Natural Product: NPC241851

Natural Product ID:  NPC241851
Common Name:   (3R)-Alpha-Dunnione
IUPAC Name:   (2R)-2,3,3-trimethyl-2H-benzo[f][1]benzofuran-4,9-dione
Synonyms:   (3R)-Alpha-Dunnione
Molecular Formula:   C15H14O3
Standard InCHIKey:  XWPLFOWMVZGBOX-MRVPVSSYSA-N
Standard InCHI:  InChI=1S/C15H14O3/c1-8-15(2,3)11-12(16)9-6-4-5-7-10(9)13(17)14(11)18-8/h4-8H,1-3H3/t8-/m1/s1
Canonical SMILES:  O=C1c2ccccc2C(=O)C2=C1O[C@@H](C2(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
NPO28542 Streptocarpus dunnii Species Gesneriaceae Eukaryota PMID[21174407]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT845 Cell Line BT-474 Homo sapiens IC50 = 4500 nM 21174407
NPT783 Cell Line MIA PaCa-2 Homo sapiens IC50 = 4600 nM 21174407
NPT83 Cell Line MCF7 Homo sapiens IC50 = 5800 nM 21174407
NPT2 Others Unspecified IC50 > 10000 nM 21174407

  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 NPC241851 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
0.9537 High Similarity NPC470764
0.9346 High Similarity NPC137315
0.9035 High Similarity NPC105709
0.8857 High Similarity NPC112552
0.8807 High Similarity NPC192577
0.8761 High Similarity NPC226093
0.875 High Similarity NPC326664
0.8716 High Similarity NPC470391
0.8584 High Similarity NPC477411
0.8583 High Similarity NPC236405
0.8545 High Similarity NPC203732
0.8519 High Similarity NPC274443
0.8512 High Similarity NPC81135
0.8482 Intermediate Similarity NPC291799
0.8435 Intermediate Similarity NPC62138
0.8426 Intermediate Similarity NPC222390
0.8426 Intermediate Similarity NPC244427
0.8421 Intermediate Similarity NPC196075
0.8364 Intermediate Similarity NPC172483
0.8333 Intermediate Similarity NPC65627
0.8305 Intermediate Similarity NPC204784
0.8293 Intermediate Similarity NPC478162
0.8293 Intermediate Similarity NPC478165
0.8291 Intermediate Similarity NPC222968
0.8291 Intermediate Similarity NPC80605
0.8291 Intermediate Similarity NPC61651
0.8291 Intermediate Similarity NPC323440
0.8264 Intermediate Similarity NPC328107
0.8261 Intermediate Similarity NPC67377
0.8235 Intermediate Similarity NPC238861
0.8235 Intermediate Similarity NPC77000
0.8174 Intermediate Similarity NPC143768
0.8167 Intermediate Similarity NPC144547
0.814 Intermediate Similarity NPC38158
0.812 Intermediate Similarity NPC135730
0.8115 Intermediate Similarity NPC51079
0.8095 Intermediate Similarity NPC476484
0.8087 Intermediate Similarity NPC292834
0.8083 Intermediate Similarity NPC289432
0.8083 Intermediate Similarity NPC988
0.8067 Intermediate Similarity NPC318173
0.8056 Intermediate Similarity NPC156021
0.8017 Intermediate Similarity NPC13784
0.7984 Intermediate Similarity NPC23894
0.7984 Intermediate Similarity NPC476599
0.7984 Intermediate Similarity NPC328997
0.7984 Intermediate Similarity NPC294050
0.7982 Intermediate Similarity NPC145052
0.7967 Intermediate Similarity NPC318067
0.7931 Intermediate Similarity NPC212415
0.7903 Intermediate Similarity NPC295664
0.7899 Intermediate Similarity NPC469843
