# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 13 07:51:14 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: (2S)-1-(1H-indol-3-yl)-3-{[5-(3-methyl-1H-indazol-5-yl)pyridin-3-yl]oxy}propan-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1n[nH]c2ccc(cc12)c3cncc(OC[C@@H](N)Cc4c[nH]c5ccccc45)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
 L20  L20  (2S)-1-(1H-indol-3-yl)-3-{[5-(3-methyl-1H-indazol-5-yl)pyridin-3-yl]oxy}propan-2-amine  ligand  53  30  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_L20
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
 L20  C1    C  CH3   0  -0.743  -1.6979  -7.0916  10.6112
 L20  C2    C  CR5   0   0.206  -2.7180  -6.5195  11.5296
 L20  N3    N  N     0  -0.254  -3.0234  -7.0740  12.6766
 L20  N4    N  NR15  0  -0.554  -3.9640  -6.3123  13.2506
 L20  C6    C  CR56  0   0.411  -4.2918  -5.2454  12.4895
 L20  C7    C  CR16  0  -0.284  -5.2025  -4.1984  12.6687
 L20  C8    C  CR16  0  -0.310  -5.2795  -3.2614  11.6661
 L20  C9    C  CR6   0   0.092  -4.4875  -3.3282  10.4931
 L20  C10   C  CR16  0  -0.402  -3.5932  -4.3704  10.3350
 L20  C11   C  CR56  0  -0.076  -3.4925  -5.3364  11.3394
 L20  C12   C  CR6   0   0.041  -4.6087  -2.2767   9.4684
 L20  C13   C  CR16  0  -0.137  -5.8399  -1.6821   9.1759
 L20  N14   N  N     0  -0.388  -5.9886  -0.7219   8.2811
 L20  C15   C  CR16  0  -0.192  -4.9216  -0.2730   7.6297
 L20  C16   C  CR6   0   0.356  -3.6461  -0.7871   7.8514
 L20  O17   O  O2    0  -0.470  -2.5314  -0.3498   7.2476
 L20  C18   C  CH2   0  -0.193  -2.5226   0.9295   6.6366
 L20  C19   C  CH1   0  -0.109  -1.0909   1.4632   6.5919
 L20  N21   N  NH2   0  -0.790  -0.9665   2.5721   5.6580
 L20  C25   C  CH2   0  -0.541  -0.5775   1.9362   7.9594
 L20  C26   C  CR5   0   0.026  -0.5926   0.9120   9.0478
 L20  C27   C  CR15  0  -0.093   0.3693  -0.0257   9.2942
 L20  N28   N  NR15  0  -0.692  -0.0128  -0.8358  10.3298
 L20  C30   C  CR56  0   0.349  -1.2331  -0.4345  10.7878
 L20  C31   C  CR16  0  -0.296  -2.0385  -0.9636  11.7952
 L20  C32   C  CR16  0  -0.263  -3.2577  -0.3570  12.0202
 L20  C33   C  CR16  0  -0.252  -3.6699   0.7516  11.2644
 L20  C34   C  CR16  0  -0.362  -2.8698   1.2699  10.2656
 L20  C35   C  CR56  0   0.028  -1.6304   0.6741  10.0076
 L20  C36   C  CR16  0  -0.293  -3.5025  -1.8195   8.7709
 L20  H1C1  H  HCH3  0   0.249  -0.8591  -6.4067  10.4770
 L20  H1C2  H  HCH3  0   0.252  -1.3085  -8.0315  10.9983
 L20  H1C3  H  HCH3  0   0.248  -2.1201  -7.2802   9.6231
 L20  H4    H  HNR5  0   0.414  -4.3385  -6.5745  14.1470
 L20  H7    H  HCR6  0   0.269  -5.8143  -4.1191  13.5573
 L20  H8    H  HCR6  0   0.255  -5.9576  -2.4273  11.7925
 L20  H10   H  HCR6  0   0.250  -2.9894  -4.4488   9.4385
 L20  H13   H  HCR6  0   0.247  -6.7420  -2.0178   9.6768
 L20  H36   H  HCR6  0   0.264  -2.5150  -2.2149   8.9717
 L20  H15   H  HCR6  0   0.268  -5.0951   0.5194   6.9099
 L20  H181  H  HCH2  0   0.231  -2.9191   0.8552   5.6169
