data_OPN
# 
_chem_comp.id                                    OPN 
_chem_comp.name                                  "{(2-AMINO-ETHYL)-[2-(2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDIN-3-YL)-ACETYL]-AMINO}-ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H17 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2001-02-12 
_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                        305.309 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OPN 
_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        1HZS 
_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 
OPN "N1'"  "N1'"  N 1 1 N N N -5.294 12.230 21.494 -4.054 -3.263 1.133  "N1'"  OPN 1  
OPN "C2'"  "C2'"  C 0 1 N N N -5.641 13.634 21.671 -3.518 -2.301 0.161  "C2'"  OPN 2  
OPN "C3'"  "C3'"  C 0 1 N N N -4.706 14.438 22.565 -3.256 -0.965 0.858  "C3'"  OPN 3  
OPN "N4'"  "N4'"  N 0 1 N N N -4.867 13.973 23.947 -2.637 -0.034 -0.089 "N4'"  OPN 4  
OPN "C5'"  "C5'"  C 0 1 N N N -6.136 14.288 24.569 -3.479 0.795  -0.957 "C5'"  OPN 5  
OPN "C'"   "C'"   C 0 1 N N N -6.138 15.616 25.307 -3.785 2.098  -0.264 "C'"   OPN 6  
OPN "O1'"  "O1'"  O 0 1 N N N -7.193 15.935 25.832 -3.346 2.312  0.841  "O1'"  OPN 7  
OPN "C7'"  "C7'"  C 0 1 N N N -3.955 13.292 24.634 -1.295 0.061  -0.162 "C7'"  OPN 8  
OPN "O7'"  "O7'"  O 0 1 N N N -4.171 13.057 25.821 -0.784 0.874  -0.904 "O7'"  OPN 9  
OPN "C8'"  "C8'"  C 0 1 N N N -2.670 12.833 23.971 -0.429 -0.842 0.677  "C8'"  OPN 10 
OPN C1     C1     C 0 1 Y N N -1.557 12.308 24.871 1.019  -0.622 0.322  C1     OPN 11 
OPN C6     C6     C 0 1 Y N N -1.411 10.982 25.011 1.772  0.239  1.051  C6     OPN 12 
OPN C2     C2     C 0 1 Y N N -0.665 13.250 25.540 1.592  -1.317 -0.765 C2     OPN 13 
OPN O2     O2     O 0 1 N N N -0.720 14.481 25.472 0.899  -2.086 -1.408 O2     OPN 14 
OPN N3     N3     N 0 1 Y N N 0.349  12.738 26.314 2.877  -1.143 -1.117 N3     OPN 15 
OPN C4     C4     C 0 1 Y N N 0.552  11.416 26.510 3.695  -0.285 -0.419 C4     OPN 16 
OPN C5     C5     C 0 1 Y N N -0.310 10.507 25.875 3.173  0.428  0.677  C5     OPN 17 
OPN C7     C7     C 0 1 Y N N -0.078 9.160  26.082 4.005  1.302  1.388  C7     OPN 18 
OPN C8     C8     C 0 1 Y N N 0.939  8.658  26.876 5.318  1.427  0.974  C8     OPN 19 
OPN C9     C9     C 0 1 Y N N 1.777  9.624  27.484 5.763  0.694  -0.115 C9     OPN 20 
OPN N10    N10    N 0 1 Y N N 1.558  10.958 27.284 4.964  -0.123 -0.770 N10    OPN 21 
OPN OXT    OXT    O 0 1 N Y N -5.082 16.427 25.416 -4.546 3.019  -0.875 OXT    OPN 22 
OPN "H1'1" "1H1'" H 0 0 N N N -5.920 11.691 20.895 -4.918 -2.908 1.517  "H1'1" OPN 23 
OPN "H1'2" "2H1'" H 0 0 N N N -4.334 12.148 21.156 -3.386 -3.397 1.877  "H1'2" OPN 24 
OPN "H1'3" "3H1'" H 0 0 N N N -5.206 11.776 22.403 -4.228 -4.145 0.674  "H1'3" OPN 25 
OPN "H2'1" "1H2'" H 0 0 N N N -5.736 14.130 20.677 -2.586 -2.685 -0.253 "H2'1" OPN 26 
OPN "H2'2" "2H2'" H 0 0 N N N -6.689 13.723 22.039 -4.240 -2.156 -0.643 "H2'2" OPN 27 
OPN "H3'1" "1H3'" H 0 0 N N N -3.646 14.397 22.221 -4.198 -0.549 1.214  "H3'1" OPN 28 
OPN "H3'2" "2H3'" H 0 0 N N N -4.858 15.537 22.463 -2.586 -1.121 1.703  "H3'2" OPN 29 
OPN "H5'1" "1H5'" H 0 0 N N N -6.961 14.251 23.820 -2.952 0.994  -1.890 "H5'1" OPN 30 
OPN "H5'2" "2H5'" H 0 0 N N N -6.460 13.461 25.243 -4.409 0.269  -1.170 "H5'2" OPN 31 
OPN "H8'1" "1H8'" H 0 0 N N N -2.909 12.066 23.197 -0.583 -0.615 1.732  "H8'1" OPN 32 
OPN "H8'2" "2H8'" H 0 0 N N N -2.270 13.656 23.334 -0.696 -1.882 0.486  "H8'2" OPN 33 
OPN H6     H6     H 0 1 N N N -2.127 10.343 24.467 1.346  0.774  1.888  H6     OPN 34 
OPN HN3    HN3    H 0 1 N N N 0.993  13.381 26.773 3.235  -1.634 -1.873 HN3    OPN 35 
OPN H7     H7     H 0 1 N N N -0.747 8.439  25.581 3.632  1.862  2.233  H7     OPN 36 
OPN H8     H8     H 0 1 N N N 1.071  7.571  27.013 5.992  2.092  1.495  H8     OPN 37 
OPN H9     H9     H 0 1 N N N 2.621  9.330  28.129 6.789  0.795  -0.435 H9     OPN 38 
OPN HXT    HXT    H 0 1 N N N -5.083 17.257 25.877 -4.743 3.856  -0.431 HXT    OPN 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 
OPN "N1'" "C2'"  SING N N 1  
OPN "N1'" "H1'1" SING N N 2  
OPN "N1'" "H1'2" SING N N 3  
OPN "N1'" "H1'3" SING N N 4  
OPN "C2'" "C3'"  SING N N 5  
OPN "C2'" "H2'1" SING N N 6  
OPN "C2'" "H2'2" SING N N 7  
OPN "C3'" "N4'"  SING N N 8  
OPN "C3'" "H3'1" SING N N 9  
OPN "C3'" "H3'2" SING N N 10 
OPN "N4'" "C5'"  SING N N 11 
OPN "N4'" "C7'"  SING N N 12 
OPN "C5'" "C'"   SING N N 13 
OPN "C5'" "H5'1" SING N N 14 
OPN "C5'" "H5'2" SING N N 15 
OPN "C'"  "O1'"  DOUB N N 16 
OPN "C'"  OXT    SING N N 17 
OPN "C7'" "O7'"  DOUB N N 18 
OPN "C7'" "C8'"  SING N N 19 
OPN "C8'" C1     SING N N 20 
OPN "C8'" "H8'1" SING N N 21 
OPN "C8'" "H8'2" SING N N 22 
OPN C1    C6     DOUB Y N 23 
OPN C1    C2     SING Y N 24 
OPN C6    C5     SING Y N 25 
OPN C6    H6     SING N N 26 
OPN C2    O2     DOUB N N 27 
OPN C2    N3     SING Y N 28 
OPN N3    C4     SING Y N 29 
OPN N3    HN3    SING N N 30 
OPN C4    C5     DOUB Y N 31 
OPN C4    N10    SING Y N 32 
OPN C5    C7     SING Y N 33 
OPN C7    C8     DOUB Y N 34 
OPN C7    H7     SING N N 35 
OPN C8    C9     SING Y N 36 
OPN C8    H8     SING N N 37 
OPN C9    N10    DOUB Y N 38 
OPN C9    H9     SING N N 39 
OPN OXT   HXT    SING N N 40 
# 
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 
OPN SMILES           ACDLabs              10.04 O=C(O)CN(C(=O)CC2=Cc1c(nccc1)NC2=O)CC[NH3+]                                                                                                                   
OPN InChI            InChI                1.02b InChI=1/C14H16N4O4/c15-3-5-18(8-12(20)21)11(19)7-10-6-9-2-1-4-16-13(9)17-14(10)22/h1-2,4,6H,3,5,7-8,15H2,(H,20,21)(H,16,17,22)/p+1/fC14H17N4O4/h15,17,20H/q+1 
OPN InChIKey         InChI                1.02b GHLDQLGYESXNRF-KMUQUYGNCC                                                                                                                                     
OPN SMILES_CANONICAL CACTVS               3.341 [NH3+]CCN(CC(O)=O)C(=O)CC1=Cc2cccnc2NC1=O                                                                                                                     
OPN SMILES           CACTVS               3.341 [NH3+]CCN(CC(O)=O)C(=O)CC1=Cc2cccnc2NC1=O                                                                                                                     
OPN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(nc1)NC(=O)C(=C2)CC(=O)N(CC[NH3+])CC(=O)O                                                                                                               
OPN SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(nc1)NC(=O)C(=C2)CC(=O)N(CC[NH3+])CC(=O)O                                                                                                               
# 
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 
OPN "SYSTEMATIC NAME" ACDLabs              10.04 2-{(carboxymethyl)[(2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl)acetyl]amino}ethanaminium 
OPN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[carboxymethyl-[2-(2-oxo-1H-1,8-naphthyridin-3-yl)ethanoyl]amino]ethylazanium       
# 
