data_1JY
# 
_chem_comp.id                                    1JY 
_chem_comp.name                                  "N-(4-{[(6S)-2-(hydroxymethyl)-4-oxo-4,6,7,8-tetrahydro-1H-cyclopenta[g]quinazolin-6-yl](prop-2-yn-1-yl)amino}benzoyl)-L-gamma-glutamyl-D-glutamic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H33 N5 O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-02-22 
_chem_comp.pdbx_modified_date                    2013-12-20 
_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                        647.632 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1JY 
_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        4ISK 
_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 
1JY OAF OAF O 0 1 N N N 16.588 25.967 -57.231 6.228   1.266  2.803  OAF 1JY 1  
1JY CBI CBI C 0 1 N N N 17.576 26.754 -57.110 6.961   0.500  2.201  CBI 1JY 2  
1JY NBA NBA N 0 1 N N N 17.289 28.026 -56.757 8.267   0.403  2.514  NBA 1JY 3  
1JY CBL CBL C 0 1 N N N 18.273 28.928 -56.604 9.065   -0.412 1.881  CBL 1JY 4  
1JY CAT CAT C 0 1 N N N 17.883 30.328 -56.180 10.514  -0.457 2.295  CAT 1JY 5  
1JY OAH OAH O 0 1 N N N 16.719 30.627 -57.031 10.732  0.462  3.367  OAH 1JY 6  
1JY NBB NBB N 0 1 N N N 19.568 28.573 -56.799 8.663   -1.213 0.879  NBB 1JY 7  
1JY CBM CBM C 0 1 Y N N 19.919 27.333 -57.183 7.347   -1.209 0.463  CBM 1JY 8  
1JY CBR CBR C 0 1 Y N N 18.911 26.366 -57.348 6.442   -0.351 1.116  CBR 1JY 9  
1JY CAO CAO C 0 1 Y N N 19.248 25.060 -57.765 5.108   -0.319 0.723  CAO 1JY 10 
1JY CAN CAN C 0 1 Y N N 21.294 27.063 -57.395 6.897   -2.022 -0.566 CAN 1JY 11 
1JY CBK CBK C 0 1 Y N N 21.621 25.772 -57.802 5.569   -1.983 -0.948 CBK 1JY 12 
1JY CBN CBN C 0 1 Y N N 20.605 24.739 -58.011 4.678   -1.132 -0.307 CBN 1JY 13 
1JY CAV CAV C 0 1 N N N 22.954 25.185 -58.145 4.844   -2.761 -2.026 CAV 1JY 14 
1JY CAM CAM C 0 1 N N N 22.544 24.063 -59.127 3.345   -2.622 -1.686 CAM 1JY 15 
1JY CBO CBO C 0 1 N N S 21.256 23.480 -58.523 3.300   -1.286 -0.916 CBO 1JY 16 
1JY NBU NBU N 0 1 N N N 20.272 22.866 -59.417 3.024   -0.178 -1.834 NBU 1JY 17 
1JY CAU CAU C 0 1 N N N 19.969 21.491 -59.107 3.978   0.148  -2.896 CAU 1JY 18 
1JY CAL CAL C 0 1 N N N 18.928 21.453 -58.072 3.643   -0.616 -4.109 CAL 1JY 19 
1JY CAA CAA C 0 1 N N N 17.992 21.327 -57.266 3.376   -1.226 -5.076 CAA 1JY 20 
1JY CBQ CBQ C 0 1 Y N N 19.462 23.532 -60.293 1.855   0.564  -1.697 CBQ 1JY 21 
1JY CAS CAS C 0 1 Y N N 18.437 22.833 -60.924 1.537   1.538  -2.640 CAS 1JY 22 
1JY CAQ CAQ C 0 1 Y N N 17.626 23.440 -61.854 0.382   2.273  -2.507 CAQ 1JY 23 
1JY CAR CAR C 0 1 Y N N 19.709 24.880 -60.636 1.004   0.327  -0.622 CAR 1JY 24 
1JY CAP CAP C 0 1 Y N N 18.878 25.490 -61.579 -0.153  1.059  -0.484 CAP 1JY 25 
1JY CBP CBP C 0 1 Y N N 17.853 24.767 -62.164 -0.473  2.042  -1.425 CBP 1JY 26 
1JY CBJ CBJ C 0 1 N N N 16.989 25.462 -63.177 -1.712  2.829  -1.280 CBJ 1JY 27 
1JY OAG OAG O 0 1 N N N 17.253 26.610 -63.479 -1.991  3.680  -2.102 OAG 1JY 28 
1JY NBD NBD N 0 1 N N N 15.949 24.825 -63.702 -2.534  2.605  -0.236 NBD 1JY 29 
1JY CBT CBT C 0 1 N N S 15.102 25.473 -64.673 -3.765  3.386  -0.092 CBT 1JY 30 
1JY CBG CBG C 0 1 N N N 13.830 24.683 -64.749 -3.457  4.681  0.615  CBG 1JY 31 
1JY OAD OAD O 0 1 N N N 13.717 23.675 -64.015 -4.440  5.563  0.858  OAD 1JY 32 
1JY OAK OAK O 0 1 N N N 12.929 25.027 -65.529 -2.326  4.926  0.962  OAK 1JY 33 
1JY CAZ CAZ C 0 1 N N N 15.895 25.397 -65.992 -4.783  2.589  0.726  CAZ 1JY 34 
1JY CAX CAX C 0 1 N N N 16.311 23.949 -66.268 -5.189  1.334  -0.050 CAX 1JY 35 
1JY CBH CBH C 0 1 N N N 17.189 23.815 -67.501 -6.192  0.548  0.755  CBH 1JY 36 
1JY OAE OAE O 0 1 N N N 18.408 23.914 -67.446 -6.547  0.952  1.842  OAE 1JY 37 
1JY N   N   N 0 1 N N N 16.508 23.582 -68.635 -6.694  -0.603 0.267  N   1JY 38 
1JY CA  CA  C 0 1 N N R 17.137 23.413 -69.947 -7.669  -1.367 1.050  CA  1JY 39 
1JY C   C   C 0 1 N N N 16.046 23.149 -70.948 -9.052  -0.825 0.797  C   1JY 40 
1JY O   O   O 0 1 N N N 16.352 22.792 -72.109 -9.208  0.105  0.040  O   1JY 41 
1JY OXT OXT O 0 1 N N N 14.847 23.283 -70.574 -10.111 -1.374 1.412  OXT 1JY 42 
1JY CB  CB  C 0 1 N N N 17.793 24.731 -70.314 -7.615  -2.839 0.636  CB  1JY 43 
1JY CG  CG  C 0 1 N N N 16.760 25.830 -70.475 -6.251  -3.423 1.007  CG  1JY 44 
1JY CD  CD  C 0 1 N N N 17.407 27.137 -70.076 -6.197  -4.873 0.599  CD  1JY 45 
1JY OE1 OE1 O 0 1 N N N 18.573 27.355 -70.478 -7.152  -5.386 0.066  OE1 1JY 46 
1JY OE2 OE2 O 0 1 N N N 16.764 27.950 -69.365 -5.088  -5.594 0.828  OE2 1JY 47 
1JY H1  H1  H 0 1 N N N 18.701 31.039 -56.367 10.766  -1.466 2.623  H1  1JY 48 
1JY H2  H2  H 0 1 N N N 17.610 30.356 -55.115 11.142  -0.183 1.447  H2  1JY 49 
1JY H3  H3  H 0 1 N N N 16.398 31.499 -56.835 11.645  0.485  3.685  H3  1JY 50 
1JY H4  H4  H 0 1 N N N 20.284 29.255 -56.652 9.303   -1.798 0.444  H4  1JY 51 
1JY H5  H5  H 0 1 N N N 18.479 24.313 -57.895 4.411   0.338  1.222  H5  1JY 52 
1JY H6  H6  H 0 1 N N N 22.050 27.820 -57.248 7.584   -2.686 -1.069 H6  1JY 53 
1JY H7  H7  H 0 1 N N N 23.456 24.778 -57.255 5.051   -2.332 -3.006 H7  1JY 54 
1JY H8  H8  H 0 1 N N N 23.608 25.925 -58.629 5.142   -3.809 -2.002 H8  1JY 55 
1JY H9  H9  H 0 1 N N N 23.328 23.294 -59.189 2.746   -2.565 -2.595 H9  1JY 56 
1JY H10 H10 H 0 1 N N N 22.353 24.473 -60.130 3.013   -3.445 -1.054 H10 1JY 57 
1JY H11 H11 H 0 1 N N N 21.503 22.809 -57.687 2.543   -1.326 -0.132 H11 1JY 58 
1JY H12 H12 H 0 1 N N N 19.608 20.980 -60.012 3.929   1.215  -3.114 H12 1JY 59 
1JY H13 H13 H 0 1 N N N 20.875 20.988 -58.738 4.986   -0.110 -2.571 H13 1JY 60 
1JY H14 H14 H 0 1 N N N 17.193 21.219 -56.578 3.137   -1.771 -5.941 H14 1JY 61 
1JY H15 H15 H 0 1 N N N 18.275 21.794 -60.678 2.197   1.716  -3.475 H15 1JY 62 
1JY H16 H16 H 0 1 N N N 16.828 22.891 -62.332 0.135   3.029  -3.238 H16 1JY 63 
1JY H17 H17 H 0 1 N N N 20.521 25.426 -60.180 1.252   -0.433 0.105  H17 1JY 64 
1JY H18 H18 H 0 1 N N N 19.035 26.523 -61.851 -0.813  0.875  0.351  H18 1JY 65 
1JY H19 H19 H 0 1 N N N 15.751 23.886 -63.421 -2.312  1.925  0.420  H19 1JY 66 
1JY H20 H20 H 0 1 N N N 14.900 26.521 -64.406 -4.177  3.599  -1.078 H20 1JY 67 
1JY H21 H21 H 0 1 N N N 12.873 23.265 -64.166 -4.194  6.379  1.314  H21 1JY 68 
1JY H22 H22 H 0 1 N N N 16.794 26.026 -65.914 -4.338  2.299  1.678  H22 1JY 69 
1JY H23 H23 H 0 1 N N N 15.265 25.759 -66.818 -5.664  3.204  0.909  H23 1JY 70 
1JY H24 H24 H 0 1 N N N 15.404 23.344 -66.415 -5.634  1.623  -1.002 H24 1JY 71 
1JY H25 H25 H 0 1 N N N 16.867 23.571 -65.397 -4.308  0.719  -0.233 H25 1JY 72 
1JY H26 H26 H 0 1 N N N 15.511 23.520 -68.580 -6.411  -0.926 -0.602 H26 1JY 73 
1JY H27 H27 H 0 1 N N N 17.874 22.597 -69.941 -7.433  -1.279 2.110  H27 1JY 74 
1JY H28 H28 H 0 1 N N N 14.265 23.075 -71.295 -10.978 -0.992 1.218  H28 1JY 75 
1JY H29 H29 H 0 1 N N N 18.338 24.609 -71.262 -8.400  -3.391 1.153  H29 1JY 76 
1JY H30 H30 H 0 1 N N N 18.498 25.015 -69.519 -7.763  -2.919 -0.441 H30 1JY 77 
1JY H31 H31 H 0 1 N N N 16.429 25.881 -71.523 -5.466  -2.871 0.490  H31 1JY 78 
1JY H32 H32 H 0 1 N N N 15.895 25.628 -69.826 -6.102  -3.343 2.084  H32 1JY 79 
1JY H33 H33 H 0 1 N N N 17.298 28.718 -69.199 -5.101  -6.520 0.549  H33 1JY 80 
# 
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 
1JY O   C   DOUB N N 1  
1JY C   OXT SING N N 2  
1JY C   CA  SING N N 3  
1JY OE1 CD  DOUB N N 4  
1JY CG  CB  SING N N 5  
1JY CG  CD  SING N N 6  
1JY CB  CA  SING N N 7  
1JY CD  OE2 SING N N 8  
1JY CA  N   SING N N 9  
1JY N   CBH SING N N 10 
1JY CBH OAE DOUB N N 11 
1JY CBH CAX SING N N 12 
1JY CAX CAZ SING N N 13 
1JY CAZ CBT SING N N 14 
1JY OAK CBG DOUB N N 15 
1JY CBG CBT SING N N 16 
1JY CBG OAD SING N N 17 
1JY CBT NBD SING N N 18 
1JY NBD CBJ SING N N 19 
1JY OAG CBJ DOUB N N 20 
1JY CBJ CBP SING N N 21 
1JY CBP CAQ DOUB Y N 22 
1JY CBP CAP SING Y N 23 
1JY CAQ CAS SING Y N 24 
1JY CAP CAR DOUB Y N 25 
1JY CAS CBQ DOUB Y N 26 
1JY CAR CBQ SING Y N 27 
1JY CBQ NBU SING N N 28 
1JY NBU CAU SING N N 29 
1JY NBU CBO SING N N 30 
1JY CAM CBO SING N N 31 
1JY CAM CAV SING N N 32 
1JY CAU CAL SING N N 33 
1JY CBO CBN SING N N 34 
1JY CAV CBK SING N N 35 
1JY CAL CAA TRIP N N 36 
1JY CBN CBK DOUB Y N 37 
1JY CBN CAO SING Y N 38 
1JY CBK CAN SING Y N 39 
1JY CAO CBR DOUB Y N 40 
1JY CAN CBM DOUB Y N 41 
1JY CBR CBM SING Y N 42 
1JY CBR CBI SING N N 43 
1JY OAF CBI DOUB N N 44 
1JY CBM NBB SING N N 45 
1JY CBI NBA SING N N 46 
1JY OAH CAT SING N N 47 
