# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 20:54:21 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1)c2c[nH]c3ncc(cc23)c4ccccc4
#
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
 MMG  MMG  '4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)benzoic acid'  ligand  37  24  .  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_MMG
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
 MMG  C4    C  CR16   0  -0.313   4.8019  -0.9751  -0.6020
 MMG  C5    C  CR16   0  -0.314   3.1774  -2.0594   0.7903
 MMG  C6    C  CR16   0  -0.331  -1.8573  -0.2276  -0.7769
 MMG  C7    C  CR16   0  -0.314  -3.0735   1.2937   0.6134
 MMG  C8    C  CR16   0  -0.273  -2.9755  -1.0433  -0.8545
 MMG  C10   C  CR16   0  -0.320   1.3904   0.2510   0.0579
 MMG  C13   C  CR6    0   0.085   3.5960  -0.9200   0.1001
 MMG  C15   C  CR6    0  -0.115  -4.1620  -0.7057  -0.2087
 MMG  C17   C  CR56   0   0.016   0.6753   1.4436   0.0713
 MMG  C20   C  C      0   0.393  -5.3857  -1.6071  -0.2934
 MMG  C1    C  CR16   0  -0.268   5.1362  -3.2613   0.0750
 MMG  C2    C  CR16   0  -0.239   5.5655  -2.1334  -0.6120
 MMG  C3    C  CR16   0  -0.239   3.9379  -3.2192   0.7761
 MMG  C9    C  CR16   0  -0.274  -4.1913   0.4808   0.5208
 MMG  C11   C  CR15   0  -0.043  -0.7173   3.1939   0.1281
 MMG  C12   C  CR16   0  -0.125   3.3953   1.5705   0.1869
 MMG  C14   C  CR6    0   0.059  -1.8828   0.9571  -0.0368
 MMG  C16   C  CR6    0  -0.012   2.7786   0.3079   0.1116
 MMG  C18   C  CR5    0  -0.045  -0.7092   1.8245   0.0483
 MMG  C19   C  CR56   0   0.474   1.4298   2.6351   0.1616
 MMG  N21   N  NR15   0  -0.666   0.5564   3.6763   0.1942
 MMG  N22   N  N      0  -0.418   2.7478   2.7225   0.2174
 MMG  O23   O  O      0  -0.594  -5.2568  -2.6641  -0.9408
 MMG  O24   O  OC    -1  -0.595  -6.4120  -1.2125   0.2937
 MMG  H4    H  HCR6   0   0.253   5.1401  -0.1133  -1.1644
 MMG  H5    H  HCR6   0   0.254   2.2564  -2.0345   1.3601
 MMG  H6    H  HCR6   0   0.242  -0.9632  -0.5067  -1.3208
 MMG  H7    H  HCR6   0   0.240  -3.1180   2.1943   1.2143
 MMG  H8    H  HCR6   0   0.242  -2.9284  -1.9550  -1.4356
 MMG  H10   H  HCR6   0   0.260   0.8850  -0.7047  -0.0066
 MMG  H1    H  HCR6   0   0.257   5.7304  -4.1657   0.0624
 MMG  H2    H  HCR6   0   0.257   6.4939  -2.1571  -1.1680
 MMG  H3    H  HCR6   0   0.257   3.5971  -4.0892   1.3225
 MMG  H9    H  HCR6   0   0.241  -5.0992   0.7660   1.0361
 MMG  H11   H  HCR5   0   0.296  -1.5556   3.8722   0.1222
 MMG  H12   H  HCR6   0   0.256   4.4765   1.6326   0.2483
 MMG  HN21  H  HNR5   0   0.415   0.8091   4.6505   0.2369

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
 MMG  C2   C4    aromatic  1.387  0.020  1.387
 MMG  C4   C13   aromatic  1.396  0.020  1.396
