Natural Product: NPC18402

Natural Product ID:  NPC18402
Common Name:   Sanguinine
IUPAC Name:  
Synonyms:   Sanguinine
Molecular Formula:   C16H19NO3
Standard InCHIKey:  OYSGWKOGUVOGFQ-RBOXIYTFSA-N
Standard InCHI:  InChI=1S/C16H19NO3/c1-17-7-6-16-5-4-11(18)8-13(16)20-15-12(19)3-2-10(9-17)14(15)16/h2-5,11,13,18-19H,6-9H2,1H3/t11-,13-,16-/m0/s1
Canonical SMILES:  O[C@H]1C=C[C@@]23[C@H](C1)Oc1c3c(ccc1O)CN(CC2)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
NPO26604 Aralia subcapitata Species Araliaceae Eukaryota UNPD*
NPO272 Pittosporum eugenioides Species Pittosporaceae Eukaryota UNPD*
NPO26641 Pteroxygonum giraldii Species Polygonaceae Eukaryota UNPD*
NPO26154 Erythropodium caribaeorum Species Anthothelidae Eukaryota UNPD*
NPO13480 Stereocaulon dactylophyllum Species Stereocaulaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT204 Individual Protein Acetylcholinesterase Homo sapiens IC50 = 100 nM 17822295