1JY NBB CBL SING N N 48 
1JY NBA CBL DOUB N N 49 
1JY CBL CAT SING N N 50 
1JY CAT H1  SING N N 51 
1JY CAT H2  SING N N 52 
1JY OAH H3  SING N N 53 
1JY NBB H4  SING N N 54 
1JY CAO H5  SING N N 55 
1JY CAN H6  SING N N 56 
1JY CAV H7  SING N N 57 
1JY CAV H8  SING N N 58 
1JY CAM H9  SING N N 59 
1JY CAM H10 SING N N 60 
1JY CBO H11 SING N N 61 
1JY CAU H12 SING N N 62 
1JY CAU H13 SING N N 63 
1JY CAA H14 SING N N 64 
1JY CAS H15 SING N N 65 
1JY CAQ H16 SING N N 66 
1JY CAR H17 SING N N 67 
1JY CAP H18 SING N N 68 
1JY NBD H19 SING N N 69 
1JY CBT H20 SING N N 70 
1JY OAD H21 SING N N 71 
1JY CAZ H22 SING N N 72 
1JY CAZ H23 SING N N 73 
1JY CAX H24 SING N N 74 
1JY CAX H25 SING N N 75 
1JY N   H26 SING N N 76 
1JY CA  H27 SING N N 77 
1JY OXT H28 SING N N 78 
1JY CB  H29 SING N N 79 
1JY CB  H30 SING N N 80 
1JY CG  H31 SING N N 81 
1JY CG  H32 SING N N 82 
1JY OE2 H33 SING N N 83 
# 
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 
1JY SMILES           ACDLabs              12.01 "O=C(O)C(NC(=O)CCC(C(=O)O)NC(=O)c1ccc(cc1)N(CC#C)C4c3c(cc2c(C(=O)N=C(N2)CO)c3)CC4)CCC(=O)O" 
1JY InChI            InChI                1.03  
;InChI=1S/C32H33N5O10/c1-2-13-37(25-10-5-18-14-24-21(15-20(18)25)30(43)36-26(16-38)33-24)19-6-3-17(4-7-19)29(42)35-23(32(46)47)8-11-27(39)34-22(31(44)45)9-12-28(40)41/h1,3-4,6-7,14-15,22-23,25,38H,5,8-13,16H2,(H,34,39)(H,35,42)(H,40,41)(H,44,45)(H,46,47)(H,33,36,43)/t22-,23+,25+/m1/s1
;
1JY InChIKey         InChI                1.03  NVHRBQOZEMFKLD-CUYJMHBOSA-N 
1JY SMILES_CANONICAL CACTVS               3.370 "OCC1=NC(=O)c2cc3[C@H](CCc3cc2N1)N(CC#C)c4ccc(cc4)C(=O)N[C@@H](CCC(=O)N[C@H](CCC(O)=O)C(O)=O)C(O)=O" 
1JY SMILES           CACTVS               3.370 "OCC1=NC(=O)c2cc3[CH](CCc3cc2N1)N(CC#C)c4ccc(cc4)C(=O)N[CH](CCC(=O)N[CH](CCC(O)=O)C(O)=O)C(O)=O" 
1JY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C#CCN(c1ccc(cc1)C(=O)N[C@@H](CCC(=O)N[C@H](CCC(=O)O)C(=O)O)C(=O)O)[C@H]2CCc3c2cc4c(c3)NC(=NC4=O)CO" 
1JY SMILES           "OpenEye OEToolkits" 1.7.6 "C#CCN(c1ccc(cc1)C(=O)NC(CCC(=O)NC(CCC(=O)O)C(=O)O)C(=O)O)C2CCc3c2cc4c(c3)NC(=NC4=O)CO" 
# 
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 
1JY "SYSTEMATIC NAME" ACDLabs              12.01 "N-(4-{[(6S)-2-(hydroxymethyl)-4-oxo-4,6,7,8-tetrahydro-1H-cyclopenta[g]quinazolin-6-yl](prop-2-yn-1-yl)amino}benzoyl)-L-gamma-glutamyl-D-glutamic acid" 
1JY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 
"(2R)-2-[[(4S)-4-[[4-[[(6S)-2-(hydroxymethyl)-4-oxidanylidene-1,6,7,8-tetrahydrocyclopenta[g]quinazolin-6-yl]-prop-2-ynyl-amino]phenyl]carbonylamino]-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]pentanedioic 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 
1JY "Create component" 2013-02-22 RCSB 
1JY "Initial release"  2013-12-25 RCSB 
# 
