# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 14:36:03 2020
#   Inital geometry file: a 150 line input string
#   Ligand name: 4-({2-[(4-chloro-3-{[(2S)-1-methylpyrrolidin-2-yl]methoxy}phenyl)amino]-1,3-benzoxazol-5-yl}oxy)-N-methylpyridine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1cc(Oc2ccc3oc(Nc4ccc(Cl)c(OC[C@@H]5CCCN5C)c4)nc3c2)ccn1
#
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
 857  857  4-({2-[(4-chloro-3-{[(2S)-1-methylpyrrolidin-2-yl]methoxy}phenyl)amino]-1,3-benzoxazol-5-yl}oxy)-N-methylpyridine-2-carboxamide  ligand  62  36  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_857
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
 857  C21   C   CR16  0  -0.201  -3.4564   2.6517   1.1901
 857  C24   C   CR16  0  -0.337  -2.3396   2.3925   0.4087
 857  C25   C   CR6   0   0.392  -2.3079   1.2351  -0.3604
 857  C6    C   CR16  0  -0.483  -3.3978   0.3639  -0.3614
 857  C7    C   CR6   0   0.490  -4.5249   0.6342   0.4059
 857  C10   C   CR6   0  -0.179  -4.5351   1.7915   1.1935
 857  C11   C   CR6   0   0.124   7.0188  -1.4311   0.2211
 857  N3    N   N     0  -0.452   8.3056  -1.3537  -0.0931
 857  C12   C   CR16  0  -0.396   6.0909  -0.4411  -0.0630
 857  C13   C   CR6   0   0.471   6.5417   0.6982  -0.7193
 857  C8    C   CR16  0  -0.389   7.8887   0.7918  -1.0551
 857  C9    C   CR16  0  -0.059   8.7207  -0.2595  -0.7185
 857  C14   C   CR16  0  -0.385   3.4988   1.2071  -1.5977
 857  C15   C   CR56  0   0.176   2.1672   1.2521  -1.2097
 857  C16   C   CR56  0   0.356   1.8291   1.7842   0.0316
 857  C17   C   CR16  0  -0.336   2.7339   2.2927   0.9308
 857  C1    C   CR16  0  -0.320   4.0694   2.2477   0.5403
 857  C18   C   CR6   0   0.292   4.4230   1.7183  -0.6981
 857  C19   C   CR5   0   0.706   0.0745   1.1395  -1.0147
 857  N2    N   NH1   0  -0.794  -1.2351   0.9042  -1.1965
 857  N4    N   N     0  -0.505   1.0171   0.8531  -1.8564
 857  CL    CL  CL    0  -0.107  -5.9207   2.1353   2.1685
 857  O4    O   O     0  -0.456   0.4708   1.6981   0.1429
 857  O2    O   O     0  -0.488   5.3803  -2.8237   1.2496
 857  N5    N   NH1   0  -0.633   7.5075  -3.5759   1.1593
 857  C22   C   CH3   0  -0.515   7.2500  -4.8292   1.8244
 857  O3    O   O2    0  -0.457  -5.6058  -0.1445   0.4626
 857  C23   C   CH2   0  -0.166  -5.6628  -1.3217  -0.3289
 857  N1    N   NR5   0  -0.421  -8.1049  -1.1042  -0.5749
 857  C2    C   CH2   0  -0.262  -8.9778  -1.8567  -1.4595
 857  C3    C   CH2   0  -0.458  -8.0316  -2.8142  -2.1590
 857  C4    C   CH2   0  -0.492  -7.1214  -3.2384  -1.0081
 857  C5    C   CR15  0  -0.088  -7.0171  -1.9767  -0.1318
 857  C26   C   CH3   0  -0.527  -8.8081  -0.4004   0.4700
 857  H21   H   HCR6  0   0.285  -3.4861   3.5495   1.7926
 857  H24   H   HCR6  0   0.277  -1.5316   3.1072   0.3996
 857  H6    H   HCR6  0   0.304  -3.3500  -0.5340  -0.9638
 857  H12   H   HCR6  0   0.293   5.0574  -0.5735   0.2234
 857  H8    H   HCR6  0   0.290   8.2779   1.6629  -1.5642
 857  H9    H   HCR6  0   0.276   9.7741  -0.2112  -0.9673
 857  H14   H   HCR6  0   0.283   3.8049   0.8025  -2.5534
 857  H17   H   HCR6  0   0.287   2.4386   2.7038   1.8861
 857  H1    H   HCR6  0   0.282   4.8372   2.6323   1.1984
 857  HN2   H   HNH1  0   0.429  -1.4416   0.3351  -2.0041
 857  HN5   H   HNH1  0   0.408   8.4417  -3.3560   0.8513
 857  H221  H   HCH3  0   0.240   6.8392  -4.6761   2.8229
 857  H222  H   HCH3  0   0.240   6.5523  -5.4494   1.2602
 857  H223  H   HCH3  0   0.253   8.1887  -5.3669   1.9188
 857  H231  H   HCH2  0   0.225  -5.5227  -1.0765  -1.3883
 857  H232  H   HCH2  0   0.228  -4.8676  -2.0138  -0.0286
 857  H21A  H   HCH2  0   0.187  -9.7436  -2.4260  -0.9057
 857  H22   H   HCH2  0   0.230  -9.5060  -1.1881  -2.1442
 857  H31   H   HCH2  0   0.240  -8.5462  -3.6536  -2.6259
 857  H32   H   HCH2  0   0.229  -7.4665  -2.2931  -2.9349
 857  H41   H   HCH2  0   0.244  -7.5909  -4.0441  -0.4416
 857  H42   H   HCH2  0   0.246  -6.1481  -3.6052  -1.3391
 857  H5    H   HCR5  0   0.231  -7.1245  -2.2433   0.9286
 857  H261  H   HCH3  0   0.189  -9.3553  -1.0719   1.1501
 857  H262  H   HCH3  0   0.236  -8.1210   0.1970   1.0659
 857  H263  H   HCH3  0   0.227  -9.5361   0.2820   0.0272
 857  O1    O   O2    0  -0.501   5.7545   1.7345  -1.0620
 857  C20   C   C     0   0.539   6.5525  -2.6769   0.9272

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
 857  C22  N5    single    1.442  0.020  1.442
 857  O2   C20   double    1.225  0.020  1.225
 857  N5   C20   single    1.332  0.020  1.332
 857  C20  C11   single    1.506  0.020  1.506
 857  C11  N3    aromatic  1.327  0.020  1.327
 857  C11  C12   aromatic  1.386  0.020  1.386
 857  N3   C9    aromatic  1.327  0.020  1.327
 857  C12  C13   aromatic  1.390  0.020  1.390
 857  C9   C8    aromatic  1.382  0.020  1.382
 857  C13  C8    aromatic  1.391  0.020  1.391
 857  C13  O1    single    1.346  0.020  1.346
 857  O1   C18   single    1.380  0.020  1.380
 857  C1   C18   aromatic  1.392  0.020  1.392
 857  C1   C17   aromatic  1.392  0.020  1.392
 857  C18  C14   aromatic  1.387  0.020  1.387
 857  C17  C16   aromatic  1.373  0.020  1.373
 857  C14  C15   aromatic  1.388  0.020  1.388
 857  C16  C15   aromatic  1.392  0.020  1.392
 857  C16  O4    aromatic  1.366  0.020  1.366
 857  C15  N4    aromatic  1.378  0.020  1.378
 857  O4   C19   aromatic  1.345  0.020  1.345
 857  N4   C19   aromatic  1.296  0.020  1.296
 857  C19  N2    single    1.343  0.020  1.343
 857  N2   C25   single    1.400  0.020  1.400
 857  C25  C24   aromatic  1.390  0.020  1.390
 857  C25  C6    aromatic  1.395  0.020  1.395
 857  C24  C21   aromatic  1.387  0.020  1.387
 857  C6   C7    aromatic  1.390  0.020  1.390
 857  C21  C10   aromatic  1.380  0.020  1.380
 857  C7   C10   aromatic  1.400  0.020  1.400
 857  C7   O3    single    1.333  0.020  1.333
 857  C10  CL    single    1.729  0.020  1.729
 857  C23  O3    single    1.420  0.020  1.420
 857  C23  C5    single    1.517  0.020  1.517
 857  C5   N1    single    1.463  0.020  1.463
 857  C5   C4    single    1.540  0.020  1.540
 857  C26  N1    single    1.443  0.020  1.443
 857  N1   C2    single    1.453  0.020  1.453
 857  C4   C3    single    1.527  0.020  1.527
 857  C2   C3    single    1.517  0.020  1.517
 857  C21  H21   single    0.930  0.020  1.080
 857  C24  H24   single    0.930  0.020  1.080
 857  C6   H6    single    0.930  0.020  1.080
 857  C12  H12   single    0.930  0.020  1.080
 857  C8   H8    single    0.930  0.020  1.080
 857  C9   H9    single    0.930  0.020  1.080
 857  C14  H14   single    0.930  0.020  1.080
 857  C17  H17   single    0.930  0.020  1.080
 857  C1   H1    single    0.930  0.020  1.080
 857  N2   HN2   single    0.860  0.020  1.020
 857  N5   HN5   single    0.860  0.020  1.020
 857  C22  H221  single    0.970  0.020  1.090
 857  C22  H222  single    0.970  0.020  1.090
 857  C22  H223  single    0.970  0.020  1.090
 857  C23  H231  single    0.970  0.020  1.090
 857  C23  H232  single    0.970  0.020  1.090
 857  C2   H21A  single    0.970  0.020  1.090
 857  C2   H22   single    0.970  0.020  1.090
 857  C3   H31   single    0.970  0.020  1.090
 857  C3   H32   single    0.970  0.020  1.090
 857  C4   H41   single    0.970  0.020  1.090
 857  C4   H42   single    0.970  0.020  1.090
 857  C5   H5    single    0.970  0.020  1.090
 857  C26  H261  single    0.970  0.020  1.090
 857  C26  H262  single    0.970  0.020  1.090
 857  C26  H263  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
 857  H21   C21  C10   119.65  3.000
 857  H21   C21  C24   119.40  3.000
 857  C10   C21  C24   120.94  3.000
 857  H24   C24  C25   121.99  3.000
 857  H24   C24  C21   118.94  3.000
 857  C25   C24  C21   119.05  3.000
 857  N2    C25  C6    116.79  3.000
 857  C6    C25  C24   120.16  3.000
 857  N2    C25  C24   123.01  3.000
 857  H6    C6   C7    120.29  3.000
 857  H6    C6   C25   118.94  3.000
 857  C7    C6   C25   120.77  3.000
 857  O3    C7   C10   116.93  3.000
 857  O3    C7   C6    124.56  3.000
 857  C10   C7   C6    118.51  3.000
 857  CL    C10  C7    119.18  3.000
 857  CL    C10  C21   120.26  3.000
 857  C7    C10  C21   120.55  3.000
 857  C20   C11  C12   118.65  3.000
 857  C12   C11  N3    123.98  3.000
 857  C20   C11  N3    117.36  3.000
 857  C9    N3   C11   117.58  3.000
 857  H12   C12  C13   122.39  3.000
 857  H12   C12  C11   119.90  3.000
 857  C13   C12  C11   117.71  3.000
 857  O1    C13  C8    116.94  3.000
 857  O1    C13  C12   124.17  3.000
 857  C8    C13  C12   118.89  3.000
 857  H8    C8   C9    120.70  3.000
 857  H8    C8   C13   121.08  3.000
 857  C9    C8   C13   118.21  3.000
 857  H9    C9   C8    119.69  3.000
 857  H9    C9   N3    116.69  3.000
 857  C8    C9   N3    123.62  3.000
 857  H14   C14  C18   121.47  3.000
 857  H14   C14  C15   122.04  3.000
 857  C18   C14  C15   116.49  3.000
 857  N4    C15  C16   109.04  3.000
 857  N4    C15  C14   131.31  3.000
 857  C16   C15  C14   119.65  3.000
 857  O4    C16  C17   128.71  3.000
 857  O4    C16  C15   106.86  3.000
 857  C17   C16  C15   124.43  3.000
 857  H17   C17  C1    121.48  3.000
 857  H17   C17  C16   122.65  3.000
 857  C1    C17  C16   115.87  3.000
 857  H1    C1   C18   119.74  3.000
 857  H1    C1   C17   119.91  3.000
 857  C18   C1   C17   120.35  3.000
 857  O1    C18  C1    118.35  3.000
 857  C1    C18  C14   123.21  3.000
 857  O1    C18  C14   118.42  3.000
 857  O4    C19  N4    115.88  3.000
 857  N4    C19  N2    125.64  3.000
 857  O4    C19  N2    118.47  3.000
 857  HN2   N2   C19   114.00  3.000
 857  HN2   N2   C25   117.02  3.000
 857  C19   N2   C25   128.69  3.000
 857  C19   N4   C15   103.78  3.000
 857  C19   O4   C16   104.43  3.000
 857  HN5   N5   C22   119.74  3.000
 857  HN5   N5   C20   117.64  3.000
 857  C22   N5   C20   122.62  3.000
 857  H223  C22  H222  108.44  3.000
