data_MC # _chem_comp.id MC _chem_comp.name "1,2-CIS-1-HYDROXY-2,7-DIAMINO-MITOSENE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H16 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "CARBAMIC ACID 2,6-DIAMINO-1-HYDROXY-5-METHYL-4,7-DIOXO-2,3,4,7-TETRAHYDRO-1H-3A-AZA-CYCLOPENTA[A]INDEN-8-YLMETHYL ESTER" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-12-27 _chem_comp.pdbx_modified_date 2021-03-13 _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 320.301 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MC _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 EBI # # 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 MC C51 C51 C 0 1 Y N N 9.375 32.350 20.873 -0.736 0.036 1.298 C51 MC 1 MC C5 C5 C 0 1 N N N 10.359 31.911 19.916 -0.750 -0.241 2.744 C5 MC 2 MC C6 C6 C 0 1 N N N 11.116 32.960 19.221 0.499 -0.216 3.510 C6 MC 3 MC C7 C7 C 0 1 N N N 10.929 34.267 19.480 1.676 0.048 2.901 C7 MC 4 MC C8 C8 C 0 1 N N N 9.882 34.675 20.468 1.718 0.326 1.441 C8 MC 5 MC C81 C81 C 0 1 Y N N 9.158 33.623 21.102 0.464 0.311 0.662 C81 MC 6 MC C9 C9 C 0 1 Y N N 8.054 33.716 22.105 0.166 0.528 -0.695 C9 MC 7 MC C91 C91 C 0 1 Y N N 7.768 32.470 22.368 -1.176 0.385 -0.846 C91 MC 8 MC C11 C11 C 0 1 N N N 12.124 32.484 18.199 0.471 -0.495 4.990 C11 MC 9 MC N4 N4 N 0 1 Y N N 8.513 31.598 21.625 -1.728 0.083 0.353 N4 MC 10 MC N7 N7 N 0 1 N N N 11.612 35.289 18.838 2.842 0.061 3.637 N7 MC 11 MC O5 O5 O 0 1 N N N 10.474 30.708 19.751 -1.801 -0.488 3.305 O5 MC 12 MC O8 O8 O 0 1 N N N 9.716 35.873 20.665 2.776 0.563 0.894 O8 MC 13 MC C10 C10 C 0 1 N N N 7.480 34.943 22.601 1.155 0.859 -1.784 C10 MC 14 MC O10 O10 O 0 1 N N N 6.395 34.518 23.575 1.643 -0.369 -2.384 O10 MC 15 MC C12 C12 C 0 1 N N N 5.994 35.656 24.129 2.542 -0.319 -3.385 C12 MC 16 MC O13 O13 O 0 1 N N N 6.111 36.842 23.884 2.945 0.754 -3.786 O13 MC 17 MC N14 N14 N 0 1 N N N 5.038 35.304 25.014 2.994 -1.460 -3.942 N14 MC 18 MC C1 C1 C 0 1 N N S 6.794 31.474 23.124 -2.254 0.452 -1.910 C1 MC 19 MC C2 C2 C 0 1 N N S 6.926 30.108 22.743 -3.571 0.569 -1.110 C2 MC 20 MC C3 C3 C 0 1 N N N 8.072 30.132 21.782 -3.186 -0.089 0.230 C3 MC 21 MC N1 N1 N 0 1 N N N 5.950 29.269 22.379 -4.653 -0.172 -1.770 N1 MC 22 MC O0 O0 O 0 1 N N N 5.518 31.619 23.052 -2.250 -0.737 -2.701 O0 MC 23 MC H111 1H11 H 0 0 N N N 12.104 31.525 18.151 1.016 -1.417 5.196 H111 MC 24 MC H112 2H11 H 0 0 N N N 13.003 32.772 18.457 0.940 0.330 5.524 H112 MC 25 MC H113 3H11 H 0 0 N N N 11.907 32.852 17.339 -0.561 -0.602 5.321 H113 MC 26 MC H71 1H7 H 0 1 N N N 12.196 35.103 18.234 3.675 0.334 3.221 H71 MC 27 MC H72 2H7 H 0 1 N N N 11.452 36.108 19.044 2.830 -0.202 4.570 H72 MC 28 MC H101 1H10 H 0 0 N N N 8.228 35.642 23.040 0.667 1.467 -2.546 H101 MC 29 MC H102 2H10 H 0 0 N N N 7.118 35.626 21.797 1.992 1.412 -1.358 H102 MC 30 MC H141 1H14 H 0 0 N N N 4.544 35.908 25.376 3.642 -1.423 -4.663 H141 MC 31 MC H142 2H14 H 0 0 N N N 4.922 34.476 25.216 2.672 -2.317 -3.622 H142 MC 32 MC H1 H1 H 0 1 N N N 7.028 31.522 24.075 -2.112 1.330 -2.541 H1 MC 33 MC H2 H2 H 0 1 N N N 7.305 29.684 23.541 -3.848 1.613 -0.966 H2 MC 34 MC H31 1H3 H 0 1 N N N 7.798 29.770 20.925 -3.696 0.410 1.055 H31 MC 35 MC H32 2H3 H 0 1 N N N 8.805 29.596 22.122 -3.441 -1.149 0.216 H32 MC 36 MC H11 1H1 H 0 1 N N N 5.134 29.542 22.358 -5.476 -0.054 -1.198 H11 MC 37 MC H12 2H1 H 0 1 N N N 6.138 28.458 22.166 -4.837 0.297 -2.643 H12 MC 38 MC H0 H0 H 0 1 N N N 5.170 30.895 22.887 -2.953 -0.638 -3.358 H0 MC 39 # # 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 MC C51 C5 SING N N 1 MC C51 C81 DOUB Y N 2 MC C51 N4 SING Y N 3 MC C5 C6 SING N N 4 MC C5 O5 DOUB N N 5 MC C6 C7 DOUB N N 6 MC C6 C11 SING N N 7 MC C7 C8 SING N N 8 MC C7 N7 SING N N 9 MC C8 C81 SING N N 10 MC C8 O8 DOUB N N 11 MC C81 C9 SING Y N 12 MC C9 C91 DOUB Y N 13 MC C9 C10 SING N N 14 MC C91 N4 SING Y N 15 MC C91 C1 SING N N 16 MC C11 H111 SING N N 17 MC C11 H112 SING N N 18 MC C11 H113 SING N N 19 MC N4 C3 SING N N 20 MC N7 H71 SING N N 21 MC N7 H72 SING N N 22 MC C10 O10 SING N N 23 MC C10 H101 SING N N 24 MC C10 H102 SING N N 25 MC O10 C12 SING N N 26 MC C12 O13 DOUB N N 27 MC C12 N14 SING N N 28 MC N14 H141 SING N N 29 MC N14 H142 SING N N 30 MC C1 C2 SING N N 31 MC C1 O0 SING N N 32 MC C1 H1 SING N N 33 MC C2 C3 SING N N 34 MC C2 N1 SING N N 35 MC C2 H2 SING N N 36 MC C3 H31 SING N N 37 MC C3 H32 SING N N 38 MC N1 H11 SING N N 39 MC N1 H12 SING N N 40 MC O0 H0 SING N N 41 # # 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 MC SMILES ACDLabs 10.04 "O=C1c2c(C(=O)C(N)=C1C)c(c3n2CC(N)C3O)COC(=O)N" MC SMILES_CANONICAL CACTVS 3.341 "CC1=C(N)C(=O)c2c(COC(N)=O)c3[C@@H](O)[C@@H](N)Cn3c2C1=O" MC SMILES CACTVS 3.341 "CC1=C(N)C(=O)c2c(COC(N)=O)c3[CH](O)[CH](N)Cn3c2C1=O" MC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=C(C(=O)c2c(c3n(c2C1=O)C[C@@H]([C@@H]3O)N)COC(=O)N)N" MC SMILES "OpenEye OEToolkits" 1.5.0 "CC1=C(C(=O)c2c(c3n(c2C1=O)CC(C3O)N)COC(=O)N)N" MC InChI InChI 1.03 "InChI=1S/C14H16N4O5/c1-4-8(16)13(21)7-5(3-23-14(17)22)9-12(20)6(15)2-18(9)10(7)11(4)19/h6,12,20H,2-3,15-16H2,1H3,(H2,17,22)/t6-,12-/m0/s1" MC InChIKey InChI 1.03 XNHZZRIKMUCTHU-QTTZVWFDSA-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 MC "SYSTEMATIC NAME" ACDLabs 10.04 "[(1S,2S)-2,7-diamino-1-hydroxy-6-methyl-5,8-dioxo-2,3,5,8-tetrahydro-1H-pyrrolo[1,2-a]indol-9-yl]methyl carbamate" MC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3S)-2,6-diamino-3-hydroxy-7-methyl-5,8-dioxo-2,3-dihydro-1H-benzo[b]pyrrolizin-4-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 MC "Create component" 2001-12-27 EBI MC "Modify descriptor" 2011-06-04 RCSB MC "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MC _pdbx_chem_comp_synonyms.name "CARBAMIC ACID 2,6-DIAMINO-1-HYDROXY-5-METHYL-4,7-DIOXO-2,3,4,7-TETRAHYDRO-1H-3A-AZA-CYCLOPENTA[A]INDEN-8-YLMETHYL ESTER" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##