data_4VJ # _chem_comp.id 4VJ _chem_comp.name "2-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]-8-(2-{[(1S,3R)-3-hydroxycyclopentyl]amino}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 4VJ _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 5BVF _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 4VJ O2 O1 O 0 1 N N N 10.137 -2.892 14.320 -3.001 1.388 1.407 O2 4VJ 1 4VJ C11 C1 C 0 1 Y N N 14.322 -2.517 14.930 1.165 0.401 0.594 C11 4VJ 2 4VJ C12 C2 C 0 1 Y N N 14.103 -2.735 16.235 0.711 -0.502 -0.346 C12 4VJ 3 4VJ C13 C3 C 0 1 Y N N 15.619 -1.948 14.422 2.570 0.820 0.803 C13 4VJ 4 4VJ C14 C4 C 0 1 Y N N 15.686 -1.121 13.301 2.894 1.744 1.802 C14 4VJ 5 4VJ C15 C5 C 0 1 Y N N 16.934 -0.616 12.955 4.219 2.105 1.960 C15 4VJ 6 4VJ C16 C6 C 0 1 Y N N 17.943 -1.774 14.726 4.801 0.696 0.230 C16 4VJ 7 4VJ C17 C7 C 0 1 N N N 12.254 -3.320 17.698 -1.530 -1.461 -0.995 C17 4VJ 8 4VJ C18 C8 C 0 1 N N N 11.829 -4.791 17.900 -2.037 -2.618 -0.125 C18 4VJ 9 4VJ C19 C9 C 0 1 N N N 11.384 -5.423 16.560 -2.384 -2.101 1.270 C19 4VJ 10 4VJ C20 C10 C 0 1 N N S 8.964 -4.966 15.813 -4.595 -0.867 1.322 C20 4VJ 11 4VJ C21 C11 C 0 1 Y N N 8.674 -6.034 14.750 -5.161 -0.340 0.029 C21 4VJ 12 4VJ C22 C12 C 0 1 Y N N 7.356 -6.436 14.556 -6.130 0.646 0.049 C22 4VJ 13 4VJ C23 C13 C 0 1 Y N N 7.070 -7.401 13.595 -6.649 1.130 -1.138 C23 4VJ 14 4VJ C24 C14 C 0 1 Y N N 8.072 -7.987 12.815 -6.198 0.626 -2.346 C24 4VJ 15 4VJ C25 C15 C 0 1 Y N N 9.401 -7.596 13.013 -5.230 -0.359 -2.365 C25 4VJ 16 4VJ C26 C16 C 0 1 Y N N 9.693 -6.628 13.985 -4.707 -0.838 -1.178 C26 4VJ 17 4VJ C27 C17 C 0 1 N N N 8.395 -5.492 17.162 -5.083 -2.300 1.546 C27 4VJ 18 4VJ C28 C18 C 0 1 N N S 19.020 -3.202 16.410 7.186 0.560 -0.386 C28 4VJ 19 4VJ C29 C19 C 0 1 N N N 18.823 -2.669 17.851 7.982 0.327 -1.687 C29 4VJ 20 4VJ C30 C20 C 0 1 N N R 19.218 -3.911 18.690 9.373 -0.151 -1.202 C30 4VJ 21 4VJ CL1 CL1 CL 0 0 N N N 5.408 -7.869 13.387 -7.866 2.367 -1.113 CL33 4VJ 22 4VJ N3 N1 N 0 1 Y N N 18.022 -0.951 13.679 5.136 1.569 1.168 N3 4VJ 23 4VJ N5 N2 N 0 1 N N N 10.393 -4.640 15.799 -3.132 -0.854 1.257 N5 4VJ 24 4VJ C31 C21 C 0 1 N N N 20.482 -4.456 17.951 9.022 -1.045 0.014 C31 4VJ 25 4VJ C8 C22 C 0 1 Y N N 12.230 -3.133 15.220 -1.039 0.223 0.796 C8 4VJ 26 4VJ O34 O2 O 0 1 N N N 19.502 -3.523 20.052 10.030 -0.912 -2.217 O34 4VJ 27 4VJ C32 C23 C 0 1 N N N 20.419 -3.866 16.520 7.848 -0.312 0.695 C32 4VJ 28 4VJ C10 C24 C 0 1 Y N N 13.070 -2.787 14.225 0.038 0.855 1.316 C10 4VJ 29 4VJ C9 C25 C 0 1 N N N 10.824 -3.544 15.095 -2.460 0.321 1.183 C9 4VJ 30 4VJ N1 N3 N 0 1 Y N N 12.855 -3.066 16.375 -0.621 -0.616 -0.219 N1 4VJ 31 