data_4VG # _chem_comp.id 4VG _chem_comp.name "2-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]-8-[2-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-4-yl]-2,3,4,5-tetrahydro-1H-pyrrolo[1,2-a][1,4]diazepin-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H28 Cl N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-05 _chem_comp.pdbx_modified_date 2015-09-04 _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 481.975 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4VG _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 5BVE _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 4VG C1 C1 C 0 1 Y N N 12.247 -2.998 15.101 0.968 -0.482 0.106 C1 4VG 1 4VG C3 C2 C 0 1 N N N 10.835 -3.375 14.963 2.440 -0.364 0.128 C3 4VG 2 4VG C12 C3 C 0 1 Y N N 18.007 -1.596 14.593 -4.853 0.352 -0.142 C12 4VG 3 4VG C15 C4 C 0 1 N N N 12.174 -3.221 17.530 1.054 -2.965 0.443 C15 4VG 4 4VG C16 C5 C 0 1 N N N 11.810 -4.717 17.682 1.740 -3.372 -0.867 C16 4VG 5 4VG C17 C6 C 0 1 N N N 11.394 -5.320 16.308 2.385 -2.147 -1.515 C17 4VG 6 4VG C19 C7 C 0 1 N N S 8.960 -4.789 15.553 4.554 -1.486 -0.386 C19 4VG 7 4VG C20 C8 C 0 1 Y N N 8.654 -5.852 14.493 5.252 -0.167 -0.593 C20 4VG 8 4VG C21 C9 C 0 1 Y N N 7.328 -6.263 14.315 6.366 0.151 0.161 C21 4VG 9 4VG C22 C10 C 0 1 Y N N 7.029 -7.229 13.360 7.007 1.362 -0.029 C22 4VG 10 4VG C23 C11 C 0 1 Y N N 8.027 -7.799 12.575 6.532 2.255 -0.974 C23 4VG 11 4VG C24 C12 C 0 1 Y N N 9.350 -7.385 12.734 5.418 1.936 -1.727 C24 4VG 12 4VG C25 C13 C 0 1 Y N N 9.658 -6.413 13.686 4.782 0.723 -1.540 C25 4VG 13 4VG C26 C14 C 0 1 N N N 8.320 -5.261 16.890 4.826 -1.990 1.033 C26 4VG 14 4VG C28 C15 C 0 1 N N N 19.180 -2.984 16.245 -7.315 0.197 -0.176 C28 4VG 15 4VG C29 C16 C 0 1 N N N 20.642 -3.480 16.436 -8.329 -0.839 -0.672 C29 4VG 16 4VG C30 C17 C 0 1 N N N 20.690 -4.488 17.606 -9.720 -0.201 -0.714 C30 4VG 17 4VG N2 N1 N 0 1 Y N N 12.855 -2.968 16.252 0.338 -1.702 0.259 N2 4VG 18 4VG C8 C18 C 0 1 Y N N 15.665 -1.790 14.359 -2.551 0.492 -0.109 C8 4VG 19 4VG C6 C19 C 0 1 Y N N 14.120 -2.639 16.146 -0.990 -1.506 0.203 C6 4VG 20 4VG C5 C20 C 0 1 Y N N 14.367 -2.369 14.857 -1.225 -0.160 0.011 C5 4VG 21 4VG N13 N2 N 0 1 Y N N 16.820 -2.115 14.989 -3.668 -0.229 -0.035 N13 4VG 22 4VG N14 N3 N 0 1 N N N 19.139 -1.937 15.239 -5.995 -0.426 -0.060 N14 4VG 23 4VG C4 C21 C 0 1 Y N N 13.100 -2.606 14.136 0.032 0.482 -0.047 C4 4VG 24 4VG C32 C22 C 0 1 N N N 18.795 -3.477 18.688 -9.173 1.293 1.080 C32 4VG 25 4VG C10 C23 C 0 1 Y N N 16.946 -0.367 12.906 -3.906 2.438 -0.398 C10 4VG 26 4VG O7 O1 O 0 1 N N N 10.148 -2.679 14.233 3.012 0.522 0.736 O7 4VG 27 4VG O31 O2 O 0 1 N N N 20.171 -3.894 18.814 -10.059 0.287 0.585 O31 4VG 28 4VG C9 C24 C 0 1 Y N N 15.705 -0.888 13.291 -2.648 1.874 -0.303 C9 4VG 29 4VG N18 N4 N 0 1 N N N 10.398 -4.499 15.587 3.111 -1.310 -0.573 N18 4VG 30 4VG CL1 CL1 CL 0 0 N N N 5.363 -7.680 13.129 8.406 1.762 0.918 CL34 4VG 31 4VG C33 C25 C 0 1 N N N 18.722 -2.385 17.603 -7.760 0.715 1.195 C33 4VG 32 4VG N11 N5 N 0 1 Y N N 18.072 -0.728 13.562 -4.974 1.659 -0.320 N11 4VG 33 4VG O27 O3 O 0 1 N N N 8.435 -4.217 17.856 4.442 -0.988 1.976 O27 4VG 34 4VG H1 H1 H 0 1 N N N 12.839 -2.928 18.356 0.349 -3.741 0.739 H1 4VG 35 4VG H2 H2 H 0 1 N N N 11.253 -2.621 17.571 1.806 -2.842 1.223 H2 4VG 36 4VG H3 H3 H 0 1 N N N 10.973 -4.816 18.389 2.507 -4.117 -0.658 H3 4VG 37 4VG H4 H4 H 0 1 N N N 12.683 -5.264 18.068 1.000 -3.794 -1.547 H4 4VG 38 4VG H5 H5 H 0 1 N N N 10.965 -6.318 16.480 3.075 -2.484 -2.288 H5 4VG 39 4VG H6 H6 H 0 1 N N N 12.293 -5.410 15.680 1.603 -1.548 -1.982 H6 4VG 40 4VG H7 H7 H 0 1 N N N 8.435 -3.870 15.253 4.927 -2.212 -1.107 H7 4VG 41 4VG H8 H8 H 0 1 N N N 6.541 -5.832 14.916 6.736 -0.546 0.899 H8 4VG 42 4VG H9 H9 H 0 1 N N N 7.779 -8.557 11.847 7.030 3.202 -1.120 H9 4VG 43 4VG H10 H10 H 0 1 N N N 10.131 -7.814 12.124 5.048 2.632 -2.464 H10 4VG 44 4VG H11 H11 H 0 1 N N N 10.681 -6.088 13.804 3.911 0.474 -2.129 H11 4VG 45 4VG H12 H12 H 0 1 N N N 7.258 -5.497 16.727 4.250 -2.898 1.213 H12 4VG 46 4VG H13 H13 H 0 1 N N N 8.843 -6.158 17.253 5.888 -2.206 1.144 H13 4VG 47 4VG H14 H14 H 0 1 N N N 18.531 -3.829 15.970 -7.268 1.027 -0.881 H14 4VG 48 4VG H15 H15 H 0 1 N N N 20.987 -3.971 15.514 -8.050 -1.172 -1.671 H15 4VG 49 4VG H16 H16 H 0 1 N N N 21.294 -2.623 16.662 -8.340 -1.691 0.008 H16 4VG 50 4VG H17 H17 H 0 1 N N N 20.084 -5.369 17.348 -9.719 0.627 -1.424 H17 4VG 51 4VG H18 H18 H 0 1 N N N 21.732 -4.796 17.774 -10.452 -0.946 -1.026 H18 4VG 52 4VG H19 H19 H 0 1 N N N 14.835 -2.594 16.954 -1.745 -2.272 0.294 H19 4VG 53 4VG H20 H20 H 0 1 N N N 19.792 -2.207 14.531 -5.920 -1.384 0.074 H20 4VG 54 4VG H21 H21 H 0 1 N N N 12.903 -2.491 13.080 0.211 1.538 -0.187 H21 4VG 55 4VG H22 H22 H 0 1 N N N 18.439 -3.074 19.647 -9.164 2.140 0.394 H22 4VG 56 4VG H23 H23 H 0 1 N N N 18.171 -4.335 18.396 -9.511 1.625 2.062 H23 4VG 57 4VG H24 H24 H 0 1 N N N 17.004 0.327 12.081 -4.016 3.502 -0.548 H24 4VG 58 4VG H25 H25 H 0 1 N N N 14.800 -0.600 12.776 -1.761 2.487 -0.363 H25 4VG 59 4VG H26 H26 H 0 1 N N N 19.382 -1.549 17.878 -7.760 -0.106 1.912 H26 4VG 60 4VG H27 H27 H 0 1 N N N 17.687 -2.022 17.515 -7.074 1.493 1.531 H27 4VG 61 4VG H28 H28 H 0 1 N N N 8.046 -4.499 18.675 4.587 -1.240 2.899 H28 4VG 62 # 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 4VG C23 C24 DOUB Y N 1 4VG C23 C22 SING Y N 2 4VG C24 C25 SING Y N 3 4VG C10 C9 DOUB Y N 4 4VG C10 N11 SING Y N 5 4VG CL1 C22 SING N N 6 4VG C9 C8 SING Y N 7 4VG C22 C21 DOUB