Natural Product: NPC249977

Natural Product ID:  NPC249977
Common Name:   (3-Heptyl-5-Hydroxyphenyl) 2-Heptyl-4-Hydroxy-6-[(2S,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxymethyl]Oxan-2-Yl]Oxybenzoate
IUPAC Name:   (3-heptyl-5-hydroxyphenyl) 2-heptyl-4-hydroxy-6-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybenzoate
Synonyms:  
Molecular Formula:   C39H58O15
Standard InCHIKey:  FTTHHGZRBOOVTE-WNQXWLONSA-N
Standard InCHI:  InChI=1S/C39H58O15/c1-3-5-7-9-11-13-22-15-24(41)18-26(16-22)51-37(49)30-23(14-12-10-8-6-4-2)17-25(42)19-27(30)52-39-36(48)34(46)32(44)29(54-39)21-50-38-35(47)33(45)31(43)28(20-40)53-38/h15-19,28-29,31-36,38-48H,3-14,20-21H2,1-2H3/t28-,29-,31+,32+,33+,34+,35-,36-,38-,39-/m1/s1
Canonical SMILES:  CCCCCCCc1cc(O)cc(c1C(=O)Oc1cc(O)cc(c1)CCCCCCC)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@@H]([C@H]1O)O)O
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
NPO33495 Acremonium sp. BCC 14080 Species NA Eukaryota PMID[18363379]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 > 10000 nM 21839640
NPT91 Cell Line KB Homo sapiens IC50 > 25000 nM 20498317
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 IC50 > 50000 nM 20498317
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 32100 nM 18502124
NPT2 Others Unspecified IC50 = 20200 nM 15165134
NPT639 Cell Line NCI-H187 Homo sapiens IC50 > 25000 nM 15165134

