# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 17:28:55 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 2-phenyl-~{N}4-(thiophen-2-ylmethyl)quinazoline-4,7-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc2c(NCc3sccc3)nc(nc2c1)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
 8OH  8OH  2-phenyl-~{N}4-(thiophen-2-ylmethyl)quinazoline-4,7-diamine  ligand  40  24  .  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_8OH
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
 8OH  C4   C  CR6   0   0.553  -0.1533   0.4756  -0.3378
 8OH  C5   C  CR66  0  -0.054   0.4171   1.7790  -0.1830
 8OH  C6   C  CR66  0   0.276   1.8130   1.8182   0.0300
 8OH  N1   N  N     0  -0.500   2.5517   0.6790   0.0980
 8OH  N3   N  N     0  -0.517   0.5988  -0.6057  -0.2684
 8OH  CAM  C  CR16  0  -0.286   4.0871  -1.6543   0.2468
 8OH  CAN  C  CR16  0  -0.241   4.8310  -2.8215   0.3163
 8OH  CAO  C  CR16  0  -0.258   4.2104  -4.0568   0.1734
 8OH  CAP  C  CR16  0  -0.240   2.8396  -4.1145  -0.0406
 8OH  CAQ  C  CR16  0  -0.289   2.0939  -2.9468  -0.1106
 8OH  CAK  C  CR6   0  -0.012   2.7086  -1.7024   0.0319
 8OH  C2   C  CR6   0   0.366   1.9141  -0.4524  -0.0455
 8OH  CAC  C  CR16  0  -0.424   2.4597   3.0522   0.1814
 8OH  CAB  C  CR6   0   0.345   1.7501   4.2428   0.1279
 8OH  NAL  N  NH2   0  -0.859   2.3707   5.4530   0.2223
 8OH  CAA  C  CR16  0  -0.322   0.3456   4.1906  -0.0746
 8OH  CAF  C  CR16  0  -0.299  -0.2945   2.9924  -0.2222
 8OH  NAR  N  NH1   0  -0.681  -1.4724   0.3171  -0.5451
 8OH  CAS  C  CH2   0  -0.317  -2.0857  -0.9669  -0.8075
 8OH  CAT  C  CR5   0  -0.186  -3.5412  -0.9322  -0.4831
 8OH  SAX  S  S2    0   0.212  -4.0946  -0.4291   1.0715
 8OH  CAW  C  CR15  0  -0.467  -5.7333  -0.7033   0.6450
 8OH  CAV  C  CR15  0  -0.182  -5.8481  -1.1606  -0.6307
 8OH  CAU  C  CR15  0  -0.229  -4.5874  -1.2875  -1.2789
 8OH  H2   H  HCR6  0   0.257   5.8993  -2.7675   0.4813
 8OH  H3   H  HCR6  0   0.259   4.7927  -4.9675   0.2301
 8OH  H4   H  HCR6  0   0.256   2.3480  -5.0719  -0.1550
 8OH  H5   H  HCR6  0   0.259   1.0265  -2.9976  -0.2755
 8OH  H6   H  HCR6  0   0.255   3.5313   3.0569   0.3413
 8OH  H7   H  HNH2  0   0.389   3.2953   5.4724   0.6194
 8OH  H8   H  HNH2  0   0.390   1.8073   6.2480   0.4740
 8OH  H9   H  HCR6  0   0.269  -0.2217   5.1123  -0.1112
 8OH  H10  H  HCR6  0   0.253  -1.3679   3.0071  -0.3649
 8OH  H11  H  HNH1  0   0.407  -2.0174   1.1283  -0.7859
 8OH  H12  H  HCH2  0   0.261  -1.9671  -1.2635  -1.8544
 8OH  H13  H  HCH2  0   0.279  -1.5728  -1.7192  -0.2083
 8OH  H14  H  HCR5  0   0.296  -6.5218  -0.5028   1.3538
 8OH  H15  H  HCR5  0   0.268  -6.7942  -1.3912  -1.0988
 8OH  H16  H  HCR5  0   0.266  -4.4615  -1.6275  -2.2979
 8OH  H1   H  HCR6  0   0.251   4.5746  -0.6956   0.3601

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
 8OH  SAX  CAW  aromatic  1.715  0.020  1.715
