Natural Product: NPC174915

Natural Product ID:  NPC174915
Common Name:   5-[(1E,5Z)-2,6-Dimethylocta-1,5,7-Trienyl]Furan-3-Carboxylic Acid
IUPAC Name:   5-[(1E,5Z)-2,6-dimethylocta-1,5,7-trienyl]furan-3-carboxylic acid
Synonyms:  
Molecular Formula:   C15H18O3
Standard InCHIKey:  CWSVEYKHSSZGRW-MOUHLLIUSA-N
Standard InCHI:  InChI=1S/C15H18O3/c1-4-11(2)6-5-7-12(3)8-14-9-13(10-18-14)15(16)17/h4,6,8-10H,1,5,7H2,2-3H3,(H,16,17)/b11-6-,12-8+
Canonical SMILES:  C/C(=Cc1cc(co1)C(=O)O)/CC/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 = 89300 nM 11170665
NPT90 Cell Line DU-145 Homo sapiens IC50 = 60100 nM 18198839
NPT83 Cell Line MCF7 Homo sapiens IC50 = 61900 nM 12880316
NPT4422 Individual Protein Phospholipase A2 (Bee) Apis mellifera IC50 = 500000 nM 18070958
NPT165 Cell Line HeLa Homo sapiens IC50 = 81000 nM 17286431
NPT1970 Cell Line THP-1 Homo sapiens IC50 = 56600 nM 11087610

  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 NPC174915 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 NPC270807
0.9565 High Similarity NPC244862
0.9565 High Similarity NPC67345
0.8824 High Similarity NPC187547
0.8824 High Similarity NPC21831
0.8538 High Similarity NPC159786
0.8362 Intermediate Similarity NPC140688
0.8333 Intermediate Similarity NPC292036
0.824 Intermediate Similarity NPC263870
0.8231 Intermediate Similarity NPC136340
0.8167 Intermediate Similarity NPC26157
0.8167 Intermediate Similarity NPC1811
0.816 Intermediate Similarity NPC1848
0.8125 Intermediate Similarity NPC216810
0.8115 Intermediate Similarity NPC11821
0.8095 Intermediate Similarity NPC323118
0.8049 Intermediate Similarity NPC76844
0.8045 Intermediate Similarity NPC106247
0.8043 Intermediate Similarity NPC254198
0.8016 Intermediate Similarity NPC79557
0.7969 Intermediate Similarity NPC118853
0.7943 Intermediate Similarity NPC308799
0.7941 Intermediate Similarity NPC472376
0.7941 Intermediate Similarity NPC471653
0.7917 Intermediate Similarity NPC177331
0.7903 Intermediate Similarity NPC45536
0.7887 Intermediate Similarity NPC61284
0.7887 Intermediate Similarity NPC113428
0.7868 Intermediate Similarity NPC473268
0.7833 Intermediate Similarity NPC471521
0.7833 Intermediate Similarity NPC473356
0.7823 Intermediate Similarity NPC205523
0.7807 Intermediate Similarity NPC146316
0.7805 Intermediate Similarity NPC311987
0.7778 Intermediate Similarity NPC254958
0.7778 Intermediate Similarity NPC291619
0.7754 Intermediate Similarity NPC474615
0.7752 Intermediate Similarity NPC311219
0.7746 Intermediate Similarity NPC104924
0.7734 Intermediate Similarity NPC474136
0.7717 Intermediate Similarity NPC4898
0.7705 Intermediate Similarity NPC229387
0.7704 Intermediate Similarity NPC474425
0.7704 Intermediate Similarity NPC474407
0.7704 Intermediate Similarity NPC474426
0.7698 Intermediate Similarity NPC131801
0.7698 Intermediate Similarity NPC217180
0.7698 Intermediate Similarity NPC144745
0.7698 Intermediate Similarity NPC208906
0.7698 Intermediate Similarity NPC312525
0.7698 Intermediate Similarity NPC227660
0.7692 Intermediate Similarity NPC156768
0.7674 Intermediate Similarity NPC289911
0.7674 Intermediate Similarity NPC283284
0.7671 Intermediate Similarity NPC474378
0.7671 Intermediate Similarity NPC474219
0.7656 Intermediate Similarity NPC474817
0.7652 Intermediate Similarity NPC319140
0.7652 Intermediate Similarity NPC95567
0.7652 Intermediate Similarity NPC184391
0.7642 Intermediate Similarity NPC105249
0.7623 Intermediate Similarity NPC209111
0.7619 Intermediate Similarity NPC476031
0.7619 Intermediate Similarity NPC476014
0.7615 Intermediate Similarity NPC476351
0.7615 Intermediate Similarity NPC475818
0.7609 Intermediate Similarity NPC186626
0.7578 Intermediate Similarity NPC90522
0.7578 Intermediate Similarity NPC328459
0.7578 Intermediate Similarity NPC473969
0.7576 Intermediate Similarity NPC4164
0.7574 Intermediate Similarity NPC470740
0.7559 Intermediate Similarity NPC217423
0.7557 Intermediate Similarity NPC243269
0.7557 Intermediate Similarity NPC65735
