# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 09:45:08 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 2-amino-1-(2-chlorophenyl)-N-(3-ethoxypropyl)-1H-pyrrolo[2,3-b]quinoxaline-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOCCCNC(=O)c1c(N)n(c2ccccc2Cl)c3nc4ccccc4nc13
#
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
 Q0B  Q0B  2-amino-1-(2-chlorophenyl)-N-(3-ethoxypropyl)-1H-pyrrolo[2,3-b]quinoxaline-3-carboxamide  ligand  52  30  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_Q0B
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
 Q0B  CL   CL  CL    0  -0.093    3.2029  -2.2433   1.9915
 Q0B  C15  C   CR6   0  -0.061    4.0292  -2.2448   0.4795
 Q0B  C16  C   CR16  0  -0.225    5.3198  -2.7402   0.3933
 Q0B  C17  C   CR16  0  -0.244    5.9629  -2.7515  -0.8363
 Q0B  C18  C   CR16  0  -0.252    5.3263  -2.2702  -1.9715
 Q0B  C19  C   CR16  0  -0.259    4.0387  -1.7652  -1.8772
 Q0B  C14  C   CR6   0   0.311    3.3850  -1.7530  -0.6532
 Q0B  N11  N   NR5   0  -0.708    2.0732  -1.2432  -0.5554
 Q0B  C10  C   CR5   0   0.611    0.9190  -1.9289  -0.8620
 Q0B  N21  N   NH2   0  -0.832    0.9612  -3.1625  -1.3284
 Q0B  C12  C   CR56  0   0.502    1.7371   0.0057  -0.0801
 Q0B  C8   C   CR56  0   0.158    0.3009   0.1044  -0.1052
 Q0B  N7   N   N     0  -0.492   -0.3023   1.1943   0.2838
 Q0B  C5   C   CR66  0   0.234    0.5101   2.2026   0.7073
 Q0B  C6   C   CR16  0  -0.330   -0.0652   3.4133   1.1428
 Q0B  C1   C   CR16  0  -0.257    0.7291   4.4465   1.5688
 Q0B  C2   C   CR16  0  -0.265    2.1291   4.3155   1.5825
 Q0B  C3   C   CR16  0  -0.324    2.7163   3.1470   1.1671
 Q0B  C4   C   CR66  0   0.220    1.9261   2.0726   0.7220
 Q0B  N13  N   N     0  -0.416    2.5428   0.9234   0.3084
 Q0B  C9   C   CR5   0  -0.261   -0.2000  -1.1276  -0.6034
 Q0B  C22  C   C     0   0.556   -1.5738  -1.5335  -0.8442
 Q0B  O23  O   O     0  -0.531   -1.8533  -2.6439  -1.3096
 Q0B  N24  N   NH1   0  -0.688   -2.5133  -0.6255  -0.5247
 Q0B  C35  C   CH2   0  -0.243   -3.9211  -0.8344  -0.7768
 Q0B  C36  C   CH2   0  -0.513   -4.7569   0.1632   0.0100
 Q0B  C37  C   CH2   0  -0.120   -6.2332  -0.0162  -0.2866
 Q0B  O38  O   O2    0  -0.489   -6.9736   0.9040   0.4739
 Q0B  C39  C   CH2   0  -0.143   -8.3629   0.7984   0.2608
 Q0B  C40  C   CH3   0  -0.690   -9.0811   1.8104   1.1247
 Q0B  H1   H   HCR6  0   0.291    5.8158  -3.1171   1.2770
 Q0B  H2   H   HCR6  0   0.280    6.9689  -3.1430  -0.9031
 Q0B  H3   H   HCR6  0   0.277    5.8315  -2.2831  -2.9272
 Q0B  H4   H   HCR6  0   0.288    3.5326  -1.3746  -2.7502
 Q0B  H5   H   HNH2  0   0.422    1.8243  -3.6570  -1.4820
 Q0B  H6   H   HNH2  0   0.426    0.0875  -3.6208  -1.5369
 Q0B  H7   H   HCR6  0   0.259   -1.1440   3.5057   1.1301
 Q0B  H8   H   HCR6  0   0.261    0.2765   5.3717   1.9005
 Q0B  H9   H   HCR6  0   0.261    2.7419   5.1398   1.9222
 Q0B  H10  H   HCR6  0   0.262    3.7927   3.0291   1.1710
 Q0B  H11  H   HNH1  0   0.404   -2.2080   0.2856  -0.2057
 Q0B  H12  H   HCH2  0   0.228   -4.1397  -0.7394  -1.8465
 Q0B  H13  H   HCH2  0   0.236   -4.1923  -1.8515  -0.4887
 Q0B  H14  H   HCH2  0   0.240   -4.5748   0.0294   1.0797
 Q0B  H15  H   HCH2  0   0.236   -4.4581   1.1835  -0.2493
 Q0B  H16  H   HCH2  0   0.196   -6.4178   0.1308  -1.3611
 Q0B  H17  H   HCH2  0   0.196   -6.5401  -1.0467  -0.0534
 Q0B  H18  H   HCH2  0   0.196   -8.6020   0.9699  -0.7980
 Q0B  H19  H   HCH2  0   0.196   -8.7109  -0.2157   0.5012
 Q0B  H20  H   HCH3  0   0.231  -10.1571   1.7258   0.9732
 Q0B  H21  H   HCH3  0   0.228   -8.8787   1.6453   2.1835
 Q0B  H22  H   HCH3  0   0.228   -8.7879   2.8300   0.8729

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
 Q0B  C2   C1   aromatic  1.406  0.020  1.406
 Q0B  C2   C3   aromatic  1.372  0.020  1.372
 Q0B  C1   C6   aromatic  1.371  0.020  1.371
 Q0B  C3   C4   aromatic  1.406  0.020  1.406
 Q0B  C6   C5   aromatic  1.409  0.020  1.409
 Q0B  C4   C5   aromatic  1.422  0.020  1.422
 Q0B  C4   N13  aromatic  1.368  0.020  1.368
 Q0B  C5   N7   aromatic  1.362  0.020  1.362
 Q0B  N13  C12  aromatic  1.281  0.020  1.281
 Q0B  N7   C8   aromatic  1.305  0.020  1.305
 Q0B  C12  C8   aromatic  1.440  0.020  1.440
 Q0B  C12  N11  aromatic  1.378  0.020  1.378
 Q0B  C18  C19  aromatic  1.386  0.020  1.386
 Q0B  C18  C17  aromatic  1.388  0.020  1.388
 Q0B  C19  C14  aromatic  1.388  0.020  1.388
 Q0B  C17  C16  aromatic  1.388  0.020  1.388
 Q0B  C8   C9   aromatic  1.420  0.020  1.420
 Q0B  C40  C39  single    1.512  0.020  1.512
 Q0B  C14  N11  single    1.411  0.020  1.411
 Q0B  C14  C15  aromatic  1.393  0.020  1.393
 Q0B  C16  C15  aromatic  1.385  0.020  1.385
 Q0B  N11  C10  aromatic  1.377  0.020  1.377
 Q0B  C15  CL   single    1.723  0.020  1.723
 Q0B  O38  C39  single    1.409  0.020  1.409
 Q0B  O38  C37  single    1.405  0.020  1.405
 Q0B  C9   C10  aromatic  1.400  0.020  1.400
 Q0B  C9   C22  single    1.453  0.020  1.453
 Q0B  C10  N21  single    1.320  0.020  1.320
 Q0B  N24  C22  single    1.345  0.020  1.345
 Q0B  N24  C35  single    1.445  0.020  1.445
 Q0B  C36  C37  single    1.517  0.020  1.517
 Q0B  C36  C35  single    1.521  0.020  1.521
 Q0B  C22  O23  double    1.236  0.020  1.236
 Q0B  C16  H1   single    0.930  0.020  1.080
 Q0B  C17  H2   single    0.930  0.020  1.080
 Q0B  C18  H3   single    0.930  0.020  1.080
 Q0B  C19  H4   single    0.930  0.020  1.080
 Q0B  N21  H5   single    0.860  0.020  1.020
 Q0B  N21  H6   single    0.860  0.020  1.020
 Q0B  C6   H7   single    0.930  0.020  1.080
 Q0B  C1   H8   single    0.930  0.020  1.080
 Q0B  C2   H9   single    0.930  0.020  1.080
 Q0B  C3   H10  single    0.930  0.020  1.080
 Q0B  N24  H11  single    0.860  0.020  1.020
