# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 07:53:33 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: N-(5-chloro-1,3-benzodioxol-4-yl)-6-methoxy-7-(3-piperidin-1-ylpropoxy)quinazolin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2c(Nc3c(Cl)ccc4OCOc34)ncnc2cc1OCCCN5CCCCC5
#
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
 7X1  7X1  N-(5-chloro-1,3-benzodioxol-4-yl)-6-methoxy-7-(3-piperidin-1-ylpropoxy)quinazolin-4-amine  ligand  60  33  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7X1
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
 7X1  C1    C   CH3   0  -0.445   9.5938  10.6984  10.5271
 7X1  O2    O   O2    0  -0.456  10.9562  10.8311  10.8831
 7X1  C3    C   CR6   0   0.334  11.5836   9.7643  11.3942
 7X1  C4    C   CR16  0  -0.473  11.0174   8.5377  11.6140
 7X1  C5    C   CR66  0   0.009  11.7839   7.4780  12.1510
 7X1  C6    C   CR6   0   0.505  11.2972   6.1591  12.3951
 7X1  N7    N   NH1   0  -0.764  10.0123   5.8298  12.1004
 7X1  C8    C   CR6   0   0.318   9.4763   4.5605  12.3242
 7X1  C9    C   CR56  0   0.297   9.4066   4.0061  13.5833
 7X1  O10   O   O     0  -0.467   9.7911   4.5535  14.7520
 7X1  C11   C   CH2   0   0.067   9.6999   3.5130  15.7182
 7X1  O12   O   O     0  -0.484   8.9170   2.4799  15.1342
 7X1  C13   C   CR56  0   0.309   8.8654   2.7516  13.8089
 7X1  C14   C   CR16  0  -0.357   8.3326   1.9933  12.7968
 7X1  C15   C   CR16  0  -0.252   8.3727   2.5381  11.5098
 7X1  C16   C   CR6   0  -0.135   8.9392   3.7788  11.2858
 7X1  CL1   CL  CL    0  -0.111   9.0018   4.4082   9.6737
 7X1  N18   N   N     0  -0.457  12.0709   5.2258  12.9064
 7X1  C19   C   CR16  0   0.032  13.3338   5.5607  13.1926
 7X1  N20   N   N     0  -0.461  13.9104   6.7154  13.0129
 7X1  C21   C   CR66  0   0.244  13.1326   7.6931  12.4812
 7X1  C22   C   CR16  0  -0.469  13.7038   8.9643  12.2602
 7X1  C23   C   CR6   0   0.349  12.9600   9.9840  11.7263
 7X1  O24   O   O2    0  -0.453  13.4057  11.2161  11.4800
 7X1  C25   C   CH2   0  -0.201  14.7482  11.5347  11.8309
 7X1  C26   C   CH2   0  -0.480  15.0215  12.9761  11.4678
 7X1  C27   C   CH2   0  -0.252  14.9361  13.2505   9.9707
 7X1  N28   N   NT    0  -0.421  15.2763  14.6195   9.6289
 7X1  C29   C   CH2   0  -0.285  16.7036  14.8747   9.7383
 7X1  C30   C   CH2   0  -0.435  17.0339  16.3358   9.4722
 7X1  C31   C   CH2   0  -0.439  16.5236  16.7676   8.1049
 7X1  C32   C   CH2   0  -0.437  15.0433  16.4333   7.9813
 7X1  C33   C   CH2   0  -0.277  14.7922  14.9676   8.3023
 7X1  H1C1  H   HCH3  0   0.234   8.9694  10.4611  11.3922
 7X1  H1C2  H   HCH3  0   0.266   9.2859  11.6596  10.1245
 7X1  H1C3  H   HCH3  0   0.233   9.4469   9.9305   9.7630
 7X1  H4    H   HCR6  0   0.281   9.9721   8.3927  11.3789
 7X1  H7    H   HNH1  0   0.413   9.4728   6.4532  11.5226
 7X1  H111  H   HCH2  0   0.238  10.7008   3.1357  15.9520
 7X1  H112  H   HCH2  0   0.251   9.2098   3.8869  16.6158
 7X1  H14   H   HCR6  0   0.285   7.8947   1.0215  12.9764
 7X1  H15   H   HCR6  0   0.285   7.9692   1.9753  10.6798
 7X1  H19   H   HCR6  0   0.246  13.9417   4.7677  13.6168
 7X1  H22   H   HCR6  0   0.287  14.7428   9.0950  12.5285
 7X1  H251  H   HCH2  0   0.246  14.8949  11.3835  12.9052
 7X1  H252  H   HCH2  0   0.230  15.4415  10.8694  11.3036
 7X1  H261  H   HCH2  0   0.237  14.3365  13.6361  12.0062
 7X1  H262  H   HCH2  0   0.244  16.0232  13.1929  11.8457
 7X1  H271  H   HCH2  0   0.187  15.5707  12.5274   9.4273
 7X1  H272  H   HCH2  0   0.232  13.9114  13.0686   9.6384
 7X1  H291  H   HCH2  0   0.236  17.0473  14.6109  10.7401
 7X1  H292  H   HCH2  0   0.182  17.2715  14.2386   9.0342
 7X1  H331  H   HCH2  0   0.180  15.2680  14.3433   7.5233
 7X1  H332  H   HCH2  0   0.231  13.7204  14.7584   8.2583
 7X1  H301  H   HCH2  0   0.214  16.5754  16.9536  10.2506
 7X1  H302  H   HCH2  0   0.229  18.1143  16.4778   9.5481
 7X1  H311  H   HCH2  0   0.230  16.6951  17.8343   7.9445
 7X1  H312  H   HCH2  0   0.209  17.0815  16.2383   7.3247
 7X1  H321  H   HCH2  0   0.213  14.4660  17.0556   8.6716
 7X1  H322  H   HCH2  0   0.229  14.6765  16.6491   6.9752

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
 7X1  C1   O2    single    1.414  0.020  1.414
 7X1  O2   C3    single    1.339  0.020  1.339
 7X1  C3   C4    aromatic  1.369  0.020  1.369
 7X1  C3   C23   aromatic  1.433  0.020  1.433
 7X1  C4   C5    aromatic  1.414  0.020  1.414
 7X1  C5   C6    aromatic  1.427  0.020  1.427
 7X1  C5   C21   aromatic  1.405  0.020  1.405
 7X1  C6   N7    single    1.359  0.020  1.359
 7X1  C6   N18   aromatic  1.316  0.020  1.316
 7X1  N7   C8    single    1.396  0.020  1.396
 7X1  C8   C9    aromatic  1.378  0.020  1.378
 7X1  C8   C16   aromatic  1.406  0.020  1.406
 7X1  C9   O10   single    1.347  0.020  1.347
 7X1  C9   C13   aromatic  1.385  0.020  1.385
 7X1  O10  C11   single    1.423  0.020  1.423
 7X1  C11  O12   single    1.422  0.020  1.422
 7X1  O12  C13   single    1.354  0.020  1.354
 7X1  C13  C14   aromatic  1.372  0.020  1.372
 7X1  C14  C15   aromatic  1.398  0.020  1.398
 7X1  C15  C16   aromatic  1.382  0.020  1.382
 7X1  C16  CL1   single    1.732  0.020  1.732
 7X1  N18  C19   aromatic  1.337  0.020  1.337
 7X1  C19  N20   aromatic  1.303  0.020  1.303
 7X1  N20  C21   aromatic  1.358  0.020  1.358
 7X1  C21  C22   aromatic  1.411  0.020  1.411
 7X1  C22  C23   aromatic  1.370  0.020  1.370
 7X1  C23  O24   single    1.333  0.020  1.333
 7X1  O24  C25   single    1.424  0.020  1.424
 7X1  C25  C26   single    1.511  0.020  1.511
 7X1  C26  C27   single    1.524  0.020  1.524
 7X1  C27  N28   single    1.451  0.020  1.451
 7X1  N28  C29   single    1.454  0.020  1.454
 7X1  N28  C33   single    1.454  0.020  1.454
 7X1  C29  C30   single    1.521  0.020  1.521
 7X1  C30  C31   single    1.522  0.020  1.522
 7X1  C31  C32   single    1.523  0.020  1.523
 7X1  C32  C33   single    1.521  0.020  1.521
 7X1  C1   H1C1  single    0.970  0.020  1.090
 7X1  C1   H1C2  single    0.970  0.020  1.090
 7X1  C1   H1C3  single    0.970  0.020  1.090
 7X1  C4   H4    single    0.930  0.020  1.080
 7X1  N7   H7    single    0.860  0.020  1.020
