Natural Product: NPC477411

Natural Product ID:  NPC477411
Common Name:   2-prop-1-en-2-yl-2,3-dihydrobenzo[g][1]benzofuran-4,5-dione
IUPAC Name:   2-prop-1-en-2-yl-2,3-dihydrobenzo[g][1]benzofuran-4,5-dione
Synonyms:   Dehydroiso-Beta-Laoachone
Molecular Formula:   C15H12O3
Standard InCHIKey:  JXIGNVDGTOKIJS-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H12O3/c1-8(2)12-7-11-14(17)13(16)9-5-3-4-6-10(9)15(11)18-12/h3-6,12H,1,7H2,2H3
Canonical SMILES:  CC(=C)C1CC2=C(O1)c1ccccc1C(=O)C2=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
NPO8246 Lantana involucrata Species Verbenaceae Eukaryota PMID[15217280]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 3000 nM 15217280
NPT2 Others Unspecified IC50 = 3900 nM 15217280
NPT91 Cell Line KB Homo sapiens IC50 = 2200 nM 15217280
NPT81 Cell Line A549 Homo sapiens IC50 = 2700 nM 15217280
NPT309 Cell Line 1A9 Homo sapiens IC50 = 2100 nM 15217280
NPT309 Cell Line 1A9 Homo sapiens IC50 = 2300 nM 15217280
NPT83 Cell Line MCF7 Homo sapiens IC50 = 1200 nM 15217280
NPT307 Cell Line HOS Homo sapiens IC50 = 4000 nM 15217280
NPT2 Others Unspecified IC50 = 3400 nM 15217280
NPT308 Cell Line CAKI-1 Homo sapiens IC50 = 9600 nM 15217280

  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 NPC477411 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
0.9813 High Similarity NPC226093
0.9266 High Similarity NPC196075
0.9259 High Similarity NPC212415
0.9009 High Similarity NPC470764
0.9 High Similarity NPC13784
0.8957 High Similarity NPC144547
0.8929 High Similarity NPC135730
0.887 High Similarity NPC289432
0.887 High Similarity NPC988
0.8839 High Similarity NPC228936
0.8807 High Similarity NPC83628
0.8807 High Similarity NPC265407
0.8716 High Similarity NPC470391
0.8707 High Similarity NPC77000
0.8707 High Similarity NPC238861
0.8649 High Similarity NPC210089
0.8649 High Similarity NPC474157
0.8624 High Similarity NPC30594
0.8624 High Similarity NPC37622
0.8584 High Similarity NPC241851
0.8532 High Similarity NPC209632
0.8496 Intermediate Similarity NPC272524
0.844 Intermediate Similarity NPC114594
0.8421 Intermediate Similarity NPC308744
0.8421 Intermediate Similarity NPC307651
0.8417 Intermediate Similarity NPC51079
0.84 Intermediate Similarity NPC477407
0.839 Intermediate Similarity NPC232958
0.8349 Intermediate Similarity NPC89886
0.8349 Intermediate Similarity NPC60679
0.8348 Intermediate Similarity NPC474685
0.8348 Intermediate Similarity NPC474095
0.832 Intermediate Similarity NPC477412
0.8319 Intermediate Similarity NPC291799
0.8304 Intermediate Similarity NPC269023
0.8304 Intermediate Similarity NPC474364
0.8304 Intermediate Similarity NPC99846
0.8288 Intermediate Similarity NPC119271
0.8279 Intermediate Similarity NPC236405
0.8276 Intermediate Similarity NPC149691
0.8254 Intermediate Similarity NPC477406
0.8235 Intermediate Similarity NPC105709
0.8214 Intermediate Similarity NPC56493
0.819 Intermediate Similarity NPC474408
0.819 Intermediate Similarity NPC210092
0.8174 Intermediate Similarity NPC128368
0.8165 Intermediate Similarity NPC112552
0.8158 Intermediate Similarity NPC137315
0.8158 Intermediate Similarity NPC167504
0.8142 Intermediate Similarity NPC17417
0.8142 Intermediate Similarity NPC10251
0.8142 Intermediate Similarity NPC192577
0.812 Intermediate Similarity NPC100353
0.8108 Intermediate Similarity NPC31786
0.8091 Intermediate Similarity NPC45613
0.8087 Intermediate Similarity NPC82899
0.8087 Intermediate Similarity NPC79496
0.8087 Intermediate Similarity NPC270699
0.807 Intermediate Similarity NPC196246
0.807 Intermediate Similarity NPC174099
0.807 Intermediate Similarity NPC214067
0.807 Intermediate Similarity NPC251854
0.807 Intermediate Similarity NPC93084
0.8065 Intermediate Similarity NPC81135
0.8056 Intermediate Similarity NPC276775
0.8056 Intermediate Similarity NPC92754
0.8056 Intermediate Similarity NPC249912
0.8049 Intermediate Similarity NPC246166
0.8049 Intermediate Similarity NPC295664
0.8047 Intermediate Similarity NPC310662
0.8033 Intermediate Similarity NPC223351
0.8018 Intermediate Similarity NPC474365
0.8018 Intermediate Similarity NPC301943
0.8017 Intermediate Similarity NPC161611
0.8017 Intermediate Similarity NPC50872
0.8017 Intermediate Similarity NPC474176
0.8 Intermediate Similarity NPC204784
0.8 Intermediate Similarity NPC232996
0.8 Intermediate Similarity NPC305912
0.8 Intermediate Similarity NPC70624
0.8 Intermediate Similarity NPC260818
0.8 Intermediate Similarity NPC42211
0.8 Intermediate Similarity NPC1082
0.7984 Intermediate Similarity NPC476599
0.7982 Intermediate Similarity NPC225060
0.7982 Intermediate Similarity NPC35448
0.7982 Intermediate Similarity NPC469636
0.7982 Intermediate Similarity NPC78701
0.7967 Intermediate Similarity NPC228739
0.7966 Intermediate Similarity NPC471616
0.7939 Intermediate Similarity NPC119542
0.7931 Intermediate Similarity NPC321852
0.7931 Intermediate Similarity NPC474314
0.7931 Intermediate Similarity NPC23332
0.792 Intermediate Similarity NPC177925
0.7909 Intermediate Similarity NPC118343
0.7909 Intermediate Similarity NPC146351
0.7899 Intermediate Similarity NPC190298
0.7895 Intermediate Similarity NPC211439
0.7891 Intermediate Similarity NPC279596
0.7886 Intermediate Similarity NPC65627
