# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 14:43:46 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: N-(2-aminoethyl)-5-chloroisoquinoline-8-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCN[S](=O)(=O)c1ccc(Cl)c2ccncc12
#
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
 CKI  CKI  N-(2-aminoethyl)-5-chloroisoquinoline-8-sulfonamide  ligand  30  18  .  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_CKI
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
 CKI  C1    C   CR16  0  -0.106   1.9545  -0.6700  -0.3083
 CKI  N2    N   N     0  -0.388   2.9941  -0.3970  -1.0480
 CKI  C3    C   CR16  0  -0.060   2.7948   0.1378  -2.2665
 CKI  C4    C   CR16  0  -0.368   1.5552   0.4059  -2.7725
 CKI  C5    C   CR6   0  -0.113  -0.9108   0.3718  -2.4335
 CKI  CL5   CL  CL    0  -0.089  -1.1755   1.0406  -3.9980
 CKI  C6    C   CR16  0  -0.194  -1.9835   0.0909  -1.6422
 CKI  C7    C   CR16  0  -0.261  -1.7866  -0.4464  -0.3578
 CKI  C8    C   CR6   0  -0.262  -0.5280  -0.7058   0.1061
 CKI  C9    C   CR66  0   0.062   0.6121  -0.4326  -0.7020
 CKI  C10   C   CR66  0   0.309   0.4170   0.1251  -1.9920
 CKI  S     S   S     0   1.371  -0.3894  -1.3492   1.7660
 CKI  O1S   O   OS    0  -0.649   0.5124  -2.4881   1.7584
 CKI  O2S   O   OS    0  -0.639  -1.7420  -1.5103   2.2673
 CKI  N1'   N   NC1   0  -0.735   0.3274  -0.1804   2.6590
 CKI  C1'   C   CH2   0  -0.282  -0.2969   1.1354   2.7623
 CKI  C2'   C   CH2   0  -0.292   0.3385   1.9068   3.9095
 CKI  N2'   N   NH2   0  -0.801  -0.2337   3.2399   3.9642
 CKI  H1    H   HCR6  0   0.264   2.1752  -1.1222   0.6492
 CKI  H3    H   HCR6  0   0.281   3.6823   0.3499  -2.8491
 CKI  H4    H   HCR6  0   0.279   1.4605   0.8307  -3.7613
 CKI  H6    H   HCR6  0   0.305  -2.9900   0.2805  -1.9870
 CKI  H7    H   HCR6  0   0.305  -2.6572  -0.6467   0.2495
 CKI  HN1   H   HNC1  0   0.416   1.3368  -0.1653   2.5613
 CKI  H1'1  H   HCH2  0   0.263  -1.3600   1.0079   2.9622
 CKI  H1'2  H   HCH2  0   0.238  -0.1961   1.7026   1.8297
 CKI  H2'1  H   HCH2  0   0.207   1.4315   1.8954   3.7924
 CKI  H2'2  H   HCH2  0   0.237   0.1170   1.3893   4.8445
 CKI  HN21  H   HNH2  0   0.356   0.0653   3.6996   4.8139
 CKI  HN22  H   HNH2  0   0.346   0.1351   3.7998   3.2056

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
 CKI  C1   N2    aromatic  1.305  0.020  1.305
 CKI  C1   C9    aromatic  1.419  0.020  1.419
 CKI  C1   H1    single    0.930  0.020  1.080
 CKI  N2   C3    aromatic  1.346  0.020  1.346
 CKI  C3   C4    aromatic  1.365  0.020  1.365
 CKI  C3   H3    single    0.930  0.020  1.080
 CKI  C4   C10   aromatic  1.408  0.020  1.408
 CKI  C4   H4    single    0.930  0.020  1.080
 CKI  C5   CL5   single    1.722  0.020  1.722
 CKI  C5   C6    aromatic  1.362  0.020  1.362
 CKI  C5   C10   aromatic  1.421  0.020  1.421
 CKI  C6   C7    aromatic  1.406  0.020  1.406
 CKI  C6   H6    single    0.930  0.020  1.080
 CKI  C7   C8    aromatic  1.366  0.020  1.366
 CKI  C7   H7    single    0.930  0.020  1.080
 CKI  C8   C9    aromatic  1.424  0.020  1.424
 CKI  C8   S     single    1.786  0.020  1.786
 CKI  C9   C10   aromatic  1.419  0.020  1.419
 CKI  S    O1S   double    1.453  0.020  1.453
 CKI  S    O2S   double    1.451  0.020  1.451
 CKI  S    N1'   single    1.636  0.020  1.636
 CKI  N1'  C1'   single    1.460  0.020  1.460
 CKI  N1'  HN1   single    0.890  0.020  1.040
 CKI  C1'  C2'   single    1.522  0.020  1.522
 CKI  C1'  H1'1  single    0.970  0.020  1.090
 CKI  C1'  H1'2  single    0.970  0.020  1.090
 CKI  C2'  N2'   single    1.452  0.020  1.452
 CKI  C2'  H2'1  single    0.970  0.020  1.090
 CKI  C2'  H2'2  single    0.970  0.020  1.090
 CKI  N2'  HN21  single    0.890  0.020  1.040
 CKI  N2'  HN22  single    0.890  0.020  1.040

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
 CKI  H1    C1   C9    120.57  3.000
 CKI  H1    C1   N2    115.26  3.000
 CKI  C9    C1   N2    124.15  3.000
 CKI  C3    N2   C1    118.59  3.000
 CKI  H3    C3   C4    120.42  3.000
 CKI  H3    C3   N2    116.35  3.000
 CKI  C4    C3   N2    123.24  3.000
 CKI  H4    C4   C10   120.98  3.000
 CKI  H4    C4   C3    119.73  3.000
 CKI  C10   C4   C3    119.28  3.000
 CKI  C10   C5   C6    121.30  3.000
 CKI  C10   C5   CL5   119.56  3.000
 CKI  C6    C5   CL5   119.13  3.000
 CKI  H6    C6   C7    119.26  3.000
 CKI  H6    C6   C5    120.79  3.000
 CKI  C7    C6   C5    119.94  3.000
 CKI  H7    C7   C8    121.09  3.000
 CKI  H7    C7   C6    118.14  3.000
 CKI  C8    C7   C6    120.78  3.000
 CKI  S     C8   C9    122.31  3.000
 CKI  S     C8   C7    117.10  3.000
 CKI  C9    C8   C7    120.56  3.000
 CKI  C10   C9   C8    118.77  3.000
 CKI  C10   C9   C1    116.63  3.000
 CKI  C8    C9   C1    124.60  3.000
 CKI  C9    C10  C5    118.64  3.000
 CKI  C9    C10  C4    118.11  3.000
 CKI  C5    C10  C4    123.26  3.000
 CKI  N1'   S    O2S   107.40  3.000
 CKI  N1'   S    O1S   106.91  3.000
 CKI  O2S   S    O1S   119.56  3.000
 CKI  N1'   S    C8    106.50  3.000
 CKI  O2S   S    C8    106.78  3.000
 CKI  O1S   S    C8    109.01  3.000
 CKI  HN1   N1'  C1'   114.77  3.000
 CKI  HN1   N1'  S     113.20  3.000
 CKI  C1'   N1'  S     119.67  3.000
 CKI  H1'2  C1'  H1'1  107.85  3.000
 CKI  H1'2  C1'  C2'   109.92  3.000
 CKI  H1'1  C1'  C2'   109.18  3.000
 CKI  H1'2  C1'  N1'   111.52  3.000
 CKI  H1'1  C1'  N1'   108.95  3.000
