Natural Product: NPC124269

Natural Product ID:  NPC124269
Common Name:   4-Geranyloxy-2,6-Dihydroxybenzophenone
IUPAC Name:   [4-[(2E)-3,7-dimethylocta-2,6-dienoxy]-2,6-dihydroxyphenyl]-phenylmethanone
Synonyms:  
Molecular Formula:   C23H26O4
Standard InCHIKey:  CPWFSCYLMXLCDK-SFQUDFHCSA-N
Standard InCHI:  InChI=1S/C23H26O4/c1-16(2)8-7-9-17(3)12-13-27-19-14-20(24)22(21(25)15-19)23(26)18-10-5-4-6-11-18/h4-6,8,10-12,14-15,24-25H,7,9,13H2,1-3H3/b17-12+
Canonical SMILES:  C/C(=CCOc1cc(O)c(c(c1)O)C(=O)c1ccccc1)/CCC=C(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
NPO19227 Hippoglossus hippoglossus Species Pleuronectidae Eukaryota UNPD*
NPO18657 Galanthus gracilis Species Amaryllidaceae Eukaryota UNPD*
NPO19560 Populus italica Species Salicaceae Eukaryota UNPD*
NPO19501 Pseudosuberites hyalinus Species Suberitidae Eukaryota UNPD*
NPO22504 Tovomita longifolia Species Clusiaceae Eukaryota Leaves PMID[16562847]
NPO9520 Cratoxylum sumatranum Species Hypericaceae Eukaryota UNPD*
NPO13263 Verbena brasiliensis Species Verbenaceae Eukaryota UNPD*
NPO18005 Artemisia leucodes Species Asteraceae Eukaryota UNPD*
NPO16038 Ribes rubrum Species Grossulariaceae Eukaryota UNPD*
NPO6106 Hymeniacidon perlevis Species Halichondriidae Eukaryota UNPD*
NPO17438 Polygala virgata Species Polygalaceae Eukaryota UNPD*
NPO11770 Amphicome emodi NA NA NA UNPD*
NPO14950 Ardisia polycephala Species Primulaceae Eukaryota UNPD*
NPO18995 Gaultheria itoana Species Ericaceae Eukaryota UNPD*
NPO19359 Parmotrema delicatulum Species Parmeliaceae Eukaryota UNPD*
NPO16745 Scorzonera judaica Species Asteraceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens GI50 = 4.8 ug/ml 16562847
NPT397 Cell Line NCI-H460 Homo sapiens GI50 = 4.4 ug/ml 16562847
NPT395 Cell Line SF-268 Homo sapiens GI50 = 2 ug/ml 16562847
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 12.5 ug/ml 16562847
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis MIC = 12.5 ug/ml 16562847

  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 NPC124269 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
0.9924 High Similarity NPC188879
0.9848 High Similarity NPC240593
0.9704 High Similarity NPC110228
0.9704 High Similarity NPC188243
0.9704 High Similarity NPC76445
0.9704 High Similarity NPC129853
0.9704 High Similarity NPC284550
0.9704 High Similarity NPC6407
0.9701 High Similarity NPC188947
0.9701 High Similarity NPC99333
0.9701 High Similarity NPC280284
0.9697 High Similarity NPC286336
0.9635 High Similarity NPC149026
0.9635 High Similarity NPC68104
0.9635 High Similarity NPC91560
0.9635 High Similarity NPC175504
0.9635 High Similarity NPC257097
0.9635 High Similarity NPC39329
0.9635 High Similarity NPC221432
0.9635 High Similarity NPC150408
0.9635 High Similarity NPC169591
0.9635 High Similarity NPC75049
0.9635 High Similarity NPC143896
0.9635 High Similarity NPC164980
0.9635 High Similarity NPC310130
0.9632 High Similarity NPC110969
0.9632 High Similarity NPC3188
0.963 High Similarity NPC265871
0.963 High Similarity NPC225153
0.963 High Similarity NPC261234
0.963 High Similarity NPC20709
0.963 High Similarity NPC222342
0.963 High Similarity NPC150648
0.963 High Similarity NPC274784
0.963 High Similarity NPC140890
0.963 High Similarity NPC329203
0.963 High Similarity NPC310135
0.9627 High Similarity NPC290291
0.9627 High Similarity NPC275055
0.9627 High Similarity NPC250266
0.9627 High Similarity NPC266597
0.9621 High Similarity NPC188646
0.9621 High Similarity NPC204960
0.9621 High Similarity NPC242294
0.9621 High Similarity NPC139813
0.9621 High Similarity NPC20560
0.9621 High Similarity NPC294593
0.9621 High Similarity NPC56031
0.9621 High Similarity NPC192304
0.9621 High Similarity NPC312318
