# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 03:19:42 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: 6-(5-methoxy-1-methyl-indol-3-yl)-5H-pyrrolo[2,3-b]pyrazine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2n(C)cc(c3[nH]c4nccnc4c3)c2c1
#
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
 KSR  KSR  6-(5-methoxy-1-methyl-indol-3-yl)-5H-pyrrolo[2,3-b]pyrazine  ligand  35  21  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_KSR
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
 KSR  C1    C  CR16  0  -0.157  -5.4778   0.4198  -0.2733
 KSR  N2    N  N     0  -0.400  -4.7166  -0.6117  -0.6202
 KSR  C3    C  CR56  0   0.165  -3.4234  -0.4758  -0.3449
 KSR  C4    C  CR56  0   0.435  -2.9356   0.7107   0.2671
 KSR  N5    N  N     0  -0.388  -3.6829   1.7323   0.6146
 KSR  C6    C  CR16  0  -0.138  -4.9758   1.5709   0.3365
 KSR  C9    C  CR15  0  -0.475  -2.3080  -1.3271  -0.5510
 KSR  C10   C  CR5   0   0.353  -1.2065  -0.6583  -0.0650
 KSR  N11   N  NR15  0  -0.741  -1.5917   0.5732   0.4135
 KSR  C14   C  CR5   0  -0.077   0.1660  -1.0957  -0.0092
 KSR  C15   C  CR56  0   0.109   1.3727  -0.3142  -0.0027
 KSR  C16   C  CR56  0   0.352   2.4380  -1.2374   0.0503
 KSR  N17   N  NR5   0  -0.518   1.9103  -2.5049   0.0731
 KSR  C18   C  CR15  0  -0.049   0.5624  -2.4133   0.0384
 KSR  C20   C  CR16  0  -0.519   1.6592   1.0507  -0.0686
 KSR  C21   C  CR6   0   0.398   2.9840   1.4646  -0.0582
 KSR  C22   C  CR16  0  -0.403   4.0316   0.5283   0.0090
 KSR  C23   C  CR16  0  -0.292   3.7632  -0.8282   0.0601
 KSR  C27   C  CH3   0  -0.530   2.6818  -3.7207   0.1612
 KSR  O31   O  O2    0  -0.480   3.1846   2.8014  -0.1190
 KSR  C32   C  CH3   0  -0.435   4.5090   3.2904  -0.1292
 KSR  H1    H  HCR6  0   0.261  -6.5389   0.3453  -0.4797
 KSR  H6    H  HCR6  0   0.264  -5.6454   2.3791   0.6031
 KSR  H9    H  HCR5  0   0.256  -2.3006  -2.2958  -1.0250
 KSR  HN11  H  HNR5  0   0.419  -1.0014   1.2165   0.9165
 KSR  H18   H  HCR5  0   0.298  -0.0506  -3.3014   0.0665
 KSR  H20   H  HCR6  0   0.246   0.8795   1.7988  -0.1396
 KSR  H22   H  HCR6  0   0.278   5.0639   0.8495   0.0165
 KSR  H23   H  HCR6  0   0.275   4.5762  -1.5413   0.1029
 KSR  H27   H  HCH3  0   0.258   3.2671  -3.7414   1.0802
 KSR  H27A  H  HCH3  0   0.268   2.0082  -4.5729   0.1588
 KSR  H27B  H  HCH3  0   0.258   3.3586  -3.8098  -0.6880
 KSR  H32   H  HCH3  0   0.258   4.4386   4.3747  -0.1757
 KSR  H32A  H  HCH3  0   0.225   5.0564   3.0137   0.7761
 KSR  H32B  H  HCH3  0   0.225   5.0699   2.9388  -0.9995

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
 KSR  C1   N2    aromatic  1.328  0.020  1.328
 KSR  C1   C6    aromatic  1.396  0.020  1.396
 KSR  N2   C3    aromatic  1.329  0.020  1.329
 KSR  C3   C4    aromatic  1.421  0.020  1.421
 KSR  C3   C9    aromatic  1.418  0.020  1.418
 KSR  C4   N5    aromatic  1.313  0.020  1.313
 KSR  C4   N11   aromatic  1.359  0.020  1.359
 KSR  N5   C6    aromatic  1.332  0.020  1.332
 KSR  C9   C10   aromatic  1.377  0.020  1.377
 KSR  C10  N11   aromatic  1.376  0.020  1.376
 KSR  C10  C14   single    1.442  0.020  1.442
 KSR  C14  C15   aromatic  1.438  0.020  1.438
 KSR  C14  C18   aromatic  1.377  0.020  1.377
 KSR  C15  C16   aromatic  1.411  0.020  1.411
 KSR  C15  C20   aromatic  1.396  0.020  1.396
 KSR  C16  N17   aromatic  1.373  0.020  1.373
 KSR  C16  C23   aromatic  1.387  0.020  1.387
 KSR  N17  C18   aromatic  1.351  0.020  1.351
 KSR  N17  C27   single    1.443  0.020  1.443
 KSR  C20  C21   aromatic  1.388  0.020  1.388
 KSR  C21  C22   aromatic  1.407  0.020  1.407
 KSR  C21  O31   single    1.353  0.020  1.353
 KSR  C22  C23   aromatic  1.384  0.020  1.384
 KSR  O31  C32   single    1.412  0.020  1.412
 KSR  C1   H1    single    0.930  0.020  1.080
 KSR  C6   H6    single    0.930  0.020  1.080
 KSR  C9   H9    single    0.930  0.020  1.080
 KSR  N11  HN11  single    0.860  0.020  1.020
 KSR  C18  H18   single    0.930  0.020  1.080
 KSR  C20  H20   single    0.930  0.020  1.080
 KSR  C22  H22   single    0.930  0.020  1.080
 KSR  C23  H23   single    0.930  0.020  1.080
 KSR  C27  H27   single    0.970  0.020  1.090
 KSR  C27  H27A  single    0.970  0.020  1.090
 KSR  C27  H27B  single    0.970  0.020  1.090
 KSR  C32  H32   single    0.970  0.020  1.090
 KSR  C32  H32A  single    0.970  0.020  1.090
 KSR  C32  H32B  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
 KSR  H1    C1   C6    119.48  3.000
 KSR  H1    C1   N2    117.26  3.000
 KSR  C6    C1   N2    123.26  3.000
 KSR  C3    N2   C1    115.09  3.000
 KSR  C9    C3   C4    107.08  3.000
 KSR  C9    C3   N2    132.36  3.000
 KSR  C4    C3   N2    120.56  3.000
 KSR  N11   C4   N5    127.83  3.000
 KSR  N11   C4   C3    107.53  3.000
 KSR  N5    C4   C3    124.64  3.000
 KSR  C6    N5   C4    113.76  3.000
 KSR  H6    C6   N5    117.28  3.000
 KSR  H6    C6   C1    120.04  3.000
 KSR  N5    C6   C1    122.69  3.000
 KSR  H9    C9   C10   125.86  3.000
 KSR  H9    C9   C3    127.48  3.000
 KSR  C10   C9   C3    106.64  3.000
 KSR  C14   C10  N11   121.64  3.000
 KSR  C14   C10  C9    128.89  3.000
 KSR  N11   C10  C9    109.47  3.000
 KSR  HN11  N11  C10   125.51  3.000
 KSR  HN11  N11  C4    124.65  3.000
 KSR  C10   N11  C4    109.27  3.000
 KSR  C18   C14  C15   106.16  3.000
 KSR  C18   C14  C10   124.46  3.000
 KSR  C15   C14  C10   129.38  3.000
 KSR  C20   C15  C16   119.11  3.000
 KSR  C20   C15  C14   134.70  3.000
 KSR  C16   C15  C14   106.16  3.000
 KSR  C23   C16  N17   129.75  3.000
 KSR  C23   C16  C15   121.92  3.000
 KSR  N17   C16  C15   108.33  3.000
 KSR  C27   N17  C18   126.30  3.000
 KSR  C27   N17  C16   124.99  3.000
 KSR  C18   N17  C16   108.68  3.000
 KSR  H18   C18  N17   120.66  3.000
 KSR  H18   C18  C14   128.67  3.000
 KSR  N17   C18  C14   110.67  3.000
 KSR  H20   C20  C21   118.80  3.000
 KSR  H20   C20  C15   122.05  3.000
 KSR  C21   C20  C15   119.15  3.000
 KSR  O31   C21  C22   123.32  3.000
 KSR  O31   C21  C20   115.84  3.000
 KSR  C22   C21  C20   120.84  3.000
 KSR  H22   C22  C23   118.44  3.000
 KSR  H22   C22  C21   120.91  3.000
 KSR  C23   C22  C21   120.66  3.000
 KSR  H23   C23  C22   120.12  3.000
 KSR  H23   C23  C16   121.57  3.000
 KSR  C22   C23  C16   118.31  3.000
 KSR  H27B  C27  H27A  108.62  3.000
 KSR  H27B  C27  H27   108.79  3.000
 KSR  H27A  C27  H27   108.67  3.000
 KSR  H27B  C27  N17   110.70  3.000
 KSR  H27A  C27  N17   109.23  3.000
 KSR  H27   C27  N17   110.78  3.000
 KSR  C32   O31  C21   118.79  3.000
 KSR  H32B  C32  H32A  108.71  3.000
 KSR  H32B  C32  H32   108.65  3.000
 KSR  H32A  C32  H32   108.67  3.000
 KSR  H32B  C32  O31   112.06  3.000
 KSR  H32A  C32  O31   112.08  3.000
 KSR  H32   C32  O31   106.55  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
 KSR  CONST_01  C4    C3   N2   C1      0.00   0.0  0
 KSR  CONST_02  C9    C3   N2   C1    180.00   0.0  0
 KSR  CONST_03  C4    N5   C6   C1      0.00   0.0  0
 KSR  CONST_04  N5    C6   C1   N2      0.00   0.0  0
 KSR  CONST_05  N5    C4   C3   N2      0.00   0.0  0
 KSR  CONST_06  N11   C4   C3   N2    180.00   0.0  0
 KSR  CONST_07  C10   C9   C3   N2    180.00   0.0  0
 KSR  CONST_08  C6    C1   N2   C3      0.00   0.0  0
 KSR  CONST_09  C6    N5   C4   C3      0.00   0.0  0
 KSR  CONST_10  C10   N11  C4   C3      0.00   0.0  0
 KSR  CONST_11  N11   C10  C9   C3      0.00   0.0  0
 KSR  CONST_12  C14   C10  C9   C3    180.00   0.0  0
 KSR  CONST_13  C10   C9   C3   C4      0.00   0.0  0
 KSR  CONST_14  C9    C10  N11  C4      0.00   0.0  0
 KSR  CONST_15  C14   C10  N11  C4    180.00   0.0  0
 KSR  CONST_16  C9    C3   C4   N5    180.00   0.0  0
 KSR  CONST_17  C10   N11  C4   N5    180.00   0.0  0
 KSR  CONST_18  N11   C4   N5   C6    180.00   0.0  0
 KSR  CONST_19  N11   C4   C3   C9      0.00   0.0  0
 KSR  CONST_22  C16   C15  C14  C10   180.00   0.0  0
 KSR  CONST_23  C20   C15  C14  C10     0.00   0.0  0
 KSR  CONST_24  N17   C18  C14  C10   180.00   0.0  0
 KSR  CONST_27  N17   C16  C15  C14     0.00   0.0  0
 KSR  CONST_28  C23   C16  C15  C14   180.00   0.0  0
 KSR  CONST_29  C21   C20  C15  C14   180.00   0.0  0
 KSR  CONST_30  C16   N17  C18  C14     0.00   0.0  0
 KSR  CONST_31  N17   C18  C14  C15     0.00   0.0  0
 KSR  CONST_32  C18   N17  C16  C15     0.00   0.0  0
 KSR  CONST_33  C22   C23  C16  C15     0.00   0.0  0
 KSR  CONST_34  C22   C21  C20  C15     0.00   0.0  0
 KSR  CONST_35  C18   C14  C15  C16     0.00   0.0  0
 KSR  CONST_36  C21   C20  C15  C16     0.00   0.0  0
 KSR  CONST_37  C21   C22  C23  C16     0.00   0.0  0
 KSR  CONST_38  C20   C15  C16  N17   180.00   0.0  0
 KSR  CONST_39  C22   C23  C16  N17   180.00   0.0  0
 KSR  CONST_40  C20   C15  C14  C18   180.00   0.0  0
 KSR  CONST_41  C23   C16  N17  C18   180.00   0.0  0
 KSR  CONST_42  C23   C16  C15  C20     0.00   0.0  0
 KSR  CONST_43  C23   C22  C21  C20     0.00   0.0  0
 KSR  CONST_44  C27   N17  C18  C14   180.00   0.0  0
 KSR  CONST_45  C27   N17  C16  C15   180.00   0.0  0
 KSR  CONST_46  O31   C21  C20  C15   180.00   0.0  0
 KSR  CONST_47  C27   N17  C16  C23     0.00   0.0  0
 KSR  CONST_48  O31   C21  C22  C23   180.00   0.0  0
 KSR  CONST_49  H6    C6   C1   N2    180.00   0.0  0
 KSR  CONST_50  H9    C9   C3   N2      0.00   0.0  0
 KSR  CONST_51  H1    C1   N2   C3    180.00   0.0  0
 KSR  CONST_52  HN11  N11  C4   C3    180.00   0.0  0
 KSR  CONST_53  H18   C18  C14  C10     0.00   0.0  0
 KSR  CONST_54  H20   C20  C15  C14     0.00   0.0  0
 KSR  CONST_55  H23   C23  C16  C15   180.00   0.0  0
 KSR  CONST_56  H22   C22  C23  C16   180.00   0.0  0
 KSR  Var_01    H27   C27  N17  C16    60.40  30.0  2
 KSR  Var_02    H32   C32  O31  C21  -179.72  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
 KSR  plan-1  C1    0.020
 KSR  plan-1  N2    0.020
 KSR  plan-1  C3    0.020
 KSR  plan-1  C4    0.020
 KSR  plan-1  N5    0.020
 KSR  plan-1  C6    0.020
 KSR  plan-1  C9    0.020
 KSR  plan-1  C10   0.020
 KSR  plan-1  N11   0.020
 KSR  plan-1  C14   0.020
 KSR  plan-1  H1    0.020
 KSR  plan-1  H6    0.020
 KSR  plan-1  H9    0.020
 KSR  plan-1  HN11  0.020
 KSR  plan-2  C10   0.020
 KSR  plan-2  C14   0.020
 KSR  plan-2  C15   0.020
 KSR  plan-2  C16   0.020
 KSR  plan-2  N17   0.020
 KSR  plan-2  C18   0.020
 KSR  plan-2  C20   0.020
 KSR  plan-2  C21   0.020
 KSR  plan-2  C22   0.020
 KSR  plan-2  C23   0.020
 KSR  plan-2  C27   0.020
 KSR  plan-2  O31   0.020
 KSR  plan-2  H18   0.020
 KSR  plan-2  H20   0.020
 KSR  plan-2  H22   0.020
 KSR  plan-2  H23   0.020

