# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 08:53:17 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: (3~{S})-3-(4-chloranyl-3-methyl-phenyl)-3-(1-methylbenzotriazol-5-yl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nnc2cc(ccc12)[C@@H](CC(O)=O)c3ccc(Cl)c(C)c3
#
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
 J6Q  J6Q  '(3~{S})-3-(4-chloranyl-3-methyl-phenyl)-3-(1-methylbenzotriazol-5-yl)propanoic acid'  ligand  38  23  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_J6Q
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
 J6Q  C1   C   CH3    0  -0.723   2.8086  -2.5027  -1.7823
 J6Q  C2   C   C      0   0.196   2.6129  -1.4160  -0.7703
 J6Q  C3   C   C1     0  -0.362   1.5999  -0.4756  -0.9157
 J6Q  C5   C   C1     0  -0.363   2.2186   0.6350   1.1032
 J6Q  C6   C   C1     0  -0.177   3.2404  -0.2878   1.2846
 J6Q  C7   C   C      0  -0.135   3.4264  -1.2957   0.3565
 J6Q  C11  C   CH2    0  -0.587   0.2239   2.7261   0.6725
 J6Q  C12  C   C      0   0.416   1.4409   3.6566   0.5055
 J6Q  C15  C   CR6    0   0.162  -1.0921   0.7659  -0.1376
 J6Q  C16  C   CR16   0  -0.293  -1.3801   0.0086   1.0271
 J6Q  C23  C   CR56   0   0.146  -3.2459   0.1933  -0.9779
 J6Q  C24  C   CR16   0  -0.380  -2.0249   0.8586  -1.1468
 J6Q  C4   C   C      0   0.191   1.3801   0.5533  -0.0012
 J6Q  CL8  CL  CL     0  -0.138   4.7140  -2.4362   0.6088
 J6Q  C9   C   CH1    0  -0.384   0.2258   1.5038  -0.2420
 J6Q  O13  O   O      0  -0.600   1.9602   3.7097  -0.6258
 J6Q  O14  O   OC    -1  -0.619   1.7807   4.3105   1.5128
 J6Q  C17  C   CR16   0  -0.279  -2.5707  -0.6521   1.2138
 J6Q  C18  C   CR56   0   0.372  -3.5037  -0.5410   0.1788
 J6Q  N19  N   NR5    0  -0.373  -4.7505  -1.0273  -0.0207
 J6Q  C20  C   CH3    0  -0.532  -5.5415  -1.8554   0.8562
 J6Q  N21  N   N      0  -0.069  -5.2146  -0.6233  -1.1963
 J6Q  N22  N   N      0  -0.336  -4.3407   0.1023  -1.7865
 J6Q  H27  H   HCH3   0   0.250   2.7091  -3.4916  -1.3323
 J6Q  H25  H   HCH3   0   0.251   2.0729  -2.4225  -2.5802
 J6Q  H26  H   HCH3   0   0.250   3.8005  -2.4559  -2.2342
 J6Q  H28  H   H      0   0.247   0.9482  -0.5537  -1.7798
 J6Q  H29  H   H      0   0.256   2.1017   1.4229   1.8351
 J6Q  H30  H   H      0   0.274   3.8896  -0.2157   2.1468
 J6Q  H32  H   HCH2   0   0.221   0.1109   2.4296   1.7192
 J6Q  H31  H   HCH2   0   0.254  -0.6716   3.3146   0.4420
 J6Q  H33  H   HCR6   0   0.257  -0.6255  -0.0582   1.8017
 J6Q  H38  H   HCR6   0   0.261  -1.8236   1.4305  -2.0445
 J6Q  H10  H   HCH1   0   0.258   0.3188   1.8692  -1.2681
 J6Q  H34  H   HCR6   0   0.279  -2.7652  -1.2253   2.1103
 J6Q  H36  H   HCH3   0   0.266  -5.7618  -1.3279   1.7825
 J6Q  H35  H   HCH3   0   0.279  -6.4723  -2.0970   0.3528
 J6Q  H37  H   HCH3   0   0.266  -5.0093  -2.7761   1.0860

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
 J6Q  O13  C12  deloc     1.246  0.020  1.246
 J6Q  C20  N19  single    1.442  0.020  1.442
 J6Q  O14  C12  deloc     1.248  0.020  1.248
 J6Q  C12  C11  single    1.541  0.020  1.541
 J6Q  C17  C18  aromatic  1.398  0.020  1.398
 J6Q  C17  C16  aromatic  1.374  0.020  1.374
 J6Q  N19  C18  aromatic  1.353  0.020  1.353
 J6Q  N19  N21  aromatic  1.327  0.020  1.327
 J6Q  C18  C23  aromatic  1.394  0.020  1.394
 J6Q  C16  C15  aromatic  1.419  0.020  1.419
 J6Q  N21  N22  aromatic  1.280  0.020  1.280
 J6Q  C23  N22  aromatic  1.364  0.020  1.364
 J6Q  C23  C24  aromatic  1.401  0.020  1.401
 J6Q  C11  C9   single    1.527  0.020  1.527
 J6Q  C15  C24  aromatic  1.377  0.020  1.377
 J6Q  C15  C9   single    1.514  0.020  1.514
 J6Q  C9   C4   single    1.515  0.020  1.515
 J6Q  C4   C3   aromatic  1.394  0.020  1.394
 J6Q  C4   C5   aromatic  1.389  0.020  1.389
 J6Q  C3   C2   aromatic  1.390  0.020  1.390
 J6Q  C5   C6   aromatic  1.389  0.020  1.389
 J6Q  C2   C1   single    1.498  0.020  1.498
 J6Q  C2   C7   aromatic  1.395  0.020  1.395
 J6Q  C6   C7   aromatic  1.383  0.020  1.383
 J6Q  C7   CL8  single    1.738  0.020  1.738
 J6Q  C1   H27  single    0.970  0.020  1.090
 J6Q  C1   H25  single    0.970  0.020  1.090
 J6Q  C1   H26  single    0.970  0.020  1.090
 J6Q  C3   H28  single    0.930  0.020  1.080
 J6Q  C5   H29  single    0.930  0.020  1.080
 J6Q  C6   H30  single    0.930  0.020  1.080
 J6Q  C11  H32  single    0.970  0.020  1.090
 J6Q  C11  H31  single    0.970  0.020  1.090
 J6Q  C16  H33  single    0.930  0.020  1.080
 J6Q  C24  H38  single    0.930  0.020  1.080
 J6Q  C9   H10  single    0.970  0.020  1.090
 J6Q  C17  H34  single    0.930  0.020  1.080
 J6Q  C20  H36  single    0.970  0.020  1.090
 J6Q  C20  H35  single    0.970  0.020  1.090
 J6Q  C20  H37  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
 J6Q  H26  C1   H25  107.93  3.000
 J6Q  H26  C1   H27  107.02  3.000
 J6Q  H25  C1   H27  107.91  3.000
 J6Q  H26  C1   C2   111.56  3.000
 J6Q  H25  C1   C2   110.71  3.000
 J6Q  H27  C1   C2   111.53  3.000
 J6Q  C7   C2   C3   116.82  3.000
 J6Q  C7   C2   C1   122.15  3.000
 J6Q  C3   C2   C1   121.03  3.000
 J6Q  H28  C3   C4   118.74  3.000
 J6Q  H28  C3   C2   118.19  3.000
 J6Q  C4   C3   C2   123.07  3.000
 J6Q  H29  C5   C4   121.03  3.000
 J6Q  H29  C5   C6   118.37  3.000
 J6Q  C4   C5   C6   120.60  3.000
 J6Q  H30  C6   C7   120.19  3.000
 J6Q  H30  C6   C5   120.10  3.000
 J6Q  C7   C6   C5   119.71  3.000
 J6Q  CL8  C7   C6   118.71  3.000
 J6Q  CL8  C7   C2   119.51  3.000
 J6Q  C6   C7   C2   121.78  3.000
 J6Q  H31  C11  H32  105.21  3.000
 J6Q  H31  C11  C9   107.76  3.000
 J6Q  H32  C11  C9   110.87  3.000
 J6Q  H31  C11  C12  107.36  3.000
 J6Q  H32  C11  C12  110.42  3.000
 J6Q  C9   C11  C12  114.68  3.000
 J6Q  O14  C12  O13  126.66  3.000
 J6Q  O14  C12  C11  116.36  3.000
 J6Q  O13  C12  C11  116.95  3.000
 J6Q  C9   C15  C24  120.41  3.000
 J6Q  C9   C15  C16  119.57  3.000
 J6Q  C24  C15  C16  120.00  3.000
 J6Q  H33  C16  C17  118.46  3.000
 J6Q  H33  C16  C15  118.58  3.000
 J6Q  C17  C16  C15  122.95  3.000
 J6Q  N22  C23  C18  107.95  3.000
 J6Q  N22  C23  C24  131.29  3.000
 J6Q  C18  C23  C24  120.76  3.000
 J6Q  H38  C24  C23  120.84  3.000
 J6Q  H38  C24  C15  121.12  3.000
 J6Q  C23  C24  C15  118.04  3.000
 J6Q  C9   C4   C5   123.34  3.000
 J6Q  C5   C4   C3   118.02  3.000
 J6Q  C9   C4   C3   118.62  3.000
 J6Q  H10  C9   C4   107.11  3.000
 J6Q  H10  C9   C15  107.56  3.000
 J6Q  C4   C9   C15  110.28  3.000
 J6Q  H10  C9   C11  107.14  3.000
 J6Q  C4   C9   C11  114.09  3.000
 J6Q  C15  C9   C11  110.36  3.000
 J6Q  H34  C17  C18  122.39  3.000
 J6Q  H34  C17  C16  121.54  3.000
 J6Q  C18  C17  C16  116.07  3.000
 J6Q  N19  C18  C17  134.08  3.000
 J6Q  N19  C18  C23  103.73  3.000
 J6Q  C17  C18  C23  122.19  3.000
 J6Q  N21  N19  C20  121.44  3.000
 J6Q  N21  N19  C18  110.09  3.000
 J6Q  C20  N19  C18  128.46  3.000
 J6Q  H37  C20  H35  109.21  3.000
 J6Q  H37  C20  H36  109.23  3.000
 J6Q  H35  C20  H36  109.21  3.000
 J6Q  H37  C20  N19  110.24  3.000
 J6Q  H35  C20  N19  108.42  3.000
 J6Q  H36  C20  N19  110.49  3.000
 J6Q  N22  N21  N19  110.01  3.000
 J6Q  N21  N22  C23  108.21  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
 J6Q  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 J6Q  CONST_02  C5   C6   C7   C2      0.00   0.0  0
 J6Q  CONST_03  C6   C5   C4   C3      0.00   0.0  0
 J6Q  CONST_04  C6   C7   C2   C3      0.00   0.0  0
 J6Q  CONST_05  C4   C3   C2   C7      0.00   0.0  0
 J6Q  CONST_06  C4   C5   C6   C7      0.00   0.0  0
 J6Q  CONST_07  C18  C17  C16  C15     0.00   0.0  0
 J6Q  CONST_08  C18  C23  C24  C15     0.00   0.0  0
 J6Q  CONST_09  N22  C23  C24  C15   180.00   0.0  0
 J6Q  CONST_10  N19  C18  C17  C16   180.00   0.0  0
 J6Q  CONST_11  C23  C18  C17  C16     0.00   0.0  0
