# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 07:47:34 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: N-(4-chlorophenyl)-5-[(6,7-dimethoxyquinolin-4-yl)oxy]-1,3-benzoxazol-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2nccc(Oc3ccc4oc(Nc5ccc(Cl)cc5)nc4c3)c2cc1OC
#
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
 I3K  I3K  N-(4-chlorophenyl)-5-[(6,7-dimethoxyquinolin-4-yl)oxy]-1,3-benzoxazol-2-amine  ligand  50  32  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I3K
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
 I3K  C19   C   CH3   0  -0.441   9.2941   1.0719   0.0538
 I3K  O18   O   O2    0  -0.455   8.4137  -0.0295  -0.0648
 I3K  C13   C   CR6   0   0.330   7.1007   0.1982   0.0476
 I3K  C14   C   CR16  0  -0.453   6.5255   1.4178   0.2774
 I3K  C12   C   CR6   0   0.343   6.2769  -0.9664  -0.0945
 I3K  O16   O   O2    0  -0.459   6.9511  -2.1022  -0.3206
 I3K  C17   C   CH3   0  -0.441   6.2090  -3.2925  -0.4998
 I3K  C15   C   CR16  0  -0.458   4.9178  -0.8565   0.0018
 I3K  C6    C   CR66  0  -0.009   4.3145   0.4030   0.2394
 I3K  C7    C   CR66  0   0.203   5.1197   1.5538   0.3789
 I3K  N8    N   N     0  -0.452   4.6122   2.7871   0.6044
 I3K  C9    C   CR16  0  -0.091   3.3114   2.8991   0.6927
 I3K  C10   C   CR16  0  -0.426   2.4057   1.8347   0.5699
 I3K  C11   C   CR6   0   0.435   2.9144   0.5787   0.3429
 I3K  O20   O   O2    0  -0.508   2.1696  -0.5352   0.2040
 I3K  C21   C   CR6   0   0.310   0.7951  -0.4370   0.2518
 I3K  C22   C   CR16  0  -0.387   0.1076  -0.2558  -0.9396
 I3K  C24   C   CR16  0  -0.324   0.1616  -0.5653   1.4849
 I3K  C23   C   CR16  0  -0.336  -1.2275  -0.5208   1.5705
 I3K  C1    C   CR56  0   0.354  -1.8962  -0.3458   0.3839
 I3K  O5    O   O     0  -0.456  -3.2425  -0.2750   0.1638
 I3K  C2    C   CR56  0   0.177  -1.2766  -0.2130  -0.8560
 I3K  N3    N   N     0  -0.505  -2.2425  -0.0523  -1.8268
 I3K  C4    C   CR5   0   0.704  -3.3556  -0.1014  -1.1656
 I3K  N25   N   NH1   0  -0.787  -4.5876  -0.0161  -1.6926
 I3K  C26   C   CR6   0   0.349  -5.8165  -0.0452  -1.0206
 I3K  C27   C   CR16  0  -0.298  -6.0245   0.6036   0.1946
 I3K  C28   C   CR16  0  -0.206  -7.2692   0.5585   0.8024
 I3K  C29   C   CR6   0  -0.052  -8.3138  -0.1122   0.1872
 I3K  CL3   CL  CL    0  -0.129  -9.8703  -0.1579   0.9469
 I3K  C30   C   CR16  0  -0.204  -8.1283  -0.7397  -1.0343
 I3K  C31   C   CR16  0  -0.321  -6.8788  -0.7101  -1.6293
 I3K  H19   H   HCH3  0   0.233   9.1037   1.8258  -0.7140
 I3K  H19A  H   HCH3  0   0.233   9.2233   1.5434   1.0373
 I3K  H19B  H   HCH3  0   0.265  10.2985   0.6784  -0.0772
 I3K  H14   H   HCR6  0   0.285   7.1222   2.3134   0.3858
 I3K  H17   H   HCH3  0   0.231   5.6289  -3.5477   0.3909
 I3K  H17A  H   HCH3  0   0.232   5.5319  -3.2228  -1.3552
 I3K  H17B  H   HCH3  0   0.264   6.9326  -4.0817  -0.6863
