Natural Product: NPC205765

Natural Product ID:  NPC205765
Common Name:   Hyrtiosal
IUPAC Name:   (2S,3S,3aR,5aS,9aS,9bR)-3-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-2,3a,6,6,9a-pentamethyl-3,4,5,5a,7,8,9,9b-octahydro-1H-cyclopenta[a]naphthalene-2-carbaldehyde
Synonyms:   Hyrtiosal
Molecular Formula:   C25H38O3
Standard InCHIKey:  PUTJFIQGLGDLIT-RNDOZLNUSA-N
Standard InCHI:  InChI=1S/C25H38O3/c1-22(2)9-6-10-24(4)19(22)7-11-25(5)20(23(3,16-26)14-21(24)25)13-18(27)17-8-12-28-15-17/h8,12,15-16,18-21,27H,6-7,9-11,13-14H2,1-5H3/t18-,19-,20+,21+,23+,24-,25-/m0/s1
Canonical SMILES:  O=C[C@@]1(C)C[C@H]2[C@@]([C@@H]1C[C@@H](c1ccoc1)O)(C)CC[C@@H]1[C@]2(C)CCCC1(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
NPO670 Hyrtios gumminae Species Thorectidae Eukaryota Thailand PMID[19788270]
NPO4034 Albizia adinocephala Species Fabaceae Eukaryota UNPD*
NPO5186 Pimpinella aurea Species Apiaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 9100 nM 19788270
NPT91 Cell Line KB Homo sapiens IC50 = 7800 nM 19788270
NPT165 Cell Line HeLa Homo sapiens IC50 = 18000 nM 19788270
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 5400 nM 19788270
NPT396 Cell Line T47D Homo sapiens IC50 = 9100 nM 19788270
NPT1396 Cell Line NCI-H69 Homo sapiens IC50 = 31000 nM 19788270

