# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 09:31:11 2020
#   Inital geometry file: a 151 line input string
#   Ligand name: 2-{3-[3-(piperidin-4-yl)propoxy]phenyl}-N-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1,3-thiazol-2-yl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Cc1cccc(OCCCC2CCNCC2)c1)Nc3scc(n3)c4c[nH]c5ncccc45
#
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
 504  504  2-{3-[3-(piperidin-4-yl)propoxy]phenyl}-N-[4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1,3-thiazol-2-yl]acetamide  ligand  63  34  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_504
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
 504  C1   C  CR16  0  -0.228   -2.2823   3.4085   1.0095
 504  C2   C  CR16  0  -0.318   -1.0577   3.0603   0.4671
 504  C3   C  CR6   0   0.164   -0.9404   1.8842  -0.2724
 504  C4   C  CR16  0  -0.405   -2.0506   1.0763  -0.4509
 504  C5   C  CR6   0   0.403   -3.2871   1.4285   0.0955
 504  C6   C  CR16  0  -0.394   -3.4035   2.6050   0.8310
 504  O7   O  O2    0  -0.479   -4.3019   0.5757  -0.1408
 504  C8   C  CH2   0  -0.168   -5.6047   0.9138   0.3099
 504  C9   C  CH2   0  -0.466   -6.5514  -0.1999  -0.0854
 504  C10  C  CH2   0  -0.415   -7.9857   0.1389   0.3058
 504  C11  C  CH1   0  -0.228   -8.9769  -1.0058   0.1124
 504  C12  C  CH2   0  -0.424  -10.3672  -0.6098   0.6103
 504  C13  C  CH2   0  -0.316  -11.3817  -1.7283   0.3869
 504  N14  N  NH1   0  -0.576  -11.4495  -2.1927  -0.9904
 504  C15  C  CH2   0  -0.313  -10.1357  -2.5652  -1.4915
 504  C16  C  CH2   0  -0.434   -9.0750  -1.4761  -1.3386
 504  C17  C  CH2   0  -0.706    0.3826   1.4935  -0.8607
 504  C18  C  C     0   0.580    1.2448   0.7281   0.1168
 504  O19  O  O     0  -0.441    0.8285   0.1925   1.1240
 504  N20  N  NH1   0  -0.701    2.5592   0.6563  -0.2319
 504  C21  C  CR5   0   0.290    3.5190  -0.0239   0.4760
 504  N22  N  N     0  -0.454    4.7498  -0.0556   0.0832
 504  C23  C  CR5   0   0.334    5.5267  -0.7883   0.9450
 504  C24  C  CR15  0  -0.622    4.8498  -1.3185   2.0014
 504  S25  S  S2    0   0.241    3.1850  -0.8835   1.9365
 504  C26  C  CR5   0  -0.076    6.9463  -0.9220   0.6656
 504  C27  C  CR15  0  -0.052    7.8981  -1.4558   1.4973
 504  N28  N  NR15  0  -0.663    9.1195  -1.4234   0.8989
 504  C30  C  CR56  0   0.467    9.0016  -0.8603  -0.3352
 504  C31  C  CR56  0   0.002    7.6407  -0.5268  -0.5268
 504  C32  C  CR16  0  -0.250    7.3098   0.0615  -1.7469
 504  C33  C  CR16  0  -0.338    8.3323   0.2714  -2.6556
 504  C34  C  CR16  0  -0.092    9.6420  -0.1033  -2.3367
 504  N35  N  N     0  -0.424    9.9921  -0.6673  -1.1902
 504  H1   H  HCR6  0   0.259   -2.3782   4.3225   1.5813
 504  H2   H  HCR6  0   0.249   -0.1960   3.7004   0.6104
 504  H3   H  HCR6  0   0.256   -1.9739   0.1617  -1.0281
 504  H4   H  HCR6  0   0.277   -4.3454   2.9122   1.2643
 504  H5   H  HCH2  0   0.219   -5.6128   1.0417   1.3986
 504  H6   H  HCH2  0   0.219   -5.9237   1.8642  -0.1352
 504  H7   H  HCH2  0   0.234   -6.4802  -0.3689  -1.1627
 504  H8   H  HCH2  0   0.228   -6.2436  -1.1279   0.4063
 504  H9   H  HCH2  0   0.221   -8.0092   0.4408   1.3588
 504  H10  H  HCH2  0   0.214   -8.3265   1.0097  -0.2661
 504  H11  H  HCH1  0   0.208   -8.6317  -1.8568   0.7174