 857  H223  C22  H221  108.40  3.000
 857  H222  C22  H221  108.21  3.000
 857  H223  C22  N5    108.43  3.000
 857  H222  C22  N5    111.70  3.000
 857  H221  C22  N5    111.57  3.000
 857  C23   O3   C7    119.54  3.000
 857  H232  C23  H231  108.26  3.000
 857  H232  C23  C5    109.84  3.000
 857  H231  C23  C5    109.64  3.000
 857  H232  C23  O3    109.98  3.000
 857  H231  C23  O3    110.37  3.000
 857  C5    C23  O3    108.74  3.000
 857  C26   N1   C5    115.72  3.000
 857  C26   N1   C2    113.63  3.000
 857  C5    N1   C2    108.79  3.000
 857  H22   C2   H21A  107.14  3.000
 857  H22   C2   C3    113.49  3.000
 857  H21A  C2   C3    109.79  3.000
 857  H22   C2   N1    110.79  3.000
 857  H21A  C2   N1    112.25  3.000
 857  C3    C2   N1    103.47  3.000
 857  H32   C3   H31   107.91  3.000
 857  H32   C3   C4    111.07  3.000
 857  H31   C3   C4    112.97  3.000
 857  H32   C3   C2    110.43  3.000
 857  H31   C3   C2    112.91  3.000
 857  C4    C3   C2    101.51  3.000
 857  H42   C4   H41   107.04  3.000
 857  H42   C4   C5    112.80  3.000
 857  H41   C4   C5    109.80  3.000
 857  H42   C4   C3    113.34  3.000
 857  H41   C4   C3    109.87  3.000
 857  C5    C4   C3    103.98  3.000
 857  H5    C5   C4    110.11  3.000
 857  H5    C5   N1    111.36  3.000
 857  C4    C5   N1    105.42  3.000
 857  H5    C5   C23   108.50  3.000
 857  C4    C5   C23   109.89  3.000
 857  N1    C5   C23   111.52  3.000
 857  H263  C26  H262  107.47  3.000
 857  H263  C26  H261  107.47  3.000
 857  H262  C26  H261  108.07  3.000
 857  H263  C26  N1    109.65  3.000
 857  H262  C26  N1    110.90  3.000
 857  H261  C26  N1    113.08  3.000
 857  C18   O1   C13   119.21  3.000
 857  N5    C20  O2    124.02  3.000
 857  N5    C20  C11   114.71  3.000
 857  O2    C20  C11   121.27  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
 857  CONST_01  C6    C25  C24  C21     0.00   0.0  0
 857  CONST_02  C6    C7   C10  C21     0.00   0.0  0
 857  CONST_03  C7    C6   C25  C24     0.00   0.0  0
 857  CONST_04  C7    C10  C21  C24     0.00   0.0  0
 857  CONST_05  C10   C21  C24  C25     0.00   0.0  0
 857  CONST_06  C10   C7   C6   C25     0.00   0.0  0
 857  CONST_07  C8    C9   N3   C11     0.00   0.0  0
 857  CONST_08  C8    C13  C12  C11     0.00   0.0  0
 857  CONST_09  C13   C12  C11  N3      0.00   0.0  0
 857  CONST_10  C13   C8   C9   N3      0.00   0.0  0
 857  CONST_11  C9    N3   C11  C12     0.00   0.0  0
 857  CONST_12  C9    C8   C13  C12     0.00   0.0  0
 857  CONST_13  C17   C1   C18  C14     0.00   0.0  0
 857  CONST_14  C17   C16  C15  C14     0.00   0.0  0
 857  CONST_15  O4    C16  C15  C14   180.00   0.0  0
 857  CONST_16  C19   N4   C15  C14   180.00   0.0  0
 857  CONST_17  C1    C18  C14  C15     0.00   0.0  0
 857  CONST_18  C1    C17  C16  C15     0.00   0.0  0
 857  CONST_19  C19   O4   C16  C15     0.00   0.0  0
 857  CONST_20  O4    C19  N4   C15     0.00   0.0  0
 857  CONST_21  C18   C1   C17  C16     0.00   0.0  0
 857  CONST_22  C18   C14  C15  C16     0.00   0.0  0
 857  CONST_23  C19   N4   C15  C16     0.00   0.0  0
 857  CONST_24  N4    C19  O4   C16     0.00   0.0  0
 857  CONST_25  N4    C15  C16  C17   180.00   0.0  0
 857  CONST_26  C19   O4   C16  C17   180.00   0.0  0
 857  CONST_27  O4    C16  C17  C1    180.00   0.0  0
 857  CONST_28  N4    C15  C14  C18   180.00   0.0  0
 857  CONST_29  O4    C16  C15  N4      0.00   0.0  0
 857  CONST_30  N2    C25  C24  C21   180.00   0.0  0
 857  CONST_31  O3    C7   C10  C21   180.00   0.0  0
 857  CONST_32  CL    C10  C21  C24   180.00   0.0  0
 857  CONST_33  O3    C7   C6   C25   180.00   0.0  0
 857  CONST_34  CL    C10  C7   C6    180.00   0.0  0
 857  CONST_35  N2    C25  C6   C7    180.00   0.0  0
 857  CONST_36  O1    C13  C12  C11   180.00   0.0  0
 857  CONST_37  C20   C11  C12  C13   180.00   0.0  0
 857  CONST_38  C20   C11  N3   C9    180.00   0.0  0
 857  CONST_39  O1    C13  C8   C9    180.00   0.0  0
 857  CONST_40  O1    C18  C14  C15   180.00   0.0  0
 857  CONST_41  N2    C19  N4   C15   180.00   0.0  0
 857  CONST_42  N2    C19  O4   C16   180.00   0.0  0
 857  CONST_43  O1    C18  C1   C17   180.00   0.0  0
 857  CONST_44  H6    C6   C25  C24   180.00   0.0  0
 857  CONST_45  H21   C21  C24  C25   180.00   0.0  0
 857  CONST_46  H24   C24  C25  C6    180.00   0.0  0
 857  CONST_47  H9    C9   N3   C11   180.00   0.0  0
 857  CONST_48  H12   C12  C11  N3    180.00   0.0  0
 857  CONST_49  H8    C8   C9   N3    180.00   0.0  0
 857  CONST_50  H1    C1   C18  C14   180.00   0.0  0
 857  CONST_51  H17   C17  C16  C15   180.00   0.0  0
 857  CONST_52  H14   C14  C15  C16   180.00   0.0  0
 857  CONST_53  C22   N5   C20  C11   180.00   0.0  0
 857  CONST_54  HN5   N5   C20  C11     0.00   0.0  0
 857  CONST_55  C22   N5   C20  O2      0.00   0.0  0
 857  Var_01    C4    C3   C2   N1     40.98  30.0  1
 857  Var_02    C5    C4   C3   C2    -34.29  30.0  1
 857  Var_03    C5    N1   C2   C3    -32.61  30.0  1
 857  Var_04    C19   N2   C25  C24    34.55  30.0  1
 857  Var_05    O4    C19  N2   C25     4.21  30.0  2
 857  Var_06    C1    C18  O1   C13    88.73  30.0  2
 857  Var_07    C5    C23  O3   C7   -177.08  30.0  1
 857  Var_08    O2    C20  C11  N3   -179.95  30.0  2
 857  Var_09    H261  C26  N1   C2     62.02  30.0  3
 857  Var_10    H221  C22  N5   C20   -59.00  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
 857  chir_01  C5  C23  N1  C4  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
 857  plan-1  C21  0.020
 857  plan-1  C24  0.020
 857  plan-1  C25  0.020
 857  plan-1  C6   0.020
 857  plan-1  C7   0.020
 857  plan-1  C10  0.020
 857  plan-1  N2   0.020
 857  plan-1  CL   0.020
 857  plan-1  O3   0.020
 857  plan-1  H21  0.020
 857  plan-1  H24  0.020
 857  plan-1  H6   0.020
 857  plan-2  C11  0.020
 857  plan-2  N3   0.020
 857  plan-2  C12  0.020
 857  plan-2  C13  0.020
 857  plan-2  C8   0.020
 857  plan-2  C9   0.020
 857  plan-2  H12  0.020
 857  plan-2  H8   0.020
 857  plan-2  H9   0.020
 857  plan-2  O1   0.020
 857  plan-2  C20  0.020
 857  plan-3  C14  0.020
 857  plan-3  C15  0.020
 857  plan-3  C16  0.020
 857  plan-3  C17  0.020
 857  plan-3  C1   0.020
 857  plan-3  C18  0.020
 857  plan-3  C19  0.020
 857  plan-3  N2   0.020
 857  plan-3  N4   0.020
 857  plan-3  O4   0.020
 857  plan-3  H14  0.020
 857  plan-3  H17  0.020
 857  plan-3  H1   0.020
 857  plan-3  O1   0.020
 857  plan-4  C11  0.020
 857  plan-4  O2   0.020
 857  plan-4  N5   0.020
 857  plan-4  C22  0.020
 857  plan-4  HN5  0.020
 857  plan-4  C20  0.020

