Natural Product: NPC32832

Natural Product ID:  NPC32832
Common Name:   (Z)-2-(2-((1R,2R,4As,8As)-1-Hydroxy-2,5,5,8A-Tetramethyldecahydronaphthalen-1-Yl)Ethyl)But-2-Ene-1,4-Diol
IUPAC Name:   (Z)-2-[2-[(1R,2R,4aS,8aS)-1-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-2H-naphthalen-1-yl]ethyl]but-2-ene-1,4-diol
Synonyms:  
Molecular Formula:   C20H36O3
Standard InCHIKey:  NNDLUXBYTPAACV-VFRSJJQYSA-N
Standard InCHI:  InChI=1S/C20H36O3/c1-15-6-7-17-18(2,3)10-5-11-19(17,4)20(15,23)12-8-16(14-22)9-13-21/h9,15,17,21-23H,5-8,10-14H2,1-4H3/b16-9-/t15-,17+,19+,20-/m1/s1
Canonical SMILES:  OC/C=C(/CC[C@@]1(O)[C@H](C)CC[C@@H]2[C@]1(C)CCCC2(C)C)CO
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
NPO32859 leucas stelligera Species Lamiaceae Eukaryota PMID[24117130]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT115 Organism Mycobacterium tuberculosis H37Ra Mycobacterium tuberculosis H37Ra IC50 = 9.8 ug/ml 22620987
NPT83 Cell Line MCF7 Homo sapiens GI = 3.54 % Open TG-GATES in vivo data: Hematology
NPT1970 Cell Line THP-1 Homo sapiens GI = 9.07 % 9514009
NPT1970 Cell Line THP-1 Homo sapiens GI = 9.07 % DrugMatrix in vivo data: Biochemistry
NPT65 Cell Line HepG2 Homo sapiens GI = 21.48 % DrugMatrix in vivo data: Biochemistry
NPT65 Cell Line HepG2 Homo sapiens GI = 21.48 % 18070960
NPT1107 Organism Mycobacterium smegmatis str. MC2 155 Mycobacterium smegmatis str. MC2 155 Inhibition = 30.57 % 11858752
NPT19 Organism Escherichia coli Escherichia coli GI = 11.47 % 9599285
NPT115 Organism Mycobacterium tuberculosis H37Ra Mycobacterium tuberculosis H37Ra IC90 = 46.52 ug/ml 18656986

  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 NPC32832 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
0.9571 High Similarity NPC476366
0.9571 High Similarity NPC201048
0.9306 High Similarity NPC470749
0.9296 High Similarity NPC306727
0.9178 High Similarity NPC470711
0.9178 High Similarity NPC470758
0.9014 High Similarity NPC167706
0.8986 High Similarity NPC69649
0.8986 High Similarity NPC68703
0.8947 High Similarity NPC476646
0.8947 High Similarity NPC249423
0.8919 High Similarity NPC91594
0.8873 High Similarity NPC34834
0.8816 High Similarity NPC96362
0.8784 High Similarity NPC253190
0.8784 High Similarity NPC265588
0.8696 High Similarity NPC258595
0.8667 High Similarity NPC471798
0.8667 High Similarity NPC130136
0.8625 High Similarity NPC6391
0.8625 High Similarity NPC261266
0.8611 High Similarity NPC283316
0.8592 High Similarity NPC245795
0.859 High Similarity NPC296701
0.859 High Similarity NPC2524
0.859 High Similarity NPC218616
0.859 High Similarity NPC155521
0.8571 High Similarity NPC295131
0.8571 High Similarity NPC476406
0.8553 High Similarity NPC11908
0.8519 High Similarity NPC476948
0.85 High Similarity NPC470360
0.8493 Intermediate Similarity NPC23954
0.8472 Intermediate Similarity NPC9942
0.8462 Intermediate Similarity NPC209620
0.8462 Intermediate Similarity NPC23852
0.8451 Intermediate Similarity NPC269077
0.8451 Intermediate Similarity NPC117607
0.8451 Intermediate Similarity NPC253303
0.8451 Intermediate Similarity NPC101307
0.8451 Intermediate Similarity NPC88454
0.8442 Intermediate Similarity NPC30986
0.8442 Intermediate Similarity NPC209430
0.8442 Intermediate Similarity NPC472463
0.8421 Intermediate Similarity NPC132542
0.8415 Intermediate Similarity NPC133588
0.8395 Intermediate Similarity NPC299068
0.8378 Intermediate Similarity NPC265485
0.8378 Intermediate Similarity NPC220939
0.8378 Intermediate Similarity NPC474743
0.8378 Intermediate Similarity NPC182717
0.8354 Intermediate Similarity NPC49964
0.8354 Intermediate Similarity NPC87489
0.8354 Intermediate Similarity NPC50964
0.8333 Intermediate Similarity NPC96484
0.8333 Intermediate Similarity NPC281880
0.8333 Intermediate Similarity NPC266578
0.8333 Intermediate Similarity NPC94192
0.8313 Intermediate Similarity NPC470361
0.8312 Intermediate Similarity NPC83351
0.8312 Intermediate Similarity NPC476314
0.8312 Intermediate Similarity NPC167891
0.8312 Intermediate Similarity NPC285761
0.831 Intermediate Similarity NPC279434
0.8289 Intermediate Similarity NPC247325
0.8289 Intermediate Similarity NPC244488
0.8289 Intermediate Similarity NPC63958
0.8286 Intermediate Similarity NPC225415
0.8286 Intermediate Similarity NPC101128
0.8267 Intermediate Similarity NPC477138
0.8267 Intermediate Similarity NPC100334
0.8267 Intermediate Similarity NPC243342
0.8267 Intermediate Similarity NPC91858
0.825 Intermediate Similarity NPC476927
0.825 Intermediate Similarity NPC82623
0.8243 Intermediate Similarity NPC164022
0.8243 Intermediate Similarity NPC477792
0.8243 Intermediate Similarity NPC471272
0.8243 Intermediate Similarity NPC242001
0.8228 Intermediate Similarity NPC264245
0.8228 Intermediate Similarity NPC242350
0.8228 Intermediate Similarity NPC159148
0.8219 Intermediate Similarity NPC476431
0.8219 Intermediate Similarity NPC471560
0.8219 Intermediate Similarity NPC234511
0.8219 Intermediate Similarity NPC474248
0.8214 Intermediate Similarity NPC204188
0.8214 Intermediate Similarity NPC329596
0.8214 Intermediate Similarity NPC3345
0.8214 Intermediate Similarity NPC295668
0.8214 Intermediate Similarity NPC291484
0.8214 Intermediate Similarity NPC80561
0.8214 Intermediate Similarity NPC11216
0.8205 Intermediate Similarity NPC273410
0.8205 Intermediate Similarity NPC80530
0.8205 Intermediate Similarity NPC84694
0.8205 Intermediate Similarity NPC47982
0.8205 Intermediate Similarity NPC81306
0.8205 Intermediate Similarity NPC28862
0.8205 Intermediate Similarity NPC143182
0.8205 Intermediate Similarity NPC109546
0.8205 Intermediate Similarity NPC291379
0.8194 Intermediate Similarity NPC114651
0.8194 Intermediate Similarity NPC197805
0.8194 Intermediate Similarity NPC171225
0.8193 Intermediate Similarity NPC474668
0.8182 Intermediate Similarity NPC472805
0.8182 Intermediate Similarity NPC40394
0.8182 Intermediate Similarity NPC31037
0.8182 Intermediate Similarity NPC101475
0.8182 Intermediate Similarity NPC90979
0.8182 Intermediate Similarity NPC157996
0.8182 Intermediate Similarity NPC34177
0.8171 Intermediate Similarity NPC293287
0.8171 Intermediate Similarity NPC152808
0.8171 Intermediate Similarity NPC175145
0.8171 Intermediate Similarity NPC139724
0.8171 Intermediate Similarity NPC475069
0.8158 Intermediate Similarity NPC133580
0.8158 Intermediate Similarity NPC66566
0.8158 Intermediate Similarity NPC477923
0.8158 Intermediate Similarity NPC291503
0.8148 Intermediate Similarity NPC474047
0.8148 Intermediate Similarity NPC470077
0.8148 Intermediate Similarity NPC231310
0.8148 Intermediate Similarity NPC83702
0.8148 Intermediate Similarity NPC102048
0.8148 Intermediate Similarity NPC205845
0.8148 Intermediate Similarity NPC474493
0.8143 Intermediate Similarity NPC81615
0.8133 Intermediate Similarity NPC471799
0.8133 Intermediate Similarity NPC68443
0.8133 Intermediate Similarity NPC130665
0.8125 Intermediate Similarity NPC202389
0.8125 Intermediate Similarity NPC248886
0.8125 Intermediate Similarity NPC101462
0.8125 Intermediate Similarity NPC470049
0.8125 Intermediate Similarity NPC304285
0.8118 Intermediate Similarity NPC41554
0.8118 Intermediate Similarity NPC97404
0.8108 Intermediate Similarity NPC92801
0.8108 Intermediate Similarity NPC145498
0.8101 Intermediate Similarity NPC287749
0.8101 Intermediate Similarity NPC102253
0.8101 Intermediate Similarity NPC324772
0.8101 Intermediate Similarity NPC234193
0.8101 Intermediate Similarity NPC164840
0.8101 Intermediate Similarity NPC236237
0.8101 Intermediate Similarity NPC241290
0.8101 Intermediate Similarity NPC13554
0.8101 Intermediate Similarity NPC209944
0.8101 Intermediate Similarity NPC322313
0.8095 Intermediate Similarity NPC187785
0.8095 Intermediate Similarity NPC259875
0.8095 Intermediate Similarity NPC101886
0.8082 Intermediate Similarity NPC2648
0.8082 Intermediate Similarity NPC276616
0.8082 Intermediate Similarity NPC471238
0.8082 Intermediate Similarity NPC160209
0.8082 Intermediate Similarity NPC208999
0.8077 Intermediate Similarity NPC98386
0.8077 Intermediate Similarity NPC99168
0.8077 Intermediate Similarity NPC167037
0.8077 Intermediate Similarity NPC138621
0.8077 Intermediate Similarity NPC253807
0.8077 Intermediate Similarity NPC472502
0.8077 Intermediate Similarity NPC230295
0.8077 Intermediate Similarity NPC472500
0.8077 Intermediate Similarity NPC475
0.8077 Intermediate Similarity NPC300499
0.8077 Intermediate Similarity NPC158662
0.8077 Intermediate Similarity NPC474216
0.8077 Intermediate Similarity NPC87604
0.8077 Intermediate Similarity NPC470396
0.8077 Intermediate Similarity NPC474989
0.8077 Intermediate Similarity NPC472499
0.8077 Intermediate Similarity NPC22955
0.8077 Intermediate Similarity NPC6978
0.8077 Intermediate Similarity NPC196753
0.8077 Intermediate Similarity NPC148977
0.8077 Intermediate Similarity NPC244385
0.8056 Intermediate Similarity NPC202017
0.8056 Intermediate Similarity NPC149680
0.8056 Intermediate Similarity NPC476039
0.8056 Intermediate Similarity NPC222366
0.8056 Intermediate Similarity NPC286669
0.8052 Intermediate Similarity NPC120098
0.8052 Intermediate Similarity NPC27765
0.8052 Intermediate Similarity NPC189883
0.8052 Intermediate Similarity NPC106432
0.8052 Intermediate Similarity NPC30590
0.8052 Intermediate Similarity NPC237460
0.8052 Intermediate Similarity NPC290598
0.8052 Intermediate Similarity NPC122418
0.8052 Intermediate Similarity NPC265328
0.8049 Intermediate Similarity NPC318390
0.8049 Intermediate Similarity NPC274448
0.8028 Intermediate Similarity NPC323424
0.8028 Intermediate Similarity NPC96793
0.8028 Intermediate Similarity NPC68656

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC32832 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
0.8101 Intermediate Similarity NPD6931 Approved
0.8101 Intermediate Similarity NPD7525 Registered
0.8101 Intermediate Similarity NPD6930 Phase 2
0.7975 Intermediate Similarity NPD6929 Approved
0.7975 Intermediate Similarity NPD7645 Phase 2
0.7875 Intermediate Similarity NPD7514 Phase 3
0.7875 Intermediate Similarity NPD7332 Phase 2
0.7857 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD6695 Phase 3
0.7792 Intermediate Similarity NPD6924 Approved
0.7792 Intermediate Similarity NPD6926 Approved
0.7722 Intermediate Similarity NPD6925 Approved
0.7722 Intermediate Similarity NPD5776 Phase 2
0.7711 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD7339 Approved
0.7692 Intermediate Similarity NPD8264 Approved
0.7692 Intermediate Similarity NPD6942 Approved
0.7625 Intermediate Similarity NPD7145 Approved
0.7625 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD6893 Approved
0.7595 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD6933 Approved
0.7561 Intermediate Similarity NPD6898 Phase 1
0.7561 Intermediate Similarity NPD6902 Approved
0.7532 Intermediate Similarity NPD4243 Approved
0.75 Intermediate Similarity NPD368 Approved
0.75 Intermediate Similarity NPD6932 Approved
0.7442 Intermediate Similarity NPD7750 Discontinued
0.7442 Intermediate Similarity NPD7524 Approved
0.7439 Intermediate Similarity NPD7509 Discontinued
0.7342 Intermediate Similarity NPD4785 Approved
0.7342 Intermediate Similarity NPD4784 Approved
0.7317 Intermediate Similarity NPD6683 Phase 2
0.7312 Intermediate Similarity NPD7640 Approved
0.7312 Intermediate Similarity NPD7639 Approved
0.7273 Intermediate Similarity NPD6923 Approved
0.7273 Intermediate Similarity NPD6922 Approved
0.7204 Intermediate Similarity NPD7638 Approved
0.7179 Intermediate Similarity NPD7143 Approved
0.7179 Intermediate Similarity NPD7144 Approved
0.7143 Intermediate Similarity NPD342 Phase 1
0.7126 Intermediate Similarity NPD3618 Phase 1
0.7111 Intermediate Similarity NPD7087 Discontinued
0.7093 Intermediate Similarity NPD4786 Approved
0.7089 Intermediate Similarity NPD7152 Approved
0.7089 Intermediate Similarity NPD7150 Approved
0.7089 Intermediate Similarity NPD7151 Approved
0.7079 Intermediate Similarity NPD5328 Approved
0.7059 Intermediate Similarity NPD3667 Approved
0.7037 Intermediate Similarity NPD4190 Phase 3
0.7037 Intermediate Similarity NPD5275 Approved
0.6932 Remote Similarity NPD4623 Approved
0.6932 Remote Similarity NPD4519 Discontinued
0.6923 Remote Similarity NPD6079 Approved
0.6923 Remote Similarity NPD7515 Phase 2
0.6905 Remote Similarity NPD4195 Approved
0.6897 Remote Similarity NPD3666 Approved
0.6897 Remote Similarity NPD3133 Approved
0.6897 Remote Similarity NPD3665 Phase 1
0.6848 Remote Similarity NPD4202 Approved
0.6824 Remote Similarity NPD4748 Discontinued
0.679 Remote Similarity NPD4732 Discontinued
0.6739 Remote Similarity NPD7637 Suspended
0.6703 Remote Similarity NPD4753 Phase 2
0.6667 Remote Similarity NPD4223 Phase 3
0.6667 Remote Similarity NPD4221 Approved
0.6667 Remote Similarity NPD4225 Approved
0.6633 Remote Similarity NPD7632 Discontinued
0.6633 Remote Similarity NPD5211 Phase 2
0.663 Remote Similarity NPD7136 Phase 2
0.6629 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6629 Remote Similarity NPD5329 Approved
0.6596 Remote Similarity NPD7748 Approved
0.6591 Remote Similarity NPD4788 Approved
0.6575 Remote Similarity NPD4219 Approved
0.6562 Remote Similarity NPD4755 Approved
0.6556 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6051 Approved
0.6517 Remote Similarity NPD4197 Approved
0.65 Remote Similarity NPD5141 Approved
0.6489 Remote Similarity NPD5778 Approved
0.6489 Remote Similarity NPD5779 Approved
0.6458 Remote Similarity NPD4697 Phase 3
0.6458 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6458 Remote Similarity NPD5221 Approved
0.6458 Remote Similarity NPD5222 Approved
0.6444 Remote Similarity NPD1696 Phase 3
0.6437 Remote Similarity NPD4695 Discontinued
0.6429 Remote Similarity NPD5286 Approved
0.6429 Remote Similarity NPD4700 Approved
0.6429 Remote Similarity NPD5285 Approved
0.6429 Remote Similarity NPD4696 Approved
0.642 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6392 Remote Similarity NPD7902 Approved
0.6392 Remote Similarity NPD6083 Phase 2
0.6392 Remote Similarity NPD5173 Approved
0.6392 Remote Similarity NPD6084 Phase 2
0.6374 Remote Similarity NPD5205 Approved
0.6374 Remote Similarity NPD4688 Approved
0.6374 Remote Similarity NPD5279 Phase 3
0.6374 Remote Similarity NPD4690 Approved
0.6374 Remote Similarity NPD4693 Phase 3
0.6374 Remote Similarity NPD4138 Approved
0.6374 Remote Similarity NPD4689 Approved
0.6364 Remote Similarity NPD5223 Approved
0.6364 Remote Similarity NPD5344 Discontinued
0.6354 Remote Similarity NPD5210 Approved
0.6354 Remote Similarity NPD4629 Approved
0.6333 Remote Similarity NPD3668 Phase 3
0.6327 Remote Similarity NPD5290 Discontinued
0.6316 Remote Similarity NPD6399 Phase 3
0.63 Remote Similarity NPD5225 Approved
0.63 Remote Similarity NPD5226 Approved
0.63 Remote Similarity NPD5224 Approved
0.63 Remote Similarity NPD4633 Approved
0.6292 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6275 Remote Similarity NPD6402 Approved
0.6275 Remote Similarity NPD5739 Approved
0.6275 Remote Similarity NPD7128 Approved
0.6275 Remote Similarity NPD6675 Approved
0.6239 Remote Similarity NPD7327 Approved
0.6239 Remote Similarity NPD7328 Approved
0.6238 Remote Similarity NPD5175 Approved
0.6238 Remote Similarity NPD4754 Approved
0.6238 Remote Similarity NPD5174 Approved
0.6237 Remote Similarity NPD4723 Approved
0.6237 Remote Similarity NPD4722 Approved
0.6207 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6207 Remote Similarity NPD3617 Approved
0.62 Remote Similarity NPD4159 Approved
0.6196 Remote Similarity NPD5690 Phase 2
0.6196 Remote Similarity NPD7334 Approved
0.6196 Remote Similarity NPD6409 Approved
0.6196 Remote Similarity NPD5280 Approved
0.6196 Remote Similarity NPD5330 Approved
0.6196 Remote Similarity NPD7146 Approved
0.6196 Remote Similarity NPD6684 Approved
0.6196 Remote Similarity NPD4694 Approved
0.6196 Remote Similarity NPD7521 Approved
0.619 Remote Similarity NPD4634 Approved
0.6182 Remote Similarity NPD7516 Approved
0.6154 Remote Similarity NPD6686 Approved
0.6154 Remote Similarity NPD6881 Approved
0.6154 Remote Similarity NPD7320 Approved
0.6154 Remote Similarity NPD6899 Approved
0.6147 Remote Similarity NPD7115 Discovery
0.6145 Remote Similarity NPD4787 Phase 1
0.6129 Remote Similarity NPD3573 Approved
0.6126 Remote Similarity NPD8377 Approved
0.6126 Remote Similarity NPD8294 Approved
0.6117 Remote Similarity NPD4768 Approved
0.6117 Remote Similarity NPD4767 Approved
0.6117 Remote Similarity NPD6640 Phase 3
0.61 Remote Similarity NPD6648 Approved
0.6095 Remote Similarity NPD6373 Approved
0.6095 Remote Similarity NPD6372 Approved
0.6095 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6087 Remote Similarity NPD4265 Approved
0.6082 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6082 Remote Similarity NPD7900 Approved
0.6071 Remote Similarity NPD8296 Approved
0.6071 Remote Similarity NPD8380 Approved
0.6071 Remote Similarity NPD8033 Approved
0.6071 Remote Similarity NPD8335 Approved
0.6071 Remote Similarity NPD8379 Approved
0.6071 Remote Similarity NPD7503 Approved
0.6071 Remote Similarity NPD8378 Approved
0.6067 Remote Similarity NPD4819 Approved
0.6067 Remote Similarity NPD4822 Approved
0.6067 Remote Similarity NPD4821 Approved
0.6067 Remote Similarity NPD4820 Approved
0.6064 Remote Similarity NPD6672 Approved
0.6064 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6064 Remote Similarity NPD5737 Approved
0.6064 Remote Similarity NPD6903 Approved
0.6058 Remote Similarity NPD6412 Phase 2
0.6058 Remote Similarity NPD5697 Approved
0.6058 Remote Similarity NPD5701 Approved
0.6047 Remote Similarity NPD3703 Phase 2
0.6042 Remote Similarity NPD8035 Phase 2
0.6042 Remote Similarity NPD6411 Approved
0.6042 Remote Similarity NPD8034 Phase 2
0.6038 Remote Similarity NPD7102 Approved
0.6038 Remote Similarity NPD6883 Approved
0.6038 Remote Similarity NPD7290 Approved
0.6023 Remote Similarity NPD6114 Approved
0.6023 Remote Similarity NPD6118 Approved
0.6023 Remote Similarity NPD6697 Approved
0.6023 Remote Similarity NPD6115 Approved
0.6022 Remote Similarity NPD6098 Approved
0.602 Remote Similarity NPD6356 Clinical (unspecified phase)
0.602 Remote Similarity NPD5695 Phase 3
0.6019 Remote Similarity NPD4632 Approved
0.6 Remote Similarity NPD5696 Approved
0.6 Remote Similarity NPD385 Approved
0.6 Remote Similarity NPD4692 Approved
0.6 Remote Similarity NPD6011 Approved
0.6 Remote Similarity NPD4139 Approved
0.6 Remote Similarity NPD4729 Approved
0.6 Remote Similarity NPD5128 Approved

Structure

External Identifiers

PubChem CID   71607614
ChEMBL   CHEMBL2431869
ZINC  

Physicochemical Properties

Molecular Weight:  324.27
ALogP:  0.4845
MLogP:  3.33
XLogP:  3.953
# Rotatable Bonds:  12
Polar Surface Area:  60.69
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  23

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs