Natural Product: NPC470632

Natural Product ID:  NPC470632
Common Name:   Salvinicin B
IUPAC Name:   methyl (1R,3S,4aR,4bS,6R,8aR,10aR)-3-acetyloxy-6-[(2S,3R,4S,5R)-3,4-dihydroxy-2,5-dimethoxyoxolan-3-yl]-4b,10a-dimethyl-4,8-dioxo-1,2,3,4a,5,6,7,8a,9,10-decahydrophenanthrene-1-carboxylate
Synonyms:   Salvinicin B
Molecular Formula:   C26H38O11
Standard InCHIKey:  ODBHOLKTMJCQDG-RRQPKOPKSA-N
Standard InCHI:  InChI=1S/C26H38O11/c1-12(27)36-17-10-15(21(31)33-4)24(2)8-7-14-16(28)9-13(11-25(14,3)19(24)18(17)29)26(32)20(30)22(34-5)37-23(26)35-6/h13-15,17,19-20,22-23,30,32H,7-11H2,1-6H3/t13-,14-,15-,17-,19-,20+,22+,23-,24-,25-,26+/m0/s1
Canonical SMILES:  COC(=O)[C@@H]1C[C@H](OC(=O)C)C(=O)[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)C[C@H](CC1=O)[C@]1(O)[C@@H](OC)O[C@H]([C@H]1O)OC
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
NPO634 Salvia divinorum Species Lamiaceae Eukaryota PMID[15987194]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT272 Individual Protein Kappa opioid receptor Homo sapiens Ki = 7020 nM 19097674
NPT271 Individual Protein Delta opioid receptor Homo sapiens Ki > 10000 nM 23910596
NPT4390 Others Opioid receptors; mu & kappa Homo sapiens Ratio Ki = 1.4 PubChem BioAssay data set
NPT145 Individual Protein Mu opioid receptor Homo sapiens Ki > 1900 nM 24901800
NPT272 Individual Protein Kappa opioid receptor Homo sapiens Ki > 1900 nM 23270663
NPT5131 Others Opioid receptors; delta & kappa Homo sapiens Ratio Ki = 1.4 21051535
NPT145 Individual Protein Mu opioid receptor Homo sapiens Ki > 10000 nM 18183025

