data_O77
#

_chem_comp.id                                   O77
_chem_comp.name                                 "N-[(3S)-3-amino-3-carboxypropyl]-L-histidine"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C10 H16 N4 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-06-17
_chem_comp.pdbx_modified_date                   2019-10-25
_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                       256.258
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    O77
_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       6PBN
_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
O77  C02   C1   C  0  1  N  N  N  62.958  40.217  15.659  -1.621  -2.598   0.094  C02   O77   1  
O77  C03   C2   C  0  1  N  N  S  64.371  40.235  16.231  -1.610  -1.093   0.178  C03   O77   2  
O77  C04   C3   C  0  1  N  N  N  65.123  39.559  15.086  -2.864  -0.536  -0.498  C04   O77   3  
O77  C05   C4   C  0  1  Y  N  N  66.619  39.630  15.260  -2.915   0.958  -0.308  C05   O77   4  
O77  C06   C5   C  0  1  Y  N  N  67.290  40.080  16.378  -2.309   1.886  -1.074  C06   O77   5  
O77  C08   C6   C  0  1  Y  N  N  68.711  39.467  14.889  -3.369   2.951   0.475  C08   O77   6  
O77  C11   C7   C  0  1  N  N  N  63.373  39.874  18.340   0.743  -0.569   0.401  C11   O77   7  
O77  C12   C8   C  0  1  N  N  N  63.706  39.387  19.750   1.965  -0.023  -0.340  C12   O77   8  
O77  C13   C9   C  0  1  N  N  S  64.737  40.373  20.305   3.172  -0.018   0.601  C13   O77   9  
O77  C15   C10  C  0  1  N  N  N  64.330  40.849  21.688   4.402   0.403  -0.162  C15   O77  10  
O77  N07   N1   N  0  1  Y  N  N  68.578  39.963  16.114  -2.604   3.095  -0.571  N07   O77  11  
O77  N09   N2   N  0  1  Y  N  N  67.517  39.264  14.357  -3.592   1.633   0.671  N09   O77  12  
O77  N10   N3   N  0  1  N  N  N  64.441  39.463  17.440  -0.416  -0.574  -0.501  N10   O77  13  
O77  N14   N4   N  0  1  N  N  N  66.046  39.738  20.276   2.932   0.924   1.701  N14   O77  14  
O77  O01   O1   O  0  1  N  N  N  62.369  39.128  15.764  -2.625  -3.293   0.650  O01   O77  15  
O77  O16   O2   O  0  1  N  N  N  63.734  40.099  22.510   5.049  -0.484  -0.934  O16   O77  16  
O77  O17   O3   O  0  1  N  N  N  64.596  42.032  21.996   4.805   1.539  -0.079  O17   O77  17  
O77  O18   O4   O  0  1  N  N  N  62.438  41.205  15.080  -0.728  -3.178  -0.477  O18   O77  18  
O77  H031  H1   H  0  0  N  N  N  64.723  41.267  16.375  -1.595  -0.787   1.224  H031  O77  19  
O77  H041  H2   H  0  0  N  N  N  64.853  40.057  14.143  -2.835  -0.766  -1.564  H041  O77  20  
O77  H042  H3   H  0  0  N  N  N  64.822  38.502  15.041  -3.749  -0.989  -0.053  H042  O77  21  
O77  H061  H4   H  0  0  N  N  N  66.848  40.454  17.290  -1.694   1.691  -1.939  H061  O77  22  
O77  H081  H5   H  0  0  N  N  N  69.652  39.261  14.401  -3.763   3.753   1.082  H081  O77  23  
O77  H112  H6   H  0  0  N  N  N  63.288  40.971  18.338   0.946  -1.586   0.737  H112  O77  24  
O77  H111  H7   H  0  0  N  N  N  62.421  39.432  18.011   0.529   0.062   1.264  H111  O77  25  
O77  H121  H8   H  0  0  N  N  N  62.802  39.386  20.377   2.179  -0.654  -1.202  H121  O77  26  
O77  H122  H9   H  0  0  N  N  N  64.129  38.372  19.714   1.762   0.994  -0.675  H122  O77  27  
O77  H131  H10  H  0  0  N  N  N  64.755  41.248  19.639   3.321  -1.019   1.006  H131  O77  28  
O77  H091  H12  H  0  0  N  N  N  67.328  38.902  13.444  -4.127   1.239   1.378  H091  O77  29  
O77  H2    H13  H  0  1  N  N  N  64.339  38.492  17.222  -0.219  -1.100  -1.340  H2    O77  30  
O77  H3    H15  H  0  1  N  N  N  66.732  40.370  20.636   3.686   0.899   2.371  H3    O77  31  
O77  H141  H16  H  0  0  N  N  N  66.028  38.911  20.838   2.790   1.860   1.351  H141  O77  32  
O77  H4    H18  H  0  1  N  N  N  61.515  39.188  15.352  -2.589  -4.257   0.571  H4    O77  33  
O77  H5    H19  H  0  1  N  N  N  63.559  40.581  23.310   5.832  -0.167  -1.404  H5    O77  34  
#   #
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
O77  N09  C08   SING  Y  N   1  
O77  N09  C05   SING  Y  N   2  
O77  C08  N07   DOUB  Y  N   3  
O77  O18  C02   DOUB  N  N   4  
O77  C04  C05   SING  N  N   5  
O77  C04  C03   SING  N  N   6  
O77  C05  C06   DOUB  Y  N   7  
O77  C02  O01   SING  N  N   8  
O77  C02  C03   SING  N  N   9  
O77  N07  C06   SING  Y  N  10  
O77  C03  N10   SING  N  N  11  
O77  N10  C11   SING  N  N  12  
O77  C11  C12   SING  N  N  13  
O77  C12  C13   SING  N  N  14  
O77  N14  C13   SING  N  N  15  
O77  C13  C15   SING  N  N  16  
O77  C15  O17   DOUB  N  N  17  
O77  C15  O16   SING  N  N  18  
O77  C03  H031  SING  N  N  19  
O77  C04  H041  SING  N  N  20  
O77  C04  H042  SING  N  N  21  
O77  C06  H061  SING  N  N  22  
O77  C08  H081  SING  N  N  23  
O77  C11  H112  SING  N  N  24  
O77  C11  H111  SING  N  N  25  
O77  C12  H121  SING  N  N  26  
O77  C12  H122  SING  N  N  27  
O77  C13  H131  SING  N  N  28  
O77  N09  H091  SING  N  N  29  
O77  N10  H2    SING  N  N  30  
O77  N14  H3    SING  N  N  31  
O77  N14  H141  SING  N  N  32  
O77  O01  H4    SING  N  N  33  
O77  O16  H5    SING  N  N  34  
#   #
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
O77  SMILES            ACDLabs               12.01  "C(O)(C(NCCC(C(=O)O)N)Cc1cncn1)=O"  
O77  InChI             InChI                 1.03   "InChI=1S/C10H16N4O4/c11-7(9(15)16)1-2-13-8(10(17)18)3-6-4-12-5-14-6/h4-5,7-8,13H,1-3,11H2,(H,12,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1"  
O77  InChIKey          InChI                 1.03   PQUPEWJRDBYFHU-YUMQZZPRSA-N  
O77  SMILES_CANONICAL  CACTVS                3.385  "N[C@@H](CCN[C@@H](Cc1[nH]cnc1)C(O)=O)C(O)=O"  
O77  SMILES            CACTVS                3.385  "N[CH](CCN[CH](Cc1[nH]cnc1)C(O)=O)C(O)=O"  
O77  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1c([nH]cn1)C[C@@H](C(=O)O)NCC[C@@H](C(=O)O)N"  
O77  SMILES            "OpenEye OEToolkits"  2.0.7  "c1c([nH]cn1)CC(C(=O)O)NCCC(C(=O)O)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
O77  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-[(3S)-3-amino-3-carboxypropyl]-L-histidine"  
O77  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(2~{S})-2-azanyl-4-[[(2~{S})-3-(1~{H}-imidazol-5-yl)-1-oxidanyl-1-oxidanylidene-propan-2-yl]amino]butanoic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
O77  "Create component"  2019-06-17  RCSB  
O77  "Initial release"   2019-10-30  RCSB  
##
