data_4D5 # _chem_comp.id 4D5 _chem_comp.name "methyl (4-{4-chloro-2-[(1S)-1-({(2E)-3-[5-chloro-2-(1H-tetrazol-1-yl)phenyl]prop-2-enoyl}amino)-3-(morpholin-4-yl)-3-oxopropyl]-1H-imidazol-5-yl}phenyl)carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H27 Cl2 N9 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-03 _chem_comp.pdbx_modified_date 2015-05-22 _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 640.477 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4D5 _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 4Y8Y _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 4D5 C13 C1 C 0 1 Y N N 46.372 -22.172 31.952 5.786 1.449 -0.735 C13 4D5 1 4D5 C17 C2 C 0 1 N N N 48.684 -22.325 32.902 8.088 1.957 -1.060 C17 4D5 2 4D5 C15 C3 C 0 1 Y N N 45.614 -21.007 29.980 4.938 -0.784 -0.517 C15 4D5 3 4D5 C20 C4 C 0 1 N N N 38.962 -19.060 29.403 -1.703 -0.155 0.682 C20 4D5 4 4D5 C21 C5 C 0 1 N N N 38.297 -17.741 29.274 -2.480 0.832 -0.067 C21 4D5 5 4D5 C23 C6 C 0 1 N N N 37.808 -17.186 28.163 -2.773 2.025 0.492 C23 4D5 6 4D5 C24 C7 C 0 1 Y N N 37.173 -15.867 28.017 -3.554 3.018 -0.261 C24 4D5 7 4D5 C11 C8 C 0 1 Y N N 44.070 -22.315 31.255 3.645 1.092 0.284 C11 4D5 8 4D5 C12 C9 C 0 1 Y N N 45.073 -22.630 32.155 4.640 1.951 -0.132 C12 4D5 9 4D5 C27 C10 C 0 1 Y N N 37.628 -14.901 27.109 -3.981 4.201 0.363 C27 4D5 10 4D5 C33 C11 C 0 1 Y N N 38.785 -15.210 24.891 -3.152 5.572 2.237 C33 4D5 11 4D5 C1 C12 C 0 1 Y N N 41.193 -21.041 28.390 0.757 -2.123 0.893 C1 4D5 12 4D5 N2 N1 N 0 1 Y N N 41.986 -20.841 27.350 1.666 -2.903 1.411 N2 4D5 13 4D5 C3 C13 C 0 1 Y N N 43.250 -20.947 27.830 2.879 -2.375 1.207 C3 4D5 14 4D5 C4 C14 C 0 1 Y N N 43.258 -21.208 29.175 2.717 -1.206 0.528 C4 4D5 15 4D5 N5 N2 N 0 1 Y N N 41.925 -21.249 29.516 1.362 -1.053 0.332 N5 4D5 16 4D5 C6 C15 C 0 1 N N S 39.695 -21.104 28.310 -0.729 -2.377 0.911 C6 4D5 17 4D5 N7 N3 N 0 1 N N N 39.093 -19.773 28.267 -1.410 -1.347 0.124 N7 4D5 18 4D5 C8 C16 C 0 1 N N N 39.205 -21.955 27.132 -1.018 -3.753 0.310 C8 4D5 19 4D5 CL9 CL1 CL 0 0 N N N 44.599 -20.774 26.781 4.391 -3.059 1.719 CL9 4D5 20 4D5 C10 C17 C 0 1 Y N N 44.322 -21.497 30.160 3.785 -0.282 0.089 C10 4D5 21 4D5 C14 C18 C 0 1 Y N N 46.632 -21.354 30.852 5.932 0.080 -0.926 C14 4D5 22 4D5 N16 N4 N 0 1 N N N 47.357 -22.631 32.879 6.794 2.323 -1.157 N16 4D5 23 4D5 O18 O1 O 0 1 N N N 49.281 -21.646 32.096 8.376 0.837 -0.689 O18 4D5 24 4D5 O19 O2 O 0 1 N N N 49.237 -22.849 34.005 9.060 2.834 -1.374 O19 4D5 25 4D5 O22 O3 O 0 1 N N N 39.405 -19.478 30.480 -1.322 0.098 1.810 O22 4D5 26 4D5 C25 C19 C 0 1 N N N 39.578 -23.422 27.185 -2.486 -4.066 0.452 C25 4D5 27 4D5 C26 C20 C 0 1 N N N 50.629 -22.518 34.233 10.431 2.371 -1.246 C26 4D5 28 4D5 C28 C21 C 0 1 Y N N 36.972 -13.679 27.000 -4.716 5.130 -0.357 C28 4D5 29 4D5 C29 C22 C 0 1 Y N N 35.847 -13.424 27.767 -5.027 4.892 -1.682 C29 4D5 30 4D5 C30 C23 C 0 1 Y N N 35.411 -14.377 28.663 -4.607 3.726 -2.303 C30 4D5 31 4D5 C31 C24 C 0 1 Y N N 36.050 -15.591 28.792 -3.870 2.792 -1.604 C31 4D5 32 4D5 N32 N5 N 0 1 Y N N 38.711 -15.180 26.227 -3.667 4.441 1.705 N32 4D5 33 4D5 N34 N6 N 0 1 Y N N 39.922 -15.528 26.724 -3.819 3.559 2.788 N34 4D5 34 4D5 N35 N7 N 0 1 Y N N 40.670 -15.762 25.695 -3.408 4.187 3.837 N35 4D5 35 4D5 N36 N8 N 0 1 Y N N 39.985 -15.572 24.538 -3.011 5.366 3.521 N36 4D5 36 4D5 CL3 CL2 CL 0 0 N N N 34.061 -14.014 29.704 -5.006 3.442 -3.968 CL3 4D5 37 4D5 O38 O4 O 0 1 N N N 40.146 -23.892 28.165 -3.240 -3.235 0.912 O38 4D5 38 4D5 N39 N9 N 0 1 N N N 39.194 -24.199 26.144 -2.959 -5.268 0.069 N39 4D5 39 4D5 C40 C25 C 0 1 N N N 38.362 -23.770 25.011 -4.388 -5.595 0.198 C40 4D5 40 4D5 C41 C26 C 0 1 N N N 37.132 -24.629 24.949 -4.883 -6.138 -1.147 C41 4D5 41 4D5 O42 O5 O 0 1 N N N 37.468 -26.009 24.794 -4.024 -7.200 -1.571 O42 4D5 42 4D5 C43 C27 C 0 1 N N N 38.303 -26.440 25.862 -2.671 -6.800 -1.804 C43 4D5 43 4D5 C44 C28 C 0 1 N N N 39.553 -25.608 25.981 -2.064 -6.289 -0.498 C44 4D5 44 4D5 H53 H1 H 0 1 N N N 45.824 -20.348 29.150 5.050 -1.847 -0.670 H53 4D5 45 4D5 H55 H2 H 0 1 N N N 38.197 -17.164 30.182 -2.819 0.607 -1.067 H55 4D5 46 4D5 H56 H3 H 0 1 N N N 37.888 -17.777 27.262 -2.435 2.250 1.492 H56 4D5 47 4D5 H50 H4 H 0 1 N N N 43.077 -22.711 31.406 2.754 1.484 0.753 H50 4D5 48 4D5 H51 H5 H 0 1 N N N 44.847 -23.235 33.020 4.528 3.016 0.011 H51 4D5 49 4D5 H63 H6 H 0 1 N N N 37.978 -14.972 24.214 -2.901 6.475 1.702 H63 4D5 50 4D5 H45 H8 H 0 1 N N N 41.559 -21.405 30.433 0.925 -0.316 -0.124 H45 4D5 51 4D5 H46 H9 H 0 1 N N N 39.342 -21.599 29.227 -1.089 -2.346 1.939 H46 4D5 52 4D5 H47 H10 H 0 1 N N N 38.779 -19.392 27.397 -1.651 -1.522 -0.799 H47 4D5 53 4D5 H48 H11 H 0 1 N N N 39.628 -21.531 26.209 -0.748 -3.753 -0.746 H48 4D5 54 4D5 H49 H12 H 0 1 N N N 38.108 -21.886 27.098 -0.433 -4.509 0.834 H49 4D5 55 4D5 H52 H13 H 0 1 N N N 47.634 -20.989 30.680 6.824 -0.308 -1.395 H52 4D5 56 4D5 H54 H14 H 0 1 N N N 47.034 -23.250 33.595 6.562 3.193 -1.518 H54 4D5 57 4D5 H58 H15 H 0 1 N N N 50.974 -23.000 35.160 10.621 2.080 -0.213 H58 4D5 58 4D5 H59 H16 H 0 1 N N N 51.234 -22.876 33.387 10.587 1.513 -1.900 H59 4D5 59 4D5 H57 H17 H 0 1 N N N 50.736 -21.427 34.325 11.113 3.173 -1.530 H57 4D5 60 4D5 H60 H18 H 0 1 N N N 37.340 -12.928 26.317 -5.047 6.042 0.119 H60 4D5 61 4D5 H61 H19 H 0 1 N N N 35.317 -12.489 27.664 -5.600 5.620 -2.238 H61 4D5 62 4D5 H62 H20 H 0 1 N N N 35.681 -16.326 29.492 -3.542 1.887 -2.092 H62 4D5 63 4D5 H64 H21 H 0 1 N N N 38.932 -23.875 24.076 -4.523 -6.352 0.971 H64 4D5 64 4D5 H65 H22 H 0 1 N N N 38.070 -22.718 25.146 -4.948 -4.698 0.461 H65 4D5 65 4D5 H66 H23 H 0 1 N N N 36.517 -24.312 24.094 -5.900 -6.515 -1.036 H66 4D5 66 4D5 H67 H24 H 0 1 N N N 36.560 -24.502 25.880 -4.870 -5.340 -1.889 H67 4D5 67 4D5 H69 H25 H 0 1 N N N 37.739 -26.368 26.804 -2.097 -7.653 -2.165 H69 4D5 68 4D5 H68 H26 H 0 1 N N N 38.590 -27.487 25.686 -2.649 -6.005 -2.549 H68 4D5 69 4D5 H71 H27 H 0 1 N N N 40.132 -25.941 26.855 -1.084 -5.853 -0.694 H71 4D5 70 4D5 H70 H28 H 0 1 N N N 40.160 -25.728 25.071 -1.964 -7.114 0.208 H70 4D5 71 # 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 4D5 N36 C33 DOUB Y N 1 4D5 N36 N35 SING Y N 2 4D5 O42 C41 SING N N 3 4D5 O42 C43 SING N N 4 4D5 C33 N32 SING Y N 5 4D5 C41 C40 SING N N 6 4D5 C40 N39 SING N N 7 4D5 N35 N34 DOUB Y N 8 4D5 C43 C44 SING N N 9 4D5 C44 N39 SING N N 10 4D5 N39 C25 SING N N 11 4D5 N32 N34 SING Y N 12 4D5 N32 C27 SING N N 13 4D5 CL9 C3 SING N N 14 4D5 C28 C27 DOUB Y N 15 4D5 C28 C29 SING Y N 16 4D5 C27 C24 SING Y N 17 4D5 C8 C25 SING N N 18 4D5 C8 C6 SING N N 19 4D5 C25 O38 DOUB N N 20 4D5 N2 C3 SING Y N 21 4D5 N2 C1 DOUB Y N 22 4D5 C29 C30 DOUB Y N 23 4D5 C3 C4 DOUB Y N 24 4D5 C24 C23 SING N N 25 4D5 C24 C31 DOUB Y N 26 4D5 C23 C21 DOUB N E 27 4D5 N7 C6 SING N N 28 4D5 N7 C20 SING N N 29 4D5 C6 C1 SING N N 30 4D5 C1 N5 SING Y N 31 4D5 C30 C31 SING Y N 32 4D5 C30 CL3 SING N N 33 4D5 C4 N5 SING Y N 34 4D5 C4 C10 SING N N 35 4D5 C21 C20 SING N N 36 4D5 C20 O22 DOUB N N 37 4D5 C15 C10 DOUB Y N 38 4D5 C15 C14 SING Y N 39 4D5 C10 C11 SING Y N 40 4D5 C14 C13 DOUB Y N 41 4D5 C11 C12 DOUB Y N 42 4D5 C13 C12 SING Y N 43 4D5 C13 N16 SING N N 44 4D5 O18 C17 DOUB N N 45 4D5 N16 C17 SING N N 46 4D5 C17 O19 SING N N 47 4D5 O19 C26 SING N N 48 4D5 C15 H53 SING N N 49 4D5 C21 H55 SING N N 50 4D5 C23 H56 SING N N 51 4D5 C11 H50 SING N N 52 4D5 C12 H51 SING N N 53 4D5 C33 H63 SING N N 54 4D5 N5 H45 SING N N 55 4D5 C6 H46 SING N N 56 4D5 N7 H47 SING N N 57 4D5 C8 H48 SING N N 58 4D5 C8 H49 SING N N 59 4D5 C14 H52 SING N N 60 4D5 N16 H54 SING N N 61 4D5 C26 H58 SING N N 62 4D5 C26 H59 SING N N 63 4D5 C26 H57 SING N N 64 4D5 C28 H60 SING N N 65 4D5 C29 H61 SING N N 66 4D5 C31 H62 SING N N 67 4D5 C40 H64 SING N N 68 4D5 C40 H65 SING N N 69 4D5 C41 H66 SING N N 70 4D5 C41 H67 SING N N 71 4D5 C43 H69 SING N N 72 4D5 C43 H68 SING N N 73 4D5 C44 H71 SING N N 74 4D5 C44 H70 SING N N 75 # 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 4D5 SMILES ACDLabs 12.01 "c1(ccc(cc1)c2c(nc(n2)C(NC(=O)[C@H]=[C@H]c3cc(ccc3n4cnnn4)Cl)CC(=O)N5CCOCC5)Cl)NC(OC)=O" 4D5 InChI InChI 1.03 "InChI=1S/C28H27Cl2N9O5/c1-43-28(42)32-20-6-2-17(3-7-20)25-26(30)35-27(34-25)21(15-24(41)38-10-12-44-13-11-38)33-23(40)9-4-18-14-19(29)5-8-22(18)39-16-31-36-37-39/h2-9,14,16,21H,10-13,15H2,1H3,(H,32,42)(H,33,40)(H,34,35)/b9-4+/t21-/m0/s1" 4D5 InChIKey InChI 1.03 JXLVPHOTGHZUCE-ZSIUJALASA-N 4D5 SMILES_CANONICAL CACTVS 3.385 "COC(=O)Nc1ccc(cc1)c2[nH]c(nc2Cl)[C@H](CC(=O)N3CCOCC3)NC(=O)/C=C/c4cc(Cl)ccc4n5cnnn5" 4D5 SMILES CACTVS 3.385 "COC(=O)Nc1ccc(cc1)c2[nH]c(nc2Cl)[CH](CC(=O)N3CCOCC3)NC(=O)C=Cc4cc(Cl)ccc4n5cnnn5" 4D5 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "COC(=O)Nc1ccc(cc1)c2c(nc([nH]2)[C@H](CC(=O)N3CCOCC3)NC(=O)/C=C/c4cc(ccc4n5cnnn5)Cl)Cl" 4D5 SMILES "OpenEye OEToolkits" 1.9.2 "COC(=O)Nc1ccc(cc1)c2c(nc([nH]2)C(CC(=O)N3CCOCC3)NC(=O)C=Cc4cc(ccc4n5cnnn5)Cl)Cl" # 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 4D5 "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (4-{4-chloro-2-[(1S)-1-({(2E)-3-[5-chloro-2-(1H-tetrazol-1-yl)phenyl]prop-2-enoyl}amino)-3-(morpholin-4-yl)-3-oxopropyl]-1H-imidazol-5-yl}phenyl)carbamate" 4D5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "methyl N-[4-[4-chloranyl-2-[(1S)-1-[[(E)-3-[5-chloranyl-2-(1,2,3,4-tetrazol-1-yl)phenyl]prop-2-enoyl]amino]-3-morpholin-4-yl-3-oxidanylidene-propyl]-1H-imidazol-5-yl]phenyl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4D5 "Create component" 2015-03-03 RCSB 4D5 "Initial release" 2015-05-27 RCSB #