  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 NPC249977 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
0.9873 High Similarity NPC7752
0.95 High Similarity NPC99216
0.9494 High Similarity NPC328093
0.9451 High Similarity NPC63105
0.9387 High Similarity NPC298778
0.9367 High Similarity NPC257309
0.9329 High Similarity NPC257011
0.9329 High Similarity NPC9002
0.9329 High Similarity NPC288152
0.9329 High Similarity NPC137871
0.9281 High Similarity NPC84494
0.9281 High Similarity NPC245059
0.9273 High Similarity NPC213052
0.9268 High Similarity NPC199079
0.9268 High Similarity NPC210808
0.9264 High Similarity NPC298847
0.9226 High Similarity NPC477860
0.9226 High Similarity NPC164047
0.9226 High Similarity NPC475161
0.9226 High Similarity NPC470448
0.9226 High Similarity NPC470453
0.9226 High Similarity NPC470452
0.9217 High Similarity NPC199533
0.9217 High Similarity NPC470454
0.9217 High Similarity NPC474345
0.9217 High Similarity NPC68381
0.9207 High Similarity NPC259905
0.9202 High Similarity NPC178851
0.9202 High Similarity NPC70441
0.9193 High Similarity NPC101636
0.9187 High Similarity NPC308265
0.9182 High Similarity NPC261866
0.9182 High Similarity NPC127406
0.9182 High Similarity NPC206378
0.9177 High Similarity NPC185103
0.9176 High Similarity NPC229817
0.9176 High Similarity NPC475352
0.9176 High Similarity NPC473686
0.9176 High Similarity NPC221140
0.9176 High Similarity NPC475220
0.9172 High Similarity NPC293227
0.9172 High Similarity NPC473717
0.9172 High Similarity NPC475662
0.9172 High Similarity NPC473631
0.9162 High Similarity NPC46958
0.9141 High Similarity NPC475979
0.9136 High Similarity NPC298171
0.913 High Similarity NPC271270
0.913 High Similarity NPC246469
0.913 High Similarity NPC271479
0.913 High Similarity NPC142860
0.913 High Similarity NPC97285
0.9125 High Similarity NPC43638
0.9119 High Similarity NPC72649
0.9119 High Similarity NPC39351
0.9119 High Similarity NPC26195
0.9119 High Similarity NPC169248
0.9119 High Similarity NPC97052
0.9096 High Similarity NPC271385
0.9096 High Similarity NPC30432
0.9096 High Similarity NPC76128
0.9096 High Similarity NPC472386
0.9096 High Similarity NPC5029
0.9096 High Similarity NPC111536
0.9091 High Similarity NPC43587
0.9091 High Similarity NPC222455
0.9091 High Similarity NPC293629
0.9085 High Similarity NPC236934
0.9085 High Similarity NPC298666
0.9085 High Similarity NPC5778
0.9085 High Similarity NPC68592
0.9085 High Similarity NPC262222
0.908 High Similarity NPC257566
0.908 High Similarity NPC29830
0.908 High Similarity NPC124155
0.9074 High Similarity NPC303913
0.9068 High Similarity NPC279732
0.9068 High Similarity NPC73511
0.9068 High Similarity NPC138811
0.9068 High Similarity NPC473634
0.9068 High Similarity NPC22062
0.9068 High Similarity NPC43761
0.9064 High Similarity NPC241847
0.9062 High Similarity NPC170475
0.9057 High Similarity NPC106625
0.9048 High Similarity NPC475246
0.9042 High Similarity NPC46640
0.9042 High Similarity NPC219600
0.9042 High Similarity NPC263119
0.9042 High Similarity NPC25724
0.9042 High Similarity NPC34436
0.9042 High Similarity NPC166674
0.9036 High Similarity NPC177731
0.9036 High Similarity NPC79056
0.9036 High Similarity NPC44328
0.9036 High Similarity NPC76047
0.9036 High Similarity NPC105095
0.903 High Similarity NPC477502
