# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 23:14:18 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: 6-[4-[(7-chloranyl-1,2,3,4-tetrahydroacridin-9-yl)amino]butyl]-2-[(oxidanylamino)methyl]pyridin-3-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONCc1nc(CCCCNc2c3CCCCc3nc4ccc(Cl)cc24)ccc1O
#
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
 E2W  E2W  6-[4-[(7-chloranyl-1,2,3,4-tetrahydroacridin-9-yl)amino]butyl]-2-[(oxidanylamino)methyl]pyridin-3-ol  ligand  57  30  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_E2W
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
 E2W  C1   C   CR16  0  -0.225   6.1292  -2.5669  -0.6077
 E2W  C10  C   CH2   0  -0.340  -6.4469   2.0931  -0.0007
 E2W  C11  C   CH2   0  -0.518   2.2897   2.5315   0.6446
 E2W  C12  C   CH2   0  -0.441   2.8863   3.9308   0.6691
 E2W  C13  C   CH2   0  -0.447   3.5668   4.2137  -0.6600
 E2W  C14  C   CH2   0  -0.502   4.7464   3.2712  -0.8401
 E2W  C15  C   CH2   0  -0.285   0.6376  -0.1960   0.5668
 E2W  C16  C   CH2   0  -0.450  -0.4808  -0.4654   1.5580
 E2W  C17  C   CH2   0  -0.423  -1.8491  -0.4263   0.8909
 E2W  C18  C   CH2   0  -0.489  -2.9884  -0.7104   1.8697
 E2W  C19  C   CR6   0   0.227  -4.3327  -0.6464   1.2039
 E2W  C2   C   CR6   0  -0.042   4.9674  -3.0385   0.0300
 E2W  C20  C   CR16  0  -0.327  -5.0365  -1.7962   0.8642
 E2W  C21  C   CR16  0  -0.272  -6.2541  -1.6820   0.2170
 E2W  C22  C   CR6   0   0.292  -6.7409  -0.4165  -0.0789
 E2W  C23  C   CR6   0   0.094  -5.9789   0.6945   0.2987
 E2W  C3   C   CR16  0  -0.302   3.9607  -2.1939   0.4045
 E2W  C4   C   CR66  0   0.050   4.0761  -0.8065   0.1581
 E2W  C5   C   CR66  0   0.168   5.2267  -0.3206  -0.5054
 E2W  C6   C   CR16  0  -0.303   6.2461  -1.2317  -0.8699
 E2W  C7   C   CR6   0   0.361   3.0716   0.1404   0.5259
 E2W  C8   C   CR6   0  -0.000   3.2703   1.4760   0.2057
 E2W  C9   C   CR6   0   0.168   4.4548   1.8346  -0.4862
 E2W  N10  N   N     0  -0.476   5.3903   0.9773  -0.8217
 E2W  N11  N   NH1   0  -0.683   1.9410  -0.2627   1.2222
 E2W  N24  N   N     0  -0.417  -4.8135   0.5596   0.9169
 E2W  N25  N   NH1   0  -0.367  -6.1135   2.4242  -1.3831
 E2W  O25  O   OH1   0  -0.588  -6.6688   3.6849  -1.6858
 E2W  O26  O   OH1   0  -0.629  -7.9082  -0.2010  -0.7157
 E2W  CL2  CL  CL    0  -0.125   4.8171  -4.7401   0.3277
 E2W  H1   H   HCR6  0   0.282   6.9121  -3.2567  -0.8918
 E2W  H2   H   HCH2  0   0.225  -7.5189   2.1970   0.2082
 E2W  H3   H   HCH2  0   0.246  -5.9123   2.7796   0.6569
 E2W  H4   H   HCH2  0   0.253   1.8901   2.2561   1.6243
 E2W  H5   H   HCH2  0   0.246   1.4301   2.5453  -0.0344
 E2W  H6   H   HCH2  0   0.239   2.0947   4.6559   0.8668
 E2W  H7   H   HCH2  0   0.224   3.6118   4.0233   1.4836
 E2W  H8   H   HCH2  0   0.224   2.8456   4.0770  -1.4716
 E2W  H9   H   HCH2  0   0.240   3.9128   5.2472  -0.7167
 E2W  H10  H   HCH2  0   0.256   5.1252   3.3038  -1.8637
 E2W  H11  H   HCH2  0   0.251   5.5747   3.6046  -0.2057
 E2W  H12  H   HCH2  0   0.226   0.5815  -0.9123  -0.2634
 E2W  H13  H   HCH2  0   0.244   0.5004   0.7922   0.1313
 E2W  H14  H   HCH2  0   0.224  -0.3296  -1.4451   2.0244
 E2W  H15  H   HCH2  0   0.228  -0.4354   0.2747   2.3625
 E2W  H16  H   HCH2  0   0.226  -2.0075   0.5548   0.4330
 E2W  H17  H   HCH2  0   0.225  -1.8826  -1.1565   0.0760
 E2W  H18  H   HCH2  0   0.238  -2.8461  -1.6968   2.3179
 E2W  H19  H   HCH2  0   0.239  -2.9551   0.0174   2.6854
 E2W  H20  H   HCR6  0   0.266  -4.6381  -2.7737   1.1024
 E2W  H21  H   HCR6  0   0.284  -6.8179  -2.5684  -0.0516
 E2W  H22  H   HCR6  0   0.267   3.0781  -2.6070   0.8735
 E2W  H23  H   HCR6  0   0.267   7.1266  -0.8454  -1.3668
 E2W  H24  H   HNH1  0   0.374   2.0585  -1.1613   1.6668
 E2W  H25  H   HNH1  0   0.358  -6.6068   1.7819  -1.9948
 E2W  H26  H   HOH1  0   0.460  -5.9022   4.2372  -1.8669
 E2W  H27  H   HOH1  0   0.480  -8.3418  -1.0368  -0.9219

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
 E2W  C13  C14  single    1.521  0.020  1.521
 E2W  C13  C12  single    1.520  0.020  1.520
 E2W  C14  C9   single    1.508  0.020  1.508
 E2W  C12  C11  single    1.521  0.020  1.521
 E2W  C9   N10  aromatic  1.312  0.020  1.312
 E2W  C9   C8   aromatic  1.418  0.020  1.418
 E2W  N10  C5   aromatic  1.346  0.020  1.346
 E2W  C11  C8   single    1.506  0.020  1.506
 E2W  C8   C7   aromatic  1.388  0.020  1.388
 E2W  C5   C6   aromatic  1.415  0.020  1.415
 E2W  C5   C4   aromatic  1.414  0.020  1.414
 E2W  C6   C1   aromatic  1.366  0.020  1.366
 E2W  C7   C4   aromatic  1.429  0.020  1.429
 E2W  C7   N11  single    1.388  0.020  1.388
 E2W  C4   C3   aromatic  1.414  0.020  1.414
 E2W  C1   C2   aromatic  1.407  0.020  1.407
 E2W  O25  N25  single    1.410  0.020  1.410
 E2W  N11  C15  single    1.460  0.020  1.460
 E2W  C3   C2   aromatic  1.366  0.020  1.366
 E2W  C2   CL2  single    1.734  0.020  1.734
 E2W  N25  C10  single    1.460  0.020  1.460
 E2W  C10  C23  single    1.505  0.020  1.505
 E2W  C15  C16  single    1.518  0.020  1.518
 E2W  C16  C17  single    1.523  0.020  1.523
 E2W  C23  N24  aromatic  1.326  0.020  1.326
 E2W  C23  C22  aromatic  1.399  0.020  1.399
 E2W  N24  C19  aromatic  1.330  0.020  1.330
 E2W  O26  C22  single    1.347  0.020  1.347
 E2W  C22  C21  aromatic  1.388  0.020  1.388
 E2W  C17  C18  single    1.529  0.020  1.529
 E2W  C19  C18  single    1.501  0.020  1.501
 E2W  C19  C20  aromatic  1.390  0.020  1.390
 E2W  C21  C20  aromatic  1.384  0.020  1.384
 E2W  C1   H1   single    0.930  0.020  1.080
 E2W  C10  H2   single    0.970  0.020  1.090
 E2W  C10  H3   single    0.970  0.020  1.090
 E2W  C11  H4   single    0.970  0.020  1.090