0.7557 Intermediate Similarity NPC188377
0.7552 Intermediate Similarity NPC195920
0.7521 Intermediate Similarity NPC42471
0.7519 Intermediate Similarity NPC72977
0.7519 Intermediate Similarity NPC230951
0.7517 Intermediate Similarity NPC474542
0.75 Intermediate Similarity NPC75557
0.75 Intermediate Similarity NPC474829
0.75 Intermediate Similarity NPC107571
0.75 Intermediate Similarity NPC475864
0.75 Intermediate Similarity NPC71274
0.75 Intermediate Similarity NPC94637
0.7483 Intermediate Similarity NPC261733
0.7483 Intermediate Similarity NPC267004
0.7483 Intermediate Similarity NPC218712
0.7483 Intermediate Similarity NPC307346
0.7482 Intermediate Similarity NPC215109
0.7482 Intermediate Similarity NPC170604
0.7482 Intermediate Similarity NPC286130
0.7481 Intermediate Similarity NPC21460
0.748 Intermediate Similarity NPC474987
0.7479 Intermediate Similarity NPC217226
0.7478 Intermediate Similarity NPC265461
0.7478 Intermediate Similarity NPC233791
0.7463 Intermediate Similarity NPC474279
0.7463 Intermediate Similarity NPC71525
0.7463 Intermediate Similarity NPC474438
0.7444 Intermediate Similarity NPC474260
0.7444 Intermediate Similarity NPC81912
0.7444 Intermediate Similarity NPC329922
0.7444 Intermediate Similarity NPC329694
0.744 Intermediate Similarity NPC22678
0.7431 Intermediate Similarity NPC105381
0.7431 Intermediate Similarity NPC37488
0.7431 Intermediate Similarity NPC10302
0.7426 Intermediate Similarity NPC477645
0.7422 Intermediate Similarity NPC240664
0.7417 Intermediate Similarity NPC269495
0.7413 Intermediate Similarity NPC267632
0.7405 Intermediate Similarity NPC272487
0.7402 Intermediate Similarity NPC188907
0.7397 Intermediate Similarity NPC471618
0.7397 Intermediate Similarity NPC474255
0.7397 Intermediate Similarity NPC474220
0.7388 Intermediate Similarity NPC474830
0.7388 Intermediate Similarity NPC475236
0.7383 Intermediate Similarity NPC67654
0.7376 Intermediate Similarity NPC202260
0.7372 Intermediate Similarity NPC473982
0.7368 Intermediate Similarity NPC221798
0.7368 Intermediate Similarity NPC4012
0.7368 Intermediate Similarity NPC471559
0.7361 Intermediate Similarity NPC476164
0.7361 Intermediate Similarity NPC476310
0.7353 Intermediate Similarity NPC238309
0.7353 Intermediate Similarity NPC45947
0.7351 Intermediate Similarity NPC160015
0.7351 Intermediate Similarity NPC247677
0.7348 Intermediate Similarity NPC69403
0.7348 Intermediate Similarity NPC291189
0.7347 Intermediate Similarity NPC475904
0.7347 Intermediate Similarity NPC474270
0.7344 Intermediate Similarity NPC128825
0.7338 Intermediate Similarity NPC265793
0.7329 Intermediate Similarity NPC224418
0.7329 Intermediate Similarity NPC474317
0.7317 Intermediate Similarity NPC219969
0.7315 Intermediate Similarity NPC156244
0.7305 Intermediate Similarity NPC130976
0.7303 Intermediate Similarity NPC296957
0.7303 Intermediate Similarity NPC260902
0.7299 Intermediate Similarity NPC475092
0.7286 Intermediate Similarity NPC303217
0.7286 Intermediate Similarity NPC146872
0.7273 Intermediate Similarity NPC24761
0.7273 Intermediate Similarity NPC473379
0.7273 Intermediate Similarity NPC471549
0.7266 Intermediate Similarity NPC28054
0.7266 Intermediate Similarity NPC288209
0.7266 Intermediate Similarity NPC200718
0.726 Intermediate Similarity NPC233763
0.7259 Intermediate Similarity NPC473355
0.7259 Intermediate Similarity NPC471573
0.7259 Intermediate Similarity NPC471501
0.7259 Intermediate Similarity NPC476016
0.7259 Intermediate Similarity NPC471554
0.7255 Intermediate Similarity NPC476350
0.7255 Intermediate Similarity NPC476349
0.7252 Intermediate Similarity NPC31314
0.7252 Intermediate Similarity NPC233282
0.7252 Intermediate Similarity NPC193193
0.7248 Intermediate Similarity NPC155882
0.7248 Intermediate Similarity NPC191104
0.7246 Intermediate Similarity NPC97740
0.7246 Intermediate Similarity NPC45358
0.7246 Intermediate Similarity NPC7012
0.7244 Intermediate Similarity NPC53953
0.7241 Intermediate Similarity NPC137295
