Natural Product: NPC94127

Natural Product ID:  NPC94127
Common Name:   (2S,4As,5S,6R)-5-(2-((1S,3As,5R,8As)-1-Hydroxy-1,4,4,6-Tetramethyl-1,2,3,3A,4,5,8,8A-Octahydroazulen-5-Yl)Ethyl)-4A,6-Dimethyloctahydro-2H-Chromene-2,6-Diol
IUPAC Name:   (2S,4aS,5S,6R,8aS)-5-[2-[(1S,3aS,5R,8aS)-1-hydroxy-1,4,4,6-tetramethyl-2,3,3a,5,8,8a-hexahydroazulen-5-yl]ethyl]-4a,6-dimethyl-3,4,5,7,8,8a-hexahydro-2H-chromene-2,6-diol
Synonyms:  
Molecular Formula:   C27H46O4
Standard InCHIKey:  QHUWGQUBUQPIRE-DEOUKZKDSA-N
Standard InCHI:  InChI=1S/C27H46O4/c1-17-7-8-20-19(11-15-26(20,5)29)24(2,3)18(17)9-10-21-25(4)14-13-23(28)31-22(25)12-16-27(21,6)30/h7,18-23,28-30H,8-16H2,1-6H3/t18-,19+,20+,21+,22+,23+,25+,26+,27-/m1/s1
Canonical SMILES:  O[C@@H]1CC[C@@]2([C@@H](O1)CC[C@@]([C@H]2CC[C@@H]1C(=CC[C@H]2[C@@H](C1(C)C)CC[C@]2(C)O)C)(C)O)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
NPO26982 Callyspongia siphonella Species Callyspongiidae Eukaryota PMID[19534474]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 50000 nM 19670875
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 47973.34 nM 24361479
NPT83 Cell Line MCF7 Homo sapiens IC50 > 50000 nM 12088423
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio IC50 = 70 24083676
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio IC50 = 1 Open TG-GATES in vivo data: Hematology
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 48000 nM Open TG-GATES in vivo data: Biochemistry

