# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 03:25:16 2020
#   Inital geometry file: a 149 line input string
#   Ligand name: 6-(3-chlorophenyl)-2-{[(2S)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl]carbamoyl}quinoline-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)c2cc(C(O)=O)c3cc(ccc3n2)c4cccc(Cl)c4
#
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
 2KD  2KD  '6-(3-chlorophenyl)-2-{[(2S)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl]carbamoyl}quinoline-4-carboxylic acid'  ligand  56  36  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2KD
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
 2KD  N01  N   N      0  -0.482  -0.6299  -0.4450  -0.2736
 2KD  C02  C   CR6    0   0.108  -1.1846  -1.5188   0.2295
 2KD  C03  C   CR16   0  -0.361  -0.4687  -2.5339   0.8823
 2KD  C04  C   CR6    0   0.032   0.8999  -2.4576   0.9680
 2KD  C05  C   CR66   0   0.073   1.5297  -1.3027   0.4252
 2KD  C06  C   CR66   0   0.198   0.7052  -0.3088  -0.1668
 2KD  C07  C   CR16   0  -0.415   2.9251  -1.0756   0.4804
 2KD  C08  C   CR6    0   0.108   3.4832   0.0846  -0.0001
 2KD  C09  C   CR16   0  -0.289   2.6424   1.0675  -0.5812
 2KD  C10  C   CR16   0  -0.268   1.2960   0.8755  -0.6659
 2KD  C11  C   C      0   0.551  -2.6754  -1.6332   0.0902
 2KD  C12  C   C      0   0.351   1.6620  -3.6137   1.6322
 2KD  C13  C   CR6    0   0.099   4.9397   0.3090   0.0832
 2KD  O14  O   O      0  -0.472  -3.3028  -2.5765   0.5469
 2KD  N15  N   NH1    0  -0.648  -3.2462  -0.6128  -0.5635
 2KD  C16  C   CH1    0  -0.161  -4.6558  -0.5527  -0.7934
 2KD  C17  C   CH2    0  -0.541  -5.0561   0.8401  -1.3077
 2KD  C18  C   CR6    0   0.133  -4.6118   1.9432  -0.3884
 2KD  C19  C   C      0   0.599  -5.0850  -1.6113  -1.8001
 2KD  O20  O   O      0  -0.422  -4.3465  -2.2062  -2.5358
 2KD  O21  O   O2     0  -0.447  -6.4022  -1.7637  -1.7815
 2KD  C22  C   CH3    0  -0.404  -6.9621  -2.6931  -2.7021
 2KD  O23  O   O      0  -0.547   2.7343  -3.9340   1.0936
 2KD  O24  O   OC    -1  -0.531   1.1030  -4.1149   2.6155
 2KD  C25  C   CR16   0  -0.264   5.6112   0.9822  -0.9369
 2KD  C26  C   CR6    0  -0.005   6.9781   1.1867  -0.8528
 2KD  C27  C   CR16   0  -0.208   7.7082   0.7338   0.2341
 2KD  C28  C   CR16   0  -0.219   7.0408   0.0641   1.2485
 2KD  C29  C   CR16   0  -0.291   5.6737  -0.1459   1.1791
 2KD  C30  C   CR16   0  -0.288  -3.6009   2.8256  -0.7560
 2KD  C31  C   CR16   0  -0.289  -3.1747   3.8383   0.0865
 2KD  C32  C   CR6    0   0.357  -3.7620   3.9893   1.3375
 2KD  C33  C   CR16   0  -0.348  -4.7767   3.1161   1.7215
 2KD  C34  C   CR16   0  -0.254  -5.1910   2.1103   0.8645
 2KD  CL   CL  CL     0  -0.110   7.7869   2.0146  -2.1373
 2KD  O36  O   OH1    0  -0.603  -3.3172   4.9883   2.1252
 2KD  H1   H   HCR6   0   0.272  -0.9927  -3.3767   1.3102
 2KD  H2   H   HCR6   0   0.283   3.5483  -1.8590   0.8882
 2KD  H3   H   HCR6   0   0.236   3.0670   1.9953  -0.9419
 2KD  H4   H   HCR6   0   0.237   0.6531   1.6301  -1.0996
 2KD  H5   H   HNH1   0   0.400  -2.6302   0.1090  -0.9088
 2KD  H6   H   HCH1   0   0.276  -5.1889  -0.7489   0.1421
 2KD  H7   H   HCH2   0   0.253  -4.6311   0.9938  -2.3032
 2KD  H8   H   HCH2   0   0.274  -6.1394   0.8644  -1.4308
 2KD  H9   H   HCH3   0   0.228  -6.7259  -2.4297  -3.7330
 2KD  H10  H   HCH3   0   0.231  -6.6126  -3.7069  -2.5067
 2KD  H11  H   HCH3   0   0.236  -8.0376  -2.6497  -2.5560
 2KD  H13  H   HCR6   0   0.249   5.0752   1.3289  -1.8105
 2KD  H14  H   HCR6   0   0.251   8.7747   0.9015   0.2877
 2KD  H15  H   HCR6   0   0.240   7.5949  -0.2915   2.1067
 2KD  H16  H   HCR6   0   0.243   5.1680  -0.6510   1.9914
 2KD  H17  H   HCR6   0   0.220  -3.1394   2.7311  -1.7325
 2KD  H18  H   HCR6   0   0.243  -2.3899   4.5170  -0.2211
 2KD  H19  H   HCR6   0   0.227  -5.2509   3.2179   2.6918
 2KD  H20  H   HCR6   0   0.222  -5.9867   1.4485   1.1869
 2KD  H21  H   HOH1   0   0.440  -3.7949   4.9961   2.9585

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
 2KD  O36  C32  single    1.348  0.020  1.348
 2KD  C33  C32  aromatic  1.393  0.020  1.393
 2KD  C33  C34  aromatic  1.385  0.020  1.385
 2KD  C32  C31  aromatic  1.390  0.020  1.390
 2KD  C34  C18  aromatic  1.390  0.020  1.390
 2KD  C31  C30  aromatic  1.385  0.020  1.385
 2KD  C18  C30  aromatic  1.391  0.020  1.391
 2KD  C18  C17  single    1.503  0.020  1.503
 2KD  C17  C16  single    1.538  0.020  1.538
 2KD  O21  C22  single    1.423  0.020  1.423
 2KD  O21  C19  single    1.326  0.020  1.326
 2KD  C16  C19  single    1.523  0.020  1.523
 2KD  C16  N15  single    1.429  0.020  1.429
 2KD  O14  C11  double    1.221  0.020  1.221
 2KD  C19  O20  double    1.200  0.020  1.200
 2KD  N15  C11  single    1.340  0.020  1.340
 2KD  C11  C02  single    1.502  0.020  1.502
 2KD  N01  C02  aromatic  1.309  0.020  1.309
 2KD  N01  C06  aromatic  1.346  0.020  1.346
 2KD  C02  C03  aromatic  1.403  0.020  1.403
 2KD  C10  C06  aromatic  1.415  0.020  1.415
 2KD  C10  C09  aromatic  1.363  0.020  1.363
 2KD  C06  C05  aromatic  1.421  0.020  1.421
 2KD  C03  C04  aromatic  1.373  0.020  1.373
 2KD  C09  C08  aromatic  1.418  0.020  1.418
 2KD  C05  C04  aromatic  1.423  0.020  1.423
 2KD  C05  C07  aromatic  1.415  0.020  1.415
 2KD  C04  C12  single    1.536  0.020  1.536
 2KD  O23  C12  deloc     1.242  0.020  1.242
 2KD  C29  C28  aromatic  1.385  0.020  1.385
 2KD  C29  C13  aromatic  1.395  0.020  1.395
 2KD  C08  C07  aromatic  1.374  0.020  1.374
 2KD  C08  C13  single    1.476  0.020  1.476
 2KD  C12  O24  deloc     1.237  0.020  1.237
 2KD  C28  C27  aromatic  1.387  0.020  1.387
 2KD  C13  C25  aromatic  1.395  0.020  1.395
 2KD  C27  C26  aromatic  1.385  0.020  1.385
 2KD  C25  C26  aromatic  1.385  0.020  1.385
 2KD  C26  CL   single    1.729  0.020  1.729
 2KD  C03  H1   single    0.930  0.020  1.080
 2KD  C07  H2   single    0.930  0.020  1.080
 2KD  C09  H3   single    0.930  0.020  1.080
 2KD  C10  H4   single    0.930  0.020  1.080
 2KD  N15  H5   single    0.860  0.020  1.020
 2KD  C16  H6   single    0.970  0.020  1.090
 2KD  C17  H7   single    0.970  0.020  1.090
 2KD  C17  H8   single    0.970  0.020  1.090
 2KD  C22  H9   single    0.970  0.020  1.090
 2KD  C22  H10  single    0.970  0.020  1.090
 2KD  C22  H11  single    0.970  0.020  1.090
 2KD  C25  H13  single    0.930  0.020  1.080
 2KD  C27  H14  single    0.930  0.020  1.080
 2KD  C28  H15  single    0.930  0.020  1.080
 2KD  C29  H16  single    0.930  0.020  1.080
 2KD  C30  H17  single    0.930  0.020  1.080
 2KD  C31  H18  single    0.930  0.020  1.080
 2KD  C33  H19  single    0.930  0.020  1.080
 2KD  C34  H20  single    0.930  0.020  1.080
 2KD  O36  H21  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
 2KD  C06  N01  C02  118.21  3.000
 2KD  C11  C02  C03  119.64  3.000
 2KD  C03  C02  N01  123.78  3.000
 2KD  C11  C02  N01  116.58  3.000
 2KD  H1   C03  C04  120.11  3.000
 2KD  H1   C03  C02  120.07  3.000
 2KD  C04  C03  C02  119.82  3.000
 2KD  C12  C04  C05  123.80  3.000
 2KD  C12  C04  C03  118.67  3.000
 2KD  C05  C04  C03  117.53  3.000
 2KD  C07  C05  C06  118.45  3.000
 2KD  C07  C05  C04  123.50  3.000
 2KD  C06  C05  C04  118.02  3.000
 2KD  C10  C06  C05  119.36  3.000
 2KD  C05  C06  N01  122.54  3.000
 2KD  C10  C06  N01  118.10  3.000
 2KD  H2   C07  C08  120.64  3.000
 2KD  H2   C07  C05  117.84  3.000
 2KD  C08  C07  C05  121.49  3.000
 2KD  C13  C08  C09  120.19  3.000
 2KD  C13  C08  C07  120.62  3.000
 2KD  C09  C08  C07  119.19  3.000
 2KD  H3   C09  C10  119.19  3.000
 2KD  H3   C09  C08  119.88  3.000
 2KD  C10  C09  C08  120.91  3.000
 2KD  H4   C10  C09  120.91  3.000
 2KD  H4   C10  C06  118.50  3.000
 2KD  C09  C10  C06  120.58  3.000
 2KD  N15  C11  O14  123.50  3.000
 2KD  N15  C11  C02  114.22  3.000
 2KD  O14  C11  C02  122.28  3.000
 2KD  O24  C12  O23  129.07  3.000
 2KD  O24  C12  C04  115.12  3.000
 2KD  O23  C12  C04  115.79  3.000
 2KD  C29  C13  C25  118.60  3.000
 2KD  C25  C13  C08  120.48  3.000
 2KD  C29  C13  C08  120.92  3.000
 2KD  H5   N15  C16  121.10  3.000
 2KD  H5   N15  C11  116.84  3.000
 2KD  C16  N15  C11  122.05  3.000
 2KD  H6   C16  C19  107.64  3.000
 2KD  H6   C16  C17  108.75  3.000
 2KD  C19  C16  C17  109.59  3.000
 2KD  H6   C16  N15  109.59  3.000
 2KD  C19  C16  N15  110.80  3.000
 2KD  C17  C16  N15  110.40  3.000
 2KD  H8   C17  H7   106.27  3.000
 2KD  H8   C17  C18  110.27  3.000
 2KD  H7   C17  C18  109.81  3.000
 2KD  H8   C17  C16  108.45  3.000
 2KD  H7   C17  C16  109.31  3.000
 2KD  C18  C17  C16  112.54  3.000
 2KD  C34  C18  C30  117.68  3.000
 2KD  C30  C18  C17  121.24  3.000
 2KD  C34  C18  C17  121.08  3.000
 2KD  O21  C19  O20  124.25  3.000
 2KD  O20  C19  C16  125.20  3.000
 2KD  O21  C19  C16  110.53  3.000
 2KD  C22  O21  C19  117.19  3.000
 2KD  H11  C22  H10  109.30  3.000
 2KD  H11  C22  H9   109.40  3.000
 2KD  H10  C22  H9   108.95  3.000
 2KD  H11  C22  O21  106.05  3.000
 2KD  H10  C22  O21  111.42  3.000
 2KD  H9   C22  O21  111.64  3.000
 2KD  H13  C25  C26  119.39  3.000
 2KD  H13  C25  C13  120.45  3.000
 2KD  C26  C25  C13  120.14  3.000
 2KD  CL   C26  C27  119.53  3.000
 2KD  CL   C26  C25  119.16  3.000
 2KD  C27  C26  C25  121.31  3.000
 2KD  H14  C27  C28  120.90  3.000
 2KD  H14  C27  C26  120.54  3.000
 2KD  C28  C27  C26  118.56  3.000
 2KD  H15  C28  C29  119.71  3.000
 2KD  H15  C28  C27  119.51  3.000
 2KD  C29  C28  C27  120.78  3.000
 2KD  H16  C29  C28  119.64  3.000
 2KD  H16  C29  C13  119.74  3.000
 2KD  C28  C29  C13  120.61  3.000
 2KD  H17  C30  C31  118.73  3.000
 2KD  H17  C30  C18  119.47  3.000
 2KD  C31  C30  C18  121.79  3.000
 2KD  H18  C31  C32  119.61  3.000
 2KD  H18  C31  C30  120.60  3.000
 2KD  C32  C31  C30  119.79  3.000
 2KD  O36  C32  C33  122.96  3.000
 2KD  C33  C32  C31  119.20  3.000
 2KD  O36  C32  C31  117.84  3.000
 2KD  H19  C33  C34  119.40  3.000
 2KD  H19  C33  C32  120.42  3.000
 2KD  C34  C33  C32  120.18  3.000
 2KD  H20  C34  C33  118.62  3.000
 2KD  H20  C34  C18  120.02  3.000
 2KD  C33  C34  C18  121.36  3.000
 2KD  H21  O36  C32  110.42  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
 2KD  CONST_01  C04  C03  C02  N01     0.00   0.0  0
 2KD  CONST_02  C09  C10  C06  N01   180.00   0.0  0
 2KD  CONST_03  C04  C05  C06  N01     0.00   0.0  0
 2KD  CONST_04  C07  C05  C06  N01   180.00   0.0  0
 2KD  CONST_05  C10  C06  N01  C02   180.00   0.0  0
 2KD  CONST_06  C05  C06  N01  C02     0.00   0.0  0
 2KD  CONST_07  C05  C04  C03  C02     0.00   0.0  0
 2KD  CONST_08  C06  N01  C02  C03     0.00   0.0  0
 2KD  CONST_09  C06  C05  C04  C03     0.00   0.0  0
 2KD  CONST_10  C07  C05  C04  C03   180.00   0.0  0
 2KD  CONST_11  C10  C06  C05  C04   180.00   0.0  0
 2KD  CONST_12  C08  C07  C05  C04   180.00   0.0  0
 2KD  CONST_13  C09  C10  C06  C05     0.00   0.0  0
 2KD  CONST_14  C09  C08  C07  C05     0.00   0.0  0
 2KD  CONST_15  C13  C08  C07  C05   180.00   0.0  0
 2KD  CONST_16  C08  C09  C10  C06     0.00   0.0  0
 2KD  CONST_17  C08  C07  C05  C06     0.00   0.0  0
 2KD  CONST_18  C10  C06  C05  C07     0.00   0.0  0
 2KD  CONST_19  C10  C09  C08  C07     0.00   0.0  0
 2KD  CONST_22  C28  C29  C13  C08   180.00   0.0  0
 2KD  CONST_23  C26  C25  C13  C08   180.00   0.0  0
 2KD  CONST_26  C13  C08  C09  C10   180.00   0.0  0
 2KD  CONST_27  C27  C28  C29  C13     0.00   0.0  0
 2KD  CONST_28  C27  C26  C25  C13     0.00   0.0  0
 2KD  CONST_29  C32  C33  C34  C18     0.00   0.0  0
 2KD  CONST_30  C32  C31  C30  C18     0.00   0.0  0
 2KD  CONST_31  C28  C29  C13  C25     0.00   0.0  0
 2KD  CONST_32  C28  C27  C26  C25     0.00   0.0  0
 2KD  CONST_33  C29  C28  C27  C26     0.00   0.0  0
 2KD  CONST_34  C29  C13  C25  C26     0.00   0.0  0
 2KD  CONST_35  C33  C32  C31  C30     0.00   0.0  0
 2KD  CONST_36  C33  C34  C18  C30     0.00   0.0  0
 2KD  CONST_37  C34  C33  C32  C31     0.00   0.0  0
 2KD  CONST_38  C34  C18  C30  C31     0.00   0.0  0
 2KD  CONST_39  C12  C04  C03  C02   180.00   0.0  0
 2KD  CONST_40  C11  C02  C03  C04   180.00   0.0  0