Y N 8 4VG N11 C12 DOUB Y N 9 4VG C25 C20 DOUB Y N 10 4VG C4 C5 SING Y N 11 4VG C4 C1 DOUB Y N 12 4VG O7 C3 DOUB N N 13 4VG C21 C20 SING Y N 14 4VG C8 C5 SING N N 15 4VG C8 N13 DOUB Y N 16 4VG C20 C19 SING N N 17 4VG C12 N13 SING Y N 18 4VG C12 N14 SING N N 19 4VG C5 C6 DOUB Y N 20 4VG C3 C1 SING N N 21 4VG C3 N18 SING N N 22 4VG C1 N2 SING Y N 23 4VG N14 C28 SING N N 24 4VG C19 N18 SING N N 25 4VG C19 C26 SING N N 26 4VG N18 C17 SING N N 27 4VG C6 N2 SING Y N 28 4VG C28 C29 SING N N 29 4VG C28 C33 SING N N 30 4VG N2 C15 SING N N 31 4VG C17 C16 SING N N 32 4VG C29 C30 SING N N 33 4VG C26 O27 SING N N 34 4VG C15 C16 SING N N 35 4VG C33 C32 SING N N 36 4VG C30 O31 SING N N 37 4VG C32 O31 SING N N 38 4VG C15 H1 SING N N 39 4VG C15 H2 SING N N 40 4VG C16 H3 SING N N 41 4VG C16 H4 SING N N 42 4VG C17 H5 SING N N 43 4VG C17 H6 SING N N 44 4VG C19 H7 SING N N 45 4VG C21 H8 SING N N 46 4VG C23 H9 SING N N 47 4VG C24 H10 SING N N 48 4VG C25 H11 SING N N 49 4VG C26 H12 SING N N 50 4VG C26 H13 SING N N 51 4VG C28 H14 SING N N 52 4VG C29 H15 SING N N 53 4VG C29 H16 SING N N 54 4VG C30 H17 SING N N 55 4VG C30 H18 SING N N 56 4VG C6 H19 SING N N 57 4VG N14 H20 SING N N 58 4VG C4 H21 SING N N 59 4VG C32 H22 SING N N 60 4VG C32 H23 SING N N 61 4VG C10 H24 SING N N 62 4VG C9 H25 SING N N 63 4VG C33 H26 SING N N 64 4VG C33 H27 SING N N 65 4VG O27 H28 SING N N 66 # 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 4VG SMILES ACDLabs 12.01 "c15n(CCCN(C1=O)C(CO)c2cc(ccc2)Cl)cc(c4nc(NC3CCOCC3)ncc4)c5" 4VG InChI InChI 1.03 "InChI=1S/C25H28ClN5O3/c26-19-4-1-3-17(13-19)23(16-32)31-10-2-9-30-15-18(14-22(30)24(31)33)21-5-8-27-25(29-21)28-20-6-11-34-12-7-20/h1,3-5,8,13-15,20,23,32H,2,6-7,9-12,16H2,(H,27,28,29)/t23-/m1/s1" 4VG InChIKey InChI 1.03 KQDDJNKQTVYZHY-HSZRJFAPSA-N 4VG SMILES_CANONICAL CACTVS 3.385 "OC[C@@H](N1CCCn2cc(cc2C1=O)c3ccnc(NC4CCOCC4)n3)c5cccc(Cl)c5" 4VG SMILES CACTVS 3.385 "OC[CH](N1CCCn2cc(cc2C1=O)c3ccnc(NC4CCOCC4)n3)c5cccc(Cl)c5" 4VG SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Cl)[C@@H](CO)N2CCCn3cc(cc3C2=O)c4ccnc(n4)NC5CCOCC5" 4VG SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Cl)C(CO)N2CCCn3cc(cc3C2=O)c4ccnc(n4)NC5CCOCC5" # 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 4VG "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]-8-[2-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-4-yl]-2,3,4,5-tetrahydro-1H-pyrrolo[1,2-a][1,4]diazepin-1-one" 4VG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[(1S)-1-(3-chlorophenyl)-2-oxidanyl-ethyl]-8-[2-(oxan-4-ylamino)pyrimidin-4-yl]-4,5-dihydro-3H-pyrrolo[1,2-a][1,4]diazepin-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4VG "Create component" 2015-06-05 RCSB 4VG "Initial release" 2015-09-09 RCSB #