Natural Product: NPC262819

Natural Product ID:  NPC262819
Common Name:   (4S,4Ar,10R,10Ar)-4,10-Dihydroxy-2,2-Dimethyl-4,4A,10,10A-Tetrahydro-3H-Benzo[G]Chromen-5-One
IUPAC Name:   (4S,4aR,10R,10aR)-4,10-dihydroxy-2,2-dimethyl-4,4a,10,10a-tetrahydro-3H-benzo[g]chromen-5-one
Synonyms:  
Molecular Formula:   C15H18O4
Standard InCHIKey:  QSWYLDYQGGURJS-CDGCEXEKSA-N
Standard InCHI:  InChI=1S/C15H18O4/c1-15(2)7-10(16)11-12(17)8-5-3-4-6-9(8)13(18)14(11)19-15/h3-6,10-11,13-14,16,18H,7H2,1-2H3/t10-,11-,13+,14+/m0/s1
Canonical SMILES:  O[C@H]1CC(C)(C)O[C@@H]2[C@@H]1C(=O)c1c([C@H]2O)cccc1
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
NPO9835 Catalpa ovata Species Bignoniaceae Eukaryota PMID[9599262]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 93.8 % 18077363
NPT2 Others Unspecified Activity = 0 % 12398540
NPT80 Cell Line Raji Homo sapiens Activity = 70 % PubChem BioAssay data set
NPT2 Others Unspecified Activity = 32.9 % 16989518
NPT2 Others Unspecified Activity = 57.3 % 19848433

  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 NPC262819 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
0.8444 Intermediate Similarity NPC477896
0.8429 Intermediate Similarity NPC127857
0.8397 Intermediate Similarity NPC81135
0.8392 Intermediate Similarity NPC94781
0.8392 Intermediate Similarity NPC197037
0.838 Intermediate Similarity NPC60509
0.838 Intermediate Similarity NPC250046
0.838 Intermediate Similarity NPC81698
0.8359 Intermediate Similarity NPC472981
0.8333 Intermediate Similarity NPC280753
0.8333 Intermediate Similarity NPC44378
0.8322 Intermediate Similarity NPC165260
0.8322 Intermediate Similarity NPC7095
0.8322 Intermediate Similarity NPC161239
0.8322 Intermediate Similarity NPC198455
0.8322 Intermediate Similarity NPC91730
0.8309 Intermediate Similarity NPC477893
0.8286 Intermediate Similarity NPC477894
0.8276 Intermediate Similarity NPC134685
0.8276 Intermediate Similarity NPC11588
0.8276 Intermediate Similarity NPC229545
0.8276 Intermediate Similarity NPC248265
0.8273 Intermediate Similarity NPC77493
0.8264 Intermediate Similarity NPC471103
0.8252 Intermediate Similarity NPC285122
0.8239 Intermediate Similarity NPC477737
0.8231 Intermediate Similarity NPC65627
0.8219 Intermediate Similarity NPC205918
0.8219 Intermediate Similarity NPC155329
0.8219 Intermediate Similarity NPC259144
0.8219 Intermediate Similarity NPC21410
0.8219 Intermediate Similarity NPC114357
0.8219 Intermediate Similarity NPC473670
0.8207 Intermediate Similarity NPC477905
0.8207 Intermediate Similarity NPC472548
0.8195 Intermediate Similarity NPC51448
0.8195 Intermediate Similarity NPC115797
0.8194 Intermediate Similarity NPC112216
0.8182 Intermediate Similarity NPC170055
0.8182 Intermediate Similarity NPC217918
0.8176 Intermediate Similarity NPC314257
0.8175 Intermediate Similarity NPC23894
0.8151 Intermediate Similarity NPC237549
0.8151 Intermediate Similarity NPC256142
0.8151 Intermediate Similarity NPC257213
0.8151 Intermediate Similarity NPC1173
0.8151 Intermediate Similarity NPC133430
0.8151 Intermediate Similarity NPC472022
0.8151 Intermediate Similarity NPC249471
0.8151 Intermediate Similarity NPC219419
0.8151 Intermediate Similarity NPC472005
0.8151 Intermediate Similarity NPC472030
0.8151 Intermediate Similarity NPC473414
0.8151 Intermediate Similarity NPC158333
0.8151 Intermediate Similarity NPC265395
0.8151 Intermediate Similarity NPC242262
0.8151 Intermediate Similarity NPC304876
0.8151 Intermediate Similarity NPC469477
0.8148 Intermediate Similarity NPC471334
0.8138 Intermediate Similarity NPC306799
0.8138 Intermediate Similarity NPC101043
0.8138 Intermediate Similarity NPC51602
0.8125 Intermediate Similarity NPC136878
0.812 Intermediate Similarity NPC169913
0.8115 Intermediate Similarity NPC211439
0.8112 Intermediate Similarity NPC469513
0.8112 Intermediate Similarity NPC218866
0.8112 Intermediate Similarity NPC84568
0.8112 Intermediate Similarity NPC300684
0.8112 Intermediate Similarity NPC48130
0.8108 Intermediate Similarity NPC469417
0.8095 Intermediate Similarity NPC472549
0.8095 Intermediate Similarity NPC228204
0.8095 Intermediate Similarity NPC26033
0.8095 Intermediate Similarity NPC112523
0.8095 Intermediate Similarity NPC114410
0.8095 Intermediate Similarity NPC251139
0.8085 Intermediate Similarity NPC182869
0.8082 Intermediate Similarity NPC120171
0.8074 Intermediate Similarity NPC27712
0.8071 Intermediate Similarity NPC275592
0.8071 Intermediate Similarity NPC472547
0.8071 Intermediate Similarity NPC173980
0.8071 Intermediate Similarity NPC100913
0.8058 Intermediate Similarity NPC39549
0.8056 Intermediate Similarity NPC132652
0.8045 Intermediate Similarity NPC294050
0.8045 Intermediate Similarity NPC236405
0.8045 Intermediate Similarity NPC328997
0.8045 Intermediate Similarity NPC275576
0.8041 Intermediate Similarity NPC106895
0.8029 Intermediate Similarity NPC144257
0.8028 Intermediate Similarity NPC477468
0.8027 Intermediate Similarity NPC77719
0.8014 Intermediate Similarity NPC87448
0.8014 Intermediate Similarity NPC472576
0.8014 Intermediate Similarity NPC291599
0.8014 Intermediate Similarity NPC27377
0.8014 Intermediate Similarity NPC97947
0.8014 Intermediate Similarity NPC41481
0.8014 Intermediate Similarity NPC118080
0.8014 Intermediate Similarity NPC213567
0.8 Intermediate Similarity NPC471970
0.8 Intermediate Similarity NPC273798
0.8 Intermediate Similarity NPC247250
0.8 Intermediate Similarity NPC767
0.7987 Intermediate Similarity NPC469771
0.7986 Intermediate Similarity NPC29932
0.7986 Intermediate Similarity NPC472545
0.7986 Intermediate Similarity NPC472551
0.7973 Intermediate Similarity NPC473632
0.7973 Intermediate Similarity NPC282239
0.7973 Intermediate Similarity NPC132599
0.7973 Intermediate Similarity NPC469730
0.7972 Intermediate Similarity NPC38696
0.7971 Intermediate Similarity NPC126516
0.7971 Intermediate Similarity NPC329913
0.7971 Intermediate Similarity NPC310662
0.797 Intermediate Similarity NPC74507
0.797 Intermediate Similarity NPC234890
0.7959 Intermediate Similarity NPC474310
0.7958 Intermediate Similarity NPC34012
0.7955 Intermediate Similarity NPC223351
0.7953 Intermediate Similarity NPC186933
0.7943 Intermediate Similarity NPC90614
0.7943 Intermediate Similarity NPC171207
0.7943 Intermediate Similarity NPC183270
0.7943 Intermediate Similarity NPC477904
0.7943 Intermediate Similarity NPC97667
0.7933 Intermediate Similarity NPC469399
0.7929 Intermediate Similarity NPC315275
0.7926 Intermediate Similarity NPC316553
0.7923 Intermediate Similarity NPC476645
0.792 Intermediate Similarity NPC474057
0.7919 Intermediate Similarity NPC11410
0.7919 Intermediate Similarity NPC180944
0.7919 Intermediate Similarity NPC217091
0.7917 Intermediate Similarity NPC472556
0.7917 Intermediate Similarity NPC471100
0.7917 Intermediate Similarity NPC471107
0.7914 Intermediate Similarity NPC474659
0.7914 Intermediate Similarity NPC202225
0.7908 Intermediate Similarity NPC471134
0.7908 Intermediate Similarity NPC471493
0.7908 Intermediate Similarity NPC477627
0.7905 Intermediate Similarity NPC146310
0.7902 Intermediate Similarity NPC95449
0.7902 Intermediate Similarity NPC91703
0.7899 Intermediate Similarity NPC17843
0.7895 Intermediate Similarity NPC477188
0.7895 Intermediate Similarity NPC43304
0.7895 Intermediate Similarity NPC477190
0.7895 Intermediate Similarity NPC85511
0.7891 Intermediate Similarity NPC62138
0.7891 Intermediate Similarity NPC470153
0.7891 Intermediate Similarity NPC132810
0.7887 Intermediate Similarity NPC114620
0.7887 Intermediate Similarity NPC103337
0.7887 Intermediate Similarity NPC16912
0.7886 Intermediate Similarity NPC25385
0.7886 Intermediate Similarity NPC475905
0.7886 Intermediate Similarity NPC193640
0.7881 Intermediate Similarity NPC164427
0.7874 Intermediate Similarity NPC196673
0.7872 Intermediate Similarity NPC156393
0.7867 Intermediate Similarity NPC472393
0.7863 Intermediate Similarity NPC105709
0.7862 Intermediate Similarity NPC474241
0.7862 Intermediate Similarity NPC469856
0.7862 Intermediate Similarity NPC79627
0.7862 Intermediate Similarity NPC103910
0.7862 Intermediate Similarity NPC469854
0.7857 Intermediate Similarity NPC472372
0.7857 Intermediate Similarity NPC472374
0.7852 Intermediate Similarity NPC5115
0.7852 Intermediate Similarity NPC46564
0.7852 Intermediate Similarity NPC473611
0.7852 Intermediate Similarity NPC474106
0.7852 Intermediate Similarity NPC207346
0.7852 Intermediate Similarity NPC146239
0.7847 Intermediate Similarity NPC475122
0.7847 Intermediate Similarity NPC241951
0.7847 Intermediate Similarity NPC471971
0.7847 Intermediate Similarity NPC475759
0.7847 Intermediate Similarity NPC30846
0.7847 Intermediate Similarity NPC469855
0.7847 Intermediate Similarity NPC470152
0.7847 Intermediate Similarity NPC471972
0.7843 Intermediate Similarity NPC66193
0.7842 Intermediate Similarity NPC52407
0.7838 Intermediate Similarity NPC478219
0.7832 Intermediate Similarity NPC471853
0.7823 Intermediate Similarity NPC81835
0.7817 Intermediate Similarity NPC474250
0.7815 Intermediate Similarity NPC3449
0.7815 Intermediate Similarity NPC175192
0.7815 Intermediate Similarity NPC471102
0.78 Intermediate Similarity NPC470337
0.78 Intermediate Similarity NPC470338
0.78 Intermediate Similarity NPC470340

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC262819 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
0.7778 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7671 Intermediate Similarity NPD7236 Approved
0.7538 Intermediate Similarity NPD2629 Approved
0.7481 Intermediate Similarity NPD3317 Approved
0.7442 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD1237 Approved
0.7429 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD7239 Suspended
0.7391 Intermediate Similarity NPD1470 Approved
0.7333 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD4380 Phase 2
0.731 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5951 Approved
0.7256 Intermediate Similarity NPD8368 Discontinued
0.7246 Intermediate Similarity NPD8150 Discontinued
0.7226 Intermediate Similarity NPD1201 Approved
0.7219 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7214 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD2346 Discontinued
0.72 Intermediate Similarity NPD3300 Phase 2
0.7179 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD943 Approved
0.7143 Intermediate Similarity NPD8434 Phase 2
0.7126 Intermediate Similarity NPD8407 Phase 2
0.7117 Intermediate Similarity NPD7799 Discontinued
0.7115 Intermediate Similarity NPD1934 Approved
0.7099 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD7058 Phase 2
0.7089 Intermediate Similarity NPD7057 Phase 3
0.7077 Intermediate Similarity NPD2182 Approved
0.7075 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7068 Intermediate Similarity NPD4869 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD4628 Phase 3
0.7063 Intermediate Similarity NPD7008 Discontinued
0.7059 Intermediate Similarity NPD8361 Approved
0.7059 Intermediate Similarity NPD8360 Approved
0.705 Intermediate Similarity NPD4878 Approved
0.7037 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.6977 Remote Similarity NPD7879 Clinical (unspecified phase)
0.697 Remote Similarity NPD5844 Phase 1
0.6966 Remote Similarity NPD7961 Discontinued
0.6962 Remote Similarity NPD7819 Suspended
0.6962 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6959 Remote Similarity NPD8435 Approved
0.6957 Remote Similarity NPD5126 Approved
0.6957 Remote Similarity NPD5125 Phase 3
0.6957 Remote Similarity NPD5494 Approved
0.6957 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6954 Remote Similarity NPD8166 Discontinued
0.6953 Remote Similarity NPD1930 Approved
0.6953 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6953 Remote Similarity NPD1929 Approved
0.6951 Remote Similarity NPD7473 Discontinued
0.6947 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6937 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6937 Remote Similarity NPD7075 Discontinued
0.6933 Remote Similarity NPD1549 Phase 2
0.6928 Remote Similarity NPD7390 Discontinued
0.6923 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6913 Remote Similarity NPD5406 Approved
0.6913 Remote Similarity NPD5408 Approved
0.6913 Remote Similarity NPD5405 Approved
0.6913 Remote Similarity NPD5404 Approved
0.6908 Remote Similarity NPD6190 Approved
0.6899 Remote Similarity NPD164 Approved
0.6897 Remote Similarity NPD6534 Approved
0.6897 Remote Similarity NPD6535 Approved
0.689 Remote Similarity NPD6168 Clinical (unspecified phase)
0.689 Remote Similarity NPD6167 Clinical (unspecified phase)
0.689 Remote Similarity NPD6166 Phase 2
0.6889 Remote Similarity NPD690 Clinical (unspecified phase)
0.6879 Remote Similarity NPD5157 Phase 1
0.6879 Remote Similarity NPD5159 Phase 2
0.6879 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6871 Remote Similarity NPD6232 Discontinued
0.6867 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6867 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6867 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6867 Remote Similarity NPD1471 Phase 3
0.6864 Remote Similarity NPD8313 Approved
0.6864 Remote Similarity NPD8312 Approved
0.6861 Remote Similarity NPD7610 Discontinued
0.6855 Remote Similarity NPD5761 Phase 2
0.6855 Remote Similarity NPD2801 Approved
0.6855 Remote Similarity NPD5760 Phase 2
0.685 Remote Similarity NPD2066 Phase 3
0.6846 Remote Similarity NPD5048 Discontinued
0.6846 Remote Similarity NPD2799 Discontinued
0.6846 Remote Similarity NPD1510 Phase 2
0.6846 Remote Similarity NPD7305 Phase 1
0.6845 Remote Similarity NPD5030 Phase 2
0.6842 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6838 Remote Similarity NPD4198 Discontinued
0.6835 Remote Similarity NPD3019 Approved
0.6835 Remote Similarity NPD5306 Approved
0.6835 Remote Similarity NPD5305 Approved
0.6835 Remote Similarity NPD2932 Approved
0.6822 Remote Similarity NPD6647 Phase 2
0.6818 Remote Similarity NPD8485 Approved
0.6815 Remote Similarity NPD7458 Discontinued
0.6815 Remote Similarity NPD3226 Approved
0.6815 Remote Similarity NPD6010 Discontinued
0.6813 Remote Similarity NPD8443 Clinical (unspecified phase)
0.681 Remote Similarity NPD6959 Discontinued
0.6807 Remote Similarity NPD3818 Discontinued
0.6807 Remote Similarity NPD3751 Discontinued
0.6805 Remote Similarity NPD4955 Approved
0.6805 Remote Similarity NPD36 Approved
0.6805 Remote Similarity NPD5026 Approved
0.6805 Remote Similarity NPD4954 Approved
0.6805 Remote Similarity NPD5028 Approved
0.6805 Remote Similarity NPD5034 Approved
0.68 Remote Similarity NPD2935 Discontinued
0.6792 Remote Similarity NPD6801 Discontinued
0.6786 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6784 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6781 Remote Similarity NPD3764 Approved
0.6781 Remote Similarity NPD2313 Discontinued
0.678 Remote Similarity NPD7699 Phase 2
0.678 Remote Similarity NPD7700 Phase 2
0.6774 Remote Similarity NPD2532 Approved
0.6774 Remote Similarity NPD2534 Approved
0.6774 Remote Similarity NPD2533 Approved
0.6774 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6772 Remote Similarity NPD9495 Approved
0.677 Remote Similarity NPD3882 Suspended
0.677 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6763 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6757 Remote Similarity NPD230 Phase 1
0.6743 Remote Similarity NPD6212 Phase 3
0.6743 Remote Similarity NPD6213 Phase 3
0.6743 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6738 Remote Similarity NPD4807 Approved
0.6738 Remote Similarity NPD4806 Approved
0.6738 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6736 Remote Similarity NPD2798 Approved
0.6735 Remote Similarity NPD6663 Approved
0.6733 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6731 Remote Similarity NPD6273 Approved
0.6726 Remote Similarity NPD7074 Phase 3
0.6711 Remote Similarity NPD970 Clinical (unspecified phase)
0.6711 Remote Similarity NPD1607 Approved
0.671 Remote Similarity NPD1511 Approved
0.6709 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6704 Remote Similarity NPD6777 Approved
0.6704 Remote Similarity NPD6781 Approved
0.6704 Remote Similarity NPD6779 Approved
0.6704 Remote Similarity NPD6780 Approved
0.6704 Remote Similarity NPD6778 Approved
0.6704 Remote Similarity NPD6782 Approved
0.6704 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6704 Remote Similarity NPD6776 Approved
0.6692 Remote Similarity NPD5700 Clinical (unspecified phase)
0.669 Remote Similarity NPD9494 Approved
0.669 Remote Similarity NPD5736 Approved
0.6689 Remote Similarity NPD2796 Approved
0.6689 Remote Similarity NPD1240 Approved
0.6686 Remote Similarity NPD5036 Approved
0.6667 Remote Similarity NPD7054 Approved
0.6667 Remote Similarity NPD3787 Discontinued
0.6667 Remote Similarity NPD3094 Phase 2
0.6667 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1164 Approved
0.6667 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4136 Approved
0.6667 Remote Similarity NPD4106 Approved
0.6667 Remote Similarity NPD4135 Approved
0.6667 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6599 Discontinued
0.6648 Remote Similarity NPD8320 Phase 1
0.6648 Remote Similarity NPD8319 Approved
0.6647 Remote Similarity NPD5038 Approved
0.6647 Remote Similarity NPD6559 Discontinued
0.6647 Remote Similarity NPD5037 Approved
0.6645 Remote Similarity NPD2344 Approved
0.6644 Remote Similarity NPD5203 Approved
0.6644 Remote Similarity NPD4620 Approved
0.6644 Remote Similarity NPD447 Suspended
0.6644 Remote Similarity NPD5201 Approved
0.6644 Remote Similarity NPD4617 Approved
0.6627 Remote Similarity NPD7472 Approved
0.6625 Remote Similarity NPD7411 Suspended
0.6624 Remote Similarity NPD1512 Approved
0.6623 Remote Similarity NPD7003 Approved
0.6621 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6621 Remote Similarity NPD6085 Phase 2
0.6615 Remote Similarity NPD1932 Approved
0.6605 Remote Similarity NPD5402 Approved
0.6605 Remote Similarity NPD3817 Phase 2
0.6603 Remote Similarity NPD6799 Approved
0.6601 Remote Similarity NPD2424 Discontinued
0.6593 Remote Similarity NPD7435 Discontinued
0.6589 Remote Similarity NPD1238 Approved
0.6588 Remote Similarity NPD6797 Phase 2
0.6584 Remote Similarity NPD37 Approved
0.6577 Remote Similarity NPD5121 Approved
0.6577 Remote Similarity NPD5120 Approved
0.6577 Remote Similarity NPD5119 Approved

Structure

External Identifiers

PubChem CID   10332913
ChEMBL   CHEMBL512313
ZINC  

Physicochemical Properties

Molecular Weight:  262.12
ALogP:  -0.7847
MLogP:  2.67
XLogP:  1.427
# Rotatable Bonds:  4
Polar Surface Area:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  19

Download Data

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Structure MOL file  
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Biological Activities  
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