 J6Q  CONST_12  C23  C24  C15  C16     0.00   0.0  0
 J6Q  CONST_13  N21  N19  C18  C23     0.00   0.0  0
 J6Q  CONST_14  N19  N21  N22  C23     0.00   0.0  0
 J6Q  CONST_15  C17  C18  C23  C24     0.00   0.0  0
 J6Q  CONST_16  N19  C18  C23  C24   180.00   0.0  0
 J6Q  CONST_17  N21  N22  C23  C24   180.00   0.0  0
 J6Q  CONST_18  C17  C16  C15  C24     0.00   0.0  0
 J6Q  CONST_19  N21  N19  C18  C17   180.00   0.0  0
 J6Q  CONST_20  N22  C23  C18  C17   180.00   0.0  0
 J6Q  CONST_21  N22  N21  N19  C18     0.00   0.0  0
 J6Q  CONST_22  N21  N22  C23  C18     0.00   0.0  0
 J6Q  CONST_23  N22  C23  C18  N19     0.00   0.0  0
 J6Q  CONST_24  C4   C3   C2   C1    180.00   0.0  0
 J6Q  CONST_25  C6   C7   C2   C1    180.00   0.0  0
 J6Q  CONST_26  C9   C4   C3   C2    180.00   0.0  0
 J6Q  CONST_27  CL8  C7   C2   C3    180.00   0.0  0
 J6Q  CONST_28  CL8  C7   C6   C5    180.00   0.0  0
 J6Q  CONST_29  C9   C4   C5   C6    180.00   0.0  0
 J6Q  CONST_30  C20  N19  C18  C23   180.00   0.0  0
 J6Q  CONST_31  C9   C15  C24  C23   180.00   0.0  0
 J6Q  CONST_32  C17  C16  C15  C9    180.00   0.0  0
 J6Q  CONST_33  C20  N19  C18  C17     0.00   0.0  0
 J6Q  CONST_34  N22  N21  N19  C20   180.00   0.0  0
 J6Q  CONST_35  H30  C6   C7   C2    180.00   0.0  0
 J6Q  CONST_36  H29  C5   C4   C3    180.00   0.0  0
 J6Q  CONST_37  H28  C3   C4   C5    180.00   0.0  0
 J6Q  CONST_38  H34  C17  C16  C15   180.00   0.0  0
 J6Q  CONST_39  H38  C24  C15  C16   180.00   0.0  0
 J6Q  CONST_40  H33  C16  C15  C24   180.00   0.0  0
 J6Q  Var_01    H27  C1   C2   C3   -120.18  30.0  2
 J6Q  Var_02    H36  C20  N19  C18    63.17  30.0  2
 J6Q  Var_03    O13  C12  C11  C9     30.26  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 J6Q  chir_01  C9  C11  C15  C4  positiv

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
 J6Q  plan-1  C1   0.020
 J6Q  plan-1  C2   0.020
 J6Q  plan-1  C3   0.020
 J6Q  plan-1  C5   0.020
 J6Q  plan-1  C6   0.020
 J6Q  plan-1  C7   0.020
 J6Q  plan-1  C4   0.020
 J6Q  plan-1  CL8  0.020
 J6Q  plan-1  C9   0.020
 J6Q  plan-1  H28  0.020
 J6Q  plan-1  H29  0.020
 J6Q  plan-1  H30  0.020
 J6Q  plan-2  C15  0.020
 J6Q  plan-2  C16  0.020
 J6Q  plan-2  C23  0.020
 J6Q  plan-2  C24  0.020
 J6Q  plan-2  C9   0.020
 J6Q  plan-2  C17  0.020
 J6Q  plan-2  C18  0.020
 J6Q  plan-2  N19  0.020
 J6Q  plan-2  C20  0.020
 J6Q  plan-2  N21  0.020
 J6Q  plan-2  N22  0.020
 J6Q  plan-2  H33  0.020
 J6Q  plan-2  H38  0.020
 J6Q  plan-2  H34  0.020
 J6Q  plan-3  C11  0.020
 J6Q  plan-3  C12  0.020
 J6Q  plan-3  O13  0.020
 J6Q  plan-3  O14  0.020