 I3K  H15   H   HCR6  0   0.289   4.2894  -1.7293  -0.1033
 I3K  H9    H   HCR6  0   0.261   2.9191   3.8943   0.8736
 I3K  H10   H   HCR6  0   0.285   1.3452   2.0230   0.6582
 I3K  H22   H   HCR6  0   0.281   0.6292  -0.1586  -1.8828
 I3K  H24   H   HCR6  0   0.282   0.7534  -0.7094   2.3790
 I3K  H23   H   HCR6  0   0.286  -1.7372  -0.6242   2.5185
 I3K  HN25  H   HNH1  0   0.428  -4.6125  -0.0730  -2.7000
 I3K  H27   H   HCR6  0   0.283  -5.2366   1.1673   0.6722
 I3K  H28   H   HCR6  0   0.285  -7.4202   1.0648   1.7459
 I3K  H30   H   HCR6  0   0.286  -8.9427  -1.2616  -1.5176
 I3K  H31   H   HCR6  0   0.284  -6.7288  -1.2159  -2.5749

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
 I3K  C19  O18   single    1.415  0.020  1.415
 I3K  C19  H19   single    0.970  0.020  1.090
 I3K  C19  H19A  single    0.970  0.020  1.090
 I3K  C19  H19B  single    0.970  0.020  1.090
 I3K  C13  O18   single    1.337  0.020  1.337
 I3K  C14  C13   aromatic  1.368  0.020  1.368
 I3K  C13  C12   aromatic  1.434  0.020  1.434
 I3K  C7   C14   aromatic  1.416  0.020  1.416
 I3K  C14  H14   single    0.930  0.020  1.080
 I3K  C15  C12   aromatic  1.367  0.020  1.367
 I3K  C12  O16   single    1.340  0.020  1.340
 I3K  O16  C17   single    1.414  0.020  1.414
 I3K  C17  H17   single    0.970  0.020  1.090
 I3K  C17  H17A  single    0.970  0.020  1.090
 I3K  C17  H17B  single    0.970  0.020  1.090
 I3K  C6   C15   aromatic  1.417  0.020  1.417
 I3K  C15  H15   single    0.930  0.020  1.080
 I3K  C11  C6    aromatic  1.415  0.020  1.415
 I3K  C7   C6    aromatic  1.411  0.020  1.411
 I3K  N8   C7    aromatic  1.353  0.020  1.353
 I3K  C9   N8    aromatic  1.309  0.020  1.309
 I3K  C9   C10   aromatic  1.403  0.020  1.403
 I3K  C9   H9    single    0.930  0.020  1.080
 I3K  C10  C11   aromatic  1.374  0.020  1.374
 I3K  C10  H10   single    0.930  0.020  1.080
 I3K  C11  O20   single    1.347  0.020  1.347
 I3K  C21  O20   single    1.379  0.020  1.379
 I3K  C22  C21   aromatic  1.387  0.020  1.387
 I3K  C21  C24   aromatic  1.392  0.020  1.392
 I3K  C2   C22   aromatic  1.387  0.020  1.387
 I3K  C22  H22   single    0.930  0.020  1.080
 I3K  C23  C24   aromatic  1.393  0.020  1.393
 I3K  C24  H24   single    0.930  0.020  1.080
 I3K  C1   C23   aromatic  1.373  0.020  1.373
 I3K  C23  H23   single    0.930  0.020  1.080
 I3K  C2   C1    aromatic  1.392  0.020  1.392
 I3K  O5   C1    aromatic  1.366  0.020  1.366
 I3K  C4   O5    aromatic  1.345  0.020  1.345
 I3K  N3   C2    aromatic  1.379  0.020  1.379
 I3K  N3   C4    aromatic  1.296  0.020  1.296
 I3K  N25  C4    single    1.343  0.020  1.343
 I3K  C26  N25   single    1.401  0.020  1.401
 I3K  N25  HN25  single    0.860  0.020  1.020
 I3K  C27  C26   aromatic  1.393  0.020  1.393
 I3K  C31  C26   aromatic  1.393  0.020  1.393
 I3K  C28  C27   aromatic  1.386  0.020  1.386