  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 NPC470632 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
0.978 High Similarity NPC74466
0.8632 High Similarity NPC247877
0.8632 High Similarity NPC309127
0.8462 Intermediate Similarity NPC79308
0.8454 Intermediate Similarity NPC475785
0.8454 Intermediate Similarity NPC475765
0.8431 Intermediate Similarity NPC203974
0.8333 Intermediate Similarity NPC472147
0.8333 Intermediate Similarity NPC472148
0.8269 Intermediate Similarity NPC236753
0.8269 Intermediate Similarity NPC228190
0.8229 Intermediate Similarity NPC475878
0.8182 Intermediate Similarity NPC472273
0.8095 Intermediate Similarity NPC208333
0.8095 Intermediate Similarity NPC227879
0.8085 Intermediate Similarity NPC92139
0.802 Intermediate Similarity NPC80417
0.8019 Intermediate Similarity NPC470622
0.7961 Intermediate Similarity NPC34562
0.7944 Intermediate Similarity NPC473062
0.7938 Intermediate Similarity NPC477442
0.7938 Intermediate Similarity NPC477444
0.7938 Intermediate Similarity NPC477433
0.7917 Intermediate Similarity NPC236459
0.7909 Intermediate Similarity NPC179429
0.7905 Intermediate Similarity NPC126753
0.79 Intermediate Similarity NPC476728
0.7895 Intermediate Similarity NPC248216
0.7895 Intermediate Similarity NPC120395
0.789 Intermediate Similarity NPC477465
0.7864 Intermediate Similarity NPC80640
0.7835 Intermediate Similarity NPC477443
0.7835 Intermediate Similarity NPC477440
0.783 Intermediate Similarity NPC472079
0.781 Intermediate Similarity NPC215408
0.781 Intermediate Similarity NPC166079
0.78 Intermediate Similarity NPC215570
0.7798 Intermediate Similarity NPC97002
0.7789 Intermediate Similarity NPC62572
0.7789 Intermediate Similarity NPC477445
0.7757 Intermediate Similarity NPC87393
0.7757 Intermediate Similarity NPC469825
0.7755 Intermediate Similarity NPC472146
0.7755 Intermediate Similarity NPC185529
0.7745 Intermediate Similarity NPC472144
0.7714 Intermediate Similarity NPC88469
0.7714 Intermediate Similarity NPC267637
0.7714 Intermediate Similarity NPC100078
0.7708 Intermediate Similarity NPC471411
0.7708 Intermediate Similarity NPC471410
0.7706 Intermediate Similarity NPC157571
0.7706 Intermediate Similarity NPC477489
0.77 Intermediate Similarity NPC206878
0.7692 Intermediate Similarity NPC244969
0.7692 Intermediate Similarity NPC213528
0.7685 Intermediate Similarity NPC471431
0.7685 Intermediate Similarity NPC66513
0.7684 Intermediate Similarity NPC105895
0.7677 Intermediate Similarity NPC216137
0.767 Intermediate Similarity NPC20028
0.7664 Intermediate Similarity NPC202898
0.7664 Intermediate Similarity NPC207693
0.7664 Intermediate Similarity NPC469826
0.7664 Intermediate Similarity NPC475319
0.7664 Intermediate Similarity NPC92890
0.7658 Intermediate Similarity NPC475490
0.7647 Intermediate Similarity NPC266417
0.7647 Intermediate Similarity NPC472145
0.7642 Intermediate Similarity NPC158051
0.7642 Intermediate Similarity NPC158367
0.7642 Intermediate Similarity NPC273189
0.7642 Intermediate Similarity NPC119628
0.7642 Intermediate Similarity NPC306776
0.7642 Intermediate Similarity NPC184805
0.7629 Intermediate Similarity NPC470920
0.7624 Intermediate Similarity NPC287354
0.7624 Intermediate Similarity NPC62407
0.7624 Intermediate Similarity NPC470031
0.7615 Intermediate Similarity NPC469824
0.7611 Intermediate Similarity NPC178548
0.7611 Intermediate Similarity NPC258592
0.76 Intermediate Similarity NPC474379
0.76 Intermediate Similarity NPC475307
0.7596 Intermediate Similarity NPC478181
0.7596 Intermediate Similarity NPC178853
0.7596 Intermediate Similarity NPC477172
0.7593 Intermediate Similarity NPC22709
0.7593 Intermediate Similarity NPC220836
0.7593 Intermediate Similarity NPC233433
0.7593 Intermediate Similarity NPC473817
0.7593 Intermediate Similarity NPC94086
0.7593 Intermediate Similarity NPC92297
0.7593 Intermediate Similarity NPC273002
0.7576 Intermediate Similarity NPC470114
0.7576 Intermediate Similarity NPC50443
0.7576 Intermediate Similarity NPC18536
0.7573 Intermediate Similarity NPC474724
0.757 Intermediate Similarity NPC471430
0.757 Intermediate Similarity NPC138219
0.757 Intermediate Similarity NPC40716
0.757 Intermediate Similarity NPC475630
0.757 Intermediate Similarity NPC475234
0.7568 Intermediate Similarity NPC79193
0.7551 Intermediate Similarity NPC221993
0.7551 Intermediate Similarity NPC33398
0.7551 Intermediate Similarity NPC476435
0.7549 Intermediate Similarity NPC235109
0.7549 Intermediate Similarity NPC163685
0.7549 Intermediate Similarity NPC193785
0.7547 Intermediate Similarity NPC470167
0.7526 Intermediate Similarity NPC80700
0.7526 Intermediate Similarity NPC477441
0.7524 Intermediate Similarity NPC470172
0.7524 Intermediate Similarity NPC80191
0.7524 Intermediate Similarity NPC471254
0.7524 Intermediate Similarity NPC310031
0.7521 Intermediate Similarity NPC87662
0.75 Intermediate Similarity NPC18953
0.75 Intermediate Similarity NPC262567
0.75 Intermediate Similarity NPC231566
0.75 Intermediate Similarity NPC190185
0.75 Intermediate Similarity NPC471626
0.75 Intermediate Similarity NPC227397
0.75 Intermediate Similarity NPC473299
0.75 Intermediate Similarity NPC316930
0.75 Intermediate Similarity NPC41843
0.75 Intermediate Similarity NPC213084
0.75 Intermediate Similarity NPC473688
0.75 Intermediate Similarity NPC307865
0.75 Intermediate Similarity NPC477434
0.7478 Intermediate Similarity NPC258815
0.7478 Intermediate Similarity NPC194310
0.7478 Intermediate Similarity NPC412
0.7478 Intermediate Similarity NPC131841
0.7478 Intermediate Similarity NPC241310
0.7478 Intermediate Similarity NPC47567
0.7478 Intermediate Similarity NPC258789
0.7478 Intermediate Similarity NPC169727
0.7476 Intermediate Similarity NPC471241
0.7475 Intermediate Similarity NPC471459
0.7475 Intermediate Similarity NPC67653
0.7474 Intermediate Similarity NPC317066
0.7474 Intermediate Similarity NPC328007
0.7453 Intermediate Similarity NPC473406
0.7453 Intermediate Similarity NPC107385
0.7453 Intermediate Similarity NPC471253
0.7451 Intermediate Similarity NPC305808
0.7451 Intermediate Similarity NPC82633
0.7434 Intermediate Similarity NPC146432
0.7434 Intermediate Similarity NPC470778
0.7431 Intermediate Similarity NPC320475
0.7431 Intermediate Similarity NPC321661
0.7426 Intermediate Similarity NPC161035
0.7426 Intermediate Similarity NPC472232
0.7426 Intermediate Similarity NPC472231
0.7419 Intermediate Similarity NPC185465
0.7414 Intermediate Similarity NPC235438
0.7414 Intermediate Similarity NPC249848
0.7414 Intermediate Similarity NPC107966
0.7414 Intermediate Similarity NPC40775
0.7411 Intermediate Similarity NPC299849
0.7396 Intermediate Similarity NPC327451
0.7396 Intermediate Similarity NPC474346
0.7396 Intermediate Similarity NPC213737
0.7396 Intermediate Similarity NPC474284
0.7396 Intermediate Similarity NPC474253
0.7396 Intermediate Similarity NPC475820
0.7395 Intermediate Similarity NPC295220
0.7395 Intermediate Similarity NPC475636
0.7387 Intermediate Similarity NPC477492
0.7383 Intermediate Similarity NPC469827
0.7379 Intermediate Similarity NPC238796
0.7379 Intermediate Similarity NPC116683
0.7379 Intermediate Similarity NPC477264
0.7379 Intermediate Similarity NPC237071
0.7379 Intermediate Similarity NPC203434
0.7374 Intermediate Similarity NPC471221
0.7374 Intermediate Similarity NPC470872
0.7374 Intermediate Similarity NPC476379
0.7373 Intermediate Similarity NPC285091
0.7368 Intermediate Similarity NPC271572
0.7368 Intermediate Similarity NPC286347
0.7368 Intermediate Similarity NPC58631
0.7368 Intermediate Similarity NPC48756
0.7368 Intermediate Similarity NPC474870
0.7368 Intermediate Similarity NPC280781
0.7364 Intermediate Similarity NPC100908
0.7364 Intermediate Similarity NPC470065
0.7353 Intermediate Similarity NPC470423
0.7353 Intermediate Similarity NPC151214
0.7353 Intermediate Similarity NPC470424
0.7353 Intermediate Similarity NPC191915
0.735 Intermediate Similarity NPC235405
0.735 Intermediate Similarity NPC281148
0.735 Intermediate Similarity NPC30735
0.7347 Intermediate Similarity NPC476726
0.7347 Intermediate Similarity NPC476717
0.7347 Intermediate Similarity NPC476727
0.7347 Intermediate Similarity NPC472272
0.7345 Intermediate Similarity NPC235539

