# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 08:58:12 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: 4-(4-propoxy-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCOc1ccnc2[nH]cc(c3ccnc(N)n3)c12
#
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
 MHR  MHR  4-(4-propoxy-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-amine  ligand  35  20  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MHR
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
 MHR  C2    C  CR16  0  -0.477  -2.3655  -1.9648  -0.1839
 MHR  C3    C  CR16  0  -0.084  -3.6487  -1.4273  -0.3107
 MHR  C1    C  CR6   0   0.379  -1.2649  -1.1173  -0.0788
 MHR  C11   C  CR6   0   0.198   0.7057   1.6569  -0.0194
 MHR  C12   C  CR6   0   0.526   2.7790   1.0138  -0.6964
 MHR  N7    N  N     0  -0.459   3.4215   1.9633  -0.0081
 MHR  C13   C  CR16  0  -0.027   2.6528   2.7870   0.6896
 MHR  C14   C  CR16  0  -0.397   1.2762   2.6861   0.7351
 MHR  N5    N  N     0  -0.461   1.4579   0.8360  -0.7398
 MHR  C9    C  CR5   0  -0.042  -0.7415   1.4713  -0.0603
 MHR  C8    C  CR15  0  -0.034  -1.6464   2.5028  -0.0905
 MHR  N2    N  NR15  0  -0.661  -2.9068   2.0129  -0.2049
 MHR  C4    C  CR56  0   0.461  -2.8658   0.6513  -0.2414
 MHR  N1    N  N     0  -0.438  -3.9306  -0.1364  -0.3281
 MHR  C10   C  CR56  0  -0.083  -1.5151   0.2637  -0.1505
 MHR  O1    O  O2    0  -0.435  -0.0129  -1.5179   0.1040
 MHR  C15   C  CH2   0  -0.174   0.2709  -2.9086   0.1929
 MHR  C16   C  CH2   0  -0.457   1.7619  -3.0755   0.3940
 MHR  C17   C  CH3   0  -0.672   2.1347  -4.5464   0.5197
 MHR  H2    H  HCR6  0   0.284  -2.2622  -3.0399  -0.1535
 MHR  H3    H  HCR6  0   0.259  -4.4898  -2.1070  -0.3885
 MHR  HN6   H  HNH2  0   0.391   4.5212   0.1408  -1.2764
 MHR  HN6A  H  HNH2  0   0.393   3.1015  -0.6604  -1.7947
 MHR  H13   H  HCR6  0   0.266   3.1635   3.5611   1.2526
 MHR  H14   H  HCR6  0   0.261   0.6804   3.3526   1.3408
 MHR  H8    H  HCR5  0   0.299  -1.4685   3.5663  -0.0729
 MHR  HN2   H  HNR5  0   0.416  -3.7436   2.5694  -0.2738
 MHR  H15   H  HCH2  0   0.225  -0.2796  -3.3512   1.0309
 MHR  H15A  H  HCH2  0   0.225  -0.0501  -3.4182  -0.7222
 MHR  H16   H  HCH2  0   0.229   2.2962  -2.6275  -0.4474
 MHR  H16A  H  HCH2  0   0.232   2.0710  -2.5348   1.2918
 MHR  H17   H  HCH3  0   0.225   1.6358  -5.0114   1.3715
 MHR  H17A  H  HCH3  0   0.224   1.8560  -5.1067  -0.3742
 MHR  H17B  H  HCH3  0   0.239   3.2084  -4.6643   0.6618
 MHR  N6    N  NH2   0  -0.832   3.5316   0.1794  -1.4489

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
 MHR  C2   C3    aromatic  1.397  0.020  1.397
 MHR  C2   C1    aromatic  1.393  0.020  1.393
 MHR  C3   N1    aromatic  1.321  0.020  1.321
 MHR  C1   C10   aromatic  1.405  0.020  1.405
 MHR  C1   O1    single    1.327  0.020  1.327
 MHR  C11  C14   aromatic  1.398  0.020  1.398
 MHR  C11  N5    aromatic  1.326  0.020  1.326
 MHR  C11  C9    single    1.460  0.020  1.460
 MHR  N6   C12   single    1.352  0.020  1.352
 MHR  C12  N7    aromatic  1.337  0.020  1.337
 MHR  C12  N5    aromatic  1.334  0.020  1.334
 MHR  N7   C13   aromatic  1.325  0.020  1.325
 MHR  C13  C14   aromatic  1.381  0.020  1.381
 MHR  C9   C8    aromatic  1.372  0.020  1.372
 MHR  C9   C10   aromatic  1.437  0.020  1.437
 MHR  C8   N2    aromatic  1.357  0.020  1.357
 MHR  N2   C4    aromatic  1.363  0.020  1.363
 MHR  C4   N1    aromatic  1.327  0.020  1.327
 MHR  C4   C10   aromatic  1.408  0.020  1.408
 MHR  O1   C15   single    1.422  0.020  1.422
 MHR  C15  C16   single    1.514  0.020  1.514
 MHR  C16  C17   single    1.523  0.020  1.523
 MHR  C2   H2    single    0.930  0.020  1.080
 MHR  C3   H3    single    0.930  0.020  1.080
 MHR  N6   HN6   single    0.890  0.020  1.040
 MHR  N6   HN6A  single    0.890  0.020  1.040
 MHR  C13  H13   single    0.930  0.020  1.080
 MHR  C14  H14   single    0.930  0.020  1.080
 MHR  C8   H8    single    0.930  0.020  1.080
 MHR  N2   HN2   single    0.860  0.020  1.020
 MHR  C15  H15   single    0.970  0.020  1.090
 MHR  C15  H15A  single    0.970  0.020  1.090
 MHR  C16  H16   single    0.970  0.020  1.090
 MHR  C16  H16A  single    0.970  0.020  1.090
 MHR  C17  H17   single    0.970  0.020  1.090
 MHR  C17  H17A  single    0.970  0.020  1.090
 MHR  C17  H17B  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
 MHR  H2    C2   C1    121.84  3.000
 MHR  H2    C2   C3    118.24  3.000
 MHR  C1    C2   C3    119.90  3.000
 MHR  H3    C3   N1    116.49  3.000
 MHR  H3    C3   C2    118.55  3.000
 MHR  N1    C3   C2    124.96  3.000
 MHR  O1    C1   C10   118.14  3.000
 MHR  O1    C1   C2    124.90  3.000
 MHR  C10   C1   C2    116.95  3.000
 MHR  C9    C11  N5    117.94  3.000
 MHR  C9    C11  C14   120.89  3.000
 MHR  N5    C11  C14   121.16  3.000
 MHR  N5    C12  N7    125.97  3.000
 MHR  N5    C12  N6    116.80  3.000
 MHR  N7    C12  N6    117.20  3.000
 MHR  C13   N7   C12   115.70  3.000
 MHR  H13   C13  C14   120.28  3.000
 MHR  H13   C13  N7    116.33  3.000
 MHR  C14   C13  N7    123.38  3.000
 MHR  H14   C14  C13   121.56  3.000
 MHR  H14   C14  C11   122.14  3.000
 MHR  C13   C14  C11   116.29  3.000
 MHR  C12   N5   C11   117.50  3.000
 MHR  C10   C9   C8    105.98  3.000
 MHR  C10   C9   C11   129.97  3.000
 MHR  C8    C9   C11   123.97  3.000
 MHR  H8    C8   N2    120.70  3.000
 MHR  H8    C8   C9    129.20  3.000
 MHR  N2    C8   C9    110.05  3.000
 MHR  HN2   N2   C4    125.11  3.000
 MHR  HN2   N2   C8    125.30  3.000
 MHR  C4    N2   C8    109.57  3.000
 MHR  C10   C4   N1    127.62  3.000
 MHR  C10   C4   N2    107.59  3.000
 MHR  N1    C4   N2    124.79  3.000
 MHR  C4    N1   C3    114.06  3.000
 MHR  C4    C10  C9    106.80  3.000
 MHR  C4    C10  C1    116.39  3.000
 MHR  C9    C10  C1    136.62  3.000
 MHR  C15   O1   C1    119.47  3.000
 MHR  H15A  C15  H15   107.68  3.000
 MHR  H15A  C15  C16   110.38  3.000
 MHR  H15   C15  C16   110.40  3.000
 MHR  H15A  C15  O1    110.13  3.000
 MHR  H15   C15  O1    110.03  3.000
 MHR  C16   C15  O1    108.22  3.000
 MHR  H16A  C16  H16   106.94  3.000
 MHR  H16A  C16  C17   109.94  3.000
 MHR  H16   C16  C17   109.87  3.000
 MHR  H16A  C16  C15   109.46  3.000
 MHR  H16   C16  C15   109.52  3.000
 MHR  C17   C16  C15   111.02  3.000
 MHR  H17B  C17  H17A  107.64  3.000
 MHR  H17B  C17  H17   107.62  3.000
 MHR  H17A  C17  H17   107.69  3.000
 MHR  H17B  C17  C16   110.89  3.000
 MHR  H17A  C17  C16   111.46  3.000
 MHR  H17   C17  C16   111.35  3.000
 MHR  HN6A  N6   HN6   116.62  3.000
 MHR  HN6A  N6   C12   117.97  3.000
 MHR  HN6   N6   C12   118.43  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
 MHR  CONST_01  C4    N1   C3   C2     0.00   0.0  0
 MHR  CONST_02  C9    C10  C1   C2   180.00   0.0  0
 MHR  CONST_03  C4    C10  C1   C2     0.00   0.0  0
 MHR  CONST_04  C10   C1   C2   C3     0.00   0.0  0
 MHR  CONST_05  N2    C4   N1   C3   180.00   0.0  0
 MHR  CONST_06  C10   C4   N1   C3     0.00   0.0  0
 MHR  CONST_07  N1    C3   C2   C1     0.00   0.0  0
 MHR  CONST_08  C11   C9   C10  C1     0.00   0.0  0
 MHR  CONST_09  C8    C9   C10  C1   180.00   0.0  0
 MHR  CONST_10  N2    C4   C10  C1   180.00   0.0  0
 MHR  CONST_11  N1    C4   C10  C1     0.00   0.0  0
 MHR  CONST_12  N7    C13  C14  C11    0.00   0.0  0
 MHR  CONST_13  N7    C12  N5   C11    0.00   0.0  0
 MHR  CONST_14  N2    C8   C9   C11  180.00   0.0  0
 MHR  CONST_15  C4    C10  C9   C11  180.00   0.0  0
 MHR  CONST_16  C14   C13  N7   C12    0.00   0.0  0
 MHR  CONST_17  C14   C11  N5   C12    0.00   0.0  0
 MHR  CONST_18  C9    C11  N5   C12  180.00   0.0  0
 MHR  CONST_19  N5    C12  N7   C13    0.00   0.0  0
 MHR  CONST_20  N5    C11  C14  C13    0.00   0.0  0
 MHR  CONST_21  C9    C11  C14  C13  180.00   0.0  0
 MHR  CONST_26  C4    N2   C8   C9     0.00   0.0  0
 MHR  CONST_27  N2    C4   C10  C9     0.00   0.0  0
 MHR  CONST_28  N1    C4   C10  C9   180.00   0.0  0
 MHR  CONST_29  C4    C10  C9   C8     0.00   0.0  0
 MHR  CONST_30  N1    C4   N2   C8   180.00   0.0  0
 MHR  CONST_31  C10   C4   N2   C8     0.00   0.0  0
 MHR  CONST_32  C10   C9   C8   N2     0.00   0.0  0
 MHR  CONST_33  O1    C1   C2   C3   180.00   0.0  0
 MHR  CONST_34  N6    C12  N5   C11  180.00   0.0  0
 MHR  CONST_35  C13   N7   C12  N6   180.00   0.0  0
 MHR  CONST_36  O1    C1   C10  C9     0.00   0.0  0
 MHR  CONST_37  O1    C1   C10  C4   180.00   0.0  0
 MHR  CONST_38  H3    C3   C2   C1   180.00   0.0  0
 MHR  CONST_39  H13   C13  C14  C11  180.00   0.0  0
 MHR  CONST_40  H8    C8   C9   C11    0.00   0.0  0
 MHR  CONST_41  H14   C14  C13  N7   180.00   0.0  0
 MHR  CONST_42  HN2   N2   C8   C9   180.00   0.0  0
 MHR  CONST_43  H2    C2   C3   N1   180.00   0.0  0
 MHR  CONST_45  HN6A  N6   C12  N7   180.00   0.0  0
 MHR  Var_01    C16   C15  O1   C1   179.80  30.0  3
 MHR  Var_02    C17   C16  C15  O1   179.11  30.0  3
 MHR  Var_03    H17   C17  C16  C15  -60.33  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
 MHR  plan-1  C11   0.020
 MHR  plan-1  C12   0.020
 MHR  plan-1  N7    0.020
 MHR  plan-1  C13   0.020
 MHR  plan-1  C14   0.020
 MHR  plan-1  N5    0.020
 MHR  plan-1  C9    0.020
 MHR  plan-1  H13   0.020
 MHR  plan-1  H14   0.020
 MHR  plan-1  N6    0.020
 MHR  plan-2  C2    0.020
 MHR  plan-2  C3    0.020
 MHR  plan-2  C1    0.020
 MHR  plan-2  C11   0.020
 MHR  plan-2  C9    0.020
 MHR  plan-2  C8    0.020
 MHR  plan-2  N2    0.020
 MHR  plan-2  C4    0.020
 MHR  plan-2  N1    0.020
 MHR  plan-2  C10   0.020
 MHR  plan-2  O1    0.020
 MHR  plan-2  H2    0.020
 MHR  plan-2  H3    0.020
 MHR  plan-2  H8    0.020
 MHR  plan-2  HN2   0.020
 MHR  plan-3  C12   0.020
 MHR  plan-3  HN6   0.020
 MHR  plan-3  HN6A  0.020
 MHR  plan-3  N6    0.020

