# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 14:58:42 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: (3S)-6-(3-tert-butyl-5-{[(2,3-dichlorophenyl)carbamoyl]amino}-1H-pyrazol-1-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)c1cc(NC(=O)Nc2cccc(Cl)c2Cl)n(n1)c3ccc4CN[C@@H](Cc4c3)C(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
 9DP  9DP  '(3S)-6-(3-tert-butyl-5-{[(2,3-dichlorophenyl)carbamoyl]amino}-1H-pyrazol-1-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid'  ligand  58  34  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9DP
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
 9DP  C1    C   CR6    0  -0.001  -5.8449  -2.4243  -0.3779
 9DP  N1    N   NH1    0  -0.789  -2.7981  -0.4103  -0.8746
 9DP  O1    O   O      0  -0.478  -2.9116   1.6224   0.1587
 9DP  CL1   CL  CL     0  -0.093  -6.2797  -4.0354   0.0500
 9DP  C2    C   CR6    0  -0.086  -4.5053  -2.0525  -0.4252
 9DP  N2    N   NH1    0  -0.793  -0.9115   0.8389  -0.5905
 9DP  O2    O   OC    -1  -0.606   7.7054  -1.4374  -1.7838
 9DP  CL2   CL  CL     0  -0.078  -3.2757  -3.1957  -0.0405
 9DP  C3    C   CR16   0  -0.234  -6.8409  -1.5046  -0.6576
 9DP  N3    N   N      0  -0.313   1.6954   2.9500   0.5184
 9DP  O3    O   O      0  -0.604   7.9482  -3.1783  -0.4133
 9DP  C4    C   CR16   0  -0.257  -6.4849  -0.2110  -1.0045
 9DP  N4    N   NR5    0  -0.444   1.1161   1.7678   0.2564
 9DP  C5    C   CR16   0  -0.284  -5.1556   0.1651  -1.0806
 9DP  N5    N   NH1    0  -0.607   5.5350  -2.7830   0.7157
 9DP  C6    C   CR6    0   0.440  -4.1472  -0.7488  -0.7842
 9DP  C7    C   C      0   0.721  -2.2644   0.7555  -0.3905
 9DP  C8    C   CR5    0   0.631  -0.1568   1.9258  -0.1878
 9DP  C9    C   CR15   0  -0.535  -0.4176   3.2732  -0.1801
 9DP  C10   C   CR5    0   0.353   0.7809   3.8645   0.2756
 9DP  C11   C   CT     0  -0.192   1.0443   5.3330   0.4771
 9DP  C12   C   CH3    0  -0.637   2.4816   5.5788   0.9333
 9DP  C13   C   CH3    0  -0.633   0.8038   6.0707  -0.8458
 9DP  C14   C   CH3    0  -0.631   0.0764   5.8743   1.5367
 9DP  C15   C   CR16   0  -0.300   1.2980  -0.5084   1.0951
 9DP  C16   C   CR6    0   0.308   1.8488   0.5701   0.4107
 9DP  C17   C   CR16   0  -0.333   3.1319   0.4848  -0.1068
 9DP  C18   C   CR16   0  -0.288   2.0451  -1.6646   1.2360
 9DP  C19   C   CR6    0   0.044   3.3386  -1.7599   0.7309
 9DP  C20   C   CR6    0   0.093   3.8904  -0.6713   0.0523
 9DP  C21   C   CH2    0  -0.334   4.1262  -3.0325   0.8990
 9DP  C22   C   CH1    0  -0.239   5.7998  -2.1668  -0.5686
 9DP  C23   C   CH2    0  -0.470   5.2869  -0.7356  -0.5109
 9DP  C24   C   C      0   0.420   7.2925  -2.2611  -0.9458
 9DP  HN1   H   HNH1   0   0.408  -2.1674  -1.1386  -1.1735
 9DP  HN2   H   HNH1   0   0.420  -0.4333   0.0990  -1.0847
 9DP  H3    H   HCR6   0   0.289  -7.8793  -1.8009  -0.6111
 9DP  H4    H   HCR6   0   0.277  -7.2574   0.5094  -1.2360
 9DP  H5    H   HCR6   0   0.283  -4.8979   1.1668  -1.3886