 I3K  C27  H27   single    0.930  0.020  1.080
 I3K  C29  C28   aromatic  1.385  0.020  1.385
 I3K  C28  H28   single    0.930  0.020  1.080
 I3K  CL3  C29   single    1.733  0.020  1.733
 I3K  C29  C30   aromatic  1.386  0.020  1.386
 I3K  C30  C31   aromatic  1.384  0.020  1.384
 I3K  C30  H30   single    0.930  0.020  1.080
 I3K  C31  H31   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
 I3K  H19B  C19  H19A  108.94  3.000
 I3K  H19B  C19  H19   109.03  3.000
 I3K  H19A  C19  H19   108.87  3.000
 I3K  H19B  C19  O18   106.44  3.000
 I3K  H19A  C19  O18   111.77  3.000
 I3K  H19   C19  O18   111.70  3.000
 I3K  C13   O18  C19   118.11  3.000
 I3K  C12   C13  C14   119.95  3.000
 I3K  C12   C13  O18   114.68  3.000
 I3K  C14   C13  O18   125.37  3.000
 I3K  H14   C14  C7    117.45  3.000
 I3K  H14   C14  C13   121.54  3.000
 I3K  C7    C14  C13   121.01  3.000
 I3K  C15   C12  O16   125.47  3.000
 I3K  O16   C12  C13   114.59  3.000
 I3K  C15   C12  C13   119.94  3.000
 I3K  C17   O16  C12   118.09  3.000
 I3K  H17B  C17  H17A  108.93  3.000
 I3K  H17B  C17  H17   108.88  3.000
 I3K  H17A  C17  H17   108.89  3.000
 I3K  H17B  C17  O16   106.47  3.000
 I3K  H17A  C17  O16   111.75  3.000
 I3K  H17   C17  O16   111.82  3.000
 I3K  H15   C15  C6    119.13  3.000
 I3K  H15   C15  C12   120.42  3.000
 I3K  C6    C15  C12   120.45  3.000
 I3K  C11   C6   C7    117.13  3.000
 I3K  C7    C6   C15   119.91  3.000
 I3K  C11   C6   C15   122.96  3.000
 I3K  N8    C7   C6    123.09  3.000
 I3K  N8    C7   C14   118.17  3.000
 I3K  C6    C7   C14   118.75  3.000
 I3K  C9    N8   C7    117.53  3.000
 I3K  H9    C9   C10   118.50  3.000
 I3K  H9    C9   N8    116.69  3.000
 I3K  C10   C9   N8    124.81  3.000
 I3K  H10   C10  C11   122.42  3.000
 I3K  H10   C10  C9    119.61  3.000
 I3K  C11   C10  C9    117.97  3.000
 I3K  O20   C11  C10   124.63  3.000
 I3K  O20   C11  C6    115.90  3.000
 I3K  C10   C11  C6    119.47  3.000
 I3K  C21   O20  C11   119.26  3.000
 I3K  C24   C21  C22   123.17  3.000
 I3K  C24   C21  O20   118.54  3.000
 I3K  C22   C21  O20   118.26  3.000
 I3K  H22   C22  C2    122.05  3.000
 I3K  H22   C22  C21   121.42  3.000
 I3K  C2    C22  C21   116.53  3.000
 I3K  H24   C24  C23   119.94  3.000
 I3K  H24   C24  C21   119.69  3.000
 I3K  C23   C24  C21   120.36  3.000
 I3K  H23   C23  C1    122.70  3.000
 I3K  H23   C23  C24   121.41  3.000
 I3K  C1    C23  C24   115.89  3.000
 I3K  C2    C1   O5    106.87  3.000
 I3K  O5    C1   C23   128.74  3.000
 I3K  C2    C1   C23   124.40  3.000
 I3K  C4    O5   C1    104.40  3.000
 I3K  N3    C2   C1    109.05  3.000
 I3K  N3    C2   C22   131.30  3.000
 I3K  C1    C2   C22   119.65  3.000
 I3K  C4    N3   C2    103.77  3.000
 I3K  N25   C4   N3    125.84  3.000
 I3K  N25   C4   O5    118.24  3.000
 I3K  N3    C4   O5    115.91  3.000
 I3K  HN25  N25  C26   117.12  3.000
 I3K  HN25  N25  C4    114.26  3.000
 I3K  C26   N25  C4    127.97  3.000
 I3K  C31   C26  C27   119.31  3.000
 I3K  C31   C26  N25   117.98  3.000
 I3K  C27   C26  N25   122.66  3.000
 I3K  H27   C27  C28   118.56  3.000
 I3K  H27   C27  C26   121.32  3.000
 I3K  C28   C27  C26   120.10  3.000
 I3K  H28   C28  C29   120.58  3.000
 I3K  H28   C28  C27   119.53  3.000
 I3K  C29   C28  C27   119.88  3.000
 I3K  C30   C29  CL3   119.66  3.000
 I3K  C30   C29  C28   120.64  3.000
 I3K  CL3   C29  C28   119.70  3.000
 I3K  H30   C30  C31   119.87  3.000
 I3K  H30   C30  C29   120.78  3.000
 I3K  C31   C30  C29   119.34  3.000
 I3K  H31   C31  C30   119.37  3.000
 I3K  H31   C31  C26   119.92  3.000
 I3K  C30   C31  C26   120.71  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
 I3K  CONST_01  C6   C7   C14  C13    0.00   0.0  0
 I3K  CONST_02  N8   C7   C14  C13  180.00   0.0  0
 I3K  CONST_03  C6   C15  C12  C13    0.00   0.0  0
 I3K  CONST_04  C15  C12  C13  C14    0.00   0.0  0
 I3K  CONST_05  C15  C6   C7   C14    0.00   0.0  0
 I3K  CONST_06  C11  C6   C7   C14  180.00   0.0  0
 I3K  CONST_07  C9   N8   C7   C14  180.00   0.0  0
 I3K  CONST_08  C7   C14  C13  C12    0.00   0.0  0
 I3K  CONST_09  C11  C6   C15  C12  180.00   0.0  0
 I3K  CONST_10  C7   C6   C15  C12    0.00   0.0  0
 I3K  CONST_11  C10  C11  C6   C15  180.00   0.0  0
 I3K  CONST_12  N8   C7   C6   C15  180.00   0.0  0
 I3K  CONST_13  C9   C10  C11  C6     0.00   0.0  0
 I3K  CONST_14  C9   N8   C7   C6     0.00   0.0  0
 I3K  CONST_15  C10  C11  C6   C7     0.00   0.0  0
 I3K  CONST_16  C10  C9   N8   C7     0.00   0.0  0
 I3K  CONST_17  C11  C6   C7   N8     0.00   0.0  0
 I3K  CONST_18  C11  C10  C9   N8     0.00   0.0  0
 I3K  CONST_19  C1   C2   C22  C21    0.00   0.0  0
 I3K  CONST_20  N3   C2   C22  C21  180.00   0.0  0
 I3K  CONST_21  C1   C23  C24  C21    0.00   0.0  0
 I3K  CONST_22  C23  C24  C21  C22    0.00   0.0  0
 I3K  CONST_23  C23  C1   C2   C22    0.00   0.0  0
 I3K  CONST_24  O5   C1   C2   C22  180.00   0.0  0
 I3K  CONST_25  C4   N3   C2   C22  180.00   0.0  0
 I3K  CONST_26  C2   C22  C21  C24    0.00   0.0  0
 I3K  CONST_27  C2   C1   C23  C24    0.00   0.0  0
 I3K  CONST_28  O5   C1   C23  C24  180.00   0.0  0
 I3K  CONST_29  N3   C2   C1   C23  180.00   0.0  0
 I3K  CONST_30  C4   O5   C1   C23  180.00   0.0  0
 I3K  CONST_31  C4   N3   C2   C1     0.00   0.0  0
 I3K  CONST_32  N3   C4   O5   C1     0.00   0.0  0
 I3K  CONST_33  N3   C2   C1   O5     0.00   0.0  0
 I3K  CONST_34  C2   N3   C4   O5     0.00   0.0  0
 I3K  CONST_35  C4   O5   C1   C2     0.00   0.0  0
 I3K  CONST_36  C29  C28  C27  C26    0.00   0.0  0
 I3K  CONST_37  C29  C30  C31  C26    0.00   0.0  0
 I3K  CONST_38  C30  C31  C26  C27    0.00   0.0  0
 I3K  CONST_39  C30  C29  C28  C27    0.00   0.0  0
 I3K  CONST_40  C31  C26  C27  C28    0.00   0.0  0