0.9621 High Similarity NPC159623
0.9621 High Similarity NPC263670
0.9621 High Similarity NPC144051
0.9621 High Similarity NPC18877
0.9621 High Similarity NPC28753
0.9621 High Similarity NPC472365
0.9621 High Similarity NPC337373
0.9621 High Similarity NPC175098
0.9621 High Similarity NPC82225
0.9565 High Similarity NPC236766
0.9565 High Similarity NPC473015
0.9565 High Similarity NPC209040
0.9565 High Similarity NPC197252
0.9565 High Similarity NPC473013
0.9562 High Similarity NPC148757
0.9562 High Similarity NPC37496
0.9562 High Similarity NPC226636
0.9562 High Similarity NPC125855
0.9562 High Similarity NPC296917
0.9562 High Similarity NPC1089
0.9562 High Similarity NPC194432
0.9562 High Similarity NPC76338
0.9562 High Similarity NPC306829
0.9562 High Similarity NPC166934
0.9562 High Similarity NPC182852
0.9562 High Similarity NPC161506
0.9562 High Similarity NPC228504
0.9562 High Similarity NPC107572
0.9562 High Similarity NPC227579
0.9562 High Similarity NPC78
0.9562 High Similarity NPC166482
0.9562 High Similarity NPC223500
0.9562 High Similarity NPC11561
0.9562 High Similarity NPC177354
0.9562 High Similarity NPC64915
0.9562 High Similarity NPC265040
0.9562 High Similarity NPC167624
0.9562 High Similarity NPC324436
0.9562 High Similarity NPC220998
0.9562 High Similarity NPC66515
0.9562 High Similarity NPC202981
0.9562 High Similarity NPC324134
0.9562 High Similarity NPC10937
0.9562 High Similarity NPC328164
0.9562 High Similarity NPC40833
0.9562 High Similarity NPC76372
0.9562 High Similarity NPC32739
0.9559 High Similarity NPC159275
0.9559 High Similarity NPC69769
0.9559 High Similarity NPC261227
0.9559 High Similarity NPC241100
0.9559 High Similarity NPC270883
0.9559 High Similarity NPC172986
0.9556 High Similarity NPC472460
0.9556 High Similarity NPC329225
0.9556 High Similarity NPC118813
0.9556 High Similarity NPC147686
0.9552 High Similarity NPC98115
0.9552 High Similarity NPC477243
0.9552 High Similarity NPC473887
0.9552 High Similarity NPC1486
0.9552 High Similarity NPC186838
0.9552 High Similarity NPC29353
0.9552 High Similarity NPC477242
0.9552 High Similarity NPC124784
0.9552 High Similarity NPC168105
0.9552 High Similarity NPC194281
0.9552 High Similarity NPC127447
0.9552 High Similarity NPC274109
0.9552 High Similarity NPC66349
0.9552 High Similarity NPC187826
0.9552 High Similarity NPC477244
0.9552 High Similarity NPC231772
0.9552 High Similarity NPC249606
0.9552 High Similarity NPC12165
0.9552 High Similarity NPC150399
0.9552 High Similarity NPC41461
0.9552 High Similarity NPC25287
0.9552 High Similarity NPC13408
0.9552 High Similarity NPC47815
0.9552 High Similarity NPC234133
0.9549 High Similarity NPC144027
0.9549 High Similarity NPC236974
0.9545 High Similarity NPC129132
0.9545 High Similarity NPC205468
0.9545 High Similarity NPC87231
0.9545 High Similarity NPC212631
0.9545 High Similarity NPC203817
0.9545 High Similarity NPC257756
0.9496 High Similarity NPC299011
0.9496 High Similarity NPC130176
0.9496 High Similarity NPC99454
0.9493 High Similarity NPC166138
0.9493 High Similarity NPC18585
0.9493 High Similarity NPC81697
0.9493 High Similarity NPC85162
0.9493 High Similarity NPC107177
0.9493 High Similarity NPC278249
0.9493 High Similarity NPC77794
0.9493 High Similarity NPC106985
0.9493 High Similarity NPC125894
0.9493 High Similarity NPC478086
0.9493 High Similarity NPC185276
0.9493 High Similarity NPC223812
0.9493 High Similarity NPC214166
0.9493 High Similarity NPC316816
0.9489 High Similarity NPC118840
0.9489 High Similarity NPC110038
0.9489 High Similarity NPC324386
0.9489 High Similarity NPC64908
0.9489 High Similarity NPC147688
0.9489 High Similarity NPC96408
0.9489 High Similarity NPC17170
0.9489 High Similarity NPC258630