0.7241 Intermediate Similarity NPC84479
0.7241 Intermediate Similarity NPC476944
0.7239 Intermediate Similarity NPC193805
0.7239 Intermediate Similarity NPC6888
0.7239 Intermediate Similarity NPC471074
0.7239 Intermediate Similarity NPC473885
0.7237 Intermediate Similarity NPC221992
0.7237 Intermediate Similarity NPC81405
0.7234 Intermediate Similarity NPC42400
0.7234 Intermediate Similarity NPC278832
0.7234 Intermediate Similarity NPC64157
0.7231 Intermediate Similarity NPC206007
0.723 Intermediate Similarity NPC211625
0.7219 Intermediate Similarity NPC158261
0.7219 Intermediate Similarity NPC42458
0.7214 Intermediate Similarity NPC92941
0.7214 Intermediate Similarity NPC14650
0.7209 Intermediate Similarity NPC33717
0.7209 Intermediate Similarity NPC328451
0.7208 Intermediate Similarity NPC260296
0.7208 Intermediate Similarity NPC169
0.7208 Intermediate Similarity NPC115432
0.7208 Intermediate Similarity NPC49009
0.7206 Intermediate Similarity NPC207294
0.7206 Intermediate Similarity NPC329707
0.7206 Intermediate Similarity NPC112706
0.7203 Intermediate Similarity NPC61157

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC174915 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
0.7752 Intermediate Similarity NPD9717 Approved
0.75 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD1203 Approved
0.7391 Intermediate Similarity NPD447 Suspended
0.7388 Intermediate Similarity NPD1019 Discontinued
0.7344 Intermediate Similarity NPD9493 Approved
0.7305 Intermediate Similarity NPD1551 Phase 2
0.7279 Intermediate Similarity NPD6832 Phase 2
0.7254 Intermediate Similarity NPD2344 Approved
0.7185 Intermediate Similarity NPD1049 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD411 Approved
0.7162 Intermediate Similarity NPD920 Approved
0.7154 Intermediate Similarity NPD9092 Discovery
0.7143 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD2309 Approved
0.705 Intermediate Similarity NPD2313 Discontinued
0.7021 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.6993 Remote Similarity NPD2799 Discontinued
0.6986 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6944 Remote Similarity NPD2935 Discontinued
0.6889 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6884 Remote Similarity NPD5647 Approved
0.6846 Remote Similarity NPD6799 Approved
0.6846 Remote Similarity NPD1241 Discontinued
0.6842 Remote Similarity NPD9545 Approved
0.6825 Remote Similarity NPD3134 Approved
0.6812 Remote Similarity NPD2797 Approved
0.6803 Remote Similarity NPD1243 Approved
0.6783 Remote Similarity NPD1933 Approved
0.6781 Remote Similarity NPD2346 Discontinued
0.6781 Remote Similarity NPD1471 Phase 3
0.6772 Remote Similarity NPD9263 Approved
0.6772 Remote Similarity NPD1358 Approved
0.6772 Remote Similarity NPD9264 Approved
0.6772 Remote Similarity NPD9267 Approved
0.6753 Remote Similarity NPD7411 Suspended
0.6741 Remote Similarity NPD1778 Approved
0.6735 Remote Similarity NPD1549 Phase 2
0.6719 Remote Similarity NPD74 Approved
0.6719 Remote Similarity NPD9266 Approved
0.6714 Remote Similarity NPD9494 Approved
0.6713 Remote Similarity NPD1240 Approved
0.6711 Remote Similarity NPD5403 Approved
0.6691 Remote Similarity NPD3496 Discontinued
0.669 Remote Similarity NPD3268 Approved
0.6689 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6559 Discontinued
0.6646 Remote Similarity NPD3749 Approved
0.6644 Remote Similarity NPD4308 Phase 3
0.6643 Remote Similarity NPD2798 Approved
0.6624 Remote Similarity NPD5402 Approved
0.6623 Remote Similarity NPD3226 Approved
0.6621 Remote Similarity NPD1607 Approved
0.6619 Remote Similarity NPD3225 Approved
0.6604 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6604 Remote Similarity NPD919 Approved
0.6599 Remote Similarity NPD2796 Approved
0.6584 Remote Similarity NPD6808 Phase 2
0.6582 Remote Similarity NPD3882 Suspended
0.6581 Remote Similarity NPD6599 Discontinued
0.6579 Remote Similarity NPD2532 Approved
0.6579 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6579 Remote Similarity NPD2534 Approved