 Q0B  C35  H12  single    0.970  0.020  1.090
 Q0B  C35  H13  single    0.970  0.020  1.090
 Q0B  C36  H14  single    0.970  0.020  1.090
 Q0B  C36  H15  single    0.970  0.020  1.090
 Q0B  C37  H16  single    0.970  0.020  1.090
 Q0B  C37  H17  single    0.970  0.020  1.090
 Q0B  C39  H18  single    0.970  0.020  1.090
 Q0B  C39  H19  single    0.970  0.020  1.090
 Q0B  C40  H20  single    0.970  0.020  1.090
 Q0B  C40  H21  single    0.970  0.020  1.090
 Q0B  C40  H22  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
 Q0B  C14  C15  C16  120.44  3.000
 Q0B  C16  C15  CL   120.12  3.000
 Q0B  C14  C15  CL   119.44  3.000
 Q0B  H1   C16  C17  120.59  3.000
 Q0B  H1   C16  C15  120.08  3.000
 Q0B  C17  C16  C15  119.33  3.000
 Q0B  H2   C17  C18  120.11  3.000
 Q0B  H2   C17  C16  119.25  3.000
 Q0B  C18  C17  C16  120.63  3.000
 Q0B  H3   C18  C19  119.90  3.000
 Q0B  H3   C18  C17  120.31  3.000
 Q0B  C19  C18  C17  119.79  3.000
 Q0B  H4   C19  C14  119.22  3.000
 Q0B  H4   C19  C18  120.73  3.000
 Q0B  C14  C19  C18  120.05  3.000
 Q0B  N11  C14  C19  120.15  3.000
 Q0B  N11  C14  C15  120.09  3.000
 Q0B  C19  C14  C15  119.76  3.000
 Q0B  C12  N11  C10  108.89  3.000
 Q0B  C10  N11  C14  125.73  3.000
 Q0B  C12  N11  C14  125.33  3.000
 Q0B  C9   C10  N21  128.73  3.000
 Q0B  N21  C10  N11  121.16  3.000
 Q0B  C9   C10  N11  110.10  3.000
 Q0B  H6   N21  H5   119.22  3.000
 Q0B  H6   N21  C10  118.06  3.000
 Q0B  H5   N21  C10  122.72  3.000
 Q0B  N13  C12  C8   125.68  3.000
 Q0B  C8   C12  N11  107.42  3.000
 Q0B  N13  C12  N11  126.89  3.000
 Q0B  C9   C8   N7   131.76  3.000
 Q0B  C9   C8   C12  107.37  3.000
 Q0B  N7   C8   C12  120.87  3.000
 Q0B  C5   N7   C8   115.80  3.000
 Q0B  C4   C5   C6   118.80  3.000
 Q0B  C4   C5   N7   121.96  3.000
 Q0B  C6   C5   N7   119.24  3.000
 Q0B  H7   C6   C1   121.10  3.000
 Q0B  H7   C6   C5   118.44  3.000
 Q0B  C1   C6   C5   120.46  3.000
 Q0B  H8   C1   C2   119.54  3.000
 Q0B  H8   C1   C6   119.82  3.000
 Q0B  C2   C1   C6   120.64  3.000
 Q0B  H9   C2   C3   120.10  3.000
 Q0B  H9   C2   C1   119.74  3.000
 Q0B  C3   C2   C1   120.16  3.000
 Q0B  H10  C3   C4   118.47  3.000
 Q0B  H10  C3   C2   121.13  3.000
 Q0B  C4   C3   C2   120.40  3.000
 Q0B  N13  C4   C3   118.96  3.000
 Q0B  N13  C4   C5   121.49  3.000
 Q0B  C3   C4   C5   119.55  3.000
 Q0B  C4   N13  C12  114.19  3.000
 Q0B  C22  C9   C8   129.35  3.000
 Q0B  C22  C9   C10  124.42  3.000
 Q0B  C8   C9   C10  106.22  3.000
 Q0B  N24  C22  O23  122.54  3.000
 Q0B  O23  C22  C9   121.82  3.000
 Q0B  N24  C22  C9   115.63  3.000
 Q0B  H11  N24  C35  118.60  3.000
 Q0B  H11  N24  C22  118.14  3.000
 Q0B  C35  N24  C22  122.78  3.000
 Q0B  H13  C35  H12  106.79  3.000
 Q0B  H13  C35  C36  109.77  3.000
 Q0B  H12  C35  C36  109.80  3.000
 Q0B  H13  C35  N24  109.31  3.000
 Q0B  H12  C35  N24  110.61  3.000
 Q0B  C36  C35  N24  110.50  3.000
 Q0B  H15  C36  H14  107.49  3.000
 Q0B  H15  C36  C37  109.25  3.000
 Q0B  H14  C36  C37  109.82  3.000
 Q0B  H15  C36  C35  109.81  3.000
 Q0B  H14  C36  C35  109.54  3.000
 Q0B  C37  C36  C35  110.86  3.000
 Q0B  H17  C37  H16  106.58  3.000
 Q0B  H17  C37  O38  110.60  3.000
 Q0B  H16  C37  O38  110.66  3.000
 Q0B  H17  C37  C36  109.93  3.000
 Q0B  H16  C37  C36  109.79  3.000
 Q0B  O38  C37  C36  109.25  3.000
 Q0B  C39  O38  C37  112.86  3.000
 Q0B  H19  C39  H18  106.61  3.000
 Q0B  H19  C39  C40  110.01  3.000
 Q0B  H18  C39  C40  110.04  3.000
 Q0B  H19  C39  O38  110.38  3.000
 Q0B  H18  C39  O38  110.40  3.000
 Q0B  C40  C39  O38  109.37  3.000
 Q0B  H22  C40  H21  108.42  3.000
 Q0B  H22  C40  H20  107.82  3.000
 Q0B  H21  C40  H20  107.84  3.000
 Q0B  H22  C40  C39  111.47  3.000
 Q0B  H21  C40  C39  111.42  3.000
 Q0B  H20  C40  C39  109.73  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
 Q0B  CONST_01  C18  C19  C14  C15     0.00   0.0  0
 Q0B  CONST_04  C18  C17  C16  C15     0.00   0.0  0
 Q0B  CONST_05  C19  C18  C17  C16     0.00   0.0  0
 Q0B  CONST_06  C19  C14  C15  C16     0.00   0.0  0
 Q0B  CONST_07  N11  C14  C15  C16   180.00   0.0  0
 Q0B  CONST_08  C14  C19  C18  C17     0.00   0.0  0
 Q0B  CONST_09  C14  C15  C16  C17     0.00   0.0  0
 Q0B  CONST_10  N11  C14  C19  C18   180.00   0.0  0
 Q0B  CONST_13  N13  C12  N11  C14     0.00   0.0  0
 Q0B  CONST_14  C8   C12  N11  C14   180.00   0.0  0
 Q0B  CONST_15  C9   C10  N11  C14   180.00   0.0  0
 Q0B  CONST_16  C4   N13  C12  N11   180.00   0.0  0
 Q0B  CONST_17  N7   C8   C12  N11   180.00   0.0  0
 Q0B  CONST_18  C9   C8   C12  N11     0.00   0.0  0
 Q0B  CONST_19  C8   C9   C10  N11     0.00   0.0  0
 Q0B  CONST_20  N13  C12  N11  C10   180.00   0.0  0
 Q0B  CONST_21  C8   C12  N11  C10     0.00   0.0  0
 Q0B  CONST_22  N7   C8   C9   C10   180.00   0.0  0
 Q0B  CONST_23  C12  C8   C9   C10     0.00   0.0  0
 Q0B  CONST_24  C3   C4   N13  C12   180.00   0.0  0
 Q0B  CONST_25  C5   C4   N13  C12     0.00   0.0  0
 Q0B  CONST_26  C5   N7   C8   C12     0.00   0.0  0
 Q0B  CONST_27  C9   C10  N11  C12     0.00   0.0  0
 Q0B  CONST_28  C6   C5   N7   C8    180.00   0.0  0
 Q0B  CONST_29  C4   C5   N7   C8      0.00   0.0  0
 Q0B  CONST_30  C4   N13  C12  C8      0.00   0.0  0
 Q0B  CONST_31  C1   C6   C5   N7    180.00   0.0  0
 Q0B  CONST_32  C3   C4   C5   N7    180.00   0.0  0
 Q0B  CONST_33  N13  C4   C5   N7      0.00   0.0  0
 Q0B  CONST_34  N13  C12  C8   N7      0.00   0.0  0
 Q0B  CONST_35  C2   C1   C6   C5      0.00   0.0  0
 Q0B  CONST_36  C2   C3   C4   C5      0.00   0.0  0
 Q0B  CONST_37  C9   C8   N7   C5    180.00   0.0  0
 Q0B  CONST_38  C3   C2   C1   C6      0.00   0.0  0
 Q0B  CONST_39  C3   C4   C5   C6      0.00   0.0  0