0.9489 High Similarity NPC282300
0.9489 High Similarity NPC156190
0.9489 High Similarity NPC4743
0.9489 High Similarity NPC312391
0.9489 High Similarity NPC213322
0.9489 High Similarity NPC205006
0.9489 High Similarity NPC103362
0.9489 High Similarity NPC248372
0.9489 High Similarity NPC279650
0.9489 High Similarity NPC166689
0.9489 High Similarity NPC156590
0.9485 High Similarity NPC96565
0.9485 High Similarity NPC216978
0.9485 High Similarity NPC301217
0.9485 High Similarity NPC303633
0.9485 High Similarity NPC217186
0.9485 High Similarity NPC53181
0.9485 High Similarity NPC470211
0.9485 High Similarity NPC55018
0.9485 High Similarity NPC18260
0.9485 High Similarity NPC23257
0.9485 High Similarity NPC220062
0.9485 High Similarity NPC78913
0.9481 High Similarity NPC303644
0.9481 High Similarity NPC317119
0.9481 High Similarity NPC116632
0.9481 High Similarity NPC296490
0.9481 High Similarity NPC32441
0.9481 High Similarity NPC79943
0.9481 High Similarity NPC287246
0.9481 High Similarity NPC162680
0.9481 High Similarity NPC84585
0.9481 High Similarity NPC294409
0.9481 High Similarity NPC209560
0.9481 High Similarity NPC153979
0.9481 High Similarity NPC243083

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC124269 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
0.9556 High Similarity NPD1549 Phase 2
0.9481 High Similarity NPD1550 Clinical (unspecified phase)
0.9481 High Similarity NPD1552 Clinical (unspecified phase)
0.947 High Similarity NPD1240 Approved
0.9333 High Similarity NPD1510 Phase 2
0.9328 High Similarity NPD1607 Approved
0.9286 High Similarity NPD4378 Clinical (unspecified phase)
0.9265 High Similarity NPD2796 Approved
0.9149 High Similarity NPD7410 Clinical (unspecified phase)
0.9078 High Similarity NPD6799 Approved
0.9034 High Similarity NPD7411 Suspended
0.8912 High Similarity NPD2393 Clinical (unspecified phase)
0.8859 High Similarity NPD7075 Discontinued
0.8851 High Similarity NPD8443 Clinical (unspecified phase)
0.8844 High Similarity NPD1934 Approved
0.8836 High Similarity NPD6599 Discontinued
0.8836 High Similarity NPD4380 Phase 2
0.8792 High Similarity NPD3882 Suspended
0.8784 High Similarity NPD7096 Clinical (unspecified phase)
0.8784 High Similarity NPD7819 Suspended
0.875 High Similarity NPD6859 Clinical (unspecified phase)
0.8733 High Similarity NPD4381 Clinical (unspecified phase)
0.8716 High Similarity NPD6801 Discontinued
0.8714 High Similarity NPD1551 Phase 2
0.8681 High Similarity NPD1511 Approved
0.8662 High Similarity NPD7421 Clinical (unspecified phase)
0.8658 High Similarity NPD2801 Approved
0.8601 High Similarity NPD3750 Approved
0.8562 High Similarity NPD1512 Approved
0.8543 High Similarity NPD7768 Phase 2
0.8516 High Similarity NPD7852 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8403 Intermediate Similarity NPD2800 Approved
0.8397 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8397 Intermediate Similarity NPD6166 Phase 2
0.8397 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8392 Intermediate Similarity NPD2344 Approved
0.8382 Intermediate Similarity NPD1203 Approved
0.8378 Intermediate Similarity NPD5403 Approved
0.8369 Intermediate Similarity NPD6651 Approved
0.8366 Intermediate Similarity NPD3749 Approved
0.8355 Intermediate Similarity NPD3817 Phase 2
0.8345 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD6832 Phase 2
0.8323 Intermediate Similarity NPD6959 Discontinued
0.8322 Intermediate Similarity NPD2935 Discontinued
0.8291 Intermediate Similarity NPD3818 Discontinued
0.8276 Intermediate Similarity NPD1243 Approved
0.8255 Intermediate Similarity NPD920 Approved
0.8252 Intermediate Similarity NPD2799 Discontinued
0.8252 Intermediate Similarity NPD3748 Approved
0.825 Intermediate Similarity NPD5953 Discontinued
0.8243 Intermediate Similarity NPD5401 Approved
0.8239 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8239 Intermediate Similarity NPD7286 Phase 2
0.8231 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8222 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.8219 Intermediate Similarity NPD4628 Phase 3
0.8187 Intermediate Similarity NPD7074 Phase 3
0.8182 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8163 Intermediate Similarity NPD2309 Approved
0.8162 Intermediate Similarity NPD9717 Approved
0.8141 Intermediate Similarity NPD5494 Approved
0.8125 Intermediate Similarity NPD7054 Approved
0.8121 Intermediate Similarity NPD2533 Approved
0.8121 Intermediate Similarity NPD2532 Approved
0.8121 Intermediate Similarity NPD2534 Approved
0.8121 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8099 Intermediate Similarity NPD943 Approved
0.8075 Intermediate Similarity NPD7472 Approved
0.8071 Intermediate Similarity NPD4908 Phase 1
0.806 Intermediate Similarity NPD1548 Phase 1
0.8037 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD6797 Phase 2
0.8 Intermediate Similarity NPD7033 Discontinued
0.8 Intermediate Similarity NPD5402 Approved
0.7975 Intermediate Similarity NPD7251 Discontinued
0.7975 Intermediate Similarity NPD6559 Discontinued
0.7958 Intermediate Similarity NPD3268 Approved
0.7958 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7958 Intermediate Similarity NPD2313 Discontinued
0.7956 Intermediate Similarity NPD1610 Phase 2
0.7956 Intermediate Similarity NPD422 Phase 1
0.7945 Intermediate Similarity NPD6099 Approved
0.7945 Intermediate Similarity NPD6100 Approved
0.7929 Intermediate Similarity NPD2798 Approved
0.7927 Intermediate Similarity NPD7808 Phase 3
0.7926 Intermediate Similarity NPD9545 Approved
0.7925 Intermediate Similarity NPD6232 Discontinued
0.7905 Intermediate Similarity NPD2654 Approved
0.7899 Intermediate Similarity NPD3972 Approved
0.7888 Intermediate Similarity NPD7473 Discontinued
0.7877 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7875 Intermediate Similarity NPD3926 Phase 2
0.7857 Intermediate Similarity NPD2797 Approved
0.7848 Intermediate Similarity NPD919 Approved
0.782 Intermediate Similarity NPD1241 Discontinued
0.7818 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7793 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7792 Intermediate Similarity NPD3226 Approved
0.7791 Intermediate Similarity NPD5844 Phase 1
0.7778 Intermediate Similarity NPD9493 Approved
0.7755 Intermediate Similarity NPD4308 Phase 3
0.775 Intermediate Similarity NPD1247 Approved
0.7744 Intermediate Similarity NPD1729 Discontinued
0.7733 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7676 Intermediate Similarity NPD1019 Discontinued
0.7671 Intermediate Similarity NPD230 Phase 1
0.7671 Intermediate Similarity NPD1933 Approved
0.7662 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD3225 Approved
0.7651 Intermediate Similarity NPD2346 Discontinued
0.7651 Intermediate Similarity NPD6104 Discontinued
0.7643 Intermediate Similarity NPD1608 Approved
0.7606 Intermediate Similarity NPD3267 Approved
0.7606 Intermediate Similarity NPD3266 Approved
0.7595 Intermediate Similarity NPD1465 Phase 2
0.7586 Intermediate Similarity NPD6798 Discontinued
0.7586 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD411 Approved
0.7586 Intermediate Similarity NPD1296 Phase 2
0.7582 Intermediate Similarity NPD7390 Discontinued
0.758 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7572 Intermediate Similarity NPD4360 Phase 2
0.7572 Intermediate Similarity NPD4363 Phase 3
0.7551 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD447 Suspended
0.7551 Intermediate Similarity NPD5124 Phase 1
0.7547 Intermediate Similarity NPD2296 Approved
0.7547 Intermediate Similarity NPD4288 Approved
0.7532 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD4662 Approved
0.7532 Intermediate Similarity NPD4661 Approved
0.7529 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD4361 Phase 2
0.7485 Intermediate Similarity NPD5710 Approved
0.7485 Intermediate Similarity NPD5711 Approved
0.7483 Intermediate Similarity NPD3142 Approved
0.7483 Intermediate Similarity NPD4307 Phase 2
0.7483 Intermediate Similarity NPD1613 Approved
0.7483 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD3140 Approved
0.7466 Intermediate Similarity NPD3764 Approved
0.7452 Intermediate Similarity NPD7458 Discontinued
0.7451 Intermediate Similarity NPD3887 Approved
0.7451 Intermediate Similarity NPD2354 Approved
0.7448 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD6355 Discontinued
0.7429 Intermediate Similarity NPD17 Approved
0.7421 Intermediate Similarity NPD6279 Approved
0.7421 Intermediate Similarity NPD6280 Approved
0.7417 Intermediate Similarity NPD1471 Phase 3
0.7417 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7413 Intermediate Similarity NPD1876 Approved
0.741 Intermediate Similarity NPD1894 Discontinued
0.74 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7397 Intermediate Similarity NPD4625 Phase 3
0.7397 Intermediate Similarity NPD3027 Phase 3
0.7394 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD1481 Phase 2
0.7379 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7361 Intermediate Similarity NPD1164 Approved
0.7361 Intermediate Similarity NPD1470 Approved
0.736 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD5889 Approved
0.7358 Intermediate Similarity NPD5890 Approved
0.7355 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7343 Intermediate Similarity NPD4749 Approved
0.7342 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7341 Intermediate Similarity NPD4287 Approved
0.7324 Intermediate Similarity NPD1201 Approved
0.7324 Intermediate Similarity NPD1535 Discovery
0.7317 Intermediate Similarity NPD7199 Phase 2
0.7312 Intermediate Similarity NPD7577 Discontinued
0.7312 Intermediate Similarity NPD6844 Discontinued
0.7305 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD3751 Discontinued
0.7303 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD2353 Approved
0.7297 Intermediate Similarity NPD6233 Phase 2
0.729 Intermediate Similarity NPD7440 Discontinued
0.7289 Intermediate Similarity NPD2403 Approved
0.7273 Intermediate Similarity NPD7003 Approved
0.7273 Intermediate Similarity NPD7229 Phase 3
0.7273 Intermediate Similarity NPD6808 Phase 2
0.7261 Intermediate Similarity NPD5049 Phase 3
0.726 Intermediate Similarity NPD2861 Phase 2
0.726 Intermediate Similarity NPD9494 Approved
0.7257 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD7213 Phase 3
0.7244 Intermediate Similarity NPD7212 Phase 2
0.7239 Intermediate Similarity NPD6971 Discontinued
0.7237 Intermediate Similarity NPD5404 Approved
0.7237 Intermediate Similarity NPD5405 Approved
0.7237 Intermediate Similarity NPD5406 Approved
0.7237 Intermediate Similarity NPD4476 Approved
0.7237 Intermediate Similarity NPD5408 Approved
0.7237 Intermediate Similarity NPD4477 Approved
0.7235 Intermediate Similarity NPD3658 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44575287
ChEMBL   CHEMBL510517
ZINC  

Physicochemical Properties

Molecular Weight:  366.18
ALogP:  1.4615
MLogP:  3.55
XLogP:  6.555
# Rotatable Bonds:  13
Polar Surface Area:  66.76
# H-Bond Aceptor:  1
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  27

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
Similar NPs/Drugs