 8OH  SAX  CAT  aromatic  1.725  0.020  1.725
 8OH  CAW  CAV  aromatic  1.360  0.020  1.360
 8OH  CAV  CAU  aromatic  1.423  0.020  1.423
 8OH  CAT  CAU  aromatic  1.362  0.020  1.362
 8OH  CAT  CAS  single    1.492  0.020  1.492
 8OH  CAS  NAR  single    1.447  0.020  1.447
 8OH  NAR  C4   single    1.345  0.020  1.345
 8OH  CAN  CAM  aromatic  1.386  0.020  1.386
 8OH  CAN  CAO  aromatic  1.390  0.020  1.390
 8OH  CAM  CAK  aromatic  1.396  0.020  1.396
 8OH  C4   N3   aromatic  1.319  0.020  1.319
 8OH  C4   C5   aromatic  1.431  0.020  1.431
 8OH  N3   C2   aromatic  1.343  0.020  1.343
 8OH  CAO  CAP  aromatic  1.389  0.020  1.389
 8OH  CAK  C2   single    1.483  0.020  1.483
 8OH  CAK  CAQ  aromatic  1.395  0.020  1.395
 8OH  C2   N1   aromatic  1.307  0.020  1.307
 8OH  C5   CAF  aromatic  1.407  0.020  1.407
 8OH  C5   C6   aromatic  1.413  0.020  1.413
 8OH  CAF  CAA  aromatic  1.366  0.020  1.366
 8OH  CAP  CAQ  aromatic  1.387  0.020  1.387
 8OH  N1   C6   aromatic  1.359  0.020  1.359
 8OH  C6   CAC  aromatic  1.401  0.020  1.401
 8OH  CAA  CAB  aromatic  1.420  0.020  1.420
 8OH  CAC  CAB  aromatic  1.387  0.020  1.387
 8OH  CAB  NAL  single    1.363  0.020  1.363
 8OH  CAM  H1   single    0.930  0.020  1.080
 8OH  CAN  H2   single    0.930  0.020  1.080
 8OH  CAO  H3   single    0.930  0.020  1.080
 8OH  CAP  H4   single    0.930  0.020  1.080
 8OH  CAQ  H5   single    0.930  0.020  1.080
 8OH  CAC  H6   single    0.930  0.020  1.080
 8OH  NAL  H7   single    0.890  0.020  1.040
 8OH  NAL  H8   single    0.890  0.020  1.040
 8OH  CAA  H9   single    0.930  0.020  1.080
 8OH  CAF  H10  single    0.930  0.020  1.080
 8OH  NAR  H11  single    0.860  0.020  1.020
 8OH  CAS  H12  single    0.970  0.020  1.090
 8OH  CAS  H13  single    0.970  0.020  1.090
 8OH  CAW  H14  single    0.930  0.020  1.080
 8OH  CAV  H15  single    0.930  0.020  1.080
 8OH  CAU  H16  single    0.930  0.020  1.080

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
 8OH  NAR  C4   N3   118.09  3.000
 8OH  N3   C4   C5   120.91  3.000
 8OH  NAR  C4   C5   120.99  3.000
 8OH  CAF  C5   C6   118.68  3.000
 8OH  C6   C5   C4   115.81  3.000
 8OH  CAF  C5   C4   125.51  3.000
 8OH  CAC  C6   N1   118.80  3.000
 8OH  CAC  C6   C5   119.79  3.000
 8OH  N1   C6   C5   121.41  3.000
 8OH  C2   N1   C6   117.07  3.000
 8OH  C2   N3   C4   118.27  3.000
 8OH  H1   CAM  CAK  119.46  3.000
 8OH  H1   CAM  CAN  119.96  3.000
 8OH  CAK  CAM  CAN  120.58  3.000
 8OH  H2   CAN  CAO  120.05  3.000
 8OH  H2   CAN  CAM  119.69  3.000
 8OH  CAO  CAN  CAM  120.25  3.000
 8OH  H3   CAO  CAP  120.28  3.000
 8OH  H3   CAO  CAN  120.15  3.000
 8OH  CAP  CAO  CAN  119.57  3.000
 8OH  H4   CAP  CAQ  119.68  3.000
 8OH  H4   CAP  CAO  120.09  3.000
 8OH  CAQ  CAP  CAO  120.23  3.000
 8OH  H5   CAQ  CAK  119.50  3.000
 8OH  H5   CAQ  CAP  119.92  3.000
 8OH  CAK  CAQ  CAP  120.58  3.000
 8OH  C2   CAK  CAQ  120.69  3.000