 Q0B  CONST_40  N13  C4   C5   C6    180.00   0.0  0
 Q0B  CONST_41  C4   C3   C2   C1      0.00   0.0  0
 Q0B  CONST_42  C4   C5   C6   C1      0.00   0.0  0
 Q0B  CONST_43  N13  C4   C3   C2    180.00   0.0  0
 Q0B  CONST_44  C9   C8   C12  N13   180.00   0.0  0
 Q0B  CONST_45  C19  C14  C15  CL    180.00   0.0  0
 Q0B  CONST_46  N11  C14  C15  CL      0.00   0.0  0
 Q0B  CONST_47  C17  C16  C15  CL    180.00   0.0  0
 Q0B  CONST_48  N21  C10  N11  C14     0.00   0.0  0
 Q0B  CONST_49  C22  C9   C10  N11   180.00   0.0  0
 Q0B  CONST_50  C12  N11  C10  N21   180.00   0.0  0
 Q0B  CONST_51  C8   C9   C10  N21   180.00   0.0  0
 Q0B  CONST_52  C22  C9   C8   C12   180.00   0.0  0
 Q0B  CONST_53  C22  C9   C8   N7      0.00   0.0  0
 Q0B  CONST_54  H4   C19  C14  C15   180.00   0.0  0
 Q0B  CONST_55  H2   C17  C16  C15   180.00   0.0  0
 Q0B  CONST_56  H3   C18  C17  C16   180.00   0.0  0
 Q0B  CONST_57  H1   C16  C17  C18   180.00   0.0  0
 Q0B  CONST_58  H7   C6   C5   N7      0.00   0.0  0
 Q0B  CONST_59  H8   C1   C6   C5    180.00   0.0  0
 Q0B  CONST_60  H10  C3   C4   C5    180.00   0.0  0
 Q0B  CONST_61  H9   C2   C1   C6    180.00   0.0  0
 Q0B  CONST_62  H5   N21  C10  N11     0.00   0.0  0
 Q0B  CONST_63  H6   N21  C10  N11   180.00   0.0  0
 Q0B  CONST_64  C35  N24  C22  C9    180.00   0.0  0
 Q0B  CONST_65  H11  N24  C22  C9      0.00   0.0  0
 Q0B  CONST_66  C35  N24  C22  O23     0.00   0.0  0
 Q0B  Var_01    N24  C22  C9   C10   179.66  30.0  2
 Q0B  Var_02    C36  C35  N24  C22   164.79  30.0  3
 Q0B  Var_03    C37  C36  C35  N24   177.97  30.0  1
 Q0B  Var_04    O38  C37  C36  C35   178.97  30.0  3
 Q0B  Var_05    C40  C39  O38  C37   179.42  30.0  3
 Q0B  Var_06    H20  C40  C39  O38  -179.33  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
 Q0B  plan-1  CL   0.020
 Q0B  plan-1  C15  0.020
 Q0B  plan-1  C16  0.020
 Q0B  plan-1  C17  0.020
 Q0B  plan-1  C18  0.020
 Q0B  plan-1  C19  0.020
 Q0B  plan-1  C14  0.020
 Q0B  plan-1  N11  0.020
 Q0B  plan-1  H1   0.020
 Q0B  plan-1  H2   0.020
 Q0B  plan-1  H3   0.020
 Q0B  plan-1  H4   0.020
 Q0B  plan-2  C14  0.020
 Q0B  plan-2  N11  0.020
 Q0B  plan-2  C10  0.020
 Q0B  plan-2  N21  0.020
 Q0B  plan-2  C12  0.020
 Q0B  plan-2  C8   0.020
 Q0B  plan-2  N7   0.020
 Q0B  plan-2  C5   0.020
 Q0B  plan-2  C6   0.020
 Q0B  plan-2  C1   0.020
 Q0B  plan-2  C2   0.020
 Q0B  plan-2  C3   0.020
 Q0B  plan-2  C4   0.020
 Q0B  plan-2  N13  0.020
 Q0B  plan-2  C9   0.020
 Q0B  plan-2  C22  0.020
 Q0B  plan-2  H7   0.020
 Q0B  plan-2  H8   0.020
 Q0B  plan-2  H9   0.020
 Q0B  plan-2  H10  0.020
 Q0B  plan-3  C9   0.020
 Q0B  plan-3  C22  0.020
 Q0B  plan-3  O23  0.020
 Q0B  plan-3  N24  0.020
 Q0B  plan-3  C35  0.020
 Q0B  plan-3  H11  0.020
 Q0B  plan-4  C10  0.020
 Q0B  plan-4  N21  0.020
 Q0B  plan-4  H5   0.020
 Q0B  plan-4  H6   0.020

