Natural Product: NPC289911

Natural Product ID:  NPC289911
Common Name:   Variabilin
IUPAC Name:   (5Z)-5-[(6E,10E)-13-(furan-3-yl)-2,6,10-trimethyltrideca-6,10-dienylidene]-4-hydroxy-3-methylfuran-2-one
Synonyms:   Variabilin
Molecular Formula:   C25H34O4
Standard InCHIKey:  HPVSJNGZYYDDMU-FECKPXKMSA-N
Standard InCHI:  InChI=1S/C25H34O4/c1-18(8-5-9-19(2)11-7-13-22-14-15-28-17-22)10-6-12-20(3)16-23-24(26)21(4)25(27)29-23/h8,11,14-17,20,26H,5-7,9-10,12-13H2,1-4H3/b18-8+,19-11+,23-16-
Canonical SMILES:  C/C(=CCC/C(=C/CCc1cocc1)/C)/CCCC(/C=C/1OC(=O)C(=C1O)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
NPO2611 Dalbergia variabilis Species Fabaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT640 Individual Protein Sodium/glucose cotransporter 1 Homo sapiens Inhibition < 25 % 17374486
NPT641 Individual Protein Sodium/glucose cotransporter 2 Homo sapiens Inhibition = 49.9 % 17374486
NPT1106 Organism Human poliovirus 1 Human poliovirus 1 IZ = 4 mm 10.1021/np50062a022
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 IZ = 4 mm 10.1021/np50062a022

