data_1CD # _chem_comp.id 1CD _chem_comp.name ;(13R,15S)-13-METHYL-16-OXA-8,9,12,22,24-PENTAAZAHEXACYCLO[15.6.2.16,9.1,12,15.0,2,7.0,21,25]HEPTACOSA-1(24),2,4,6,17(25 ),18,20-HEPTAENE-23,26-DIONE ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;5H,10H-17,19-(IMINOMETHANO)-4,6:9,12-DIMETHANODIBENZ[B,F][1,4,8,9,12]OXATETRAAZACYCLOPENTADECINE-20,23-DIONE,7,8,11,12- TETRAHYDRO-10-METHYL-,(10R,12S) ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-06-21 _chem_comp.pdbx_modified_date 2020-06-17 _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 403.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1CD _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _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 1CD C1 C1 C 0 1 N N N -6.781 10.008 12.824 5.656 5.084 2.487 C1 1CD 1 1CD N2 N2 N 0 1 N N N -6.936 8.269 14.593 4.652 5.083 0.227 N2 1CD 2 1CD C3 C3 C 0 1 N N N -7.664 6.990 14.374 3.311 4.678 -0.209 C3 1CD 3 1CD C4 C4 C 0 1 N N S -8.139 7.052 12.918 2.707 4.102 1.064 C4 1CD 4 1CD C5 C5 C 0 1 N N N -6.744 7.497 12.503 3.167 5.126 2.099 C5 1CD 5 1CD C6 C6 C 0 1 N N R -6.241 8.670 13.341 4.538 5.619 1.592 C6 1CD 6 1CD C7 C7 C 0 1 Y N N -10.420 9.577 11.536 3.769 0.951 0.046 C7 1CD 7 1CD C8 C8 C 0 1 Y N N -9.758 8.279 11.548 2.825 1.760 0.699 C8 1CD 8 1CD C9 C9 C 0 1 Y N N -11.241 9.978 10.376 3.330 -0.178 -0.643 C9 1CD 9 1CD N10 N10 N 0 1 Y N N -10.214 10.395 12.626 5.123 1.305 0.067 N10 1CD 10 1CD C11 C11 C 0 1 Y N N -9.858 7.343 10.413 1.472 1.411 0.694 C11 1CD 11 1CD O12 O12 O 0 1 N N N -9.101 8.092 12.762 3.295 2.837 1.407 O12 1CD 12 1CD C13 C13 C 0 1 Y N N -11.340 9.035 9.262 1.978 -0.525 -0.667 C13 1CD 13 1CD N14 N14 N 0 1 Y N N -11.778 11.225 10.535 4.269 -0.955 -1.329 N14 1CD 14 1CD C15 C15 C 0 1 Y N N -10.696 11.676 12.838 6.001 0.609 -0.589 C15 1CD 15 1CD C16 C16 C 0 1 Y N N -10.659 7.726 9.251 1.052 0.271 0.006 C16 1CD 16 1CD C17 C17 C 0 1 Y N N -11.592 12.095 11.642 5.607 -0.628 -1.376 C17 1CD 17 1CD C18 C18 C 0 1 Y N N -10.115 12.516 13.930 7.409 1.082 -0.583 C18 1CD 18 1CD O19 O19 O 0 1 N N N -12.129 13.197 11.708 6.451 -1.242 -2.012 O19 1CD 19 1CD C20 C20 C 0 1 Y N N -9.181 11.871 14.983 7.671 2.441 -0.669 C20 1CD 20 1CD C21 C21 C 0 1 Y N N -10.230 13.971 13.841 8.493 0.210 -0.426 C21 1CD 21 1CD C22 C22 C 0 1 Y N N -8.365 12.748 15.874 8.975 2.915 -0.558 C22 1CD 22 1CD N23 N23 N 0 1 Y N N -8.796 10.611 15.344 6.771 3.492 -0.761 N23 1CD 23 1CD C24 C24 C 0 1 Y N N -9.421 14.774 14.744 9.809 0.713 -0.350 