 9DP  HN5   H   HNH1   0   0.345   6.0663  -3.6400   0.7878
 9DP  H9    H   HCR5   0   0.267  -1.3302   3.7581  -0.4804
 9DP  H12   H   HCH3   0   0.226   3.2048   5.2338   0.1932
 9DP  H12A  H   HCH3   0   0.225   2.6391   6.6487   1.0811
 9DP  H12B  H   HCH3   0   0.226   2.7025   5.0760   1.8754
 9DP  H13   H   HCH3   0   0.227  -0.2233   5.9514  -1.1944
 9DP  H13A  H   HCH3   0   0.228   0.9902   7.1393  -0.7212
 9DP  H13B  H   HCH3   0   0.229   1.4677   5.7039  -1.6306
 9DP  H14   H   HCH3   0   0.228   0.2279   5.3840   2.5000
 9DP  H14A  H   HCH3   0   0.227   0.2316   6.9463   1.6775
 9DP  H14B  H   HCH3   0   0.228  -0.9646   5.7255   1.2452
 9DP  H15   H   HCR6   0   0.272   0.3115  -0.4426   1.5342
 9DP  H17   H   HCR6   0   0.257   3.5500   1.3303  -0.6400
 9DP  H18   H   HCR6   0   0.253   1.6177  -2.5044   1.7713
 9DP  H21   H   HCH2   0   0.210   3.7242  -3.7796   0.1921
 9DP  H21A  H   HCH2   0   0.243   3.9531  -3.4366   1.9000
 9DP  H22   H   HCH1   0   0.203   5.2478  -2.6854  -1.3788
 9DP  H23   H   HCH2   0   0.238   5.3048  -0.2831  -1.5030
 9DP  H23A  H   HCH2   0   0.239   5.9514  -0.1337   0.1176

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
 9DP  C3   C1    aromatic  1.384  0.020  1.384
 9DP  C1   CL1   single    1.723  0.020  1.723
 9DP  C1   C2    aromatic  1.391  0.020  1.391
 9DP  C6   N1    single    1.394  0.020  1.394
 9DP  N1   C7    single    1.370  0.020  1.370
 9DP  N1   HN1   single    0.860  0.020  1.020
 9DP  C7   O1    double    1.213  0.020  1.213
 9DP  C6   C2    aromatic  1.399  0.020  1.399
 9DP  C2   CL2   single    1.722  0.020  1.722
 9DP  C7   N2    single    1.370  0.020  1.370
 9DP  N2   C8    single    1.383  0.020  1.383
 9DP  N2   HN2   single    0.860  0.020  1.020
 9DP  O2   C24   deloc     1.246  0.020  1.246
 9DP  C4   C3    aromatic  1.386  0.020  1.386
 9DP  C3   H3    single    0.930  0.020  1.080
 9DP  N4   N3    aromatic  1.342  0.020  1.342
 9DP  N3   C10   aromatic  1.316  0.020  1.316
 9DP  O3   C24   deloc     1.247  0.020  1.247
 9DP  C4   C5    aromatic  1.384  0.020  1.384
 9DP  C4   H4    single    0.930  0.020  1.080
 9DP  C16  N4    single    1.413  0.020  1.413
 9DP  C8   N4    aromatic  1.357  0.020  1.357
 9DP  C5   C6    aromatic  1.393  0.020  1.393
 9DP  C5   H5    single    0.930  0.020  1.080
 9DP  C22  N5    single    1.449  0.020  1.449
 9DP  N5   C21   single    1.442  0.020  1.442
 9DP  N5   HN5   single    0.890  0.020  1.040
 9DP  C8   C9    aromatic  1.372  0.020  1.372
 9DP  C9   C10   aromatic  1.412  0.020  1.412
 9DP  C9   H9    single    0.930  0.020  1.080
 9DP  C10  C11   single    1.506  0.020  1.506
 9DP  C13  C11   single    1.534  0.020  1.534
 9DP  C11  C14   single    1.534  0.020  1.534
 9DP  C11  C12   single    1.528  0.020  1.528
 9DP  C12  H12   single    0.970  0.020  1.090
 9DP  C12  H12A  single    0.970  0.020  1.090
 9DP  C12  H12B  single    0.970  0.020  1.090
 9DP  C13  H13   single    0.970  0.020  1.090
 9DP  C13  H13A  single    0.970  0.020  1.090
 9DP  C13  H13B  single    0.970  0.020  1.090
 9DP  C14  H14   single    0.970  0.020  1.090
 9DP  C14  H14A  single    0.970  0.020  1.090
 9DP  C14  H14B  single    0.970  0.020  1.090
 9DP  C18  C15   aromatic  1.384  0.020  1.384
 9DP  C16  C15   aromatic  1.391  0.020  1.391
 9DP  C15  H15   single    0.930  0.020  1.080
 9DP  C17  C16   aromatic  1.386  0.020  1.386
 9DP  C20  C17   aromatic  1.392  0.020  1.392
 9DP  C17  H17   single    0.930  0.020  1.080
 9DP  C19  C18   aromatic  1.392  0.020  1.392
 9DP  C18  H18   single    0.930  0.020  1.080
 9DP  C20  C19   aromatic  1.396  0.020  1.396
 9DP  C21  C19   single    1.506  0.020  1.506
 9DP  C23  C20   single    1.507  0.020  1.507
 9DP  C21  H21   single    0.970  0.020  1.090
 9DP  C21  H21A  single    0.970  0.020  1.090
 9DP  C24  C22   single    1.543  0.020  1.543
 9DP  C22  C23   single    1.521  0.020  1.521
 9DP  C22  H22   single    0.970  0.020  1.090
 9DP  C23  H23   single    0.970  0.020  1.090
 9DP  C23  H23A  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
 9DP  C3    C1   C2    120.56  3.000
 9DP  C2    C1   CL1   120.10  3.000
 9DP  C3    C1   CL1   119.34  3.000
 9DP  HN1   N1   C7    118.39  3.000
 9DP  HN1   N1   C6    116.68  3.000
 9DP  C7    N1   C6    124.10  3.000
 9DP  C6    C2   CL2   119.55  3.000
 9DP  CL2   C2   C1    120.16  3.000
 9DP  C6    C2   C1    120.29  3.000
 9DP  HN2   N2   C8    117.37  3.000
 9DP  HN2   N2   C7    119.62  3.000
 9DP  C8    N2   C7    122.96  3.000
 9DP  H3    C3   C4    120.89  3.000
 9DP  H3    C3   C1    120.03  3.000
 9DP  C4    C3   C1    119.07  3.000
 9DP  C10   N3   N4    106.03  3.000
 9DP  H4    C4   C5    119.57  3.000
 9DP  H4    C4   C3    119.47  3.000
 9DP  C5    C4   C3    120.95  3.000
 9DP  C16   N4   C8    128.38  3.000
 9DP  C8    N4   N3    111.47  3.000
 9DP  C16   N4   N3    120.11  3.000
 9DP  H5    C5   C6    119.79  3.000
 9DP  H5    C5   C4    119.83  3.000
 9DP  C6    C5   C4    120.37  3.000
 9DP  HN5   N5   C22   109.13  3.000
 9DP  HN5   N5   C21   110.95  3.000
 9DP  C22   N5   C21   111.39  3.000
 9DP  C5    C6   C2    118.74  3.000
 9DP  C5    C6   N1    121.85  3.000
 9DP  C2    C6   N1    119.39  3.000
 9DP  N2    C7   O1    123.32  3.000
 9DP  N2    C7   N1    112.63  3.000
 9DP  O1    C7   N1    124.05  3.000
 9DP  C9    C8   N4    106.90  3.000
 9DP  C9    C8   N2    132.03  3.000
 9DP  N4    C8   N2    121.02  3.000
 9DP  H9    C9   C10   128.40  3.000
 9DP  H9    C9   C8    127.01  3.000
 9DP  C10   C9   C8    104.58  3.000
 9DP  C11   C10  C9    126.89  3.000
 9DP  C11   C10  N3    122.11  3.000
 9DP  C9    C10  N3    111.00  3.000
 9DP  C14   C11  C13   109.10  3.000
 9DP  C14   C11  C12   109.31  3.000
 9DP  C13   C11  C12   109.13  3.000
 9DP  C12   C11  C10   111.19  3.000
 9DP  C14   C11  C10   109.04  3.000
 9DP  C13   C11  C10   109.04  3.000
 9DP  H12B  C12  H12A  107.81  3.000
 9DP  H12B  C12  H12   107.82  3.000
 9DP  H12A  C12  H12   107.84  3.000