  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 NPC289911 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 NPC283284
0.9912 High Similarity NPC474136
0.9744 High Similarity NPC71274
0.9744 High Similarity NPC75557
0.9741 High Similarity NPC476351
0.9741 High Similarity NPC475818
0.95 High Similarity NPC474279
0.95 High Similarity NPC474438
0.9496 High Similarity NPC329694
0.9496 High Similarity NPC474260
0.9496 High Similarity NPC329922
0.9496 High Similarity NPC81912
0.9483 High Similarity NPC474817
0.9391 High Similarity NPC131801
0.9256 High Similarity NPC476016
0.9231 High Similarity NPC473969
0.9098 High Similarity NPC474830
0.9048 High Similarity NPC288209
0.8957 High Similarity NPC26157
0.8957 High Similarity NPC1811
0.8934 High Similarity NPC474829
0.8898 High Similarity NPC208906
0.8898 High Similarity NPC144745
0.887 High Similarity NPC105249
0.8837 High Similarity NPC215109
0.8837 High Similarity NPC170604
0.8828 High Similarity NPC14650
0.878 High Similarity NPC471559
0.8772 High Similarity NPC471521
0.8772 High Similarity NPC473356
0.874 High Similarity NPC97740
0.8667 High Similarity NPC187547
0.8667 High Similarity NPC21831
0.8661 High Similarity NPC17681
0.864 High Similarity NPC473355
0.864 High Similarity NPC471554
0.864 High Similarity NPC471573
0.864 High Similarity NPC471501
0.8607 High Similarity NPC1848
0.8595 High Similarity NPC4898
0.8594 High Similarity NPC45358
0.8548 High Similarity NPC243269
0.8537 High Similarity NPC471549
0.8537 High Similarity NPC473379
0.8534 High Similarity NPC177331
0.8527 High Similarity NPC474407
0.8527 High Similarity NPC474426
0.8527 High Similarity NPC474425
0.8492 Intermediate Similarity NPC137570
0.8387 Intermediate Similarity NPC263870
0.8333 Intermediate Similarity NPC303217
0.8264 Intermediate Similarity NPC28054
0.8254 Intermediate Similarity NPC188377
0.8254 Intermediate Similarity NPC65735
0.8254 Intermediate Similarity NPC118853
0.8248 Intermediate Similarity NPC307346
0.8248 Intermediate Similarity NPC218712
0.8248 Intermediate Similarity NPC267004
0.8248 Intermediate Similarity NPC261733
0.8148 Intermediate Similarity NPC107571
0.814 Intermediate Similarity NPC112706
0.814 Intermediate Similarity NPC207294
0.813 Intermediate Similarity NPC217180
0.813 Intermediate Similarity NPC312525
0.8125 Intermediate Similarity NPC138139
0.8125 Intermediate Similarity NPC46536
0.8095 Intermediate Similarity NPC477967
0.8092 Intermediate Similarity NPC89133
0.8062 Intermediate Similarity NPC83178
0.8047 Intermediate Similarity NPC179354
0.8031 Intermediate Similarity NPC16922
0.8 Intermediate Similarity NPC473268
0.7985 Intermediate Similarity NPC159786
0.7984 Intermediate Similarity NPC227660
0.7969 Intermediate Similarity NPC477965
0.7969 Intermediate Similarity NPC477038
0.7967 Intermediate Similarity NPC205523
0.7953 Intermediate Similarity NPC317217
0.792 Intermediate Similarity NPC243704
0.7903 Intermediate Similarity NPC45536
0.7895 Intermediate Similarity NPC471545
0.7895 Intermediate Similarity NPC471817
0.7895 Intermediate Similarity NPC473344
0.7895 Intermediate Similarity NPC471544
0.7883 Intermediate Similarity NPC90953
0.7846 Intermediate Similarity NPC23086
0.7846 Intermediate Similarity NPC74612
0.7836 Intermediate Similarity NPC470740
0.7823 Intermediate Similarity NPC150895
0.782 Intermediate Similarity NPC298190
0.782 Intermediate Similarity NPC136340
0.7786 Intermediate Similarity NPC254198
0.7786 Intermediate Similarity NPC319140
0.7786 Intermediate Similarity NPC95567
0.7786 Intermediate Similarity NPC80635
0.7778 Intermediate Similarity NPC254958
0.7778 Intermediate Similarity NPC291619
0.7761 Intermediate Similarity NPC473982
0.776 Intermediate Similarity NPC476031
0.776 Intermediate Similarity NPC476014
0.7746 Intermediate Similarity NPC104924
0.7742 Intermediate Similarity NPC292036
0.7737 Intermediate Similarity NPC186626