 7X1  C11  H111  single    0.970  0.020  1.090
 7X1  C11  H112  single    0.970  0.020  1.090
 7X1  C14  H14   single    0.930  0.020  1.080
 7X1  C15  H15   single    0.930  0.020  1.080
 7X1  C19  H19   single    0.930  0.020  1.080
 7X1  C22  H22   single    0.930  0.020  1.080
 7X1  C25  H251  single    0.970  0.020  1.090
 7X1  C25  H252  single    0.970  0.020  1.090
 7X1  C26  H261  single    0.970  0.020  1.090
 7X1  C26  H262  single    0.970  0.020  1.090
 7X1  C27  H271  single    0.970  0.020  1.090
 7X1  C27  H272  single    0.970  0.020  1.090
 7X1  C29  H291  single    0.970  0.020  1.090
 7X1  C29  H292  single    0.970  0.020  1.090
 7X1  C33  H331  single    0.970  0.020  1.090
 7X1  C33  H332  single    0.970  0.020  1.090
 7X1  C30  H301  single    0.970  0.020  1.090
 7X1  C30  H302  single    0.970  0.020  1.090
 7X1  C31  H311  single    0.970  0.020  1.090
 7X1  C31  H312  single    0.970  0.020  1.090
 7X1  C32  H321  single    0.970  0.020  1.090
 7X1  C32  H322  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
 7X1  H1C3  C1   H1C2  108.92  3.000
 7X1  H1C3  C1   H1C1  108.90  3.000
 7X1  H1C2  C1   H1C1  108.87  3.000
 7X1  H1C3  C1   O2    111.80  3.000
 7X1  H1C2  C1   O2    106.45  3.000
 7X1  H1C1  C1   O2    111.81  3.000
 7X1  C3    O2   C1    118.21  3.000
 7X1  C23   C3   C4    119.84  3.000
 7X1  C23   C3   O2    114.61  3.000
 7X1  C4    C3   O2    125.55  3.000
 7X1  H4    C4   C5    120.42  3.000
 7X1  H4    C4   C3    119.02  3.000
 7X1  C5    C4   C3    120.56  3.000
 7X1  C21   C5   C6    115.38  3.000
 7X1  C21   C5   C4    119.67  3.000
 7X1  C6    C5   C4    124.95  3.000
 7X1  N18   C6   N7    117.93  3.000
 7X1  N18   C6   C5    121.44  3.000
 7X1  N7    C6   C5    120.63  3.000
 7X1  H7    N7   C8    116.70  3.000
 7X1  H7    N7   C6    118.76  3.000
 7X1  C8    N7   C6    123.28  3.000
 7X1  C16   C8   C9    115.59  3.000
 7X1  C16   C8   N7    122.25  3.000
 7X1  C9    C8   N7    122.14  3.000
 7X1  C13   C9   O10   109.78  3.000
 7X1  C13   C9   C8    122.23  3.000
 7X1  O10   C9   C8    127.97  3.000
 7X1  C11   O10  C9    105.89  3.000
 7X1  H112  C11  H111  110.72  3.000
 7X1  H112  C11  O12   109.89  3.000
 7X1  H111  C11  O12   109.93  3.000
 7X1  H112  C11  O10   109.72  3.000
 7X1  H111  C11  O10   109.78  3.000
 7X1  O12   C11  O10   106.72  3.000
 7X1  C13   O12  C11   106.10  3.000
 7X1  C14   C13  O12   128.75  3.000
 7X1  C14   C13  C9    122.15  3.000
 7X1  O12   C13  C9    109.05  3.000
 7X1  H14   C14  C15   120.99  3.000
 7X1  H14   C14  C13   122.11  3.000
 7X1  C15   C14  C13   116.90  3.000
 7X1  H15   C15  C16   119.73  3.000
 7X1  H15   C15  C14   119.55  3.000
 7X1  C16   C15  C14   120.71  3.000
 7X1  CL1   C16  C15   119.47  3.000
 7X1  CL1   C16  C8    118.13  3.000
 7X1  C15   C16  C8    122.40  3.000
 7X1  C19   N18  C6    117.44  3.000
 7X1  H19   C19  N20   116.96  3.000
 7X1  H19   C19  N18   115.43  3.000
 7X1  N20   C19  N18   127.60  3.000
 7X1  C21   N20  C19   116.01  3.000
 7X1  C22   C21  N20   118.56  3.000
 7X1  C22   C21  C5    119.32  3.000
 7X1  N20   C21  C5    122.12  3.000
 7X1  H22   C22  C23   121.89  3.000
 7X1  H22   C22  C21   117.33  3.000
 7X1  C23   C22  C21   120.77  3.000
 7X1  O24   C23  C22   125.32  3.000
 7X1  O24   C23  C3    114.84  3.000
 7X1  C22   C23  C3    119.84  3.000
 7X1  C25   O24  C23   118.46  3.000
 7X1  H252  C25  H251  107.66  3.000
 7X1  H252  C25  C26   110.42  3.000
 7X1  H251  C25  C26   110.07  3.000
 7X1  H252  C25  O24   110.01  3.000
 7X1  H251  C25  O24   109.71  3.000
 7X1  C26   C25  O24   108.95  3.000
 7X1  H262  C26  H261  106.52  3.000
 7X1  H262  C26  C27   110.82  3.000
 7X1  H261  C26  C27   109.88  3.000
 7X1  H262  C26  C25   105.78  3.000
 7X1  H261  C26  C25   110.14  3.000
 7X1  C27   C26  C25   113.42  3.000
 7X1  H272  C27  H271  106.26  3.000
 7X1  H272  C27  N28   107.77  3.000
 7X1  H271  C27  N28   111.52  3.000
 7X1  H272  C27  C26   108.74  3.000
 7X1  H271  C27  C26   109.45  3.000
 7X1  N28   C27  C26   112.82  3.000
 7X1  C33   N28  C29   110.69  3.000
 7X1  C33   N28  C27   111.25  3.000
 7X1  C29   N28  C27   112.20  3.000
 7X1  H292  C29  H291  106.48  3.000
 7X1  H292  C29  C30   109.24  3.000
 7X1  H291  C29  C30   108.92  3.000
 7X1  H292  C29  N28   110.81  3.000
 7X1  H291  C29  N28   109.61  3.000
 7X1  C30   C29  N28   111.62  3.000
 7X1  H302  C30  H301  106.95  3.000
 7X1  H302  C30  C31   110.92  3.000
 7X1  H301  C30  C31   109.78  3.000
 7X1  H302  C30  C29   109.11  3.000
 7X1  H301  C30  C29   109.07  3.000
 7X1  C31   C30  C29   110.91  3.000
 7X1  H312  C31  H311  106.70  3.000
 7X1  H312  C31  C32   109.34  3.000
 7X1  H311  C31  C32   110.80  3.000
 7X1  H312  C31  C30   109.39  3.000
 7X1  H311  C31  C30   110.88  3.000
 7X1  C32   C31  C30   109.67  3.000
 7X1  H322  C32  H321  106.96  3.000
 7X1  H322  C32  C33   109.23  3.000
 7X1  H321  C32  C33   109.13  3.000
 7X1  H322  C32  C31   110.97  3.000
 7X1  H321  C32  C31   109.69  3.000
 7X1  C33   C32  C31   110.78  3.000
 7X1  H332  C33  H331  106.59  3.000
 7X1  H332  C33  C32   109.74  3.000
 7X1  H331  C33  C32   108.92  3.000
 7X1  H332  C33  N28   108.50  3.000
 7X1  H331  C33  N28   111.36  3.000
 7X1  C32   C33  N28   111.60  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
 7X1  CONST_01  C6    C5   C4   C3    180.00   0.0  0
 7X1  CONST_02  C21   C5   C4   C3      0.00   0.0  0
 7X1  CONST_03  C21   C22  C23  C3      0.00   0.0  0
 7X1  CONST_04  C22   C23  C3   C4      0.00   0.0  0
 7X1  CONST_05  N18   C6   C5   C4    180.00   0.0  0
 7X1  CONST_06  N20   C21  C5   C4    180.00   0.0  0
 7X1  CONST_07  C22   C21  C5   C4      0.00   0.0  0
 7X1  CONST_08  C23   C3   C4   C5      0.00   0.0  0
 7X1  CONST_09  C19   N18  C6   C5      0.00   0.0  0
 7X1  CONST_10  C19   N20  C21  C5      0.00   0.0  0
 7X1  CONST_11  C23   C22  C21  C5      0.00   0.0  0
 7X1  CONST_12  N20   C21  C5   C6      0.00   0.0  0
 7X1  CONST_13  C22   C21  C5   C6    180.00   0.0  0
 7X1  CONST_14  N20   C19  N18  C6      0.00   0.0  0
 7X1  CONST_15  C14   C13  C9   C8      0.00   0.0  0
 7X1  CONST_16  C14   C15  C16  C8      0.00   0.0  0
 7X1  CONST_17  C15   C16  C8   C9      0.00   0.0  0
 7X1  CONST_18  C15   C14  C13  C9      0.00   0.0  0
 7X1  CONST_19  C16   C8   C9   C13     0.00   0.0  0
 7X1  CONST_20  C16   C15  C14  C13     0.00   0.0  0
 7X1  CONST_21  C21   C5   C6   N18     0.00   0.0  0
 7X1  CONST_22  C21   N20  C19  N18     0.00   0.0  0
 7X1  CONST_23  C22   C21  N20  C19   180.00   0.0  0
 7X1  CONST_24  C23   C22  C21  N20   180.00   0.0  0
 7X1  CONST_25  C5    C4   C3   O2    180.00   0.0  0
 7X1  CONST_26  C22   C23  C3   O2    180.00   0.0  0
 7X1  CONST_27  O24   C23  C3   C4    180.00   0.0  0
 7X1  CONST_28  N7    C6   C5   C4      0.00   0.0  0
 7X1  CONST_29  C21   C5   C6   N7    180.00   0.0  0
 7X1  CONST_30  C19   N18  C6   N7    180.00   0.0  0
 7X1  CONST_31  O10   C9   C8   N7      0.00   0.0  0
 7X1  CONST_32  C13   C9   C8   N7    180.00   0.0  0
 7X1  CONST_33  C15   C16  C8   N7    180.00   0.0  0
 7X1  CONST_34  CL1   C16  C8   C9    180.00   0.0  0
 7X1  CONST_35  CL1   C16  C15  C14   180.00   0.0  0
 7X1  CONST_36  O24   C23  C22  C21   180.00   0.0  0
 7X1  CONST_37  H22   C22  C23  C3    180.00   0.0  0
 7X1  CONST_38  H4    C4   C5   C6      0.00   0.0  0
 7X1  CONST_39  H19   C19  N18  C6    180.00   0.0  0
 7X1  CONST_40  H15   C15  C16  C8    180.00   0.0  0
 7X1  CONST_41  H14   C14  C13  C9    180.00   0.0  0
 7X1  Var_01    O12   C11  O10  C9    -15.44  30.0  1
 7X1  Var_02    C13   C9   O10  C11    10.16  30.0  1
 7X1  Var_03    C14   C13  O12  C11   173.64  30.0  1
 7X1  Var_04    C31   C30  C29  N28   -56.58  30.0  1
 7X1  Var_05    C31   C32  C33  N28    56.82  30.0  1
 7X1  Var_06    C32   C33  N28  C29   -59.21  30.0  1
 7X1  Var_07    C32   C31  C30  C29    53.13  30.0  1
 7X1  Var_08    C33   N28  C29  C30    59.05  30.0  1
 7X1  Var_09    C33   C32  C31  C30   -53.23  30.0  1
 7X1  Var_10    C8    N7   C6   C5   -179.57  30.0  2
 7X1  Var_11    C9    C8   N7   C6     60.85  30.0  2
 7X1  Var_12    C4    C3   O2   C1     -0.33  30.0  2
 7X1  Var_13    C29   N28  C27  C26    73.40  30.0  3
 7X1  Var_14    C26   C25  O24  C23  -179.68  30.0  3
 7X1  Var_15    N28   C27  C26  C25  -176.65  30.0  3
 7X1  Var_16    H1C1  C1   O2   C3     62.09  30.0  3
 7X1  Var_17    C27   C26  C25  O24   -63.77  30.0  3

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
 7X1  plan-1  N7   0.020
 7X1  plan-1  C8   0.020
 7X1  plan-1  C9   0.020
 7X1  plan-1  O10  0.020
 7X1  plan-1  O12  0.020
 7X1  plan-1  C13  0.020
 7X1  plan-1  C14  0.020
 7X1  plan-1  C15  0.020
 7X1  plan-1  C16  0.020
 7X1  plan-1  CL1  0.020
 7X1  plan-1  H14  0.020
 7X1  plan-1  H15  0.020
 7X1  plan-2  O2   0.020
 7X1  plan-2  C3   0.020
 7X1  plan-2  C4   0.020
 7X1  plan-2  C5   0.020
 7X1  plan-2  C6   0.020
 7X1  plan-2  N7   0.020
 7X1  plan-2  N18  0.020
 7X1  plan-2  C19  0.020
 7X1  plan-2  N20  0.020
 7X1  plan-2  C21  0.020
 7X1  plan-2  C22  0.020
 7X1  plan-2  C23  0.020
 7X1  plan-2  O24  0.020
 7X1  plan-2  H4   0.020
 7X1  plan-2  H19  0.020
 7X1  plan-2  H22  0.020

