# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 19:40:22 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: 4-(3-hydroxyphenyl)-1~{H}-pyrrolo[2,3-b]pyridine-3-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cccc(c1)c2ccnc3[nH]cc(C#N)c23
#
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
 A3Q  A3Q  4-(3-hydroxyphenyl)-1~{H}-pyrrolo[2,3-b]pyridine-3-carbonitrile  ligand  27  18  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A3Q
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
 A3Q  C1   C  CR16  0  -0.203   2.6853   1.0634  -1.2831
 A3Q  C2   C  CR16  0  -0.295   1.3629   0.6606  -1.1705
 A3Q  C3   C  CR6   0   0.057   1.0246  -0.3387  -0.2643
 A3Q  C4   C  CR16  0  -0.418   2.0164  -0.9273   0.5173
 A3Q  C5   C  CR6   0   0.387   3.3387  -0.5136   0.4030
 A3Q  C6   C  CR16  0  -0.328   3.6745   0.4880  -0.5051
 A3Q  C7   C  CR6   0   0.131  -0.3696  -0.8051  -0.1561
 A3Q  C8   C  CR16  0  -0.380  -0.6871  -2.1511  -0.2823
 A3Q  C9   C  CR16  0  -0.049  -2.0136  -2.5833  -0.2299
 A3Q  N10  N  N     0  -0.418  -3.0490  -1.7779  -0.0583
 A3Q  C11  C  CR56  0   0.071  -1.4463   0.0635   0.0531
 A3Q  C12  C  CR56  0   0.492  -2.7374  -0.5032   0.0806
 A3Q  N13  N  NR15  0  -0.648  -3.6335   0.5047   0.3008
 A3Q  C14  C  CR15  0   0.079  -2.9797   1.6758   0.4350
 A3Q  C15  C  CR5   0  -0.195  -1.6270   1.4684   0.2948
 A3Q  C16  C  CSP   0  -0.080  -0.6568   2.4825   0.4544
 A3Q  N17  N  NS    0  -0.197   0.1143   3.3259   0.6113
 A3Q  O18  O  OH1   0  -0.604   4.3310  -1.0451   1.1438
 A3Q  H1   H  HCR6  0   0.244   2.9498   1.8366  -1.9919
 A3Q  H2   H  HCR6  0   0.241   0.6072   1.1092  -1.8010
 A3Q  H3   H  HCR6  0   0.236   1.7470  -1.6977   1.2324
 A3Q  H4   H  HCR6  0   0.251   4.7043   0.8080  -0.5946
 A3Q  H5   H  HCR6  0   0.246   0.0928  -2.8803  -0.4546
 A3Q  H6   H  HCR6  0   0.246  -2.2348  -3.6376  -0.3444
 A3Q  H7   H  HNR5  0   0.399  -4.6302   0.3870   0.3682
 A3Q  H8   H  HCR5  0   0.294  -3.5060   2.5940   0.6344
 A3Q  H9   H  HOH1  0   0.442   3.9781  -1.7089   1.7420

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
 A3Q  O18  C5   single    1.348  0.020  1.348
 A3Q  C5   C6   aromatic  1.393  0.020  1.393
 A3Q  C5   C4   aromatic  1.390  0.020  1.390
 A3Q  C6   C1   aromatic  1.384  0.020  1.384
 A3Q  C4   C3   aromatic  1.393  0.020  1.393
 A3Q  N17  C16  triple    1.153  0.020  1.153
 A3Q  C16  C15  single    1.413  0.020  1.413
 A3Q  C1   C2   aromatic  1.387  0.020  1.387
 A3Q  C3   C2   aromatic  1.391  0.020  1.391
 A3Q  C3   C7   single    1.474  0.020  1.474
 A3Q  C15  C14  aromatic  1.376  0.020  1.376
 A3Q  C15  C11  aromatic  1.437  0.020  1.437