 L20  H182  H  HCH2  0   0.216  -3.1596   1.6340   7.1863
 L20  H19   H  HCH1  0   0.232  -0.4399   0.6572   6.2374
 L20  H211  H  HNH2  0   0.341  -1.5963   3.3208   5.9254
 L20  H212  H  HNH2  0   0.350  -1.2516   2.2826   4.7302
 L20  H251  H  HCH2  0   0.230  -1.1671   2.8093   8.2634
 L20  H252  H  HCH2  0   0.247   0.4419   2.3008   7.8105
 L20  H27   H  HCR5  0   0.273   1.3150  -0.1835   8.7986
 L20  H28   H  HNR5  0   0.402   0.5402  -1.5840  10.7115
 L20  H31   H  HCR6  0   0.246  -1.7298  -1.8308  12.3653
 L20  H32   H  HCR6  0   0.236  -3.9132  -0.7543  12.7843
 L20  H33   H  HCR6  0   0.234  -4.6355   1.1979  11.4648
 L20  H34   H  HCR6  0   0.231  -3.2075   2.1226   9.6885

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
 L20  C1   C2    single    1.487  0.020  1.487
 L20  C1   H1C1  single    0.970  0.020  1.090
 L20  C1   H1C2  single    0.970  0.020  1.090
 L20  C1   H1C3  single    0.970  0.020  1.090
 L20  C2   N3    aromatic  1.310  0.020  1.310
 L20  C2   C11   aromatic  1.427  0.020  1.427
 L20  N3   N4    aromatic  1.340  0.020  1.340
 L20  N4   C6    aromatic  1.351  0.020  1.351
 L20  N4   H4    single    0.860  0.020  1.020
 L20  C6   C7    aromatic  1.399  0.020  1.399
 L20  C6   C11   aromatic  1.404  0.020  1.404
 L20  C7   C8    aromatic  1.374  0.020  1.374
 L20  C7   H7    single    0.930  0.020  1.080
 L20  C8   C9    aromatic  1.417  0.020  1.417
 L20  C8   H8    single    0.930  0.020  1.080
 L20  C9   C10   aromatic  1.382  0.020  1.382
 L20  C9   C12   single    1.473  0.020  1.473
 L20  C10  C11   aromatic  1.397  0.020  1.397
 L20  C10  H10   single    0.930  0.020  1.080
 L20  C12  C13   aromatic  1.398  0.020  1.398
 L20  C12  C36   aromatic  1.385  0.020  1.385
 L20  C13  N14   aromatic  1.321  0.020  1.321
 L20  C13  H13   single    0.930  0.020  1.080
 L20  N14  C15   aromatic  1.328  0.020  1.328
 L20  C15  C16   aromatic  1.393  0.020  1.393
 L20  C15  H15   single    0.930  0.020  1.080
 L20  C16  O17   single    1.341  0.020  1.341
 L20  C16  C36   aromatic  1.390  0.020  1.390
 L20  O17  C18   single    1.418  0.020  1.418
 L20  C18  C19   single    1.529  0.020  1.529
 L20  C18  H181  single    0.970  0.020  1.090
 L20  C18  H182  single    0.970  0.020  1.090
 L20  C19  N21   single    1.455  0.020  1.455
 L20  C19  C25   single    1.535  0.020  1.535
 L20  C19  H19   single    0.970  0.020  1.090
 L20  N21  H211  single    0.890  0.020  1.040
 L20  N21  H212  single    0.890  0.020  1.040
 L20  C25  C26   single    1.495  0.020  1.495
 L20  C25  H251  single    0.970  0.020  1.090
 L20  C25  H252  single    0.970  0.020  1.090
 L20  C26  C27   aromatic  1.366  0.020  1.366
 L20  C26  C35   aromatic  1.433  0.020  1.433
 L20  C27  N28   aromatic  1.369  0.020  1.369
 L20  C27  H27   single    0.930  0.020  1.080
 L20  N28  C30   aromatic  1.364  0.020  1.364
 L20  N28  H28   single    0.860  0.020  1.020
 L20  C30  C31   aromatic  1.394  0.020  1.394
 L20  C30  C35   aromatic  1.413  0.020  1.413
 L20  C31  C32   aromatic  1.380  0.020  1.380
 L20  C31  H31   single    0.930  0.020  1.080
 L20  C32  C33   aromatic  1.404  0.020  1.404
 L20  C32  H32   single    0.930  0.020  1.080
 L20  C33  C34   aromatic  1.381  0.020  1.381
 L20  C33  H33   single    0.930  0.020  1.080
 L20  C34  C35   aromatic  1.399  0.020  1.399
 L20  C34  H34   single    0.930  0.020  1.080
 L20  C36  H36   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
 L20  H1C3  C1   H1C2  108.13  3.000
 L20  H1C3  C1   H1C1  107.13  3.000
 L20  H1C2  C1   H1C1  108.11  3.000
 L20  H1C3  C1   C2    111.12  3.000
 L20  H1C2  C1   C2    110.97  3.000
 L20  H1C1  C1   C2    111.21  3.000
 L20  C11   C2   N3    109.95  3.000
 L20  C11   C2   C1    127.52  3.000
 L20  N3    C2   C1    122.53  3.000
 L20  N4    N3   C2    107.35  3.000
 L20  H4    N4   C6    128.13  3.000
 L20  H4    N4   N3    119.66  3.000
 L20  C6    N4   N3    112.21  3.000
 L20  C11   C6   C7    121.61  3.000
 L20  C11   C6   N4    105.80  3.000
 L20  C7    C6   N4    132.59  3.000
 L20  H7    C7   C8    121.17  3.000
 L20  H7    C7   C6    121.88  3.000
 L20  C8    C7   C6    116.95  3.000
 L20  H8    C8   C9    118.89  3.000
 L20  H8    C8   C7    118.38  3.000
 L20  C9    C8   C7    122.71  3.000
 L20  C12   C9   C10   120.78  3.000
 L20  C12   C9   C8    119.75  3.000
 L20  C10   C9   C8    119.46  3.000
 L20  H10   C10  C11   120.30  3.000
 L20  H10   C10  C9    120.64  3.000
 L20  C11   C10  C9    119.06  3.000
 L20  C10   C11  C6    120.21  3.000
 L20  C10   C11  C2    135.10  3.000
 L20  C6    C11  C2    104.69  3.000
 L20  C36   C12  C13   117.22  3.000
 L20  C36   C12  C9    121.34  3.000
 L20  C13   C12  C9    121.43  3.000
 L20  H13   C13  N14   116.36  3.000
 L20  H13   C13  C12   120.26  3.000
 L20  N14   C13  C12   123.37  3.000
 L20  C15   N14  C13   119.17  3.000
 L20  H15   C15  C16   121.45  3.000
 L20  H15   C15  N14   116.35  3.000
 L20  C16   C15  N14   122.20  3.000
 L20  C36   C16  O17   117.01  3.000
 L20  C36   C16  C15   118.29  3.000
 L20  O17   C16  C15   124.69  3.000
 L20  C18   O17  C16   119.57  3.000
 L20  H182  C18  H181  107.42  3.000
 L20  H182  C18  C19   109.52  3.000
 L20  H181  C18  C19   109.58  3.000
 L20  H182  C18  O17   111.08  3.000
 L20  H181  C18  O17   109.72  3.000
 L20  C19   C18  O17   109.48  3.000
 L20  H19   C19  C25   108.44  3.000
 L20  H19   C19  N21   107.59  3.000
 L20  C25   C19  N21   107.96  3.000
 L20  H19   C19  C18   108.02  3.000
 L20  C25   C19  C18   113.25  3.000
 L20  N21   C19  C18   111.40  3.000
 L20  H212  N21  H211  106.13  3.000
 L20  H212  N21  C19   110.25  3.000
 L20  H211  N21  C19   109.89  3.000
 L20  H252  C25  H251  105.89  3.000
 L20  H252  C25  C26   109.71  3.000
 L20  H251  C25  C26   109.77  3.000
 L20  H252  C25  C19   107.06  3.000
 L20  H251  C25  C19   108.20  3.000
 L20  C26   C25  C19   115.72  3.000
 L20  C35   C26  C27   105.97  3.000
 L20  C35   C26  C25   127.49  3.000
 L20  C27   C26  C25   126.49  3.000