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470632 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
0.7714 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD8328 Phase 3
0.7128 Intermediate Similarity NPD6116 Phase 1
0.7117 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD6882 Approved
0.7027 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD6117 Approved
0.7018 Intermediate Similarity NPD8133 Approved
0.6989 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6967 Remote Similarity NPD7736 Approved
0.6964 Remote Similarity NPD6373 Approved
0.6964 Remote Similarity NPD6372 Approved
0.693 Remote Similarity NPD8297 Approved
0.6909 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6909 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6885 Remote Similarity NPD8293 Discontinued
0.6875 Remote Similarity NPD6118 Approved
0.6875 Remote Similarity NPD6697 Approved
0.6875 Remote Similarity NPD6115 Approved
0.6875 Remote Similarity NPD6114 Approved
0.6847 Remote Similarity NPD5739 Approved
0.6847 Remote Similarity NPD6402 Approved
0.6847 Remote Similarity NPD7128 Approved
0.6847 Remote Similarity NPD6675 Approved
0.6842 Remote Similarity NPD6649 Approved
0.6842 Remote Similarity NPD6650 Approved
0.6833 Remote Similarity NPD6370 Approved
0.6774 Remote Similarity NPD6081 Approved
0.6774 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6774 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6762 Remote Similarity NPD8171 Discontinued
0.6739 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6739 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6737 Remote Similarity NPD3703 Phase 2
0.6726 Remote Similarity NPD6881 Approved
0.6726 Remote Similarity NPD7320 Approved
0.6726 Remote Similarity NPD6899 Approved
0.6721 Remote Similarity NPD7492 Approved
0.67 Remote Similarity NPD3669 Approved
0.67 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4789 Approved
0.6667 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD1780 Approved
0.6667 Remote Similarity NPD1779 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD7507 Approved
0.6637 Remote Similarity NPD5701 Approved
0.6637 Remote Similarity NPD5697 Approved
0.6636 Remote Similarity NPD1700 Approved
0.6613 Remote Similarity NPD7078 Approved
0.661 Remote Similarity NPD6940 Discontinued
0.6609 Remote Similarity NPD7290 Approved
0.6609 Remote Similarity NPD7102 Approved
0.6609 Remote Similarity NPD6883 Approved
0.6596 Remote Similarity NPD5777 Approved
0.6579 Remote Similarity NPD6686 Approved
0.6562 Remote Similarity NPD3702 Approved
0.6555 Remote Similarity NPD6009 Approved
0.6552 Remote Similarity NPD8130 Phase 1
0.6552 Remote Similarity NPD6617 Approved
0.6552 Remote Similarity NPD6847 Approved
0.6552 Remote Similarity NPD6869 Approved
0.6529 Remote Similarity NPD6319 Approved
0.6522 Remote Similarity NPD6012 Approved
0.6522 Remote Similarity NPD6013 Approved
0.6522 Remote Similarity NPD6014 Approved
0.6509 Remote Similarity NPD8034 Phase 2
0.6509 Remote Similarity NPD8035 Phase 2
0.6508 Remote Similarity NPD7319 Approved
0.6491 Remote Similarity NPD6412 Phase 2
0.6489 Remote Similarity NPD4245 Approved
0.6489 Remote Similarity NPD4244 Approved
0.6475 Remote Similarity NPD6016 Approved
0.6475 Remote Similarity NPD6921 Approved
0.6475 Remote Similarity NPD6015 Approved
0.6455 Remote Similarity NPD5696 Approved
0.6452 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5360 Phase 3
0.6435 Remote Similarity NPD6011 Approved
0.6423 Remote Similarity NPD5988 Approved
0.6413 Remote Similarity NPD4224 Phase 2
0.641 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6383 Remote Similarity NPD3698 Phase 2
0.6383 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6084 Phase 2
0.6364 Remote Similarity NPD6083 Phase 2
0.6303 Remote Similarity NPD4632 Approved
0.6296 Remote Similarity NPD6399 Phase 3
0.6283 Remote Similarity NPD8084 Approved
0.6283 Remote Similarity NPD8086 Approved
0.6283 Remote Similarity NPD8083 Approved
0.6283 Remote Similarity NPD8138 Approved
0.6283 Remote Similarity NPD8082 Approved
0.6283 Remote Similarity NPD8139 Approved
0.6283 Remote Similarity NPD8085 Approved
0.625 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6238 Remote Similarity NPD6928 Phase 2
0.6228 Remote Similarity NPD8276 Approved
0.6228 Remote Similarity NPD8275 Approved
0.6216 Remote Similarity NPD4755 Approved
0.6216 Remote Similarity NPD7902 Approved
0.62 Remote Similarity NPD3671 Phase 1
0.6198 Remote Similarity NPD6274 Approved
0.6179 Remote Similarity NPD7100 Approved
0.6179 Remote Similarity NPD7101 Approved
0.6174 Remote Similarity NPD8081 Approved
0.6172 Remote Similarity NPD6033 Approved
0.6139 Remote Similarity NPD7329 Approved
0.6129 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6121 Remote Similarity NPD8393 Approved
0.6111 Remote Similarity NPD7604 Phase 2
0.6106 Remote Similarity NPD4700 Approved
0.6106 Remote Similarity NPD5286 Approved
0.6106 Remote Similarity NPD5285 Approved
0.6106 Remote Similarity NPD4696 Approved
0.6102 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6098 Remote Similarity NPD7328 Approved
0.6098 Remote Similarity NPD7327 Approved
0.6098 Remote Similarity NPD6335 Approved
0.6091 Remote Similarity NPD7748 Approved
0.6082 Remote Similarity NPD4758 Discontinued
0.608 Remote Similarity NPD8516 Approved
0.608 Remote Similarity NPD6908 Approved
0.608 Remote Similarity NPD8515 Approved
0.608 Remote Similarity NPD5983 Phase 2
0.608 Remote Similarity NPD8513 Phase 3
0.608 Remote Similarity NPD6909 Approved
0.608 Remote Similarity NPD8517 Approved
0.6055 Remote Similarity NPD7515 Phase 2
0.605 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6048 Remote Similarity NPD7516 Approved
0.604 Remote Similarity NPD5364 Discontinued
0.6036 Remote Similarity NPD5695 Phase 3
0.6022 Remote Similarity NPD7909 Approved
0.6016 Remote Similarity NPD7115 Discovery
0.6016 Remote Similarity NPD6317 Approved
0.6016 Remote Similarity NPD6336 Discontinued
0.6 Remote Similarity NPD5226 Approved
0.6 Remote Similarity NPD8294 Approved
0.6 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD5225 Approved
0.6 Remote Similarity NPD4633 Approved
0.6 Remote Similarity NPD5224 Approved
0.6 Remote Similarity NPD8377 Approved
0.5983 Remote Similarity NPD4767 Approved
0.5983 Remote Similarity NPD4768 Approved
0.5982 Remote Similarity NPD4697 Phase 3
0.5979 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5968 Remote Similarity NPD6313 Approved
0.5968 Remote Similarity NPD6314 Approved
0.596 Remote Similarity NPD1810 Approved
0.596 Remote Similarity NPD1811 Approved
0.5952 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5952 Remote Similarity NPD8033 Approved
0.5952 Remote Similarity NPD8335 Approved
0.5952 Remote Similarity NPD8380 Approved
0.5952 Remote Similarity NPD8378 Approved
0.5952 Remote Similarity NPD8296 Approved
0.5952 Remote Similarity NPD8379 Approved
0.5948 Remote Similarity NPD5175 Approved
0.5948 Remote Similarity NPD5174 Approved
0.5946 Remote Similarity NPD7900 Approved
0.5946 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5935 Remote Similarity NPD6868 Approved
0.5926 Remote Similarity NPD5737 Approved
0.5926 Remote Similarity NPD6672 Approved
0.5917 Remote Similarity NPD4634 Approved
0.5913 Remote Similarity NPD5223 Approved
0.5897 Remote Similarity NPD5141 Approved
0.5893 Remote Similarity NPD5210 Approved
0.5893 Remote Similarity NPD4629 Approved
0.5882 Remote Similarity NPD4730 Approved
0.5882 Remote Similarity NPD4729 Approved
0.5877 Remote Similarity NPD4225 Approved
0.5872 Remote Similarity NPD5328 Approved
0.5868 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5862 Remote Similarity NPD8300 Approved
0.5862 Remote Similarity NPD8301 Approved
0.5859 Remote Similarity NPD6067 Discontinued
0.5847 Remote Similarity NPD6920 Discontinued
0.5847 Remote Similarity NPD6008 Approved
0.5841 Remote Similarity NPD5222 Approved
0.5841 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5841 Remote Similarity NPD5221 Approved
0.5833 Remote Similarity NPD896 Approved
0.5833 Remote Similarity NPD898 Approved
0.5833 Remote Similarity NPD897 Approved
0.5827 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5812 Remote Similarity NPD4754 Approved
0.5798 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5798 Remote Similarity NPD8307 Discontinued
0.5798 Remote Similarity NPD8140 Approved
0.5789 Remote Similarity NPD5173 Approved
0.5785 Remote Similarity NPD5248 Approved
0.5785 Remote Similarity NPD5247 Approved
0.5785 Remote Similarity NPD5250 Approved
0.5785 Remote Similarity NPD5251 Approved
0.5785 Remote Similarity NPD5249 Phase 3

Structure

External Identifiers

PubChem CID   71454521
ChEMBL   CHEMBL2113369
ZINC  

Physicochemical Properties

Molecular Weight:  526.24
ALogP:  -1.2701
MLogP:  3.11
XLogP:  0.495
# Rotatable Bonds:  15
Polar Surface Area:  154.89
# H-Bond Aceptor:  11
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  37

Download Data

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