 8OH  CAQ  CAK  CAM  118.78  3.000
 8OH  C2   CAK  CAM  120.53  3.000
 8OH  CAK  C2   N3   115.92  3.000
 8OH  CAK  C2   N1   117.56  3.000
 8OH  N3   C2   N1   126.52  3.000
 8OH  H6   CAC  CAB  120.53  3.000
 8OH  H6   CAC  C6   118.43  3.000
 8OH  CAB  CAC  C6   121.04  3.000
 8OH  CAA  CAB  NAL  119.53  3.000
 8OH  NAL  CAB  CAC  121.76  3.000
 8OH  CAA  CAB  CAC  118.68  3.000
 8OH  H8   NAL  H7   113.60  3.000
 8OH  H8   NAL  CAB  117.62  3.000
 8OH  H7   NAL  CAB  117.56  3.000
 8OH  H9   CAA  CAF  119.82  3.000
 8OH  H9   CAA  CAB  119.45  3.000
 8OH  CAF  CAA  CAB  120.73  3.000
 8OH  H10  CAF  CAA  117.82  3.000
 8OH  H10  CAF  C5   121.11  3.000
 8OH  CAA  CAF  C5   121.08  3.000
 8OH  H11  NAR  CAS  116.25  3.000
 8OH  H11  NAR  C4   118.24  3.000
 8OH  CAS  NAR  C4   123.25  3.000
 8OH  H13  CAS  H12  106.73  3.000
 8OH  H13  CAS  CAT  110.84  3.000
 8OH  H12  CAS  CAT  108.67  3.000
 8OH  H13  CAS  NAR  108.26  3.000
 8OH  H12  CAS  NAR  111.59  3.000
 8OH  CAT  CAS  NAR  110.70  3.000
 8OH  CAU  CAT  SAX  110.87  3.000
 8OH  CAU  CAT  CAS  128.07  3.000
 8OH  SAX  CAT  CAS  121.05  3.000
 8OH  CAW  SAX  CAT   92.05  3.000
 8OH  H14  CAW  CAV  128.10  3.000
 8OH  H14  CAW  SAX  120.34  3.000
 8OH  CAV  CAW  SAX  111.57  3.000
 8OH  H15  CAV  CAU  124.00  3.000
 8OH  H15  CAV  CAW  123.51  3.000
 8OH  CAU  CAV  CAW  112.49  3.000
 8OH  H16  CAU  CAV  124.07  3.000
 8OH  H16  CAU  CAT  122.90  3.000
 8OH  CAV  CAU  CAT  113.03  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
 8OH  CONST_01  CAK  C2   N3   C4   180.00   0.0  0
 8OH  CONST_02  N1   C2   N3   C4     0.00   0.0  0
 8OH  CONST_03  CAA  CAF  C5   C4   180.00   0.0  0
 8OH  CONST_04  N1   C6   C5   C4     0.00   0.0  0
 8OH  CONST_05  CAC  C6   C5   C4   180.00   0.0  0
 8OH  CONST_06  C2   N3   C4   C5     0.00   0.0  0
 8OH  CONST_07  CAB  CAA  CAF  C5     0.00   0.0  0
 8OH  CONST_08  C2   N1   C6   C5     0.00   0.0  0
 8OH  CONST_09  CAB  CAC  C6   C5     0.00   0.0  0
 8OH  CONST_10  N3   C4   C5   C6     0.00   0.0  0
 8OH  CONST_11  CAA  CAF  C5   C6     0.00   0.0  0
 8OH  CONST_12  N3   C2   N1   C6     0.00   0.0  0
 8OH  CONST_13  CAK  C2   N1   C6   180.00   0.0  0
 8OH  CONST_14  CAA  CAB  CAC  C6     0.00   0.0  0
 8OH  CONST_15  CAM  CAK  C2   N1     0.00   0.0  0
 8OH  CONST_16  CAQ  CAK  C2   N1   180.00   0.0  0
 8OH  CONST_17  CAF  C5   C6   N1   180.00   0.0  0
 8OH  CONST_18  CAB  CAC  C6   N1   180.00   0.0  0
 8OH  CONST_19  CAF  C5   C4   N3   180.00   0.0  0
 8OH  CONST_20  CAM  CAK  C2   N3   180.00   0.0  0
 8OH  CONST_21  CAQ  CAK  C2   N3     0.00   0.0  0
 8OH  CONST_22  CAP  CAO  CAN  CAM    0.00   0.0  0
 8OH  CONST_23  CAP  CAQ  CAK  CAM    0.00   0.0  0
 8OH  CONST_24  C2   CAK  CAM  CAN  180.00   0.0  0
 8OH  CONST_25  CAQ  CAK  CAM  CAN    0.00   0.0  0
 8OH  CONST_26  CAQ  CAP  CAO  CAN    0.00   0.0  0
 8OH  CONST_27  CAK  CAM  CAN  CAO    0.00   0.0  0
 8OH  CONST_28  CAK  CAQ  CAP  CAO    0.00   0.0  0
 8OH  CONST_29  C2   CAK  CAQ  CAP  180.00   0.0  0
 8OH  CONST_30  CAC  C6   N1   C2   180.00   0.0  0
 8OH  CONST_31  CAF  C5   C6   CAC    0.00   0.0  0
 8OH  CONST_32  CAF  CAA  CAB  CAC    0.00   0.0  0
 8OH  CONST_33  CAV  CAW  SAX  CAT    0.00   0.0  0
 8OH  CONST_34  CAW  CAV  CAU  CAT    0.00   0.0  0
 8OH  CONST_35  CAU  CAV  CAW  SAX    0.00   0.0  0
 8OH  CONST_36  CAV  CAU  CAT  SAX    0.00   0.0  0
 8OH  CONST_37  CAU  CAT  SAX  CAW    0.00   0.0  0
 8OH  CONST_38  NAR  C4   C5   C6   180.00   0.0  0
 8OH  CONST_39  NAL  CAB  CAC  C6   180.00   0.0  0
 8OH  CONST_40  NAR  C4   N3   C2   180.00   0.0  0
 8OH  CONST_41  CAF  CAA  CAB  NAL  180.00   0.0  0
 8OH  CONST_42  NAR  C4   C5   CAF    0.00   0.0  0
 8OH  CONST_43  CAW  SAX  CAT  CAS  180.00   0.0  0
 8OH  CONST_44  CAV  CAU  CAT  CAS  180.00   0.0  0
 8OH  CONST_45  H10  CAF  C5   C4     0.00   0.0  0
 8OH  CONST_46  H9   CAA  CAF  C5   180.00   0.0  0
 8OH  CONST_47  H6   CAC  C6   C5   180.00   0.0  0
 8OH  CONST_48  H3   CAO  CAN  CAM  180.00   0.0  0
 8OH  CONST_49  H5   CAQ  CAK  CAM  180.00   0.0  0
 8OH  CONST_50  H4   CAP  CAO  CAN  180.00   0.0  0
 8OH  CONST_51  H1   CAM  CAN  CAO  180.00   0.0  0
 8OH  CONST_52  H2   CAN  CAO  CAP  180.00   0.0  0
 8OH  CONST_53  H14  CAW  SAX  CAT  180.00   0.0  0
 8OH  CONST_54  H15  CAV  CAU  CAT  180.00   0.0  0
 8OH  CONST_55  H16  CAU  CAT  SAX  180.00   0.0  0
 8OH  CONST_56  CAS  NAR  C4   C5   180.00   0.0  0
 8OH  CONST_57  CAS  NAR  C4   N3     0.00   0.0  0
 8OH  CONST_58  H11  NAR  C4   C5     0.00   0.0  0
 8OH  Var_01    CAT  CAS  NAR  C4   158.36  30.0  1
 8OH  Var_02    SAX  CAT  CAS  NAR  -54.22  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
 8OH  plan-1  CAS  0.020
 8OH  plan-1  CAT  0.020
 8OH  plan-1  SAX  0.020
 8OH  plan-1  CAW  0.020
 8OH  plan-1  CAV  0.020
 8OH  plan-1  CAU  0.020
 8OH  plan-1  H14  0.020
 8OH  plan-1  H15  0.020
 8OH  plan-1  H16  0.020
 8OH  plan-2  CAM  0.020
 8OH  plan-2  CAN  0.020
 8OH  plan-2  CAO  0.020
 8OH  plan-2  CAP  0.020
 8OH  plan-2  CAQ  0.020
 8OH  plan-2  CAK  0.020
 8OH  plan-2  C2   0.020
 8OH  plan-2  H2   0.020
 8OH  plan-2  H3   0.020
 8OH  plan-2  H4   0.020
 8OH  plan-2  H5   0.020
 8OH  plan-2  H1   0.020
 8OH  plan-3  C4   0.020
 8OH  plan-3  C5   0.020
 8OH  plan-3  C6   0.020
 8OH  plan-3  N1   0.020
 8OH  plan-3  N3   0.020
 8OH  plan-3  CAK  0.020
 8OH  plan-3  C2   0.020
 8OH  plan-3  CAC  0.020
 8OH  plan-3  CAB  0.020
 8OH  plan-3  NAL  0.020
 8OH  plan-3  CAA  0.020
 8OH  plan-3  CAF  0.020
 8OH  plan-3  NAR  0.020
 8OH  plan-3  H6   0.020
 8OH  plan-3  H9   0.020
 8OH  plan-3  H10  0.020
 8OH  plan-4  CAB  0.020
 8OH  plan-4  NAL  0.020
 8OH  plan-4  H7   0.020
 8OH  plan-4  H8   0.020
 8OH  plan-5  C4   0.020
 8OH  plan-5  NAR  0.020
 8OH  plan-5  CAS  0.020
 8OH  plan-5  H11  0.020