 L20  H27   C27  N28   120.35  3.000
 L20  H27   C27  C26   129.40  3.000
 L20  N28   C27  C26   110.25  3.000
 L20  H28   N28  C30   125.69  3.000
 L20  H28   N28  C27   125.02  3.000
 L20  C30   N28  C27   109.25  3.000
 L20  C35   C30  C31   122.30  3.000
 L20  C35   C30  N28   107.28  3.000
 L20  C31   C30  N28   130.39  3.000
 L20  H31   C31  C32   121.20  3.000
 L20  H31   C31  C30   121.31  3.000
 L20  C32   C31  C30   117.48  3.000
 L20  H32   C32  C33   119.49  3.000
 L20  H32   C32  C31   119.26  3.000
 L20  C33   C32  C31   121.25  3.000
 L20  H33   C33  C34   119.74  3.000
 L20  H33   C33  C32   119.20  3.000
 L20  C34   C33  C32   121.05  3.000
 L20  H34   C34  C35   120.86  3.000
 L20  H34   C34  C33   120.00  3.000
 L20  C35   C34  C33   119.13  3.000
 L20  C34   C35  C30   118.78  3.000
 L20  C34   C35  C26   133.96  3.000
 L20  C30   C35  C26   107.24  3.000
 L20  H36   C36  C16   119.23  3.000
 L20  H36   C36  C12   120.96  3.000
 L20  C16   C36  C12   119.72  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
 L20  CONST_01  C6    N4   N3   C2      0.00   0.0  0
 L20  CONST_02  N4    C6   C11  C2      0.00   0.0  0
 L20  CONST_03  C7    C6   C11  C2    180.00   0.0  0
 L20  CONST_04  C9    C10  C11  C2    180.00   0.0  0
 L20  CONST_05  C6    C11  C2   N3      0.00   0.0  0
 L20  CONST_06  C10   C11  C2   N3    180.00   0.0  0
 L20  CONST_07  C7    C6   N4   N3    180.00   0.0  0
 L20  CONST_08  C11   C6   N4   N3      0.00   0.0  0
 L20  CONST_09  C11   C2   N3   N4      0.00   0.0  0
 L20  CONST_10  C8    C7   C6   N4    180.00   0.0  0
 L20  CONST_11  C10   C11  C6   N4    180.00   0.0  0
 L20  CONST_12  C9    C8   C7   C6      0.00   0.0  0
 L20  CONST_13  C9    C10  C11  C6      0.00   0.0  0
 L20  CONST_14  C10   C11  C6   C7      0.00   0.0  0
 L20  CONST_15  C10   C9   C8   C7      0.00   0.0  0
 L20  CONST_16  C12   C9   C8   C7    180.00   0.0  0
 L20  CONST_17  C11   C6   C7   C8      0.00   0.0  0
 L20  CONST_18  C11   C10  C9   C8      0.00   0.0  0
 L20  CONST_21  N14   C13  C12  C9    180.00   0.0  0
 L20  CONST_22  C16   C36  C12  C9    180.00   0.0  0
 L20  CONST_25  C12   C9   C10  C11   180.00   0.0  0
 L20  CONST_26  C15   N14  C13  C12     0.00   0.0  0
 L20  CONST_27  C15   C16  C36  C12     0.00   0.0  0
 L20  CONST_28  C16   C36  C12  C13     0.00   0.0  0
 L20  CONST_29  C16   C15  N14  C13     0.00   0.0  0
 L20  CONST_30  C36   C12  C13  N14     0.00   0.0  0
 L20  CONST_31  C36   C16  C15  N14     0.00   0.0  0
 L20  CONST_32  C30   N28  C27  C26     0.00   0.0  0
 L20  CONST_33  N28   C30  C35  C26     0.00   0.0  0
 L20  CONST_34  C31   C30  C35  C26   180.00   0.0  0
 L20  CONST_35  C33   C34  C35  C26   180.00   0.0  0
 L20  CONST_36  C30   C35  C26  C27     0.00   0.0  0
 L20  CONST_37  C34   C35  C26  C27   180.00   0.0  0
 L20  CONST_38  C31   C30  N28  C27   180.00   0.0  0
 L20  CONST_39  C35   C30  N28  C27     0.00   0.0  0
 L20  CONST_40  C35   C26  C27  N28     0.00   0.0  0
 L20  CONST_41  C32   C31  C30  N28   180.00   0.0  0
 L20  CONST_42  C34   C35  C30  N28   180.00   0.0  0
 L20  CONST_43  C33   C32  C31  C30     0.00   0.0  0
 L20  CONST_44  C33   C34  C35  C30     0.00   0.0  0
 L20  CONST_45  C34   C35  C30  C31     0.00   0.0  0
 L20  CONST_46  C34   C33  C32  C31     0.00   0.0  0
 L20  CONST_47  C35   C30  C31  C32     0.00   0.0  0
 L20  CONST_48  C35   C34  C33  C32     0.00   0.0  0
 L20  CONST_49  N4    N3   C2   C1    180.00   0.0  0
 L20  CONST_50  C6    C11  C2   C1    180.00   0.0  0
 L20  CONST_51  C10   C11  C2   C1      0.00   0.0  0
 L20  CONST_52  O17   C16  C36  C12   180.00   0.0  0
 L20  CONST_53  O17   C16  C15  N14   180.00   0.0  0
 L20  CONST_54  N28   C27  C26  C25   180.00   0.0  0
 L20  CONST_55  C30   C35  C26  C25   180.00   0.0  0
 L20  CONST_56  C34   C35  C26  C25     0.00   0.0  0
 L20  CONST_57  H4    N4   N3   C2    180.00   0.0  0
 L20  CONST_58  H10   C10  C11  C2      0.00   0.0  0
 L20  CONST_59  H7    C7   C6   N4      0.00   0.0  0
 L20  CONST_60  H8    C8   C7   C6    180.00   0.0  0
 L20  CONST_61  H13   C13  C12  C9      0.00   0.0  0
 L20  CONST_62  H36   C36  C12  C9      0.00   0.0  0
 L20  CONST_63  H15   C15  N14  C13   180.00   0.0  0
 L20  CONST_64  H28   N28  C27  C26   180.00   0.0  0
 L20  CONST_65  H34   C34  C35  C26     0.00   0.0  0
 L20  CONST_66  H31   C31  C30  N28     0.00   0.0  0
 L20  CONST_67  H27   C27  N28  C30   180.00   0.0  0
 L20  CONST_68  H32   C32  C31  C30   180.00   0.0  0
 L20  CONST_69  H33   C33  C32  C31   180.00   0.0  0
 L20  Var_01    C36   C16  O17  C18  -160.53  30.0  1
 L20  Var_02    C27   C26  C25  C19    84.18  30.0  2
 L20  Var_03    H1C1  C1   C2   N3   -117.09  30.0  2
 L20  Var_04    C19   C18  O17  C16   154.64  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
 L20  chir_01  C19  C18  N21  C25  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
 L20  plan-1  C9   0.020
 L20  plan-1  C12  0.020
 L20  plan-1  C13  0.020
 L20  plan-1  N14  0.020
 L20  plan-1  C15  0.020
 L20  plan-1  C16  0.020
 L20  plan-1  O17  0.020
 L20  plan-1  C36  0.020
 L20  plan-1  H13  0.020
 L20  plan-1  H36  0.020
 L20  plan-1  H15  0.020
 L20  plan-2  C1   0.020
 L20  plan-2  C2   0.020
 L20  plan-2  N3   0.020
 L20  plan-2  N4   0.020
 L20  plan-2  C6   0.020
 L20  plan-2  C7   0.020
 L20  plan-2  C8   0.020
 L20  plan-2  C9   0.020
 L20  plan-2  C10  0.020
 L20  plan-2  C11  0.020
 L20  plan-2  C12  0.020
 L20  plan-2  H4   0.020
 L20  plan-2  H7   0.020
 L20  plan-2  H8   0.020
 L20  plan-2  H10  0.020
 L20  plan-3  C25  0.020
 L20  plan-3  C26  0.020
 L20  plan-3  C27  0.020
 L20  plan-3  N28  0.020
 L20  plan-3  C30  0.020
 L20  plan-3  C31  0.020
 L20  plan-3  C32  0.020
 L20  plan-3  C33  0.020
 L20  plan-3  C34  0.020
 L20  plan-3  C35  0.020
 L20  plan-3  H27  0.020
 L20  plan-3  H28  0.020
 L20  plan-3  H31  0.020
 L20  plan-3  H32  0.020
 L20  plan-3  H33  0.020
 L20  plan-3  H34  0.020