  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 NPC94127 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
0.8571 High Similarity NPC470832
0.8298 Intermediate Similarity NPC473258
0.8222 Intermediate Similarity NPC308041
0.8222 Intermediate Similarity NPC16350
0.8202 Intermediate Similarity NPC110778
0.8163 Intermediate Similarity NPC129372
0.8163 Intermediate Similarity NPC88000
0.8163 Intermediate Similarity NPC474022
0.8163 Intermediate Similarity NPC4831
0.8163 Intermediate Similarity NPC472023
0.8163 Intermediate Similarity NPC160734
0.8163 Intermediate Similarity NPC309425
0.8163 Intermediate Similarity NPC47566
0.8144 Intermediate Similarity NPC216260
0.8144 Intermediate Similarity NPC234287
0.8144 Intermediate Similarity NPC5358
0.8144 Intermediate Similarity NPC280825
0.8132 Intermediate Similarity NPC201273
0.8111 Intermediate Similarity NPC124172
0.8081 Intermediate Similarity NPC136816
0.8061 Intermediate Similarity NPC324598
0.8061 Intermediate Similarity NPC473200
0.8061 Intermediate Similarity NPC7341
0.8041 Intermediate Similarity NPC476893
0.8041 Intermediate Similarity NPC177818
0.8021 Intermediate Similarity NPC476894
0.802 Intermediate Similarity NPC26798
0.802 Intermediate Similarity NPC242748
0.8 Intermediate Similarity NPC211879
0.8 Intermediate Similarity NPC114874
0.8 Intermediate Similarity NPC120123
0.8 Intermediate Similarity NPC189852
0.8 Intermediate Similarity NPC472252
0.8 Intermediate Similarity NPC242419
0.8 Intermediate Similarity NPC155010
0.8 Intermediate Similarity NPC213190
0.8 Intermediate Similarity NPC475701
0.8 Intermediate Similarity NPC31907
0.8 Intermediate Similarity NPC245280
0.8 Intermediate Similarity NPC286969
0.8 Intermediate Similarity NPC477818
0.8 Intermediate Similarity NPC193870
0.8 Intermediate Similarity NPC131479
0.8 Intermediate Similarity NPC473020
0.8 Intermediate Similarity NPC141941
0.8 Intermediate Similarity NPC8039
0.8 Intermediate Similarity NPC235126
0.8 Intermediate Similarity NPC16520
0.8 Intermediate Similarity NPC157659
0.7959 Intermediate Similarity NPC476895
0.7941 Intermediate Similarity NPC226642
0.7941 Intermediate Similarity NPC473469
0.7935 Intermediate Similarity NPC6605
0.7935 Intermediate Similarity NPC24277
0.7921 Intermediate Similarity NPC273879
0.7921 Intermediate Similarity NPC187400
0.7921 Intermediate Similarity NPC470885
0.7921 Intermediate Similarity NPC221562
0.7921 Intermediate Similarity NPC165033
0.7921 Intermediate Similarity NPC474464
0.7921 Intermediate Similarity NPC312774
0.7921 Intermediate Similarity NPC475365
0.7912 Intermediate Similarity NPC127606
0.7912 Intermediate Similarity NPC475798
0.79 Intermediate Similarity NPC159036
0.79 Intermediate Similarity NPC288694
0.79 Intermediate Similarity NPC312553
0.79 Intermediate Similarity NPC22634
0.7895 Intermediate Similarity NPC210268
0.7889 Intermediate Similarity NPC470614
0.7889 Intermediate Similarity NPC1272
0.7865 Intermediate Similarity NPC102253
0.7865 Intermediate Similarity NPC236237
0.7865 Intermediate Similarity NPC322313
0.7864 Intermediate Similarity NPC7213
0.7857 Intermediate Similarity NPC473890
0.7857 Intermediate Similarity NPC243728
0.7857 Intermediate Similarity NPC76486
0.7843 Intermediate Similarity NPC472899
0.7843 Intermediate Similarity NPC474569
0.7843 Intermediate Similarity NPC208594
0.7843 Intermediate Similarity NPC269627
0.7843 Intermediate Similarity NPC473476
0.7843 Intermediate Similarity NPC69737
0.7843 Intermediate Similarity NPC194842
0.7843 Intermediate Similarity NPC474015
0.7843 Intermediate Similarity NPC473923
0.7843 Intermediate Similarity NPC152584
0.7843 Intermediate Similarity NPC472898
0.7843 Intermediate Similarity NPC473199
0.7843 Intermediate Similarity NPC160816
0.7843 Intermediate Similarity NPC127801
0.7843 Intermediate Similarity NPC208477
0.7843 Intermediate Similarity NPC472900
0.7826 Intermediate Similarity NPC290731
0.7822 Intermediate Similarity NPC471887
0.7822 Intermediate Similarity NPC471888
0.7822 Intermediate Similarity NPC471885
0.7822 Intermediate Similarity NPC473198