  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 NPC18402 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
0.9733 High Similarity NPC65490
0.9733 High Similarity NPC40389
0.9733 High Similarity NPC148014
0.9733 High Similarity NPC315707
0.9733 High Similarity NPC78359
0.9474 High Similarity NPC129603
0.9355 High Similarity NPC293871
0.9355 High Similarity NPC124433
0.879 High Similarity NPC147091
0.8758 High Similarity NPC124657
0.8589 High Similarity NPC284842
0.8537 High Similarity NPC83198
0.8537 High Similarity NPC204908
0.8509 High Similarity NPC205167
0.8509 High Similarity NPC249274
0.8481 Intermediate Similarity NPC82285
0.8481 Intermediate Similarity NPC133011
0.8408 Intermediate Similarity NPC103379
0.8408 Intermediate Similarity NPC477565
0.8383 Intermediate Similarity NPC232386
0.8383 Intermediate Similarity NPC152680
0.8383 Intermediate Similarity NPC190783
0.8354 Intermediate Similarity NPC274026
0.8344 Intermediate Similarity NPC131204
0.8344 Intermediate Similarity NPC301050
0.8323 Intermediate Similarity NPC323443
0.8323 Intermediate Similarity NPC180756
0.8303 Intermediate Similarity NPC476002
0.828 Intermediate Similarity NPC179825
0.828 Intermediate Similarity NPC321505
0.828 Intermediate Similarity NPC476151
0.828 Intermediate Similarity NPC191376
0.8228 Intermediate Similarity NPC428
0.8228 Intermediate Similarity NPC24233
0.8228 Intermediate Similarity NPC147390
0.8228 Intermediate Similarity NPC476571
0.8228 Intermediate Similarity NPC135538
0.8228 Intermediate Similarity NPC246587
0.8221 Intermediate Similarity NPC92191
0.8221 Intermediate Similarity NPC59028
0.8214 Intermediate Similarity NPC476331
0.8199 Intermediate Similarity NPC475557
0.8171 Intermediate Similarity NPC215829
0.8171 Intermediate Similarity NPC97072
0.8153 Intermediate Similarity NPC185838
0.8148 Intermediate Similarity NPC204828
0.8148 Intermediate Similarity NPC5238
0.8148 Intermediate Similarity NPC249797
0.8148 Intermediate Similarity NPC110416
0.8148 Intermediate Similarity NPC469817
0.8148 Intermediate Similarity NPC295691
0.8148 Intermediate Similarity NPC193949
0.8148 Intermediate Similarity NPC189266
0.8148 Intermediate Similarity NPC39701
0.8148 Intermediate Similarity NPC127674
0.8148 Intermediate Similarity NPC172765
0.8148 Intermediate Similarity NPC54379
0.8148 Intermediate Similarity NPC207757
0.8148 Intermediate Similarity NPC278799
0.8148 Intermediate Similarity NPC2413
0.8148 Intermediate Similarity NPC184026
0.8148 Intermediate Similarity NPC276588
0.814 Intermediate Similarity NPC305847
0.8121 Intermediate Similarity NPC60186
0.8118 Intermediate Similarity NPC49353
0.8107 Intermediate Similarity NPC470739
0.8107 Intermediate Similarity NPC225597
0.8107 Intermediate Similarity NPC477640
0.8098 Intermediate Similarity NPC160931
0.8098 Intermediate Similarity NPC37205
0.8095 Intermediate Similarity NPC58766
0.8095 Intermediate Similarity NPC470324
0.8095 Intermediate Similarity NPC266176
0.8095 Intermediate Similarity NPC290759
0.8095 Intermediate Similarity NPC475686
0.8095 Intermediate Similarity NPC82533
0.8095 Intermediate Similarity NPC158148
0.8092 Intermediate Similarity NPC302449
0.8086 Intermediate Similarity NPC477564
0.8086 Intermediate Similarity NPC2295
0.8084 Intermediate Similarity NPC13916
0.8084 Intermediate Similarity NPC264850
0.8081 Intermediate Similarity NPC244554
0.8049 Intermediate Similarity NPC475326
0.8047 Intermediate Similarity NPC474475
0.8038 Intermediate Similarity NPC130926
0.8036 Intermediate Similarity NPC210140
0.8036 Intermediate Similarity NPC100566
0.8024 Intermediate Similarity NPC276944
0.8024 Intermediate Similarity NPC232514
0.8024 Intermediate Similarity NPC238530
0.8024 Intermediate Similarity NPC24465
0.8012 Intermediate Similarity NPC151895
0.8012 Intermediate Similarity NPC192768
0.8012 Intermediate Similarity NPC220858
0.8012 Intermediate Similarity NPC97221
0.8012 Intermediate Similarity NPC88249
0.7977 Intermediate Similarity NPC99179
0.7966 Intermediate Similarity NPC206900
0.7965 Intermediate Similarity NPC474470
0.7964 Intermediate Similarity NPC324144
0.7963 Intermediate Similarity NPC76213
0.7963 Intermediate Similarity NPC277669
0.7953 Intermediate Similarity NPC2314
0.7952 Intermediate Similarity NPC27410
0.7952 Intermediate Similarity NPC166014
0.7947 Intermediate Similarity NPC160193
0.7941 Intermediate Similarity NPC75958
0.7941 Intermediate Similarity NPC311991
0.7931 Intermediate Similarity NPC286119
0.7929 Intermediate Similarity NPC306555
0.7929 Intermediate Similarity NPC474931
0.7929 Intermediate Similarity NPC81218
0.7929 Intermediate Similarity NPC117188
0.7929 Intermediate Similarity NPC150879
0.7929 Intermediate Similarity NPC205421
0.7929 Intermediate Similarity NPC12053
0.7929 Intermediate Similarity NPC145832
0.7929 Intermediate Similarity NPC181653
0.7929 Intermediate Similarity NPC190332
0.7929 Intermediate Similarity NPC158376
0.7927 Intermediate Similarity NPC78733
0.7919 Intermediate Similarity NPC15919
0.7917 Intermediate Similarity NPC212794
0.7917 Intermediate Similarity NPC306843
0.7917 Intermediate Similarity NPC96603
0.7917 Intermediate Similarity NPC13504
0.7917 Intermediate Similarity NPC196447
0.7917 Intermediate Similarity NPC253043
0.7917 Intermediate Similarity NPC78222
0.7917 Intermediate Similarity NPC136508
0.7917 Intermediate Similarity NPC134858
0.7917 Intermediate Similarity NPC477563
0.7907 Intermediate Similarity NPC187678
0.7892 Intermediate Similarity NPC111485
0.7886 Intermediate Similarity NPC181796
0.7886 Intermediate Similarity NPC49075
0.7886 Intermediate Similarity NPC90998
0.7886 Intermediate Similarity NPC251735
0.7886 Intermediate Similarity NPC54654
0.7886 Intermediate Similarity NPC7715
0.7886 Intermediate Similarity NPC182052
0.7886 Intermediate Similarity NPC8836
0.7886 Intermediate Similarity NPC290005
0.7886 Intermediate Similarity NPC42663
0.7886 Intermediate Similarity NPC239824
0.7886 Intermediate Similarity NPC223690
0.7886 Intermediate Similarity NPC279228
0.7886 Intermediate Similarity NPC285931
0.7886 Intermediate Similarity NPC217748
0.7886 Intermediate Similarity NPC311973
0.7886 Intermediate Similarity NPC104196
0.7886 Intermediate Similarity NPC30779
0.7886 Intermediate Similarity NPC185639
0.7886 Intermediate Similarity NPC229373
0.7886 Intermediate Similarity NPC258657
0.7886 Intermediate Similarity NPC328155
0.7886 Intermediate Similarity NPC271013
0.7886 Intermediate Similarity NPC15414
0.7886 Intermediate Similarity NPC222661
0.7886 Intermediate Similarity NPC290582
0.7882 Intermediate Similarity NPC164429
0.7874 Intermediate Similarity NPC32154
0.787 Intermediate Similarity NPC42549
0.787 Intermediate Similarity NPC268503
0.787 Intermediate Similarity NPC256012
0.787 Intermediate Similarity NPC240841
0.787 Intermediate Similarity NPC250846
0.787 Intermediate Similarity NPC317272
0.7862 Intermediate Similarity NPC294249
0.7861 Intermediate Similarity NPC237044
0.7857 Intermediate Similarity NPC320104
0.7857 Intermediate Similarity NPC233650
0.7857 Intermediate Similarity NPC1229
0.7844 Intermediate Similarity NPC4304
0.7844 Intermediate Similarity NPC165797
0.7841 Intermediate Similarity NPC167116
0.7841 Intermediate Similarity NPC274716
0.7841 Intermediate Similarity NPC254441
0.784 Intermediate Similarity NPC60538
0.784 Intermediate Similarity NPC207824
0.7836 Intermediate Similarity NPC118274
0.7836 Intermediate Similarity NPC168753
0.7836 Intermediate Similarity NPC329911
0.7834 Intermediate Similarity NPC314682
0.7824 Intermediate Similarity NPC252960
0.7816 Intermediate Similarity NPC114364
0.7816 Intermediate Similarity NPC320223
0.7816 Intermediate Similarity NPC474325
0.7815 Intermediate Similarity NPC172403
0.7805 Intermediate Similarity NPC37272
0.7805 Intermediate Similarity NPC148898
0.7803 Intermediate Similarity NPC199465
0.7803 Intermediate Similarity NPC304675
0.7803 Intermediate Similarity NPC128560
0.7803 Intermediate Similarity NPC329969
0.7803 Intermediate Similarity NPC229166
0.7797 Intermediate Similarity NPC9867
0.7791 Intermediate Similarity NPC239775
0.7785 Intermediate Similarity NPC328750

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC18402 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
0.9733 High Similarity NPD2563 Approved
0.9733 High Similarity NPD2560 Approved
0.9359 High Similarity NPD6071 Discontinued
0.865 High Similarity NPD2489 Approved
0.865 High Similarity NPD27 Approved
0.8476 Intermediate Similarity NPD2970 Approved
0.8476 Intermediate Similarity NPD2969 Approved
0.8303 Intermediate Similarity NPD3051 Approved
0.8282 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.8282 Intermediate Similarity NPD7831 Phase 2
0.8282 Intermediate Similarity NPD7833 Phase 2
0.814 Intermediate Similarity NPD7313 Approved
0.814 Intermediate Similarity NPD7311 Approved
0.814 Intermediate Similarity NPD7312 Approved
0.814 Intermediate Similarity NPD7310 Approved
0.8095 Intermediate Similarity NPD2898 Approved
0.8092 Intermediate Similarity NPD7309 Approved
0.8086 Intermediate Similarity NPD4772 Phase 2
0.8086 Intermediate Similarity NPD4773 Phase 2
0.8057 Intermediate Similarity NPD7906 Approved
0.8035 Intermediate Similarity NPD4578 Approved
0.8035 Intermediate Similarity NPD4577 Approved
0.8 Intermediate Similarity NPD4663 Approved
0.7937 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7886 Intermediate Similarity NPD8054 Approved
0.7886 Intermediate Similarity NPD8053 Approved
0.7785 Intermediate Similarity NPD4664 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD4481 Phase 3
0.7765 Intermediate Similarity NPD2490 Approved
0.7765 Intermediate Similarity NPD2488 Approved
0.7763 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD5241 Discontinued
0.7736 Intermediate Similarity NPD3060 Approved
0.7727 Intermediate Similarity NPD2674 Phase 3
0.7716 Intermediate Similarity NPD4584 Approved
0.7707 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7677 Intermediate Similarity NPD2238 Phase 2
0.7665 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.7625 Intermediate Similarity NPD4162 Approved
0.7625 Intermediate Similarity NPD5177 Phase 3
0.7625 Intermediate Similarity NPD4237 Approved
0.7625 Intermediate Similarity NPD4236 Phase 3
0.7622 Intermediate Similarity NPD6030 Approved
0.7622 Intermediate Similarity NPD6031 Approved
0.7574 Intermediate Similarity NPD4581 Clinical (unspecified phase)
0.756 Intermediate Similarity NPD5772 Approved
0.756 Intermediate Similarity NPD5773 Approved
0.756 Intermediate Similarity NPD2977 Approved
0.756 Intermediate Similarity NPD2978 Approved
0.7548 Intermediate Similarity NPD3145 Approved
0.7548 Intermediate Similarity NPD3144 Approved
0.7547 Intermediate Similarity NPD2161 Phase 2
0.7544 Intermediate Similarity NPD3365 Discontinued
0.7543 Intermediate Similarity NPD8156 Discontinued
0.7515 Intermediate Similarity NPD5976 Discontinued
0.75 Intermediate Similarity NPD4123 Phase 3
0.7487 Intermediate Similarity NPD2493 Approved
0.7487 Intermediate Similarity NPD2494 Approved
0.7487 Intermediate Similarity NPD3452 Approved
0.7487 Intermediate Similarity NPD3450 Approved
0.7486 Intermediate Similarity NPD8251 Approved
0.7486 Intermediate Similarity NPD8252 Approved
0.7486 Intermediate Similarity NPD8099 Discontinued
0.7484 Intermediate Similarity NPD2669 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD3687 Approved
0.747 Intermediate Similarity NPD3686 Approved
0.747 Intermediate Similarity NPD4210 Discontinued
0.7457 Intermediate Similarity NPD4010 Discontinued
0.7455 Intermediate Similarity NPD6090 Discontinued
0.7423 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD2677 Approved
0.7423 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7421 Intermediate Similarity NPD6895 Approved
0.7421 Intermediate Similarity NPD6896 Approved
0.7394 Intermediate Similarity NPD1424 Approved
0.7391 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD4678 Approved
0.7381 Intermediate Similarity NPD4675 Approved
0.7378 Intermediate Similarity NPD7124 Phase 2
0.7368 Intermediate Similarity NPD4582 Approved
0.7368 Intermediate Similarity NPD4583 Approved
0.7362 Intermediate Similarity NPD6331 Phase 2
0.7354 Intermediate Similarity NPD3448 Approved
0.7354 Intermediate Similarity NPD2491 Approved
0.7346 Intermediate Similarity NPD1372 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD7153 Discontinued
0.7345 Intermediate Similarity NPD4873 Discontinued
0.7341 Intermediate Similarity NPD4666 Phase 3
0.7337 Intermediate Similarity NPD6072 Discontinued
0.7333 Intermediate Similarity NPD2971 Approved
0.7333 Intermediate Similarity NPD2968 Approved
0.7325 Intermediate Similarity NPD2028 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD4017 Approved
0.7321 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD3692 Discontinued
0.7316 Intermediate Similarity NPD4002 Approved
0.7316 Intermediate Similarity NPD4004 Approved
0.7305 Intermediate Similarity NPD3640 Phase 3
0.7305 Intermediate Similarity NPD3641 Approved
0.7305 Intermediate Similarity NPD3639 Approved
0.7294 Intermediate Similarity NPD5720 Discontinued
0.7289 Intermediate Similarity NPD7020 Approved
0.7289 Intermediate Similarity NPD7019 Approved
0.7289 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD1375 Discontinued
0.7283 Intermediate Similarity NPD5709 Phase 3
0.7278 Intermediate Similarity NPD4474 Approved
0.7278 Intermediate Similarity NPD4475 Approved
0.7273 Intermediate Similarity NPD2974 Approved
0.7273 Intermediate Similarity NPD2973 Approved
0.7273 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD2975 Approved
0.7273 Intermediate Similarity NPD6667 Approved
0.7273 Intermediate Similarity NPD6666 Approved
0.7267 Intermediate Similarity NPD6788 Approved
0.7263 Intermediate Similarity NPD3057 Approved
0.7241 Intermediate Similarity NPD7201 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD7037 Approved
0.7233 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD3620 Phase 2
0.7229 Intermediate Similarity NPD2421 Approved
0.7229 Intermediate Similarity NPD2420 Approved
0.7225 Intermediate Similarity NPD4055 Discovery
0.7222 Intermediate Similarity NPD1632 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD3443 Approved
0.7219 Intermediate Similarity NPD3444 Approved
0.7219 Intermediate Similarity NPD3445 Approved
0.7219 Intermediate Similarity NPD824 Approved
0.7215 Intermediate Similarity NPD5718 Phase 2
0.7212 Intermediate Similarity NPD5160 Discontinued
0.7205 Intermediate Similarity NPD6111 Discontinued
0.7188 Intermediate Similarity NPD4040 Phase 1
0.7174 Intermediate Similarity NPD3398 Discontinued
0.7173 Intermediate Similarity NPD2972 Approved
0.7173 Intermediate Similarity NPD3533 Approved
0.716 Intermediate Similarity NPD2156 Approved
0.716 Intermediate Similarity NPD2154 Approved
0.716 Intermediate Similarity NPD2155 Approved
0.7158 Intermediate Similarity NPD4580 Approved
0.7152 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD3027 Phase 3
0.7151 Intermediate Similarity NPD7296 Approved
0.7143 Intermediate Similarity NPD3054 Approved
0.7143 Intermediate Similarity NPD3052 Approved
0.7143 Intermediate Similarity NPD2042 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2232 Approved
0.7143 Intermediate Similarity NPD7526 Approved
0.7143 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2041 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2233 Approved
0.7143 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2157 Approved
0.7143 Intermediate Similarity NPD2230 Approved
0.7143 Intermediate Similarity NPD3534 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD52 Approved
0.7134 Intermediate Similarity NPD2170 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD1712 Approved
0.7128 Intermediate Similarity NPD7667 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD3059 Approved
0.7125 Intermediate Similarity NPD1613 Approved
0.7125 Intermediate Similarity NPD3062 Approved
0.7125 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD3061 Approved
0.7114 Intermediate Similarity NPD1791 Approved
0.7114 Intermediate Similarity NPD1793 Approved
0.7107 Intermediate Similarity NPD601 Approved
0.7107 Intermediate Similarity NPD598 Approved
0.7107 Intermediate Similarity NPD597 Approved
0.7104 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7102 Intermediate Similarity NPD6107 Approved
0.7101 Intermediate Similarity NPD6662 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD5525 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD7298 Approved
0.7085 Intermediate Similarity NPD7047 Phase 3
0.7073 Intermediate Similarity NPD3656 Approved
0.707 Intermediate Similarity NPD6584 Phase 3
0.707 Intermediate Similarity NPD9621 Approved
0.707 Intermediate Similarity NPD9620 Approved
0.707 Intermediate Similarity NPD9619 Approved
0.7063 Intermediate Similarity NPD1136 Approved
0.7063 Intermediate Similarity NPD1130 Approved
0.7063 Intermediate Similarity NPD1132 Approved
0.7059 Intermediate Similarity NPD2667 Approved
0.7059 Intermediate Similarity NPD1751 Approved
0.7059 Intermediate Similarity NPD2668 Approved
0.7056 Intermediate Similarity NPD6042 Phase 2
0.7056 Intermediate Similarity NPD42 Phase 2
0.7055 Intermediate Similarity NPD1753 Discontinued
0.7048 Intermediate Similarity NPD6748 Discontinued
0.7044 Intermediate Similarity NPD6997 Phase 2
0.7041 Intermediate Similarity NPD3647 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD817 Approved
0.7037 Intermediate Similarity NPD823 Approved
0.7037 Intermediate Similarity NPD5314 Approved
0.7033 Intermediate Similarity NPD3303 Discontinued
0.7024 Intermediate Similarity NPD7213 Phase 3
0.7024 Intermediate Similarity NPD1774 Approved
0.7024 Intermediate Similarity NPD7212 Phase 2
0.7022 Intermediate Similarity NPD6688 Approved

Structure

External Identifiers

PubChem CID   443722
ChEMBL   CHEMBL1524
ZINC  

Physicochemical Properties

Molecular Weight:  273.14
ALogP:  -0.9712
MLogP:  2.78
XLogP:  0.543
# Rotatable Bonds:  3
Polar Surface Area:  52.93
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  20

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs