Natural Product: NPC473507

Natural Product ID:  NPC473507
Common Name:   (+)-Tricinnamate
IUPAC Name:   [(2R,3S)-6-oxo-2-[(1R,2R)-2-phenyl-1,2-bis[[(E)-3-phenylprop-2-enoyl]oxy]ethyl]-2,3-dihydropyran-3-yl] (E)-3-phenylprop-2-enoate
Synonyms:   (+)-Tricinnamate
Molecular Formula:   C40H32O8
Standard InCHIKey:  JMIJICDNFOKZPY-YRSBBBKJSA-N
Standard InCHI:  InChI=1S/C40H32O8/c41-34(25-21-29-13-5-1-6-14-29)45-33-24-28-37(44)47-39(33)40(48-36(43)27-23-31-17-9-3-10-18-31)38(32-19-11-4-12-20-32)46-35(42)26-22-30-15-7-2-8-16-30/h1-28,33,38-40H/b25-21+,26-22+,27-23+/t33-,38+,39+,40+/m0/s1
Canonical SMILES:  O=C1C=C[C@@H]([C@@H](O1)[C@@H]([C@@H](c1ccccc1)OC(=O)/C=C/c1ccccc1)OC(=O)/C=C/c1ccccc1)OC(=O)/C=C/c1ccccc1
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
NPO33115 polyalthia crasa Species Annonaceae Eukaryota leaves and twigs PMID[17190450]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 = 3.1 ug/ml DrugMatrix in vitro pharmacology data
NPT1851 Cell Line Col2 Homo sapiens ED50 > 5 ug/ml 18434163
NPT91 Cell Line KB Homo sapiens ED50 > 5 ug/ml PubChem BioAssay data set
NPT1034 Cell Line Lu1 Homo sapiens ED50 > 5 ug/ml PubChem BioAssay data set
NPT2 Others Unspecified ED50 > 5 ug/ml PubChem BioAssay data set
NPT2 Others Unspecified ED50 > 5 ug/ml 10201823

  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 NPC473507 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
0.8783 High Similarity NPC469574
0.8673 High Similarity NPC265002
0.8584 High Similarity NPC234376
0.8455 Intermediate Similarity NPC85977
0.8364 Intermediate Similarity NPC234305
0.8257 Intermediate Similarity NPC98911
0.8257 Intermediate Similarity NPC472318
0.8142 Intermediate Similarity NPC37115
0.8142 Intermediate Similarity NPC472316
0.8142 Intermediate Similarity NPC472315
0.8142 Intermediate Similarity NPC475203
0.8142 Intermediate Similarity NPC474376
0.807 Intermediate Similarity NPC277788
0.7982 Intermediate Similarity NPC136962
0.7965 Intermediate Similarity NPC242913
0.7965 Intermediate Similarity NPC280616
0.7965 Intermediate Similarity NPC171831
0.7944 Intermediate Similarity NPC119631
0.785 Intermediate Similarity NPC213156
0.785 Intermediate Similarity NPC240108
0.7823 Intermediate Similarity NPC473749
0.782 Intermediate Similarity NPC472395
0.782 Intermediate Similarity NPC472371
0.7794 Intermediate Similarity NPC51314
0.7794 Intermediate Similarity NPC67777
0.7742 Intermediate Similarity NPC229600
0.7739 Intermediate Similarity NPC269457
0.7721 Intermediate Similarity NPC475429
0.7721 Intermediate Similarity NPC270498
0.7721 Intermediate Similarity NPC246480
0.7721 Intermediate Similarity NPC473673
0.7721 Intermediate Similarity NPC147217
0.7721 Intermediate Similarity NPC177340
0.7721 Intermediate Similarity NPC191082
0.7721 Intermediate Similarity NPC139067
0.7717 Intermediate Similarity NPC473110
0.7717 Intermediate Similarity NPC473111
0.771 Intermediate Similarity NPC472437
0.7692 Intermediate Similarity NPC475478
0.7692 Intermediate Similarity NPC472361
0.7686 Intermediate Similarity NPC476476
0.7647 Intermediate Similarity NPC185840
0.7638 Intermediate Similarity NPC114927
0.7636 Intermediate Similarity NPC23453
0.763 Intermediate Similarity NPC473081
0.763 Intermediate Similarity NPC473109
0.763 Intermediate Similarity NPC184747
0.763 Intermediate Similarity NPC473085
0.763 Intermediate Similarity NPC48017
0.763 Intermediate Similarity NPC476094
0.763 Intermediate Similarity NPC473613
0.763 Intermediate Similarity NPC200592
0.763 Intermediate Similarity NPC211137
0.763 Intermediate Similarity NPC43241
0.763 Intermediate Similarity NPC473112
0.763 Intermediate Similarity NPC473060
0.763 Intermediate Similarity NPC4341
0.763 Intermediate Similarity NPC473758
0.763 Intermediate Similarity NPC147880
0.76 Intermediate Similarity NPC300827
0.76 Intermediate Similarity NPC473439
0.7574 Intermediate Similarity NPC106055
0.7574 Intermediate Similarity NPC110699
0.7556 Intermediate Similarity NPC210591
0.7556 Intermediate Similarity NPC214550
0.7556 Intermediate Similarity NPC475652
0.7542 Intermediate Similarity NPC469636
0.7521 Intermediate Similarity NPC477251
0.75 Intermediate Similarity NPC281717
0.75 Intermediate Similarity NPC89324
0.75 Intermediate Similarity NPC304760
0.7481 Intermediate Similarity NPC283375
0.7481 Intermediate Similarity NPC183122
0.7479 Intermediate Similarity NPC273837
0.7464 Intermediate Similarity NPC477468
0.7462 Intermediate Similarity NPC148026
0.7447 Intermediate Similarity NPC266265
0.7447 Intermediate Similarity NPC270590
0.7447 Intermediate Similarity NPC92293
0.7447 Intermediate Similarity NPC471101
0.7447 Intermediate Similarity NPC301556
0.7442 Intermediate Similarity NPC476033
0.7438 Intermediate Similarity NPC128368
0.7431 Intermediate Similarity NPC173443
0.7429 Intermediate Similarity NPC143120
0.7429 Intermediate Similarity NPC274960
0.7429 Intermediate Similarity NPC473909
0.741 Intermediate Similarity NPC70716
0.741 Intermediate Similarity NPC125106
0.741 Intermediate Similarity NPC472569
0.741 Intermediate Similarity NPC476974
0.741 Intermediate Similarity NPC11685
0.741 Intermediate Similarity NPC95810
0.741 Intermediate Similarity NPC472573
0.741 Intermediate Similarity NPC25768
0.741 Intermediate Similarity NPC188865
0.741 Intermediate Similarity NPC57628
0.741 Intermediate Similarity NPC95265
0.741 Intermediate Similarity NPC163719
0.741 Intermediate Similarity NPC472570
0.741 Intermediate Similarity NPC470231
0.7402 Intermediate Similarity NPC70973
0.7391 Intermediate Similarity NPC42211
0.7388 Intermediate Similarity NPC153617
0.7385 Intermediate Similarity NPC473220
0.7385 Intermediate Similarity NPC470753
0.7385 Intermediate Similarity NPC114096
0.7377 Intermediate Similarity NPC307651
0.7368 Intermediate Similarity NPC472394
0.7364 Intermediate Similarity NPC473083
0.7364 Intermediate Similarity NPC471758
0.736 Intermediate Similarity NPC64340
0.7357 Intermediate Similarity NPC177940
0.7357 Intermediate Similarity NPC471876
0.7357 Intermediate Similarity NPC469349
0.7357 Intermediate Similarity NPC171525
0.7357 Intermediate Similarity NPC472571
0.7357 Intermediate Similarity NPC29704
0.7357 Intermediate Similarity NPC96903
0.7357 Intermediate Similarity NPC70403
0.7357 Intermediate Similarity NPC470157
0.7357 Intermediate Similarity NPC473088
0.7357 Intermediate Similarity NPC472568
0.7357 Intermediate Similarity NPC472556
0.7357 Intermediate Similarity NPC200471
0.7357 Intermediate Similarity NPC472572
0.7357 Intermediate Similarity NPC471104
0.7357 Intermediate Similarity NPC470159
0.7357 Intermediate Similarity NPC476973
0.7357 Intermediate Similarity NPC158663
0.7357 Intermediate Similarity NPC174982
0.7357 Intermediate Similarity NPC184817
0.7357 Intermediate Similarity NPC472575
0.7355 Intermediate Similarity NPC158282
0.7353 Intermediate Similarity NPC327511
0.7353 Intermediate Similarity NPC205305
0.7344 Intermediate Similarity NPC12016
0.7344 Intermediate Similarity NPC255026
0.7344 Intermediate Similarity NPC174977
0.7338 Intermediate Similarity NPC163087
0.7333 Intermediate Similarity NPC66761
0.7333 Intermediate Similarity NPC291638
0.7333 Intermediate Similarity NPC17877
0.7333 Intermediate Similarity NPC472577
0.7333 Intermediate Similarity NPC195647
0.7323 Intermediate Similarity NPC37641
0.7323 Intermediate Similarity NPC311175
0.7319 Intermediate Similarity NPC471875
0.7319 Intermediate Similarity NPC470616
0.7319 Intermediate Similarity NPC266374
0.7319 Intermediate Similarity NPC470617
0.7308 Intermediate Similarity NPC79608
0.7308 Intermediate Similarity NPC275576
0.7308 Intermediate Similarity NPC45821
0.7308 Intermediate Similarity NPC470765
0.7304 Intermediate Similarity NPC118343
0.7299 Intermediate Similarity NPC53361
0.7299 Intermediate Similarity NPC121268
0.7287 Intermediate Similarity NPC472373
0.7286 Intermediate Similarity NPC241951
0.7286 Intermediate Similarity NPC475122
0.7286 Intermediate Similarity NPC475759
0.7286 Intermediate Similarity NPC470152
0.728 Intermediate Similarity NPC84129
0.7279 Intermediate Similarity NPC263829
0.7273 Intermediate Similarity NPC31829
0.7273 Intermediate Similarity NPC471064
0.7273 Intermediate Similarity NPC474157
0.7273 Intermediate Similarity NPC183700
0.7273 Intermediate Similarity NPC301857
0.7266 Intermediate Similarity NPC475328
0.7265 Intermediate Similarity NPC91820
0.7265 Intermediate Similarity NPC82426
0.7265 Intermediate Similarity NPC474365
0.7265 Intermediate Similarity NPC301943
0.7259 Intermediate Similarity NPC28637
0.7259 Intermediate Similarity NPC474608
0.7257 Intermediate Similarity NPC5472
0.7252 Intermediate Similarity NPC190849
0.7252 Intermediate Similarity NPC473423
0.7252 Intermediate Similarity NPC171007
0.7252 Intermediate Similarity NPC169913
0.725 Intermediate Similarity NPC40178
0.725 Intermediate Similarity NPC474364
0.7246 Intermediate Similarity NPC475651
0.7246 Intermediate Similarity NPC116742
0.7246 Intermediate Similarity NPC475400
0.7246 Intermediate Similarity NPC139243
0.7244 Intermediate Similarity NPC473243
0.7239 Intermediate Similarity NPC235294
0.7239 Intermediate Similarity NPC471880
0.7239 Intermediate Similarity NPC138777
0.7239 Intermediate Similarity NPC225384
0.7239 Intermediate Similarity NPC46137
0.7239 Intermediate Similarity NPC246869
0.7236 Intermediate Similarity NPC308744
0.7236 Intermediate Similarity NPC172525
0.7231 Intermediate Similarity NPC125053
0.7231 Intermediate Similarity NPC284022
0.7226 Intermediate Similarity NPC120852

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473507 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
0.7768 Intermediate Similarity NPD7798 Approved
0.7559 Intermediate Similarity NPD7876 Discontinued
0.7398 Intermediate Similarity NPD4198 Discontinued
0.7304 Intermediate Similarity NPD1238 Approved
0.719 Intermediate Similarity NPD2067 Discontinued
0.7131 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD2182 Approved
0.7091 Intermediate Similarity NPD1282 Approved
0.709 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD7008 Discontinued
0.7073 Intermediate Similarity NPD969 Suspended
0.7029 Intermediate Similarity NPD7097 Phase 1
0.7025 Intermediate Similarity NPD1358 Approved
0.7016 Intermediate Similarity NPD5535 Approved
0.7 Intermediate Similarity NPD7266 Discontinued
0.6977 Remote Similarity NPD5126 Approved
0.6977 Remote Similarity NPD5125 Phase 3
0.6923 Remote Similarity NPD5926 Approved
0.6917 Remote Similarity NPD5909 Discontinued
0.6879 Remote Similarity NPD7702 Clinical (unspecified phase)
0.687 Remote Similarity NPD6287 Discontinued
0.6867 Remote Similarity NPD8455 Phase 2
0.6861 Remote Similarity NPD6233 Phase 2
0.6838 Remote Similarity NPD5454 Clinical (unspecified phase)
0.6825 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6822 Remote Similarity NPD7741 Discontinued
0.6807 Remote Similarity NPD2555 Approved
0.6807 Remote Similarity NPD2549 Approved
0.6807 Remote Similarity NPD2550 Approved
0.6807 Remote Similarity NPD2552 Approved
0.6807 Remote Similarity NPD2558 Approved
0.6807 Remote Similarity NPD2553 Approved
0.6803 Remote Similarity NPD3134 Approved
0.6788 Remote Similarity NPD6798 Discontinued
0.6777 Remote Similarity NPD164 Approved
0.6774 Remote Similarity NPD5236 Approved
0.6774 Remote Similarity NPD5235 Approved
0.6774 Remote Similarity NPD5240 Approved
0.6774 Remote Similarity NPD5237 Approved
0.6774 Remote Similarity NPD5239 Approved
0.6772 Remote Similarity NPD2629 Approved
0.6765 Remote Similarity NPD6832 Phase 2
0.675 Remote Similarity NPD4189 Approved
0.675 Remote Similarity NPD4188 Approved
0.6739 Remote Similarity NPD7713 Phase 3
0.6736 Remote Similarity NPD8166 Discontinued
0.6724 Remote Similarity NPD1202 Approved
0.6716 Remote Similarity NPD5667 Approved
0.6694 Remote Similarity NPD6647 Phase 2
0.6667 Remote Similarity NPD694 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3526 Approved
0.6667 Remote Similarity NPD3524 Approved
0.6644 Remote Similarity NPD7236 Approved
0.6641 Remote Similarity NPD690 Clinical (unspecified phase)
0.6639 Remote Similarity NPD3047 Approved
0.6639 Remote Similarity NPD3046 Approved
0.6639 Remote Similarity NPD3048 Approved
0.6614 Remote Similarity NPD7843 Approved
0.6614 Remote Similarity NPD7094 Approved
0.6614 Remote Similarity NPD6858 Approved
0.661 Remote Similarity NPD1989 Approved
0.6594 Remote Similarity NPD7095 Approved
0.6585 Remote Similarity NPD9697 Approved
0.6575 Remote Similarity NPD6190 Approved
0.6571 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6565 Remote Similarity NPD7042 Phase 3
0.6554 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6547 Remote Similarity NPD3764 Approved
0.6547 Remote Similarity NPD2313 Discontinued
0.6544 Remote Similarity NPD2797 Approved
0.6544 Remote Similarity NPD3266 Approved
0.6544 Remote Similarity NPD3267 Approved
0.6541 Remote Similarity NPD3496 Discontinued
0.6533 Remote Similarity NPD7239 Suspended
0.6532 Remote Similarity NPD2551 Approved
0.6532 Remote Similarity NPD2559 Approved
0.6525 Remote Similarity NPD4340 Discontinued
0.6525 Remote Similarity NPD6355 Discontinued
0.6515 Remote Similarity NPD5585 Approved
0.6515 Remote Similarity NPD5691 Approved
0.6512 Remote Similarity NPD5951 Approved
0.6508 Remote Similarity NPD5451 Approved
0.6504 Remote Similarity NPD1237 Approved
0.6496 Remote Similarity NPD7247 Discontinued
0.6496 Remote Similarity NPD6007 Clinical (unspecified phase)
0.649 Remote Similarity NPD7458 Discontinued
0.6489 Remote Similarity NPD5536 Phase 2
0.6471 Remote Similarity NPD3225 Approved
0.6467 Remote Similarity NPD5403 Approved
0.6466 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6466 Remote Similarity NPD6516 Phase 2
0.6466 Remote Similarity NPD5846 Approved
0.6463 Remote Similarity NPD8313 Approved
0.6463 Remote Similarity NPD8312 Approved
0.6462 Remote Similarity NPD7157 Approved
0.6458 Remote Similarity NPD2438 Suspended
0.6457 Remote Similarity NPD2201 Approved
0.6454 Remote Similarity NPD4307 Phase 2
0.6452 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6452 Remote Similarity NPD7768 Phase 2
0.6452 Remote Similarity NPD5048 Discontinued
0.6444 Remote Similarity NPD7249 Approved
0.6444 Remote Similarity NPD7250 Approved
0.6443 Remote Similarity NPD5401 Approved
0.6434 Remote Similarity NPD5283 Phase 1
0.6429 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6429 Remote Similarity NPD3268 Approved
0.6423 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6412 Remote Similarity NPD5500 Discontinued
0.6406 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6406 Remote Similarity NPD4573 Approved
0.6406 Remote Similarity NPD4571 Approved
0.6406 Remote Similarity NPD4572 Approved
0.64 Remote Similarity NPD5705 Approved
0.64 Remote Similarity NPD6685 Approved
0.64 Remote Similarity NPD5706 Approved
0.64 Remote Similarity NPD7314 Clinical (unspecified phase)
0.64 Remote Similarity NPD5704 Approved
0.6395 Remote Similarity NPD4628 Phase 3
0.6395 Remote Similarity NPD7003 Approved
0.6392 Remote Similarity NPD8127 Discontinued
0.6389 Remote Similarity NPD3748 Approved
0.6387 Remote Similarity NPD5402 Approved
0.6383 Remote Similarity NPD7715 Approved
0.6383 Remote Similarity NPD7714 Approved
0.6383 Remote Similarity NPD4404 Approved
0.6382 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6382 Remote Similarity NPD8158 Clinical (unspecified phase)
0.638 Remote Similarity NPD7993 Clinical (unspecified phase)
0.637 Remote Similarity NPD4480 Approved
0.637 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6364 Remote Similarity NPD9495 Approved
0.6358 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6357 Remote Similarity NPD6039 Approved
0.635 Remote Similarity NPD2198 Approved
0.635 Remote Similarity NPD7258 Clinical (unspecified phase)
0.635 Remote Similarity NPD2199 Approved
0.6345 Remote Similarity NPD6032 Approved
0.6343 Remote Similarity NPD3412 Clinical (unspecified phase)
0.634 Remote Similarity NPD4380 Phase 2
0.6338 Remote Similarity NPD4060 Phase 1
0.6333 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6327 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6324 Remote Similarity NPD6637 Approved
0.6316 Remote Similarity NPD1894 Discontinued
0.6311 Remote Similarity NPD2066 Phase 3
0.6309 Remote Similarity NPD7440 Discontinued
0.6306 Remote Similarity NPD8005 Clinical (unspecified phase)
0.6299 Remote Similarity NPD2684 Approved
0.6296 Remote Similarity NPD4136 Approved
0.6296 Remote Similarity NPD4106 Approved
0.6296 Remote Similarity NPD3847 Discontinued
0.6296 Remote Similarity NPD4135 Approved
0.6294 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6294 Remote Similarity NPD1933 Approved
0.6294 Remote Similarity NPD5124 Phase 1
0.6294 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6291 Remote Similarity NPD6273 Approved
0.629 Remote Similarity NPD1929 Approved
0.629 Remote Similarity NPD5765 Approved
0.629 Remote Similarity NPD1931 Clinical (unspecified phase)
0.629 Remote Similarity NPD1930 Approved
0.6288 Remote Similarity NPD5292 Approved
0.6288 Remote Similarity NPD5291 Approved
0.6286 Remote Similarity NPD4908 Phase 1
0.6284 Remote Similarity NPD7488 Clinical (unspecified phase)
0.6279 Remote Similarity NPD6912 Phase 3
0.6277 Remote Similarity NPD4359 Approved
0.6276 Remote Similarity NPD4308 Phase 3
0.6276 Remote Similarity NPD7033 Discontinued
0.6273 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6269 Remote Similarity NPD6830 Clinical (unspecified phase)
0.6268 Remote Similarity NPD4062 Phase 3
0.6267 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6261 Remote Similarity NPD9259 Approved
0.6261 Remote Similarity NPD9257 Approved
0.6259 Remote Similarity NPD2798 Approved
0.625 Remote Similarity NPD4806 Approved
0.625 Remote Similarity NPD4807 Approved
0.625 Remote Similarity NPD3528 Clinical (unspecified phase)
0.625 Remote Similarity NPD1611 Approved
0.625 Remote Similarity NPD6653 Approved
0.6242 Remote Similarity NPD3887 Approved
0.6241 Remote Similarity NPD2347 Approved
0.6233 Remote Similarity NPD5405 Approved
0.6233 Remote Similarity NPD2935 Discontinued
0.6233 Remote Similarity NPD2796 Approved
0.6233 Remote Similarity NPD5404 Approved
0.6233 Remote Similarity NPD5406 Approved
0.6233 Remote Similarity NPD5408 Approved
0.6231 Remote Similarity NPD2497 Approved
0.6231 Remote Similarity NPD2496 Approved
0.6225 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6224 Remote Similarity NPD4140 Approved
0.6224 Remote Similarity NPD2979 Phase 3
0.6222 Remote Similarity NPD5306 Approved
0.6222 Remote Similarity NPD5723 Approved
0.6222 Remote Similarity NPD5305 Approved
0.6222 Remote Similarity NPD7725 Approved
0.6222 Remote Similarity NPD4626 Approved

Structure

External Identifiers

PubChem CID   16099448
ChEMBL   CHEMBL444166
ZINC  

Physicochemical Properties

Molecular Weight:  640.21
ALogP:  0.8784
MLogP:  4.98
XLogP:  15.475
# Rotatable Bonds:  15
Polar Surface Area:  105.2
# H-Bond Aceptor:  8
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  48

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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