data_991
# 
_chem_comp.id                                    991 
_chem_comp.name                                  2-{5-[AMINO(IMINIO)METHYL]-6-CHLORO-1H-INDOL-2-YL}-6-(CYCLOPENTYLOXY)BENZENOLATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H20 Cl N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CRA_10991 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-03-14 
_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                        369.845 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     991 
_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        1O2Q 
_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 
991 C1     C1     C  0  1 Y N N 43.964 -3.075 25.529 4.752  0.336  -0.210 C1     991 1  
991 C2     C2     C  0  1 Y N N 43.800 -1.663 25.431 4.471  -0.936 0.309  C2     991 2  
991 CL2    CL2    CL 0  0 N N N 43.768 -0.659 23.952 5.769  -2.049 0.610  CL2    991 3  
991 C3     C3     C  0  1 Y N N 43.586 -0.895 26.591 3.177  -1.305 0.592  C3     991 4  
991 C4     C4     C  0  1 Y N N 43.519 -1.540 27.805 2.129  -0.419 0.353  C4     991 5  
991 C5     C5     C  0  1 Y N N 43.703 -2.879 27.900 2.404  0.860  -0.173 C5     991 6  
991 C6     C6     C  0  1 Y N N 43.914 -3.688 26.789 3.717  1.233  -0.453 C6     991 7  
991 C7     C7     C  0  1 N N N 44.215 -3.847 24.376 6.148  0.722  -0.504 C7     991 8  
991 N1     N1     N  0  1 N N N 43.733 -5.068 24.234 6.886  -0.024 -1.326 N1     991 9  
991 N2     N2     N  1  1 N N N 44.963 -3.272 23.465 6.668  1.815  0.052  N2     991 10 
991 N3     N3     N  0  1 Y N N 43.354 -1.044 29.003 0.768  -0.508 0.528  N3     991 11 
991 CN4    CN4    C  0  1 Y N N 43.597 -3.206 29.218 1.112  1.535  -0.303 CN4    991 12 
991 C8     C8     C  0  1 Y N N 43.379 -2.017 29.892 0.168  0.666  0.132  C8     991 13 
991 "C1'"  "C1'"  C  0  1 Y N N 43.193 -1.876 31.281 -1.285 0.937  0.177  "C1'"  991 14 
991 "C2'"  "C2'"  C  0  1 Y N N 43.012 -3.013 32.098 -1.752 2.192  0.573  "C2'"  991 15 
991 "C3'"  "C3'"  C  0  1 Y N N 42.835 -2.862 33.484 -3.108 2.442  0.613  "C3'"  991 16 
991 "C4'"  "C4'"  C  0  1 Y N N 42.839 -1.602 34.065 -4.011 1.453  0.262  "C4'"  991 17 
991 "C5'"  "C5'"  C  0  1 Y N N 43.017 -0.461 33.280 -3.561 0.204  -0.134 "C5'"  991 18 
991 "O5'"  "O5'"  O  0  1 N N N 43.055 0.811  33.823 -4.453 -0.763 -0.478 "O5'"  991 19 
991 "C6'"  "C6'"  C  0  1 Y N N 43.192 -0.589 31.884 -2.197 -0.060 -0.184 "C6'"  991 20 
991 "O6'"  "O6'"  O  -1 1 N N N 43.353 0.556  31.118 -1.752 -1.284 -0.572 "O6'"  991 21 
991 C1B    "C1''" C  0  1 N N N 42.523 2.450  35.340 -6.717 -0.960 -1.345 C1B    991 22 
991 C2B    "C2''" C  0  1 N N N 43.128 1.088  35.221 -5.747 -0.156 -0.462 C2B    991 23 
991 C3B    "C3''" C  0  1 N N N 44.585 1.181  35.684 -6.326 -0.183 0.967  C3B    991 24 
991 C4B    "C4''" C  0  1 N N N 44.864 2.623  35.992 -7.838 -0.445 0.759  C4B    991 25 
991 C5B    "C5''" C  0  1 N N N 43.538 3.319  36.027 -7.852 -1.447 -0.422 C5B    991 26 
991 HC3    HC3    H  0  1 N N N 43.452 0.175  26.534 2.972  -2.286 0.995  HC3    991 27 
991 HC6    HC6    H  0  1 N N N 44.033 -4.755 26.895 3.930  2.212  -0.856 HC6    991 28 
991 HH11   HH11   H  0  0 N N N 43.248 -5.490 25.018 6.531  -0.856 -1.675 HH11   991 29 
991 HH12   HH12   H  0  0 N N N 43.871 -5.651 23.442 7.777  0.266  -1.574 HH12   991 30 
991 HH21   HH21   H  0  0 N N N 45.363 -2.366 23.648 7.584  2.068  -0.141 HH21   991 31 
991 HH22   HH22   H  0  0 N N N 45.205 -3.712 22.614 6.129  2.360  0.647  HH22   991 32 
991 HN3    HN3    H  0  1 N N N 43.202 -0.095 29.207 0.300  -1.283 0.878  HN3    991 33 
991 HCN4   HCN4   H  0  0 N N N 43.680 -4.196 29.641 0.944  2.535  -0.675 HCN4   991 34 
991 "HC2'" "HC2'" H  0  0 N N N 43.007 -4.003 31.665 -1.052 2.966  0.849  "HC2'" 991 35 
991 "HC3'" "HC3'" H  0  0 N N N 42.697 -3.738 34.101 -3.467 3.413  0.921  "HC3'" 991 36 
991 "HC4'" "HC4'" H  0  0 N N N 42.698 -1.525 35.132 -5.071 1.657  0.296  "HC4'" 991 37 
991 H1A    H1A    H  0  1 N N N 42.285 2.868  34.371 -7.123 -0.322 -2.131 H1A    991 38 
991 H1B    H1B    H  0  1 N N N 41.617 2.396  35.929 -6.201 -1.813 -1.786 H1B    991 39 
991 H2A    H2A    H  0  1 N N N 42.560 0.369  35.793 -5.680 0.872  -0.820 H2A    991 40 
991 H3A    H3A    H  0  1 N N N 44.705 0.636  36.609 -5.875 -0.989 1.546  H3A    991 41 
991 H3B    H3B    H  0  1 N N N 45.282 0.787  34.980 -6.169 0.776  1.460  H3B    991 42 
991 H4A    H4A    H  0  1 N N N 45.502 3.066  35.242 -8.356 0.476  0.490  H4A    991 43 
991 H4B    H4B    H  0  1 N N N 45.336 2.734  36.959 -8.279 -0.892 1.650  H4B    991 44 
991 H5A    H5A    H  0  1 N N N 43.628 4.235  35.477 -8.809 -1.411 -0.942 H5A    991 45 
991 H5B    H5B    H  0  1 N N N 43.233 3.547  37.041 -7.648 -2.458 -0.067 H5B    991 46 
# 
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 
991 C1    C2     DOUB Y N 1  
991 C1    C6     SING Y N 2  
991 C1    C7     SING N N 3  
991 C2    CL2    SING N N 4  
991 C2    C3     SING Y N 5  
991 C3    C4     DOUB Y N 6  
991 C3    HC3    SING N N 7  
991 C4    C5     SING Y N 8  
991 C4    N3     SING Y N 9  
991 C5    C6     DOUB Y N 10 
991 C5    CN4    SING Y N 11 
991 C6    HC6    SING N N 12 
991 C7    N1     SING N N 13 
991 C7    N2     DOUB N N 14 
991 N1    HH11   SING N N 15 
991 N1    HH12   SING N N 16 
991 N2    HH21   SING N N 17 
991 N2    HH22   SING N N 18 
991 N3    C8     SING Y N 19 
991 N3    HN3    SING N N 20 
991 CN4   C8     DOUB Y N 21 
991 CN4   HCN4   SING N N 22 
991 C8    "C1'"  SING N N 23 
991 "C1'" "C2'"  DOUB Y N 24 
991 "C1'" "C6'"  SING Y N 25 
991 "C2'" "C3'"  SING Y N 26 
991 "C2'" "HC2'" SING N N 27 
991 "C3'" "C4'"  DOUB Y N 28 
991 "C3'" "HC3'" SING N N 29 
991 "C4'" "C5'"  SING Y N 30 
991 "C4'" "HC4'" SING N N 31 
991 "C5'" "O5'"  SING N N 32 
991 "C5'" "C6'"  DOUB Y N 33 
991 "O5'" C2B    SING N N 34 
991 "C6'" "O6'"  SING N N 35 
991 C1B   C2B    SING N N 36 
991 C1B   C5B    SING N N 37 
991 C1B   H1A    SING N N 38 
991 C1B   H1B    SING N N 39 
991 C2B   C3B    SING N N 40 
991 C2B   H2A    SING N N 41 
991 C3B   C4B    SING N N 42 
991 C3B   H3A    SING N N 43 
991 C3B   H3B    SING N N 44 
991 C4B   C5B    SING N N 45 
991 C4B   H4A    SING N N 46 
991 C4B   H4B    SING N N 47 
991 C5B   H5A    SING N N 48 
991 C5B   H5B    SING N N 49 
# 
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 
991 SMILES           ACDLabs              10.04 [O-]c4c(OC1CCCC1)cccc4c3cc2cc(c(Cl)cc2n3)\C(=[NH2+])N                                                                                                        
991 InChI            InChI                1.02b InChI=1/C20H20ClN3O2/c21-15-10-16-11(8-14(15)20(22)23)9-17(24-16)13-6-3-7-18(19(13)25)26-12-4-1-2-5-12/h3,6-10,12,24-25H,1-2,4-5H2,(H3,22,23)/f/h25h,22-23H2 
991 InChIKey         InChI                1.02b QXAURVOBXQBPAP-KCXCKTAECX                                                                                                                                    
991 SMILES_CANONICAL CACTVS               3.341 NC(=[NH2+])c1cc2cc([nH]c2cc1Cl)c3cccc(OC4CCCC4)c3[O-]                                                                                                        
991 SMILES           CACTVS               3.341 NC(=[NH2+])c1cc2cc([nH]c2cc1Cl)c3cccc(OC4CCCC4)c3[O-]                                                                                                        
991 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(c(c1)OC2CCCC2)[O-])c3cc4cc(c(cc4[nH]3)Cl)C(=[NH2+])N                                                                                                  
991 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(c(c1)OC2CCCC2)[O-])c3cc4cc(c(cc4[nH]3)Cl)C(=[NH2+])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 
991 "SYSTEMATIC NAME" ACDLabs              10.04 2-{5-[amino(iminio)methyl]-6-chloro-1H-indol-2-yl}-6-(cyclopentyloxy)phenolate        
991 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[5-(amino-azaniumylidene-methyl)-6-chloro-1H-indol-2-yl]-6-cyclopentyloxy-phenolate 
# 