0.7881 Intermediate Similarity NPC306740
0.787 Intermediate Similarity NPC130398
0.7857 Intermediate Similarity NPC274443
0.7845 Intermediate Similarity NPC474057
0.7845 Intermediate Similarity NPC183648
0.7845 Intermediate Similarity NPC243355
0.7833 Intermediate Similarity NPC469954
0.7826 Intermediate Similarity NPC85493
0.7823 Intermediate Similarity NPC141252
0.7823 Intermediate Similarity NPC182646
0.7823 Intermediate Similarity NPC11799
0.7797 Intermediate Similarity NPC153053
0.7787 Intermediate Similarity NPC473243
0.7778 Intermediate Similarity NPC51292
0.7768 Intermediate Similarity NPC188895
0.7768 Intermediate Similarity NPC244427
0.7768 Intermediate Similarity NPC222390
0.7748 Intermediate Similarity NPC325497
0.7748 Intermediate Similarity NPC203925
0.7742 Intermediate Similarity NPC217756
0.7739 Intermediate Similarity NPC203732
0.7727 Intermediate Similarity NPC38158
0.7724 Intermediate Similarity NPC472981
0.7719 Intermediate Similarity NPC172483
0.771 Intermediate Similarity NPC23894
0.7706 Intermediate Similarity NPC5472
0.7698 Intermediate Similarity NPC470858
0.7692 Intermediate Similarity NPC472656
0.7686 Intermediate Similarity NPC61651
0.7667 Intermediate Similarity NPC62138
0.7647 Intermediate Similarity NPC237366
0.7647 Intermediate Similarity NPC326664
0.7647 Intermediate Similarity NPC474363
0.7647 Intermediate Similarity NPC196673
0.7638 Intermediate Similarity NPC474737
0.7634 Intermediate Similarity NPC59459
0.7634 Intermediate Similarity NPC329913
0.7632 Intermediate Similarity NPC249067
0.7627 Intermediate Similarity NPC57879
0.7627 Intermediate Similarity NPC158282
0.7619 Intermediate Similarity NPC30216
0.7597 Intermediate Similarity NPC82712
0.7597 Intermediate Similarity NPC471832
0.7583 Intermediate Similarity NPC252004
0.7578 Intermediate Similarity NPC428300
0.7578 Intermediate Similarity NPC45537
0.7576 Intermediate Similarity NPC311339
0.7568 Intermediate Similarity NPC270654
0.7568 Intermediate Similarity NPC156021
0.7565 Intermediate Similarity NPC269457
0.7561 Intermediate Similarity NPC137710
0.7559 Intermediate Similarity NPC294050
0.7559 Intermediate Similarity NPC328997
0.7557 Intermediate Similarity NPC183103
0.7542 Intermediate Similarity NPC476003
0.7541 Intermediate Similarity NPC228318
0.754 Intermediate Similarity NPC472704
0.7537 Intermediate Similarity NPC301341
0.7537 Intermediate Similarity NPC284184
0.7522 Intermediate Similarity NPC473325
0.7521 Intermediate Similarity NPC40178
0.752 Intermediate Similarity NPC314329
0.7519 Intermediate Similarity NPC309056
0.7519 Intermediate Similarity NPC217914
0.7519 Intermediate Similarity NPC59502
0.75 Intermediate Similarity NPC203486
0.75 Intermediate Similarity NPC87069
0.75 Intermediate Similarity NPC126516
0.75 Intermediate Similarity NPC263817
0.75 Intermediate Similarity NPC476225
0.75 Intermediate Similarity NPC67377
0.75 Intermediate Similarity NPC229242
0.75 Intermediate Similarity NPC279916
0.7481 Intermediate Similarity NPC472394
0.7481 Intermediate Similarity NPC205360
0.7481 Intermediate Similarity NPC239134
0.748 Intermediate Similarity NPC107846
0.748 Intermediate Similarity NPC171023
0.748 Intermediate Similarity NPC472694
0.748 Intermediate Similarity NPC472693
0.7479 Intermediate Similarity NPC54626
0.7477 Intermediate Similarity NPC157778
0.7464 Intermediate Similarity NPC117674
0.7462 Intermediate Similarity NPC272946
0.7462 Intermediate Similarity NPC57552
0.7462 Intermediate Similarity NPC42234
0.7462 Intermediate Similarity NPC939
0.7462 Intermediate Similarity NPC170546
0.7462 Intermediate Similarity NPC66246
0.7462 Intermediate Similarity NPC262819
0.746 Intermediate Similarity NPC46634
0.746 Intermediate Similarity NPC472703
0.7459 Intermediate Similarity NPC470860
0.7458 Intermediate Similarity NPC273837
0.7456 Intermediate Similarity NPC25458
0.7444 Intermediate Similarity NPC474659
0.7444 Intermediate Similarity NPC212207
0.7442 Intermediate Similarity NPC470841
0.7442 Intermediate Similarity NPC115797

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477411 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
0.9259 High Similarity NPD1609 Clinical (unspecified phase)
0.8707 High Similarity NPD3412 Clinical (unspecified phase)
0.8649 High Similarity NPD2181 Clinical (unspecified phase)
0.8142 Intermediate Similarity NPD2182 Approved
0.8108 Intermediate Similarity NPD164 Approved
0.7909 Intermediate Similarity NPD1238 Approved
0.7797 Intermediate Similarity NPD1241 Discontinued
0.7742 Intermediate Similarity NPD3972 Approved
0.7731 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7632 Intermediate Similarity NPD1237 Approved
0.7619 Intermediate Similarity NPD1876 Approved
0.7607 Intermediate Similarity NPD2067 Discontinued
0.752 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD650 Approved
0.7353 Intermediate Similarity NPD1471 Phase 3
0.7339 Intermediate Similarity NPD9545 Approved
0.7328 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7302 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7609 Phase 3
0.725 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD6287 Discontinued
0.7207 Intermediate Similarity NPD7631 Approved
0.7197 Intermediate Similarity NPD7008 Discontinued
0.7188 Intermediate Similarity NPD4878 Approved
0.7143 Intermediate Similarity NPD1202 Approved
0.7143 Intermediate Similarity NPD1651 Approved
0.713 Intermediate Similarity NPD9259 Approved
0.713 Intermediate Similarity NPD9257 Approved
0.7092 Intermediate Similarity NPD7236 Approved
0.709 Intermediate Similarity NPD7713 Phase 3
0.7083 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD3140 Approved
0.7037 Intermediate Similarity NPD3142 Approved
0.7034 Intermediate Similarity NPD5909 Discontinued
0.7029 Intermediate Similarity NPD2796 Approved
0.7018 Intermediate Similarity NPD1989 Approved
0.7016 Intermediate Similarity NPD5951 Approved
0.7015 Intermediate Similarity NPD3764 Approved
0.6983 Remote Similarity NPD2066 Phase 3
0.6978 Remote Similarity NPD2344 Approved
0.6978 Remote Similarity NPD2346 Discontinued
0.6978 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6977 Remote Similarity NPD518 Clinical (unspecified phase)
0.6977 Remote Similarity NPD1281 Approved
0.697 Remote Similarity NPD2798 Approved
0.697 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6957 Remote Similarity NPD3495 Discontinued
0.6953 Remote Similarity NPD17 Approved
0.695 Remote Similarity NPD4628 Phase 3
0.6949 Remote Similarity NPD1929 Approved
0.6949 Remote Similarity NPD1930 Approved
0.6949 Remote Similarity NPD1931 Clinical (unspecified phase)
0.694 Remote Similarity NPD6039 Approved
0.6934 Remote Similarity NPD1607 Approved
0.6912 Remote Similarity NPD1240 Approved
0.6909 Remote Similarity NPD1282 Approved
0.6905 Remote Similarity NPD9493 Approved
0.6903 Remote Similarity NPD1508 Approved
0.6875 Remote Similarity NPD9258 Approved
0.6875 Remote Similarity NPD9256 Approved
0.6866 Remote Similarity NPD6832 Phase 2
0.6864 Remote Similarity NPD1932 Approved
0.6855 Remote Similarity NPD7094 Approved
0.6855 Remote Similarity NPD6858 Approved
0.6849 Remote Similarity NPD7239 Suspended
0.6842 Remote Similarity NPD2788 Approved
0.6835 Remote Similarity NPD3748 Approved
0.6828 Remote Similarity NPD6273 Approved
0.6822 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6822 Remote Similarity NPD942 Approved
0.6818 Remote Similarity NPD2198 Approved
0.6818 Remote Similarity NPD2199 Approved
0.6818 Remote Similarity NPD1283 Approved
0.6809 Remote Similarity NPD1549 Phase 2
0.6807 Remote Similarity NPD6647 Phase 2
0.6794 Remote Similarity NPD1608 Approved
0.6791 Remote Similarity NPD9494 Approved
0.6783 Remote Similarity NPD3887 Approved
0.6783 Remote Similarity NPD2309 Approved
0.6783 Remote Similarity NPD1693 Approved
0.6767 Remote Similarity NPD3267 Approved
0.6767 Remote Similarity NPD1470 Approved
0.6767 Remote Similarity NPD3266 Approved
0.6765 Remote Similarity NPD2313 Discontinued
0.6761 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6757 Remote Similarity NPD1087 Approved
0.6752 Remote Similarity NPD9495 Approved
0.675 Remote Similarity NPD3048 Approved
0.675 Remote Similarity NPD3046 Approved
0.675 Remote Similarity NPD3047 Approved
0.6744 Remote Similarity NPD5691 Approved
0.6744 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6738 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6738 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6738 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6724 Remote Similarity NPD1843 Approved
0.6718 Remote Similarity NPD1201 Approved
0.6716 Remote Similarity NPD1019 Discontinued
0.6714 Remote Similarity NPD1510 Phase 2
0.6714 Remote Similarity NPD2799 Discontinued
0.6696 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6693 Remote Similarity NPD3317 Approved
0.6667 Remote Similarity NPD9717 Approved
0.6667 Remote Similarity NPD6010 Discontinued
0.6667 Remote Similarity NPD2329 Discontinued
0.6667 Remote Similarity NPD4307 Phase 2
0.6667 Remote Similarity NPD2979 Phase 3
0.6643 Remote Similarity NPD2567 Approved
0.6643 Remote Similarity NPD2569 Approved
0.6641 Remote Similarity NPD4879 Approved
0.6639 Remote Similarity NPD3134 Approved
0.6638 Remote Similarity NPD9260 Approved
0.662 Remote Similarity NPD2355 Clinical (unspecified phase)
0.662 Remote Similarity NPD2353 Approved
0.6617 Remote Similarity NPD5157 Phase 1
0.6617 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6617 Remote Similarity NPD5159 Phase 2
0.6614 Remote Similarity NPD2629 Approved
0.6597 Remote Similarity NPD3750 Approved
0.6597 Remote Similarity NPD7003 Approved
0.6594 Remote Similarity NPD8032 Phase 2
0.6589 Remote Similarity NPD2347 Approved
0.6585 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6585 Remote Similarity NPD1358 Approved
0.6579 Remote Similarity NPD1086 Approved
0.6579 Remote Similarity NPD3672 Approved
0.6579 Remote Similarity NPD3673 Approved
0.6579 Remote Similarity NPD1090 Approved
0.6579 Remote Similarity NPD1089 Approved
0.6577 Remote Similarity NPD2649 Approved
0.6577 Remote Similarity NPD3226 Approved
0.6577 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6577 Remote Similarity NPD2651 Approved
0.6573 Remote Similarity NPD970 Clinical (unspecified phase)
0.6571 Remote Similarity NPD3528 Clinical (unspecified phase)
0.6567 Remote Similarity NPD5667 Approved
0.6565 Remote Similarity NPD2932 Approved
0.6556 Remote Similarity NPD6280 Approved
0.6556 Remote Similarity NPD6279 Approved
0.6554 Remote Similarity NPD920 Approved
0.6552 Remote Similarity NPD1563 Approved
0.6549 Remote Similarity NPD2438 Suspended
0.6541 Remote Similarity NPD6637 Approved
0.6538 Remote Similarity NPD1894 Discontinued
0.6536 Remote Similarity NPD7057 Phase 3
0.6536 Remote Similarity NPD7058 Phase 2
0.6533 Remote Similarity NPD6599 Discontinued
0.6531 Remote Similarity NPD2532 Approved
0.6531 Remote Similarity NPD2533 Approved
0.6531 Remote Similarity NPD642 Clinical (unspecified phase)
0.6531 Remote Similarity NPD2534 Approved
0.6529 Remote Similarity NPD9261 Approved
0.6528 Remote Similarity NPD1243 Approved
0.6522 Remote Similarity NPD1239 Approved
0.6522 Remote Similarity NPD3268 Approved
0.6519 Remote Similarity NPD1203 Approved
0.6519 Remote Similarity NPD2797 Approved
0.6513 Remote Similarity NPD7819 Suspended
0.6512 Remote Similarity NPD694 Clinical (unspecified phase)
0.6508 Remote Similarity NPD969 Suspended
0.6507 Remote Similarity NPD643 Clinical (unspecified phase)
0.65 Remote Similarity NPD2558 Approved
0.65 Remote Similarity NPD2553 Approved
0.65 Remote Similarity NPD2550 Approved
0.65 Remote Similarity NPD230 Phase 1
0.65 Remote Similarity NPD2552 Approved
0.65 Remote Similarity NPD2555 Approved
0.65 Remote Similarity NPD2549 Approved
0.65 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6496 Remote Similarity NPD688 Clinical (unspecified phase)
0.6496 Remote Similarity NPD7055 Discontinued
0.6491 Remote Similarity NPD800 Approved
0.6489 Remote Similarity NPD3024 Approved
0.6489 Remote Similarity NPD3025 Approved
0.6481 Remote Similarity NPD9490 Approved
0.6479 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6479 Remote Similarity NPD4308 Phase 3
0.6471 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6085 Phase 2
0.6471 Remote Similarity NPD5978 Approved
0.6471 Remote Similarity NPD5977 Approved
0.6467 Remote Similarity NPD7458 Discontinued
0.6467 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6466 Remote Similarity NPD1088 Approved
0.6463 Remote Similarity NPD6799 Approved
0.6446 Remote Similarity NPD4188 Approved
0.6446 Remote Similarity NPD4189 Approved
0.6443 Remote Similarity NPD5586 Clinical (unspecified phase)
0.6439 Remote Similarity NPD4626 Approved
0.6439 Remote Similarity NPD3019 Approved
0.6438 Remote Similarity NPD2354 Approved
0.6438 Remote Similarity NPD3295 Clinical (unspecified phase)
0.6434 Remote Similarity NPD2531 Phase 2
0.6434 Remote Similarity NPD4198 Discontinued
0.6429 Remote Similarity NPD3373 Approved
0.6423 Remote Similarity NPD9697 Approved
0.6422 Remote Similarity NPD1507 Clinical (unspecified phase)
0.6419 Remote Similarity NPD4662 Approved

Structure

External Identifiers

PubChem CID   4301570
ChEMBL   CHEMBL510369
ZINC  

Physicochemical Properties

Molecular Weight:  240.08
ALogP:  0.3096
MLogP:  2.78
XLogP:  2.53
# Rotatable Bonds:  2
Polar Surface Area:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  18

Download Data

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Structure MOL file  
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Biological Activities  
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