 E2W  C11  H5   single    0.970  0.020  1.090
 E2W  C12  H6   single    0.970  0.020  1.090
 E2W  C12  H7   single    0.970  0.020  1.090
 E2W  C13  H8   single    0.970  0.020  1.090
 E2W  C13  H9   single    0.970  0.020  1.090
 E2W  C14  H10  single    0.970  0.020  1.090
 E2W  C14  H11  single    0.970  0.020  1.090
 E2W  C15  H12  single    0.970  0.020  1.090
 E2W  C15  H13  single    0.970  0.020  1.090
 E2W  C16  H14  single    0.970  0.020  1.090
 E2W  C16  H15  single    0.970  0.020  1.090
 E2W  C17  H16  single    0.970  0.020  1.090
 E2W  C17  H17  single    0.970  0.020  1.090
 E2W  C18  H18  single    0.970  0.020  1.090
 E2W  C18  H19  single    0.970  0.020  1.090
 E2W  C20  H20  single    0.930  0.020  1.080
 E2W  C21  H21  single    0.930  0.020  1.080
 E2W  C3   H22  single    0.930  0.020  1.080
 E2W  C6   H23  single    0.930  0.020  1.080
 E2W  N11  H24  single    0.890  0.020  1.040
 E2W  N25  H25  single    0.890  0.020  1.040
 E2W  O25  H26  single    0.850  0.020  0.980
 E2W  O26  H27  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
 E2W  H1   C1   C6   120.74  3.000
 E2W  H1   C1   C2   120.21  3.000
 E2W  C6   C1   C2   119.04  3.000
 E2W  H3   C10  H2   107.73  3.000
 E2W  H3   C10  N25  108.43  3.000
 E2W  H2   C10  N25  112.46  3.000
 E2W  H3   C10  C23  108.22  3.000
 E2W  H2   C10  C23  110.73  3.000
 E2W  N25  C10  C23  109.15  3.000
 E2W  H5   C11  H4   105.77  3.000
 E2W  H5   C11  C8   109.82  3.000
 E2W  H4   C11  C8   108.82  3.000
 E2W  H5   C11  C12  107.82  3.000
 E2W  H4   C11  C12  111.14  3.000
 E2W  C8   C11  C12  113.21  3.000
 E2W  H7   C12  H6   106.84  3.000
 E2W  H7   C12  C13  109.77  3.000
 E2W  H6   C12  C13  111.07  3.000
 E2W  H7   C12  C11  110.46  3.000
 E2W  H6   C12  C11  109.24  3.000
 E2W  C13  C12  C11  109.43  3.000
 E2W  H9   C13  H8   106.78  3.000
 E2W  H9   C13  C14  109.56  3.000
 E2W  H8   C13  C14  110.24  3.000
 E2W  H9   C13  C12  111.33  3.000
 E2W  H8   C13  C12  109.29  3.000
 E2W  C14  C13  C12  109.61  3.000
 E2W  H11  C14  H10  105.76  3.000
 E2W  H11  C14  C9   107.48  3.000
 E2W  H10  C14  C9   108.39  3.000
 E2W  H11  C14  C13  109.23  3.000
 E2W  H10  C14  C13  111.20  3.000
 E2W  C9   C14  C13  114.37  3.000
 E2W  H13  C15  H12  106.46  3.000
 E2W  H13  C15  N11  109.48  3.000
 E2W  H12  C15  N11  110.80  3.000
 E2W  H13  C15  C16  109.23  3.000
 E2W  H12  C15  C16  109.89  3.000
 E2W  N11  C15  C16  110.87  3.000
 E2W  H15  C16  H14  106.62  3.000
 E2W  H15  C16  C17  110.00  3.000
 E2W  H14  C16  C17  109.48  3.000
 E2W  H15  C16  C15  109.24  3.000
 E2W  H14  C16  C15  109.57  3.000
 E2W  C17  C16  C15  111.80  3.000
 E2W  H17  C17  H16  106.39  3.000
 E2W  H17  C17  C18  109.26  3.000
 E2W  H16  C17  C18  109.07  3.000
 E2W  H17  C17  C16  109.66  3.000
 E2W  H16  C17  C16  109.66  3.000
 E2W  C18  C17  C16  112.61  3.000
 E2W  H19  C18  H18  106.91  3.000
 E2W  H19  C18  C19  109.24  3.000
 E2W  H18  C18  C19  109.69  3.000
 E2W  H19  C18  C17  109.34  3.000
 E2W  H18  C18  C17  109.47  3.000
 E2W  C19  C18  C17  112.05  3.000
 E2W  N24  C19  C20  120.95  3.000
 E2W  C20  C19  C18  121.76  3.000
 E2W  N24  C19  C18  117.26  3.000
 E2W  CL2  C2   C3   119.71  3.000
 E2W  CL2  C2   C1   118.58  3.000
 E2W  C3   C2   C1   121.70  3.000
 E2W  H20  C20  C21  120.10  3.000
 E2W  H20  C20  C19  120.46  3.000
 E2W  C21  C20  C19  119.44  3.000
 E2W  H21  C21  C22  120.68  3.000
 E2W  H21  C21  C20  120.40  3.000
 E2W  C22  C21  C20  118.92  3.000
 E2W  O26  C22  C23  118.20  3.000
 E2W  O26  C22  C21  123.41  3.000
 E2W  C23  C22  C21  118.40  3.000
 E2W  N24  C23  C22  121.58  3.000
 E2W  C22  C23  C10  120.99  3.000
 E2W  N24  C23  C10  117.42  3.000
 E2W  H22  C3   C4   121.13  3.000
 E2W  H22  C3   C2   118.95  3.000
 E2W  C4   C3   C2   119.91  3.000
 E2W  C7   C4   C5   117.71  3.000
 E2W  C7   C4   C3   123.24  3.000
 E2W  C5   C4   C3   119.03  3.000
 E2W  N10  C5   C6   118.22  3.000
 E2W  C6   C5   C4   119.06  3.000
 E2W  N10  C5   C4   122.72  3.000
 E2W  H23  C6   C5   118.33  3.000
 E2W  H23  C6   C1   120.45  3.000
 E2W  C5   C6   C1   121.22  3.000
 E2W  N11  C7   C8   120.80  3.000
 E2W  N11  C7   C4   120.63  3.000
 E2W  C8   C7   C4   118.54  3.000
 E2W  C9   C8   C7   118.40  3.000
 E2W  C7   C8   C11  120.93  3.000
 E2W  C9   C8   C11  120.59  3.000
 E2W  N10  C9   C8   123.71  3.000
 E2W  C8   C9   C14  121.13  3.000
 E2W  N10  C9   C14  115.11  3.000
 E2W  C9   N10  C5   118.89  3.000
 E2W  H24  N11  C7   112.63  3.000
 E2W  H24  N11  C15  110.01  3.000
 E2W  C7   N11  C15  119.26  3.000
 E2W  C23  N24  C19  120.71  3.000
 E2W  H25  N25  O25  104.18  3.000
 E2W  H25  N25  C10  108.42  3.000
 E2W  O25  N25  C10  108.42  3.000
 E2W  H26  O25  N25  103.87  3.000
 E2W  H27  O26  C22  110.63  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
 E2W  CONST_01  N10  C5   C6   C1    180.00   0.0  0
 E2W  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 E2W  CONST_03  C4   C3   C2   C1      0.00   0.0  0
 E2W  CONST_04  C22  C23  N24  C19     0.00   0.0  0
 E2W  CONST_05  C22  C21  C20  C19     0.00   0.0  0
 E2W  CONST_06  C5   C6   C1   C2      0.00   0.0  0
 E2W  CONST_07  C5   C4   C3   C2      0.00   0.0  0
 E2W  CONST_08  C7   C4   C3   C2    180.00   0.0  0
 E2W  CONST_09  C23  N24  C19  C20     0.00   0.0  0
 E2W  CONST_10  C23  C22  C21  C20     0.00   0.0  0
 E2W  CONST_11  N24  C23  C22  C21     0.00   0.0  0
 E2W  CONST_12  N24  C19  C20  C21     0.00   0.0  0
 E2W  CONST_13  N10  C5   C4   C3    180.00   0.0  0
 E2W  CONST_14  C6   C5   C4   C3      0.00   0.0  0
 E2W  CONST_15  C8   C7   C4   C3    180.00   0.0  0
 E2W  CONST_16  C6   C1   C2   C3      0.00   0.0  0
 E2W  CONST_17  C9   N10  C5   C4      0.00   0.0  0
 E2W  CONST_18  C9   C8   C7   C4      0.00   0.0  0
 E2W  CONST_19  C8   C9   N10  C5      0.00   0.0  0
 E2W  CONST_20  C8   C7   C4   C5      0.00   0.0  0
 E2W  CONST_21  C9   N10  C5   C6    180.00   0.0  0
 E2W  CONST_22  C7   C4   C5   C6    180.00   0.0  0
 E2W  CONST_23  N10  C9   C8   C7      0.00   0.0  0
 E2W  CONST_24  N10  C5   C4   C7      0.00   0.0  0
 E2W  CONST_25  C19  N24  C23  C10   180.00   0.0  0
 E2W  CONST_26  C21  C22  C23  C10   180.00   0.0  0
 E2W  CONST_27  N11  C7   C8   C11     0.00   0.0  0
 E2W  CONST_28  C23  N24  C19  C18   180.00   0.0  0
 E2W  CONST_29  C21  C20  C19  C18   180.00   0.0  0
 E2W  CONST_30  O26  C22  C21  C20   180.00   0.0  0
 E2W  CONST_31  N11  C7   C4   C3      0.00   0.0  0
 E2W  CONST_32  CL2  C2   C3   C4    180.00   0.0  0
 E2W  CONST_33  N11  C7   C4   C5    180.00   0.0  0
 E2W  CONST_34  CL2  C2   C1   C6    180.00   0.0  0
 E2W  CONST_35  N11  C7   C8   C9    180.00   0.0  0
 E2W  CONST_36  O26  C22  C23  N24   180.00   0.0  0
 E2W  CONST_37  H22  C3   C2   C1    180.00   0.0  0
 E2W  CONST_38  H21  C21  C20  C19   180.00   0.0  0
 E2W  CONST_39  H23  C6   C1   C2    180.00   0.0  0
 E2W  CONST_40  H20  C20  C21  C22   180.00   0.0  0
 E2W  CONST_41  H1   C1   C2   C3    180.00   0.0  0
 E2W  Var_01    C14  C13  C12  C11   -64.71  30.0  1
 E2W  Var_02    C9   C14  C13  C12    44.91  30.0  1
 E2W  Var_03    C9   C8   C11  C12   -17.91  30.0  1
 E2W  Var_04    N10  C9   C14  C13   170.27  30.0  1
 E2W  Var_05    C8   C11  C12  C13    50.87  30.0  1
 E2W  Var_06    N24  C19  C18  C17   -75.28  30.0  2
 E2W  Var_07    N25  C10  C23  C22   -81.48  30.0  1
 E2W  Var_08    C7   N11  C15  C16  -170.94  30.0  2
 E2W  Var_09    C19  C18  C17  C16   179.06  30.0  3
 E2W  Var_10    O25  N25  C10  C23   174.52  30.0  1
 E2W  Var_11    C18  C17  C16  C15   179.37  30.0  3
 E2W  Var_12    N11  C15  C16  C17  -178.95  30.0  2

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
 E2W  plan-1  C10  0.020
 E2W  plan-1  C18  0.020
 E2W  plan-1  C19  0.020
 E2W  plan-1  C20  0.020
 E2W  plan-1  C21  0.020
 E2W  plan-1  C22  0.020
 E2W  plan-1  C23  0.020
 E2W  plan-1  N24  0.020
 E2W  plan-1  O26  0.020
 E2W  plan-1  H20  0.020
 E2W  plan-1  H21  0.020
 E2W  plan-2  C1   0.020
 E2W  plan-2  C11  0.020
 E2W  plan-2  C14  0.020
 E2W  plan-2  C2   0.020
 E2W  plan-2  C3   0.020
 E2W  plan-2  C4   0.020
 E2W  plan-2  C5   0.020
 E2W  plan-2  C6   0.020
 E2W  plan-2  C7   0.020
 E2W  plan-2  C8   0.020
 E2W  plan-2  C9   0.020
 E2W  plan-2  N10  0.020
 E2W  plan-2  N11  0.020
 E2W  plan-2  CL2  0.020
 E2W  plan-2  H1   0.020
 E2W  plan-2  H22  0.020
 E2W  plan-2  H23  0.020
 E2W  plan-3  C15  0.020
 E2W  plan-3  C7   0.020
 E2W  plan-3  N11  0.020
 E2W  plan-3  H24  0.020

