data_ANT # _chem_comp.id ANT _chem_comp.name ANTHRAMYCIN _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C16 H17 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 315.324 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ANT _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 274D _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 ANT C1 C1 C 0 1 N N N 17.704 -0.286 24.981 -0.530 0.762 -1.528 C1 ANT 1 ANT C2 C2 C 0 1 N N N 17.699 -1.804 25.221 0.486 -0.029 -2.320 C2 ANT 2 ANT C3 C3 C 0 1 N N N 18.568 -2.132 26.199 1.372 -0.571 -1.461 C3 ANT 3 ANT N4 N4 N 0 1 N N N 19.348 -0.998 26.625 1.150 -0.216 -0.187 N4 ANT 4 ANT C5 C5 C 0 1 N N N 20.593 -1.222 27.132 1.929 -0.280 0.939 C5 ANT 5 ANT O5 O5 O 0 1 N N N 20.785 -2.396 27.576 3.102 -0.600 0.929 O5 ANT 6 ANT C5A C5A C 0 1 Y N N 21.494 -0.064 27.390 1.179 0.086 2.189 C5A ANT 7 ANT C6 C6 C 0 1 Y N N 22.885 -0.346 27.532 1.669 0.996 3.112 C6 ANT 8 ANT C7 C7 C 0 1 Y N N 23.872 0.645 27.772 0.899 1.264 4.232 C7 ANT 9 ANT C8 C8 C 0 1 Y N N 23.435 2.012 27.896 -0.319 0.625 4.399 C8 ANT 10 ANT C8M C8M C 0 1 N N N 24.492 3.084 28.136 -1.146 0.925 5.622 C8M ANT 11 ANT C9 C9 C 0 1 Y N N 22.123 2.340 27.790 -0.792 -0.285 3.471 C9 ANT 12 ANT C9A C9A C 0 1 Y N N 21.124 1.319 27.514 -0.022 -0.560 2.327 C9A ANT 13 ANT O9 O9 O 0 1 N N N 21.692 3.642 27.896 -1.993 -0.895 3.656 O9 ANT 14 ANT N10 N10 N 0 1 N N N 19.840 1.697 27.399 -0.484 -1.439 1.398 N10 ANT 15 ANT C11 C11 C 0 1 N N S 18.776 1.317 26.563 -1.227 -0.709 0.333 C11 ANT 16 ANT O11 O11 O 0 1 N Y N 17.886 2.257 26.216 -2.442 -0.156 0.843 O11 ANT 17 ANT C4A C4A C 0 1 N N S 19.046 0.147 25.656 -0.186 0.447 -0.051 C4A ANT 18 ANT C12 C12 C 0 1 N N N 16.555 -2.727 24.927 0.505 -0.176 -3.722 C12 ANT 19 ANT C13 C13 C 0 1 N N N 15.447 -2.134 24.385 -0.449 0.423 -4.480 C13 ANT 20 ANT C14 C14 C 0 1 N N N 14.326 -2.914 23.807 -0.430 0.276 -5.885 C14 ANT 21 ANT O14 O14 O 0 1 N N N 14.116 -4.119 24.163 0.441 -0.387 -6.416 O14 ANT 22 ANT N15 N15 N 0 1 N N N 13.604 -2.103 22.972 -1.377 0.871 -6.638 N15 ANT 23 ANT H11A 1H1 H 0 0 N N N 17.590 0.023 23.915 -0.423 1.828 -1.727 H11A ANT 24 ANT H12A 2H1 H 0 0 N N N 16.797 0.252 25.344 -1.541 0.428 -1.764 H12A ANT 25 ANT H3 H3 H 0 1 N N N 18.630 -3.162 26.588 2.177 -1.222 -1.767 H3 ANT 26 ANT H6 H6 H 0 1 N N N 23.217 -1.394 27.451 2.622 1.481 2.963 H6 ANT 27 ANT H7 H7 H 0 1 N N N 24.935 0.364 27.858 1.248 1.968 4.973 H7 ANT 28 ANT HM81 1HM8 H 0 0 N N N 24.153 4.142 28.232 -1.814 1.761 5.413 HM81 ANT 29 ANT HM82 2HM8 H 0 0 N N N 25.092 2.809 29.034 -1.735 0.047 5.888 HM82 ANT 30 ANT HM83 3HM8 H 0 0 N N N 25.265 3.019 27.335 -0.487 1.185 6.451 HM83 ANT 31 ANT HO9 HO9 H 0 1 N N N 20.773 3.871 27.821 -1.820 -1.712 4.144 HO9 ANT 32 ANT HN HN H 0 1 N N N 19.896 2.707 27.273 -1.154 -2.032 1.864 HN ANT 33 ANT H11 H11 H 0 1 N N N 18.066 0.810 27.258 -1.424 -1.357 -0.520 H11 ANT 34 ANT HO1 HO1 H 0 1 N N N 17.166 2.000 25.650 -3.021 -0.900 1.054 HO1 ANT 35 ANT H4A H4A H 0 1 N N N 19.833 0.379 24.902 -0.200 1.310 0.614 H4A ANT 36 ANT H12 H12 H 0 1 N N N 16.529 -3.815 25.105 1.278 -0.765 -4.193 H12 ANT 37 ANT H13 H13 H 0 1 N N N 15.457 -1.031 24.413 -1.222 1.012 -4.009 H13 ANT 38 ANT HN51 1HN5 H 0 0 N N N 13.772 -1.138 22.687 -1.364 0.770 -7.602 HN51 ANT 39 ANT HN52 2HN5 H 0 0 N N N 12.833 -2.639 22.574 -2.071 1.400 -6.214 HN52 ANT 40 # 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 ANT C1 C2 SING N N 1 ANT C1 C4A SING N N 2 ANT C1 H11A SING N N 3 ANT C1 H12A SING N N 4 ANT C2 C3 DOUB N N 5 ANT C2 C12 SING N N 6 ANT C3 N4 SING N N 7 ANT C3 H3 SING N N 8 ANT N4 C5 SING N N 9 ANT N4 C4A SING N N 10 ANT C5 O5 DOUB N N 11 ANT C5 C5A SING N N 12 ANT C5A C6 DOUB Y N 13 ANT C5A C9A SING Y N 14 ANT C6 C7 SING Y N 15 ANT C6 H6 SING N N 16 ANT C7 C8 DOUB Y N 17 ANT C7 H7 SING N N 18 ANT C8 C8M SING N N 19 ANT C8 C9 SING Y N 20 ANT C8M HM81 SING N N 21 ANT C8M HM82 SING N N 22 ANT C8M HM83 SING N N 23 ANT C9 C9A DOUB Y N 24 ANT C9 O9 SING N N 25 ANT C9A N10 SING N N 26 ANT O9 HO9 SING N N 27 ANT N10 C11 SING N N 28 ANT N10 HN SING N N 29 ANT C11 O11 SING N N 30 ANT C11 C4A SING N N 31 ANT C11 H11 SING N N 32 ANT O11 HO1 SING N N 33 ANT C4A H4A SING N N 34 ANT C12 C13 DOUB N E 35 ANT C12 H12 SING N N 36 ANT C13 C14 SING N N 37 ANT C13 H13 SING N N 38 ANT C14 O14 DOUB N N 39 ANT C14 N15 SING N N 40 ANT N15 HN51 SING N N 41 ANT N15 HN52 SING N N 42 # 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 ANT SMILES ACDLabs 10.04 "O=C(N)\C=C\C3=CN2C(=O)c1c(c(O)c(cc1)C)NC(O)C2C3" ANT SMILES_CANONICAL CACTVS 3.341 "Cc1ccc2C(=O)N3C=C(C[C@H]3[C@H](O)Nc2c1O)\C=C\C(N)=O" ANT SMILES CACTVS 3.341 "Cc1ccc2C(=O)N3C=C(C[CH]3[CH](O)Nc2c1O)C=CC(N)=O" ANT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccc2c(c1O)N[C@H]([C@@H]3CC(=CN3C2=O)\C=C\C(=O)N)O" ANT SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ccc2c(c1O)NC(C3CC(=CN3C2=O)C=CC(=O)N)O" ANT InChI InChI 1.03 "InChI=1S/C16H17N3O4/c1-8-2-4-10-13(14(8)21)18-15(22)11-6-9(3-5-12(17)20)7-19(11)16(10)23/h2-5,7,11,15,18,21-22H,6H2,1H3,(H2,17,20)/b5-3+/t11-,15-/m0/s1" ANT InChIKey InChI 1.03 VGQOVCHZGQWAOI-HYUHUPJXSA-N # 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 ANT "SYSTEMATIC NAME" ACDLabs 10.04 "(2E)-3-[(11S,11aS)-9,11-dihydroxy-8-methyl-5-oxo-5,10,11,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-2-yl]prop-2-enamide" ANT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(E)-3-[(6S,6aS)-4,6-dihydroxy-3-methyl-11-oxo-5,6,6a,7-tetrahydropyrrolo[5,1-c][1,4]benzodiazepin-8-yl]prop-2-enamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ANT "Create component" 1999-07-08 RCSB ANT "Modify descriptor" 2011-06-04 RCSB #