Natural Product: NPC474795

Natural Product ID:  NPC474795
Common Name:   Seco-Pseudopterosin I
IUPAC Name:   [(2R,3S,4R,5R)-4,5-dihydroxy-2-[[(5R,8S)-1-hydroxy-3,8-dimethyl-5-[(2S)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalen-2-yl]oxy]oxan-3-yl] acetate
Synonyms:   Seco-Pseudopterosin I
Molecular Formula:   C27H40O7
Standard InCHIKey:  PMIXPFOPJYZXRM-COBHOISDSA-N
Standard InCHI:  InChI=1S/C27H40O7/c1-14(2)8-7-9-15(3)19-11-10-16(4)22-20(19)12-17(5)25(24(22)31)34-27-26(33-18(6)28)23(30)21(29)13-32-27/h8,12,15-16,19,21,23,26-27,29-31H,7,9-11,13H2,1-6H3/t15-,16-,19+,21+,23+,26-,27+/m0/s1
Canonical SMILES:  CC(=CCC[C@@H]([C@H]1CC[C@@H](c2c1cc(C)c(c2O)O[C@H]1OC[C@H]([C@H]([C@@H]1OC(=O)C)O)O)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
NPO31261 Pseudopterogorgia elisabethae Species Gorgoniidae Eukaryota Colombia PMID[15497938]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis Inhibition = 37 % 950654
NPT2 Others Unspecified IC50 > 10000 nM 21643465
NPT2 Others Unspecified Activity = 10 nM 21643465
NPT2 Others Unspecified IC50 > 10000 nM 10.6019/CHEMBL1201861

  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 NPC474795 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
1.0 High Similarity NPC159697
1.0 High Similarity NPC474940
1.0 High Similarity NPC130959
1.0 High Similarity NPC303013
0.9718 High Similarity NPC290902
0.9718 High Similarity NPC291326
0.9718 High Similarity NPC474834
0.9718 High Similarity NPC117788
0.9718 High Similarity NPC474856
0.9714 High Similarity NPC164183
0.965 High Similarity NPC474893
0.965 High Similarity NPC475940
0.965 High Similarity NPC181452
0.965 High Similarity NPC220006
0.9437 High Similarity NPC133251
0.9315 High Similarity NPC183380
0.9128 High Similarity NPC200645
0.9128 High Similarity NPC106669
0.9128 High Similarity NPC475227
0.9091 High Similarity NPC25889
0.8986 High Similarity NPC44452
0.898 High Similarity NPC193473
0.898 High Similarity NPC15956
0.898 High Similarity NPC275284
0.898 High Similarity NPC224674
0.898 High Similarity NPC213074
0.898 High Similarity NPC114505
0.898 High Similarity NPC31325
0.8947 High Similarity NPC228357
0.8919 High Similarity NPC179809
0.8904 High Similarity NPC471065
0.8904 High Similarity NPC253015
0.8844 High Similarity NPC43508
0.8844 High Similarity NPC476301
0.8844 High Similarity NPC272619
0.8844 High Similarity NPC286245
0.8831 High Similarity NPC478269
0.8808 High Similarity NPC302610
0.88 High Similarity NPC472709
0.88 High Similarity NPC225815
0.88 High Similarity NPC145979
0.88 High Similarity NPC218041
0.88 High Similarity NPC9933
0.88 High Similarity NPC214326
0.88 High Similarity NPC98624
0.88 High Similarity NPC260781
0.88 High Similarity NPC185955
0.88 High Similarity NPC472710
0.88 High Similarity NPC469706
0.88 High Similarity NPC469707
0.88 High Similarity NPC182368
0.8776 High Similarity NPC471667
0.8776 High Similarity NPC79429
0.8776 High Similarity NPC217635
0.8767 High Similarity NPC253878
0.8718 High Similarity NPC478267
0.8707 High Similarity NPC185307
0.8707 High Similarity NPC470950
0.8699 High Similarity NPC471414
0.8684 High Similarity NPC474442
0.8684 High Similarity NPC21902
0.8681 High Similarity NPC68292
0.8675 High Similarity NPC24425
0.8658 High Similarity NPC199928
0.8649 High Similarity NPC129417
0.8649 High Similarity NPC470235
0.8649 High Similarity NPC232228
0.8649 High Similarity NPC283995
0.8639 High Similarity NPC131971
0.8639 High Similarity NPC476356
0.8627 High Similarity NPC61604
0.8627 High Similarity NPC245615
0.8627 High Similarity NPC115466
0.8627 High Similarity NPC299706
0.8621 High Similarity NPC470413
0.8621 High Similarity NPC138738
0.8591 High Similarity NPC163898
0.8591 High Similarity NPC475096
0.8591 High Similarity NPC22150
0.8591 High Similarity NPC38041
0.8591 High Similarity NPC279298
0.8589 High Similarity NPC475054
0.8581 High Similarity NPC478239
0.8581 High Similarity NPC46092
0.8571 High Similarity NPC472711
0.8562 High Similarity NPC476452
0.8552 High Similarity NPC177035
0.8552 High Similarity NPC52277
0.8552 High Similarity NPC199459
0.8543 High Similarity NPC270751
0.8543 High Similarity NPC95990
0.8533 High Similarity NPC190714
0.8533 High Similarity NPC112861
0.8533 High Similarity NPC99515
0.8523 High Similarity NPC292443
0.8514 High Similarity NPC140502
0.8514 High Similarity NPC472714
0.8514 High Similarity NPC60249
0.8514 High Similarity NPC157816
0.8514 High Similarity NPC5262
0.8514 High Similarity NPC48309
0.8506 High Similarity NPC469699
0.8506 High Similarity NPC150442
0.8503 High Similarity NPC106944
0.8493 Intermediate Similarity NPC304152
0.8487 Intermediate Similarity NPC106138
0.8477 Intermediate Similarity NPC227902
0.8477 Intermediate Similarity NPC39657
0.8477 Intermediate Similarity NPC474397
0.8472 Intermediate Similarity NPC227719
0.8471 Intermediate Similarity NPC241600
0.8471 Intermediate Similarity NPC173726
0.8467 Intermediate Similarity NPC161700
0.8467 Intermediate Similarity NPC34927
0.8467 Intermediate Similarity NPC277867
0.8467 Intermediate Similarity NPC252292
0.8467 Intermediate Similarity NPC18979
0.8467 Intermediate Similarity NPC34587
0.8467 Intermediate Similarity NPC100998
0.8467 Intermediate Similarity NPC476382
0.8462 Intermediate Similarity NPC163635
0.8462 Intermediate Similarity NPC11411
0.8456 Intermediate Similarity NPC477898
0.8456 Intermediate Similarity NPC113680
0.8456 Intermediate Similarity NPC278961
0.8447 Intermediate Similarity NPC208818
0.8446 Intermediate Similarity NPC76871
0.8446 Intermediate Similarity NPC265075
0.8446 Intermediate Similarity NPC186406
0.8442 Intermediate Similarity NPC53587
0.8442 Intermediate Similarity NPC176186
0.8442 Intermediate Similarity NPC478268
0.8442 Intermediate Similarity NPC169404
0.8442 Intermediate Similarity NPC471154
0.8438 Intermediate Similarity NPC222531
0.8435 Intermediate Similarity NPC100389
0.8431 Intermediate Similarity NPC158635
0.8431 Intermediate Similarity NPC229882
0.8425 Intermediate Similarity NPC54743
0.8425 Intermediate Similarity NPC156502
0.8425 Intermediate Similarity NPC477939
0.8425 Intermediate Similarity NPC209985
0.8425 Intermediate Similarity NPC10737
0.8425 Intermediate Similarity NPC177160
0.8425 Intermediate Similarity NPC29799
0.8425 Intermediate Similarity NPC263367
0.8421 Intermediate Similarity NPC248132
0.8421 Intermediate Similarity NPC130449
0.8421 Intermediate Similarity NPC175976
0.8414 Intermediate Similarity NPC478085
0.8414 Intermediate Similarity NPC35731
0.8414 Intermediate Similarity NPC187194
0.8414 Intermediate Similarity NPC476411
0.8411 Intermediate Similarity NPC474054
0.8411 Intermediate Similarity NPC233980
0.8411 Intermediate Similarity NPC476865
0.8411 Intermediate Similarity NPC125755
0.8411 Intermediate Similarity NPC471608
0.84 Intermediate Similarity NPC118385
0.84 Intermediate Similarity NPC187774
0.84 Intermediate Similarity NPC84181
0.84 Intermediate Similarity NPC473108
0.84 Intermediate Similarity NPC473045
0.84 Intermediate Similarity NPC473845
0.84 Intermediate Similarity NPC25292
0.84 Intermediate Similarity NPC472713
0.84 Intermediate Similarity NPC473046
0.84 Intermediate Similarity NPC50250
0.84 Intermediate Similarity NPC472712
0.8389 Intermediate Similarity NPC469559
0.8389 Intermediate Similarity NPC189115
0.8389 Intermediate Similarity NPC246947
0.8389 Intermediate Similarity NPC475084
0.8387 Intermediate Similarity NPC474606
0.8387 Intermediate Similarity NPC78809
0.8378 Intermediate Similarity NPC202700
0.8377 Intermediate Similarity NPC475756
0.8377 Intermediate Similarity NPC2745
0.8375 Intermediate Similarity NPC14294
0.8375 Intermediate Similarity NPC116759
0.8367 Intermediate Similarity NPC126206
0.8366 Intermediate Similarity NPC286235
0.8366 Intermediate Similarity NPC55158
0.8366 Intermediate Similarity NPC51328
0.8356 Intermediate Similarity NPC101624
0.8356 Intermediate Similarity NPC184938
0.8356 Intermediate Similarity NPC79957
0.8355 Intermediate Similarity NPC232992
0.8344 Intermediate Similarity NPC476868
0.8344 Intermediate Similarity NPC478055
0.8344 Intermediate Similarity NPC476866
0.8344 Intermediate Similarity NPC307466
0.8344 Intermediate Similarity NPC476864
0.8344 Intermediate Similarity NPC476869
0.8333 Intermediate Similarity NPC185498
0.8333 Intermediate Similarity NPC265154
0.8333 Intermediate Similarity NPC37793
0.8333 Intermediate Similarity NPC65942
0.8333 Intermediate Similarity NPC473044
0.8333 Intermediate Similarity NPC312341

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474795 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
0.9225 High Similarity NPD6674 Discontinued
0.8333 Intermediate Similarity NPD7228 Approved
0.8239 Intermediate Similarity NPD6234 Discontinued
0.8153 Intermediate Similarity NPD37 Approved
0.8151 Intermediate Similarity NPD4060 Phase 1
0.8129 Intermediate Similarity NPD1653 Approved
0.8113 Intermediate Similarity NPD4967 Phase 2
0.8113 Intermediate Similarity NPD4965 Approved
0.8113 Intermediate Similarity NPD4966 Approved
0.8067 Intermediate Similarity NPD7266 Discontinued
0.7905 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD1613 Approved
0.7843 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7829 Intermediate Similarity NPD5762 Approved
0.7829 Intermediate Similarity NPD5763 Approved
0.7811 Intermediate Similarity NPD7240 Approved
0.7805 Intermediate Similarity NPD7199 Phase 2
0.7785 Intermediate Similarity NPD3620 Phase 2
0.7785 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD8455 Phase 2
0.7738 Intermediate Similarity NPD5844 Phase 1
0.7719 Intermediate Similarity NPD8312 Approved
0.7719 Intermediate Similarity NPD8313 Approved
0.7703 Intermediate Similarity NPD3027 Phase 3
0.7692 Intermediate Similarity NPD7074 Phase 3
0.7687 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD7985 Registered
0.7639 Intermediate Similarity NPD1091 Approved
0.7639 Intermediate Similarity NPD3705 Approved
0.7635 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7633 Intermediate Similarity NPD7054 Approved
0.7605 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7588 Intermediate Similarity NPD7472 Approved
0.755 Intermediate Similarity NPD4140 Approved
0.7533 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD7097 Phase 1
0.75 Intermediate Similarity NPD4626 Approved
0.75 Intermediate Similarity NPD6559 Discontinued
0.75 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD3818 Discontinued
0.7467 Intermediate Similarity NPD4625 Phase 3
0.7459 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7457 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD7982 Clinical (unspecified phase)
0.745 Intermediate Similarity NPD2861 Phase 2
0.7439 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7431 Intermediate Similarity NPD5691 Approved
0.7417 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7412 Intermediate Similarity NPD7473 Discontinued
0.7399 Intermediate Similarity NPD7685 Pre-registration
0.7399 Intermediate Similarity NPD7251 Discontinued
0.7386 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD5124 Phase 1
0.7386 Intermediate Similarity NPD5735 Approved
0.7386 Intermediate Similarity NPD6355 Discontinued
0.7381 Intermediate Similarity NPD8127 Discontinued
0.7379 Intermediate Similarity NPD5125 Phase 3
0.7379 Intermediate Similarity NPD5126 Approved
0.7378 Intermediate Similarity NPD1934 Approved
0.7371 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD7808 Phase 3
0.7343 Intermediate Similarity NPD7340 Approved
0.7342 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD4110 Phase 3
0.7342 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7341 Intermediate Similarity NPD6797 Phase 2
0.7337 Intermediate Similarity NPD6232 Discontinued
0.7321 Intermediate Similarity NPD4666 Phase 3
0.7318 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD4749 Approved
0.7297 Intermediate Similarity NPD7680 Approved
0.7292 Intermediate Similarity NPD7644 Approved
0.7285 Intermediate Similarity NPD4908 Phase 1
0.7279 Intermediate Similarity NPD1611 Approved
0.7267 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD7446 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD5709 Phase 3
0.725 Intermediate Similarity NPD5058 Phase 3
0.7248 Intermediate Similarity NPD8651 Approved
0.7248 Intermediate Similarity NPD6696 Suspended
0.7244 Intermediate Similarity NPD4108 Discontinued
0.7237 Intermediate Similarity NPD7095 Approved
0.7233 Intermediate Similarity NPD4628 Phase 3
0.7229 Intermediate Similarity NPD1465 Phase 2
0.7226 Intermediate Similarity NPD6653 Approved
0.7225 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD6100 Approved
0.7197 Intermediate Similarity NPD2438 Suspended
0.7197 Intermediate Similarity NPD6099 Approved
0.7195 Intermediate Similarity NPD7458 Discontinued
0.7192 Intermediate Similarity NPD1357 Approved
0.719 Intermediate Similarity NPD6798 Discontinued
0.719 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD1610 Phase 2
0.7152 Intermediate Similarity NPD2346 Discontinued
0.7152 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6005 Phase 3
0.7152 Intermediate Similarity NPD6002 Phase 3
0.7152 Intermediate Similarity NPD6004 Phase 3
0.7151 Intermediate Similarity NPD2489 Approved
0.7151 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD6843 Phase 3
0.7151 Intermediate Similarity NPD6842 Approved
0.7151 Intermediate Similarity NPD27 Approved
0.7151 Intermediate Similarity NPD6166 Phase 2
0.7151 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD6841 Approved
0.7133 Intermediate Similarity NPD1283 Approved
0.7133 Intermediate Similarity NPD1398 Phase 1
0.7133 Intermediate Similarity NPD5283 Phase 1
0.7126 Intermediate Similarity NPD7819 Suspended
0.7125 Intermediate Similarity NPD8166 Discontinued
0.7119 Intermediate Similarity NPD7311 Approved
0.7119 Intermediate Similarity NPD7310 Approved
0.7119 Intermediate Similarity NPD7313 Approved
0.7119 Intermediate Similarity NPD7312 Approved
0.7117 Intermediate Similarity NPD2675 Approved
0.7117 Intermediate Similarity NPD2676 Approved
0.7113 Intermediate Similarity NPD228 Approved
0.7101 Intermediate Similarity NPD7075 Discontinued
0.7097 Intermediate Similarity NPD2979 Phase 3
0.7093 Intermediate Similarity NPD2969 Approved
0.7093 Intermediate Similarity NPD2970 Approved
0.7079 Intermediate Similarity NPD7309 Approved
0.707 Intermediate Similarity NPD4538 Approved
0.707 Intermediate Similarity NPD4536 Approved
0.707 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD5327 Phase 3
0.7067 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD1652 Phase 2
0.7055 Intermediate Similarity NPD2532 Approved
0.7055 Intermediate Similarity NPD2534 Approved
0.7055 Intermediate Similarity NPD2533 Approved
0.7052 Intermediate Similarity NPD4481 Phase 3
0.7045 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD6666 Approved
0.7037 Intermediate Similarity NPD6667 Approved
0.7035 Intermediate Similarity NPD3051 Approved
0.7035 Intermediate Similarity NPD3787 Discontinued
0.7034 Intermediate Similarity NPD7157 Approved
0.7034 Intermediate Similarity NPD6671 Approved
0.7032 Intermediate Similarity NPD6233 Phase 2
0.7027 Intermediate Similarity NPD1778 Approved
0.7024 Intermediate Similarity NPD2801 Approved
0.7024 Intermediate Similarity NPD5929 Approved
0.7024 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4663 Approved
0.7 Intermediate Similarity NPD2424 Discontinued
0.6993 Remote Similarity NPD5736 Approved
0.6982 Remote Similarity NPD3817 Phase 2
0.698 Remote Similarity NPD3496 Discontinued
0.6977 Remote Similarity NPD6959 Discontinued
0.6975 Remote Similarity NPD2677 Approved
0.6974 Remote Similarity NPD3094 Phase 2
0.6968 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6962 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6961 Remote Similarity NPD7906 Approved
0.6951 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6946 Remote Similarity NPD7028 Phase 2
0.6944 Remote Similarity NPD7843 Approved
0.6943 Remote Similarity NPD3657 Discovery
0.6943 Remote Similarity NPD7783 Phase 2
0.6943 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6936 Remote Similarity NPD7229 Phase 3
0.6933 Remote Similarity NPD1281 Approved
0.6931 Remote Similarity NPD7435 Discontinued
0.6928 Remote Similarity NPD3686 Approved
0.6928 Remote Similarity NPD3687 Approved
0.6927 Remote Similarity NPD4578 Approved
0.6927 Remote Similarity NPD8151 Discontinued
0.6927 Remote Similarity NPD4577 Approved
0.6923 Remote Similarity NPD8032 Phase 2
0.6919 Remote Similarity NPD5494 Approved
0.6918 Remote Similarity NPD7033 Discontinued
0.6918 Remote Similarity NPD5960 Phase 3
0.6918 Remote Similarity NPD5588 Approved
0.6914 Remote Similarity NPD6331 Phase 2
0.6909 Remote Similarity NPD6273 Approved
0.6901 Remote Similarity NPD2684 Approved
0.6899 Remote Similarity NPD6353 Approved
0.6899 Remote Similarity NPD4097 Suspended
0.689 Remote Similarity NPD7040 Clinical (unspecified phase)
0.689 Remote Similarity NPD7041 Phase 2
0.6886 Remote Similarity NPD3226 Approved
0.6875 Remote Similarity NPD3751 Discontinued
0.6875 Remote Similarity NPD2935 Discontinued
0.6875 Remote Similarity NPD4476 Approved

Structure

External Identifiers

PubChem CID   44575739
ChEMBL   CHEMBL482999
ZINC  

Physicochemical Properties

Molecular Weight:  476.28
ALogP:  1.6754
MLogP:  3.66
XLogP:  5.681
# Rotatable Bonds:  17
Polar Surface Area:  105.45
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  34

Download Data

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