# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 11 01:00:55 2020
#   Inital geometry file: a 149 line input string
#   Ligand name: (3S,4S)-2-(4-tert-butylphenyl)-3-(4-methoxyphenyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)[C@@H]2[C@@H](C(O)=O)c3ccccc3C(=O)N2c4ccc(cc4)C(C)(C)C
#
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
 K5P  K5P  '(3S,4S)-2-(4-tert-butylphenyl)-3-(4-methoxyphenyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid'  ligand  58  32  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_K5P
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
 K5P  C1   C  CR16   0  -0.256  -1.9160   0.5145  -1.1107
 K5P  C2   C  CR16   0  -0.319  -3.2437   0.9063  -1.0918
 K5P  C3   C  CR6    0   0.202  -4.1749   0.3061  -0.2396
 K5P  C7   C  CH3    0  -0.631  -6.2014   0.5788  -1.6687
 K5P  C8   C  CH3    0  -0.664  -6.4994  -0.0157   0.7204
 K5P  C9   C  CH3    0  -0.629  -5.6905   2.2561   0.1204
 K5P  C10  C  CH1    0  -0.198   0.7077  -0.4354   0.8615
 K5P  C11  C  C      0   0.183   1.2957   0.9391   0.6196
 K5P  C12  C  C1     0  -0.297   1.6224   1.4282  -0.6433
 K5P  C13  C  C1     0  -0.327   2.1968   2.6768  -0.8042
 K5P  C14  C  C      0   0.365   2.4659   3.4802   0.3042
 K5P  C15  C  C1     0  -0.369   2.1398   3.0100   1.5739
 K5P  C16  C  C1     0  -0.298   1.5602   1.7549   1.7120
 K5P  C19  C  CR6    0   0.229   2.5216  -1.8594  -0.0262
 K5P  C20  C  CR16   0  -0.325   3.8776  -2.1607  -0.0097
 K5P  C21  C  CR16   0  -0.245   4.5304  -2.5392  -1.1728
 K5P  C22  C  CR16   0  -0.267   3.8301  -2.6341  -2.3712
 K5P  C24  C  CR6    0  -0.086   1.8265  -1.9441  -1.2317
 K5P  C26  C  C      0   0.462   1.1449  -2.7427   1.8969
 K5P  O2   O  OC    -1  -0.580   1.7508  -3.8115   1.7240
 K5P  C18  C  CH1    0  -0.533   1.7615  -1.4842   1.2013
 K5P  O    O  O2     0  -0.472   3.0289   4.6793   0.0553
 K5P  C17  C  CH3    0  -0.436   3.3144   5.5274   1.1489
 K5P  C23  C  CR16   0  -0.278   2.4775  -2.3404  -2.3979
 K5P  C25  C  C      0   0.503   0.3773  -1.6198  -1.2900
 K5P  O1   O  O      0  -0.478  -0.3249  -1.9700  -2.2290
 K5P  N    N  NT     0  -0.580  -0.1142  -0.9000  -0.2520
 K5P  C    C  CR6    0   0.298  -1.4783  -0.5000  -0.2682
 K5P  C5   C  CR16   0  -0.257  -2.3825  -1.1059   0.5887
 K5P  C4   C  CR16   0  -0.344  -3.7128  -0.7037   0.6002
 K5P  C6   C  CT     0  -0.174  -5.6271   0.7704  -0.2585
 K5P  H1   H  HCR6   0   0.248  -1.2190   1.0048  -1.7783
 K5P  H2   H  HCR6   0   0.247  -3.5527   1.7028  -1.7579
 K5P  H3   H  HCH3   0   0.229  -6.1689  -0.4710  -1.9666
 K5P  H4   H  HCH3   0   0.227  -7.2435   0.9032  -1.7005
 K5P  H5   H  HCH3   0   0.228  -5.6569   1.1544  -2.4181
 K5P  H6   H  HCH3   0   0.230  -6.5252  -1.0803   0.4800
 K5P  H7   H  HCH3   0   0.230  -6.1613   0.0908   1.7528
 K5P  H8   H  HCH3   0   0.237  -7.5254   0.3522   0.6735
 K5P  H9   H  HCH3   0   0.227  -6.7232   2.6102   0.0884
 K5P  H10  H  HCH3   0   0.228  -5.3107   2.4220   1.1301
 K5P  H11  H  HCH3   0   0.228  -5.1084   2.8774  -0.5616
 K5P  H12  H  HCH1   0   0.277   0.0471  -0.3705   1.7272
 K5P  H13  H  H      0   0.243   1.4299   0.8419  -1.5324
 K5P  H14  H  H      0   0.260   2.4397   3.0379  -1.7960
 K5P  H15  H  H      0   0.276   2.3180   3.6011   2.4619
 K5P  H16  H  H      0   0.252   1.3105   1.4095   2.7091
 K5P  H17  H  HCR6   0   0.248   4.4295  -2.0952   0.9198
 K5P  H18  H  HCR6   0   0.257   5.5893  -2.7629  -1.1464
 K5P  H19  H  HCR6   0   0.256   4.3388  -2.9314  -3.2786
 K5P  H21  H  HCH1   0   0.279   2.4467  -1.0367   1.9293
 K5P  H22  H  HCH3   0   0.259   3.7730   6.4227   0.7364
 K5P  H23  H  HCH3   0   0.227   2.4090   5.8137   1.6909
 K5P  H24  H  HCH3   0   0.227   4.0140   5.0679   1.8522
 K5P  H25  H  HCR6   0   0.253   1.9244  -2.4084  -3.3255
 K5P  H26  H  HCR6   0   0.263  -2.0404  -1.8874   1.2561
 K5P  H27  H  HCR6   0   0.251  -4.3866  -1.2028   1.2825
 K5P  O3   O  O      0  -0.584   0.1313  -2.5503   2.5926

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
 K5P  O3   C26  deloc     1.244  0.020  1.244
 K5P  O2   C26  deloc     1.241  0.020  1.241
 K5P  C26  C18  single    1.565  0.020  1.565
 K5P  C7   C6   single    1.535  0.020  1.535
 K5P  C2   C1   aromatic  1.384  0.020  1.384
 K5P  C2   C3   aromatic  1.398  0.020  1.398
 K5P  C1   C    aromatic  1.389  0.020  1.389
 K5P  C18  C10  single    1.525  0.020  1.525
 K5P  C18  C19  single    1.492  0.020  1.492
 K5P  C6   C3   single    1.525  0.020  1.525
 K5P  C6   C9   single    1.535  0.020  1.535
 K5P  C6   C8   single    1.529  0.020  1.529
 K5P  C3   C4   aromatic  1.392  0.020  1.392
 K5P  C    N    single    1.422  0.020  1.422
 K5P  C    C5   aromatic  1.385  0.020  1.385
 K5P  C10  N    single    1.460  0.020  1.460
 K5P  C10  C11  single    1.514  0.020  1.514
 K5P  N    C25  single    1.355  0.020  1.355
 K5P  C19  C20  aromatic  1.389  0.020  1.389
 K5P  C19  C24  aromatic  1.394  0.020  1.394
 K5P  C25  O1   double    1.224  0.020  1.224
 K5P  C25  C24  single    1.486  0.020  1.486
 K5P  C20  C21  aromatic  1.386  0.020  1.386
 K5P  C24  C23  aromatic  1.393  0.020  1.393
 K5P  C4   C5   aromatic  1.390  0.020  1.390
 K5P  C21  C22  aromatic  1.391  0.020  1.391
 K5P  C12  C11  aromatic  1.393  0.020  1.393
 K5P  C12  C13  aromatic  1.384  0.020  1.384
 K5P  C11  C16  aromatic  1.389  0.020  1.389
 K5P  C23  C22  aromatic  1.384  0.020  1.384
 K5P  C13  C14  aromatic  1.395  0.020  1.395
 K5P  C16  C15  aromatic  1.389  0.020  1.389
 K5P  C14  C15  aromatic  1.393  0.020  1.393
 K5P  C14  O    single    1.348  0.020  1.348
 K5P  O    C17  single    1.413  0.020  1.413
 K5P  C1   H1   single    0.930  0.020  1.080
 K5P  C2   H2   single    0.930  0.020  1.080
 K5P  C7   H3   single    0.970  0.020  1.090
 K5P  C7   H4   single    0.970  0.020  1.090
 K5P  C7   H5   single    0.970  0.020  1.090
 K5P  C8   H6   single    0.970  0.020  1.090
 K5P  C8   H7   single    0.970  0.020  1.090
 K5P  C8   H8   single    0.970  0.020  1.090
 K5P  C9   H9   single    0.970  0.020  1.090
 K5P  C9   H10  single    0.970  0.020  1.090
 K5P  C9   H11  single    0.970  0.020  1.090
 K5P  C10  H12  single    0.970  0.020  1.090
 K5P  C12  H13  single    0.930  0.020  1.080
 K5P  C13  H14  single    0.930  0.020  1.080
 K5P  C15  H15  single    0.930  0.020  1.080
 K5P  C16  H16  single    0.930  0.020  1.080
 K5P  C20  H17  single    0.930  0.020  1.080
 K5P  C21  H18  single    0.930  0.020  1.080
 K5P  C22  H19  single    0.930  0.020  1.080
 K5P  C18  H21  single    0.970  0.020  1.090
 K5P  C17  H22  single    0.970  0.020  1.090
 K5P  C17  H23  single    0.970  0.020  1.090
 K5P  C17  H24  single    0.970  0.020  1.090
 K5P  C23  H25  single    0.930  0.020  1.080
 K5P  C5   H26  single    0.930  0.020  1.080
 K5P  C4   H27  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
 K5P  H1   C1   C    120.12  3.000
 K5P  H1   C1   C2   119.85  3.000
 K5P  C    C1   C2   120.03  3.000
 K5P  H2   C2   C3   120.04  3.000
 K5P  H2   C2   C1   118.24  3.000
 K5P  C3   C2   C1   121.72  3.000
 K5P  C6   C3   C4   122.99  3.000
 K5P  C4   C3   C2   117.26  3.000
 K5P  C6   C3   C2   119.75  3.000
 K5P  H5   C7   H4   107.44  3.000
 K5P  H5   C7   H3   107.77  3.000
 K5P  H4   C7   H3   107.83  3.000
 K5P  H5   C7   C6   112.25  3.000
 K5P  H4   C7   C6   110.29  3.000
 K5P  H3   C7   C6   111.08  3.000
 K5P  H8   C8   H7   107.40  3.000
 K5P  H8   C8   H6   107.29  3.000
 K5P  H7   C8   H6   108.11  3.000
 K5P  H8   C8   C6   109.61  3.000
 K5P  H7   C8   C6   112.25  3.000
 K5P  H6   C8   C6   111.96  3.000
 K5P  H11  C9   H10  107.82  3.000
 K5P  H11  C9   H9   107.55  3.000
 K5P  H10  C9   H9   107.87  3.000
 K5P  H11  C9   C6   112.02  3.000
 K5P  H10  C9   C6   111.18  3.000
 K5P  H9   C9   C6   110.23  3.000
 K5P  H12  C10  N    106.46  3.000
 K5P  H12  C10  C18  106.41  3.000
 K5P  N    C10  C18  109.88  3.000
 K5P  H12  C10  C11  107.93  3.000
 K5P  N    C10  C11  112.68  3.000
 K5P  C18  C10  C11  113.04  3.000
 K5P  C16  C11  C12  117.53  3.000
 K5P  C16  C11  C10  118.78  3.000
 K5P  C12  C11  C10  123.68  3.000
 K5P  H13  C12  C13  117.85  3.000
 K5P  H13  C12  C11  120.85  3.000
 K5P  C13  C12  C11  121.31  3.000
 K5P  H14  C13  C14  119.49  3.000
 K5P  H14  C13  C12  120.03  3.000
 K5P  C14  C13  C12  120.48  3.000
 K5P  O    C14  C15  124.51  3.000
 K5P  O    C14  C13  116.50  3.000
 K5P  C15  C14  C13  118.99  3.000
 K5P  H15  C15  C16  118.74  3.000
 K5P  H15  C15  C14  121.70  3.000
 K5P  C16  C15  C14  119.56  3.000
 K5P  H16  C16  C15  118.38  3.000
 K5P  H16  C16  C11  119.49  3.000
 K5P  C15  C16  C11  122.13  3.000
 K5P  C18  C19  C24  118.21  3.000
 K5P  C24  C19  C20  118.93  3.000
 K5P  C18  C19  C20  122.83  3.000
 K5P  H17  C20  C21  119.78  3.000
 K5P  H17  C20  C19  119.64  3.000
 K5P  C21  C20  C19  120.59  3.000
 K5P  H18  C21  C22  119.95  3.000
 K5P  H18  C21  C20  119.77  3.000
 K5P  C22  C21  C20  120.28  3.000
 K5P  H19  C22  C23  120.11  3.000
 K5P  H19  C22  C21  120.29  3.000
 K5P  C23  C22  C21  119.60  3.000
 K5P  C25  C24  C23  119.01  3.000
 K5P  C23  C24  C19  120.54  3.000
 K5P  C25  C24  C19  120.45  3.000
 K5P  C18  C26  O2   116.01  3.000
 K5P  C18  C26  O3   116.44  3.000
 K5P  O2   C26  O3   127.51  3.000
 K5P  H21  C18  C26  106.24  3.000
 K5P  H21  C18  C19  109.33  3.000
 K5P  C26  C18  C19  111.37  3.000
 K5P  H21  C18  C10  107.42  3.000
 K5P  C19  C18  C10  109.98  3.000
 K5P  C26  C18  C10  112.33  3.000
 K5P  C17  O    C14  118.39  3.000
 K5P  H24  C17  H23  108.72  3.000
 K5P  H24  C17  H22  108.68  3.000
 K5P  H23  C17  H22  108.77  3.000
 K5P  H24  C17  O    112.02  3.000
 K5P  H23  C17  O    111.93  3.000
 K5P  H22  C17  O    106.61  3.000
 K5P  H25  C23  C24  119.77  3.000
 K5P  H25  C23  C22  120.17  3.000
 K5P  C24  C23  C22  120.06  3.000
 K5P  N    C25  O1   122.11  3.000
 K5P  O1   C25  C24  121.81  3.000
 K5P  N    C25  C24  116.07  3.000
 K5P  C    N    C25  119.25  3.000
 K5P  C25  N    C10  123.30  3.000
 K5P  C    N    C10  117.34  3.000
 K5P  C5   C    N    119.75  3.000
 K5P  C5   C    C1   119.26  3.000
 K5P  N    C    C1   120.97  3.000
 K5P  H26  C5   C4   120.40  3.000
 K5P  H26  C5   C    119.38  3.000
 K5P  C4   C5   C    120.22  3.000
 K5P  H27  C4   C5   117.92  3.000
 K5P  H27  C4   C3   120.57  3.000
 K5P  C5   C4   C3   121.51  3.000
 K5P  C9   C6   C8   108.43  3.000
 K5P  C8   C6   C7   108.10  3.000
 K5P  C9   C6   C7   109.41  3.000
 K5P  C8   C6   C3   112.27  3.000
 K5P  C9   C6   C3   109.34  3.000
 K5P  C7   C6   C3   109.25  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
 K5P  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 K5P  CONST_02  C4   C5   C    C1     0.00   0.0  0
 K5P  CONST_03  C5   C    C1   C2     0.00   0.0  0
 K5P  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 K5P  CONST_05  C    C1   C2   C3     0.00   0.0  0
 K5P  CONST_06  C    C5   C4   C3     0.00   0.0  0
 K5P  CONST_07  C14  C13  C12  C11    0.00   0.0  0
 K5P  CONST_08  C14  C15  C16  C11    0.00   0.0  0
 K5P  CONST_09  C15  C16  C11  C12    0.00   0.0  0
 K5P  CONST_10  C15  C14  C13  C12    0.00   0.0  0
 K5P  CONST_11  C16  C11  C12  C13    0.00   0.0  0
 K5P  CONST_12  C16  C15  C14  C13    0.00   0.0  0
 K5P  CONST_13  C22  C21  C20  C19    0.00   0.0  0
 K5P  CONST_14  C22  C23  C24  C19    0.00   0.0  0
 K5P  CONST_15  C23  C24  C19  C20    0.00   0.0  0
 K5P  CONST_16  C23  C22  C21  C20    0.00   0.0  0
 K5P  CONST_17  C24  C19  C20  C21    0.00   0.0  0
 K5P  CONST_18  C24  C23  C22  C21    0.00   0.0  0
 K5P  CONST_19  N    C    C1   C2   180.00   0.0  0
