# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 16:26:24 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: N-(cyclopropylmethyl)-4-methoxy-3-{[5-(3-pyridin-3-ylphenyl)-1,3-oxazol-2-yl]amino}benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1Nc2oc(cn2)c3cccc(c3)c4cccnc4)[S](=O)(=O)NCC5CC5
#
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
 AAX  AAX  N-(cyclopropylmethyl)-4-methoxy-3-{[5-(3-pyridin-3-ylphenyl)-1,3-oxazol-2-yl]amino}benzenesulfonamide  ligand  58  34  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_AAX
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
 AAX  O29   O  OS    0  -0.659  -1.3284  -1.5966   4.8208
 AAX  S27   S  S     0   1.369  -0.4912  -0.5633   5.4099
 AAX  O28   O  OS    0  -0.660   0.1371  -0.7879   6.7022
 AAX  N30   N  NC1   0  -0.715  -1.4382   0.7702   5.5917
 AAX  C31   C  CH2   0  -0.302  -2.1539   1.2998   4.4295
 AAX  C32   C  CH1   0  -0.253  -3.2181   2.2619   4.8747
 AAX  C34   C  CH2   0  -0.478  -4.5037   1.7328   5.4247
 AAX  C33   C  CH2   0  -0.491  -4.4761   2.3702   4.0684
 AAX  C6    C  CR6   0  -0.214   0.7754  -0.1599   4.2444
 AAX  C5    C  CR16  0  -0.249   1.9733   0.3602   4.6940
 AAX  C4    C  CR16  0  -0.375   2.9406   0.7209   3.7649
 AAX  C7    C  CR16  0  -0.304   0.5140  -0.3273   2.8862
 AAX  C8    C  CR6   0   0.296   1.4714   0.0433   1.9562
 AAX  C3    C  CR6   0   0.347   2.7033   0.5700   2.4082
 AAX  O2    O  O2    0  -0.476   3.5718   0.8905   1.4409
 AAX  C1    C  CH3   0  -0.438   4.8508   1.3877   1.7973
 AAX  N9    N  NH1   0  -0.790   1.3103  -0.0704   0.5834
 AAX  C10   C  CR5   0   0.737   0.2211  -0.5176  -0.0773
 AAX  O14   O  O     0  -0.453   0.2921  -0.4749  -1.4097
 AAX  C13   C  CR5   0   0.331  -0.9083  -0.9712  -1.8544
 AAX  C12   C  CR15  0  -0.186  -1.6245  -1.2788  -0.7501
 AAX  N11   N  N     0  -0.493  -0.8944  -0.9871   0.3808
 AAX  C15   C  CR6   0   0.034  -1.1433  -1.0492  -3.2809
 AAX  C20   C  CR16  0  -0.371  -0.2405  -0.5101  -4.1977
 AAX  C19   C  CR6   0   0.111  -0.4834  -0.5754  -5.5688
 AAX  C18   C  CR16  0  -0.319  -1.6495  -1.1889  -6.0227
 AAX  C17   C  CR16  0  -0.220  -2.5517  -1.7267  -5.1157
 AAX  C16   C  CR16  0  -0.333  -2.3060  -1.6631  -3.7562
 AAX  C21   C  CR6   0  -0.012   0.4792   0.0023  -6.5248
 AAX  C26   C  CR16  0  -0.101   1.8555  -0.1004  -6.3183
 AAX  N25   N  N     0  -0.398   2.7684   0.3989  -7.1389
 AAX  C24   C  CR16  0  -0.070   2.3496   1.0336  -8.2276
 AAX  C23   C  CR16  0  -0.315   1.0075   1.1904  -8.5394
 AAX  C22   C  CR16  0  -0.194   0.0610   0.6683  -7.6746
 AAX  H30   H  HNC1  0   0.408  -0.9615   1.4865   6.1305
 AAX  H311  H  HCH2  0   0.255  -2.6137   0.4646   3.9003
 AAX  H312  H  HCH2  0   0.250  -1.4691   1.7939   3.7323
 AAX  H32   H  HCH1  0   0.265  -2.8455   3.1851   5.3071
 AAX  H341  H  HCH2  0   0.247  -4.6234   0.6576   5.4801
 AAX  H342  H  HCH2  0   0.253  -4.9734   2.2736   6.2358
 AAX  H331  H  HCH2  0   0.255  -4.9217   3.3490   3.9491
 AAX  H332  H  HCH2  0   0.248  -4.5771   1.7267   3.2028
 AAX  H5    H  HCR6  0   0.284   2.1775   0.4855   5.7480
 AAX  H4    H  HCR6  0   0.298   3.8800   1.1192   4.1210
 AAX  H7    H  HCR6  0   0.315  -0.4207  -0.7486   2.5475
 AAX  H11   H  HCH3  0   0.269   5.3878   1.5444   0.8663
 AAX  H12A  H  HCH3  0   0.240   4.7773   2.3382   2.3300
 AAX  H13   H  HCH3  0   0.240   5.4007   0.6721   2.4119
 AAX  HN9   H  HNH1  0   0.429   2.0846   0.2360   0.0126
 AAX  H12   H  HCR5  0   0.275  -2.6194  -1.6893  -0.6859
 AAX  H20   H  HCR6  0   0.260   0.6530  -0.0104  -3.8464
 AAX  H18   H  HCR6  0   0.260  -1.8477  -1.2667  -7.0841
 AAX  H17   H  HCR6  0   0.265  -3.4514  -2.2084  -5.4745
 AAX  H16   H  HCR6  0   0.255  -3.0186  -2.0959  -3.0659
 AAX  H26   H  HCR6  0   0.262   2.2335  -0.6301  -5.4495
 AAX  H24   H  HCR6  0   0.267   3.1153   1.4336  -8.8827
 AAX  H23   H  HCR6  0   0.274   0.7124   1.7165  -9.4367
 AAX  H22   H  HCR6  0   0.272  -0.9939   0.7928  -7.8853

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
 AAX  O29  S27   double    1.455  0.020  1.455
 AAX  S27  O28   double    1.454  0.020  1.454
 AAX  S27  N30   single    1.646  0.020  1.646
 AAX  S27  C6    single    1.768  0.020  1.768
 AAX  N30  C31   single    1.464  0.020  1.464
 AAX  N30  H30   single    0.890  0.020  1.040
 AAX  C31  C32   single    1.502  0.020  1.502
 AAX  C31  H311  single    0.970  0.020  1.090
 AAX  C31  H312  single    0.970  0.020  1.090
 AAX  C32  C34   single    1.495  0.020  1.495
 AAX  C32  C33   single    1.498  0.020  1.498
 AAX  C32  H32   single    0.970  0.020  1.090
 AAX  C34  C33   single    1.499  0.020  1.499
 AAX  C34  H341  single    0.970  0.020  1.090
 AAX  C34  H342  single    0.970  0.020  1.090
 AAX  C33  H331  single    0.970  0.020  1.090
 AAX  C33  H332  single    0.970  0.020  1.090
 AAX  C6   C5    aromatic  1.381  0.020  1.381
 AAX  C6   C7    aromatic  1.393  0.020  1.393
 AAX  C5   C4    aromatic  1.389  0.020  1.389
 AAX  C5   H5    single    0.930  0.020  1.080
 AAX  C4   C3    aromatic  1.386  0.020  1.386
 AAX  C4   H4    single    0.930  0.020  1.080
 AAX  C7   C8    aromatic  1.385  0.020  1.385
 AAX  C7   H7    single    0.930  0.020  1.080
 AAX  C8   C3    aromatic  1.414  0.020  1.414
 AAX  C8   N9    single    1.387  0.020  1.387
 AAX  C3   O2    single    1.339  0.020  1.339
 AAX  O2   C1    single    1.418  0.020  1.418
 AAX  C1   H11   single    0.970  0.020  1.090
 AAX  C1   H12A  single    0.970  0.020  1.090
 AAX  C1   H13   single    0.970  0.020  1.090
 AAX  N9   C10   single    1.350  0.020  1.350
 AAX  N9   HN9   single    0.860  0.020  1.020
 AAX  C10  O14   aromatic  1.335  0.020  1.335
 AAX  C10  N11   aromatic  1.294  0.020  1.294
 AAX  O14  C13   aromatic  1.373  0.020  1.373
 AAX  C13  C12   aromatic  1.352  0.020  1.352
 AAX  C13  C15   single    1.448  0.020  1.448
 AAX  C12  N11   aromatic  1.377  0.020  1.377
 AAX  C12  H12   single    0.930  0.020  1.080
 AAX  C15  C20   aromatic  1.395  0.020  1.395
 AAX  C15  C16   aromatic  1.398  0.020  1.398
 AAX  C20  C19   aromatic  1.394  0.020  1.394
 AAX  C20  H20   single    0.930  0.020  1.080
 AAX  C19  C18   aromatic  1.394  0.020  1.394
 AAX  C19  C21   single    1.475  0.020  1.475
 AAX  C18  C17   aromatic  1.388  0.020  1.388
 AAX  C18  H18   single    0.930  0.020  1.080
 AAX  C17  C16   aromatic  1.383  0.020  1.383
 AAX  C17  H17   single    0.930  0.020  1.080
 AAX  C16  H16   single    0.930  0.020  1.080
 AAX  C21  C26   aromatic  1.396  0.020  1.396
 AAX  C21  C22   aromatic  1.393  0.020  1.393
 AAX  C26  N25   aromatic  1.325  0.020  1.325
 AAX  C26  H26   single    0.930  0.020  1.080
 AAX  N25  C24   aromatic  1.328  0.020  1.328
 AAX  C24  C23   aromatic  1.387  0.020  1.387
 AAX  C24  H24   single    0.930  0.020  1.080
 AAX  C23  C22   aromatic  1.384  0.020  1.384
 AAX  C23  H23   single    0.930  0.020  1.080
 AAX  C22  H22   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
 AAX  C6    S27  N30   107.47  3.000
 AAX  C6    S27  O28   108.16  3.000
 AAX  N30   S27  O28   106.00  3.000
 AAX  C6    S27  O29   107.91  3.000
 AAX  N30   S27  O29   106.81  3.000
 AAX  O28   S27  O29   119.92  3.000
 AAX  H30   N30  C31   113.31  3.000
 AAX  H30   N30  S27   111.11  3.000
 AAX  C31   N30  S27   119.13  3.000
 AAX  H312  C31  H311  107.48  3.000
 AAX  H312  C31  C32   110.04  3.000
 AAX  H311  C31  C32   109.62  3.000
 AAX  H312  C31  N30   111.28  3.000
 AAX  H311  C31  N30   108.32  3.000
 AAX  C32   C31  N30   110.04  3.000
 AAX  H32   C32  C33   116.17  3.000
 AAX  H32   C32  C34   116.72  3.000
 AAX  C33   C32  C34    60.10  3.000
 AAX  H32   C32  C31   114.82  3.000
 AAX  C33   C32  C31   118.80  3.000
 AAX  C34   C32  C31   119.44  3.000
 AAX  H342  C34  H341  114.19  3.000
 AAX  H342  C34  C33   118.27  3.000
 AAX  H341  C34  C33   118.06  3.000
 AAX  H342  C34  C32   118.17  3.000
 AAX  H341  C34  C32   117.72  3.000
 AAX  C33   C34  C32    60.05  3.000
 AAX  H332  C33  H331  114.26  3.000
 AAX  H332  C33  C34   117.95  3.000
 AAX  H331  C33  C34   118.48  3.000
 AAX  H332  C33  C32   117.74  3.000
 AAX  H331  C33  C32   118.07  3.000
 AAX  C34   C33  C32    59.85  3.000
 AAX  C7    C6   C5    121.69  3.000
 AAX  C7    C6   S27   118.74  3.000
 AAX  C5    C6   S27   119.51  3.000
 AAX  H5    C5   C4    119.39  3.000
 AAX  H5    C5   C6    121.66  3.000
 AAX  C4    C5   C6    118.95  3.000
 AAX  H4    C4   C3    120.78  3.000
 AAX  H4    C4   C5    118.73  3.000
 AAX  C3    C4   C5    120.50  3.000
 AAX  H7    C7   C8    119.48  3.000
 AAX  H7    C7   C6    121.01  3.000
 AAX  C8    C7   C6    119.52  3.000
 AAX  N9    C8   C3    116.62  3.000
 AAX  N9    C8   C7    124.22  3.000
 AAX  C3    C8   C7    119.16  3.000
 AAX  O2    C3   C8    115.05  3.000
 AAX  O2    C3   C4    124.77  3.000
 AAX  C8    C3   C4    120.19  3.000
 AAX  C1    O2   C3    119.18  3.000
 AAX  H13   C1   H12A  109.25  3.000
 AAX  H13   C1   H11   109.15  3.000
 AAX  H12A  C1   H11   109.02  3.000
 AAX  H13   C1   O2    111.46  3.000
 AAX  H12A  C1   O2    111.54  3.000
 AAX  H11   C1   O2    106.33  3.000
 AAX  HN9   N9   C10   116.27  3.000
 AAX  HN9   N9   C8    116.46  3.000
 AAX  C10   N9   C8    127.24  3.000
 AAX  N11   C10  O14   114.26  3.000
 AAX  N11   C10  N9    129.97  3.000
 AAX  O14   C10  N9    115.78  3.000
 AAX  C13   O14  C10   105.38  3.000
 AAX  C15   C13  C12   134.96  3.000
 AAX  C15   C13  O14   118.72  3.000
 AAX  C12   C13  O14   106.31  3.000
 AAX  H12   C12  N11   121.39  3.000
 AAX  H12   C12  C13   128.62  3.000
 AAX  N11   C12  C13   109.98  3.000
 AAX  C12   N11  C10   104.07  3.000
 AAX  C16   C15  C20   118.98  3.000
 AAX  C16   C15  C13   119.58  3.000
 AAX  C20   C15  C13   121.44  3.000
 AAX  H20   C20  C19   119.00  3.000
 AAX  H20   C20  C15   119.95  3.000
 AAX  C19   C20  C15   121.03  3.000
 AAX  C21   C19  C18   120.50  3.000
 AAX  C21   C19  C20   120.37  3.000
 AAX  C18   C19  C20   119.13  3.000
 AAX  H18   C18  C17   119.60  3.000
 AAX  H18   C18  C19   120.28  3.000
 AAX  C17   C18  C19   120.11  3.000
 AAX  H17   C17  C16   119.62  3.000
 AAX  H17   C17  C18   119.77  3.000
 AAX  C16   C17  C18   120.61  3.000
 AAX  H16   C16  C17   119.45  3.000
 AAX  H16   C16  C15   120.41  3.000
 AAX  C17   C16  C15   120.14  3.000
 AAX  C22   C21  C26   116.96  3.000
 AAX  C22   C21  C19   121.77  3.000
 AAX  C26   C21  C19   121.27  3.000
 AAX  H26   C26  N25   116.08  3.000
 AAX  H26   C26  C21   119.86  3.000
 AAX  N25   C26  C21   124.06  3.000
 AAX  C24   N25  C26   118.07  3.000
 AAX  H24   C24  C23   120.39  3.000
 AAX  H24   C24  N25   116.68  3.000
 AAX  C23   C24  N25   122.93  3.000
 AAX  H23   C23  C22   121.02  3.000
 AAX  H23   C23  C24   120.38  3.000
 AAX  C22   C23  C24   118.59  3.000
 AAX  H22   C22  C23   120.07  3.000
 AAX  H22   C22  C21   120.53  3.000
 AAX  C23   C22  C21   119.39  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
 AAX  CONST_01  C3    C4   C5   C6      0.00   0.0  0
 AAX  CONST_02  C3    C8   C7   C6      0.00   0.0  0
 AAX  CONST_03  C8    C7   C6   C5      0.00   0.0  0
 AAX  CONST_04  C8    C3   C4   C5      0.00   0.0  0
 AAX  CONST_05  C7    C6   C5   C4      0.00   0.0  0
 AAX  CONST_06  C7    C8   C3   C4      0.00   0.0  0
 AAX  CONST_07  C12   C13  O14  C10     0.00   0.0  0
 AAX  CONST_08  C15   C13  O14  C10   180.00   0.0  0
 AAX  CONST_09  C13   C12  N11  C10     0.00   0.0  0
 AAX  CONST_10  C12   N11  C10  O14     0.00   0.0  0
 AAX  CONST_11  N11   C12  C13  O14     0.00   0.0  0
 AAX  CONST_12  C20   C15  C13  O14     0.00   0.0  0
 AAX  CONST_13  C16   C15  C13  O14   180.00   0.0  0
 AAX  CONST_14  N11   C10  O14  C13     0.00   0.0  0
 AAX  CONST_15  C19   C20  C15  C13   180.00   0.0  0
 AAX  CONST_16  C17   C16  C15  C13   180.00   0.0  0
 AAX  CONST_17  C20   C15  C13  C12   180.00   0.0  0
 AAX  CONST_18  C16   C15  C13  C12     0.00   0.0  0
 AAX  CONST_19  C15   C13  C12  N11   180.00   0.0  0
 AAX  CONST_20  C18   C19  C20  C15     0.00   0.0  0
 AAX  CONST_21  C21   C19  C20  C15   180.00   0.0  0
 AAX  CONST_22  C18   C17  C16  C15     0.00   0.0  0
 AAX  CONST_23  C17   C16  C15  C20     0.00   0.0  0
 AAX  CONST_24  C17   C18  C19  C20     0.00   0.0  0
 AAX  CONST_27  C16   C15  C20  C19     0.00   0.0  0
 AAX  CONST_28  C16   C17  C18  C19     0.00   0.0  0
 AAX  CONST_29  N25   C26  C21  C19   180.00   0.0  0
 AAX  CONST_30  C23   C22  C21  C19   180.00   0.0  0
 AAX  CONST_33  C21   C19  C18  C17   180.00   0.0  0
 AAX  CONST_34  C24   N25  C26  C21     0.00   0.0  0
 AAX  CONST_35  C24   C23  C22  C21     0.00   0.0  0
 AAX  CONST_36  C23   C22  C21  C26     0.00   0.0  0
 AAX  CONST_37  C23   C24  N25  C26     0.00   0.0  0
 AAX  CONST_38  C22   C21  C26  N25     0.00   0.0  0
 AAX  CONST_39  C22   C23  C24  N25     0.00   0.0  0
 AAX  CONST_40  C4    C5   C6   S27   180.00   0.0  0
 AAX  CONST_41  C8    C7   C6   S27   180.00   0.0  0
 AAX  CONST_42  N9    C8   C7   C6    180.00   0.0  0
 AAX  CONST_43  O2    C3   C4   C5    180.00   0.0  0
 AAX  CONST_44  N9    C8   C3   C4    180.00   0.0  0
 AAX  CONST_45  O2    C3   C8   C7    180.00   0.0  0
 AAX  CONST_46  C13   O14  C10  N9    180.00   0.0  0
 AAX  CONST_47  C12   N11  C10  N9    180.00   0.0  0
 AAX  CONST_48  H4    C4   C5   C6    180.00   0.0  0
 AAX  CONST_49  H7    C7   C6   C5    180.00   0.0  0
 AAX  CONST_50  H5    C5   C6   C7    180.00   0.0  0
 AAX  CONST_51  H12   C12  N11  C10   180.00   0.0  0
 AAX  CONST_52  H20   C20  C15  C13     0.00   0.0  0
 AAX  CONST_53  H16   C16  C15  C13     0.00   0.0  0
 AAX  CONST_54  H17   C17  C16  C15   180.00   0.0  0
 AAX  CONST_55  H18   C18  C19  C20   180.00   0.0  0
 AAX  CONST_56  H26   C26  C21  C19     0.00   0.0  0
 AAX  CONST_57  H22   C22  C21  C19     0.00   0.0  0
 AAX  CONST_58  H23   C23  C22  C21   180.00   0.0  0
 AAX  CONST_59  H24   C24  N25  C26   180.00   0.0  0
 AAX  Var_01    C33   C34  C32  C31  -108.27  30.0  1
 AAX  Var_02    C10   N9   C8   C7      1.58  30.0  2
 AAX  Var_03    O14   C10  N9   C8    177.12  30.0  2
 AAX  Var_04    H331  C33  C34  C32  -107.69  30.0  1
 AAX  Var_05    C5    C6   S27  O29  -154.45  30.0  2
 AAX  Var_06    C34   C32  C31  N30   -78.14  30.0  3
 AAX  Var_07    C32   C31  N30  S27   164.99  30.0  3
 AAX  Var_08    C6    S27  N30  C31    61.17  30.0  1
 AAX  Var_09    H11   C1   O2   C3    178.12  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
 AAX  chir_01  C32  C31  C34  C33  both

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
 AAX  plan-1  N9   0.020
 AAX  plan-1  C10  0.020
 AAX  plan-1  O14  0.020
 AAX  plan-1  C13  0.020
 AAX  plan-1  C12  0.020
 AAX  plan-1  N11  0.020
 AAX  plan-1  C15  0.020
 AAX  plan-1  H12  0.020
 AAX  plan-2  S27  0.020
 AAX  plan-2  C6   0.020
 AAX  plan-2  C5   0.020
 AAX  plan-2  C4   0.020
 AAX  plan-2  C7   0.020
 AAX  plan-2  C8   0.020
 AAX  plan-2  C3   0.020
 AAX  plan-2  O2   0.020
 AAX  plan-2  N9   0.020
 AAX  plan-2  H5   0.020
 AAX  plan-2  H4   0.020
 AAX  plan-2  H7   0.020
 AAX  plan-3  C13  0.020
 AAX  plan-3  C15  0.020
 AAX  plan-3  C20  0.020
 AAX  plan-3  C19  0.020
 AAX  plan-3  C18  0.020
 AAX  plan-3  C17  0.020
 AAX  plan-3  C16  0.020
 AAX  plan-3  C21  0.020
 AAX  plan-3  H20  0.020
 AAX  plan-3  H18  0.020
 AAX  plan-3  H17  0.020
 AAX  plan-3  H16  0.020
 AAX  plan-4  C19  0.020
 AAX  plan-4  C21  0.020
 AAX  plan-4  C26  0.020
 AAX  plan-4  N25  0.020
 AAX  plan-4  C24  0.020
 AAX  plan-4  C23  0.020
 AAX  plan-4  C22  0.020
 AAX  plan-4  H26  0.020
 AAX  plan-4  H24  0.020
 AAX  plan-4  H23  0.020
 AAX  plan-4  H22  0.020

