Natural Product: NPC470937

Natural Product ID:  NPC470937
Common Name:   8B-O-Methylrocaglaol
IUPAC Name:   (1R,3S,3aR,8bS)-6,8,8b-trimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-ol
Synonyms:   8B-O-Methylrocaglaol
Molecular Formula:   C27H28O6
Standard InCHIKey:  OLHDAACFTXKKEU-CYUUXAIJSA-N
Standard InCHI:  InChI=1S/C27H28O6/c1-29-19-12-10-18(11-13-19)26-21(17-8-6-5-7-9-17)16-24(28)27(26,32-4)25-22(31-3)14-20(30-2)15-23(25)33-26/h5-15,21,24,28H,16H2,1-4H3/t21-,24+,26-,27+/m0/s1
Canonical SMILES:  COc1ccc(cc1)[C@]12Oc3c([C@]2(OC)[C@@H](C[C@H]1c1ccccc1)O)c(OC)cc(c3)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
NPO4720 Aglaia perviridis Species Meliaceae Eukaryota leaves, twigs, and fruits Nui Chua National Park (11° 43' N; 109° 08' E; 730 m alt.), Ninh Thuan Province, Vietnam 2010-JAN PMID[23301897]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT139 Cell Line HT-29 Homo sapiens ED50 > 10 nM Open TG-GATES in vivo data: Hematology
NPT721 Individual Protein Nuclear factor NF-kappa-B p65 subunit Homo sapiens ED50 > 20 nM 17988874

  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 NPC470937 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
0.9926 High Similarity NPC184607
0.95 High Similarity NPC20360
0.9306 High Similarity NPC51543
0.9241 High Similarity NPC87363
0.9116 High Similarity NPC164152
0.9054 High Similarity NPC189730
0.8933 High Similarity NPC209473
0.8874 High Similarity NPC310399
0.8874 High Similarity NPC73422
0.8857 High Similarity NPC474687
0.8832 High Similarity NPC162801
0.8808 High Similarity NPC329743
0.8794 High Similarity NPC475836
0.8786 High Similarity NPC3049
0.8777 High Similarity NPC124085
0.8777 High Similarity NPC117048
0.8705 High Similarity NPC85435
0.8693 High Similarity NPC90336
0.8652 High Similarity NPC18189
0.8652 High Similarity NPC262585
0.8652 High Similarity NPC20829
0.8633 High Similarity NPC13005
0.863 High Similarity NPC211758
0.863 High Similarity NPC87794
0.863 High Similarity NPC317053
0.863 High Similarity NPC324492
0.8613 High Similarity NPC39064
0.8613 High Similarity NPC87224
0.8613 High Similarity NPC222572
0.8613 High Similarity NPC47283
0.8593 High Similarity NPC294156
0.8593 High Similarity NPC256015
0.859 High Similarity NPC475621
0.8571 High Similarity NPC328567
0.8571 High Similarity NPC470936
0.8571 High Similarity NPC327412
0.8571 High Similarity NPC320671
0.8571 High Similarity NPC320970
0.8562 High Similarity NPC181615
0.8561 High Similarity NPC12875
0.8561 High Similarity NPC17343
0.8561 High Similarity NPC280653
0.8561 High Similarity NPC207892
0.8561 High Similarity NPC300875
0.8561 High Similarity NPC103799
0.8561 High Similarity NPC150011
0.8561 High Similarity NPC118114
0.8561 High Similarity NPC196765
0.8561 High Similarity NPC268917
0.8561 High Similarity NPC206224
0.8561 High Similarity NPC228369
0.8561 High Similarity NPC164574
0.8561 High Similarity NPC129106
0.8561 High Similarity NPC129784
0.8561 High Similarity NPC476166
0.8561 High Similarity NPC236014
0.8552 High Similarity NPC274721
0.8552 High Similarity NPC135767
0.8552 High Similarity NPC155392
0.8542 High Similarity NPC108674
0.8542 High Similarity NPC476334
0.8511 High Similarity NPC223008
0.8511 High Similarity NPC225696
0.8511 High Similarity NPC198154
0.8511 High Similarity NPC296915
0.8511 High Similarity NPC97834
0.8511 High Similarity NPC115335
0.8503 High Similarity NPC260397
0.8493 Intermediate Similarity NPC277951
0.8493 Intermediate Similarity NPC470097
0.8493 Intermediate Similarity NPC114119
0.8493 Intermediate Similarity NPC317237
0.8493 Intermediate Similarity NPC471415
0.8493 Intermediate Similarity NPC44530
0.8489 Intermediate Similarity NPC27187
0.8489 Intermediate Similarity NPC470225
0.8472 Intermediate Similarity NPC184797
0.8472 Intermediate Similarity NPC309124
0.8467 Intermediate Similarity NPC471215
0.8467 Intermediate Similarity NPC283049
0.8467 Intermediate Similarity NPC26879
0.8467 Intermediate Similarity NPC262573
0.8467 Intermediate Similarity NPC50315
0.8467 Intermediate Similarity NPC230479
0.8462 Intermediate Similarity NPC477938
0.844 Intermediate Similarity NPC263064
0.844 Intermediate Similarity NPC92805
0.844 Intermediate Similarity NPC215037
0.8429 Intermediate Similarity NPC181497
0.8429 Intermediate Similarity NPC271945
0.8414 Intermediate Similarity NPC100482
0.8414 Intermediate Similarity NPC87725
0.8414 Intermediate Similarity NPC178054
0.8414 Intermediate Similarity NPC277331
0.8414 Intermediate Similarity NPC263261
0.8403 Intermediate Similarity NPC236306
0.8403 Intermediate Similarity NPC232164
0.8403 Intermediate Similarity NPC473739
0.8394 Intermediate Similarity NPC278552
0.8394 Intermediate Similarity NPC207179
0.8394 Intermediate Similarity NPC167571
0.8392 Intermediate Similarity NPC327735
0.8392 Intermediate Similarity NPC126101
0.8392 Intermediate Similarity NPC141717
0.8382 Intermediate Similarity NPC474160
0.8375 Intermediate Similarity NPC271755
0.8375 Intermediate Similarity NPC254071
0.8375 Intermediate Similarity NPC149502
0.8375 Intermediate Similarity NPC222665
0.8367 Intermediate Similarity NPC475492
0.8356 Intermediate Similarity NPC472353
0.8356 Intermediate Similarity NPC107161
0.8345 Intermediate Similarity NPC213607
0.8345 Intermediate Similarity NPC38664
0.8345 Intermediate Similarity NPC174787
0.8345 Intermediate Similarity NPC254759
0.8345 Intermediate Similarity NPC291101
0.8345 Intermediate Similarity NPC27495
0.8345 Intermediate Similarity NPC266197
0.8345 Intermediate Similarity NPC160283
0.8345 Intermediate Similarity NPC182509
0.8345 Intermediate Similarity NPC274717
0.8345 Intermediate Similarity NPC53986
0.8344 Intermediate Similarity NPC321972
0.8344 Intermediate Similarity NPC324517
0.8344 Intermediate Similarity NPC329343
0.8322 Intermediate Similarity NPC11727
0.8322 Intermediate Similarity NPC151224
0.8322 Intermediate Similarity NPC61946
0.8322 Intermediate Similarity NPC125579
0.8322 Intermediate Similarity NPC15109
0.8322 Intermediate Similarity NPC164787
0.8299 Intermediate Similarity NPC163508
0.8299 Intermediate Similarity NPC173203
0.8299 Intermediate Similarity NPC477616
0.8298 Intermediate Similarity NPC293203
0.8298 Intermediate Similarity NPC68205
0.8298 Intermediate Similarity NPC211413
0.8298 Intermediate Similarity NPC164804
0.8298 Intermediate Similarity NPC244888
0.8298 Intermediate Similarity NPC472590
0.8298 Intermediate Similarity NPC118683
0.8288 Intermediate Similarity NPC471389
0.8288 Intermediate Similarity NPC247291
0.8288 Intermediate Similarity NPC5155
0.8288 Intermediate Similarity NPC311530
0.8286 Intermediate Similarity NPC93962
0.8276 Intermediate Similarity NPC292882
0.8276 Intermediate Similarity NPC22517
0.8276 Intermediate Similarity NPC471388
0.8272 Intermediate Similarity NPC107739
0.8267 Intermediate Similarity NPC227516
0.8267 Intermediate Similarity NPC20757
0.8267 Intermediate Similarity NPC329836
0.8264 Intermediate Similarity NPC227503
0.8264 Intermediate Similarity NPC230734
0.8264 Intermediate Similarity NPC302701
0.8264 Intermediate Similarity NPC306441
0.8264 Intermediate Similarity NPC78047
0.8264 Intermediate Similarity NPC162659
0.8264 Intermediate Similarity NPC265433
0.8264 Intermediate Similarity NPC270456
0.8264 Intermediate Similarity NPC269091
0.8264 Intermediate Similarity NPC474639
0.8264 Intermediate Similarity NPC16435
0.8264 Intermediate Similarity NPC248727
0.8261 Intermediate Similarity NPC81641
0.8252 Intermediate Similarity NPC474478
0.8252 Intermediate Similarity NPC476616
0.8252 Intermediate Similarity NPC16485
0.8252 Intermediate Similarity NPC287745
0.8252 Intermediate Similarity NPC476617
0.8252 Intermediate Similarity NPC476615
0.8248 Intermediate Similarity NPC38761
0.8248 Intermediate Similarity NPC76465
0.8243 Intermediate Similarity NPC280092
0.8243 Intermediate Similarity NPC15659
0.8243 Intermediate Similarity NPC93323
0.8243 Intermediate Similarity NPC304894
0.8243 Intermediate Similarity NPC45257
0.8243 Intermediate Similarity NPC12641
0.8239 Intermediate Similarity NPC230219
0.8227 Intermediate Similarity NPC474491
0.8221 Intermediate Similarity NPC23593
0.8219 Intermediate Similarity NPC22317
0.8212 Intermediate Similarity NPC470826
0.8212 Intermediate Similarity NPC470098
0.8212 Intermediate Similarity NPC473266
0.8207 Intermediate Similarity NPC94994
0.8201 Intermediate Similarity NPC276212
0.82 Intermediate Similarity NPC101376
0.82 Intermediate Similarity NPC16269
0.82 Intermediate Similarity NPC21776
0.8194 Intermediate Similarity NPC94750
0.8194 Intermediate Similarity NPC121812
0.8194 Intermediate Similarity NPC126409
0.8194 Intermediate Similarity NPC260898
0.8194 Intermediate Similarity NPC112939
0.8194 Intermediate Similarity NPC93783
0.8194 Intermediate Similarity NPC47398

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470937 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
0.8478 Intermediate Similarity NPD4908 Phase 1
0.8357 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8112 Intermediate Similarity NPD1613 Approved
0.8112 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8102 Intermediate Similarity NPD1610 Phase 2
0.8056 Intermediate Similarity NPD5735 Approved
0.8014 Intermediate Similarity NPD2861 Phase 2
0.7987 Intermediate Similarity NPD7199 Phase 2
0.7902 Intermediate Similarity NPD3027 Phase 3
0.7832 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.781 Intermediate Similarity NPD1548 Phase 1
0.7785 Intermediate Similarity NPD5762 Approved
0.7785 Intermediate Similarity NPD5763 Approved
0.7778 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7762 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD6002 Phase 3
0.7667 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD6005 Phase 3
0.7667 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD6004 Phase 3
0.7635 Intermediate Similarity NPD6353 Approved
0.7632 Intermediate Similarity NPD3892 Phase 2
0.7632 Intermediate Similarity NPD7466 Approved
0.7606 Intermediate Similarity NPD4749 Approved
0.7603 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD6355 Discontinued
0.7566 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7552 Intermediate Similarity NPD8651 Approved
0.7534 Intermediate Similarity NPD4625 Phase 3
0.7533 Intermediate Similarity NPD5588 Approved
0.7532 Intermediate Similarity NPD5058 Phase 3
0.75 Intermediate Similarity NPD4140 Approved
0.75 Intermediate Similarity NPD3094 Phase 2
0.7483 Intermediate Similarity NPD5327 Phase 3
0.7483 Intermediate Similarity NPD6798 Discontinued
0.7483 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD4536 Approved
0.7467 Intermediate Similarity NPD4538 Approved
0.7465 Intermediate Similarity NPD1091 Approved
0.7464 Intermediate Similarity NPD7157 Approved
0.7463 Intermediate Similarity NPD2684 Approved
0.7451 Intermediate Similarity NPD1652 Phase 2
0.745 Intermediate Similarity NPD5124 Phase 1
0.745 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD6516 Phase 2
0.7447 Intermediate Similarity NPD5846 Approved
0.7407 Intermediate Similarity NPD4966 Approved
0.7407 Intermediate Similarity NPD4965 Approved
0.7407 Intermediate Similarity NPD4967 Phase 2
0.74 Intermediate Similarity NPD6653 Approved
0.7388 Intermediate Similarity NPD290 Approved
0.7383 Intermediate Similarity NPD3620 Phase 2
0.7383 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD7843 Approved
0.7372 Intermediate Similarity NPD7213 Phase 3
0.7372 Intermediate Similarity NPD7212 Phase 2
0.7329 Intermediate Similarity NPD4624 Approved
0.7329 Intermediate Similarity NPD37 Approved
0.7325 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD7447 Phase 1
0.7317 Intermediate Similarity NPD6234 Discontinued
0.7315 Intermediate Similarity NPD6233 Phase 2
0.7303 Intermediate Similarity NPD7033 Discontinued
0.7303 Intermediate Similarity NPD5960 Phase 3
0.7273 Intermediate Similarity NPD2424 Discontinued
0.7267 Intermediate Similarity NPD4060 Phase 1
0.7267 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD6674 Discontinued
0.7222 Intermediate Similarity NPD3092 Approved
0.7222 Intermediate Similarity NPD1934 Approved
0.7211 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD4380 Phase 2
0.7202 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD6166 Phase 2
0.7202 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD7229 Phase 3
0.7183 Intermediate Similarity NPD7741 Discontinued
0.7181 Intermediate Similarity NPD7095 Approved
0.7178 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD8455 Phase 2
0.7162 Intermediate Similarity NPD3018 Phase 2
0.7152 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2796 Approved
0.7143 Intermediate Similarity NPD6362 Approved
0.7124 Intermediate Similarity NPD7097 Phase 1
0.7118 Intermediate Similarity NPD7228 Approved
0.7107 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD422 Phase 1
0.7097 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD5844 Phase 1
0.7073 Intermediate Similarity NPD5761 Phase 2
0.7073 Intermediate Similarity NPD5760 Phase 2
0.7071 Intermediate Similarity NPD5283 Phase 1
0.707 Intermediate Similarity NPD4628 Phase 3
0.7066 Intermediate Similarity NPD5494 Approved
0.7059 Intermediate Similarity NPD2157 Approved
0.7055 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7052 Intermediate Similarity NPD6559 Discontinued
0.7051 Intermediate Similarity NPD1549 Phase 2
0.7048 Intermediate Similarity NPD7075 Discontinued
0.7044 Intermediate Similarity NPD6799 Approved
0.7039 Intermediate Similarity NPD2238 Phase 2
0.7032 Intermediate Similarity NPD6099 Approved
0.7032 Intermediate Similarity NPD6100 Approved
0.7025 Intermediate Similarity NPD2677 Approved
0.7018 Intermediate Similarity NPD3818 Discontinued
0.7012 Intermediate Similarity NPD6801 Discontinued
0.7007 Intermediate Similarity NPD2982 Phase 2
0.7007 Intermediate Similarity NPD6583 Phase 3
0.7007 Intermediate Similarity NPD6582 Phase 2
0.7007 Intermediate Similarity NPD2983 Phase 2
0.7 Intermediate Similarity NPD5535 Approved
0.7 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.6994 Remote Similarity NPD6599 Discontinued
0.6988 Remote Similarity NPD3882 Suspended
0.6988 Remote Similarity NPD7768 Phase 2
0.6982 Remote Similarity NPD3787 Discontinued
0.698 Remote Similarity NPD5647 Approved
0.698 Remote Similarity NPD6584 Phase 3
0.6975 Remote Similarity NPD1653 Approved
0.6972 Remote Similarity NPD6671 Approved
0.697 Remote Similarity NPD2801 Approved
0.6966 Remote Similarity NPD5125 Phase 3
0.6966 Remote Similarity NPD3095 Discontinued
0.6966 Remote Similarity NPD5126 Approved
0.6962 Remote Similarity NPD4535 Phase 3
0.6962 Remote Similarity NPD3750 Approved
0.6957 Remote Similarity NPD6273 Approved
0.6954 Remote Similarity NPD7240 Approved
0.6951 Remote Similarity NPD6072 Discontinued
0.6951 Remote Similarity NPD7411 Suspended
0.6946 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6944 Remote Similarity NPD3091 Approved
0.6939 Remote Similarity NPD2981 Phase 2
0.6928 Remote Similarity NPD3817 Phase 2
0.6928 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6923 Remote Similarity NPD8127 Discontinued
0.6914 Remote Similarity NPD7549 Discontinued
0.6914 Remote Similarity NPD5403 Approved
0.6913 Remote Similarity NPD2797 Approved
0.6906 Remote Similarity NPD5451 Approved
0.6899 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6894 Remote Similarity NPD5401 Approved
0.6892 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6883 Remote Similarity NPD3657 Discovery
0.6879 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6875 Remote Similarity NPD3122 Phase 3
0.6871 Remote Similarity NPD3705 Approved
0.6867 Remote Similarity NPD7819 Suspended
0.6863 Remote Similarity NPD3163 Approved
0.6863 Remote Similarity NPD3162 Approved
0.6859 Remote Similarity NPD3748 Approved
0.6859 Remote Similarity NPD1510 Phase 2
0.6857 Remote Similarity NPD7685 Pre-registration
0.6855 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6855 Remote Similarity NPD6331 Phase 2
0.6852 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6846 Remote Similarity NPD6696 Suspended
0.6845 Remote Similarity NPD3749 Approved
0.6839 Remote Similarity NPD7074 Phase 3
0.6835 Remote Similarity NPD5958 Discontinued
0.6832 Remote Similarity NPD1511 Approved
0.6832 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6829 Remote Similarity NPD8158 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6828 Remote Similarity NPD6581 Approved
0.6828 Remote Similarity NPD6580 Approved
0.6826 Remote Similarity NPD5402 Approved
0.6824 Remote Similarity NPD6959 Discontinued
0.6818 Remote Similarity NPD3597 Clinical (unspecified phase)
0.6813 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6812 Remote Similarity NPD968 Approved
0.68 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6798 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6797 Remote Similarity NPD3268 Approved
0.6795 Remote Similarity NPD2200 Suspended
0.679 Remote Similarity NPD7446 Clinical (unspecified phase)
0.679 Remote Similarity NPD7019 Approved
0.679 Remote Similarity NPD7020 Approved
0.6784 Remote Similarity NPD3051 Approved
0.6782 Remote Similarity NPD7054 Approved
0.6781 Remote Similarity NPD6830 Clinical (unspecified phase)
0.6779 Remote Similarity NPD3685 Discontinued
0.6774 Remote Similarity NPD4340 Discontinued
0.677 Remote Similarity NPD6667 Approved
0.677 Remote Similarity NPD6666 Approved
0.677 Remote Similarity NPD6815 Approved
0.6765 Remote Similarity NPD940 Approved
0.6765 Remote Similarity NPD846 Approved
0.6755 Remote Similarity NPD3690 Phase 2
0.6755 Remote Similarity NPD3691 Phase 2
0.6753 Remote Similarity NPD7477 Discontinued
0.6753 Remote Similarity NPD4062 Phase 3
0.6753 Remote Similarity NPD7265 Discontinued
0.675 Remote Similarity NPD4110 Phase 3

Structure

External Identifiers

PubChem CID   21670100
ChEMBL   CHEMBL2331822
ZINC  

Physicochemical Properties

Molecular Weight:  448.19
ALogP:  -1.2205
MLogP:  3.77
XLogP:  5.684
# Rotatable Bonds:  11
Polar Surface Area:  66.38
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  33

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs