Natural Product: NPC49393

Natural Product ID:  NPC49393
Common Name:   Esulatin B
IUPAC Name:   [(1R,2R,3aR,5R,6E,11R,13R,13aS)-1,2,3a,13-tetraacetyloxy-2,5,8,8-tetramethyl-12-methylidene-4,9-dioxo-3,5,10,11,13,13a-hexahydro-1H-cyclopenta[12]annulen-11-yl] acetate
Synonyms:   Esulatin B
Molecular Formula:   C30H40O12
Standard InCHIKey:  DHHVTLZJOAQUPG-HZGNIPQVSA-N
Standard InCHI:  InChI=1S/C30H40O12/c1-15-11-12-28(8,9)23(36)13-22(38-17(3)31)16(2)25(39-18(4)32)24-27(40-19(5)33)29(10,41-20(6)34)14-30(24,26(15)37)42-21(7)35/h11-12,15,22,24-25,27H,2,13-14H2,1,3-10H3/b12-11+/t15-,22-,24+,25+,27-,29-,30-/m1/s1
Canonical SMILES:  CC(=O)O[C@@H]1CC(=O)C(C)(C)/C=C/[C@H](C(=O)[C@@]2([C@@H]([C@H](C1=C)OC(=O)C)[C@@H](OC(=O)C)[C@](C2)(C)OC(=O)C)OC(=O)C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO13023 Euphorbia sp. Species Euphorbiaceae Eukaryota PMID[12036352]
NPO3099 Euphorbia esula Species Euphorbiaceae Eukaryota PMID[21612217]
NPO3099 Euphorbia esula Species Euphorbiaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens GI = 17.3 % 21612217
NPT2738 Cell Line Ishikawa Homo sapiens GI = 11.6 % 21612217
NPT83 Cell Line MCF7 Homo sapiens GI = 29.9 % 21612217
NPT165 Cell Line HeLa Homo sapiens GI = 36.3 % 21612217
NPT2738 Cell Line Ishikawa Homo sapiens GI = 35 % 21612217
NPT83 Cell Line MCF7 Homo sapiens GI = 43.3 % 21612217
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio = 2.6 21612217
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio = 7.8 21612217

