data_VR1
# 
_chem_comp.id                                    VR1 
_chem_comp.name                                  (2S)-2-({(5Z)-5-[(5-ETHYL-2-FURYL)METHYLENE]-4-OXO-4,5-DIHYDRO-1,3-THIAZOL-2-YL}AMINO)-2-(4-FLUOROPHENYL)-N-[(4-NITROPHENYL)SULFONYL]ACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H19 F N4 O7 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-12-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        558.559 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VR1 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
VR1 C1   C1   C 0  1 Y N N 11.486 30.727 70.696 -4.801 6.251  -4.041 C1   VR1 1  
VR1 C2   C2   C 0  1 Y N N 11.711 31.902 71.435 -5.858 6.074  -4.904 C2   VR1 2  
VR1 C3   C3   C 0  1 Y N N 10.491 32.406 71.822 -5.538 4.941  -5.690 C3   VR1 3  
VR1 C4   C4   C 0  1 Y N N 9.499  31.546 71.336 -4.320 4.522  -5.244 C4   VR1 4  
VR1 O5   O5   O 0  1 Y N N 10.116 30.526 70.648 -3.853 5.299  -4.246 O5   VR1 5  
VR1 C6   C6   C 0  1 N N N 12.501 29.826 70.039 -4.518 7.233  -2.985 C6   VR1 6  
VR1 C7   C7   C 0  1 N N N 13.020 30.451 68.727 -5.036 6.802  -1.606 C7   VR1 7  
VR1 C8   C8   C 0  1 N N N 8.005  31.651 71.458 -3.571 3.401  -5.733 C8   VR1 8  
VR1 C9   C9   C 0  1 N N N 7.225  32.624 72.053 -2.756 2.650  -4.990 C9   VR1 9  
VR1 C10  C10  C 0  1 N N N 5.745  32.699 71.969 -1.988 1.492  -5.515 C10  VR1 10 
VR1 N11  N11  N 0  1 N N N 5.279  33.799 72.665 -1.229 0.904  -4.521 N11  VR1 11 
VR1 C12  C12  C 0  1 N N N 6.276  34.490 73.218 -1.349 1.480  -3.364 C12  VR1 12 
VR1 S13  S13  S 0  1 N N N 7.879  33.921 72.987 -2.434 2.860  -3.320 S13  VR1 13 
VR1 O14  O14  O 0  1 N N N 5.042  31.898 71.366 -2.039 1.125  -6.682 O14  VR1 14 
VR1 N15  N15  N 0  1 N N N 5.969  35.648 73.953 -0.750 1.146  -2.227 N15  VR1 15 
VR1 C16  C16  C 0  1 N N S 6.915  36.527 74.670 0.166  0.030  -2.127 C16  VR1 16 
VR1 C17  C17  C 0  1 N N N 6.152  37.506 75.546 0.037  -0.606 -0.754 C17  VR1 17 
VR1 O18  O18  O 0  1 N N N 5.278  38.286 75.092 -0.222 0.026  0.265  O18  VR1 18 
VR1 N19  N19  N 0  1 N N N 6.454  37.505 76.823 0.211  -2.031 -0.775 N19  VR1 19 
VR1 S20  S20  S 0  1 N N N 5.681  38.548 77.892 0.126  -3.041 0.603  S20  VR1 20 
VR1 C21  C21  C 0  1 Y N N 7.858  37.335 73.718 1.583  0.491  -2.392 C21  VR1 21 
VR1 C22  C22  C 0  1 Y N N 7.359  38.309 72.720 1.953  1.776  -2.035 C22  VR1 22 
VR1 C23  C23  C 0  1 Y N N 8.281  39.025 71.887 3.259  2.202  -2.279 C23  VR1 23 
VR1 C24  C24  C 0  1 Y N N 9.698  38.792 72.025 4.174  1.335  -2.876 C24  VR1 24 
VR1 C25  C25  C 0  1 Y N N 10.201 37.847 72.987 3.784  0.044  -3.229 C25  VR1 25 
VR1 C26  C26  C 0  1 Y N N 9.285  37.124 73.829 2.478  -0.382 -2.986 C26  VR1 26 
VR1 F    F    F 0  1 N N N 10.571 39.469 71.245 5.428  1.744  -3.111 F    VR1 27 
VR1 O28  O28  O 0  1 N N N 6.492  38.509 79.300 -0.768 -2.450 1.580  O28  VR1 28 
VR1 O29  O29  O 0  1 N N N 5.701  40.024 77.215 -0.046 -4.416 0.176  O29  VR1 29 
VR1 C30  C30  C 0  1 Y N N 4.022  37.963 78.042 1.765  -2.860 1.241  C30  VR1 30 
VR1 C31  C31  C 0  1 Y N N 2.953  38.809 77.668 2.028  -1.852 2.152  C31  VR1 31 
VR1 C32  C32  C 0  1 Y N N 1.621  38.342 77.794 3.321  -1.708 2.654  C32  VR1 32 
VR1 C33  C33  C 0  1 Y N N 1.340  37.023 78.294 4.331  -2.576 2.239  C33  VR1 33 
VR1 C34  C34  C 0  1 Y N N 2.453  36.184 78.663 4.048  -3.587 1.320  C34  VR1 34 
VR1 C35  C35  C 0  1 Y N N 3.791  36.644 78.541 2.755  -3.730 0.818  C35  VR1 35 
VR1 N36  N36  N 1  1 N N N -0.092 36.530 78.429 5.648  -2.430 2.749  N36  VR1 36 
VR1 O37  O37  O -1 1 N N N -1.044 37.240 78.118 5.882  -1.513 3.574  O37  VR1 37 
VR1 O38  O38  O 0  1 N N N -0.342 35.404 78.855 6.542  -3.221 2.363  O38  VR1 38 
VR1 H2   H2   H 0  1 N N N 12.675 32.334 71.660 -6.748 6.684  -4.962 H2   VR1 39 
VR1 H3   H3   H 0  1 N N N 10.328 33.305 72.398 -6.138 4.503  -6.476 H3   VR1 40 
VR1 H61  1H6  H 0  1 N N N 12.029 28.858 69.813 -3.430 7.432  -2.897 H61  VR1 41 
VR1 H62  2H6  H 0  1 N N N 13.350 29.690 70.726 -4.959 8.223  -3.224 H62  VR1 42 
VR1 H71  1H7  H 0  1 N N N 13.143 31.536 68.861 -6.121 6.656  -1.629 H71  VR1 43 
VR1 H72  2H7  H 0  1 N N N 13.989 30.001 68.465 -4.810 7.551  -0.841 H72  VR1 44 
VR1 H73  3H7  H 0  1 N N N 12.297 30.261 67.920 -4.577 5.855  -1.300 H73  VR1 45 
VR1 H81  1H8  H 0  1 N N N 7.454  30.837 71.010 -3.696 3.126  -6.781 H81  VR1 46 
VR1 HN15 HN15 H 0  0 N N N 5.004  35.905 73.995 -0.951 1.703  -1.399 HN15 VR1 47 
VR1 H16  H16  H 0  1 N N N 7.549  35.863 75.277 -0.139 -0.719 -2.868 H16  VR1 48 
VR1 HN19 HN19 H 0  0 N N N 7.152  36.876 77.165 0.401  -2.476 -1.682 HN19 VR1 49 
VR1 H22  H22  H 0  1 N N N 6.297  38.481 72.619 1.246  2.458  -1.569 H22  VR1 50 
VR1 H23  H23  H 0  1 N N N 7.916  39.735 71.160 3.563  3.207  -2.004 H23  VR1 51 
VR1 H25  H25  H 0  1 N N N 11.264 37.681 73.077 4.497  -0.631 -3.694 H25  VR1 52 
VR1 H26  H26  H 0  1 N N N 9.666  36.417 74.551 2.183  -1.390 -3.264 H26  VR1 53 
VR1 H31  H31  H 0  1 N N N 3.149  39.801 77.290 1.249  -1.170 2.482  H31  VR1 54 
VR1 H32  H32  H 0  1 N N N 0.803  38.987 77.510 3.529  -0.916 3.369  H32  VR1 55 
VR1 H34  H34  H 0  1 N N N 2.266  35.189 79.039 4.826  -4.270 0.988  H34  VR1 56 
VR1 H35  H35  H 0  1 N N N 4.619  36.009 78.820 2.545  -4.521 0.102  H35  VR1 57 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
VR1 C1  C6   SING N N 1  
VR1 C1  O5   SING Y N 2  
VR1 C1  C2   DOUB Y N 3  
VR1 C2  C3   SING Y N 4  
VR1 C2  H2   SING N N 5  
VR1 C3  C4   DOUB Y N 6  
VR1 C3  H3   SING N N 7  
VR1 C4  O5   SING Y N 8  
VR1 C4  C8   SING N N 9  
VR1 C6  C7   SING N N 10 
VR1 C6  H61  SING N N 11 
VR1 C6  H62  SING N N 12 