 A3Q  C14  N13  aromatic  1.348  0.020  1.348
 A3Q  C7   C11  aromatic  1.399  0.020  1.399
 A3Q  C7   C8   aromatic  1.389  0.020  1.389
 A3Q  C11  C12  aromatic  1.410  0.020  1.410
 A3Q  C8   C9   aromatic  1.396  0.020  1.396
 A3Q  N13  C12  aromatic  1.367  0.020  1.367
 A3Q  C12  N10  aromatic  1.320  0.020  1.320
 A3Q  C9   N10  aromatic  1.323  0.020  1.323
 A3Q  C1   H1   single    0.930  0.020  1.080
 A3Q  C2   H2   single    0.930  0.020  1.080
 A3Q  C4   H3   single    0.930  0.020  1.080
 A3Q  C6   H4   single    0.930  0.020  1.080
 A3Q  C8   H5   single    0.930  0.020  1.080
 A3Q  C9   H6   single    0.930  0.020  1.080
 A3Q  N13  H7   single    0.860  0.020  1.020
 A3Q  C14  H8   single    0.930  0.020  1.080
 A3Q  O18  H9   single    0.850  0.020  0.980

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
 A3Q  H1   C1   C6   119.39  3.000
 A3Q  H1   C1   C2   119.60  3.000
 A3Q  C6   C1   C2   121.01  3.000
 A3Q  H2   C2   C3   120.52  3.000
 A3Q  H2   C2   C1   119.89  3.000
 A3Q  C3   C2   C1   119.57  3.000
 A3Q  C7   C3   C4   119.90  3.000
 A3Q  C7   C3   C2   120.34  3.000
 A3Q  C4   C3   C2   119.73  3.000
 A3Q  H3   C4   C5   120.10  3.000
 A3Q  H3   C4   C3   119.53  3.000
 A3Q  C5   C4   C3   120.35  3.000
 A3Q  O18  C5   C6   117.67  3.000
 A3Q  C6   C5   C4   119.79  3.000
 A3Q  O18  C5   C4   122.54  3.000
 A3Q  H4   C6   C5   119.73  3.000
 A3Q  H4   C6   C1   120.72  3.000
 A3Q  C5   C6   C1   119.55  3.000
 A3Q  C11  C7   C8   116.06  3.000
 A3Q  C8   C7   C3   121.08  3.000
 A3Q  C11  C7   C3   122.85  3.000
 A3Q  H5   C8   C9   118.85  3.000
 A3Q  H5   C8   C7   120.21  3.000
 A3Q  C9   C8   C7   120.92  3.000
 A3Q  H6   C9   N10  116.51  3.000
 A3Q  H6   C9   C8   119.43  3.000
 A3Q  N10  C9   C8   124.06  3.000
 A3Q  C12  N10  C9   114.64  3.000
 A3Q  C15  C11  C12  105.94  3.000
 A3Q  C12  C11  C7   117.26  3.000
 A3Q  C15  C11  C7   136.79  3.000
 A3Q  N13  C12  C11  107.88  3.000
 A3Q  N13  C12  N10  125.07  3.000
 A3Q  C11  C12  N10  127.04  3.000
 A3Q  H7   N13  C14  125.15  3.000
 A3Q  H7   N13  C12  125.05  3.000
 A3Q  C14  N13  C12  109.80  3.000
 A3Q  H8   C14  C15  128.90  3.000
 A3Q  H8   C14  N13  121.47  3.000
 A3Q  C15  C14  N13  109.62  3.000
 A3Q  C16  C15  C14  123.75  3.000
 A3Q  C14  C15  C11  106.75  3.000
 A3Q  C16  C15  C11  129.39  3.000
 A3Q  N17  C16  C15  180.00  3.000
 A3Q  H9   O18  C5   110.14  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
 A3Q  CONST_01  C4   C5   C6   C1     0.00  0.0  0
 A3Q  CONST_02  C4   C3   C2   C1     0.00  0.0  0
 A3Q  CONST_03  C7   C3   C2   C1   180.00  0.0  0
 A3Q  CONST_04  C5   C6   C1   C2     0.00  0.0  0