 2KD  CONST_41  C11  C02  N01  C06   180.00   0.0  0
 2KD  CONST_42  C12  C04  C05  C06   180.00   0.0  0
 2KD  CONST_43  C12  C04  C05  C07     0.00   0.0  0
 2KD  CONST_44  CL   C26  C25  C13   180.00   0.0  0
 2KD  CONST_45  C33  C34  C18  C17   180.00   0.0  0
 2KD  CONST_46  C31  C30  C18  C17   180.00   0.0  0
 2KD  CONST_47  CL   C26  C27  C28   180.00   0.0  0
 2KD  CONST_48  O36  C32  C31  C30   180.00   0.0  0
 2KD  CONST_49  O36  C32  C33  C34   180.00   0.0  0
 2KD  CONST_50  H1   C03  C02  N01   180.00   0.0  0
 2KD  CONST_51  H4   C10  C06  N01     0.00   0.0  0
 2KD  CONST_52  H2   C07  C05  C04     0.00   0.0  0
 2KD  CONST_53  H3   C09  C10  C06   180.00   0.0  0
 2KD  CONST_54  H16  C29  C13  C08     0.00   0.0  0
 2KD  CONST_55  H13  C25  C13  C08     0.00   0.0  0
 2KD  CONST_56  H15  C28  C29  C13   180.00   0.0  0
 2KD  CONST_57  H19  C33  C34  C18   180.00   0.0  0
 2KD  CONST_58  H18  C31  C30  C18   180.00   0.0  0
 2KD  CONST_59  H14  C27  C26  C25   180.00   0.0  0
 2KD  CONST_60  H20  C34  C18  C30   180.00   0.0  0
 2KD  CONST_61  H17  C30  C31  C32   180.00   0.0  0
 2KD  CONST_62  C16  N15  C11  C02   180.00   0.0  0
 2KD  CONST_63  H5   N15  C11  C02     0.00   0.0  0
 2KD  CONST_64  C16  N15  C11  O14     0.00   0.0  0
 2KD  Var_01    O14  C11  C02  N01  -178.37  30.0  2
 2KD  Var_02    O23  C12  C04  C03   140.58  30.0  2
 2KD  Var_03    C34  C18  C17  C16   -69.13  30.0  3
 2KD  Var_04    H9   C22  O21  C19   -59.08  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
 2KD  chir_01  C16  C17  C19  N15  negativ

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
 2KD  plan-1  C08  0.020
 2KD  plan-1  C13  0.020
 2KD  plan-1  C25  0.020
 2KD  plan-1  C26  0.020
 2KD  plan-1  C27  0.020
 2KD  plan-1  C28  0.020
 2KD  plan-1  C29  0.020
 2KD  plan-1  CL   0.020
 2KD  plan-1  H13  0.020
 2KD  plan-1  H14  0.020
 2KD  plan-1  H15  0.020
 2KD  plan-1  H16  0.020
 2KD  plan-2  C17  0.020
 2KD  plan-2  C18  0.020
 2KD  plan-2  C30  0.020
 2KD  plan-2  C31  0.020
 2KD  plan-2  C32  0.020
 2KD  plan-2  C33  0.020
 2KD  plan-2  C34  0.020
 2KD  plan-2  O36  0.020
 2KD  plan-2  H17  0.020
 2KD  plan-2  H18  0.020
 2KD  plan-2  H19  0.020
 2KD  plan-2  H20  0.020
 2KD  plan-3  N01  0.020
 2KD  plan-3  C02  0.020
 2KD  plan-3  C03  0.020
 2KD  plan-3  C04  0.020
 2KD  plan-3  C05  0.020
 2KD  plan-3  C06  0.020
 2KD  plan-3  C07  0.020
 2KD  plan-3  C08  0.020
 2KD  plan-3  C09  0.020
 2KD  plan-3  C10  0.020
 2KD  plan-3  C11  0.020
 2KD  plan-3  C12  0.020
 2KD  plan-3  C13  0.020
 2KD  plan-3  H1   0.020
 2KD  plan-3  H2   0.020
 2KD  plan-3  H3   0.020
 2KD  plan-3  H4   0.020
 2KD  plan-4  C02  0.020
 2KD  plan-4  C11  0.020
 2KD  plan-4  O14  0.020
 2KD  plan-4  N15  0.020
 2KD  plan-4  C16  0.020
 2KD  plan-4  H5   0.020
 2KD  plan-5  C04  0.020
 2KD  plan-5  C12  0.020
 2KD  plan-5  O23  0.020
 2KD  plan-5  O24  0.020
 2KD  plan-6  C16  0.020
 2KD  plan-6  C19  0.020
 2KD  plan-6  O20  0.020
 2KD  plan-6  O21  0.020