 9DP  H12B  C12  C11   111.98  3.000
 9DP  H12A  C12  C11   109.50  3.000
 9DP  H12   C12  C11   111.73  3.000
 9DP  H13B  C13  H13A  107.89  3.000
 9DP  H13B  C13  H13   107.82  3.000
 9DP  H13A  C13  H13   107.71  3.000
 9DP  H13B  C13  C11   111.30  3.000
 9DP  H13A  C13  C11   110.21  3.000
 9DP  H13   C13  C11   111.75  3.000
 9DP  H14B  C14  H14A  107.69  3.000
 9DP  H14B  C14  H14   107.87  3.000
 9DP  H14A  C14  H14   107.90  3.000
 9DP  H14B  C14  C11   111.68  3.000
 9DP  H14A  C14  C11   110.22  3.000
 9DP  H14   C14  C11   111.32  3.000
 9DP  H15   C15  C18   120.13  3.000
 9DP  H15   C15  C16   120.90  3.000
 9DP  C18   C15  C16   118.95  3.000
 9DP  C17   C16  C15   120.17  3.000
 9DP  C17   C16  N4    119.44  3.000
 9DP  C15   C16  N4    120.38  3.000
 9DP  H17   C17  C20   119.61  3.000
 9DP  H17   C17  C16   119.54  3.000
 9DP  C20   C17  C16   120.85  3.000
 9DP  H18   C18  C19   119.52  3.000
 9DP  H18   C18  C15   119.00  3.000
 9DP  C19   C18  C15   121.47  3.000
 9DP  C21   C19  C20   120.42  3.000
 9DP  C21   C19  C18   120.22  3.000
 9DP  C20   C19  C18   119.35  3.000
 9DP  C23   C20  C19   120.96  3.000
 9DP  C23   C20  C17   119.84  3.000
 9DP  C19   C20  C17   119.19  3.000
 9DP  H21A  C21  H21   106.17  3.000
 9DP  H21A  C21  C19   109.38  3.000
 9DP  H21   C21  C19   108.05  3.000
 9DP  H21A  C21  N5    109.57  3.000
 9DP  H21   C21  N5    113.03  3.000
 9DP  C19   C21  N5    110.51  3.000
 9DP  H22   C22  C24   105.93  3.000
 9DP  H22   C22  C23   107.45  3.000
 9DP  C24   C22  C23   113.14  3.000
 9DP  H22   C22  N5    110.96  3.000
 9DP  C23   C22  N5    107.75  3.000
 9DP  C24   C22  N5    111.57  3.000
 9DP  H23A  C23  H23   106.51  3.000
 9DP  H23A  C23  C22   109.53  3.000
 9DP  H23   C23  C22   110.50  3.000
 9DP  H23A  C23  C20   108.93  3.000
 9DP  H23   C23  C20   109.72  3.000
 9DP  C22   C23  C20   111.51  3.000
 9DP  C22   C24  O3    116.71  3.000
 9DP  C22   C24  O2    116.41  3.000
 9DP  O3    C24  O2    126.83  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
 9DP  CONST_01  C5   C4   C3   C1      0.00   0.0  0
 9DP  CONST_02  C5   C6   C2   C1      0.00   0.0  0
 9DP  CONST_03  C4   C3   C1   C2      0.00   0.0  0
 9DP  CONST_04  C4   C5   C6   C2      0.00   0.0  0
 9DP  CONST_05  C6   C2   C1   C3      0.00   0.0  0
 9DP  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 9DP  CONST_09  C9   C8   N4   N3      0.00   0.0  0
 9DP  CONST_10  C8   C9   C10  N3      0.00   0.0  0
 9DP  CONST_11  C9   C10  N3   N4      0.00   0.0  0
 9DP  CONST_12  C18  C15  C16  N4    180.00   0.0  0
 9DP  CONST_13  C20  C17  C16  N4    180.00   0.0  0
 9DP  CONST_14  C10  C9   C8   N4      0.00   0.0  0
 9DP  CONST_15  C10  N3   N4   C8      0.00   0.0  0
 9DP  CONST_18  C16  N4   C8   C9    180.00   0.0  0
 9DP  CONST_19  C16  N4   N3   C10   180.00   0.0  0
 9DP  CONST_20  C20  C19  C18  C15     0.00   0.0  0
 9DP  CONST_21  C20  C17  C16  C15     0.00   0.0  0
 9DP  CONST_22  C19  C18  C15  C16     0.00   0.0  0
 9DP  CONST_23  C19  C20  C17  C16     0.00   0.0  0
 9DP  CONST_24  C18  C15  C16  C17     0.00   0.0  0
 9DP  CONST_25  C18  C19  C20  C17     0.00   0.0  0
 9DP  CONST_26  N1   C6   C2   C1    180.00   0.0  0
 9DP  CONST_27  C4   C5   C6   N1    180.00   0.0  0
 9DP  CONST_28  C4   C3   C1   CL1   180.00   0.0  0
 9DP  CONST_29  C6   C2   C1   CL1   180.00   0.0  0
 9DP  CONST_30  N3   N4   C8   N2    180.00   0.0  0
 9DP  CONST_31  C16  N4   C8   N2      0.00   0.0  0
 9DP  CONST_32  C10  C9   C8   N2    180.00   0.0  0
 9DP  CONST_33  C3   C1   C2   CL2   180.00   0.0  0
 9DP  CONST_34  C5   C6   C2   CL2   180.00   0.0  0
 9DP  CONST_35  C11  C10  N3   N4    180.00   0.0  0
 9DP  CONST_36  C11  C10  C9   C8    180.00   0.0  0
 9DP  CONST_37  H4   C4   C3   C1    180.00   0.0  0
 9DP  CONST_38  H3   C3   C1   C2    180.00   0.0  0
 9DP  CONST_39  H5   C5   C6   C2    180.00   0.0  0
 9DP  CONST_40  H9   C9   C10  N3    180.00   0.0  0
 9DP  CONST_41  H15  C15  C16  N4      0.00   0.0  0
 9DP  CONST_42  H17  C17  C16  N4      0.00   0.0  0
 9DP  CONST_43  H18  C18  C15  C16   180.00   0.0  0
 9DP  CONST_50  C6   N1   C7   O1      0.00   0.0  0
 9DP  CONST_51  C8   N2   C7   O1      0.00   0.0  0
 9DP  CONST_52  C8   N2   C7   N1    180.00   0.0  0
 9DP  CONST_53  C6   N1   C7   N2    180.00   0.0  0
 9DP  Var_01    C18  C19  C21  N5   -161.08  30.0  1
 9DP  Var_02    C22  C23  C20  C17  -164.68  30.0  1
 9DP  Var_03    C22  N5   C21  C19   -55.77  30.0  1
 9DP  Var_04    C13  C11  C10  N3    122.40  30.0  2
 9DP  Var_05    H13  C13  C11  C10    60.30  30.0  3
 9DP  Var_06    H14  C14  C11  C10    61.93  30.0  3
 9DP  Var_07    H12  C12  C11  C10    61.21  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
 9DP  chir_01  C22  N5  C24  C23  positiv

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
 9DP  plan-1  N2   0.020
 9DP  plan-1  N3   0.020
 9DP  plan-1  N4   0.020
 9DP  plan-1  C8   0.020
 9DP  plan-1  C9   0.020
 9DP  plan-1  C10  0.020
 9DP  plan-1  C11  0.020
 9DP  plan-1  C16  0.020
 9DP  plan-1  H9   0.020
 9DP  plan-2  O2   0.020
 9DP  plan-2  O3   0.020
 9DP  plan-2  C22  0.020
 9DP  plan-2  C24  0.020
 9DP  plan-3  C1   0.020
 9DP  plan-3  N1   0.020
 9DP  plan-3  CL1  0.020
 9DP  plan-3  C2   0.020
 9DP  plan-3  CL2  0.020
 9DP  plan-3  C3   0.020
 9DP  plan-3  C4   0.020
 9DP  plan-3  C5   0.020
 9DP  plan-3  C6   0.020
 9DP  plan-3  H3   0.020
 9DP  plan-3  H4   0.020
 9DP  plan-3  H5   0.020
 9DP  plan-4  N4   0.020
 9DP  plan-4  C15  0.020
 9DP  plan-4  C16  0.020
 9DP  plan-4  C17  0.020
 9DP  plan-4  C18  0.020
 9DP  plan-4  C19  0.020
 9DP  plan-4  C20  0.020
 9DP  plan-4  C21  0.020
 9DP  plan-4  C23  0.020
 9DP  plan-4  H15  0.020
 9DP  plan-4  H17  0.020
 9DP  plan-4  H18  0.020
 9DP  plan-5  N1   0.020
 9DP  plan-5  O1   0.020
 9DP  plan-5  N2   0.020
 9DP  plan-5  C6   0.020
 9DP  plan-5  C7   0.020
 9DP  plan-5  C8   0.020
 9DP  plan-5  HN1  0.020
 9DP  plan-5  HN2  0.020

