  C40     0.00   0.0  0
 446  CONST_48  HO58  O58  C53  C50   180.00   0.0  0
 446  Var_01    C11   C10  C15  C28   -73.19  30.0  2
 446  Var_02    C42   C25  C16  N12   -44.16  30.0  2
 446  Var_03    C25   C16  N12  C13   -72.82  30.0  1
 446  Var_04    O23   C17  C11  C10   104.89  30.0  2
 446  Var_05    C50   C49  C48  N47  -145.98  30.0  3
 446  Var_06    C53   C50  C49  C48  -177.16  30.0  3
 446  Var_07    O57   C53  C50  C49     4.20  30.0  3
 446  Var_08    H19   C19  O18  C17    61.77  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
 446  plan-1  C10   0.020
 446  plan-1  C15   0.020
 446  plan-1  C28   0.020
 446  plan-1  C29   0.020
 446  plan-1  C30   0.020
 446  plan-1  C31   0.020
 446  plan-1  C32   0.020
 446  plan-1  H28   0.020
 446  plan-1  H29   0.020
 446  plan-1  H30   0.020
 446  plan-1  H31   0.020
 446  plan-1  H32   0.020
 446  plan-2  C11   0.020
 446  plan-2  O18   0.020
 446  plan-2  O23   0.020
 446  plan-2  C17   0.020
 446  plan-3  C16   0.020
 446  plan-3  C25   0.020
 446  plan-3  C38   0.020
 446  plan-3  C39   0.020
 446  plan-3  C40   0.020
 446  plan-3  C41   0.020
 446  plan-3  C42   0.020
 446  plan-3  N47   0.020
 446  plan-3  H38   0.020
 446  plan-3  H39   0.020
 446  plan-3  H41   0.020
 446  plan-3  H42   0.020
 446  plan-4  C4    0.020
 446  plan-4  C5    0.020
 446  plan-4  C6    0.020
 446  plan-4  C10   0.020
 446  plan-4  N12   0.020
 446  plan-4  C13   0.020
 446  plan-4  C15   0.020
 446  plan-4  C1    0.020
 446  plan-4  C2    0.020
 446  plan-4  C3    0.020
 446  plan-4  C11   0.020
 446  plan-4  BR14  0.020
 446  plan-4  C16   0.020
 446  plan-4  O24   0.020
 446  plan-4  H5    0.020
 446  plan-4  H6    0.020
 446  plan-4  H2    0.020
 446  plan-4  C17   0.020
 446  plan-5  C40   0.020
 446  plan-5  N47   0.020
 446  plan-5  C48   0.020
 446  plan-5  C49   0.020
 446  plan-5  O56   0.020
 446  plan-5  HN47  0.020
 446  plan-6  C50   0.020
 446  plan-6  C53   0.020
 446  plan-6  O57   0.020
 446  plan-6  O58   0.020
 446  plan-6  HO58  0.020