 MMG  C4   H4    single    0.930  0.020  1.080
 MMG  C3   C5    aromatic  1.387  0.020  1.387
 MMG  C5   C13   aromatic  1.396  0.020  1.396
 MMG  C5   H5    single    0.930  0.020  1.080
 MMG  C14  C6    aromatic  1.397  0.020  1.397
 MMG  C8   C6    aromatic  1.386  0.020  1.386
 MMG  C6   H6    single    0.930  0.020  1.080
 MMG  C9   C7    aromatic  1.385  0.020  1.385
 MMG  C7   C14   aromatic  1.398  0.020  1.398
 MMG  C7   H7    single    0.930  0.020  1.080
 MMG  C15  C8    aromatic  1.392  0.020  1.392
 MMG  C8   H8    single    0.930  0.020  1.080
 MMG  C16  C10   aromatic  1.390  0.020  1.390
 MMG  C10  C17   aromatic  1.391  0.020  1.391
 MMG  C10  H10   single    0.930  0.020  1.080
 MMG  C13  C16   single    1.475  0.020  1.475
 MMG  C9   C15   aromatic  1.393  0.020  1.393
 MMG  C20  C15   single    1.522  0.020  1.522
 MMG  C17  C18   aromatic  1.436  0.020  1.436
 MMG  C17  C19   aromatic  1.413  0.020  1.413
 MMG  O23  C20   deloc     1.246  0.020  1.246
 MMG  C20  O24   deloc     1.246  0.020  1.246
 MMG  C1   C3    aromatic  1.389  0.020  1.389
 MMG  C1   C2    aromatic  1.389  0.020  1.389
 MMG  C1   H1    single    0.930  0.020  1.080
 MMG  C2   H2    single    0.930  0.020  1.080
 MMG  C3   H3    single    0.930  0.020  1.080
 MMG  C9   H9    single    0.930  0.020  1.080
 MMG  C18  C11   aromatic  1.372  0.020  1.372
 MMG  C11  N21   aromatic  1.364  0.020  1.364
 MMG  C11  H11   single    0.930  0.020  1.080
 MMG  C16  C12   aromatic  1.407  0.020  1.407
 MMG  C12  N22   aromatic  1.322  0.020  1.322
 MMG  C12  H12   single    0.930  0.020  1.080
 MMG  C14  C18   single    1.462  0.020  1.462
 MMG  N22  C19   aromatic  1.322  0.020  1.322
 MMG  C19  N21   aromatic  1.359  0.020  1.359
 MMG  N21  HN21  single    0.860  0.020  1.020

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
 MMG  H4    C4   C2   119.25  3.000
 MMG  H4    C4   C13  119.95  3.000
 MMG  C2    C4   C13  120.79  3.000
 MMG  H5    C5   C3   119.39  3.000
 MMG  H5    C5   C13  119.74  3.000
 MMG  C3    C5   C13  120.86  3.000
 MMG  H6    C6   C14  119.97  3.000
 MMG  H6    C6   C8   119.08  3.000
 MMG  C14   C6   C8   120.92  3.000
 MMG  H7    C7   C14  119.54  3.000
 MMG  H7    C7   C9   119.45  3.000
 MMG  C14   C7   C9   121.00  3.000
 MMG  H8    C8   C15  119.36  3.000
 MMG  H8    C8   C6   119.39  3.000
 MMG  C15   C8   C6   121.25  3.000
 MMG  H10   C10  C16  120.29  3.000
 MMG  H10   C10  C17  121.16  3.000
 MMG  C16   C10  C17  118.55  3.000
 MMG  C16   C13  C5   120.61  3.000
 MMG  C16   C13  C4   121.01  3.000
 MMG  C5    C13  C4   118.37  3.000
 MMG  C9    C15  C20  121.10  3.000
 MMG  C20   C15  C8   121.04  3.000
 MMG  C9    C15  C8   117.86  3.000
 MMG  C19   C17  C18  106.99  3.000
 MMG  C19   C17  C10  116.69  3.000
 MMG  C18   C17  C10  136.30  3.000
 MMG  O24   C20  O23  126.75  3.000
 MMG  O24   C20  C15  116.63  3.000
 MMG  O23   C20  C15  116.62  3.000
 MMG  H1    C1   C3   120.32  3.000
 MMG  H1    C1   C2   120.22  3.000
 MMG  C3    C1   C2   119.46  3.000
 MMG  H2    C2   C1   120.10  3.000
 MMG  H2    C2   C4   119.60  3.000
 MMG  C1    C2   C4   120.29  3.000
 MMG  H3    C3   C1   120.14  3.000
 MMG  H3    C3   C5   119.62  3.000
 MMG  C1    C3   C5   120.24  3.000
 MMG  H9    C9   C15  119.44  3.000
 MMG  H9    C9   C7   119.37  3.000
 MMG  C15   C9   C7   121.18  3.000
 MMG  H11   C11  N21  120.26  3.000
 MMG  H11   C11  C18  129.21  3.000
 MMG  N21   C11  C18  110.52  3.000
 MMG  H12   C12  N22  115.91  3.000
 MMG  H12   C12  C16  119.43  3.000
 MMG  N22   C12  C16  124.65  3.000
 MMG  C18   C14  C7   120.93  3.000
 MMG  C18   C14  C6   121.29  3.000
 MMG  C7    C14  C6   117.78  3.000
 MMG  C12   C16  C13  120.30  3.000
 MMG  C12   C16  C10  118.45  3.000
 MMG  C13   C16  C10  121.25  3.000
 MMG  C14   C18  C11  126.23  3.000
 MMG  C14   C18  C17  128.14  3.000
 MMG  C11   C18  C17  105.64  3.000
 MMG  N22   C19  N21  126.07  3.000
 MMG  N21   C19  C17  107.72  3.000
 MMG  N22   C19  C17  126.21  3.000
 MMG  HN21  N21  C19  125.49  3.000
 MMG  HN21  N21  C11  125.34  3.000
 MMG  C19   N21  C11  109.15  3.000
 MMG  C19   N22  C12  115.45  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
 MMG  CONST_01  C3    C1   C2   C4     0.00   0.0  0
 MMG  CONST_02  C3    C5   C13  C4     0.00   0.0  0
 MMG  CONST_05  C2    C1   C3   C5     0.00   0.0  0
 MMG  CONST_06  C2    C4   C13  C5     0.00   0.0  0
 MMG  CONST_09  C9    C7   C14  C6     0.00   0.0  0
 MMG  CONST_12  C9    C15  C8   C6     0.00   0.0  0
 MMG  CONST_13  C8    C15  C9   C7     0.00   0.0  0
 MMG  CONST_14  C8    C6   C14  C7     0.00   0.0  0
 MMG  CONST_17  C18   C14  C6   C8   180.00   0.0  0
 MMG  CONST_18  N22   C12  C16  C10    0.00   0.0  0
 MMG  CONST_19  C11   C18  C17  C10  180.00   0.0  0
 MMG  CONST_20  C14   C18  C17  C10    0.00   0.0  0
 MMG  CONST_21  N22   C19  C17  C10    0.00   0.0  0
 MMG  CONST_22  N21   C19  C17  C10  180.00   0.0  0
 MMG  CONST_23  C1    C2   C4   C13    0.00   0.0  0
 MMG  CONST_24  C1    C3   C5   C13    0.00   0.0  0
 MMG  CONST_25  C17   C10  C16  C13  180.00   0.0  0
 MMG  CONST_26  N22   C12  C16  C13  180.00   0.0  0
 MMG  CONST_27  C14   C6   C8   C15    0.00   0.0  0
 MMG  CONST_28  C14   C7   C9   C15    0.00   0.0  0
 MMG  CONST_29  C12   C16  C10  C17    0.00   0.0  0
 MMG  CONST_30  N21   C11  C18  C17    0.00   0.0  0
 MMG  CONST_31  C12   N22  C19  C17    0.00   0.0  0
 MMG  CONST_32  C11   N21  C19  C17    0.00   0.0  0
 MMG  CONST_33  C16   C13  C4   C2   180.00   0.0  0
 MMG  CONST_34  C16   C13  C5   C3   180.00   0.0  0
 MMG  CONST_35  C18   C14  C7   C9   180.00   0.0  0
 MMG  CONST_36  C19   C17  C18  C11    0.00   0.0  0
 MMG  CONST_37  N22   C19  N21  C11  180.00   0.0  0
 MMG  CONST_38  N21   C19  N22  C12  180.00   0.0  0
 MMG  CONST_39  C19   C17  C18  C14  180.00   0.0  0
 MMG  CONST_40  N21   C11  C18  C14  180.00   0.0  0
 MMG  CONST_41  C18   C17  C10  C16  180.00   0.0  0
 MMG  CONST_42  C19   C17  C10  C16    0.00   0.0  0
 MMG  CONST_43  C19   N22  C12  C16    0.00   0.0  0
 MMG  CONST_44  N22   C19  C17  C18  180.00   0.0  0
 MMG  CONST_45  N21   C19  C17  C18    0.00   0.0  0
 MMG  CONST_46  C19   N21  C11  C18    0.00   0.0  0
 MMG  CONST_47  C20   C15  C8   C6   180.00   0.0  0
 MMG  CONST_48  C20   C15  C9   C7   180.00   0.0  0
 MMG  CONST_49  H1    C1   C2   C4   180.00   0.0  0
 MMG  CONST_50  H5    C5   C13  C4   180.00   0.0  0
 MMG  CONST_51  H4    C4   C13  C5   180.00   0.0  0
 MMG  CONST_52  H7    C7   C14  C6   180.00   0.0  0
 MMG  CONST_53  H6    C6   C14  C7   180.00   0.0  0
 MMG  CONST_54  H9    C9   C15  C8   180.00   0.0  0
 MMG  CONST_55  H12   C12  C16  C10  180.00   0.0  0
 MMG  CONST_56  H2    C2   C4   C13  180.00   0.0  0
 MMG  CONST_57  H3    C3   C5   C13  180.00   0.0  0
 MMG  CONST_58  H10   C10  C16  C13    0.00   0.0  0
 MMG  CONST_59  H11   C11  C18  C17  180.00   0.0  0
 MMG  CONST_60  HN21  N21  C19  C17  180.00   0.0  0
 MMG  CONST_61  H8    C8   C15  C9   180.00   0.0  0
 MMG  Var_01    O23   C20  C15  C8     1.51  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
 MMG  plan-1  C4    0.020
 MMG  plan-1  C5    0.020
 MMG  plan-1  C13   0.020
 MMG  plan-1  C1    0.020
 MMG  plan-1  C2    0.020
 MMG  plan-1  C3    0.020
 MMG  plan-1  C16   0.020
 MMG  plan-1  H4    0.020
 MMG  plan-1  H5    0.020
 MMG  plan-1  H1    0.020
 MMG  plan-1  H2    0.020
 MMG  plan-1  H3    0.020
 MMG  plan-2  C6    0.020
 MMG  plan-2  C7    0.020
 MMG  plan-2  C8    0.020
 MMG  plan-2  C15   0.020
 MMG  plan-2  C20   0.020
 MMG  plan-2  C9    0.020
 MMG  plan-2  C14   0.020
 MMG  plan-2  C18   0.020
 MMG  plan-2  H6    0.020
 MMG  plan-2  H7    0.020
 MMG  plan-2  H8    0.020
 MMG  plan-2  H9    0.020
 MMG  plan-3  C10   0.020
 MMG  plan-3  C13   0.020
 MMG  plan-3  C17   0.020
 MMG  plan-3  C11   0.020
 MMG  plan-3  C12   0.020
 MMG  plan-3  C14   0.020
 MMG  plan-3  C16   0.020
 MMG  plan-3  C18   0.020
 MMG  plan-3  C19   0.020
 MMG  plan-3  N21   0.020
 MMG  plan-3  N22   0.020
 MMG  plan-3  H10   0.020
 MMG  plan-3  H11   0.020
 MMG  plan-3  H12   0.020
 MMG  plan-3  HN21  0.020
 MMG  plan-4  C15   0.020
 MMG  plan-4  C20   0.020
 MMG  plan-4  O23   0.020
 MMG  plan-4  O24   0.020