 I3K  CONST_41  C31  C30  C29  C28    0.00   0.0  0
 I3K  CONST_42  C7   C14  C13  O18  180.00   0.0  0
 I3K  CONST_43  C15  C12  C13  O18  180.00   0.0  0
 I3K  CONST_44  O16  C12  C13  C14  180.00   0.0  0
 I3K  CONST_45  C6   C15  C12  O16  180.00   0.0  0
 I3K  CONST_46  O20  C11  C6   C15    0.00   0.0  0
 I3K  CONST_47  O20  C11  C6   C7   180.00   0.0  0
 I3K  CONST_48  O20  C11  C10  C9   180.00   0.0  0
 I3K  CONST_49  C2   C22  C21  O20  180.00   0.0  0
 I3K  CONST_50  C23  C24  C21  O20  180.00   0.0  0
 I3K  CONST_51  N25  C4   O5   C1   180.00   0.0  0
 I3K  CONST_52  N25  C4   N3   C2   180.00   0.0  0
 I3K  CONST_53  C28  C27  C26  N25  180.00   0.0  0
 I3K  CONST_54  C30  C31  C26  N25  180.00   0.0  0
 I3K  CONST_55  CL3  C29  C28  C27  180.00   0.0  0
 I3K  CONST_56  C31  C30  C29  CL3  180.00   0.0  0
 I3K  CONST_57  H15  C15  C12  C13  180.00   0.0  0
 I3K  CONST_58  H14  C14  C13  C12  180.00   0.0  0
 I3K  CONST_59  H10  C10  C11  C6   180.00   0.0  0
 I3K  CONST_60  H9   C9   N8   C7   180.00   0.0  0
 I3K  CONST_61  H23  C23  C24  C21  180.00   0.0  0
 I3K  CONST_62  H24  C24  C21  C22  180.00   0.0  0
 I3K  CONST_63  H22  C22  C21  C24  180.00   0.0  0
 I3K  CONST_64  H28  C28  C27  C26  180.00   0.0  0
 I3K  CONST_65  H30  C30  C31  C26  180.00   0.0  0
 I3K  CONST_66  H31  C31  C26  C27  180.00   0.0  0
 I3K  CONST_67  H27  C27  C28  C29  180.00   0.0  0
 I3K  Var_01    C22  C21  O20  C11   91.72  30.0  2
 I3K  Var_02    C26  N25  C4   O5     2.10  30.0  1
 I3K  Var_03    C27  C26  N25  C4    40.07  30.0  3
 I3K  Var_04    C14  C13  O18  C19   -0.38  30.0  2
 I3K  Var_05    C15  C12  O16  C17    1.15  30.0  1
 I3K  Var_06    H19  C19  O18  C13  -60.48  30.0  3
 I3K  Var_07    H17  C17  O16  C12  -62.23  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
 I3K  plan-1  N25  0.020
 I3K  plan-1  C26  0.020
 I3K  plan-1  C27  0.020
 I3K  plan-1  C28  0.020
 I3K  plan-1  C29  0.020
 I3K  plan-1  CL3  0.020
 I3K  plan-1  C30  0.020
 I3K  plan-1  C31  0.020
 I3K  plan-1  H27  0.020
 I3K  plan-1  H28  0.020
 I3K  plan-1  H30  0.020
 I3K  plan-1  H31  0.020
 I3K  plan-2  O20  0.020
 I3K  plan-2  C21  0.020
 I3K  plan-2  C22  0.020
 I3K  plan-2  C24  0.020
 I3K  plan-2  C23  0.020
 I3K  plan-2  C1   0.020
 I3K  plan-2  O5   0.020
 I3K  plan-2  C2   0.020
 I3K  plan-2  N3   0.020
 I3K  plan-2  C4   0.020
 I3K  plan-2  N25  0.020
 I3K  plan-2  H22  0.020
 I3K  plan-2  H24  0.020
 I3K  plan-2  H23  0.020
 I3K  plan-3  O18  0.020
 I3K  plan-3  C13  0.020
 I3K  plan-3  C14  0.020
 I3K  plan-3  C12  0.020
 I3K  plan-3  O16  0.020
 I3K  plan-3  C15  0.020
 I3K  plan-3  C6   0.020
 I3K  plan-3  C7   0.020
 I3K  plan-3  N8   0.020
 I3K  plan-3  C9   0.020
 I3K  plan-3  C10  0.020
 I3K  plan-3  C11  0.020
 I3K  plan-3  O20  0.020
 I3K  plan-3  H14  0.020
 I3K  plan-3  H15  0.020
 I3K  plan-3  H9   0.020
 I3K  plan-3  H10  0.020