 K5P  CONST_20  C13  C12  C11  C10  180.00   0.0  0
 K5P  CONST_21  C15  C16  C11  C10  180.00   0.0  0
 K5P  CONST_22  C4   C5   C    N    180.00   0.0  0
 K5P  CONST_23  C24  C25  N    C10    0.00   0.0  0
 K5P  CONST_24  C    N    C25  C24  180.00   0.0  0
 K5P  CONST_25  C6   C3   C2   C1   180.00   0.0  0
 K5P  CONST_26  O    C14  C13  C12  180.00   0.0  0
 K5P  CONST_27  O    C14  C15  C16  180.00   0.0  0
 K5P  CONST_28  C6   C3   C4   C5   180.00   0.0  0
 K5P  CONST_29  O1   C25  N    C10  180.00   0.0  0
 K5P  CONST_30  C    N    C25  O1     0.00   0.0  0
 K5P  CONST_31  H26  C5   C    C1   180.00   0.0  0
 K5P  CONST_32  H27  C4   C3   C2   180.00   0.0  0
 K5P  CONST_33  H1   C1   C2   C3   180.00   0.0  0
 K5P  CONST_34  H13  C12  C11  C10    0.00   0.0  0
 K5P  CONST_35  H16  C16  C11  C10    0.00   0.0  0
 K5P  CONST_36  H14  C13  C12  C11  180.00   0.0  0
 K5P  CONST_37  H15  C15  C16  C11  180.00   0.0  0
 K5P  CONST_38  H18  C21  C20  C19  180.00   0.0  0
 K5P  CONST_39  H25  C23  C24  C19  180.00   0.0  0
 K5P  CONST_40  H19  C22  C21  C20  180.00   0.0  0
 K5P  CONST_41  H17  C20  C21  C22  180.00   0.0  0
 K5P  CONST_42  H2   C2   C1   C    180.00   0.0  0
 K5P  Var_01    C10  N    C    C1   102.98  30.0  2
 K5P  Var_02    N    C25  C24  C19   18.02  30.0  1
 K5P  Var_03    C7   C6   C3   C2    59.10  30.0  3
 K5P  Var_04    H3   C7   C6   C3    60.30  30.0  3
 K5P  Var_05    H9   C9   C6   C3   178.66  30.0  3
 K5P  Var_06    H6   C8   C6   C3   -61.20  30.0  3
 K5P  Var_07    H22  C17  O    C14  179.09  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
 K5P  chir_01  C10  C18  N    C11  positiv
 K5P  chir_02  C18  C19  C10  C26  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
 K5P  plan-1  C1   0.020
 K5P  plan-1  C2   0.020
 K5P  plan-1  C3   0.020
 K5P  plan-1  N    0.020
 K5P  plan-1  C    0.020
 K5P  plan-1  C5   0.020
 K5P  plan-1  C4   0.020
 K5P  plan-1  C6   0.020
 K5P  plan-1  H1   0.020
 K5P  plan-1  H2   0.020
 K5P  plan-1  H26  0.020
 K5P  plan-1  H27  0.020
 K5P  plan-2  C10  0.020
 K5P  plan-2  C11  0.020
 K5P  plan-2  C12  0.020
 K5P  plan-2  C13  0.020
 K5P  plan-2  C14  0.020
 K5P  plan-2  C15  0.020
 K5P  plan-2  C16  0.020
 K5P  plan-2  O    0.020
 K5P  plan-2  H13  0.020
 K5P  plan-2  H14  0.020
 K5P  plan-2  H15  0.020
 K5P  plan-2  H16  0.020
 K5P  plan-3  C19  0.020
 K5P  plan-3  C20  0.020
 K5P  plan-3  C21  0.020
 K5P  plan-3  C22  0.020
 K5P  plan-3  C24  0.020
 K5P  plan-3  C18  0.020
 K5P  plan-3  C23  0.020
 K5P  plan-3  C25  0.020
 K5P  plan-3  H17  0.020
 K5P  plan-3  H18  0.020
 K5P  plan-3  H19  0.020
 K5P  plan-3  H25  0.020
 K5P  plan-4  C10  0.020
 K5P  plan-4  C24  0.020
 K5P  plan-4  C25  0.020
 K5P  plan-4  O1   0.020
 K5P  plan-4  N    0.020
 K5P  plan-4  C    0.020
 K5P  plan-5  C26  0.020
 K5P  plan-5  O2   0.020
 K5P  plan-5  C18  0.020
 K5P  plan-5  O3   0.020

