# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 07:32:43 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: 7-chloranyl-2-[4-[2-hydroxyethyl(methyl)amino]phenyl]-3~{H}-quinazolin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(CCO)c1ccc(cc1)C2=Nc3cc(Cl)ccc3C(=O)N2
#
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
 9CB  9CB  7-chloranyl-2-[4-[2-hydroxyethyl(methyl)amino]phenyl]-3~{H}-quinazolin-4-one  ligand  39  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9CB
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
 9CB  OAE  O   OH1   0  -0.664   6.6579   1.4409   1.4539
 9CB  CAD  C   CH2   0  -0.150   5.8293   2.1165   0.5374
 9CB  CAC  C   CH2   0  -0.366   5.7073   1.2735  -0.7190
 9CB  NAB  N   NT    0  -0.493   5.1134  -0.0298  -0.5028
 9CB  CAA  C   CH3   0  -0.536   5.9955  -1.1420  -0.2237
 9CB  CAF  C   CR6   0   0.408   3.7706  -0.1877  -0.3795
 9CB  CAK  C   CR16  0  -0.331   2.8616   0.8769  -0.5800
 9CB  CAJ  C   CR16  0  -0.262   1.5035   0.6837  -0.4858
 9CB  CAG  C   CR16  0  -0.349   3.2119  -1.4423  -0.0518
 9CB  CAH  C   CR16  0  -0.280   1.8475  -1.6196   0.0315
 9CB  CAI  C   CR6   0  -0.034   0.9545  -0.5686  -0.1895
 9CB  CAL  C   CR6   0   0.507  -0.4959  -0.7196  -0.1052
 9CB  NAM  N   N     0  -0.490  -1.2491   0.3247   0.0187
 9CB  CAN  C   CR66  0   0.275  -2.6012   0.1436   0.0922
 9CB  CAT  C   CR16  0  -0.287  -3.4182   1.2785   0.2149
 9CB  CAR  C   CR6   0  -0.027  -4.7811   1.1211   0.3028
 9CB  CL   CL  CL    0  -0.110  -5.7830   2.5222   0.4572
 9CB  CAQ  C   CR16  0  -0.227  -5.3887  -0.1382   0.2737
 9CB  CAP  C   CR16  0  -0.282  -4.5909  -1.2527   0.1521
 9CB  CAO  C   CR66  0  -0.106  -3.2034  -1.1247   0.0612
 9CB  CAU  C   CR6   0   0.538  -2.3510  -2.2953  -0.0829
 9CB  OAV  O   O     0  -0.450  -2.7354  -3.4494  -0.1394
 9CB  NAW  N   NR16  0  -0.736  -1.0125  -1.9843  -0.1687
 9CB  H1   H   HOH1  0   0.457   6.6533   1.9296   2.2817
 9CB  H2   H   HCH2  0   0.203   4.8336   2.3044   0.9581
 9CB  H3   H   HCH2  0   0.205   6.2417   3.0925   0.2496
 9CB  H4   H   HCH2  0   0.257   5.1446   1.8317  -1.4695
 9CB  H5   H   HCH2  0   0.266   6.6978   1.1224  -1.1508
 9CB  H6   H   HCH3  0   0.236   5.9382  -1.4715   0.8168
 9CB  H7   H   HCH3  0   0.238   5.7728  -1.9965  -0.8662
 9CB  H8   H   HCH3  0   0.258   7.0204  -0.8427  -0.4202
 9CB  H9   H   HCR6  0   0.266   3.2126   1.8702  -0.8181
 9CB  H10  H   HCR6  0   0.258   0.8443   1.5248  -0.6529
 9CB  H11  H   HCR6  0   0.277   3.8452  -2.2944   0.1453
 9CB  H12  H   HCR6  0   0.253   1.4990  -2.6069   0.3094
 9CB  H13  H   HCR6  0   0.285  -2.9604   2.2581   0.2399
 9CB  H14  H   HCR6  0   0.286  -6.4630  -0.2316   0.3451
 9CB  H15  H   HCR6  0   0.277  -5.0421  -2.2355   0.1262
 9CB  H16  H   HNR6  0   0.431  -0.3894  -2.7662  -0.3221

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
 9CB  OAE  CAD  single    1.408  0.020  1.408
 9CB  CAD  CAC  single    1.518  0.020  1.518
 9CB  CAC  NAB  single    1.449  0.020  1.449
 9CB  CAA  NAB  single    1.447  0.020  1.447
 9CB  NAB  CAF  single    1.358  0.020  1.358
 9CB  CAF  CAG  aromatic  1.412  0.020  1.412
 9CB  CAF  CAK  aromatic  1.414  0.020  1.414
 9CB  CAG  CAH  aromatic  1.378  0.020  1.378
 9CB  CAK  CAJ  aromatic  1.375  0.020  1.375
 9CB  CAH  CAI  aromatic  1.397  0.020  1.397
 9CB  CAJ  CAI  aromatic  1.399  0.020  1.399
 9CB  CAI  CAL  single    1.461  0.020  1.461
 9CB  CAL  NAM  double    1.293  0.020  1.293
 9CB  CAL  NAW  single    1.368  0.020  1.368
 9CB  NAM  CAN  single    1.366  0.020  1.366
 9CB  NAW  CAU  single    1.377  0.020  1.377
 9CB  CAN  CAT  aromatic  1.404  0.020  1.404
 9CB  CAN  CAO  aromatic  1.404  0.020  1.404
 9CB  CAT  CAR  aromatic  1.375  0.020  1.375
 9CB  CAU  CAO  single    1.455  0.020  1.455
 9CB  CAU  OAV  double    1.218  0.020  1.218
 9CB  CAO  CAP  aromatic  1.396  0.020  1.396
 9CB  CAR  CL   single    1.729  0.020  1.729
 9CB  CAR  CAQ  aromatic  1.399  0.020  1.399
 9CB  CAP  CAQ  aromatic  1.376  0.020  1.376
 9CB  OAE  H1   single    0.850  0.020  0.980
 9CB  CAD  H2   single    0.970  0.020  1.090
 9CB  CAD  H3   single    0.970  0.020  1.090
 9CB  CAC  H4   single    0.970  0.020  1.090
 9CB  CAC  H5   single    0.970  0.020  1.090
 9CB  CAA  H6   single    0.970  0.020  1.090
 9CB  CAA  H7   single    0.970  0.020  1.090
 9CB  CAA  H8   single    0.970  0.020  1.090
 9CB  CAK  H9   single    0.930  0.020  1.080
 9CB  CAJ  H10  single    0.930  0.020  1.080
 9CB  CAG  H11  single    0.930  0.020  1.080
 9CB  CAH  H12  single    0.930  0.020  1.080
 9CB  CAT  H13  single    0.930  0.020  1.080
 9CB  CAQ  H14  single    0.930  0.020  1.080
 9CB  CAP  H15  single    0.930  0.020  1.080
 9CB  NAW  H16  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
 9CB  H1   OAE  CAD  108.29  3.000
 9CB  H3   CAD  H2   106.80  3.000
 9CB  H3   CAD  CAC  107.88  3.000
 9CB  H2   CAD  CAC  109.85  3.000
 9CB  H3   CAD  OAE  112.09  3.000
 9CB  H2   CAD  OAE  111.50  3.000
 9CB  CAC  CAD  OAE  108.64  3.000
 9CB  H5   CAC  H4   105.46  3.000
 9CB  H5   CAC  NAB  107.86  3.000
 9CB  H4   CAC  NAB  110.57  3.000
 9CB  H5   CAC  CAD  109.36  3.000
 9CB  H4   CAC  CAD  109.06  3.000
 9CB  NAB  CAC  CAD  114.15  3.000
 9CB  CAF  NAB  CAA  119.75  3.000
 9CB  CAF  NAB  CAC  121.58  3.000
 9CB  CAA  NAB  CAC  118.07  3.000
 9CB  H8   CAA  H7   107.57  3.000
 9CB  H8   CAA  H6   107.75  3.000
 9CB  H7   CAA  H6   108.27  3.000
 9CB  H8   CAA  NAB  109.19  3.000
 9CB  H7   CAA  NAB  111.33  3.000
 9CB  H6   CAA  NAB  112.54  3.000
 9CB  CAG  CAF  CAK  116.58  3.000
 9CB  CAK  CAF  NAB  122.37  3.000
 9CB  CAG  CAF  NAB  121.05  3.000
 9CB  H9   CAK  CAJ  117.73  3.000
 9CB  H9   CAK  CAF  120.98  3.000
 9CB  CAJ  CAK  CAF  121.29  3.000
 9CB  H10  CAJ  CAI  119.32  3.000
 9CB  H10  CAJ  CAK  118.82  3.000
 9CB  CAI  CAJ  CAK  121.86  3.000
 9CB  H11  CAG  CAH  117.90  3.000
 9CB  H11  CAG  CAF  120.76  3.000
 9CB  CAH  CAG  CAF  121.34  3.000
 9CB  H12  CAH  CAI  121.38  3.000
 9CB  H12  CAH  CAG  116.82  3.000
 9CB  CAI  CAH  CAG  121.77  3.000
 9CB  CAL  CAI  CAH  123.23  3.000
 9CB  CAL  CAI  CAJ  119.63  3.000
 9CB  CAH  CAI  CAJ  117.14  3.000
 9CB  NAW  CAL  NAM  122.08  3.000
 9CB  NAW  CAL  CAI  117.90  3.000
 9CB  NAM  CAL  CAI  120.02  3.000
 9CB  CAN  NAM  CAL  118.32  3.000
 9CB  CAO  CAN  CAT  118.85  3.000
 9CB  CAO  CAN  NAM  122.88  3.000
 9CB  CAT  CAN  NAM  118.26  3.000
 9CB  H13  CAT  CAR  121.46  3.000
 9CB  H13  CAT  CAN  119.21  3.000
 9CB  CAR  CAT  CAN  119.34  3.000
 9CB  CAQ  CAR  CL   118.66  3.000
 9CB  CAQ  CAR  CAT  122.18  3.000
 9CB  CL   CAR  CAT  119.16  3.000
 9CB  H14  CAQ  CAP  120.82  3.000
 9CB  H14  CAQ  CAR  120.55  3.000
 9CB  CAP  CAQ  CAR  118.63  3.000
 9CB  H15  CAP  CAO  119.75  3.000
 9CB  H15  CAP  CAQ  119.74  3.000
 9CB  CAO  CAP  CAQ  120.51  3.000
 9CB  CAU  CAO  CAP  120.98  3.000
 9CB  CAP  CAO  CAN  120.49  3.000
 9CB  CAU  CAO  CAN  118.52  3.000
 9CB  NAW  CAU  OAV  121.20  3.000
 9CB  OAV  CAU  CAO  125.60  3.000
 9CB  NAW  CAU  CAO  113.20  3.000
 9CB  H16  NAW  CAU  115.71  3.000
 9CB  H16  NAW  CAL  119.28  3.000
 9CB  CAU  NAW  CAL  124.97  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
 9CB  CONST_01  CAI  CAH  CAG  CAF    0.00   0.0  0
 9CB  CONST_02  CAI  CAJ  CAK  CAF    0.00   0.0  0
 9CB  CONST_03  CAH  CAG  CAF  CAK    0.00   0.0  0
 9CB  CONST_04  CAH  CAI  CAJ  CAK    0.00   0.0  0
 9CB  CONST_05  CAG  CAF  CAK  CAJ    0.00   0.0  0
 9CB  CONST_06  CAG  CAH  CAI  CAJ    0.00   0.0  0
 9CB  CONST_07  CAQ  CAR  CAT  CAN    0.00   0.0  0
 9CB  CONST_08  CAQ  CAP  CAO  CAN    0.00   0.0  0
 9CB  CONST_09  CAP  CAO  CAN  CAT    0.00   0.0  0
 9CB  CONST_10  CAP  CAQ  CAR  CAT    0.00   0.0  0
 9CB  CONST_11  CAO  CAN  CAT  CAR    0.00   0.0  0
 9CB  CONST_12  CAO  CAP  CAQ  CAR    0.00   0.0  0
 9CB  CONST_13  CAL  CAI  CAJ  CAK  180.00   0.0  0
 9CB  CONST_14  CAL  CAI  CAH  CAG  180.00   0.0  0
 9CB  CONST_15  CAN  NAM  CAL  CAI  180.00   0.0  0
 9CB  CONST_16  CAU  NAW  CAL  CAI  180.00   0.0  0
 9CB  CONST_17  CAO  CAU  NAW  CAL    0.00   0.0  0
 9CB  CONST_18  CAU  NAW  CAL  NAM    0.00   0.0  0
 9CB  CONST_19  NAW  CAL  NAM  CAN    0.00   0.0  0
 9CB  CONST_20  CAH  CAG  CAF  NAB  180.00   0.0  0
 9CB  CONST_21  CAJ  CAK  CAF  NAB  180.00   0.0  0
 9CB  CONST_22  CL   CAR  CAT  CAN  180.00   0.0  0
 9CB  CONST_23  CAP  CAQ  CAR  CL   180.00   0.0  0
 9CB  CONST_24  OAV  CAU  NAW  CAL  180.00   0.0  0
 9CB  CONST_25  H12  CAH  CAG  CAF  180.00   0.0  0
 9CB  CONST_26  H10  CAJ  CAK  CAF  180.00   0.0  0
 9CB  CONST_27  H11  CAG  CAF  CAK  180.00   0.0  0
 9CB  CONST_28  H9   CAK  CAF  CAG  180.00   0.0  0
 9CB  CONST_29  H13  CAT  CAN  NAM    0.00   0.0  0
 9CB  CONST_30  H15  CAP  CAO  CAN  180.00   0.0  0
 9CB  CONST_31  H14  CAQ  CAR  CAT  180.00   0.0  0
 9CB  CONST_32  H16  NAW  CAL  CAI    0.00   0.0  0
 9CB  CONST_33  CAG  CAF  NAB  CAC  180.00   0.0  0
 9CB  CONST_34  CAK  CAF  NAB  CAC    0.00   0.0  0
 9CB  CONST_35  CAG  CAF  NAB  CAA    0.00   0.0  0
 9CB  CONST_36  CAK  CAF  NAB  CAA  180.00   0.0  0
 9CB  Var_01    NAM  CAL  CAI  CAJ  -16.63  30.0  2
 9CB  Var_02    CAF  NAB  CAC  CAD   79.22  30.0  3
 9CB  Var_03    H6   CAA  NAB  CAF  -63.04  30.0  3
 9CB  Var_04    NAB  CAC  CAD  OAE   61.06  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
 9CB  plan-1  NAB  0.020
 9CB  plan-1  CAF  0.020
 9CB  plan-1  CAK  0.020
 9CB  plan-1  CAJ  0.020
 9CB  plan-1  CAG  0.020
 9CB  plan-1  CAH  0.020
 9CB  plan-1  CAI  0.020
 9CB  plan-1  CAL  0.020
 9CB  plan-1  H9   0.020
 9CB  plan-1  H10  0.020
 9CB  plan-1  H11  0.020
 9CB  plan-1  H12  0.020
 9CB  plan-2  CAI  0.020
 9CB  plan-2  CAL  0.020
 9CB  plan-2  NAM  0.020
 9CB  plan-2  CAN  0.020
 9CB  plan-2  CAT  0.020
 9CB  plan-2  CAR  0.020
 9CB  plan-2  CL   0.020
 9CB  plan-2  CAQ  0.020
 9CB  plan-2  CAP  0.020
 9CB  plan-2  CAO  0.020
 9CB  plan-2  CAU  0.020
 9CB  plan-2  OAV  0.020
 9CB  plan-2  NAW  0.020
 9CB  plan-2  H13  0.020
 9CB  plan-2  H14  0.020
 9CB  plan-2  H15  0.020
 9CB  plan-2  H16  0.020
 9CB  plan-3  CAC  0.020
 9CB  plan-3  NAB  0.020
 9CB  plan-3  CAA  0.020
 9CB  plan-3  CAF  0.020