VR1 C7  H71  SING N N 13 
VR1 C7  H72  SING N N 14 
VR1 C7  H73  SING N N 15 
VR1 C8  C9   DOUB N Z 16 
VR1 C8  H81  SING N N 17 
VR1 C9  C10  SING N N 18 
VR1 C9  S13  SING N N 19 
VR1 C10 O14  DOUB N N 20 
VR1 C10 N11  SING N N 21 
VR1 N11 C12  DOUB N N 22 
VR1 C12 S13  SING N N 23 
VR1 C12 N15  SING N N 24 
VR1 N15 C16  SING N N 25 
VR1 N15 HN15 SING N N 26 
VR1 C16 C21  SING N N 27 
VR1 C16 C17  SING N N 28 
VR1 C16 H16  SING N N 29 
VR1 C17 O18  DOUB N N 30 
VR1 C17 N19  SING N N 31 
VR1 N19 S20  SING N N 32 
VR1 N19 HN19 SING N N 33 
VR1 S20 O29  DOUB N N 34 
VR1 S20 C30  SING N N 35 
VR1 S20 O28  DOUB N N 36 
VR1 C21 C22  DOUB Y N 37 
VR1 C21 C26  SING Y N 38 
VR1 C22 C23  SING Y N 39 
VR1 C22 H22  SING N N 40 
VR1 C23 C24  DOUB Y N 41 
VR1 C23 H23  SING N N 42 
VR1 C24 F    SING N N 43 
VR1 C24 C25  SING Y N 44 
VR1 C25 C26  DOUB Y N 45 
VR1 C25 H25  SING N N 46 
VR1 C26 H26  SING N N 47 
VR1 C30 C31  SING Y N 48 
VR1 C30 C35  DOUB Y N 49 
VR1 C31 C32  DOUB Y N 50 
VR1 C31 H31  SING N N 51 
VR1 C32 C33  SING Y N 52 
VR1 C32 H32  SING N N 53 
VR1 C33 N36  SING N N 54 
VR1 C33 C34  DOUB Y N 55 
VR1 C34 C35  SING Y N 56 
VR1 C34 H34  SING N N 57 
VR1 C35 H35  SING N N 58 
VR1 N36 O37  SING N N 59 
VR1 N36 O38  DOUB N N 60 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
VR1 SMILES           ACDLabs              10.04 O=C(NS(=O)(=O)c1ccc([N+]([O-])=O)cc1)C(NC2=NC(=O)C(\S2)=C\c3oc(cc3)CC)c4ccc(F)cc4 
VR1 InChI            InChI                1.02b 
InChI=1/C24H19FN4O7S2/c1-2-17-9-10-18(36-17)13-20-22(30)27-24(37-20)26-21(14-3-5-15(25)6-4-14)23(31)28-38(34,35)19-11-7-16(8-12-19)29(32)33/h3-13,21H,2H2,1H3,(H,28,31)(H,26,27,30)/b20-13-/t21-/m0/s1/f/h26,28H 
VR1 InChIKey         InChI                1.02b RNPVTWTZIDCHEC-ARBILNQXDQ 
VR1 SMILES_CANONICAL CACTVS               3.341 CCc1oc(cc1)\C=C\2SC(=NC\2=O)N[C@H](C(=O)N[S](=O)(=O)c3ccc(cc3)[N+]([O-])=O)c4ccc(F)cc4 
VR1 SMILES           CACTVS               3.341 CCc1oc(cc1)C=C2SC(=NC2=O)N[CH](C(=O)N[S](=O)(=O)c3ccc(cc3)[N+]([O-])=O)c4ccc(F)cc4 
VR1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1ccc(o1)\C=C/2\C(=O)N=C(S2)N[C@@H](c3ccc(cc3)F)C(=O)NS(=O)(=O)c4ccc(cc4)[N+](=O)[O-] 
VR1 SMILES           "OpenEye OEToolkits" 1.5.0 CCc1ccc(o1)C=C2C(=O)N=C(S2)NC(c3ccc(cc3)F)C(=O)NS(=O)(=O)c4ccc(cc4)[N+](=O)[O-] 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
VR1 "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-2-({(5Z)-5-[(5-ethylfuran-2-yl)methylidene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}amino)-2-(4-fluorophenyl)-N-[(4-nitrophenyl)sulfonyl]ethanamide 
VR1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-2-[[(5Z)-5-[(5-ethylfuran-2-yl)methylidene]-4-oxo-1,3-thiazol-2-yl]amino]-2-(4-fluorophenyl)-N-(4-nitrophenyl)sulfonyl-ethanamide              
# 