 A3Q  CONST_05  C5   C4   C3   C2     0.00  0.0  0
 A3Q  CONST_08  C6   C5   C4   C3     0.00  0.0  0
 A3Q  CONST_09  C6   C1   C2   C3     0.00  0.0  0
 A3Q  CONST_10  C15  C11  C7   C3     0.00  0.0  0
 A3Q  CONST_11  C12  C11  C7   C3   180.00  0.0  0
 A3Q  CONST_12  C9   C8   C7   C3   180.00  0.0  0
 A3Q  CONST_15  C7   C3   C4   C5   180.00  0.0  0
 A3Q  CONST_16  C14  C15  C11  C7   180.00  0.0  0
 A3Q  CONST_17  N13  C12  C11  C7   180.00  0.0  0
 A3Q  CONST_18  N10  C12  C11  C7     0.00  0.0  0
 A3Q  CONST_19  N10  C9   C8   C7     0.00  0.0  0
 A3Q  CONST_20  C15  C11  C7   C8   180.00  0.0  0
 A3Q  CONST_21  C12  C11  C7   C8     0.00  0.0  0
 A3Q  CONST_22  C12  N10  C9   C8     0.00  0.0  0
 A3Q  CONST_23  C11  C7   C8   C9     0.00  0.0  0
 A3Q  CONST_24  C11  C12  N10  C9     0.00  0.0  0
 A3Q  CONST_25  N13  C12  N10  C9   180.00  0.0  0
 A3Q  CONST_26  C15  C11  C12  N10  180.00  0.0  0
 A3Q  CONST_27  C14  N13  C12  N10  180.00  0.0  0
 A3Q  CONST_28  N13  C14  C15  C11    0.00  0.0  0
 A3Q  CONST_29  C14  N13  C12  C11    0.00  0.0  0
 A3Q  CONST_30  C14  C15  C11  C12    0.00  0.0  0
 A3Q  CONST_31  C15  C14  N13  C12    0.00  0.0  0
 A3Q  CONST_32  C15  C11  C12  N13    0.00  0.0  0
 A3Q  CONST_33  O18  C5   C6   C1   180.00  0.0  0
 A3Q  CONST_34  O18  C5   C4   C3   180.00  0.0  0
 A3Q  CONST_35  C16  C15  C11  C7     0.00  0.0  0
 A3Q  CONST_36  C16  C15  C11  C12  180.00  0.0  0
 A3Q  CONST_37  C16  C15  C14  N13  180.00  0.0  0
 A3Q  CONST_38  H4   C6   C1   C2   180.00  0.0  0
 A3Q  CONST_39  H3   C4   C3   C2   180.00  0.0  0
 A3Q  CONST_40  H1   C1   C2   C3   180.00  0.0  0
 A3Q  CONST_41  H5   C8   C7   C3     0.00  0.0  0
 A3Q  CONST_42  H2   C2   C3   C4   180.00  0.0  0
 A3Q  CONST_43  H6   C9   C8   C7   180.00  0.0  0
 A3Q  CONST_44  H7   N13  C12  N10    0.00  0.0  0
 A3Q  CONST_45  H8   C14  C15  C11  180.00  0.0  0

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
 A3Q  plan-1  C1   0.020
 A3Q  plan-1  C2   0.020
 A3Q  plan-1  C3   0.020
 A3Q  plan-1  C4   0.020
 A3Q  plan-1  C5   0.020
 A3Q  plan-1  C6   0.020
 A3Q  plan-1  C7   0.020
 A3Q  plan-1  O18  0.020
 A3Q  plan-1  H1   0.020
 A3Q  plan-1  H2   0.020
 A3Q  plan-1  H3   0.020
 A3Q  plan-1  H4   0.020
 A3Q  plan-2  C3   0.020
 A3Q  plan-2  C7   0.020
 A3Q  plan-2  C8   0.020
 A3Q  plan-2  C9   0.020
 A3Q  plan-2  N10  0.020
 A3Q  plan-2  C11  0.020
 A3Q  plan-2  C12  0.020
 A3Q  plan-2  N13  0.020
 A3Q  plan-2  C14  0.020
 A3Q  plan-2  C15  0.020
 A3Q  plan-2  C16  0.020
 A3Q  plan-2  N17  0.020
 A3Q  plan-2  H5   0.020
 A3Q  plan-2  H6   0.020
 A3Q  plan-2  H7   0.020
 A3Q  plan-2  H8   0.020