0.7734 Intermediate Similarity NPC79557
0.7727 Intermediate Similarity NPC477966
0.7727 Intermediate Similarity NPC477123
0.7727 Intermediate Similarity NPC477039
0.7727 Intermediate Similarity NPC477040
0.7721 Intermediate Similarity NPC92941
0.7721 Intermediate Similarity NPC476947
0.771 Intermediate Similarity NPC216810
0.7708 Intermediate Similarity NPC234494
0.7704 Intermediate Similarity NPC218838
0.7687 Intermediate Similarity NPC475092
0.7676 Intermediate Similarity NPC34056
0.7674 Intermediate Similarity NPC174915
0.7674 Intermediate Similarity NPC270807
0.7671 Intermediate Similarity NPC33938
0.7664 Intermediate Similarity NPC146872
0.7647 Intermediate Similarity NPC106247
0.7638 Intermediate Similarity NPC293424
0.7626 Intermediate Similarity NPC202260
0.7612 Intermediate Similarity NPC21460
0.7612 Intermediate Similarity NPC476925
0.7609 Intermediate Similarity NPC470742
0.7606 Intermediate Similarity NPC137295
0.7603 Intermediate Similarity NPC140688
0.7594 Intermediate Similarity NPC327527
0.7594 Intermediate Similarity NPC476917
0.7589 Intermediate Similarity NPC121158
0.7586 Intermediate Similarity NPC69647
0.7586 Intermediate Similarity NPC125182
0.7581 Intermediate Similarity NPC22678
0.7578 Intermediate Similarity NPC244862
0.7578 Intermediate Similarity NPC67345
0.7576 Intermediate Similarity NPC88403
0.7571 Intermediate Similarity NPC56197
0.7569 Intermediate Similarity NPC255414
0.7557 Intermediate Similarity NPC130275
0.7556 Intermediate Similarity NPC477645
0.7556 Intermediate Similarity NPC61788
0.7554 Intermediate Similarity NPC236532
0.7552 Intermediate Similarity NPC195920
0.7551 Intermediate Similarity NPC121615
0.7551 Intermediate Similarity NPC474219
0.7551 Intermediate Similarity NPC294511
0.7551 Intermediate Similarity NPC474378
0.7538 Intermediate Similarity NPC36255
0.7538 Intermediate Similarity NPC272487
0.7537 Intermediate Similarity NPC120836
0.7537 Intermediate Similarity NPC223063
0.7537 Intermediate Similarity NPC208389
0.7535 Intermediate Similarity NPC476946
0.7535 Intermediate Similarity NPC22248
0.7535 Intermediate Similarity NPC267632
0.7534 Intermediate Similarity NPC228842
0.7534 Intermediate Similarity NPC470997
0.7519 Intermediate Similarity NPC474476
0.7519 Intermediate Similarity NPC290955
0.7517 Intermediate Similarity NPC7388
0.75 Intermediate Similarity NPC34421
0.75 Intermediate Similarity NPC471074
0.75 Intermediate Similarity NPC230979
0.75 Intermediate Similarity NPC221798
0.75 Intermediate Similarity NPC253201
0.75 Intermediate Similarity NPC346
0.75 Intermediate Similarity NPC302054
0.75 Intermediate Similarity NPC98206
0.75 Intermediate Similarity NPC237259
0.75 Intermediate Similarity NPC473885
0.7483 Intermediate Similarity NPC251865
0.7483 Intermediate Similarity NPC476944
0.7482 Intermediate Similarity NPC64157
0.7482 Intermediate Similarity NPC310830
0.7482 Intermediate Similarity NPC307401
0.7482 Intermediate Similarity NPC42400
0.7482 Intermediate Similarity NPC278832
0.7481 Intermediate Similarity NPC238309
0.748 Intermediate Similarity NPC76844
0.748 Intermediate Similarity NPC474987
0.7467 Intermediate Similarity NPC472777
0.7467 Intermediate Similarity NPC472776
0.7467 Intermediate Similarity NPC472778
0.7463 Intermediate Similarity NPC279877
0.7463 Intermediate Similarity NPC329707
0.7463 Intermediate Similarity NPC26532
0.745 Intermediate Similarity NPC155939
0.745 Intermediate Similarity NPC141538
0.745 Intermediate Similarity NPC296807
0.7448 Intermediate Similarity NPC71821
0.7448 Intermediate Similarity NPC216755
0.7448 Intermediate Similarity NPC250228
0.7448 Intermediate Similarity NPC471174
0.7447 Intermediate Similarity NPC148374
0.7447 Intermediate Similarity NPC282973
0.7444 Intermediate Similarity NPC52035
0.7442 Intermediate Similarity NPC137710
0.7432 Intermediate Similarity NPC44577
0.7432 Intermediate Similarity NPC472672
0.7432 Intermediate Similarity NPC268905

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC289911 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
0.7376 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD4628 Phase 3
0.7218 Intermediate Similarity NPD9717 Approved
0.7177 Intermediate Similarity NPD1358 Approved
0.7154 Intermediate Similarity NPD9092 Discovery
0.7153 Intermediate Similarity NPD6832 Phase 2
0.7143 Intermediate Similarity NPD6355 Discontinued
0.7132 Intermediate Similarity NPD5647 Approved
0.7097 Intermediate Similarity NPD3134 Approved
0.6972 Remote Similarity NPD6653 Approved
0.6957 Remote Similarity NPD9494 Approved
0.6934 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6934 Remote Similarity NPD1203 Approved
0.6934 Remote Similarity NPD2797 Approved
0.6929 Remote Similarity NPD6798 Discontinued
0.6923 Remote Similarity NPD690 Clinical (unspecified phase)
0.6918 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6901 Remote Similarity NPD447 Suspended
0.6899 Remote Similarity NPD7843 Approved
0.6884 Remote Similarity NPD1019 Discontinued
0.6883 Remote Similarity NPD5761 Phase 2
0.6883 Remote Similarity NPD5760 Phase 2
0.6875 Remote Similarity NPD2799 Discontinued
0.685 Remote Similarity NPD2684 Approved
0.6846 Remote Similarity NPD6799 Approved
0.6846 Remote Similarity NPD1241 Discontinued
0.6842 Remote Similarity NPD9545 Approved
0.6828 Remote Similarity NPD1551 Phase 2
0.6815 Remote Similarity NPD3496 Discontinued
0.6809 Remote Similarity NPD3268 Approved
0.6783 Remote Similarity NPD1933 Approved
0.6761 Remote Similarity NPD6233 Phase 2
0.6761 Remote Similarity NPD4062 Phase 3
0.6759 Remote Similarity NPD4308 Phase 3
0.6744 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6742 Remote Similarity NPD7157 Approved
0.6733 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6711 Remote Similarity NPD2354 Approved
0.6711 Remote Similarity NPD5403 Approved
0.6711 Remote Similarity NPD3887 Approved
0.6692 Remote Similarity NPD9493 Approved
0.6691 Remote Similarity NPD6362 Approved
0.669 Remote Similarity NPD411 Approved
0.669 Remote Similarity NPD2313 Discontinued
0.6688 Remote Similarity NPD6599 Discontinued
0.6667 Remote Similarity NPD8434 Phase 2
0.6667 Remote Similarity NPD5585 Approved
0.6667 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6004 Phase 3
0.6667 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6002 Phase 3
0.6667 Remote Similarity NPD2344 Approved
0.6667 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6005 Phase 3
0.6667 Remote Similarity NPD7440 Discontinued
0.6646 Remote Similarity NPD7075 Discontinued
0.6645 Remote Similarity NPD6273 Approved
0.6643 Remote Similarity NPD2798 Approved
0.6642 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6623 Remote Similarity NPD7458 Discontinued
0.662 Remote Similarity NPD7095 Approved
0.6618 Remote Similarity NPD1778 Approved
0.6603 Remote Similarity NPD6801 Discontinued
0.6601 Remote Similarity NPD920 Approved
0.6599 Remote Similarity NPD2935 Discontinued
0.6597 Remote Similarity NPD4307 Phase 2
0.6597 Remote Similarity NPD4060 Phase 1
0.6594 Remote Similarity NPD1608 Approved
0.6593 Remote Similarity NPD1894 Discontinued
0.6579 Remote Similarity NPD5401 Approved
0.6575 Remote Similarity NPD7097 Phase 1
0.6573 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6571 Remote Similarity NPD3266 Approved
0.6571 Remote Similarity NPD3267 Approved
0.6566 Remote Similarity NPD6765 Approved
0.6566 Remote Similarity NPD6764 Approved
0.6566 Remote Similarity NPD6559 Discontinued
0.6556 Remote Similarity NPD643 Clinical (unspecified phase)
0.6554 Remote Similarity NPD2353 Approved
0.6554 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6547 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6538 Remote Similarity NPD2067 Discontinued
0.6536 Remote Similarity NPD5049 Phase 3
0.6533 Remote Similarity NPD4110 Phase 3
0.6533 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6531 Remote Similarity NPD7033 Discontinued
0.6516 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6515 Remote Similarity NPD5535 Approved
0.6512 Remote Similarity NPD290 Approved
0.651 Remote Similarity NPD5958 Discontinued
0.6503 Remote Similarity NPD5952 Clinical (unspecified phase)
0.65 Remote Similarity NPD3225 Approved
0.65 Remote Similarity NPD919 Approved
0.65 Remote Similarity NPD1876 Approved
0.6496 Remote Similarity NPD17 Approved
0.649 Remote Similarity NPD2309 Approved
0.6486 Remote Similarity NPD2239 Approved
0.6486 Remote Similarity NPD2240 Approved
0.6484 Remote Similarity NPD9697 Approved
0.6475 Remote Similarity NPD1481 Phase 2
0.6475 Remote Similarity NPD3972 Approved
0.6471 Remote Similarity NPD4661 Approved
0.6471 Remote Similarity NPD642 Clinical (unspecified phase)
0.6471 Remote Similarity NPD4662 Approved
0.6462 Remote Similarity NPD2182 Approved
0.6458 Remote Similarity NPD3764 Approved
0.6456 Remote Similarity NPD1006 Clinical (unspecified phase)
0.6449 Remote Similarity NPD3847 Discontinued
0.6443 Remote Similarity NPD5763 Approved
0.6443 Remote Similarity NPD5762 Approved
0.6443 Remote Similarity NPD2346 Discontinued
0.6438 Remote Similarity NPD4340 Discontinued
0.6433 Remote Similarity NPD7411 Suspended
0.6429 Remote Similarity NPD4359 Approved
0.6424 Remote Similarity NPD3750 Approved
0.6424 Remote Similarity NPD7003 Approved
0.6424 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6415 Remote Similarity NPD5402 Approved
0.6412 Remote Similarity NPD6784 Approved
0.6412 Remote Similarity NPD6785 Approved
0.6408 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6403 Remote Similarity NPD1535 Discovery
0.64 Remote Similarity NPD4534 Discontinued
0.6398 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6397 Remote Similarity NPD5536 Phase 2
0.6377 Remote Similarity NPD4626 Approved
0.6375 Remote Similarity NPD3882 Suspended
0.6375 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6375 Remote Similarity NPD7768 Phase 2
0.637 Remote Similarity NPD3140 Approved
0.637 Remote Similarity NPD3142 Approved
0.6358 Remote Similarity NPD1243 Approved
0.6352 Remote Similarity NPD7819 Suspended
0.6349 Remote Similarity NPD1238 Approved
0.6338 Remote Similarity NPD987 Approved
0.6333 Remote Similarity NPD1471 Phase 3
0.6329 Remote Similarity NPD958 Approved
0.6329 Remote Similarity NPD6677 Suspended
0.6327 Remote Similarity NPD4622 Approved
0.6327 Remote Similarity NPD230 Phase 1
0.6327 Remote Similarity NPD4618 Approved
0.6319 Remote Similarity NPD2614 Approved
0.6316 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6316 Remote Similarity NPD969 Suspended
0.6312 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6312 Remote Similarity NPD3817 Phase 2
0.6309 Remote Similarity NPD3748 Approved
0.6304 Remote Similarity NPD5691 Approved
0.6303 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6301 Remote Similarity NPD8032 Phase 2
0.6291 Remote Similarity NPD2424 Discontinued
0.6291 Remote Similarity NPD1549 Phase 2
0.6282 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6276 Remote Similarity NPD2598 Clinical (unspecified phase)
0.6268 Remote Similarity NPD1283 Approved
0.6267 Remote Similarity NPD4477 Approved
0.6267 Remote Similarity NPD5712 Approved
0.6267 Remote Similarity NPD6032 Approved
0.6267 Remote Similarity NPD2796 Approved
0.6267 Remote Similarity NPD4476 Approved
0.6267 Remote Similarity NPD2438 Suspended
0.6259 Remote Similarity NPD2979 Phase 3
0.6258 Remote Similarity NPD7004 Clinical (unspecified phase)
0.625 Remote Similarity NPD454 Approved
0.6242 Remote Similarity NPD5688 Approved
0.6242 Remote Similarity NPD5689 Approved
0.6235 Remote Similarity NPD3749 Approved
0.6235 Remote Similarity NPD8005 Clinical (unspecified phase)
0.6235 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6234 Remote Similarity NPD6652 Clinical (unspecified phase)
0.6233 Remote Similarity NPD1048 Approved
0.6225 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6225 Remote Similarity NPD6800 Clinical (unspecified phase)
0.6225 Remote Similarity NPD1552 Clinical (unspecified phase)
0.622 Remote Similarity NPD8127 Discontinued
0.6218 Remote Similarity NPD2186 Approved
0.6212 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6209 Remote Similarity NPD8166 Discontinued
0.6203 Remote Similarity NPD2649 Approved
0.6203 Remote Similarity NPD3226 Approved
0.6203 Remote Similarity NPD2651 Approved
0.6202 Remote Similarity NPD6647 Phase 2
0.6188 Remote Similarity NPD1934 Approved
0.6188 Remote Similarity NPD7577 Discontinued
0.6184 Remote Similarity NPD970 Clinical (unspecified phase)
0.6184 Remote Similarity NPD2897 Discontinued
0.6184 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6183 Remote Similarity NPD968 Approved
0.6182 Remote Similarity NPD6808 Phase 2
0.6179 Remote Similarity NPD9365 Approved
0.6178 Remote Similarity NPD3869 Phase 3
0.6178 Remote Similarity NPD3873 Phase 3
0.6176 Remote Similarity NPD2629 Approved
0.617 Remote Similarity NPD1281 Approved
0.617 Remote Similarity NPD1091 Approved
0.617 Remote Similarity NPD422 Phase 1
0.6164 Remote Similarity NPD4380 Phase 2
0.6159 Remote Similarity NPD1501 Clinical (unspecified phase)
0.6154 Remote Similarity NPD2532 Approved

Structure

External Identifiers

PubChem CID   54678431
ChEMBL   CHEMBL463244
ZINC  

Physicochemical Properties

Molecular Weight:  398.25
ALogP:  2.7547
MLogP:  3.77
XLogP:  7.058
# Rotatable Bonds:  16
Polar Surface Area:  59.67
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  29

Download Data

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