 CKI  C2'   C1'  N1'   109.37  3.000
 CKI  H2'2  C2'  H2'1  106.75  3.000
 CKI  H2'2  C2'  N2'   108.86  3.000
 CKI  H2'1  C2'  N2'   113.91  3.000
 CKI  H2'2  C2'  C1'   108.71  3.000
 CKI  H2'1  C2'  C1'   109.25  3.000
 CKI  N2'   C2'  C1'   109.23  3.000
 CKI  HN22  N2'  HN21  105.70  3.000
 CKI  HN22  N2'  C2'   109.64  3.000
 CKI  HN21  N2'  C2'   109.42  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
 CKI  CONST_01  C4    C3   N2   C1     0.00   0.0  0
 CKI  CONST_02  C7    C8   C9   C1   180.00   0.0  0
 CKI  CONST_03  C4    C10  C9   C1     0.00   0.0  0
 CKI  CONST_04  C5    C10  C9   C1   180.00   0.0  0
 CKI  CONST_05  C8    C9   C1   N2   180.00   0.0  0
 CKI  CONST_06  C10   C9   C1   N2     0.00   0.0  0
 CKI  CONST_07  C10   C4   C3   N2     0.00   0.0  0
 CKI  CONST_08  C9    C1   N2   C3     0.00   0.0  0
 CKI  CONST_09  C5    C10  C4   C3   180.00   0.0  0
 CKI  CONST_10  C9    C10  C4   C3     0.00   0.0  0
 CKI  CONST_11  C6    C5   C10  C4   180.00   0.0  0
 CKI  CONST_12  C8    C9   C10  C4   180.00   0.0  0
 CKI  CONST_13  C8    C7   C6   C5     0.00   0.0  0
 CKI  CONST_14  C8    C9   C10  C5     0.00   0.0  0
 CKI  CONST_15  C9    C10  C5   C6     0.00   0.0  0
 CKI  CONST_16  C9    C8   C7   C6     0.00   0.0  0
 CKI  CONST_17  C10   C5   C6   C7     0.00   0.0  0
 CKI  CONST_18  C10   C9   C8   C7     0.00   0.0  0
 CKI  CONST_19  S     C8   C9   C1     0.00   0.0  0
 CKI  CONST_20  CL5   C5   C10  C4     0.00   0.0  0
 CKI  CONST_21  C7    C6   C5   CL5  180.00   0.0  0
 CKI  CONST_22  C9    C10  C5   CL5  180.00   0.0  0
 CKI  CONST_23  S     C8   C7   C6   180.00   0.0  0
 CKI  CONST_24  S     C8   C9   C10  180.00   0.0  0
 CKI  CONST_25  H3    C3   N2   C1   180.00   0.0  0
 CKI  CONST_26  H4    C4   C3   N2   180.00   0.0  0
 CKI  CONST_27  H1    C1   N2   C3   180.00   0.0  0
 CKI  CONST_28  H7    C7   C6   C5   180.00   0.0  0
 CKI  CONST_29  H6    C6   C7   C8   180.00   0.0  0
 CKI  Var_01    O1S   S    C8   C7   132.68  30.0  2
 CKI  Var_02    C1'   N1'  S    C8    58.71  30.0  3
 CKI  Var_03    C2'   C1'  N1'  S    165.18  30.0  3
 CKI  Var_04    N2'   C2'  C1'  N1'  176.96  30.0  3
 CKI  Var_05    HN21  N2'  C2'  C1'  170.38  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
 CKI  plan-1  C1   0.020
 CKI  plan-1  N2   0.020
 CKI  plan-1  C3   0.020
 CKI  plan-1  C4   0.020
 CKI  plan-1  C5   0.020
 CKI  plan-1  CL5  0.020
 CKI  plan-1  C6   0.020
 CKI  plan-1  C7   0.020
 CKI  plan-1  C8   0.020
 CKI  plan-1  C9   0.020
 CKI  plan-1  C10  0.020
 CKI  plan-1  S    0.020
 CKI  plan-1  H1   0.020
 CKI  plan-1  H3   0.020
 CKI  plan-1  H4   0.020
 CKI  plan-1  H6   0.020
 CKI  plan-1  H7   0.020