0.9024 High Similarity NPC294722
0.9018 High Similarity NPC190450
0.9018 High Similarity NPC259834
0.9018 High Similarity NPC473043
0.9018 High Similarity NPC300537
0.9018 High Similarity NPC472876
0.9018 High Similarity NPC127782
0.9018 High Similarity NPC44947
0.9018 High Similarity NPC475382
0.9012 High Similarity NPC473623
0.9012 High Similarity NPC472320
0.9012 High Similarity NPC153342
0.9006 High Similarity NPC258035
0.9006 High Similarity NPC129827
0.9006 High Similarity NPC161749
0.9006 High Similarity NPC197896
0.9006 High Similarity NPC44931
0.9006 High Similarity NPC313163
0.9006 High Similarity NPC473512
0.9006 High Similarity NPC156457
0.9006 High Similarity NPC65003
0.9 High Similarity NPC95090
0.9 High Similarity NPC99233
0.9 High Similarity NPC27408
0.8994 High Similarity NPC121001
0.8994 High Similarity NPC120952
0.8994 High Similarity NPC259182
0.8988 High Similarity NPC3718
0.8982 High Similarity NPC47140
0.8982 High Similarity NPC261254
0.8982 High Similarity NPC67134
0.8976 High Similarity NPC270578
0.8976 High Similarity NPC473202
0.8976 High Similarity NPC472381
0.8976 High Similarity NPC472383
0.8976 High Similarity NPC209296
0.8976 High Similarity NPC5319
0.8976 High Similarity NPC195257
0.8976 High Similarity NPC105283
0.8976 High Similarity NPC52382
0.8976 High Similarity NPC229687
0.897 High Similarity NPC64425
0.897 High Similarity NPC210073
0.897 High Similarity NPC115674
0.8966 High Similarity NPC264302
0.8963 High Similarity NPC222936
0.8963 High Similarity NPC473644
0.8963 High Similarity NPC88023
0.8963 High Similarity NPC284960
0.8963 High Similarity NPC19709
0.8963 High Similarity NPC311850
0.8963 High Similarity NPC243930
0.8963 High Similarity NPC309025
0.8957 High Similarity NPC48093
0.8957 High Similarity NPC69868
0.8957 High Similarity NPC85707
0.8957 High Similarity NPC216496
0.8957 High Similarity NPC224530
0.8957 High Similarity NPC259957
0.8957 High Similarity NPC47923
0.8957 High Similarity NPC159579
0.8957 High Similarity NPC129217
0.8953 High Similarity NPC87583
0.8944 High Similarity NPC473657
0.8944 High Similarity NPC295613
0.8944 High Similarity NPC45165
0.8938 High Similarity NPC210003
0.8938 High Similarity NPC29763
0.8938 High Similarity NPC83283
0.8938 High Similarity NPC39360
0.8938 High Similarity NPC299435
0.8938 High Similarity NPC143851
0.8938 High Similarity NPC260604
0.8935 High Similarity NPC473862
0.8935 High Similarity NPC472384
0.8935 High Similarity NPC471669
0.8935 High Similarity NPC472380
0.8935 High Similarity NPC89127
0.8935 High Similarity NPC255799
0.8935 High Similarity NPC297574
0.8935 High Similarity NPC472382
0.8935 High Similarity NPC475233
0.8931 High Similarity NPC190217
0.8931 High Similarity NPC70016
0.8931 High Similarity NPC215921
0.8929 High Similarity NPC473550
0.8929 High Similarity NPC208668
0.8929 High Similarity NPC175230
0.8929 High Similarity NPC472054
0.8929 High Similarity NPC172033
0.8929 High Similarity NPC88560
0.8922 High Similarity NPC150767
0.8922 High Similarity NPC116864
0.8922 High Similarity NPC209550
0.8922 High Similarity NPC181778
0.8922 High Similarity NPC277532
0.8922 High Similarity NPC78734
0.8922 High Similarity NPC183357
0.8922 High Similarity NPC21190
0.8922 High Similarity NPC51326
0.8922 High Similarity NPC138990
0.8922 High Similarity NPC44558