C24 1CD 24 1CD C25 C25 C 0 1 Y N N -7.556 11.801 16.656 8.869 4.380 -0.612 C25 1CD 25 1CD C26 C26 C 0 1 Y N N -8.501 14.204 15.738 10.065 2.086 -0.410 C26 1CD 26 1CD N27 N27 N 0 1 Y N N -7.833 10.498 16.314 7.514 4.658 -0.749 N27 1CD 27 1CD C28 C28 C 0 1 N N N -7.210 9.291 16.876 6.855 5.950 -0.639 C28 1CD 28 1CD O29 O29 O 0 1 N N N -6.731 12.139 17.508 9.813 5.141 -0.516 O29 1CD 29 1CD C30 C30 C 0 1 N N N -6.278 8.611 15.874 5.321 5.945 -0.752 C30 1CD 30 1CD H11A 1H1 H 0 0 N N N -7.751 9.846 12.331 5.430 4.065 2.816 H11A 1CD 31 1CD H12 2H1 H 0 1 N N N -6.070 10.436 12.103 6.607 5.069 1.946 H12 1CD 32 1CD H13A 3H1 H 0 0 N N N -6.910 10.702 13.667 5.773 5.715 3.373 H13A 1CD 33 1CD H31 1H3 H 0 1 N N N -8.502 6.867 15.076 3.370 3.944 -1.018 H31 1CD 34 1CD H32 2H3 H 0 1 N N N -7.003 6.126 14.537 2.728 5.543 -0.548 H32 1CD 35 1CD H4 H4 H 0 1 N N N -8.620 6.196 12.423 1.614 4.053 1.036 H4 1CD 36 1CD H51 1H5 H 0 1 N N N -6.790 7.824 11.454 2.467 5.971 2.107 H51 1CD 37 1CD H52 2H5 H 0 1 N N N -6.053 6.651 12.633 3.216 4.704 3.109 H52 1CD 38 1CD H6 H6 H 0 1 N N N -5.153 8.826 13.383 4.552 6.715 1.613 H6 1CD 39 1CD H11 H11 H 0 1 N N N -9.349 6.391 10.439 0.737 2.000 1.234 H11 1CD 40 1CD H13 H13 H 0 1 N N N -11.940 9.310 8.407 1.637 -1.407 -1.202 H13 1CD 41 1CD H14 H14 H 0 1 N N N -12.362 11.559 9.795 3.944 -1.773 -1.836 H14 1CD 42 1CD H16 H16 H 0 1 N N N -10.750 7.064 8.402 0.000 0.000 -0.000 H16 1CD 43 1CD H21 H21 H 0 1 N N N -10.895 14.435 13.127 8.343 -0.861 -0.326 H21 1CD 44 1CD H23 H23 H 0 1 N N N -9.611 10.145 15.688 5.904 3.426 -1.274 H23 1CD 45 1CD H24 H24 H 0 1 N N N -9.501 15.849 14.681 10.636 0.019 -0.221 H24 1CD 46 1CD H26 H26 H 0 1 N N N -7.922 14.859 16.372 11.074 2.471 -0.329 H26 1CD 47 1CD H281 1H28 H 0 0 N N N -8.010 8.582 17.135 7.280 6.588 -1.422 H281 1CD 48 1CD H282 2H28 H 0 0 N N N -6.625 9.577 17.763 7.170 6.392 0.314 H282 1CD 49 1CD H301 1H30 H 0 0 N N N -5.471 9.322 15.646 4.942 6.973 -0.688 H301 1CD 50 1CD H302 2H30 H 0 0 N N N -5.908 7.680 16.328 5.080 5.593 -1.764 H302 1CD 51 # # 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 1CD C1 C6 SING N N 1 1CD C1 H11A SING N N 2 1CD C1 H12 SING N N 3 1CD C1 H13A SING N N 4 1CD N2 C3 SING N N 5 1CD N2 C6 SING N N 6 1CD N2 C30 SING N N 7 1CD C3 C4 SING N N 8 1CD C3 H31 SING N N 9 1CD C3 H32 SING N N 10 1CD C4 C5 SING N N 11 1CD C4 O12 SING N N 12 1CD C4 H4 SING N N 13 1CD C5 C6 SING N N 14 1CD C5 H51 SING N N 15 1CD C5 H52 SING N N 16 1CD C6 H6 SING N N 17 1CD C7 C8 SING Y N 18 1CD C7 C9 DOUB Y N 19 1CD C7 N10 SING Y N 20 1CD C8 C11 DOUB Y N 21 1CD C8 O12 SING N N 22 1CD C9 C13 SING Y N 23 1CD C9 N14 SING Y N 24 1CD N10 C15 DOUB Y N 25 1CD C11 C16 SING Y N 26 1CD C11 H11 SING N N 27 1CD C13 C16 DOUB Y N 28 1CD C13 H13 SING N N 29 1CD N14 C17 SING Y N 30 1CD N14 H14 SING N N 31 1CD C15 C17 SING Y N 32 1CD C15 C18 SING Y N 33 1CD C16 H16 SING N N 34 1CD C17 O19 DOUB N N 35 1CD C18 C20 DOUB Y N 36 1CD C18 C21 SING Y N 37 1CD C20 C22 SING Y N 38 1CD C20 N23 SING Y N 39 1CD C21 C24 DOUB Y N 40 1CD C21 H21 SING N N 41 1CD C22 C25 SING Y N 42 1CD C22 C26 DOUB Y N 43 1CD N23 N27 SING Y N 44 1CD N23 H23 SING N N 45 1CD C24 C26 SING Y N 46 1CD C24 H24 SING N N 47 1CD C25 N27 SING Y N 48 1CD C25 O29 DOUB N N 49 1CD C26 H26 SING N N 50 1CD N27 C28 SING N N 51 1CD C28 C30 SING N N 52 1CD C28 H281 SING N N 53 1CD C28 H282 SING N N 54 1CD C30 H301 SING N N 55 1CD C30 H302 SING N N 56 # # 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 1CD SMILES ACDLabs 10.04 "O=C5Nc3cccc4OC6CN(CCN2Nc1c(cccc1C2=O)C5=Nc34)C(C)C6" 1CD SMILES_CANONICAL CACTVS 3.341 "C[C@@H]1C[C@H]2CN1CCN3Nc4c(cccc4C5=Nc6c(NC5=O)cccc6O2)C3=O" 1CD SMILES CACTVS 3.341 "C[CH]1C[CH]2CN1CCN3Nc4c(cccc4C5=Nc6c(NC5=O)cccc6O2)C3=O" 1CD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1C[C@H]2C[N@]1CCN3C(=O)c4cccc(c4N3)C5=Nc6c(cccc6O2)NC5=O" 1CD SMILES "OpenEye OEToolkits" 1.5.0 "CC1CC2CN1CCN3C(=O)c4cccc(c4N3)C5=Nc6c(cccc6O2)NC5=O" 1CD InChI InChI 1.03 "InChI=1S/C22H21N5O3/c1-12-10-13-11-26(12)8-9-27-22(29)15-5-2-4-14(18(15)25-27)19-21(28)23-16-6-3-7-17(30-13)20(16)24-19/h2-7,12-13,25H,8-11H2,1H3,(H,23,28)/t12-,13+/m1/s1" 1CD InChIKey InChI 1.03 KBLPHMRCKHFBJB-OLZOCXBDSA-N # _pdbx_chem_comp_identifier.comp_id 1CD _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 10.04 _pdbx_chem_comp_identifier.identifier "(13R,15S)-13-methyl-16-oxa-8,9,12,22,24-pentaazahexacyclo[15.6.2.1~6,9~.1~12,15~.0~2,7~.0~21,25~]heptacosa-1(24),2,4,6,17(25),18,20-heptaene-23,27-dione (non-preferred name)" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1CD "Create component" 2006-06-21 RCSB 1CD "Modify aromatic_flag" 2011-06-04 RCSB 1CD "Modify descriptor" 2011-06-04 RCSB 1CD "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1CD _pdbx_chem_comp_synonyms.name "5H,10H-17,19-(IMINOMETHANO)-4,6:9,12-DIMETHANODIBENZ[B,F][1,4,8,9,12]OXATETRAAZACYCLOPENTADECINE-20,23-DIONE,7,8,11,12-TETRAHYDRO-10-METHYL-,(10R,12S)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##