data_MQA # _chem_comp.id MQA _chem_comp.name "[(1aS,8S,8aR,8bS)-6,8a-dimethoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H19 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Mitomycin A" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-04-06 _chem_comp.pdbx_modified_date 2021-03-01 _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 349.339 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MQA _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 3GXO _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 MQA C1 C1 C 0 1 N N S 19.312 35.841 45.383 2.822 1.563 -0.047 C1 MQA 1 MQA C2 C2 C 0 1 N N S 18.781 34.870 46.439 2.596 2.765 -0.993 C2 MQA 2 MQA C3 C3 C 0 1 N N N 17.957 33.801 45.733 1.150 3.235 -0.701 C3 MQA 3 MQA C5 C5 C 0 1 N N N 15.618 33.563 43.738 -2.000 1.533 -0.653 C5 MQA 4 MQA C6 C6 C 0 1 N N N 14.413 34.067 43.023 -3.025 0.491 -0.660 C6 MQA 5 MQA C7 C7 C 0 1 N N N 14.462 35.366 42.299 -2.736 -0.748 -0.207 C7 MQA 6 MQA C8 C8 C 0 1 N N N 15.714 36.190 42.263 -1.359 -1.073 0.269 C8 MQA 7 MQA C9 C9 C 0 1 N N S 18.242 36.221 43.104 1.061 -0.025 0.866 C9 MQA 8 MQA C10 C10 C 0 1 N N N 18.300 37.675 43.570 1.966 -0.939 0.038 C10 MQA 9 MQA C11 C11 C 0 1 N N N 20.015 38.868 42.231 2.305 -3.263 -0.387 C11 MQA 10 MQA O5 O5 O 0 1 N N N 15.609 32.478 44.371 -2.270 2.647 -1.058 O5 MQA 11 MQA CM6 CM6 C 0 1 N N N 13.124 33.288 43.027 -4.408 0.799 -1.172 CM6 MQA 12 MQA O7 O7 O 0 1 N N N 13.322 35.787 41.674 -3.680 -1.716 -0.224 O7 MQA 13 MQA C24 C24 C 0 1 N N N 12.666 36.939 42.206 -4.134 -2.202 1.041 C24 MQA 14 MQA O8 O8 O 0 1 N N N 15.773 37.293 41.652 -1.105 -2.192 0.668 O8 MQA 15 MQA C4A C4A C 0 1 N N N 16.845 34.384 43.698 -0.623 1.239 -0.152 C4A MQA 16 MQA C8A C8A C 0 1 N N N 16.892 35.658 42.996 -0.348 -0.019 0.307 C8A MQA 17 MQA N4 N4 N 0 1 N N N 18.070 34.064 44.283 0.489 2.037 -0.150 N4 MQA 18 MQA C9A C9A C 0 1 N N R 18.955 35.227 44.026 1.505 1.437 0.735 C9A MQA 19 MQA O24 O24 O 0 1 N N N 20.113 34.802 43.310 1.570 2.092 2.003 O24 MQA 20 MQA C25 C25 C 0 1 N N N 21.279 35.632 43.268 0.335 2.095 2.721 C25 MQA 21 MQA N2 N2 N 0 1 N N N 18.137 36.176 46.207 2.794 1.403 -1.506 N2 MQA 22 MQA O10 O10 O 0 1 N N N 18.681 38.322 42.363 1.600 -2.324 0.272 O10 MQA 23 MQA O11 O11 O 0 1 N N N 20.244 39.480 41.216 3.203 -2.933 -1.137 O11 MQA 24 MQA N12 N12 N 0 1 N N N 20.937 38.636 43.162 2.016 -4.568 -0.214 N12 MQA 25 MQA H1 H1 H 0 1 N N N 20.237 36.384 45.139 3.757 1.416 0.495 H1 MQA 26 MQA H2 H2 H 0 1 N N N 19.196 34.331 47.303 3.356 3.528 -1.165 H2 MQA 27 MQA H3 H3 H 0 1 N N N 18.344 32.799 45.972 1.151 4.041 0.032 H3 MQA 28 MQA H3A H3A H 0 1 N N N 16.907 33.834 46.059 0.659 3.556 -1.620 H3A MQA 29 MQA H9 H9 H 0 1 N N N 18.732 36.316 42.124 1.060 -0.333 1.912 H9 MQA 30 MQA H10 H10 H 0 1 N N N 17.333 38.034 43.954 1.847 -0.706 -1.020 H10 MQA 31 MQA H10A H10A H 0 0 N N N 18.981 37.854 44.415 3.005 -0.783 0.330 H10A MQA 32 MQA HM6 HM6 H 0 1 N N N 12.813 33.098 44.065 -4.480 0.511 -2.221 HM6 MQA 33 MQA HM6A HM6A H 0 0 N N N 12.344 33.867 42.511 -5.144 0.243 -0.591 HM6A MQA 34 MQA HM6B HM6B H 0 0 N N N 13.273 32.330 42.508 -4.602 1.868 -1.075 HM6B MQA 35 MQA H24 H24 H 0 1 N N N 12.497 36.800 43.284 -3.313 -2.702 1.554 H24 MQA 36 MQA H24A H24A H 0 0 N N N 13.296 37.826 42.045 -4.486 -1.367 1.646 H24A MQA 37 MQA H24B H24B H 0 0 N N N 11.700 37.077 41.699 -4.950 -2.908 0.887 H24B MQA 38 MQA H25 H25 H 0 1 N N N 21.541 35.845 42.221 0.468 2.611 3.672 H25 MQA 39 MQA H25A H25A H 0 0 N N N 21.076 36.576 43.794 -0.426 2.608 2.132 H25A MQA 40 MQA H25B H25B H 0 0 N N N 22.116 35.112 43.757 0.020 1.068 2.906 H25B MQA 41 MQA HN2 HN2 H 0 1 N N N 18.000 36.939 46.839 3.726 1.287 -1.875 HN2 MQA 42 MQA HN12 HN12 H 0 0 N N N 21.804 39.061 42.904 1.300 -4.831 0.385 HN12 MQA 43 MQA HN1A HN1A H 0 0 N N N 20.784 38.112 44.000 2.525 -5.244 -0.689 HN1A MQA 44 # # 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 MQA C9A C1 SING N N 1 MQA C1 N2 SING N N 2 MQA C1 C2 SING N N 3 MQA C1 H1 SING N N 4 MQA C3 C2 SING N N 5 MQA N2 C2 SING N N 6 MQA C2 H2 SING N N 7 MQA N4 C3 SING N N 8 MQA C3 H3 SING N N 9 MQA C3 H3A SING N N 10 MQA C6 C5 SING N N 11 MQA C4A C5 SING N N 12 MQA C5 O5 DOUB N N 13 MQA C7 C6 DOUB N N 14 MQA C6 CM6 SING N N 15 MQA O7 C7 SING N N 16 MQA C8 C7 SING N N 17 MQA O8 C8 DOUB N N 18 MQA C8 C8A SING N N 19 MQA C8A C9 SING N N 20 MQA C9 C10 SING N N 21 MQA C9 C9A SING N N 22 MQA C9 H9 SING N N 23 MQA O10 C10 SING N N 24 MQA C10 H10 SING N N 25 MQA C10 H10A SING N N 26 MQA O11 C11 DOUB N N 27 MQA C11 O10 SING N N 28 MQA C11 N12 SING N N 29 MQA CM6 HM6 SING N N 30 MQA CM6 HM6A SING N N 31 MQA CM6 HM6B SING N N 32 MQA O7 C24 SING N N 33 MQA C24 H24 SING N N 34 MQA C24 H24A SING N N 35 MQA C24 H24B SING N N 36 MQA C8A C4A DOUB N N 37 MQA C4A N4 SING N N 38 MQA C9A N4 SING N N 39 MQA O24 C9A SING N N 40 MQA C25 O24 SING N N 41 MQA C25 H25 SING N N 42 MQA C25 H25A SING N N 43 MQA C25 H25B SING N N 44 MQA N2 HN2 SING N N 45 MQA N12 HN12 SING N N 46 MQA N12 HN1A SING N N 47 # # 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 MQA SMILES ACDLabs 10.04 "O=C1C2=C(C(=O)C(OC)=C1C)C(C4(OC)N2CC3NC34)COC(=O)N" MQA SMILES_CANONICAL CACTVS 3.341 "COC1=C(C)C(=O)C2=C([C@@H](COC(N)=O)[C@@]3(OC)[C@H]4N[C@H]4CN23)C1=O" MQA SMILES CACTVS 3.341 "COC1=C(C)C(=O)C2=C([CH](COC(N)=O)[C]3(OC)[CH]4N[CH]4CN23)C1=O" MQA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=C(C(=O)C2=C(C1=O)[N@@]3C[C@H]4[C@@H]([C@@]3([C@@H]2COC(=O)N)OC)N4)OC" MQA SMILES "OpenEye OEToolkits" 1.5.0 "CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)OC" MQA InChI InChI 1.03 "InChI=1S/C16H19N3O6/c1-6-11(20)10-9(12(21)13(6)23-2)7(5-25-15(17)22)16(24-3)14-8(18-14)4-19(10)16/h7-8,14,18H,4-5H2,1-3H3,(H2,17,22)/t7-,8+,14+,16-/m1/s1" MQA InChIKey InChI 1.03 HYFMSAFINFJTFH-NGSRAFSJSA-N # _pdbx_chem_comp_identifier.comp_id MQA _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 "[(1aS,8S,8aR,8bS)-6,8a-dimethoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl 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 MQA "Create component" 2009-04-06 RCSB MQA "Modify descriptor" 2011-06-04 RCSB MQA "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MQA _pdbx_chem_comp_synonyms.name "Mitomycin A" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##