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC49393 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9789 High Similarity NPC105725
0.9681 High Similarity NPC470188
0.9583 High Similarity NPC78127
0.9583 High Similarity NPC471757
0.92 High Similarity NPC470192
0.9082 High Similarity NPC471767
0.9029 High Similarity NPC475495
0.899 High Similarity NPC250594
0.8942 High Similarity NPC475277
0.8942 High Similarity NPC477093
0.8942 High Similarity NPC473522
0.8611 High Similarity NPC475305
0.8532 High Similarity NPC475401
0.8455 Intermediate Similarity NPC477092
0.819 Intermediate Similarity NPC291643
0.8095 Intermediate Similarity NPC169843
0.8081 Intermediate Similarity NPC221282
0.8077 Intermediate Similarity NPC472754
0.8073 Intermediate Similarity NPC471933
0.8037 Intermediate Similarity NPC117604
0.8 Intermediate Similarity NPC202824
0.8 Intermediate Similarity NPC477361
0.7981 Intermediate Similarity NPC472753
0.7941 Intermediate Similarity NPC477354
0.7925 Intermediate Similarity NPC472756
0.7921 Intermediate Similarity NPC281775
0.785 Intermediate Similarity NPC9303
0.785 Intermediate Similarity NPC475802
0.785 Intermediate Similarity NPC16313
0.783 Intermediate Similarity NPC4620
0.783 Intermediate Similarity NPC19239
0.783 Intermediate Similarity NPC474166
0.783 Intermediate Similarity NPC472755
0.7818 Intermediate Similarity NPC287311
0.781 Intermediate Similarity NPC47880
0.781 Intermediate Similarity NPC477950
0.7798 Intermediate Similarity NPC471934
0.7778 Intermediate Similarity NPC72813
0.7778 Intermediate Similarity NPC474421
0.7778 Intermediate Similarity NPC324327
0.7778 Intermediate Similarity NPC326994
0.7778 Intermediate Similarity NPC194620
0.7767 Intermediate Similarity NPC113433
0.7757 Intermediate Similarity NPC220964
0.7757 Intermediate Similarity NPC475676
0.7755 Intermediate Similarity NPC469676
0.7748 Intermediate Similarity NPC471570
0.7736 Intermediate Similarity NPC474747
0.7736 Intermediate Similarity NPC118405
0.7736 Intermediate Similarity NPC149371
0.7727 Intermediate Similarity NPC477103
0.7727 Intermediate Similarity NPC41551
0.7727 Intermediate Similarity NPC50223
0.7723 Intermediate Similarity NPC286341
0.7723 Intermediate Similarity NPC20713
0.7723 Intermediate Similarity NPC191339
0.7719 Intermediate Similarity NPC475130
0.7719 Intermediate Similarity NPC474286
0.7714 Intermediate Similarity NPC280963
0.7706 Intermediate Similarity NPC474664
0.7706 Intermediate Similarity NPC55972
0.7706 Intermediate Similarity NPC327286
0.7706 Intermediate Similarity NPC233379
0.7706 Intermediate Similarity NPC169888
0.7706 Intermediate Similarity NPC14862
0.7692 Intermediate Similarity NPC87090
0.7692 Intermediate Similarity NPC47834
0.7685 Intermediate Similarity NPC470975
0.7685 Intermediate Similarity NPC103088
0.7685 Intermediate Similarity NPC470979
0.7667 Intermediate Similarity NPC13071
0.7664 Intermediate Similarity NPC475945
0.7664 Intermediate Similarity NPC475871
0.7642 Intermediate Similarity NPC477511
0.7642 Intermediate Similarity NPC474742
0.7642 Intermediate Similarity NPC264477
0.7642 Intermediate Similarity NPC477356
0.7636 Intermediate Similarity NPC477102
0.7636 Intermediate Similarity NPC15218
0.7632 Intermediate Similarity NPC239273
0.7627 Intermediate Similarity NPC144625
0.7624 Intermediate Similarity NPC246173
0.7624 Intermediate Similarity NPC475748
0.7619 Intermediate Similarity NPC109556
0.7619 Intermediate Similarity NPC477355
0.7615 Intermediate Similarity NPC475510
0.7615 Intermediate Similarity NPC475587
0.7615 Intermediate Similarity NPC26617
0.7607 Intermediate Similarity NPC192309
0.7596 Intermediate Similarity NPC17585
0.7593 Intermediate Similarity NPC474741
0.7593 Intermediate Similarity NPC471143
0.7593 Intermediate Similarity NPC477510
0.7593 Intermediate Similarity NPC472748
0.7589 Intermediate Similarity NPC313921
0.7589 Intermediate Similarity NPC98038
0.7586 Intermediate Similarity NPC147635
0.7586 Intermediate Similarity NPC163693
0.7583 Intermediate Similarity NPC172823
0.7576 Intermediate Similarity NPC261253
0.7576 Intermediate Similarity NPC474045
0.7576 Intermediate Similarity NPC137253
0.757 Intermediate Similarity NPC225353
0.7568 Intermediate Similarity NPC281624
0.7549 Intermediate Similarity NPC233437
0.7549 Intermediate Similarity NPC290651
0.7549 Intermediate Similarity NPC207641
0.7547 Intermediate Similarity NPC477512
0.7545 Intermediate Similarity NPC473939
0.7545 Intermediate Similarity NPC473595
0.7545 Intermediate Similarity NPC470269
0.7545 Intermediate Similarity NPC308191
0.7544 Intermediate Similarity NPC277583
0.7542 Intermediate Similarity NPC1538
0.7542 Intermediate Similarity NPC42747
0.7525 Intermediate Similarity NPC283409
0.7525 Intermediate Similarity NPC475971
0.7524 Intermediate Similarity NPC471140
0.7524 Intermediate Similarity NPC477949
0.7523 Intermediate Similarity NPC472749
0.7523 Intermediate Similarity NPC196528
0.7523 Intermediate Similarity NPC179891
0.7523 Intermediate Similarity NPC472751
0.7522 Intermediate Similarity NPC101400
0.7522 Intermediate Similarity NPC101965
0.7521 Intermediate Similarity NPC472000
0.7521 Intermediate Similarity NPC471999
0.75 Intermediate Similarity NPC232515
0.75 Intermediate Similarity NPC474750
0.75 Intermediate Similarity NPC475873
0.75 Intermediate Similarity NPC474775
0.75 Intermediate Similarity NPC474490
0.75 Intermediate Similarity NPC5292
0.75 Intermediate Similarity NPC163228
0.75 Intermediate Similarity NPC474783
0.75 Intermediate Similarity NPC260809
0.75 Intermediate Similarity NPC470191
0.75 Intermediate Similarity NPC472750
0.75 Intermediate Similarity NPC475900
0.75 Intermediate Similarity NPC472747
0.75 Intermediate Similarity NPC110989
0.748 Intermediate Similarity NPC224623
0.7477 Intermediate Similarity NPC475099
0.7477 Intermediate Similarity NPC171759
0.7477 Intermediate Similarity NPC476478
0.7477 Intermediate Similarity NPC475922
0.7476 Intermediate Similarity NPC476300
0.7459 Intermediate Similarity NPC469351
0.7458 Intermediate Similarity NPC107493
0.7456 Intermediate Similarity NPC473898
0.7455 Intermediate Similarity NPC204884
0.7455 Intermediate Similarity NPC473911
0.7455 Intermediate Similarity NPC474716
0.7453 Intermediate Similarity NPC54843
0.7453 Intermediate Similarity NPC471932
0.7451 Intermediate Similarity NPC469718
0.7451 Intermediate Similarity NPC329857
0.7451 Intermediate Similarity NPC253144
0.7436 Intermediate Similarity NPC472004
0.7436 Intermediate Similarity NPC79579
0.7431 Intermediate Similarity NPC203659
0.7429 Intermediate Similarity NPC476009
0.7429 Intermediate Similarity NPC213078
0.7429 Intermediate Similarity NPC470883
0.7429 Intermediate Similarity NPC142529
0.7429 Intermediate Similarity NPC76862
0.7429 Intermediate Similarity NPC158416
0.7429 Intermediate Similarity NPC39859
0.7429 Intermediate Similarity NPC91771
0.7429 Intermediate Similarity NPC476275
0.7426 Intermediate Similarity NPC471149
0.7419 Intermediate Similarity NPC471234
0.7414 Intermediate Similarity NPC470420
0.7414 Intermediate Similarity NPC13710
0.7414 Intermediate Similarity NPC153440
0.7411 Intermediate Similarity NPC473975
0.7411 Intermediate Similarity NPC115257
0.7411 Intermediate Similarity NPC473843
0.7411 Intermediate Similarity NPC161816
0.7411 Intermediate Similarity NPC473594
0.7411 Intermediate Similarity NPC257240
0.7411 Intermediate Similarity NPC474586
0.7407 Intermediate Similarity NPC475956
0.7407 Intermediate Similarity NPC66110
0.7407 Intermediate Similarity NPC475986
0.7407 Intermediate Similarity NPC200672
0.7407 Intermediate Similarity NPC252242
0.7407 Intermediate Similarity NPC183571
0.7407 Intermediate Similarity NPC214714
0.74 Intermediate Similarity NPC475491
0.74 Intermediate Similarity NPC469626
0.7396 Intermediate Similarity NPC469690
0.7396 Intermediate Similarity NPC469620
0.7391 Intermediate Similarity NPC477509
0.7391 Intermediate Similarity NPC476710
0.7391 Intermediate Similarity NPC148458
0.7391 Intermediate Similarity NPC476711
0.7387 Intermediate Similarity NPC469508
0.7383 Intermediate Similarity NPC186861
0.7379 Intermediate Similarity NPC70595

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC49393 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7615 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD6319 Approved
0.7411 Intermediate Similarity NPD6371 Approved
0.7347 Intermediate Similarity NPD6435 Approved
0.7333 Intermediate Similarity NPD7492 Approved
0.7288 Intermediate Similarity NPD6054 Approved
0.7281 Intermediate Similarity NPD8297 Approved
0.7273 Intermediate Similarity NPD6616 Approved
0.7213 Intermediate Similarity NPD7078 Approved
0.7193 Intermediate Similarity NPD6650 Approved
0.7193 Intermediate Similarity NPD6649 Approved
0.7168 Intermediate Similarity NPD6373 Approved
0.7168 Intermediate Similarity NPD6372 Approved
0.7167 Intermediate Similarity NPD6370 Approved
0.7154 Intermediate Similarity NPD7736 Approved
0.7143 Intermediate Similarity NPD5368 Approved
0.7143 Intermediate Similarity NPD6059 Approved
0.7115 Intermediate Similarity NPD5785 Approved
0.7083 Intermediate Similarity NPD6016 Approved
0.7083 Intermediate Similarity NPD6015 Approved
0.708 Intermediate Similarity NPD6881 Approved
0.708 Intermediate Similarity NPD6899 Approved
0.7073 Intermediate Similarity NPD8293 Discontinued
0.7071 Intermediate Similarity NPD5369 Approved
0.7059 Intermediate Similarity NPD5786 Approved
0.7054 Intermediate Similarity NPD6675 Approved
0.7054 Intermediate Similarity NPD7128 Approved
0.7054 Intermediate Similarity NPD6402 Approved
0.7054 Intermediate Similarity NPD5739 Approved
0.7048 Intermediate Similarity NPD5693 Phase 1
0.7048 Intermediate Similarity NPD7983 Approved
0.7025 Intermediate Similarity NPD5988 Approved
0.7019 Intermediate Similarity NPD1695 Approved
0.7009 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.6991 Remote Similarity NPD5697 Approved
0.6983 Remote Similarity NPD6882 Approved
0.6961 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6957 Remote Similarity NPD7102 Approved
0.6957 Remote Similarity NPD6883 Approved
0.6957 Remote Similarity NPD7290 Approved
0.693 Remote Similarity NPD5345 Clinical (unspecified phase)
0.693 Remote Similarity NPD7320 Approved
0.6923 Remote Similarity NPD4632 Approved
0.6916 Remote Similarity NPD5282 Discontinued
0.6903 Remote Similarity NPD6008 Approved
0.6897 Remote Similarity NPD8130 Phase 1
0.6897 Remote Similarity NPD6869 Approved
0.6897 Remote Similarity NPD6617 Approved
0.6897 Remote Similarity NPD6847 Approved
0.6893 Remote Similarity NPD6098 Approved
0.6891 Remote Similarity NPD6009 Approved
0.6881 Remote Similarity NPD6083 Phase 2
0.6881 Remote Similarity NPD6084 Phase 2
0.687 Remote Similarity NPD6014 Approved
0.687 Remote Similarity NPD6012 Approved
0.687 Remote Similarity NPD6013 Approved
0.6857 Remote Similarity NPD6673 Approved
0.6857 Remote Similarity NPD6904 Approved
0.6857 Remote Similarity NPD6080 Approved
0.6852 Remote Similarity NPD5695 Phase 3
0.6842 Remote Similarity NPD5701 Approved
0.6838 Remote Similarity NPD6053 Discontinued
0.6832 Remote Similarity NPD4270 Approved
0.6832 Remote Similarity NPD4269 Approved
0.6829 Remote Similarity NPD7604 Phase 2
0.6825 Remote Similarity NPD7319 Approved
0.6818 Remote Similarity NPD5696 Approved
0.681 Remote Similarity NPD4634 Approved
0.6803 Remote Similarity NPD5983 Phase 2
0.6783 Remote Similarity NPD6011 Approved
0.6762 Remote Similarity NPD6672 Approved
0.6762 Remote Similarity NPD5737 Approved
0.6729 Remote Similarity NPD6050 Approved
0.6729 Remote Similarity NPD5694 Approved
0.672 Remote Similarity NPD6336 Discontinued
0.672 Remote Similarity NPD7507 Approved
0.6667 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4250 Approved
0.6667 Remote Similarity NPD4251 Approved
0.6667 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6636 Remote Similarity NPD6698 Approved
0.6636 Remote Similarity NPD46 Approved
0.6636 Remote Similarity NPD5692 Phase 3
0.6635 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6635 Remote Similarity NPD5363 Approved
0.6634 Remote Similarity NPD4822 Approved
0.6634 Remote Similarity NPD4819 Approved
0.6634 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6634 Remote Similarity NPD4821 Approved
0.6634 Remote Similarity NPD4252 Approved
0.6634 Remote Similarity NPD4820 Approved
0.6614 Remote Similarity NPD6033 Approved
0.6612 Remote Similarity NPD7115 Discovery
0.661 Remote Similarity NPD8413 Clinical (unspecified phase)
0.661 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6602 Remote Similarity NPD5362 Discontinued
0.66 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6409 Approved
0.6571 Remote Similarity NPD4249 Approved
0.6571 Remote Similarity NPD5330 Approved
0.6571 Remote Similarity NPD7146 Approved
0.6571 Remote Similarity NPD6684 Approved
0.6571 Remote Similarity NPD7521 Approved
0.6571 Remote Similarity NPD7334 Approved
0.6514 Remote Similarity NPD5778 Approved
0.6514 Remote Similarity NPD5779 Approved
0.6514 Remote Similarity NPD6399 Phase 3
0.6505 Remote Similarity NPD5209 Approved
0.6504 Remote Similarity NPD7100 Approved
0.6504 Remote Similarity NPD7101 Approved
0.6496 Remote Similarity NPD6686 Approved
0.6491 Remote Similarity NPD5211 Phase 2
0.6462 Remote Similarity NPD7260 Phase 2
0.646 Remote Similarity NPD5285 Approved
0.646 Remote Similarity NPD4696 Approved
0.646 Remote Similarity NPD5286 Approved
0.6449 Remote Similarity NPD6903 Approved
0.6449 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6442 Remote Similarity NPD7154 Phase 3
0.6436 Remote Similarity NPD4271 Approved
0.6436 Remote Similarity NPD4268 Approved
0.6429 Remote Similarity NPD8328 Phase 3
0.6429 Remote Similarity NPD4755 Approved
0.6423 Remote Similarity NPD6335 Approved
0.6422 Remote Similarity NPD6411 Approved
0.6422 Remote Similarity NPD7637 Suspended
0.641 Remote Similarity NPD6412 Phase 2
0.6404 Remote Similarity NPD1700 Approved
0.64 Remote Similarity NPD8515 Approved
0.64 Remote Similarity NPD6921 Approved
0.64 Remote Similarity NPD8516 Approved
0.64 Remote Similarity NPD8517 Approved
0.64 Remote Similarity NPD8513 Phase 3
0.6396 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6393 Remote Similarity NPD6274 Approved
0.6389 Remote Similarity NPD6051 Approved
0.6385 Remote Similarity NPD5956 Approved
0.6379 Remote Similarity NPD5141 Approved
0.6372 Remote Similarity NPD7638 Approved
0.6348 Remote Similarity NPD5224 Approved
0.6348 Remote Similarity NPD5225 Approved
0.6348 Remote Similarity NPD5226 Approved
0.6348 Remote Similarity NPD4633 Approved
0.6341 Remote Similarity NPD6317 Approved
0.633 Remote Similarity NPD5207 Approved
0.633 Remote Similarity NPD7838 Discovery
0.6321 Remote Similarity NPD1694 Approved
0.6316 Remote Similarity NPD7640 Approved
0.6316 Remote Similarity NPD7639 Approved
0.6316 Remote Similarity NPD4700 Approved
0.6293 Remote Similarity NPD5175 Approved
0.6293 Remote Similarity NPD5174 Approved
0.629 Remote Similarity NPD6313 Approved
0.629 Remote Similarity NPD6314 Approved
0.6273 Remote Similarity NPD5284 Approved
0.6273 Remote Similarity NPD5281 Approved
0.6271 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6271 Remote Similarity NPD6614 Approved
0.627 Remote Similarity NPD6909 Approved
0.627 Remote Similarity NPD6908 Approved
0.6261 Remote Similarity NPD5223 Approved
0.625 Remote Similarity NPD5210 Approved
0.625 Remote Similarity NPD5654 Approved
0.625 Remote Similarity NPD4629 Approved
0.6239 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6239 Remote Similarity NPD6101 Approved
0.6239 Remote Similarity NPD4753 Phase 2
0.623 Remote Similarity NPD8133 Approved
0.6222 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6218 Remote Similarity NPD4730 Approved
0.6218 Remote Similarity NPD4729 Approved
0.621 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6195 Remote Similarity NPD7839 Suspended
0.619 Remote Similarity NPD4752 Clinical (unspecified phase)
0.619 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6186 Remote Similarity NPD4767 Approved
0.6186 Remote Similarity NPD4768 Approved
0.616 Remote Similarity NPD7328 Approved
0.616 Remote Similarity NPD7327 Approved
0.6154 Remote Similarity NPD8074 Phase 3
0.6147 Remote Similarity NPD5208 Approved
0.6142 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6142 Remote Similarity NPD8033 Approved
0.6142 Remote Similarity NPD7503 Approved
0.614 Remote Similarity NPD5959 Approved
0.6139 Remote Similarity NPD8039 Approved
0.6132 Remote Similarity NPD5331 Approved
0.6132 Remote Similarity NPD5332 Approved
0.6116 Remote Similarity NPD5249 Phase 3
0.6116 Remote Similarity NPD5248 Approved
0.6116 Remote Similarity NPD5247 Approved
0.6116 Remote Similarity NPD5251 Approved
0.6116 Remote Similarity NPD5250 Approved
0.6116 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6111 Remote Similarity NPD7516 Approved
0.6111 Remote Similarity NPD4522 Approved
0.6095 Remote Similarity NPD4790 Discontinued
0.6087 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6087 Remote Similarity NPD4225 Approved
0.6063 Remote Similarity NPD8377 Approved

Structure

External Identifiers

PubChem CID   10674964
ChEMBL   CHEMBL311751
ZINC  

Physicochemical Properties

Molecular Weight:  592.25
ALogP:  0.7647
MLogP:  3.44
XLogP:  1.988
# Rotatable Bonds:  19
Polar Surface Area:  165.64
# H-Bond Aceptor:  12
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  42

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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