Natural Product: NPC67345

Natural Product ID:  NPC67345
Common Name:   Methyl 5-[(1E,5E)-2,6-Dimethylocta-1,5,7-Trienyl]Furan-3-Carboxylate
IUPAC Name:   methyl 5-[(1E,5E)-2,6-dimethylocta-1,5,7-trienyl]furan-3-carboxylate
Synonyms:  
Molecular Formula:   C16H20O3
Standard InCHIKey:  SOGGMEVKELOHJA-QYFNTBEASA-N
Standard InCHI:  InChI=1S/C16H20O3/c1-5-12(2)7-6-8-13(3)9-15-10-14(11-19-15)16(17)18-4/h5,7,9-11H,1,6,8H2,2-4H3/b12-7+,13-9+
Canonical SMILES:  COC(=O)c1coc(c1)/C=C(/CC/C=C(/C=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
NPO32605 sinularia kavarattiensis Species Alcyoniidae Eukaryota PMID[24144848]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 28600 nM DrugMatrix in vivo data: Pathology
NPT83 Cell Line MCF7 Homo sapiens IC50 = 28900 nM 9514009
NPT1970 Cell Line THP-1 Homo sapiens IC50 = 25800 nM PubChem BioAssay data set
NPT165 Cell Line HeLa Homo sapiens IC50 = 35500 nM 15686903
NPT90 Cell Line DU-145 Homo sapiens IC50 = 25100 nM 12880316

  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 NPC67345 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 NPC244862
0.9565 High Similarity NPC174915
0.9565 High Similarity NPC270807
0.8584 High Similarity NPC140688
0.8571 High Similarity NPC187547
0.8571 High Similarity NPC136340
0.8571 High Similarity NPC21831
0.8547 High Similarity NPC292036
0.8512 High Similarity NPC1848
0.832 Intermediate Similarity NPC216810
0.8308 Intermediate Similarity NPC159786
0.819 Intermediate Similarity NPC473356
0.819 Intermediate Similarity NPC471521
0.8167 Intermediate Similarity NPC205523
0.8099 Intermediate Similarity NPC45536
0.806 Intermediate Similarity NPC474615
0.8049 Intermediate Similarity NPC4898
0.8033 Intermediate Similarity NPC312525
0.8033 Intermediate Similarity NPC217180
0.8033 Intermediate Similarity NPC131801
0.8033 Intermediate Similarity NPC227660
0.8018 Intermediate Similarity NPC146316
0.8017 Intermediate Similarity NPC11821
0.8 Intermediate Similarity NPC263870
0.7983 Intermediate Similarity NPC105249
0.7951 Intermediate Similarity NPC476031
0.7951 Intermediate Similarity NPC76844
0.7951 Intermediate Similarity NPC476014
0.7917 Intermediate Similarity NPC26157
0.7917 Intermediate Similarity NPC1811
0.7903 Intermediate Similarity NPC473969
0.7899 Intermediate Similarity NPC229387
0.7895 Intermediate Similarity NPC156768
0.7879 Intermediate Similarity NPC470740
0.7842 Intermediate Similarity NPC195920
0.7829 Intermediate Similarity NPC319140
0.7829 Intermediate Similarity NPC95567
0.7829 Intermediate Similarity NPC184391
0.7826 Intermediate Similarity NPC254198
0.782 Intermediate Similarity NPC106247
0.7786 Intermediate Similarity NPC475864
0.7778 Intermediate Similarity NPC79557
0.7742 Intermediate Similarity NPC217423
0.7734 Intermediate Similarity NPC118853
0.7734 Intermediate Similarity NPC188377
0.7734 Intermediate Similarity NPC65735
0.773 Intermediate Similarity NPC308799
0.7721 Intermediate Similarity NPC471653
0.7717 Intermediate Similarity NPC323118
0.7714 Intermediate Similarity NPC37488
0.7712 Intermediate Similarity NPC42471
0.7698 Intermediate Similarity NPC230951
0.768 Intermediate Similarity NPC291619
0.768 Intermediate Similarity NPC254958
0.7679 Intermediate Similarity NPC233791
0.7676 Intermediate Similarity NPC474255
0.7676 Intermediate Similarity NPC471618
0.7676 Intermediate Similarity NPC113428
0.7676 Intermediate Similarity NPC474220
0.7676 Intermediate Similarity NPC61284
0.7672 Intermediate Similarity NPC217226
0.7667 Intermediate Similarity NPC177331
0.766 Intermediate Similarity NPC104924
0.7652 Intermediate Similarity NPC21460
0.7647 Intermediate Similarity NPC473268
0.7647 Intermediate Similarity NPC286130
0.7638 Intermediate Similarity NPC474136
0.7623 Intermediate Similarity NPC22678
0.7622 Intermediate Similarity NPC475904
0.7622 Intermediate Similarity NPC474270
0.7612 Intermediate Similarity NPC474426
0.7612 Intermediate Similarity NPC474425
0.7612 Intermediate Similarity NPC474407
0.7606 Intermediate Similarity NPC474317
0.7606 Intermediate Similarity NPC224418
0.76 Intermediate Similarity NPC208906
0.76 Intermediate Similarity NPC144745
0.7594 Intermediate Similarity NPC475092
0.7591 Intermediate Similarity NPC472376
0.7581 Intermediate Similarity NPC188907
0.7581 Intermediate Similarity NPC28054
0.7578 Intermediate Similarity NPC289911
0.7578 Intermediate Similarity NPC283284
0.7574 Intermediate Similarity NPC146872
0.7559 Intermediate Similarity NPC474817
0.7535 Intermediate Similarity NPC233763
0.7519 Intermediate Similarity NPC475818
0.7519 Intermediate Similarity NPC45947
0.7519 Intermediate Similarity NPC476351
0.7518 Intermediate Similarity NPC42400
0.7517 Intermediate Similarity NPC191104
0.75 Intermediate Similarity NPC219969
0.75 Intermediate Similarity NPC92941
0.7482 Intermediate Similarity NPC282973
0.7466 Intermediate Similarity NPC474219
0.7466 Intermediate Similarity NPC474378
0.7464 Intermediate Similarity NPC220094
0.7464 Intermediate Similarity NPC236532
0.7464 Intermediate Similarity NPC476943
0.7448 Intermediate Similarity NPC88445
0.7426 Intermediate Similarity NPC200718
0.7419 Intermediate Similarity NPC311987
0.7419 Intermediate Similarity NPC53953
0.7415 Intermediate Similarity NPC24232
0.7413 Intermediate Similarity NPC62799
0.741 Intermediate Similarity NPC474722
0.7405 Intermediate Similarity NPC71274
0.7405 Intermediate Similarity NPC75557
0.7405 Intermediate Similarity NPC473885
0.7405 Intermediate Similarity NPC474829
0.7405 Intermediate Similarity NPC471074
0.7402 Intermediate Similarity NPC206007
0.7402 Intermediate Similarity NPC243704
0.7394 Intermediate Similarity NPC307346
0.7394 Intermediate Similarity NPC84479
0.7394 Intermediate Similarity NPC267004
0.7394 Intermediate Similarity NPC471647
0.7394 Intermediate Similarity NPC218712
0.7394 Intermediate Similarity NPC261733
0.7394 Intermediate Similarity NPC471646
0.7391 Intermediate Similarity NPC307401
0.7391 Intermediate Similarity NPC310830
0.7391 Intermediate Similarity NPC470742
0.7391 Intermediate Similarity NPC170604
0.7391 Intermediate Similarity NPC215109
0.7387 Intermediate Similarity NPC160294
0.7385 Intermediate Similarity NPC311219
0.7381 Intermediate Similarity NPC474987
0.736 Intermediate Similarity NPC252004
0.7355 Intermediate Similarity NPC151530
0.7355 Intermediate Similarity NPC157473
0.7348 Intermediate Similarity NPC329922
0.7348 Intermediate Similarity NPC52035
0.7348 Intermediate Similarity NPC81912
0.7348 Intermediate Similarity NPC474260
0.7348 Intermediate Similarity NPC329694
0.7344 Intermediate Similarity NPC137710
0.7333 Intermediate Similarity NPC282230
0.7333 Intermediate Similarity NPC183348
0.7328 Intermediate Similarity NPC243269
0.7324 Intermediate Similarity NPC110305
0.7324 Intermediate Similarity NPC267632
0.7323 Intermediate Similarity NPC45104
0.7315 Intermediate Similarity NPC474542
0.731 Intermediate Similarity NPC304443
0.731 Intermediate Similarity NPC74539
0.7305 Intermediate Similarity NPC248795
0.7293 Intermediate Similarity NPC137570
0.7293 Intermediate Similarity NPC141059
0.7293 Intermediate Similarity NPC474830
0.7292 Intermediate Similarity NPC246903
0.7286 Intermediate Similarity NPC107571
0.7286 Intermediate Similarity NPC202260
0.7279 Intermediate Similarity NPC196979
0.7279 Intermediate Similarity NPC144010
0.7279 Intermediate Similarity NPC470976
0.7279 Intermediate Similarity NPC470977
0.7279 Intermediate Similarity NPC473982
0.7279 Intermediate Similarity NPC15083
0.7273 Intermediate Similarity NPC142113
0.7273 Intermediate Similarity NPC176971
0.7273 Intermediate Similarity NPC471559
0.7266 Intermediate Similarity NPC293424
0.7266 Intermediate Similarity NPC186626
0.726 Intermediate Similarity NPC266743
0.7259 Intermediate Similarity NPC170546
0.7259 Intermediate Similarity NPC66246
0.7258 Intermediate Similarity NPC54626
0.7254 Intermediate Similarity NPC470856
0.7252 Intermediate Similarity NPC16922
0.7244 Intermediate Similarity NPC470860
0.7244 Intermediate Similarity NPC316062
0.7239 Intermediate Similarity NPC474438
0.7239 Intermediate Similarity NPC264428
0.7239 Intermediate Similarity NPC474279
0.7236 Intermediate Similarity NPC209111
0.7231 Intermediate Similarity NPC115859
0.7231 Intermediate Similarity NPC97566
0.7226 Intermediate Similarity NPC293253
0.7222 Intermediate Similarity NPC10302
0.7222 Intermediate Similarity NPC105381
0.7219 Intermediate Similarity NPC269495
0.7218 Intermediate Similarity NPC83301
0.7218 Intermediate Similarity NPC4164
0.7214 Intermediate Similarity NPC177262
0.7209 Intermediate Similarity NPC328459
0.7209 Intermediate Similarity NPC90522
0.7192 Intermediate Similarity NPC198427
0.7192 Intermediate Similarity NPC19747
0.719 Intermediate Similarity NPC128730
0.7185 Intermediate Similarity NPC59502
0.7181 Intermediate Similarity NPC67654
0.7176 Intermediate Similarity NPC471549
0.7176 Intermediate Similarity NPC473379
0.7174 Intermediate Similarity NPC288209
0.7172 Intermediate Similarity NPC276676
0.7164 Intermediate Similarity NPC471501
0.7164 Intermediate Similarity NPC471573
0.7164 Intermediate Similarity NPC473355
0.7164 Intermediate Similarity NPC476016

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC67345 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
0.7576 Intermediate Similarity NPD6832 Phase 2
0.7557 Intermediate Similarity NPD1019 Discontinued
0.741 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7385 Intermediate Similarity NPD9717 Approved
0.7348 Intermediate Similarity NPD1049 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD920 Approved
0.7299 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7131 Intermediate Similarity NPD3134 Approved
0.709 Intermediate Similarity NPD1203 Approved
0.705 Intermediate Similarity NPD1933 Approved
0.705 Intermediate Similarity NPD447 Suspended
0.7045 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7042 Intermediate Similarity NPD2344 Approved
0.7008 Intermediate Similarity NPD1241 Discontinued
0.6977 Remote Similarity NPD9493 Approved
0.6972 Remote Similarity NPD1551 Phase 2
0.6957 Remote Similarity NPD2313 Discontinued
0.6944 Remote Similarity NPD1243 Approved
0.6935 Remote Similarity NPD1358 Approved
0.6923 Remote Similarity NPD1471 Phase 3
0.6901 Remote Similarity NPD2799 Discontinued
0.6871 Remote Similarity NPD6799 Approved
0.6853 Remote Similarity NPD2796 Approved
0.6849 Remote Similarity NPD2309 Approved
0.6839 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6835 Remote Similarity NPD411 Approved
0.6818 Remote Similarity NPD5585 Approved
0.6815 Remote Similarity NPD6808 Phase 2
0.6794 Remote Similarity NPD9092 Discovery
0.6781 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6772 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6746 Remote Similarity NPD2182 Approved
0.6736 Remote Similarity NPD2935 Discontinued
0.6732 Remote Similarity NPD6279 Approved
0.6732 Remote Similarity NPD6280 Approved
0.6731 Remote Similarity NPD919 Approved
0.669 Remote Similarity NPD2346 Discontinued
0.6667 Remote Similarity NPD5647 Approved
0.6667 Remote Similarity NPD2798 Approved
0.6642 Remote Similarity NPD1876 Approved
0.664 Remote Similarity NPD9697 Approved
0.6623 Remote Similarity NPD5403 Approved
0.662 Remote Similarity NPD4307 Phase 2
0.6618 Remote Similarity NPD3972 Approved
0.6613 Remote Similarity NPD9261 Approved
0.6601 Remote Similarity NPD6599 Discontinued
0.66 Remote Similarity NPD5401 Approved
0.6594 Remote Similarity NPD3267 Approved
0.6594 Remote Similarity NPD3266 Approved
0.6594 Remote Similarity NPD2797 Approved
0.6593 Remote Similarity NPD3496 Discontinued
0.6569 Remote Similarity NPD4359 Approved
0.6558 Remote Similarity NPD7411 Suspended
0.6543 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6541 Remote Similarity NPD1247 Approved
0.6538 Remote Similarity NPD5402 Approved
0.6519 Remote Similarity NPD1778 Approved
0.6503 Remote Similarity NPD3142 Approved
0.6503 Remote Similarity NPD3140 Approved
0.6493 Remote Similarity NPD9545 Approved
0.6486 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6485 Remote Similarity NPD6559 Discontinued
0.6479 Remote Similarity NPD3268 Approved
0.6475 Remote Similarity NPD6362 Approved
0.6474 Remote Similarity NPD7819 Suspended
0.6474 Remote Similarity NPD7096 Clinical (unspecified phase)
0.646 Remote Similarity NPD3926 Phase 2
0.6456 Remote Similarity NPD3749 Approved
0.6452 Remote Similarity NPD5889 Approved
0.6452 Remote Similarity NPD5890 Approved
0.6438 Remote Similarity NPD4308 Phase 3
0.6438 Remote Similarity NPD3748 Approved
0.6433 Remote Similarity NPD3817 Phase 2
0.6429 Remote Similarity NPD3226 Approved
0.6429 Remote Similarity NPD164 Approved
0.6419 Remote Similarity NPD1549 Phase 2
0.6418 Remote Similarity NPD5536 Phase 2
0.6412 Remote Similarity NPD5535 Approved
0.641 Remote Similarity NPD6801 Discontinued
0.6406 Remote Similarity NPD9264 Approved
0.6406 Remote Similarity NPD9263 Approved
0.6406 Remote Similarity NPD9267 Approved
0.6403 Remote Similarity NPD3225 Approved
0.64 Remote Similarity NPD3887 Approved
0.6398 Remote Similarity NPD5668 Clinical (unspecified phase)
0.6392 Remote Similarity NPD3882 Suspended
0.6391 Remote Similarity NPD8434 Phase 2
0.6389 Remote Similarity NPD1240 Approved
0.6383 Remote Similarity NPD9494 Approved
0.6382 Remote Similarity NPD2533 Approved
0.6382 Remote Similarity NPD2534 Approved
0.6382 Remote Similarity NPD2532 Approved
0.6382 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6375 Remote Similarity NPD5494 Approved
0.6371 Remote Similarity NPD1238 Approved
0.637 Remote Similarity NPD1894 Discontinued
0.6364 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6364 Remote Similarity NPD9069 Phase 1
0.6357 Remote Similarity NPD74 Approved
0.6357 Remote Similarity NPD9266 Approved
0.6352 Remote Similarity NPD7075 Discontinued
0.6351 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6351 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6345 Remote Similarity NPD4618 Approved
0.6345 Remote Similarity NPD4622 Approved
0.6333 Remote Similarity NPD4628 Phase 3
0.6329 Remote Similarity NPD2296 Approved
0.6327 Remote Similarity NPD7033 Discontinued
0.6324 Remote Similarity NPD5691 Approved
0.6319 Remote Similarity NPD6233 Phase 2
0.6301 Remote Similarity NPD1607 Approved
0.6301 Remote Similarity NPD6653 Approved
0.6294 Remote Similarity NPD2598 Clinical (unspecified phase)
0.6289 Remote Similarity NPD7768 Phase 2
0.6282 Remote Similarity NPD6585 Discontinued
0.6277 Remote Similarity NPD17 Approved
0.6275 Remote Similarity NPD4661 Approved
0.6275 Remote Similarity NPD4662 Approved
0.6267 Remote Similarity NPD2800 Approved
0.6267 Remote Similarity NPD2654 Approved
0.6266 Remote Similarity NPD5761 Phase 2
0.6266 Remote Similarity NPD5760 Phase 2
0.6259 Remote Similarity NPD5688 Approved
0.6259 Remote Similarity NPD5689 Approved
0.625 Remote Similarity NPD7440 Discontinued
0.6242 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6242 Remote Similarity NPD2353 Approved
0.6234 Remote Similarity NPD6273 Approved
0.6231 Remote Similarity NPD2684 Approved
0.6226 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6225 Remote Similarity NPD3750 Approved
0.6216 Remote Similarity NPD1510 Phase 2
0.6207 Remote Similarity NPD4870 Approved
0.6203 Remote Similarity NPD6844 Discontinued
0.62 Remote Similarity NPD2424 Discontinued
0.62 Remote Similarity NPD970 Clinical (unspecified phase)
0.6194 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6194 Remote Similarity NPD3873 Phase 3
0.6194 Remote Similarity NPD3869 Phase 3
0.6187 Remote Similarity NPD422 Phase 1
0.6183 Remote Similarity NPD2067 Discontinued
0.6169 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6164 Remote Similarity NPD2801 Approved
0.6164 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6154 Remote Similarity NPD290 Approved
0.6149 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6149 Remote Similarity NPD7097 Phase 1
0.6145 Remote Similarity NPD3818 Discontinued
0.6143 Remote Similarity NPD1608 Approved
0.6143 Remote Similarity NPD1481 Phase 2
0.6139 Remote Similarity NPD2366 Approved
0.6138 Remote Similarity NPD6798 Discontinued
0.6133 Remote Similarity NPD6005 Phase 3
0.6133 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6133 Remote Similarity NPD6004 Phase 3
0.6133 Remote Similarity NPD6002 Phase 3
0.6133 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6131 Remote Similarity NPD5953 Discontinued
0.6129 Remote Similarity NPD2186 Approved
0.6122 Remote Similarity NPD230 Phase 1
0.6122 Remote Similarity NPD6355 Discontinued
0.6121 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6121 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6118 Remote Similarity NPD1562 Clinical (unspecified phase)
0.6115 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6115 Remote Similarity NPD3847 Discontinued
0.6108 Remote Similarity NPD7286 Phase 2
0.6101 Remote Similarity NPD1934 Approved
0.6099 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6096 Remote Similarity NPD8032 Phase 2
0.6096 Remote Similarity NPD4062 Phase 3
0.6078 Remote Similarity NPD2354 Approved
0.6077 Remote Similarity NPD968 Approved
0.6076 Remote Similarity NPD4380 Phase 2
0.6074 Remote Similarity NPD9281 Approved
0.6071 Remote Similarity NPD1535 Discovery
0.6067 Remote Similarity NPD2862 Discontinued
0.6067 Remote Similarity NPD6032 Approved
0.6054 Remote Similarity NPD2979 Phase 3
0.6045 Remote Similarity NPD7843 Approved
0.6045 Remote Similarity NPD769 Approved
0.6043 Remote Similarity NPD4626 Approved
0.6042 Remote Similarity NPD454 Approved
0.6027 Remote Similarity NPD1296 Phase 2
0.6027 Remote Similarity NPD3764 Approved
0.6025 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6024 Remote Similarity NPD2246 Approved
0.6024 Remote Similarity NPD2248 Approved
0.6 Remote Similarity NPD6764 Approved
0.6 Remote Similarity NPD6765 Approved
0.6 Remote Similarity NPD1282 Approved
0.6 Remote Similarity NPD1511 Approved
0.6 Remote Similarity NPD7317 Phase 3
0.6 Remote Similarity NPD1008 Clinical (unspecified phase)
0.5988 Remote Similarity NPD4868 Clinical (unspecified phase)
0.5986 Remote Similarity NPD520 Approved
0.5974 Remote Similarity NPD3295 Clinical (unspecified phase)
0.597 Remote Similarity NPD1609 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   15432548
ChEMBL   CHEMBL3087061
ZINC  

Physicochemical Properties

Molecular Weight:  260.14
ALogP:  2.711
MLogP:  2.89
XLogP:  4.342
# Rotatable Bonds:  10
Polar Surface Area:  39.44
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  19

Download Data

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Biological Activities  
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