# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 20:18:12 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 2-cyclopropyl-N-[(2R)-3-hydroxy-3-methylbutan-2-yl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](NC(=O)c1c[nH]c2ncc(nc12)C3CC3)C(C)(C)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
 19R  19R  2-cyclopropyl-N-[(2R)-3-hydroxy-3-methylbutan-2-yl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide  ligand  41  21  .  2022-09-22  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_19R
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
 19R  C1   C  CR16  0  -0.152   4.0521  -0.9070  -0.0055
 19R  C2   C  CR6   0   0.249   3.5105   0.3915  -0.1172
 19R  N3   N  N     0  -0.409   2.2011   0.6012  -0.0950
 19R  N4   N  N     0  -0.377   3.3089  -1.9922   0.1242
 19R  C5   C  CR56  0   0.473   2.0125  -1.7594   0.1378
 19R  C6   C  CR56  0   0.122   1.4342  -0.4785   0.0295
 19R  C7   C  CR5   0  -0.201   0.0154  -0.6562   0.1009
 19R  C8   C  CR15  0  -0.011  -0.1812  -2.0131   0.2312
 19R  N9   N  NR15  0  -0.661   1.0038  -2.6675   0.2559
 19R  C10  C  C     0   0.511  -1.0023   0.4025   0.0015
 19R  O11  O  O     0  -0.491  -0.7187   1.5070  -0.4465
 19R  C12  C  CH1   0  -0.369   4.3707   1.5856  -0.2680
 19R  N13  N  NH1   0  -0.657  -2.2378   0.0719   0.4247
 19R  C14  C  CH2   0  -0.478   5.6839   1.7057   0.4608
 19R  C15  C  CH2   0  -0.479   5.6753   1.5251  -1.0175
 19R  C16  C  CH1   0  -0.071  -3.3860   0.9540   0.3556
 19R  C17  C  CT    0   0.207  -4.5286   0.2705  -0.4221
 19R  C18  C  CH3   0  -0.679  -5.7373   1.1994  -0.5287
 19R  C19  C  CH3   0  -0.674  -4.0585  -0.1040  -1.8272
 19R  O20  O  OH1   0  -0.680  -4.8581  -0.8962   0.3173
 19R  C21  C  CH3   0  -0.666  -3.7734   1.4118   1.7597
 19R  H1   H  HCR6  0   0.264   5.1250  -1.0578  -0.0228
 19R  H2   H  HCR5  0   0.306  -1.0995  -2.5762   0.2911
 19R  H3   H  HNR5  0   0.425   1.1148  -3.6672   0.3242
 19R  H4   H  HCH1  0   0.269   3.7988   2.4994  -0.3752
 19R  H5   H  HNH1  0   0.391  -2.3824  -0.8175   0.8758
 19R  H6   H  HCH2  0   0.266   5.9390   2.6780   0.8615
 19R  H7   H  HCH2  0   0.257   5.9976   0.8741   1.0800
 19R  H8   H  HCH2  0   0.257   5.9847   0.5686  -1.4207
 19R  H9   H  HCH2  0   0.266   5.9246   2.3718  -1.6438
 19R  H10  H  HCH1  0   0.252  -3.0797   1.8269  -0.2222
 19R  H11  H  HCH3  0   0.226  -5.4679   2.1424  -1.0074
 19R  H12  H  HCH3  0   0.234  -6.5173   0.7359  -1.1365
 19R  H13  H  HCH3  0   0.239  -6.1676   1.4253   0.4465
 19R  H14  H  HCH3  0   0.235  -3.2338  -0.8157  -1.8020
 19R  H15  H  HCH3  0   0.232  -4.8756  -0.5536  -2.3959
 19R  H16  H  HCH3  0   0.226  -3.7272   0.7780  -2.3776
 19R  H17  H  HOH1  0   0.448  -5.4852  -1.4169  -0.1952
 19R  H18  H  HCH3  0   0.228  -4.1236   0.5802   2.3722
 19R  H19  H  HCH3  0   0.238  -2.9085   1.8535   2.2542
 19R  H20  H  HCH3  0   0.234  -4.5564   2.1680   1.7367

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
 19R  C21  C16  single    1.527  0.020  1.527
 19R  C18  C17  single    1.528  0.020  1.528
 19R  C16  C17  single    1.542  0.020  1.542
 19R  C16  N13  single    1.450  0.020  1.450
 19R  O20  C17  single    1.420  0.020  1.420
 19R  C17  C19  single    1.528  0.020  1.528
 19R  N13  C10  single    1.347  0.020  1.347
 19R  O11  C10  double    1.225  0.020  1.225
 19R  C10  C7   single    1.472  0.020  1.472
 19R  C14  C12  single    1.507  0.020  1.507
 19R  C14  C15  single    1.489  0.020  1.489
 19R  C7   C8   aromatic  1.377  0.020  1.377
 19R  C7   C6   aromatic  1.432  0.020  1.432
 19R  N3   C6   aromatic  1.330  0.020  1.330
 19R  N3   C2   aromatic  1.326  0.020  1.326
 19R  C8   N9   aromatic  1.354  0.020  1.354
 19R  C6   C5   aromatic  1.410  0.020  1.410
 19R  C12  C2   single    1.479  0.020  1.479
 19R  C12  C15  single    1.506  0.020  1.506
 19R  C2   C1   aromatic  1.411  0.020  1.411
 19R  N9   C5   aromatic  1.362  0.020  1.362
 19R  C5   N4   aromatic  1.317  0.020  1.317
 19R  C1   N4   aromatic  1.322  0.020  1.322
 19R  C1   H1   single    0.930  0.020  1.080
 19R  C8   H2   single    0.930  0.020  1.080
 19R  N9   H3   single    0.860  0.020  1.020
 19R  C12  H4   single    0.970  0.020  1.090
 19R  N13  H5   single    0.860  0.020  1.020
 19R  C14  H6   single    0.970  0.020  1.090
 19R  C14  H7   single    0.970  0.020  1.090
 19R  C15  H8   single    0.970  0.020  1.090
 19R  C15  H9   single    0.970  0.020  1.090
 19R  C16  H10  single    0.970  0.020  1.090
 19R  C18  H11  single    0.970  0.020  1.090
 19R  C18  H12  single    0.970  0.020  1.090
 19R  C18  H13  single    0.970  0.020  1.090
 19R  C19  H14  single    0.970  0.020  1.090
 19R  C19  H15  single    0.970  0.020  1.090
 19R  C19  H16  single    0.970  0.020  1.090
 19R  O20  H17  single    0.850  0.020  0.980
 19R  C21  H18  single    0.970  0.020  1.090
 19R  C21  H19  single    0.970  0.020  1.090
 19R  C21  H20  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
 19R  H1   C1   N4   116.36  3.000
 19R  H1   C1   C2   120.45  3.000
 19R  N4   C1   C2   123.19  3.000
 19R  C12  C2   N3   116.63  3.000
 19R  C12  C2   C1   121.84  3.000
 19R  N3   C2   C1   121.53  3.000
 19R  C6   N3   C2   116.26  3.000
 19R  C5   N4   C1   114.16  3.000
 19R  N9   C5   C6   107.98  3.000
 19R  N9   C5   N4   127.71  3.000
 19R  C6   C5   N4   124.31  3.000
 19R  C7   C6   C5   106.86  3.000
 19R  C5   C6   N3   120.54  3.000
 19R  C7   C6   N3   132.60  3.000
 19R  C10  C7   C8   128.05  3.000
 19R  C8   C7   C6   105.58  3.000
 19R  C10  C7   C6   126.34  3.000
 19R  H2   C8   N9   119.45  3.000
 19R  H2   C8   C7   129.87  3.000
 19R  N9   C8   C7   110.67  3.000
 19R  H3   N9   C8   125.23  3.000
 19R  H3   N9   C5   125.83  3.000
 19R  C8   N9   C5   108.92  3.000
 19R  N13  C10  O11  123.26  3.000
 19R  O11  C10  C7   120.87  3.000
 19R  N13  C10  C7   115.87  3.000
 19R  H4   C12  C15  116.23  3.000
 19R  H4   C12  C14  116.15  3.000
 19R  C15  C12  C14   59.26  3.000
 19R  H4   C12  C2   112.58  3.000
 19R  C15  C12  C2   121.47  3.000
 19R  C14  C12  C2   121.45  3.000
 19R  H5   N13  C16  116.41  3.000
 19R  H5   N13  C10  119.27  3.000
 19R  C16  N13  C10  124.20  3.000
 19R  H7   C14  H6   114.20  3.000
 19R  H7   C14  C15  118.43  3.000
 19R  H6   C14  C15  118.54  3.000
 19R  H7   C14  C12  117.89  3.000
 19R  H6   C14  C12  117.14  3.000
 19R  C15  C14  C12   60.34  3.000
 19R  H9   C15  H8   114.19  3.000
 19R  H9   C15  C14  118.57  3.000
 19R  H8   C15  C14  118.35  3.000
 19R  H9   C15  C12  117.14  3.000
 19R  H8   C15  C12  117.92  3.000
 19R  C14  C15  C12   60.40  3.000
 19R  H10  C16  C21  108.57  3.000
 19R  H10  C16  C17  107.19  3.000
 19R  C21  C16  C17  114.13  3.000
 19R  H10  C16  N13  106.85  3.000
 19R  C17  C16  N13  109.95  3.000
 19R  C21  C16  N13  109.85  3.000
 19R  O20  C17  C19  110.42  3.000
 19R  C19  C17  C18  109.16  3.000
 19R  O20  C17  C18  110.62  3.000
 19R  C19  C17  C16  110.14  3.000
 19R  O20  C17  C16  105.87  3.000
 19R  C18  C17  C16  110.60  3.000
 19R  H13  C18  H12  107.70  3.000
 19R  H13  C18  H11  108.11  3.000
 19R  H12  C18  H11  107.39  3.000
 19R  H13  C18  C17  112.09  3.000
 19R  H12  C18  C17  110.23  3.000
 19R  H11  C18  C17  111.14  3.000
 19R  H16  C19  H15  107.29  3.000
 19R  H16  C19  H14  108.05  3.000
 19R  H15  C19  H14  108.02  3.000
 19R  H16  C19  C17  111.05  3.000
 19R  H15  C19  C17  110.44  3.000
 19R  H14  C19  C17  111.81  3.000
 19R  H17  O20  C17  108.55  3.000
 19R  H20  C21  H19  107.39  3.000
 19R  H20  C21  H18  108.10  3.000
 19R  H19  C21  H18  108.01  3.000
 19R  H20  C21  C16  111.79  3.000
 19R  H19  C21  C16  109.72  3.000
 19R  H18  C21  C16  111.67  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
 19R  CONST_01  C6   N3   C2   C1      0.00   0.0  0
 19R  CONST_02  C6   C5   N4   C1      0.00   0.0  0
 19R  CONST_03  N9   C5   N4   C1    180.00   0.0  0
 19R  CONST_04  C7   C6   N3   C2    180.00   0.0  0
 19R  CONST_05  C5   C6   N3   C2      0.00   0.0  0
 19R  CONST_06  C5   N4   C1   C2      0.00   0.0  0
 19R  CONST_07  C8   C7   C6   N3    180.00   0.0  0
 19R  CONST_08  N9   C5   C6   N3    180.00   0.0  0
 19R  CONST_09  N4   C5   C6   N3      0.00   0.0  0
 19R  CONST_10  N4   C1   C2   N3      0.00   0.0  0
 19R  CONST_11  C7   C6   C5   N4    180.00   0.0  0
 19R  CONST_12  C8   N9   C5   N4    180.00   0.0  0
 19R  CONST_13  C8   C7   C6   C5      0.00   0.0  0
 19R  CONST_14  C7   C8   N9   C5      0.00   0.0  0
 19R  CONST_15  N9   C8   C7   C6      0.00   0.0  0
 19R  CONST_16  C8   N9   C5   C6      0.00   0.0  0
 19R  CONST_17  N9   C5   C6   C7      0.00   0.0  0
 19R  CONST_18  C12  C2   C1   N4    180.00   0.0  0
 19R  CONST_19  C12  C2   N3   C6    180.00   0.0  0
 19R  CONST_20  C10  C7   C6   N3      0.00   0.0  0
 19R  CONST_21  C10  C7   C6   C5    180.00   0.0  0
 19R  CONST_22  C10  C7   C8   N9    180.00   0.0  0
 19R  CONST_23  H1   C1   C2   N3    180.00   0.0  0
 19R  CONST_24  H3   N9   C5   N4      0.00   0.0  0
 19R  CONST_25  H2   C8   N9   C5    180.00   0.0  0
 19R  CONST_26  C16  N13  C10  C7    180.00   0.0  0
 19R  CONST_27  H5   N13  C10  C7      0.00   0.0  0
 19R  CONST_28  C16  N13  C10  O11     0.00   0.0  0
 19R  Var_01    C14  C12  C2   C1    -37.52  30.0  2
 19R  Var_02    C15  C14  C12  C2    110.38  30.0  1
 19R  Var_03    N13  C10  C7   C6   -163.92  30.0  2
 19R  Var_04    H11  C18  C17  C16    57.31  30.0  3
 19R  Var_05    H14  C19  C17  C16    61.87  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
 19R  chir_02  C16  C21  C17  N13  positiv
 19R  chir_03  C12  C14  C2   C15  both

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
 19R  plan-1  C1   0.020
 19R  plan-1  C2   0.020
 19R  plan-1  N3   0.020
 19R  plan-1  N4   0.020
 19R  plan-1  C5   0.020
 19R  plan-1  C6   0.020
 19R  plan-1  C7   0.020
 19R  plan-1  C8   0.020
 19R  plan-1  N9   0.020
 19R  plan-1  C10  0.020
 19R  plan-1  C12  0.020
 19R  plan-1  H1   0.020
 19R  plan-1  H2   0.020
 19R  plan-1  H3   0.020
 19R  plan-2  C7   0.020
 19R  plan-2  C10  0.020
 19R  plan-2  O11  0.020
 19R  plan-2  N13  0.020
 19R  plan-2  C16  0.020
 19R  plan-2  H5   0.020