4VJ N7 N4 N 0 1 N N N 19.050 -2.114 15.423 5.791 0.155 -0.572 N7 4VJ 32 4VJ O6 O3 O 0 1 N N N 8.759 -4.580 18.208 -4.748 -3.100 0.410 O6 4VJ 33 4VJ N4 N5 N 0 1 Y N N 16.745 -2.264 15.095 3.545 0.319 0.048 N4 4VJ 34 4VJ H1 H1 H 0 1 N N N 14.833 -2.651 17.027 1.324 -1.028 -1.063 H1 4VJ 35 4VJ H2 H2 H 0 1 N N N 14.804 -0.883 12.725 2.127 2.167 2.434 H2 4VJ 36 4VJ H3 H3 H 0 1 N N N 17.033 0.045 12.106 4.504 2.816 2.721 H3 4VJ 37 4VJ H4 H4 H 0 1 N N N 12.990 -3.059 18.473 -1.002 -1.862 -1.860 H4 4VJ 38 4VJ H5 H5 H 0 1 N N N 11.365 -2.681 17.807 -2.377 -0.864 -1.335 H5 4VJ 39 4VJ H6 H6 H 0 1 N N N 10.992 -4.830 18.613 -2.927 -3.052 -0.582 H6 4VJ 40 4VJ H7 H7 H 0 1 N N N 12.680 -5.360 18.302 -1.262 -3.379 -0.047 H7 4VJ 41 4VJ H8 H8 H 0 1 N N N 10.946 -6.409 16.777 -2.976 -2.858 1.786 H8 4VJ 42 4VJ H9 H9 H 0 1 N N N 12.276 -5.549 15.929 -1.458 -1.945 1.825 H9 4VJ 43 4VJ H10 H10 H 0 1 N N N 8.396 -4.063 15.544 -4.928 -0.238 2.148 H10 4VJ 44 4VJ H11 H11 H 0 1 N N N 6.562 -6.003 15.146 -6.482 1.038 0.992 H11 4VJ 45 4VJ H12 H12 H 0 1 N N N 7.824 -8.730 12.071 -6.606 1.000 -3.273 H12 4VJ 46 4VJ H13 H13 H 0 1 N N N 10.193 -8.035 12.424 -4.878 -0.752 -3.307 H13 4VJ 47 4VJ H14 H14 H 0 1 N N N 10.719 -6.334 14.149 -3.950 -1.608 -1.193 H14 4VJ 48 4VJ H15 H15 H 0 1 N N N 7.299 -5.562 17.098 -4.604 -2.713 2.434 H15 4VJ 49 4VJ H16 H16 H 0 1 N N N 8.814 -6.486 17.377 -6.164 -2.299 1.683 H16 4VJ 50 4VJ H17 H17 H 0 1 N N N 18.254 -3.953 16.167 7.236 1.610 -0.101 H17 4VJ 51 4VJ H18 H18 H 0 1 N N N 19.485 -1.815 18.059 7.504 -0.443 -2.294 H18 4VJ 52 4VJ H19 H19 H 0 1 N N N 17.779 -2.376 18.033 8.073 1.256 -2.250 H19 4VJ 53 4VJ H20 H20 H 0 1 N N N 18.414 -4.660 18.647 9.988 0.696 -0.898 H20 4VJ 54 4VJ H21 H21 H 0 1 N N N 20.460 -5.555 17.914 8.713 -2.036 -0.318 H21 4VJ 55 4VJ H22 H22 H 0 1 N N N 21.398 -4.125 18.462 9.873 -1.118 0.691 H22 4VJ 56 4VJ H23 H23 H 0 1 N N N 19.743 -4.291 20.557 10.905 -1.235 -1.963 H23 4VJ 57 4VJ H24 H24 H 0 1 N N N 20.527 -4.663 15.770 8.219 0.315 1.505 H24 4VJ 58 4VJ H25 H25 H 0 1 N N N 21.213 -3.118 16.377 7.130 -1.036 1.082 H25 4VJ 59 4VJ H26 H26 H 0 1 N N N 12.868 -2.724 13.166 0.037 1.569 2.127 H26 4VJ 60 4VJ H27 H27 H 0 1 N N N 19.745 -2.362 14.748 5.560 -0.491 -1.258 H27 4VJ 61 4VJ H28 H28 H 0 1 N N N 8.415 -4.894 19.036 -5.027 -4.023 0.482 H28 4VJ 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 4VJ C24 C25 DOUB Y N 1 4VJ C24 C23 SING Y N 2 4VJ C15 C14 DOUB Y N 3 4VJ C15 N3 SING Y N 4 4VJ C25 C26 SING Y N 5 4VJ C14 C13 SING Y N 6 4VJ CL1 C23 SING N N 7 4VJ C23 C22 DOUB Y N 8 4VJ N3 C16 DOUB Y N 9 4VJ C26 C21 DOUB Y N 10 4VJ C10 C11 SING Y N 11 4VJ C10 C8 DOUB Y N 12 4VJ O2 C9 DOUB N N 13 4VJ C13 C11 SING N N 14 4VJ C13 N4 DOUB Y N 15 4VJ C22 C21 SING Y N 16 4VJ C16 N4 SING Y N 17 4VJ C16 N7 SING N N 18 4VJ C21 C20 SING N N 19 4VJ C11 C12 DOUB Y N 20 4VJ C9 C8 SING N N 21 4VJ C9 N5 SING N N 22 4VJ C8 N1 SING Y N 23 4VJ N7 C28 SING N N 24 4VJ N5 C20 SING N N 25 4VJ N5 C19 SING N N 26 4VJ C20 C27 SING N N 27 4VJ C12 N1 SING Y N 28 4VJ N1 C17 SING N N 29 4VJ C28 C32 SING N N 30 4VJ C28 C29 SING N N 31 4VJ C32 C31 SING N N 32 4VJ C19 C18 SING N N 33 4VJ C27 O6 SING N N 34 4VJ C17 C18 SING N N 35 4VJ C29 C30 SING N N 36 4VJ C31 C30 SING N N 37 4VJ C30 O34 SING N N 38 4VJ C12 H1 SING N N 39 4VJ C14 H2 SING N N 40 4VJ C15 H3 SING N N 41 4VJ C17 H4 SING N N 42 4VJ C17 H5 SING N N 43 4VJ C18 H6 SING N N 44 4VJ C18 H7 SING N N 45 4VJ C19 H8 SING N N 46 4VJ C19 H9 SING N N 47 4VJ C20 H10 SING N N 48 4VJ C22 H11 SING N N 49 4VJ C24 H12 SING N N 50 4VJ C25 H13 SING N N 51 4VJ C26 H14 SING N N 52 4VJ C27 H15 SING N N 53 4VJ C27 H16 SING N N 54 4VJ C28 H17 SING N N 55 4VJ C29 H18 SING N N 56 4VJ C29 H19 SING N N 57 4VJ C30 H20 SING N N 58 4VJ C31 H21 SING N N 59 4VJ C31 H22 SING N N 60 4VJ O34 H23 SING N N 61 4VJ C32 H24 SING N N 62 4VJ C32 H25 SING N N 63 4VJ C10 H26 SING N N 64 4VJ N7 H27 SING N N 65 4VJ O6 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 4VJ SMILES ACDLabs 12.01 "O=C4N(CCCn3cc(c2nc(NC1CCC(C1)O)ncc2)cc34)C(CO)c5cc(ccc5)Cl" 4VJ InChI InChI 1.03 "InChI=1S/C25H28ClN5O3/c26-18-4-1-3-16(11-18)23(15-32)31-10-2-9-30-14-17(12-22(30)24(31)34)21-7-8-27-25(29-21)28-19-5-6-20(33)13-19/h1,3-4,7-8,11-12,14,19-20,23,32-33H,2,5-6,9-10,13,15H2,(H,27,28,29)/t19-,20+,23+/m0/s1" 4VJ InChIKey InChI 1.03 ZQJZOIMPHMQLOK-MIZPHKNDSA-N 4VJ SMILES_CANONICAL CACTVS 3.385 "OC[C@@H](N1CCCn2cc(cc2C1=O)c3ccnc(N[C@H]4CC[C@@H](O)C4)n3)c5cccc(Cl)c5" 4VJ SMILES CACTVS 3.385 "OC[CH](N1CCCn2cc(cc2C1=O)c3ccnc(N[CH]4CC[CH](O)C4)n3)c5cccc(Cl)c5" 4VJ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Cl)[C@@H](CO)N2CCCn3cc(cc3C2=O)c4ccnc(n4)N[C@H]5CC[C@H](C5)O" 4VJ SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Cl)C(CO)N2CCCn3cc(cc3C2=O)c4ccnc(n4)NC5CCC(C5)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 4VJ "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]-8-(2-{[(1S,3R)-3-hydroxycyclopentyl]amino}pyrimidin-4-yl)-2,3,4,5-tetrahydro-1H-pyrrolo[1,2-a][1,4]diazepin-1-one" 4VJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[(1S)-1-(3-chlorophenyl)-2-oxidanyl-ethyl]-8-[2-[[(1S,3R)-3-oxidanylcyclopentyl]amino]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 4VJ "Create component" 2015-06-05 RCSB 4VJ "Initial release" 2015-09-09 RCSB #