data_WVH # _chem_comp.id WVH _chem_comp.name "4-[4-[2,4-bis(fluoranyl)phenyl]piperazin-1-yl]-2-fluoranyl-N-[(2R)-3-(1H-indol-3-yl)-1-oxidanylidene-1-(pyridin-4-ylamino)propan-2-yl]benzamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H29 F3 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-01 _chem_comp.pdbx_modified_date 2014-09-05 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 598.618 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WVH _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4C0C _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 WVH O1 O1 O 0 1 N N N -3.976 50.900 -5.329 4.042 -1.950 -0.696 O1 WVH 1 WVH C5 C5 C 0 1 N N N -4.842 51.795 -5.697 4.509 -0.856 -0.461 C5 WVH 2 WVH N1 N1 N 0 1 N N N -6.187 51.745 -5.580 5.846 -0.687 -0.431 N1 WVH 3 WVH C4 C4 C 0 1 Y N N -6.865 50.571 -5.294 6.692 -1.790 -0.553 C4 WVH 4 WVH C3 C3 C 0 1 Y N N -8.165 50.437 -5.837 7.986 -1.646 -1.049 C3 WVH 5 WVH C2 C2 C 0 1 Y N N -8.920 49.274 -5.646 8.792 -2.762 -1.153 C2 WVH 6 WVH N N N 0 1 Y N N -8.442 48.256 -4.919 8.350 -3.951 -0.790 N WVH 7 WVH C1 C1 C 0 1 Y N N -7.199 48.319 -4.382 7.132 -4.128 -0.316 C1 WVH 8 WVH C C C 0 1 Y N N -6.393 49.471 -4.550 6.266 -3.062 -0.175 C WVH 9 WVH C6 C6 C 0 1 N N R -4.371 53.123 -6.416 3.595 0.315 -0.209 C6 WVH 10 WVH C24 C24 C 0 1 N N N -4.204 52.966 -7.930 3.859 1.402 -1.253 C24 WVH 11 WVH C25 C25 C 0 1 Y N N -5.522 52.719 -8.506 3.034 2.621 -0.928 C25 WVH 12 WVH C28 C28 C 0 1 Y N N -6.140 51.418 -8.852 3.395 3.696 -0.002 C28 WVH 13 WVH C29 C29 C 0 1 Y N N -5.671 50.141 -8.830 4.502 3.944 0.813 C29 WVH 14 WVH C30 C30 C 0 1 Y N N -6.595 49.179 -9.229 4.538 5.072 1.583 C30 WVH 15 WVH C31 C31 C 0 1 Y N N -7.909 49.442 -9.644 3.483 5.975 1.562 C31 WVH 16 WVH C32 C32 C 0 1 Y N N -8.409 50.721 -9.682 2.382 5.749 0.765 C32 WVH 17 WVH C27 C27 C 0 1 Y N N -7.529 51.732 -9.294 2.324 4.607 -0.027 C27 WVH 18 WVH N5 N5 N 0 1 Y N N -7.657 53.081 -9.209 1.388 4.110 -0.907 N5 WVH 19 WVH C26 C26 C 0 1 Y N N -6.498 53.688 -8.768 1.831 2.930 -1.438 C26 WVH 20 WVH N2 N2 N 0 1 N N N -5.221 54.296 -6.064 2.201 -0.124 -0.302 N2 WVH 21 WVH C7 C7 C 0 1 N N N -5.053 54.939 -4.933 1.591 -0.666 0.771 C7 WVH 22 WVH O O O 0 1 N N N -4.366 54.441 -4.054 2.199 -0.789 1.817 O WVH 23 WVH C8 C8 C 0 1 Y N N -5.539 56.334 -4.644 0.189 -1.108 0.677 C8 WVH 24 WVH C23 C23 C 0 1 Y N N -5.946 57.332 -5.638 -0.447 -1.671 1.791 C23 WVH 25 WVH F2 F2 F 0 1 N N N -5.843 57.104 -6.912 0.224 -1.810 2.956 F2 WVH 26 WVH C22 C22 C 0 1 Y N N -6.369 58.565 -5.212 -1.760 -2.082 1.695 C22 WVH 27 WVH C11 C11 C 0 1 Y N N -6.398 58.856 -3.846 -2.447 -1.936 0.494 C11 WVH 28 WVH C10 C10 C 0 1 Y N N -6.058 57.906 -2.891 -1.812 -1.376 -0.612 C10 WVH 29 WVH C9 C9 C 0 1 Y N N -5.623 56.698 -3.321 -0.513 -0.961 -0.523 C9 WVH 30 WVH N3 N3 N 0 1 N N N -6.880 60.079 -3.429 -3.771 -2.350 0.397 N3 WVH 31 WVH C21 C21 C 0 1 N N N -6.343 60.809 -2.314 -4.302 -2.105 -0.951 C21 WVH 32 WVH C20 C20 C 0 1 N N N -7.602 61.358 -1.661 -5.731 -2.646 -1.040 C20 WVH 33 WVH N4 N4 N 0 1 N N N -8.343 62.178 -2.621 -6.564 -1.990 -0.022 N4 WVH 34 WVH C13 C13 C 0 1 N N N -8.086 62.057 -4.018 -6.033 -2.235 1.326 C13 WVH 35 WVH C12 C12 C 0 1 N N N -8.087 60.577 -4.125 -4.603 -1.694 1.415 C12 WVH 36 WVH C14 C14 C 0 1 Y N N -9.382 63.037 -2.148 -6.678 -0.618 -0.275 C14 WVH 37 WVH C19 C19 C 0 1 Y N N -9.015 64.116 -1.221 -7.926 -0.058 -0.526 C19 WVH 38 WVH F1 F1 F 0 1 N N N -7.752 64.386 -0.931 -9.030 -0.836 -0.526 F1 WVH 39 WVH C18 C18 C 0 1 Y N N -9.951 65.009 -0.771 -8.035 1.298 -0.775 C18 WVH 40 WVH C17 C17 C 0 1 Y N N -11.281 64.838 -1.068 -6.903 2.096 -0.775 C17 WVH 41 WVH F F F 0 1 N N N -12.079 65.768 -0.469 -7.012 3.421 -1.018 F WVH 42 WVH C16 C16 C 0 1 Y N N -11.697 63.783 -1.903 -5.661 1.539 -0.525 C16 WVH 43 WVH C15 C15 C 0 1 Y N N -10.737 62.899 -2.455 -5.547 0.186 -0.270 C15 WVH 44 WVH H1 H1 H 0 1 N N N -6.713 52.587 -5.704 6.220 0.202 -0.325 H1 WVH 45 WVH H6 H6 H 0 1 N N N -3.367 53.333 -6.019 3.784 0.715 0.788 H6 WVH 46 WVH H3 H3 H 0 1 N N N -8.584 51.250 -6.411 8.354 -0.676 -1.349 H3 WVH 47 WVH H H H 0 1 N N N -5.410 49.507 -4.105 5.272 -3.213 0.218 H WVH 48 WVH H2 H2 H 0 1 N N N -9.901 49.197 -6.091 9.796 -2.660 -1.537 H2 WVH 49 WVH HA HA H 0 1 N N N -6.818 47.480 -3.819 6.809 -5.118 -0.030 HA WVH 50 WVH H241 H241 H 0 0 N N N -3.777 53.886 -8.356 4.916 1.666 -1.244 H241 WVH 51 WVH H242 H242 H 0 0 N N N -3.537 52.118 -8.146 3.585 1.031 -2.240 H242 WVH 52 WVH HB HB H 0 1 N N N -5.931 54.598 -6.700 1.716 -0.026 -1.137 HB WVH 53 WVH H26 H26 H 0 1 N N N -6.364 54.752 -8.644 1.291 2.333 -2.159 H26 WVH 54 WVH H29 H29 H 0 1 N N N -4.664 49.894 -8.528 5.326 3.247 0.835 H29 WVH 55 WVH H30 H30 H 0 1 N N N -6.274 48.148 -9.218 5.394 5.264 2.213 H30 WVH 56 WVH H31 H31 H 0 1 N N N -8.543 48.619 -9.941 3.526 6.862 2.176 H31 WVH 57 WVH H32 H32 H 0 1 N N N -9.422 50.931 -9.993 1.566 6.457 0.756 H32 WVH 58 WVH H5 H5 H 0 1 N N N -8.494 53.578 -9.439 0.544 4.536 -1.121 H5 WVH 59 WVH H9 H9 H 0 1 N N N -5.323 55.975 -2.577 -0.027 -0.524 -1.383 H9 WVH 60 WVH H22 H22 H 0 1 N N N -6.679 59.309 -5.931 -2.255 -2.517 2.551 H22 WVH 61 WVH H10 H10 H 0 1 N N N -6.138 58.125 -1.836 -2.349 -1.265 -1.542 H10 WVH 62 WVH H211 H211 H 0 0 N N N -5.794 60.146 -1.629 -4.305 -1.034 -1.152 H211 WVH 63 WVH H212 H212 H 0 0 N N N -5.680 61.620 -2.649 -3.675 -2.611 -1.686 H212 WVH 64 WVH H121 H121 H 0 0 N N N -8.061 60.277 -5.183 -4.197 -1.900 2.405 H121 WVH 65 WVH H122 H122 H 0 0 N N N -8.990 60.167 -3.650 -4.610 -0.618 1.241 H122 WVH 66 WVH H201 H201 H 0 0 N N N -8.235 60.522 -1.330 -6.137 -2.440 -2.030 H201 WVH 67 WVH H202 H202 H 0 0 N N N -7.324 61.974 -0.793 -5.724 -3.722 -0.866 H202 WVH 68 WVH H131 H131 H 0 0 N N N -8.881 62.515 -4.625 -6.659 -1.729 2.061 H131 WVH 69 WVH H132 H132 H 0 0 N N N -7.115 62.490 -4.298 -6.029 -3.306 1.527 H132 WVH 70 WVH H15 H15 H 0 1 N N N -11.057 62.110 -3.120 -4.577 -0.247 -0.072 H15 WVH 71 WVH H18 H18 H 0 1 N N N -9.640 65.856 -0.177 -9.003 1.734 -0.970 H18 WVH 72 WVH H16 H16 H 0 1 N N N -12.746 63.648 -2.122 -4.780 2.164 -0.525 H16 WVH 73 # 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 WVH O1 C5 DOUB N N 1 WVH C5 N1 SING N N 2 WVH C5 C6 SING N N 3 WVH N1 C4 SING N N 4 WVH C4 C3 DOUB Y N 5 WVH C4 C SING Y N 6 WVH C3 C2 SING Y N 7 WVH C2 N DOUB Y N 8 WVH N C1 SING Y N 9 WVH C1 C DOUB Y N 10 WVH C6 C24 SING N N 11 WVH C6 N2 SING N N 12 WVH C24 C25 SING N N 13 WVH C25 C28 SING Y N 14 WVH C25 C26 DOUB Y N 15 WVH C28 C29 SING Y N 16 WVH C28 C27 DOUB Y N 17 WVH C29 C30 DOUB Y N 18 WVH C30 C31 SING Y N 19 WVH C31 C32 DOUB Y N 20 WVH C32 C27 SING Y N 21 WVH C27 N5 SING Y N 22 WVH N5 C26 SING Y N 23 WVH N2 C7 SING N N 24 WVH C7 O DOUB N N 25 WVH C7 C8 SING N N 26 WVH C8 C23 SING Y N 27 WVH C8 C9 DOUB Y N 28 WVH C23 F2 SING N N 29 WVH C23 C22 DOUB Y N 30 WVH C22 C11 SING Y N 31 WVH C11 C10 DOUB Y N 32 WVH C11 N3 SING N N 33 WVH C10 C9 SING Y N 34 WVH N3 C21 SING N N 35 WVH N3 C12 SING N N 36 WVH C21 C20 SING N N 37 WVH C20 N4 SING N N 38 WVH N4 C13 SING N N 39 WVH N4 C14 SING N N 40 WVH C13 C12 SING N N 41 WVH C14 C19 SING Y N 42 WVH C14 C15 DOUB Y N 43 WVH C19 F1 SING N N 44 WVH C19 C18 DOUB Y N 45 WVH C18 C17 SING Y N 46 WVH C17 F SING N N 47 WVH C17 C16 DOUB Y N 48 WVH C16 C15 SING Y N 49 WVH N1 H1 SING N N 50 WVH C6 H6 SING N N 51 WVH C3 H3 SING N N 52 WVH C H SING N N 53 WVH C2 H2 SING N N 54 WVH C1 HA SING N N 55 WVH C24 H241 SING N N 56 WVH C24 H242 SING N N 57 WVH N2 HB SING N N 58 WVH C26 H26 SING N N 59 WVH C29 H29 SING N N 60 WVH C30 H30 SING N N 61 WVH C31 H31 SING N N 62 WVH C32 H32 SING N N 63 WVH N5 H5 SING N N 64 WVH C9 H9 SING N N 65 WVH C22 H22 SING N N 66 WVH C10 H10 SING N N 67 WVH C21 H211 SING N N 68 WVH C21 H212 SING N N 69 WVH C12 H121 SING N N 70 WVH C12 H122 SING N N 71 WVH C20 H201 SING N N 72 WVH C20 H202 SING N N 73 WVH C13 H131 SING N N 74 WVH C13 H132 SING N N 75 WVH C15 H15 SING N N 76 WVH C18 H18 SING N N 77 WVH C16 H16 SING N N 78 # 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 WVH SMILES ACDLabs 12.01 "O=C(Nc1ccncc1)C(NC(=O)c4ccc(N3CCN(c2c(F)cc(F)cc2)CC3)cc4F)Cc6c5ccccc5nc6" WVH InChI InChI 1.03 "InChI=1S/C33H29F3N6O2/c34-22-5-8-31(28(36)18-22)42-15-13-41(14-16-42)24-6-7-26(27(35)19-24)32(43)40-30(33(44)39-23-9-11-37-12-10-23)17-21-20-38-29-4-2-1-3-25(21)29/h1-12,18-20,30,38H,13-17H2,(H,40,43)(H,37,39,44)/t30-/m1/s1" WVH InChIKey InChI 1.03 WRESLWUWFGDSMV-SSEXGKCCSA-N WVH SMILES_CANONICAL CACTVS 3.385 "Fc1ccc(N2CCN(CC2)c3ccc(C(=O)N[C@H](Cc4c[nH]c5ccccc45)C(=O)Nc6ccncc6)c(F)c3)c(F)c1" WVH SMILES CACTVS 3.385 "Fc1ccc(N2CCN(CC2)c3ccc(C(=O)N[CH](Cc4c[nH]c5ccccc45)C(=O)Nc6ccncc6)c(F)c3)c(F)c1" WVH SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)c(c[nH]2)C[C@H](C(=O)Nc3ccncc3)NC(=O)c4ccc(cc4F)N5CCN(CC5)c6ccc(cc6F)F" WVH SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)c(c[nH]2)CC(C(=O)Nc3ccncc3)NC(=O)c4ccc(cc4F)N5CCN(CC5)c6ccc(cc6F)F" # 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 WVH "SYSTEMATIC NAME" ACDLabs 12.01 "Nalpha-{4-[4-(2,4-difluorophenyl)piperazin-1-yl]-2-fluorobenzoyl}-N-pyridin-4-yl-D-tryptophanamide" WVH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[4-[2,4-bis(fluoranyl)phenyl]piperazin-1-yl]-2-fluoranyl-N-[(2R)-3-(1H-indol-3-yl)-1-oxidanylidene-1-(pyridin-4-ylamino)propan-2-yl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site WVH "Create component" 2013-08-01 EBI WVH "Initial release" 2014-08-20 RCSB WVH "Modify descriptor" 2014-09-05 RCSB #