0.7881 Intermediate Similarity NPC228936
0.7876 Intermediate Similarity NPC134120
0.7863 Intermediate Similarity NPC232996
0.7863 Intermediate Similarity NPC469547
0.7857 Intermediate Similarity NPC316553
0.7846 Intermediate Similarity NPC474659
0.7823 Intermediate Similarity NPC325740
0.781 Intermediate Similarity NPC157778
0.7798 Intermediate Similarity NPC12695
0.7739 Intermediate Similarity NPC112903
0.7739 Intermediate Similarity NPC470007
0.7731 Intermediate Similarity NPC474408
0.7714 Intermediate Similarity NPC43945
0.7712 Intermediate Similarity NPC470253
0.7705 Intermediate Similarity NPC476645
0.7705 Intermediate Similarity NPC202015
0.7692 Intermediate Similarity NPC210089
0.7692 Intermediate Similarity NPC265513
0.7685 Intermediate Similarity NPC59677
0.7672 Intermediate Similarity NPC265407
0.7672 Intermediate Similarity NPC83628
0.7667 Intermediate Similarity NPC260886
0.7664 Intermediate Similarity NPC110420
0.7664 Intermediate Similarity NPC303967
0.7664 Intermediate Similarity NPC67585
0.7664 Intermediate Similarity NPC173413
0.7652 Intermediate Similarity NPC100767
0.7642 Intermediate Similarity NPC232958
0.7642 Intermediate Similarity NPC473243
0.7638 Intermediate Similarity NPC146239
0.7627 Intermediate Similarity NPC280789
0.7627 Intermediate Similarity NPC186128
0.7597 Intermediate Similarity NPC471832
0.7593 Intermediate Similarity NPC284475
0.7583 Intermediate Similarity NPC474095
0.7581 Intermediate Similarity NPC472981
0.7581 Intermediate Similarity NPC50872
0.7568 Intermediate Similarity NPC103048
0.7544 Intermediate Similarity NPC247976
0.7542 Intermediate Similarity NPC474057
0.7542 Intermediate Similarity NPC474157
0.7541 Intermediate Similarity NPC471553
0.7541 Intermediate Similarity NPC268930
0.7523 Intermediate Similarity NPC155232
0.7523 Intermediate Similarity NPC188844
0.7523 Intermediate Similarity NPC1682
0.7522 Intermediate Similarity NPC473325
0.7519 Intermediate Similarity NPC237225
0.75 Intermediate Similarity NPC196673
0.75 Intermediate Similarity NPC185763
0.75 Intermediate Similarity NPC83409
0.75 Intermediate Similarity NPC30594
0.75 Intermediate Similarity NPC48992
0.75 Intermediate Similarity NPC37622
0.75 Intermediate Similarity NPC307651
0.75 Intermediate Similarity NPC75724
0.75 Intermediate Similarity NPC310662
0.75 Intermediate Similarity NPC134882
0.7481 Intermediate Similarity NPC173980
0.7479 Intermediate Similarity NPC218855
0.7478 Intermediate Similarity NPC329282
0.7456 Intermediate Similarity NPC320891
0.7455 Intermediate Similarity NPC238219
0.7444 Intermediate Similarity NPC212207
0.7442 Intermediate Similarity NPC115797
0.7442 Intermediate Similarity NPC51448
0.7438 Intermediate Similarity NPC215419
0.7438 Intermediate Similarity NPC217111
0.7436 Intermediate Similarity NPC211439
0.7434 Intermediate Similarity NPC476042
0.7431 Intermediate Similarity NPC133461
0.7424 Intermediate Similarity NPC144257
0.7424 Intermediate Similarity NPC477407
0.7419 Intermediate Similarity NPC472708
0.7417 Intermediate Similarity NPC272524
0.7417 Intermediate Similarity NPC161611
0.7414 Intermediate Similarity NPC209632
0.7411 Intermediate Similarity NPC265220
0.7411 Intermediate Similarity NPC239185
0.7407 Intermediate Similarity NPC119542
0.7405 Intermediate Similarity NPC27659
0.7405 Intermediate Similarity NPC198305
0.7402 Intermediate Similarity NPC135062
0.7398 Intermediate Similarity NPC152812
0.7398 Intermediate Similarity NPC94425
0.7377 Intermediate Similarity NPC149691
0.7376 Intermediate Similarity NPC476821
0.7368 Intermediate Similarity NPC109514
0.7368 Intermediate Similarity NPC476993
0.7368 Intermediate Similarity NPC171968
0.7364 Intermediate Similarity NPC153885
0.7364 Intermediate Similarity NPC51292
0.7364 Intermediate Similarity NPC51037
0.736 Intermediate Similarity NPC476225
0.7357 Intermediate Similarity NPC478160
0.7355 Intermediate Similarity NPC130591
0.7355 Intermediate Similarity NPC471721
0.7355 Intermediate Similarity NPC308744
0.7355 Intermediate Similarity NPC234637
0.735 Intermediate Similarity NPC119271
0.7348 Intermediate Similarity NPC477412
0.7344 Intermediate Similarity NPC472694
0.7344 Intermediate Similarity NPC472693
0.7339 Intermediate Similarity NPC19256
0.7338 Intermediate Similarity NPC478164
0.7333 Intermediate Similarity NPC215008
0.7333 Intermediate Similarity NPC471189
0.7328 Intermediate Similarity NPC114594
0.7328 Intermediate Similarity NPC49272
0.7328 Intermediate Similarity NPC249067
0.7323 Intermediate Similarity NPC164947
0.7299 Intermediate Similarity NPC477408
0.7297 Intermediate Similarity NPC289883
0.7295 Intermediate Similarity NPC93181
0.7295 Intermediate Similarity NPC474685
0.7293 Intermediate Similarity NPC477406
0.7293 Intermediate Similarity NPC309430
0.729 Intermediate Similarity NPC307
0.729 Intermediate Similarity NPC160339
0.7288 Intermediate Similarity NPC56493
0.7279 Intermediate Similarity NPC301341
0.7279 Intermediate Similarity NPC284184
0.7273 Intermediate Similarity NPC128368
0.7273 Intermediate Similarity NPC471481
0.7273 Intermediate Similarity NPC93287
0.7266 Intermediate Similarity NPC182646
0.7265 Intermediate Similarity NPC471186
0.7259 Intermediate Similarity NPC217914
0.7259 Intermediate Similarity NPC309056
0.7252 Intermediate Similarity NPC165257
0.725 Intermediate Similarity NPC167504
0.7241 Intermediate Similarity NPC329556
0.7241 Intermediate Similarity NPC60679
0.7241 Intermediate Similarity NPC89886
0.7239 Intermediate Similarity NPC254603
0.7232 Intermediate Similarity NPC260233
0.7231 Intermediate Similarity NPC177925
0.7231 Intermediate Similarity NPC231774
0.7227 Intermediate Similarity NPC10251
0.7227 Intermediate Similarity NPC470252
0.7227 Intermediate Similarity NPC474364
0.7227 Intermediate Similarity NPC269023
0.7227 Intermediate Similarity NPC99846
0.7227 Intermediate Similarity NPC17417
0.7227 Intermediate Similarity NPC469636
0.7227 Intermediate Similarity NPC475282
0.7218 Intermediate Similarity NPC205360
0.7209 Intermediate Similarity NPC310540

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC241851 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
0.8235 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7931 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD650 Approved
0.7593 Intermediate Similarity NPD7609 Phase 3
0.7542 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7542 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7523 Intermediate Similarity NPD7631 Approved
0.7458 Intermediate Similarity NPD2067 Discontinued
0.744 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD6858 Approved
0.7417 Intermediate Similarity NPD7094 Approved
0.7411 Intermediate Similarity NPD3495 Discontinued
0.7328 Intermediate Similarity NPD1237 Approved
0.7241 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD1929 Approved
0.7241 Intermediate Similarity NPD1930 Approved
0.7227 Intermediate Similarity NPD2182 Approved
0.7218 Intermediate Similarity NPD7961 Discontinued
0.7179 Intermediate Similarity NPD164 Approved
0.7165 Intermediate Similarity NPD4879 Approved
0.7155 Intermediate Similarity NPD1932 Approved
0.7154 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD1471 Phase 3
0.7054 Intermediate Similarity NPD1508 Approved
0.7018 Intermediate Similarity NPD1989 Approved
0.7016 Intermediate Similarity NPD5951 Approved
0.6983 Remote Similarity NPD2066 Phase 3
0.6972 Remote Similarity NPD7236 Approved
0.6947 Remote Similarity NPD1876 Approved
0.6942 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6942 Remote Similarity NPD2329 Discontinued
0.694 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6929 Remote Similarity NPD7009 Phase 2
0.6923 Remote Similarity NPD3972 Approved
0.688 Remote Similarity NPD2629 Approved
0.687 Remote Similarity NPD1843 Approved
0.685 Remote Similarity NPD7610 Discontinued
0.6838 Remote Similarity NPD1238 Approved
0.6822 Remote Similarity NPD942 Approved
0.6822 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6815 Remote Similarity NPD7008 Discontinued
0.68 Remote Similarity NPD1241 Discontinued
0.6783 Remote Similarity NPD688 Clinical (unspecified phase)
0.6783 Remote Similarity NPD1693 Approved
0.6772 Remote Similarity NPD405 Clinical (unspecified phase)
0.6757 Remote Similarity NPD1087 Approved
0.6754 Remote Similarity NPD1088 Approved
0.6735 Remote Similarity NPD7239 Suspended
0.6718 Remote Similarity NPD6287 Discontinued
0.6696 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4878 Approved
0.6642 Remote Similarity NPD1470 Approved
0.6614 Remote Similarity NPD4766 Approved
0.6613 Remote Similarity NPD1317 Discontinued
0.6593 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6591 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6579 Remote Similarity NPD3672 Approved
0.6579 Remote Similarity NPD1086 Approved
0.6579 Remote Similarity NPD3673 Approved
0.6579 Remote Similarity NPD1089 Approved
0.6579 Remote Similarity NPD1090 Approved
0.6565 Remote Similarity NPD2932 Approved
0.6562 Remote Similarity NPD3317 Approved
0.6552 Remote Similarity NPD1563 Approved
0.6552 Remote Similarity NPD1202 Approved
0.6529 Remote Similarity NPD6647 Phase 2
0.6522 Remote Similarity NPD1239 Approved
0.6518 Remote Similarity NPD9257 Approved
0.6518 Remote Similarity NPD9259 Approved
0.6503 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6496 Remote Similarity NPD7055 Discontinued
0.6491 Remote Similarity NPD800 Approved
0.6489 Remote Similarity NPD1651 Approved
0.6489 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6489 Remote Similarity NPD3024 Approved
0.6489 Remote Similarity NPD3025 Approved
0.6486 Remote Similarity NPD6273 Approved
0.6481 Remote Similarity NPD9490 Approved
0.648 Remote Similarity NPD1752 Approved
0.648 Remote Similarity NPD4234 Approved
0.648 Remote Similarity NPD1756 Approved
0.648 Remote Similarity NPD4233 Approved
0.6475 Remote Similarity NPD5909 Discontinued
0.6475 Remote Similarity NPD7713 Phase 3
0.6471 Remote Similarity NPD9495 Approved
0.6466 Remote Similarity NPD1201 Approved
0.6463 Remote Similarity NPD3950 Discontinued
0.6462 Remote Similarity NPD6065 Approved
0.6457 Remote Similarity NPD2607 Approved
0.6439 Remote Similarity NPD3019 Approved
0.6429 Remote Similarity NPD7058 Phase 2
0.6429 Remote Similarity NPD7057 Phase 3
0.6422 Remote Similarity NPD1507 Clinical (unspecified phase)
0.6406 Remote Similarity NPD6010 Discontinued
0.6396 Remote Similarity NPD9491 Approved
0.6391 Remote Similarity NPD3023 Approved
0.6391 Remote Similarity NPD3026 Approved
0.6389 Remote Similarity NPD2346 Discontinued
0.6389 Remote Similarity NPD225 Approved
0.6389 Remote Similarity NPD227 Approved
0.6387 Remote Similarity NPD1566 Phase 3
0.6387 Remote Similarity NPD1564 Approved
0.6387 Remote Similarity NPD1565 Approved
0.637 Remote Similarity NPD4628 Phase 3
0.6357 Remote Similarity NPD6663 Approved
0.635 Remote Similarity NPD2788 Approved
0.6349 Remote Similarity NPD3646 Clinical (unspecified phase)
0.6343 Remote Similarity NPD1281 Approved
0.6316 Remote Similarity NPD1282 Approved
0.6316 Remote Similarity NPD2345 Approved
0.6316 Remote Similarity NPD506 Clinical (unspecified phase)
0.6312 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6308 Remote Similarity NPD4198 Discontinued
0.6304 Remote Similarity NPD7084 Phase 3
0.6304 Remote Similarity NPD5736 Approved
0.6293 Remote Similarity NPD9256 Approved
0.6293 Remote Similarity NPD9258 Approved
0.6288 Remote Similarity NPD9545 Approved
0.6286 Remote Similarity NPD3764 Approved
0.6281 Remote Similarity NPD7798 Approved
0.6276 Remote Similarity NPD2344 Approved
0.6259 Remote Similarity NPD7003 Approved
0.625 Remote Similarity NPD1509 Clinical (unspecified phase)
0.625 Remote Similarity NPD7305 Phase 1
0.6241 Remote Similarity NPD1245 Approved
0.6241 Remote Similarity NPD8032 Phase 2
0.6232 Remote Similarity NPD2798 Approved
0.6231 Remote Similarity NPD1246 Approved
0.623 Remote Similarity NPD3135 Clinical (unspecified phase)
0.6222 Remote Similarity NPD518 Clinical (unspecified phase)
0.6216 Remote Similarity NPD226 Approved
0.6216 Remote Similarity NPD3887 Approved
0.6209 Remote Similarity NPD6599 Discontinued
0.6207 Remote Similarity NPD2796 Approved
0.6204 Remote Similarity NPD1283 Approved
0.6176 Remote Similarity NPD6637 Approved
0.617 Remote Similarity NPD2313 Discontinued
0.6164 Remote Similarity NPD7702 Clinical (unspecified phase)
0.616 Remote Similarity NPD1018 Approved
0.6154 Remote Similarity NPD2652 Approved
0.6154 Remote Similarity NPD2650 Approved
0.6149 Remote Similarity NPD8166 Discontinued
0.6144 Remote Similarity NPD3226 Approved
0.6139 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6138 Remote Similarity NPD2799 Discontinued
0.6138 Remote Similarity NPD3748 Approved
0.6136 Remote Similarity NPD4576 Approved
0.6136 Remote Similarity NPD4574 Approved
0.6131 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6131 Remote Similarity NPD5157 Phase 1
0.6131 Remote Similarity NPD5159 Phase 2
0.6131 Remote Similarity NPD182 Clinical (unspecified phase)
0.6119 Remote Similarity NPD5691 Approved
0.6111 Remote Similarity NPD5704 Approved
0.6111 Remote Similarity NPD5705 Approved
0.6111 Remote Similarity NPD6685 Approved
0.6111 Remote Similarity NPD5706 Approved
0.6107 Remote Similarity NPD2309 Approved
0.6099 Remote Similarity NPD6039 Approved
0.609 Remote Similarity NPD2347 Approved
0.6087 Remote Similarity NPD5667 Approved
0.6084 Remote Similarity NPD2979 Phase 3
0.6084 Remote Similarity NPD3142 Approved
0.6084 Remote Similarity NPD3140 Approved
0.6083 Remote Similarity NPD9260 Approved
0.6074 Remote Similarity NPD7799 Discontinued
0.6074 Remote Similarity NPD5306 Approved
0.6074 Remote Similarity NPD5305 Approved
0.6074 Remote Similarity NPD17 Approved
0.6054 Remote Similarity NPD2353 Approved
0.6054 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6048 Remote Similarity NPD2196 Discontinued
0.6048 Remote Similarity NPD2193 Phase 2
0.6048 Remote Similarity NPD2648 Phase 3
0.6042 Remote Similarity NPD6355 Discontinued
0.6039 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6039 Remote Similarity NPD7458 Discontinued
0.6036 Remote Similarity NPD8434 Phase 2
0.6029 Remote Similarity NPD4136 Approved
0.6029 Remote Similarity NPD4106 Approved
0.6029 Remote Similarity NPD4135 Approved
0.6028 Remote Similarity NPD6832 Phase 2
0.6026 Remote Similarity NPD8165 Discontinued
0.6015 Remote Similarity NPD9493 Approved
0.6014 Remote Similarity NPD2897 Discontinued
0.6014 Remote Similarity NPD5327 Phase 3
0.6 Remote Similarity NPD3357 Discontinued
0.6 Remote Similarity NPD1607 Approved
0.6 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6 Remote Similarity NPD9261 Approved
0.5987 Remote Similarity NPD7096 Clinical (unspecified phase)
0.5986 Remote Similarity NPD2438 Suspended
0.5985 Remote Similarity NPD2611 Approved
0.5985 Remote Similarity NPD2612 Approved
0.5985 Remote Similarity NPD4217 Approved
0.5985 Remote Similarity NPD4806 Approved
0.5985 Remote Similarity NPD4215 Approved
0.5985 Remote Similarity NPD4807 Approved
0.5985 Remote Similarity NPD4218 Approved
0.5985 Remote Similarity NPD2609 Approved

Structure

External Identifiers

PubChem CID   51354251
ChEMBL   CHEMBL1668321
ZINC  

Physicochemical Properties

Molecular Weight:  242.09
ALogP:  0.0588
MLogP:  2.78
XLogP:  2.955
# Rotatable Bonds:  3
Polar Surface Area:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  18

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs