# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 09:57:26 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: N-({(2S,4R)-4-[(4-chlorobenzyl)oxy]pyrrolidin-2-yl}methyl)isoquinoline-5-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(CO[C@H]2CN[C@H](CN[S](=O)(=O)c3cccc4cnccc34)C2)cc1
#
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
 CQP  CQP  N-({(2S,4R)-4-[(4-chlorobenzyl)oxy]pyrrolidin-2-yl}methyl)isoquinoline-5-sulfonamide  ligand  51  29  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CQP
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
 CQP  CL1   CL  CL    0  -0.131  -8.0091   1.6097  -2.4250
 CQP  C2    C   CR6   0  -0.053  -6.4238   1.4601  -1.7378
 CQP  C3    C   CR16  0  -0.196  -6.0128   2.3587  -0.7684
 CQP  C4    C   CR16  0  -0.312  -4.7432   2.2241  -0.2217
 CQP  C5    C   CR6   0   0.084  -3.8847   1.2140  -0.6371
 CQP  C6    C   CH2   0  -0.200  -2.5026   1.0925  -0.0627
 CQP  O7    O   O2    0  -0.485  -2.2938  -0.2382   0.3477
 CQP  C8    C   CH1   0   0.036  -0.9498  -0.5508   0.6059
 CQP  C10   C   CH2   0  -0.289  -0.3870   0.0704   1.8975
 CQP  N10   N   NH1   0  -0.619   0.5842  -0.8967   2.4179
 CQP  C13   C   CH1   0  -0.147   0.5326  -2.1145   1.6049
 CQP  C14   C   CH2   0  -0.266   1.7256  -2.1461   0.6447
 CQP  N15   N   NC1   0  -0.739   2.9210  -1.8622   1.4255
 CQP  S16   S   S     0   1.381   4.3368  -1.6197   0.6423
 CQP  O17   O   OS    0  -0.650   4.6567  -2.8452  -0.0703
 CQP  O18   O   OS    0  -0.659   5.2787  -1.0974   1.6199
 CQP  C19   C   CR6   0  -0.272   4.0157  -0.3729  -0.5894
 CQP  C20   C   CR16  0  -0.233   4.1538  -0.7251  -1.9065
 CQP  C21   C   CR16  0  -0.251   3.8643   0.1916  -2.9343
 CQP  C22   C   CR16  0  -0.281   3.4111   1.4408  -2.6229
 CQP  C23   C   CR66  0  -0.018   3.2519   1.8235  -1.2736
 CQP  C24   C   CR16  0  -0.075   2.7698   3.1097  -0.9364
 CQP  N25   N   N     0  -0.402   2.5999   3.5290   0.2864
 CQP  C26   C   CR16  0  -0.066   2.9218   2.6802   1.2844
 CQP  C27   C   CR16  0  -0.402   3.3998   1.4134   1.0925
 CQP  C28   C   CR66  0   0.295   3.5710   0.9280  -0.2235
 CQP  C29   C   CR16  0  -0.294  -4.3239   0.3228  -1.6138
 CQP  C31   C   CH2   0  -0.495  -0.7811  -2.0458   0.8359
 CQP  C30   C   CR16  0  -0.198  -5.5887   0.4382  -2.1670
 CQP  H3    H   HCR6  0   0.280  -6.6709   3.1480  -0.4315
 CQP  H4    H   HCR6  0   0.265  -4.4251   2.9222   0.5431
 CQP  H6C1  H   HCH2  0   0.222  -1.7619   1.3735  -0.8256
 CQP  H6C2  H   HCH2  0   0.229  -2.3847   1.7978   0.7697
 CQP  H8    H   HCH1  0   0.210  -0.3365  -0.2321  -0.2507
 CQP  H101  H   HCH2  0   0.226   0.0799   1.0409   1.7136
 CQP  H102  H   HCH2  0   0.232  -1.2056   0.2275   2.6065
 CQP  H10   H   HNH1  0   0.370   0.3869  -1.1109   3.3835
 CQP  H13   H   HCH1  0   0.271   0.5892  -2.9919   2.2513
 CQP  H141  H   HCH2  0   0.269   1.7994  -3.1276   0.1770
 CQP  H142  H   HCH2  0   0.231   1.5812  -1.4045  -0.1517
 CQP  H15   H   HNC1  0   0.410   2.7084  -1.1479   2.1252
 CQP  H20   H   HCR6  0   0.296   4.4836  -1.7188  -2.1742
 CQP  H21   H   HCR6  0   0.282   3.9909  -0.1115  -3.9640
 CQP  H22   H   HCR6  0   0.278   3.1687   2.1504  -3.4042
 CQP  H24   H   HCR6  0   0.278   2.5216   3.7989  -1.7386
 CQP  H26   H   HCR6  0   0.277   2.7861   3.0558   2.2912
 CQP  H27   H   HCR6  0   0.265   3.6617   0.8310   1.9620
 CQP  H29   H   HCR6  0   0.262  -3.6748  -0.4729  -1.9571
 CQP  H311  H   HCH2  0   0.253  -1.5994  -2.4146   1.4595
 CQP  H312  H   HCH2  0   0.256  -0.7732  -2.6264  -0.0884
 CQP  H30   H   HCR6  0   0.279  -5.9186  -0.2598  -2.9246

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
 CQP  CL1  C2    single    1.734  0.020  1.734
 CQP  C2   C3    aromatic  1.384  0.020  1.384
 CQP  C2   C30   aromatic  1.388  0.020  1.388
 CQP  C3   C4    aromatic  1.389  0.020  1.389
 CQP  C3   H3    single    0.930  0.020  1.080
 CQP  C4   C5    aromatic  1.389  0.020  1.389
 CQP  C4   H4    single    0.930  0.020  1.080
 CQP  C5   C6    single    1.502  0.020  1.502
 CQP  C5   C29   aromatic  1.393  0.020  1.393
 CQP  C6   O7    single    1.408  0.020  1.408
 CQP  C6   H6C1  single    0.970  0.020  1.090
 CQP  C6   H6C2  single    0.970  0.020  1.090
 CQP  O7   C8    single    1.404  0.020  1.404
 CQP  C8   C10   single    1.540  0.020  1.540
 CQP  C8   C31   single    1.522  0.020  1.522
 CQP  C8   H8    single    0.970  0.020  1.090
 CQP  C10  N10   single    1.466  0.020  1.466
 CQP  C10  H101  single    0.970  0.020  1.090
 CQP  C10  H102  single    0.970  0.020  1.090
 CQP  N10  C13   single    1.465  0.020  1.465
 CQP  N10  H10   single    0.890  0.020  1.040
 CQP  C13  C14   single    1.532  0.020  1.532
 CQP  C13  C31   single    1.524  0.020  1.524
 CQP  C13  H13   single    0.970  0.020  1.090
 CQP  C14  N15   single    1.456  0.020  1.456
 CQP  C14  H141  single    0.970  0.020  1.090
 CQP  C14  H142  single    0.970  0.020  1.090
 CQP  N15  S16   single    1.636  0.020  1.636
 CQP  N15  H15   single    0.890  0.020  1.040
 CQP  S16  O17   double    1.453  0.020  1.453
 CQP  S16  O18   double    1.454  0.020  1.454
 CQP  S16  C19   single    1.782  0.020  1.782
 CQP  C19  C20   aromatic  1.370  0.020  1.370
 CQP  C19  C28   aromatic  1.423  0.020  1.423
 CQP  C20  C21   aromatic  1.407  0.020  1.407
 CQP  C20  H20   single    0.930  0.020  1.080
 CQP  C21  C22   aromatic  1.365  0.020  1.365
 CQP  C21  H21   single    0.930  0.020  1.080
 CQP  C22  C23   aromatic  1.412  0.020  1.412
 CQP  C22  H22   single    0.930  0.020  1.080
 CQP  C23  C24   aromatic  1.414  0.020  1.414
 CQP  C23  C28   aromatic  1.416  0.020  1.416
 CQP  C24  N25   aromatic  1.304  0.020  1.304
 CQP  C24  H24   single    0.930  0.020  1.080
 CQP  N25  C26   aromatic  1.349  0.020  1.349
 CQP  C26  C27   aromatic  1.368  0.020  1.368
 CQP  C26  H26   single    0.930  0.020  1.080
 CQP  C27  C28   aromatic  1.413  0.020  1.413
 CQP  C27  H27   single    0.930  0.020  1.080
 CQP  C29  C30   aromatic  1.385  0.020  1.385
 CQP  C29  H29   single    0.930  0.020  1.080
 CQP  C31  H311  single    0.970  0.020  1.090
 CQP  C31  H312  single    0.970  0.020  1.090
 CQP  C30  H30   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
 CQP  C30   C2   C3    121.06  3.000
 CQP  C30   C2   CL1   119.41  3.000
 CQP  C3    C2   CL1   119.53  3.000
 CQP  H3    C3   C4    120.29  3.000
 CQP  H3    C3   C2    120.75  3.000
 CQP  C4    C3   C2    118.96  3.000
 CQP  H4    C4   C5    119.88  3.000
 CQP  H4    C4   C3    118.94  3.000
 CQP  C5    C4   C3    121.18  3.000
 CQP  C29   C5   C6    120.43  3.000
 CQP  C29   C5   C4    118.68  3.000
 CQP  C6    C5   C4    120.88  3.000
 CQP  H6C2  C6   H6C1  106.83  3.000
 CQP  H6C2  C6   O7    111.73  3.000
 CQP  H6C1  C6   O7    110.11  3.000
 CQP  H6C2  C6   C5    109.69  3.000
 CQP  H6C1  C6   C5    109.50  3.000
 CQP  O7    C6   C5    108.94  3.000
 CQP  C8    O7   C6    113.95  3.000
 CQP  H8    C8   C31   109.89  3.000
 CQP  H8    C8   C10   109.41  3.000
 CQP  C31   C8   C10   103.24  3.000
 CQP  H8    C8   O7    109.02  3.000
 CQP  C31   C8   O7    110.65  3.000
 CQP  C10   C8   O7    114.48  3.000
 CQP  H102  C10  H101  107.53  3.000
 CQP  H102  C10  N10   111.11  3.000
 CQP  H101  C10  N10   111.26  3.000
 CQP  H102  C10  C8    109.14  3.000
 CQP  H101  C10  C8    111.93  3.000
 CQP  N10   C10  C8    105.89  3.000
 CQP  H10   N10  C13   110.36  3.000
 CQP  H10   N10  C10   110.51  3.000
 CQP  C13   N10  C10   109.15  3.000
 CQP  H13   C13  C31   112.33  3.000
 CQP  H13   C13  C14   108.32  3.000
 CQP  C31   C13  C14   110.85  3.000
 CQP  H13   C13  N10   109.74  3.000
 CQP  C31   C13  N10   105.84  3.000
 CQP  C14   C13  N10   109.73  3.000
 CQP  H142  C14  H141  107.82  3.000
 CQP  H142  C14  N15   111.43  3.000
 CQP  H141  C14  N15   110.50  3.000
 CQP  H142  C14  C13   109.78  3.000
 CQP  H141  C14  C13   109.90  3.000
 CQP  N15   C14  C13   107.41  3.000
 CQP  H15   N15  S16   113.83  3.000
 CQP  H15   N15  C14   109.43  3.000
 CQP  S16   N15  C14   118.86  3.000
 CQP  C19   S16  O18   109.27  3.000
 CQP  C19   S16  O17   106.91  3.000
 CQP  O18   S16  O17   119.33  3.000
 CQP  C19   S16  N15   106.18  3.000
 CQP  O18   S16  N15   106.97  3.000
 CQP  O17   S16  N15   107.47  3.000
 CQP  C28   C19  C20   120.91  3.000
 CQP  C28   C19  S16   121.22  3.000
 CQP  C20   C19  S16   117.80  3.000
 CQP  H20   C20  C21   118.74  3.000
 CQP  H20   C20  C19   120.34  3.000
 CQP  C21   C20  C19   120.92  3.000
 CQP  H21   C21  C22   120.86  3.000
 CQP  H21   C21  C20   119.28  3.000
 CQP  C22   C21  C20   119.86  3.000
 CQP  H22   C22  C23   119.13  3.000
 CQP  H22   C22  C21   120.63  3.000
 CQP  C23   C22  C21   120.24  3.000
 CQP  C28   C23  C24   118.36  3.000
 CQP  C28   C23  C22   120.79  3.000
 CQP  C24   C23  C22   120.85  3.000
 CQP  H24   C24  N25   117.30  3.000
 CQP  H24   C24  C23   118.61  3.000
 CQP  N25   C24  C23   124.09  3.000
 CQP  C26   N25  C24   117.41  3.000
 CQP  H26   C26  C27   119.70  3.000
 CQP  H26   C26  N25   116.07  3.000
 CQP  C27   C26  N25   124.23  3.000
 CQP  H27   C27  C28   122.40  3.000
 CQP  H27   C27  C26   118.15  3.000
 CQP  C28   C27  C26   119.42  3.000
 CQP  C27   C28  C23   116.49  3.000
 CQP  C27   C28  C19   126.26  3.000
 CQP  C23   C28  C19   117.25  3.000
 CQP  H29   C29  C30   118.82  3.000
 CQP  H29   C29  C5    120.23  3.000
 CQP  C30   C29  C5    120.96  3.000
 CQP  H312  C31  H311  108.01  3.000
 CQP  H312  C31  C13   113.40  3.000
 CQP  H311  C31  C13   110.02  3.000
 CQP  H312  C31  C8    113.28  3.000
 CQP  H311  C31  C8    109.55  3.000
 CQP  C13   C31  C8    102.48  3.000
 CQP  H30   C30  C29   120.29  3.000
 CQP  H30   C30  C2    120.55  3.000
 CQP  C29   C30  C2    119.16  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
 CQP  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 CQP  CONST_02  C5   C29  C30  C2      0.00   0.0  0
 CQP  CONST_03  C29  C30  C2   C3      0.00   0.0  0
 CQP  CONST_04  C29  C5   C4   C3      0.00   0.0  0
 CQP  CONST_05  C30  C2   C3   C4      0.00   0.0  0
 CQP  CONST_06  C30  C29  C5   C4      0.00   0.0  0
 CQP  CONST_07  C22  C21  C20  C19     0.00   0.0  0
 CQP  CONST_08  C22  C23  C28  C19     0.00   0.0  0
 CQP  CONST_09  C24  C23  C28  C19   180.00   0.0  0
 CQP  CONST_10  C26  C27  C28  C19   180.00   0.0  0
 CQP  CONST_11  C23  C28  C19  C20     0.00   0.0  0
 CQP  CONST_12  C27  C28  C19  C20   180.00   0.0  0
 CQP  CONST_13  C23  C22  C21  C20     0.00   0.0  0
 CQP  CONST_14  C28  C19  C20  C21     0.00   0.0  0
 CQP  CONST_15  C24  C23  C22  C21   180.00   0.0  0
 CQP  CONST_16  C28  C23  C22  C21     0.00   0.0  0
 CQP  CONST_17  N25  C24  C23  C22   180.00   0.0  0
 CQP  CONST_18  C27  C28  C23  C22   180.00   0.0  0
 CQP  CONST_19  C26  N25  C24  C23     0.00   0.0  0
 CQP  CONST_20  C26  C27  C28  C23     0.00   0.0  0
 CQP  CONST_21  C27  C28  C23  C24     0.00   0.0  0
 CQP  CONST_22  C27  C26  N25  C24     0.00   0.0  0
 CQP  CONST_23  C28  C23  C24  N25     0.00   0.0  0
 CQP  CONST_24  C28  C27  C26  N25     0.00   0.0  0
 CQP  CONST_25  C4   C3   C2   CL1   180.00   0.0  0
 CQP  CONST_26  C29  C30  C2   CL1   180.00   0.0  0
 CQP  CONST_27  C6   C5   C4   C3    180.00   0.0  0
 CQP  CONST_28  C30  C29  C5   C6    180.00   0.0  0
 CQP  CONST_29  C21  C20  C19  S16   180.00   0.0  0
 CQP  CONST_30  C23  C28  C19  S16   180.00   0.0  0
 CQP  CONST_31  C27  C28  C19  S16     0.00   0.0  0
 CQP  CONST_32  H4   C4   C3   C2    180.00   0.0  0
 CQP  CONST_33  H29  C29  C30  C2    180.00   0.0  0
 CQP  CONST_34  H30  C30  C2   C3    180.00   0.0  0
 CQP  CONST_35  H3   C3   C4   C5    180.00   0.0  0
 CQP  CONST_36  H21  C21  C20  C19   180.00   0.0  0
 CQP  CONST_37  H27  C27  C28  C19     0.00   0.0  0
 CQP  CONST_38  H22  C22  C21  C20   180.00   0.0  0
 CQP  CONST_39  H20  C20  C21  C22   180.00   0.0  0
 CQP  CONST_40  H24  C24  C23  C22     0.00   0.0  0
 CQP  CONST_41  H26  C26  N25  C24   180.00   0.0  0
 CQP  Var_01    C13  N10  C10  C8     -6.09  30.0  1
 CQP  Var_02    O7   C6   C5   C4    130.30  30.0  2
 CQP  Var_03    C20  C19  S16  N15  -116.52  30.0  2
 CQP  Var_04    S16  N15  C14  C13  -171.55  30.0  3
 CQP  Var_05    C19  S16  N15  C14    52.08  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
 CQP  chir_01  C8   O7   C10  C31  negativ
 CQP  chir_02  C13  N10  C14  C31  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
 CQP  plan-1  CL1  0.020
 CQP  plan-1  C2   0.020
 CQP  plan-1  C3   0.020
 CQP  plan-1  C4   0.020
 CQP  plan-1  C5   0.020
 CQP  plan-1  C6   0.020
 CQP  plan-1  C29  0.020
 CQP  plan-1  C30  0.020
 CQP  plan-1  H3   0.020
 CQP  plan-1  H4   0.020
 CQP  plan-1  H29  0.020
 CQP  plan-1  H30  0.020
 CQP  plan-2  S16  0.020
 CQP  plan-2  C19  0.020
 CQP  plan-2  C20  0.020
 CQP  plan-2  C21  0.020
 CQP  plan-2  C22  0.020
 CQP  plan-2  C23  0.020
 CQP  plan-2  C24  0.020
 CQP  plan-2  N25  0.020
 CQP  plan-2  C26  0.020
 CQP  plan-2  C27  0.020
 CQP  plan-2  C28  0.020
 CQP  plan-2  H20  0.020
 CQP  plan-2  H21  0.020
 CQP  plan-2  H22  0.020
 CQP  plan-2  H24  0.020
 CQP  plan-2  H26  0.020
 CQP  plan-2  H27  0.020