0.7822 Intermediate Similarity NPC471886
0.7822 Intermediate Similarity NPC16573
0.7812 Intermediate Similarity NPC98193
0.781 Intermediate Similarity NPC197231
0.78 Intermediate Similarity NPC176406
0.78 Intermediate Similarity NPC476896
0.7788 Intermediate Similarity NPC476835
0.7778 Intermediate Similarity NPC309493
0.7778 Intermediate Similarity NPC158088
0.7778 Intermediate Similarity NPC275865
0.7767 Intermediate Similarity NPC63368
0.7767 Intermediate Similarity NPC231340
0.7767 Intermediate Similarity NPC208650
0.7767 Intermediate Similarity NPC190395
0.7767 Intermediate Similarity NPC181467
0.7767 Intermediate Similarity NPC14946
0.7766 Intermediate Similarity NPC470542
0.7755 Intermediate Similarity NPC90583
0.7755 Intermediate Similarity NPC304899
0.7755 Intermediate Similarity NPC207617
0.7755 Intermediate Similarity NPC253115
0.7755 Intermediate Similarity NPC472989
0.7753 Intermediate Similarity NPC273410
0.7753 Intermediate Similarity NPC80530
0.7753 Intermediate Similarity NPC1319
0.7745 Intermediate Similarity NPC85593
0.7745 Intermediate Similarity NPC75608
0.7745 Intermediate Similarity NPC31430
0.7745 Intermediate Similarity NPC471111
0.7742 Intermediate Similarity NPC139724
0.7736 Intermediate Similarity NPC19888
0.7736 Intermediate Similarity NPC216595
0.7736 Intermediate Similarity NPC473567
0.7732 Intermediate Similarity NPC305160
0.7732 Intermediate Similarity NPC477927
0.7732 Intermediate Similarity NPC72817
0.7723 Intermediate Similarity NPC471889
0.7723 Intermediate Similarity NPC37207
0.7723 Intermediate Similarity NPC300399
0.7723 Intermediate Similarity NPC471482
0.7717 Intermediate Similarity NPC209802
0.77 Intermediate Similarity NPC282669
0.77 Intermediate Similarity NPC324841
0.77 Intermediate Similarity NPC91497
0.77 Intermediate Similarity NPC471242
0.7692 Intermediate Similarity NPC472988
0.7692 Intermediate Similarity NPC38217
0.7692 Intermediate Similarity NPC6931
0.7692 Intermediate Similarity NPC476538
0.7692 Intermediate Similarity NPC180183
0.7692 Intermediate Similarity NPC159005
0.7692 Intermediate Similarity NPC122945
0.7692 Intermediate Similarity NPC246124
0.7692 Intermediate Similarity NPC476539
0.7692 Intermediate Similarity NPC220427
0.7692 Intermediate Similarity NPC476540
0.7692 Intermediate Similarity NPC476541
0.7692 Intermediate Similarity NPC109938
0.7684 Intermediate Similarity NPC109744
0.7684 Intermediate Similarity NPC470819
0.7684 Intermediate Similarity NPC105495
0.7677 Intermediate Similarity NPC475033
0.7677 Intermediate Similarity NPC475032
0.7677 Intermediate Similarity NPC26307
0.767 Intermediate Similarity NPC309448
0.767 Intermediate Similarity NPC181845
0.7667 Intermediate Similarity NPC78545
0.7667 Intermediate Similarity NPC71535
0.7667 Intermediate Similarity NPC206062
0.7667 Intermediate Similarity NPC26117
0.7664 Intermediate Similarity NPC476693
0.766 Intermediate Similarity NPC474657
0.766 Intermediate Similarity NPC189777
0.766 Intermediate Similarity NPC271967
0.766 Intermediate Similarity NPC186145
0.7653 Intermediate Similarity NPC477969
0.7653 Intermediate Similarity NPC135224
0.7647 Intermediate Similarity NPC471450
0.7647 Intermediate Similarity NPC160583
0.7642 Intermediate Similarity NPC114188
0.764 Intermediate Similarity NPC477817
0.764 Intermediate Similarity NPC167037
0.764 Intermediate Similarity NPC477819
0.764 Intermediate Similarity NPC285761
0.764 Intermediate Similarity NPC6978
0.764 Intermediate Similarity NPC244385
0.764 Intermediate Similarity NPC138621
0.7634 Intermediate Similarity NPC474189
0.7634 Intermediate Similarity NPC318390
0.7634 Intermediate Similarity NPC474349
0.7629 Intermediate Similarity NPC470923
0.7624 Intermediate Similarity NPC73385
0.7624 Intermediate Similarity NPC470434
0.7624 Intermediate Similarity NPC470168
0.7624 Intermediate Similarity NPC267510
0.7624 Intermediate Similarity NPC31346
0.7619 Intermediate Similarity NPC125361
0.7619 Intermediate Similarity NPC51925
0.7619 Intermediate Similarity NPC472901
0.7619 Intermediate Similarity NPC306131
0.7619 Intermediate Similarity NPC43976

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC94127 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
0.7865 Intermediate Similarity NPD7525 Registered
0.7545 Intermediate Similarity NPD7327 Approved
0.7545 Intermediate Similarity NPD7328 Approved
0.7527 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD7516 Approved
0.7419 Intermediate Similarity NPD6695 Phase 3
0.7264 Intermediate Similarity NPD6412 Phase 2
0.7257 Intermediate Similarity NPD8294 Approved
0.7257 Intermediate Similarity NPD8377 Approved
0.7222 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD8335 Approved
0.7193 Intermediate Similarity NPD8033 Approved
0.7193 Intermediate Similarity NPD8380 Approved
0.7193 Intermediate Similarity NPD8378 Approved
0.7193 Intermediate Similarity NPD8296 Approved
0.7193 Intermediate Similarity NPD8379 Approved
0.7191 Intermediate Similarity NPD6926 Approved
0.7191 Intermediate Similarity NPD6924 Approved
0.7113 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD7750 Discontinued
0.7113 Intermediate Similarity NPD7524 Approved
0.7111 Intermediate Similarity NPD7339 Approved
0.7111 Intermediate Similarity NPD6942 Approved
0.7097 Intermediate Similarity NPD6930 Phase 2
0.7097 Intermediate Similarity NPD6931 Approved
0.7087 Intermediate Similarity NPD7638 Approved
0.7043 Intermediate Similarity NPD7503 Approved
0.7033 Intermediate Similarity NPD6933 Approved
0.7019 Intermediate Similarity NPD7639 Approved
0.7019 Intermediate Similarity NPD7640 Approved
0.7009 Intermediate Similarity NPD5739 Approved
0.7009 Intermediate Similarity NPD6402 Approved
0.7009 Intermediate Similarity NPD6675 Approved
0.7009 Intermediate Similarity NPD7128 Approved
0.6989 Remote Similarity NPD6929 Approved
0.6983 Remote Similarity NPD6370 Approved
0.6966 Remote Similarity NPD4243 Approved
0.6957 Remote Similarity NPD6932 Approved
0.6949 Remote Similarity NPD7507 Approved
0.6937 Remote Similarity NPD6882 Approved
0.6931 Remote Similarity NPD4202 Approved
0.6915 Remote Similarity NPD7509 Discontinued
0.6915 Remote Similarity NPD6928 Phase 2
0.6915 Remote Similarity NPD4748 Discontinued
0.6881 Remote Similarity NPD6899 Approved
0.6881 Remote Similarity NPD7320 Approved
0.6881 Remote Similarity NPD6881 Approved
0.6832 Remote Similarity NPD7087 Discontinued
0.6827 Remote Similarity NPD4755 Approved
0.6818 Remote Similarity NPD6373 Approved
0.6818 Remote Similarity NPD6372 Approved
0.6813 Remote Similarity NPD4785 Approved
0.6813 Remote Similarity NPD4784 Approved
0.681 Remote Similarity NPD6054 Approved
0.681 Remote Similarity NPD6059 Approved
0.6809 Remote Similarity NPD7645 Phase 2
0.6809 Remote Similarity NPD6683 Phase 2
0.6789 Remote Similarity NPD5701 Approved
0.6789 Remote Similarity NPD5697 Approved
0.6778 Remote Similarity NPD7152 Approved
0.6778 Remote Similarity NPD7151 Approved
0.6778 Remote Similarity NPD7150 Approved
0.6777 Remote Similarity NPD7319 Approved
0.6774 Remote Similarity NPD5776 Phase 2
0.6774 Remote Similarity NPD6925 Approved
0.6765 Remote Similarity NPD6399 Phase 3
0.6757 Remote Similarity NPD7290 Approved
0.6757 Remote Similarity NPD6883 Approved
0.6757 Remote Similarity NPD7102 Approved
0.675 Remote Similarity NPD8293 Discontinued
0.6742 Remote Similarity NPD6922 Approved
0.6742 Remote Similarity NPD6923 Approved
0.6737 Remote Similarity NPD7514 Phase 3
0.6735 Remote Similarity NPD6893 Approved
0.6727 Remote Similarity NPD6011 Approved
0.6702 Remote Similarity NPD7145 Approved
0.6698 Remote Similarity NPD5285 Approved
0.6698 Remote Similarity NPD5286 Approved
0.6698 Remote Similarity NPD4700 Approved
0.6698 Remote Similarity NPD4696 Approved
0.6696 Remote Similarity NPD8130 Phase 1
0.6696 Remote Similarity NPD6847 Approved
0.6696 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6617 Approved
0.6696 Remote Similarity NPD6649 Approved
0.6696 Remote Similarity NPD6650 Approved
0.6696 Remote Similarity NPD6009 Approved
0.6696 Remote Similarity NPD6869 Approved
0.6694 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6013 Approved
0.6667 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD6014 Approved
0.6667 Remote Similarity NPD7144 Approved
0.6667 Remote Similarity NPD7143 Approved
0.6639 Remote Similarity NPD6067 Discontinued
0.6637 Remote Similarity NPD8297 Approved
0.6636 Remote Similarity NPD5223 Approved
0.6634 Remote Similarity NPD6051 Approved
0.6634 Remote Similarity NPD5328 Approved
0.6633 Remote Similarity NPD4786 Approved
0.661 Remote Similarity NPD6015 Approved
0.661 Remote Similarity NPD6016 Approved
0.6602 Remote Similarity NPD8171 Discontinued
0.6583 Remote Similarity NPD7492 Approved
0.6579 Remote Similarity NPD4632 Approved
0.6579 Remote Similarity NPD8133 Approved
0.6577 Remote Similarity NPD6686 Approved
0.6574 Remote Similarity NPD4633 Approved
0.6574 Remote Similarity NPD5225 Approved
0.6574 Remote Similarity NPD5224 Approved
0.6574 Remote Similarity NPD5226 Approved
0.6574 Remote Similarity NPD5211 Phase 2
0.6569 Remote Similarity NPD3168 Discontinued
0.6562 Remote Similarity NPD7332 Phase 2
0.6559 Remote Similarity NPD4190 Phase 3
0.6559 Remote Similarity NPD5275 Approved
0.6555 Remote Similarity NPD5988 Approved
0.6545 Remote Similarity NPD6008 Approved
0.6529 Remote Similarity NPD6616 Approved
0.6514 Remote Similarity NPD4754 Approved
0.6514 Remote Similarity NPD5175 Approved
0.6514 Remote Similarity NPD5174 Approved
0.6505 Remote Similarity NPD8034 Phase 2
0.6505 Remote Similarity NPD8035 Phase 2
0.6505 Remote Similarity NPD6079 Approved
0.6505 Remote Similarity NPD7637 Suspended
0.65 Remote Similarity NPD3618 Phase 1
0.6495 Remote Similarity NPD6898 Phase 1
0.6495 Remote Similarity NPD6902 Approved
0.6476 Remote Similarity NPD5695 Phase 3
0.6475 Remote Similarity NPD7078 Approved
0.6471 Remote Similarity NPD4753 Phase 2
0.6465 Remote Similarity NPD3665 Phase 1
0.6465 Remote Similarity NPD3133 Approved
0.6465 Remote Similarity NPD3666 Approved
0.646 Remote Similarity NPD4634 Approved
0.6458 Remote Similarity NPD4195 Approved
0.6455 Remote Similarity NPD5141 Approved
0.6429 Remote Similarity NPD3667 Approved
0.6423 Remote Similarity NPD6033 Approved
0.6422 Remote Similarity NPD7632 Discontinued
0.64 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6396 Remote Similarity NPD4767 Approved
0.6396 Remote Similarity NPD4768 Approved
0.6387 Remote Similarity NPD6319 Approved
0.6372 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7604 Phase 2
0.6356 Remote Similarity NPD6335 Approved
0.6354 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6337 Remote Similarity NPD7521 Approved
0.6337 Remote Similarity NPD6684 Approved
0.6337 Remote Similarity NPD5330 Approved
0.6337 Remote Similarity NPD7334 Approved
0.6337 Remote Similarity NPD7146 Approved
0.6337 Remote Similarity NPD6409 Approved
0.6333 Remote Similarity NPD5983 Phase 2
0.6325 Remote Similarity NPD6274 Approved
0.6321 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6303 Remote Similarity NPD7100 Approved
0.6303 Remote Similarity NPD7101 Approved
0.6296 Remote Similarity NPD5696 Approved
0.6283 Remote Similarity NPD5128 Approved
0.6283 Remote Similarity NPD4729 Approved
0.6283 Remote Similarity NPD4730 Approved
0.6277 Remote Similarity NPD1810 Approved
0.6277 Remote Similarity NPD1811 Approved
0.6271 Remote Similarity NPD6317 Approved
0.6263 Remote Similarity NPD4221 Approved
0.6263 Remote Similarity NPD4223 Phase 3
0.6262 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6262 Remote Similarity NPD5222 Approved
0.6262 Remote Similarity NPD4697 Phase 3
0.6262 Remote Similarity NPD5221 Approved
0.626 Remote Similarity NPD6336 Discontinued
0.6238 Remote Similarity NPD5329 Approved
0.6238 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6226 Remote Similarity NPD7748 Approved
0.622 Remote Similarity NPD8449 Approved
0.6218 Remote Similarity NPD6314 Approved
0.6218 Remote Similarity NPD6313 Approved
0.6214 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6214 Remote Similarity NPD6903 Approved
0.6211 Remote Similarity NPD8264 Approved
0.6207 Remote Similarity NPD6053 Discontinued
0.6204 Remote Similarity NPD7902 Approved
0.6204 Remote Similarity NPD5173 Approved
0.62 Remote Similarity NPD4788 Approved
0.6198 Remote Similarity NPD6909 Approved
0.6198 Remote Similarity NPD6908 Approved
0.6196 Remote Similarity NPD4267 Clinical (unspecified phase)
0.619 Remote Similarity NPD5281 Approved
0.619 Remote Similarity NPD5284 Approved
0.619 Remote Similarity NPD7515 Phase 2
0.6182 Remote Similarity NPD5344 Discontinued
0.6176 Remote Similarity NPD5279 Phase 3
0.6176 Remote Similarity NPD6098 Approved
0.6174 Remote Similarity NPD5169 Approved
0.6174 Remote Similarity NPD5251 Approved

Structure

External Identifiers

PubChem CID   44234694
ChEMBL   CHEMBL550866
ZINC  

Physicochemical Properties

Molecular Weight:  434.34
ALogP:  1.2778
MLogP:  3.99
XLogP:  5.734
# Rotatable Bonds:  12
Polar Surface Area:  69.92
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  31

Download Data

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