data_HMD
# 
_chem_comp.id                                    HMD 
_chem_comp.name                                  4-(5-AMINO-4-OXO-4H-PYRAZOL-3-YL)-2-BROMO-4,5,6,7-TETRAHYDRO-3AH-PYRROLO[2,3-C]AZEPIN-8-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H10 Br N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         HYMENIALDISINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-12-16 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        324.133 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HMD 
_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        1DM2 
_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 
HMD BR1  BR1  BR 0 0 N N N 23.120 26.871 28.136 2.503  0.121  -2.247 BR1  HMD 1  
HMD O1   O1   O  0 1 N N N 25.184 31.320 30.286 -3.306 -0.781 -2.746 O1   HMD 2  
HMD O2   O2   O  0 1 N N N 30.537 29.959 25.467 -0.436 -2.354 2.873  O2   HMD 3  
HMD N1   N1   N  0 1 N N N 24.542 29.157 28.792 -0.350 -0.099 -2.191 N1   HMD 4  
HMD N2   N2   N  0 1 N N N 26.744 32.069 28.786 -3.550 0.669  -1.079 N2   HMD 5  
HMD N3   N3   N  0 1 N N N 29.858 28.107 24.284 0.836  -0.724 3.874  N3   HMD 6  
HMD N4   N4   N  0 1 N N N 27.950 27.650 25.376 0.181  0.991  2.629  N4   HMD 7  
HMD N5   N5   N  0 1 N N N 28.548 26.271 23.602 1.798  1.385  4.378  N5   HMD 8  
HMD C1   C1   C  0 1 N N N 24.565 28.027 28.082 0.798  -0.245 -1.515 C1   HMD 9  
HMD C2   C2   C  0 1 N N N 25.729 27.908 27.381 0.603  -0.681 -0.263 C2   HMD 10 
HMD C3   C3   C  0 1 N N S 26.490 29.072 27.672 -0.895 -0.856 -0.151 C3   HMD 11 
HMD C4   C4   C  0 1 N N N 25.692 29.833 28.581 -1.398 -0.352 -1.469 C4   HMD 12 
HMD C5   C5   C  0 1 N N N 25.860 31.121 29.268 -2.813 -0.175 -1.814 C5   HMD 13 
HMD C6   C6   C  0 1 N N N 27.615 31.988 27.601 -3.007 1.595  -0.170 C6   HMD 14 
HMD C7   C7   C  0 1 N N N 28.521 30.770 27.600 -1.690 1.429  0.544  C7   HMD 15 
HMD C8   C8   C  0 1 N N S 27.838 29.518 27.057 -1.457 -0.019 1.012  C8   HMD 16 
HMD C9   C9   C  0 1 N N N 28.432 28.805 26.010 -0.474 -0.025 2.154  C9   HMD 17 
HMD C10  C10  C  0 1 N N N 29.725 29.046 25.251 -0.054 -1.207 2.983  C10  HMD 18 
HMD C11  C11  C  0 1 N N N 28.789 27.308 24.381 0.976  0.573  3.662  C11  HMD 19 
HMD HN2  HN2  H  0 1 N N N 26.754 32.911 29.361 -4.515 0.640  -1.180 HN2  HMD 20 
HMD HN51 1HN5 H  0 0 N N N 27.733 25.662 23.675 2.331  1.019  5.101  HN51 HMD 21 
HMD HN52 2HN5 H  0 0 N N N 29.370 25.669 23.650 1.853  2.329  4.163  HN52 HMD 22 
HMD H2   H2   H  0 1 N N N 25.995 27.061 26.726 1.348  -0.866 0.496  H2   HMD 23 
HMD H3   H3   H  0 1 N N N 27.592 29.064 27.504 -1.146 -1.909 -0.028 H3   HMD 24 
HMD H61  H61  H  0 1 N N N 27.012 32.033 26.663 -3.760 1.740  0.604  H61  HMD 25 
HMD H62  H62  H  0 1 N N N 28.210 32.923 27.483 -2.950 2.546  -0.700 H62  HMD 26 
HMD H71  H71  H  0 1 N N N 29.466 30.978 27.047 -1.675 2.088  1.413  H71  HMD 27 
HMD H72  H72  H  0 1 N N N 28.940 30.585 28.616 -0.884 1.717  -0.129 H72  HMD 28 
HMD H8   H8   H  0 1 N N N 27.792 28.429 26.819 -2.402 -0.449 1.345  H8   HMD 29 
# 
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 
HMD BR1 C1   SING N N 1  
HMD O1  C5   DOUB N N 2  
HMD O2  C10  DOUB N N 3  
HMD N1  C1   SING N N 4  
HMD N1  C4   DOUB N N 5  
HMD N2  C5   SING N N 6  
HMD N2  C6   SING N N 7  
HMD N2  HN2  SING N N 8  
HMD N3  C10  SING N N 9  
HMD N3  C11  DOUB N N 10 
HMD N4  C9   DOUB N N 11 
HMD N4  C11  SING N N 12 
HMD N5  C11  SING N N 13 
HMD N5  HN51 SING N N 14 
HMD N5  HN52 SING N N 15 
HMD C1  C2   DOUB N N 16 
HMD C2  C3   SING N N 17 
HMD C2  H2   SING N N 18 
HMD C3  C4   SING N N 19 
HMD C3  C8   SING N N 20 
HMD C3  H3   SING N N 21 
HMD C4  C5   SING N N 22 
HMD C6  C7   SING N N 23 
HMD C6  H61  SING N N 24 
HMD C6  H62  SING N N 25 
HMD C7  C8   SING N N 26 
HMD C7  H71  SING N N 27 
HMD C7  H72  SING N N 28 
HMD C8  C9   SING N N 29 
HMD C8  H8   SING N N 30 
HMD C9  C10  SING N N 31 
# 
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 
HMD SMILES           ACDLabs              10.04 O=C1N=C(N=C1C3CCNC(=O)C2=NC(Br)=CC23)N                                                                                                  
HMD InChI            InChI                1.02b InChI=1/C11H10BrN5O2/c12-6-3-5-4(7-10(19)17-11(13)16-7)1-2-14-9(18)8(5)15-6/h3-5H,1-2H2,(H,14,18)(H2,13,17,19)/t4-,5-/m0/s1/f/h14H,13H2 
HMD InChIKey         InChI                1.02b QPCBNXNDVYOBIP-XFYVAZHLDH                                                                                                               
HMD SMILES_CANONICAL CACTVS               3.341 NC1=NC(=O)C(=N1)[C@H]2CCNC(=O)C3=NC(=C[C@@H]23)Br                                                                                       
HMD SMILES           CACTVS               3.341 NC1=NC(=O)C(=N1)[CH]2CCNC(=O)C3=NC(=C[CH]23)Br                                                                                          
HMD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1CNC(=O)C2=NC(=CC2C1C3=NC(=NC3=O)N)Br                                                                                                  
HMD SMILES           "OpenEye OEToolkits" 1.5.0 C1CNC(=O)C2=NC(=CC2C1C3=NC(=NC3=O)N)Br                                                                                                  
# 
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 
HMD "SYSTEMATIC NAME" ACDLabs              10.04 (3aR,4S)-4-(2-amino-4-oxo-4H-imidazol-5-yl)-2-bromo-4,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8(3aH)-one 
HMD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-(2-amino-5-oxo-imidazol-4-yl)-2-bromo-4,5,6,7-tetrahydro-3aH-pyrrolo[2,3-c]azepin-8-one             
# 