  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 NPC205765 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
0.9078 High Similarity NPC476944
0.9028 High Similarity NPC472654
0.9007 High Similarity NPC476946
0.8926 High Similarity NPC116639
0.8897 High Similarity NPC470998
0.8889 High Similarity NPC250228
0.8873 High Similarity NPC267632
0.8819 High Similarity NPC346
0.8786 High Similarity NPC476943
0.8767 High Similarity NPC195325
0.875 High Similarity NPC185456
0.8731 High Similarity NPC23086
0.8716 High Similarity NPC33938
0.8714 High Similarity NPC310830
0.8707 High Similarity NPC470997
0.8693 High Similarity NPC261184
0.8686 High Similarity NPC61788
0.8671 High Similarity NPC62103
0.8671 High Similarity NPC20578
0.8662 High Similarity NPC67003
0.8643 High Similarity NPC46896
0.863 High Similarity NPC302987
0.86 High Similarity NPC35000
0.8592 High Similarity NPC90953
0.8591 High Similarity NPC469503
0.8591 High Similarity NPC75906
0.8571 High Similarity NPC158525
0.8571 High Similarity NPC92941
0.8571 High Similarity NPC476947
0.8561 High Similarity NPC214097
0.8552 High Similarity NPC142113
0.8533 High Similarity NPC282445
0.8533 High Similarity NPC178932
0.8533 High Similarity NPC30222
0.8521 High Similarity NPC220094
0.8521 High Similarity NPC472376
0.8514 High Similarity NPC234494
0.8506 High Similarity NPC663
0.8506 High Similarity NPC224394
0.8503 High Similarity NPC471174
0.8503 High Similarity NPC216755
0.8493 Intermediate Similarity NPC5676
0.8483 Intermediate Similarity NPC243577
0.8477 Intermediate Similarity NPC281258
0.8477 Intermediate Similarity NPC469336
0.8467 Intermediate Similarity NPC470996
0.8467 Intermediate Similarity NPC112706
0.8467 Intermediate Similarity NPC207294
0.8456 Intermediate Similarity NPC156189
0.8456 Intermediate Similarity NPC196846
0.8456 Intermediate Similarity NPC138139
0.8456 Intermediate Similarity NPC46536
0.8451 Intermediate Similarity NPC470742
0.8446 Intermediate Similarity NPC476942
0.8446 Intermediate Similarity NPC476941
0.8442 Intermediate Similarity NPC472767
0.8433 Intermediate Similarity NPC263870
0.8433 Intermediate Similarity NPC477967
0.8431 Intermediate Similarity NPC475226
0.8429 Intermediate Similarity NPC471006
0.8429 Intermediate Similarity NPC218838
0.8425 Intermediate Similarity NPC251865
0.8417 Intermediate Similarity NPC89133
0.8414 Intermediate Similarity NPC52412
0.8414 Intermediate Similarity NPC121158
0.8411 Intermediate Similarity NPC57998
0.8403 Intermediate Similarity NPC56197
0.8397 Intermediate Similarity NPC214600
0.8389 Intermediate Similarity NPC470790
0.8389 Intermediate Similarity NPC470791
0.8387 Intermediate Similarity NPC165218
0.8378 Intermediate Similarity NPC476937
0.8378 Intermediate Similarity NPC221809
0.8378 Intermediate Similarity NPC476938
0.8377 Intermediate Similarity NPC470789
0.8369 Intermediate Similarity NPC471998
0.8367 Intermediate Similarity NPC41182
0.8366 Intermediate Similarity NPC472772
0.8366 Intermediate Similarity NPC249021
0.8356 Intermediate Similarity NPC470741
0.8356 Intermediate Similarity NPC64568
0.8356 Intermediate Similarity NPC223415
0.8355 Intermediate Similarity NPC92979
0.8345 Intermediate Similarity NPC20500
0.8333 Intermediate Similarity NPC477040
0.8323 Intermediate Similarity NPC470792
0.8323 Intermediate Similarity NPC200782
0.8322 Intermediate Similarity NPC4764
0.8322 Intermediate Similarity NPC186626
0.8322 Intermediate Similarity NPC471007
0.8313 Intermediate Similarity NPC471437
0.8312 Intermediate Similarity NPC474611
0.8312 Intermediate Similarity NPC475967
0.8311 Intermediate Similarity NPC262198
0.8311 Intermediate Similarity NPC471292
0.8299 Intermediate Similarity NPC199044
0.8299 Intermediate Similarity NPC238843
0.8288 Intermediate Similarity NPC473152
0.828 Intermediate Similarity NPC149945
0.828 Intermediate Similarity NPC478178
0.8278 Intermediate Similarity NPC472787
0.8278 Intermediate Similarity NPC272590
0.8278 Intermediate Similarity NPC18135
0.8267 Intermediate Similarity NPC125182
0.8267 Intermediate Similarity NPC69647
0.8267 Intermediate Similarity NPC329180
0.8261 Intermediate Similarity NPC319140
0.8261 Intermediate Similarity NPC290955
0.8261 Intermediate Similarity NPC95567
0.8261 Intermediate Similarity NPC83178
0.8258 Intermediate Similarity NPC477402
0.8258 Intermediate Similarity NPC335761
0.8255 Intermediate Similarity NPC470941
0.8255 Intermediate Similarity NPC255414
0.8252 Intermediate Similarity NPC146872
0.8248 Intermediate Similarity NPC179354
0.8248 Intermediate Similarity NPC303010
0.8247 Intermediate Similarity NPC261597
0.8247 Intermediate Similarity NPC299038
0.8247 Intermediate Similarity NPC472778
0.8247 Intermediate Similarity NPC45101
0.8247 Intermediate Similarity NPC472777
0.8247 Intermediate Similarity NPC472776
0.8235 Intermediate Similarity NPC214541
0.8235 Intermediate Similarity NPC155939
0.8235 Intermediate Similarity NPC44675
0.8235 Intermediate Similarity NPC264943
0.8235 Intermediate Similarity NPC272899
0.8235 Intermediate Similarity NPC16922
0.8235 Intermediate Similarity NPC296807
0.8235 Intermediate Similarity NPC141538
0.8231 Intermediate Similarity NPC103134
0.8228 Intermediate Similarity NPC478179
0.8228 Intermediate Similarity NPC472764
0.8227 Intermediate Similarity NPC471995
0.8224 Intermediate Similarity NPC246164
0.8224 Intermediate Similarity NPC44577
0.8224 Intermediate Similarity NPC472672
0.8217 Intermediate Similarity NPC123088
0.8214 Intermediate Similarity NPC476925
0.8214 Intermediate Similarity NPC21460
0.8212 Intermediate Similarity NPC159927
0.8212 Intermediate Similarity NPC476122
0.8212 Intermediate Similarity NPC469335
0.8212 Intermediate Similarity NPC477404
0.8212 Intermediate Similarity NPC46551
0.8212 Intermediate Similarity NPC196864
0.8205 Intermediate Similarity NPC329938
0.8205 Intermediate Similarity NPC207978
0.8205 Intermediate Similarity NPC69028
0.8205 Intermediate Similarity NPC472771
0.8205 Intermediate Similarity NPC193798
0.8205 Intermediate Similarity NPC82851
0.8205 Intermediate Similarity NPC263432
0.8205 Intermediate Similarity NPC5079
0.8201 Intermediate Similarity NPC477123
0.8201 Intermediate Similarity NPC329707
0.8201 Intermediate Similarity NPC476917
0.8201 Intermediate Similarity NPC327527
0.8201 Intermediate Similarity NPC477966
0.82 Intermediate Similarity NPC93666
0.8194 Intermediate Similarity NPC477403
0.8194 Intermediate Similarity NPC262872
0.8194 Intermediate Similarity NPC307383
0.8188 Intermediate Similarity NPC470999
0.8188 Intermediate Similarity NPC74612
0.8188 Intermediate Similarity NPC97904
0.8187 Intermediate Similarity NPC285227
0.8182 Intermediate Similarity NPC469485
0.8182 Intermediate Similarity NPC204663
0.8176 Intermediate Similarity NPC472765
0.8176 Intermediate Similarity NPC137295
0.8176 Intermediate Similarity NPC472766
0.817 Intermediate Similarity NPC114880
0.817 Intermediate Similarity NPC302054
0.817 Intermediate Similarity NPC237259
0.817 Intermediate Similarity NPC253201
0.817 Intermediate Similarity NPC34421
0.817 Intermediate Similarity NPC98206
0.8156 Intermediate Similarity NPC298190
0.8153 Intermediate Similarity NPC51568
0.8153 Intermediate Similarity NPC134254
0.8153 Intermediate Similarity NPC198047
0.8153 Intermediate Similarity NPC302369
0.8153 Intermediate Similarity NPC39986
0.8153 Intermediate Similarity NPC234660
0.8153 Intermediate Similarity NPC472773
0.8153 Intermediate Similarity NPC477405
0.8151 Intermediate Similarity NPC90296
0.8146 Intermediate Similarity NPC211625
0.8141 Intermediate Similarity NPC472653
0.8141 Intermediate Similarity NPC25255
0.8129 Intermediate Similarity NPC475066
0.8129 Intermediate Similarity NPC470119
0.8129 Intermediate Similarity NPC470118
0.8129 Intermediate Similarity NPC195131
0.8129 Intermediate Similarity NPC36655
0.8129 Intermediate Similarity NPC173544
0.8129 Intermediate Similarity NPC214495
0.8125 Intermediate Similarity NPC470995

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC205765 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
0.911 High Similarity NPD5760 Phase 2
0.911 High Similarity NPD5761 Phase 2
0.7485 Intermediate Similarity NPD8434 Phase 2
0.7483 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD6273 Approved
0.7396 Intermediate Similarity NPD6764 Approved
0.7396 Intermediate Similarity NPD6765 Approved
0.7368 Intermediate Similarity NPD2344 Approved
0.7338 Intermediate Similarity NPD4628 Phase 3
0.7256 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD6784 Approved
0.7225 Intermediate Similarity NPD6785 Approved
0.7179 Intermediate Similarity NPD2309 Approved
0.7143 Intermediate Similarity NPD1471 Phase 3
0.7044 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD2799 Discontinued
0.7007 Intermediate Similarity NPD1876 Approved
0.6986 Remote Similarity NPD3972 Approved
0.6975 Remote Similarity NPD5808 Clinical (unspecified phase)
0.697 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6968 Remote Similarity NPD2796 Approved
0.6957 Remote Similarity NPD920 Approved
0.6943 Remote Similarity NPD2800 Approved
0.6937 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6937 Remote Similarity NPD642 Clinical (unspecified phase)
0.6933 Remote Similarity NPD6832 Phase 2
0.6923 Remote Similarity NPD6005 Phase 3
0.6923 Remote Similarity NPD6002 Phase 3
0.6923 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6923 Remote Similarity NPD2346 Discontinued
0.6923 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6004 Phase 3
0.6918 Remote Similarity NPD7236 Approved
0.6909 Remote Similarity NPD7819 Suspended
0.6897 Remote Similarity NPD6559 Discontinued
0.6879 Remote Similarity NPD1549 Phase 2
0.6864 Remote Similarity NPD8127 Discontinued
0.6863 Remote Similarity NPD4140 Approved
0.6859 Remote Similarity NPD1551 Phase 2
0.6859 Remote Similarity NPD6100 Approved
0.6859 Remote Similarity NPD2935 Discontinued
0.6859 Remote Similarity NPD6099 Approved
0.6846 Remote Similarity NPD2797 Approved
0.6842 Remote Similarity NPD2313 Discontinued
0.6832 Remote Similarity NPD2534 Approved
0.6832 Remote Similarity NPD2532 Approved
0.6832 Remote Similarity NPD2533 Approved
0.6829 Remote Similarity NPD6599 Discontinued
0.6829 Remote Similarity NPD4380 Phase 2
0.6818 Remote Similarity NPD5735 Approved
0.6815 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6815 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6813 Remote Similarity NPD643 Clinical (unspecified phase)
0.6807 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6807 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6805 Remote Similarity NPD5494 Approved
0.6803 Remote Similarity NPD1547 Clinical (unspecified phase)
0.68 Remote Similarity NPD2798 Approved
0.68 Remote Similarity NPD6007 Clinical (unspecified phase)
0.68 Remote Similarity NPD5647 Approved
0.6797 Remote Similarity NPD8032 Phase 2
0.6795 Remote Similarity NPD7033 Discontinued
0.6792 Remote Similarity NPD7003 Approved
0.6786 Remote Similarity NPD3749 Approved
0.6786 Remote Similarity NPD7075 Discontinued
0.6781 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6774 Remote Similarity NPD6353 Approved
0.6774 Remote Similarity NPD1607 Approved
0.6768 Remote Similarity NPD7458 Discontinued
0.6768 Remote Similarity NPD3226 Approved
0.6757 Remote Similarity NPD9717 Approved
0.6753 Remote Similarity NPD1240 Approved
0.6733 Remote Similarity NPD1203 Approved
0.6732 Remote Similarity NPD3268 Approved
0.673 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6726 Remote Similarity NPD3882 Suspended
0.6711 Remote Similarity NPD5327 Phase 3
0.671 Remote Similarity NPD6355 Discontinued
0.6707 Remote Similarity NPD7239 Suspended
0.6688 Remote Similarity NPD1510 Phase 2
0.6688 Remote Similarity NPD6663 Approved
0.6688 Remote Similarity NPD4308 Phase 3
0.6687 Remote Similarity NPD7411 Suspended
0.6687 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6686 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2296 Approved
0.6667 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3818 Discontinued
0.6667 Remote Similarity NPD6959 Discontinued
0.6667 Remote Similarity NPD6653 Approved
0.6647 Remote Similarity NPD6279 Approved
0.6647 Remote Similarity NPD6801 Discontinued
0.6647 Remote Similarity NPD1934 Approved
0.6647 Remote Similarity NPD6280 Approved
0.6644 Remote Similarity NPD1608 Approved
0.6629 Remote Similarity NPD5844 Phase 1
0.6627 Remote Similarity NPD7768 Phase 2
0.6626 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6625 Remote Similarity NPD1243 Approved
0.6623 Remote Similarity NPD6362 Approved
0.6622 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6604 Remote Similarity NPD5763 Approved
0.6604 Remote Similarity NPD5762 Approved
0.6603 Remote Similarity NPD447 Suspended
0.6603 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6584 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6584 Remote Similarity NPD4110 Phase 3
0.6571 Remote Similarity NPD7893 Clinical (unspecified phase)
0.657 Remote Similarity NPD1247 Approved
0.6564 Remote Similarity NPD6799 Approved
0.6562 Remote Similarity NPD970 Clinical (unspecified phase)
0.6558 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6552 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6548 Remote Similarity NPD6844 Discontinued
0.6536 Remote Similarity NPD5736 Approved
0.6536 Remote Similarity NPD9494 Approved
0.6536 Remote Similarity NPD8312 Approved
0.6536 Remote Similarity NPD8313 Approved
0.6534 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6532 Remote Similarity NPD6808 Phase 2
0.6528 Remote Similarity NPD1241 Discontinued
0.6527 Remote Similarity NPD7028 Phase 2
0.6516 Remote Similarity NPD411 Approved
0.6516 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6514 Remote Similarity NPD7473 Discontinued
0.6509 Remote Similarity NPD2801 Approved
0.6497 Remote Similarity NPD8404 Phase 2
0.6486 Remote Similarity NPD5585 Approved
0.6481 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6481 Remote Similarity NPD3750 Approved
0.648 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6477 Remote Similarity NPD7799 Discontinued
0.6474 Remote Similarity NPD7199 Phase 2
0.6471 Remote Similarity NPD5402 Approved
0.6471 Remote Similarity NPD1019 Discontinued
0.6464 Remote Similarity NPD8055 Clinical (unspecified phase)
0.646 Remote Similarity NPD2424 Discontinued
0.6457 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6457 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6457 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6457 Remote Similarity NPD6166 Phase 2
0.6456 Remote Similarity NPD6651 Approved
0.6453 Remote Similarity NPD919 Approved
0.645 Remote Similarity NPD7577 Discontinued
0.6447 Remote Similarity NPD1283 Approved
0.6446 Remote Similarity NPD5403 Approved
0.6443 Remote Similarity NPD3019 Approved
0.6443 Remote Similarity NPD2932 Approved
0.6443 Remote Similarity NPD17 Approved
0.6437 Remote Similarity NPD7315 Approved
0.6437 Remote Similarity NPD6232 Discontinued
0.6434 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6433 Remote Similarity NPD4966 Approved
0.6433 Remote Similarity NPD4307 Phase 2
0.6433 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6433 Remote Similarity NPD4967 Phase 2
0.6433 Remote Similarity NPD4965 Approved
0.6425 Remote Similarity NPD7685 Pre-registration
0.6424 Remote Similarity NPD4662 Approved
0.6424 Remote Similarity NPD4661 Approved
0.641 Remote Similarity NPD6410 Clinical (unspecified phase)
0.641 Remote Similarity NPD3764 Approved
0.6405 Remote Similarity NPD3266 Approved
0.6405 Remote Similarity NPD3267 Approved
0.6404 Remote Similarity NPD7074 Phase 3
0.64 Remote Similarity NPD3926 Phase 2
0.6395 Remote Similarity NPD9493 Approved
0.6378 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6369 Remote Similarity NPD2649 Approved
0.6369 Remote Similarity NPD2651 Approved
0.6364 Remote Similarity NPD1511 Approved
0.6364 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4624 Approved
0.6353 Remote Similarity NPD37 Approved
0.6348 Remote Similarity NPD7286 Phase 2
0.6348 Remote Similarity NPD7054 Approved
0.6346 Remote Similarity NPD7008 Discontinued
0.6343 Remote Similarity NPD7229 Phase 3
0.6343 Remote Similarity NPD5710 Approved
0.6343 Remote Similarity NPD5711 Approved
0.6337 Remote Similarity NPD7057 Phase 3
0.6337 Remote Similarity NPD7058 Phase 2
0.6335 Remote Similarity NPD4477 Approved
0.6335 Remote Similarity NPD4476 Approved
0.6335 Remote Similarity NPD5712 Approved
0.6333 Remote Similarity NPD1778 Approved
0.6329 Remote Similarity NPD3620 Phase 2
0.6329 Remote Similarity NPD2979 Phase 3
0.6329 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6329 Remote Similarity NPD3142 Approved
0.6329 Remote Similarity NPD3140 Approved
0.6327 Remote Similarity NPD7157 Approved
0.6325 Remote Similarity NPD5401 Approved
0.6323 Remote Similarity NPD2861 Phase 2
0.6313 Remote Similarity NPD7472 Approved
0.6309 Remote Similarity NPD7741 Discontinued
0.6309 Remote Similarity NPD9545 Approved
0.6307 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6306 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6303 Remote Similarity NPD7440 Discontinued

Structure

External Identifiers

PubChem CID   11361184
ChEMBL   CHEMBL1078661
ZINC  

Physicochemical Properties

Molecular Weight:  386.28
ALogP:  1.2125
MLogP:  3.88
XLogP:  7.89
# Rotatable Bonds:  10
Polar Surface Area:  50.44
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  28

Download Data

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Biological Activities  
Similar NPs/Drugs