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC249977 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
0.9036 High Similarity NPD7074 Phase 3
0.9006 High Similarity NPD4381 Clinical (unspecified phase)
0.8976 High Similarity NPD7804 Clinical (unspecified phase)
0.8976 High Similarity NPD7054 Approved
0.8922 High Similarity NPD7472 Approved
0.8876 High Similarity NPD7808 Phase 3
0.8817 High Similarity NPD7251 Discontinued
0.8757 High Similarity NPD6797 Phase 2
0.8704 High Similarity NPD7819 Suspended
0.8655 High Similarity NPD4338 Clinical (unspecified phase)
0.858 High Similarity NPD3818 Discontinued
0.8545 High Similarity NPD7075 Discontinued
0.8497 Intermediate Similarity NPD8313 Approved
0.8497 Intermediate Similarity NPD8312 Approved
0.8488 Intermediate Similarity NPD6559 Discontinued
0.8485 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8475 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD6166 Phase 2
0.8415 Intermediate Similarity NPD1934 Approved
0.8405 Intermediate Similarity NPD4380 Phase 2
0.8393 Intermediate Similarity NPD6959 Discontinued
0.8364 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8364 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8364 Intermediate Similarity NPD1465 Phase 2
0.8314 Intermediate Similarity NPD5844 Phase 1
0.8313 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8256 Intermediate Similarity NPD7228 Approved
0.8218 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8204 Intermediate Similarity NPD3817 Phase 2
0.8201 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.8201 Intermediate Similarity NPD7783 Phase 2
0.8193 Intermediate Similarity NPD6801 Discontinued
0.8191 Intermediate Similarity NPD8151 Discontinued
0.8176 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8144 Intermediate Similarity NPD8455 Phase 2
0.8133 Intermediate Similarity NPD7411 Suspended
0.8129 Intermediate Similarity NPD6232 Discontinued
0.8113 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8113 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD5402 Approved
0.8092 Intermediate Similarity NPD7473 Discontinued
0.807 Intermediate Similarity NPD7199 Phase 2
0.8063 Intermediate Similarity NPD1549 Phase 2
0.8047 Intermediate Similarity NPD7768 Phase 2
0.8037 Intermediate Similarity NPD6799 Approved
0.8036 Intermediate Similarity NPD2801 Approved
0.8035 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD5403 Approved
0.8 Intermediate Similarity NPD3749 Approved
0.7988 Intermediate Similarity NPD2533 Approved
0.7988 Intermediate Similarity NPD2534 Approved
0.7988 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7988 Intermediate Similarity NPD2532 Approved
0.7976 Intermediate Similarity NPD37 Approved
0.7964 Intermediate Similarity NPD6599 Discontinued
0.7963 Intermediate Similarity NPD3750 Approved
0.7956 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7953 Intermediate Similarity NPD6234 Discontinued
0.7941 Intermediate Similarity NPD4965 Approved
0.7941 Intermediate Similarity NPD4967 Phase 2
0.7941 Intermediate Similarity NPD4966 Approved
0.7927 Intermediate Similarity NPD1511 Approved
0.7926 Intermediate Similarity NPD7435 Discontinued
0.7907 Intermediate Similarity NPD5494 Approved
0.7879 Intermediate Similarity NPD5401 Approved
0.7874 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7865 Intermediate Similarity NPD7240 Approved
0.7865 Intermediate Similarity NPD7685 Pre-registration
0.7853 Intermediate Similarity NPD4628 Phase 3
0.7844 Intermediate Similarity NPD1653 Approved
0.7841 Intermediate Similarity NPD3751 Discontinued
0.7836 Intermediate Similarity NPD3882 Suspended
0.7831 Intermediate Similarity NPD1512 Approved
0.7831 Intermediate Similarity NPD7696 Phase 3
0.7831 Intermediate Similarity NPD7698 Approved
0.7831 Intermediate Similarity NPD7697 Approved
0.7826 Intermediate Similarity NPD2796 Approved
0.7816 Intermediate Similarity NPD3787 Discontinued
0.7772 Intermediate Similarity NPD7874 Approved
0.7772 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7766 Intermediate Similarity NPD6777 Approved
0.7766 Intermediate Similarity NPD6781 Approved
0.7766 Intermediate Similarity NPD6779 Approved
0.7766 Intermediate Similarity NPD6776 Approved
0.7766 Intermediate Similarity NPD6782 Approved
0.7766 Intermediate Similarity NPD6780 Approved
0.7766 Intermediate Similarity NPD6778 Approved
0.7764 Intermediate Similarity NPD1510 Phase 2
0.776 Intermediate Similarity NPD7701 Phase 2
0.7722 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7696 Intermediate Similarity NPD8320 Phase 1
0.7696 Intermediate Similarity NPD7871 Phase 2
0.7696 Intermediate Similarity NPD8319 Approved
0.7696 Intermediate Similarity NPD7870 Phase 2
0.7692 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD3226 Approved
0.7679 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7669 Intermediate Similarity NPD7266 Discontinued
0.766 Intermediate Similarity NPD7700 Phase 2
0.766 Intermediate Similarity NPD7699 Phase 2
0.7654 Intermediate Similarity NPD3748 Approved
0.7636 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7625 Intermediate Similarity NPD1240 Approved
0.7617 Intermediate Similarity NPD7584 Approved
0.7607 Intermediate Similarity NPD2935 Discontinued
0.7607 Intermediate Similarity NPD1551 Phase 2
0.7592 Intermediate Similarity NPD6823 Phase 2
0.7577 Intermediate Similarity NPD7585 Approved
0.756 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7554 Intermediate Similarity NPD8150 Discontinued
0.7551 Intermediate Similarity NPD7801 Approved
0.7531 Intermediate Similarity NPD1607 Approved
0.753 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7526 Intermediate Similarity NPD7583 Approved
0.7525 Intermediate Similarity NPD7930 Approved
0.7514 Intermediate Similarity NPD5711 Approved
0.7514 Intermediate Similarity NPD5710 Approved
0.7513 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6099 Approved
0.75 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6100 Approved
0.75 Intermediate Similarity NPD6535 Approved
0.75 Intermediate Similarity NPD6534 Approved
0.7485 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD7458 Discontinued
0.7484 Intermediate Similarity NPD6832 Phase 2
0.747 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD8434 Phase 2
0.7455 Intermediate Similarity NPD2346 Discontinued
0.7435 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD1613 Approved
0.7396 Intermediate Similarity NPD7390 Discontinued
0.7389 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD7680 Approved
0.7368 Intermediate Similarity NPD920 Approved
0.7365 Intermediate Similarity NPD6674 Discontinued
0.7365 Intermediate Similarity NPD1243 Approved
0.7365 Intermediate Similarity NPD2800 Approved
0.7362 Intermediate Similarity NPD230 Phase 1
0.7362 Intermediate Similarity NPD1933 Approved
0.7345 Intermediate Similarity NPD919 Approved
0.7333 Intermediate Similarity NPD7033 Discontinued
0.7322 Intermediate Similarity NPD5953 Discontinued
0.7318 Intermediate Similarity NPD7229 Phase 3
0.731 Intermediate Similarity NPD6273 Approved
0.7308 Intermediate Similarity NPD7286 Phase 2
0.7296 Intermediate Similarity NPD1203 Approved
0.7267 Intermediate Similarity NPD4908 Phase 1
0.7263 Intermediate Similarity NPD8127 Discontinued
0.7263 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD6213 Phase 3
0.7263 Intermediate Similarity NPD6212 Phase 3
0.7262 Intermediate Similarity NPD1652 Phase 2
0.7256 Intermediate Similarity NPD6355 Discontinued
0.7256 Intermediate Similarity NPD5124 Phase 1
0.7256 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD447 Suspended
0.7256 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD2799 Discontinued
0.7216 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD6651 Approved
0.7205 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD4060 Phase 1
0.7188 Intermediate Similarity NPD2797 Approved
0.7182 Intermediate Similarity NPD3926 Phase 2
0.7178 Intermediate Similarity NPD6798 Discontinued
0.7178 Intermediate Similarity NPD3268 Approved
0.7178 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD6190 Approved
0.7175 Intermediate Similarity NPD4288 Approved
0.716 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD1091 Approved
0.7151 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD4360 Phase 2
0.7135 Intermediate Similarity NPD4363 Phase 3
0.7121 Intermediate Similarity NPD7999 Approved
0.7117 Intermediate Similarity NPD3027 Phase 3
0.7107 Intermediate Similarity NPD1608 Approved
0.7107 Intermediate Similarity NPD9717 Approved
0.7105 Intermediate Similarity NPD4287 Approved
0.7091 Intermediate Similarity NPD943 Approved
0.7083 Intermediate Similarity NPD5405 Approved
0.7083 Intermediate Similarity NPD5404 Approved
0.7083 Intermediate Similarity NPD5408 Approved
0.7083 Intermediate Similarity NPD5406 Approved
0.7077 Intermediate Similarity NPD8285 Discontinued
0.7074 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD2313 Discontinued
0.7066 Intermediate Similarity NPD7097 Phase 1
0.7056 Intermediate Similarity NPD5006 Approved
0.7056 Intermediate Similarity NPD5005 Approved

Structure

External Identifiers

PubChem CID   24878795
ChEMBL   CHEMBL443139
ZINC  

Physicochemical Properties

Molecular Weight:  766.38
ALogP:  -7.6184
MLogP:  4.1
XLogP:  7.18
# Rotatable Bonds:  32
Polar Surface Area:  245.29
# H-Bond Aceptor:  11
# H-Bond Donor:  9
# Rings:  4
# Heavy Atoms:  54

Download Data

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