 504  H12  H  HCH2  0   0.222  -10.3287  -0.3469   1.6718
 504  H13  H  HCH2  0   0.207  -10.6976   0.2890   0.0755
 504  H14  H  HCH2  0   0.211  -11.1200  -2.5834   1.0203
 504  H15  H  HCH2  0   0.231  -12.3781  -1.4055   0.6967
 504  H16  H  HNH1  0   0.335  -11.8152  -1.4423  -1.5667
 504  H18  H  HCH2  0   0.211   -9.8094  -3.4592  -0.9480
 504  H19  H  HCH2  0   0.231  -10.2308  -2.8576  -2.5396
 504  H20  H  HCH2  0   0.207   -9.3310  -0.6240  -1.9810
 504  H21  H  HCH2  0   0.229   -8.1131  -1.8566  -1.6926
 504  H22  H  HCH2  0   0.316    0.2444   0.8551  -1.7387
 504  H23  H  HCH2  0   0.301    0.9257   2.3747  -1.2106
 504  H24  H  HNH1  0   0.430    2.8826   1.1183  -1.0706
 504  H25  H  HCR5  0   0.293    5.2274  -1.9335   2.8031
 504  H26  H  HCR5  0   0.295    7.7904  -1.8610   2.4909
 504  H29  H  HNR5  0   0.415    9.9821  -1.7301   1.3191
 504  H27  H  HCR6  0   0.262    6.2923   0.3455  -1.9749
 504  H28  H  HCR6  0   0.263    8.1307   0.7270  -3.6153
 504  H30  H  HCR6  0   0.256   10.4385   0.0664  -3.0521

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
 504  C34  C33  aromatic  1.399  0.020  1.399
 504  C34  N35  aromatic  1.325  0.020  1.325
 504  C33  C32  aromatic  1.384  0.020  1.384
 504  N35  C30  aromatic  1.323  0.020  1.323
 504  C32  C31  aromatic  1.394  0.020  1.394
 504  C30  C31  aromatic  1.414  0.020  1.414
 504  C30  N28  aromatic  1.362  0.020  1.362
 504  C31  C26  aromatic  1.435  0.020  1.435
 504  N28  C27  aromatic  1.360  0.020  1.360
 504  C26  C27  aromatic  1.372  0.020  1.372
 504  C26  C23  single    1.453  0.020  1.453
 504  N22  C23  aromatic  1.372  0.020  1.372
 504  N22  C21  aromatic  1.292  0.020  1.292
 504  N20  C21  single    1.373  0.020  1.373
 504  N20  C18  single    1.362  0.020  1.362
 504  C17  C3   single    1.500  0.020  1.500
 504  C17  C18  single    1.512  0.020  1.512
 504  C23  C24  aromatic  1.362  0.020  1.362
 504  C2   C3   aromatic  1.394  0.020  1.394
 504  C2   C1   aromatic  1.384  0.020  1.384
 504  C21  S25  aromatic  1.727  0.020  1.727
 504  C3   C4   aromatic  1.385  0.020  1.385
 504  C18  O19  double    1.214  0.020  1.214
 504  C1   C6   aromatic  1.391  0.020  1.391
 504  C4   C5   aromatic  1.397  0.020  1.397
 504  C24  S25  aromatic  1.722  0.020  1.722
 504  C6   C5   aromatic  1.392  0.020  1.392
 504  C5   O7   single    1.346  0.020  1.346
 504  O7   C8   single    1.419  0.020  1.419
 504  C9   C8   single    1.514  0.020  1.514
 504  C9   C10  single    1.525  0.020  1.525
 504  C16  C15  single    1.528  0.020  1.528
 504  C16  C11  single    1.529  0.020  1.529
 504  C15  N14  single    1.455  0.020  1.455
 504  C10  C11  single    1.526  0.020  1.526
 504  C11  C12  single    1.529  0.020  1.529
 504  N14  C13  single    1.455  0.020  1.455
 504  C12  C13  single    1.527  0.020  1.527
 504  C1   H1   single    0.930  0.020  1.080
 504  C2   H2   single    0.930  0.020  1.080
 504  C4   H3   single    0.930  0.020  1.080
 504  C6   H4   single    0.930  0.020  1.080
 504  C8   H5   single    0.970  0.020  1.090
 504  C8   H6   single    0.970  0.020  1.090
 504  C9   H7   single    0.970  0.020  1.090
 504  C9   H8   single    0.970  0.020  1.090
 504  C10  H9   single    0.970  0.020  1.090
 504  C10  H10  single    0.970  0.020  1.090
 504  C11  H11  single    0.970  0.020  1.090
 504  C12  H12  single    0.970  0.020  1.090
 504  C12  H13  single    0.970  0.020  1.090
 504  C13  H14  single    0.970  0.020  1.090
 504  C13  H15  single    0.970  0.020  1.090
 504  N14  H16  single    0.890  0.020  1.040
 504  C15  H18  single    0.970  0.020  1.090
 504  C15  H19  single    0.970  0.020  1.090
 504  C16  H20  single    0.970  0.020  1.090
 504  C16  H21  single    0.970  0.020  1.090
 504  C17  H22  single    0.970  0.020  1.090
 504  C17  H23  single    0.970  0.020  1.090
 504  N20  H24  single    0.860  0.020  1.020
 504  C24  H25  single    0.930  0.020  1.080
 504  C27  H26  single    0.930  0.020  1.080
 504  N28  H29  single    0.860  0.020  1.020
 504  C32  H27  single    0.930  0.020  1.080
 504  C33  H28  single    0.930  0.020  1.080
 504  C34  H30  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
 504  H1   C1   C6   118.96  3.000
 504  H1   C1   C2   119.86  3.000
 504  C6   C1   C2   121.18  3.000
 504  H2   C2   C3   120.12  3.000
 504  H2   C2   C1   120.23  3.000
 504  C3   C2   C1   119.64  3.000
 504  C17  C3   C4   120.32  3.000
 504  C4   C3   C2   119.54  3.000
 504  C17  C3   C2   120.14  3.000
 504  H3   C4   C5   118.91  3.000
 504  H3   C4   C3   120.27  3.000
 504  C5   C4   C3   120.81  3.000
 504  O7   C5   C6   124.39  3.000
 504  O7   C5   C4   116.03  3.000
 504  C6   C5   C4   119.58  3.000
 504  H4   C6   C5   121.64  3.000
 504  H4   C6   C1   119.12  3.000
 504  C5   C6   C1   119.24  3.000
 504  C8   O7   C5   119.03  3.000
 504  H6   C8   H5   107.44  3.000
 504  H6   C8   C9   110.46  3.000
 504  H5   C8   C9   109.91  3.000
 504  H6   C8   O7   110.15  3.000
 504  H5   C8   O7   110.48  3.000
 504  C9   C8   O7   108.41  3.000
 504  H8   C9   H7   107.06  3.000
 504  H8   C9   C10  109.73  3.000
 504  H7   C9   C10  110.40  3.000
 504  H8   C9   C8   109.30  3.000
 504  H7   C9   C8   109.29  3.000
 504  C10  C9   C8   110.96  3.000
 504  H10  C10  H9   106.01  3.000
 504  H10  C10  C11  109.13  3.000
 504  H9   C10  C11  108.33  3.000
 504  H10  C10  C9   109.58  3.000
 504  H9   C10  C9   109.15  3.000
 504  C11  C10  C9   114.31  3.000
 504  H11  C11  C16  107.71  3.000
 504  H11  C11  C12  107.86  3.000
 504  C16  C11  C12  109.30  3.000
 504  H11  C11  C10  107.86  3.000
 504  C12  C11  C10  110.79  3.000
 504  C16  C11  C10  113.12  3.000
 504  H13  C12  H12  106.67  3.000
 504  H13  C12  C13  109.20  3.000
 504  H12  C12  C13  109.96  3.000
 504  H13  C12  C11  109.11  3.000
 504  H12  C12  C11  110.25  3.000
 504  C13  C12  C11  111.52  3.000
 504  H15  C13  H14  106.53  3.000
 504  H15  C13  N14  108.68  3.000
 504  H14  C13  N14  108.01  3.000
 504  H15  C13  C12  110.38  3.000
 504  H14  C13  C12  109.17  3.000
 504  N14  C13  C12  113.79  3.000
 504  H16  N14  C15  108.63  3.000
 504  H16  N14  C13  108.57  3.000
 504  C15  N14  C13  111.45  3.000
 504  H19  C15  H18  106.47  3.000
 504  H19  C15  C16  110.32  3.000
 504  H18  C15  C16  108.98  3.000
 504  H19  C15  N14  108.69  3.000
 504  H18  C15  N14  107.87  3.000
 504  C16  C15  N14  114.20  3.000
 504  H21  C16  H20  106.62  3.000
 504  H21  C16  C15  109.29  3.000
 504  H20  C16  C15  109.45  3.000
 504  H21  C16  C11  110.98  3.000
 504  H20  C16  C11  109.37  3.000
 504  C15  C16  C11  111.03  3.000
 504  H23  C17  H22  106.04  3.000
 504  H23  C17  C18  109.39  3.000
 504  H22  C17  C18  107.19  3.000
 504  H23  C17  C3   110.73  3.000
 504  H22  C17  C3   110.81  3.000
 504  C18  C17  C3   112.43  3.000
 504  N20  C18  O19  121.33  3.000
 504  O19  C18  C17  124.34  3.000
 504  N20  C18  C17  114.31  3.000
 504  H24  N20  C21  115.51  3.000
 504  H24  N20  C18  119.82  3.000
 504  C21  N20  C18  124.67  3.000
 504  S25  C21  N22  115.40  3.000
 504  S25  C21  N20  123.18  3.000
 504  N22  C21  N20  121.42  3.000
 504  C23  N22  C21  111.19  3.000
 504  C26  C23  C24  126.79  3.000
 504  C24  C23  N22  114.42  3.000
 504  C26  C23  N22  118.79  3.000
 504  H25  C24  S25  120.70  3.000
 504  H25  C24  C23  128.63  3.000
 504  S25  C24  C23  110.67  3.000
 504  C24  S25  C21   88.32  3.000
 504  C31  C26  C27  105.97  3.000
 504  C27  C26  C23  126.66  3.000
 504  C31  C26  C23  127.38  3.000
 504  H26  C27  N28  120.25  3.000
 504  H26  C27  C26  129.44  3.000
 504  N28  C27  C26  110.30  3.000
 504  H29  N28  C30  125.32  3.000
 504  H29  N28  C27  125.32  3.000
 504  C30  N28  C27  109.31  3.000
 504  N35  C30  C31  126.77  3.000
 504  C31  C30  N28  107.68  3.000
 504  N35  C30  N28  125.55  3.000
 504  C32  C31  C30  116.52  3.000
 504  C30  C31  C26  106.74  3.000
 504  C32  C31  C26  136.74  3.000
 504  H27  C32  C33  121.15  3.000
 504  H27  C32  C31  121.26  3.000
 504  C33  C32  C31  117.59  3.000
 504  H28  C33  C34  119.32  3.000
 504  H28  C33  C32  120.58  3.000
 504  C34  C33  C32  120.09  3.000
 504  H30  C34  N35  116.34  3.000
 504  H30  C34  C33  119.70  3.000
 504  N35  C34  C33  123.96  3.000
 504  C34  N35  C30  115.07  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
 504  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 504  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 504  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 504  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 504  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 504  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 504  CONST_07  C26  C23  N22  C21   180.00   0.0  0
 504  CONST_08  C24  C23  N22  C21     0.00   0.0  0
 504  CONST_09  C23  C24  S25  C21     0.00   0.0  0
 504  CONST_10  C31  C26  C23  N22     0.00   0.0  0
 504  CONST_11  C27  C26  C23  N22   180.00   0.0  0
 504  CONST_12  S25  C24  C23  N22     0.00   0.0  0
 504  CONST_13  C24  S25  C21  N22     0.00   0.0  0
 504  CONST_14  C32  C31  C26  C23     0.00   0.0  0
 504  CONST_15  C30  C31  C26  C23   180.00   0.0  0
 504  CONST_16  N28  C27  C26  C23   180.00   0.0  0
 504  CONST_17  S25  C21  N22  C23     0.00   0.0  0
 504  CONST_18  C31  C26  C23  C24   180.00   0.0  0
 504  CONST_19  C27  C26  C23  C24     0.00   0.0  0
 504  CONST_20  C26  C23  C24  S25   180.00   0.0  0
 504  CONST_21  C33  C32  C31  C26   180.00   0.0  0
 504  CONST_22  N35  C30  C31  C26   180.00   0.0  0
 504  CONST_23  N28  C30  C31  C26     0.00   0.0  0
 504  CONST_24  C30  N28  C27  C26     0.00   0.0  0
 504  CONST_25  N35  C30  N28  C27   180.00   0.0  0
 504  CONST_26  C31  C30  N28  C27     0.00   0.0  0
 504  CONST_27  C32  C31  C26  C27   180.00   0.0  0
 504  CONST_28  C30  C31  C26  C27     0.00   0.0  0
 504  CONST_29  C34  N35  C30  N28   180.00   0.0  0
 504  CONST_30  C32  C31  C30  N28   180.00   0.0  0
 504  CONST_31  C31  C26  C27  N28     0.00   0.0  0
 504  CONST_32  C33  C34  N35  C30     0.00   0.0  0
 504  CONST_33  C33  C32  C31  C30     0.00   0.0  0
 504  CONST_34  C34  C33  C32  C31     0.00   0.0  0
 504  CONST_35  C34  N35  C30  C31     0.00   0.0  0
 504  CONST_36  N35  C34  C33  C32     0.00   0.0  0
 504  CONST_37  N35  C30  C31  C32     0.00   0.0  0
 504  CONST_38  C17  C3   C2   C1    180.00   0.0  0
 504  CONST_39  O7   C5   C6   C1    180.00   0.0  0
 504  CONST_40  O7   C5   C4   C3    180.00   0.0  0
 504  CONST_41  C17  C3   C4   C5    180.00   0.0  0
 504  CONST_42  C23  N22  C21  N20   180.00   0.0  0
 504  CONST_43  C24  S25  C21  N20   180.00   0.0  0
 504  CONST_44  H3   C4   C3   C2    180.00   0.0  0
 504  CONST_45  H4   C6   C1   C2    180.00   0.0  0
 504  CONST_46  H1   C1   C2   C3    180.00   0.0  0
 504  CONST_47  H2   C2   C3   C4    180.00   0.0  0
 504  CONST_48  H25  C24  S25  C21   180.00   0.0  0
 504  CONST_49  H26  C27  C26  C23     0.00   0.0  0
 504  CONST_50  H27  C32  C31  C26     0.00   0.0  0
 504  CONST_51  H29  N28  C27  C26   180.00   0.0  0
 504  CONST_52  H30  C34  N35  C30   180.00   0.0  0
 504  CONST_53  H28  C33  C32  C31   180.00   0.0  0
 504  CONST_54  N22  C21  N20  C18   180.00   0.0  0
 504  CONST_55  S25  C21  N20  C18     0.00   0.0  0
 504  CONST_56  H24  N20  C21  N22     0.00   0.0  0
 504  CONST_57  C21  N20  C18  C17   180.00   0.0  0
 504  CONST_58  C21  N20  C18  O19     0.00   0.0  0
 504  Var_01    N14  C15  C16  C11    54.45  30.0  1
 504  Var_02    N14  C13  C12  C11   -54.32  30.0  1
 504  Var_03    C15  N14  C13  C12    53.24  30.0  1
 504  Var_04    C16  C15  N14  C13   -53.54  30.0  1
 504  Var_05    C18  C17  C3   C2     85.74  30.0  2
 504  Var_06    N20  C18  C17  C3   -163.72  30.0  3
 504  Var_07    C9   C8   O7   C5    179.74  30.0  3
 504  Var_08    C11  C10  C9   C8   -172.28  30.0  3
 504  Var_09    C10  C9   C8   O7   -176.95  30.0  2

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
 504  chir_01  C11  C16  C10  C12  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
 504  plan-1  N20  0.020
 504  plan-1  C21  0.020
 504  plan-1  N22  0.020
 504  plan-1  C23  0.020
 504  plan-1  C24  0.020
 504  plan-1  S25  0.020
 504  plan-1  C26  0.020
 504  plan-1  H25  0.020
 504  plan-2  C1   0.020
 504  plan-2  C2   0.020
 504  plan-2  C3   0.020
 504  plan-2  C4   0.020
 504  plan-2  C5   0.020
 504  plan-2  C6   0.020
 504  plan-2  O7   0.020
 504  plan-2  C17  0.020
 504  plan-2  H1   0.020
 504  plan-2  H2   0.020
 504  plan-2  H3   0.020
 504  plan-2  H4   0.020
 504  plan-3  C23  0.020
 504  plan-3  C26  0.020
 504  plan-3  C27  0.020
 504  plan-3  N28  0.020
 504  plan-3  C30  0.020
 504  plan-3  C31  0.020
 504  plan-3  C32  0.020
 504  plan-3  C33  0.020
 504  plan-3  C34  0.020
 504  plan-3  N35  0.020
 504  plan-3  H26  0.020
 504  plan-3  H29  0.020
 504  plan-3  H27  0.020
 504  plan-3  H28  0.020
 504  plan-3  H30  0.020
 504  plan-4  C17  0.020
 504  plan-4  C18  0.020
 504  plan-4  O19  0.020
 504  plan-4  N20  0.020
 504  plan-4  C21  0.020
 504  plan-4  H24  0.020