0.6579 Remote Similarity NPD2533 Approved
0.6579 Remote Similarity NPD5401 Approved
0.6571 Remote Similarity NPD6362 Approved
0.6568 Remote Similarity NPD8434 Phase 2
0.6561 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6561 Remote Similarity NPD7819 Suspended
0.6544 Remote Similarity NPD5585 Approved
0.6541 Remote Similarity NPD7075 Discontinued
0.6533 Remote Similarity NPD4628 Phase 3
0.6531 Remote Similarity NPD7033 Discontinued
0.6531 Remote Similarity NPD1510 Phase 2
0.6522 Remote Similarity NPD422 Phase 1
0.6519 Remote Similarity NPD2296 Approved
0.651 Remote Similarity NPD970 Clinical (unspecified phase)
0.6507 Remote Similarity NPD6653 Approved
0.6497 Remote Similarity NPD6801 Discontinued
0.6497 Remote Similarity NPD6279 Approved
0.6497 Remote Similarity NPD6280 Approved
0.6489 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6484 Remote Similarity NPD9697 Approved
0.6478 Remote Similarity NPD7768 Phase 2
0.6475 Remote Similarity NPD1481 Phase 2
0.6471 Remote Similarity NPD1894 Discontinued
0.6467 Remote Similarity NPD2800 Approved
0.6462 Remote Similarity NPD2182 Approved
0.6458 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6457 Remote Similarity NPD9261 Approved
0.6456 Remote Similarity NPD5761 Phase 2
0.6456 Remote Similarity NPD5760 Phase 2
0.6447 Remote Similarity NPD7440 Discontinued
0.6438 Remote Similarity NPD230 Phase 1
0.6434 Remote Similarity NPD968 Approved
0.6424 Remote Similarity NPD3750 Approved
0.642 Remote Similarity NPD1247 Approved
0.6418 Remote Similarity NPD9281 Approved
0.6415 Remote Similarity NPD3817 Phase 2
0.6414 Remote Similarity NPD6233 Phase 2
0.6403 Remote Similarity NPD1535 Discovery
0.6385 Remote Similarity NPD290 Approved
0.6383 Remote Similarity NPD1876 Approved
0.637 Remote Similarity NPD4307 Phase 2
0.6364 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6357 Remote Similarity NPD3972 Approved
0.6357 Remote Similarity NPD1608 Approved
0.6352 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6352 Remote Similarity NPD2801 Approved
0.6338 Remote Similarity NPD3267 Approved
0.6338 Remote Similarity NPD3266 Approved
0.6335 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6002 Phase 3
0.6333 Remote Similarity NPD6005 Phase 3
0.6333 Remote Similarity NPD6004 Phase 3
0.6325 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6325 Remote Similarity NPD3818 Discontinued
0.6323 Remote Similarity NPD6273 Approved
0.6312 Remote Similarity NPD4359 Approved
0.6312 Remote Similarity NPD4379 Clinical (unspecified phase)
0.631 Remote Similarity NPD5953 Discontinued
0.6306 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6303 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6301 Remote Similarity NPD520 Approved
0.6299 Remote Similarity NPD1511 Approved
0.6291 Remote Similarity NPD2424 Discontinued
0.6289 Remote Similarity NPD6844 Discontinued
0.6289 Remote Similarity NPD1934 Approved
0.6287 Remote Similarity NPD7286 Phase 2
0.6279 Remote Similarity NPD164 Approved
0.6266 Remote Similarity NPD4380 Phase 2
0.6259 Remote Similarity NPD3142 Approved
0.6259 Remote Similarity NPD3140 Approved
0.6258 Remote Similarity NPD4662 Approved
0.6258 Remote Similarity NPD4661 Approved
0.625 Remote Similarity NPD454 Approved
0.6242 Remote Similarity NPD7097 Phase 1
0.6242 Remote Similarity NPD3926 Phase 2
0.6233 Remote Similarity NPD3764 Approved
0.6233 Remote Similarity NPD1048 Approved
0.6233 Remote Similarity NPD6798 Discontinued
0.6226 Remote Similarity NPD5889 Approved
0.6226 Remote Similarity NPD5890 Approved
0.6222 Remote Similarity NPD9069 Phase 1
0.622 Remote Similarity NPD1238 Approved
0.6218 Remote Similarity NPD1512 Approved
0.6216 Remote Similarity NPD6355 Discontinued
0.6214 Remote Similarity NPD3847 Discontinued
0.6212 Remote Similarity NPD2684 Approved
0.6211 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6209 Remote Similarity NPD1562 Clinical (unspecified phase)
0.6204 Remote Similarity NPD405 Clinical (unspecified phase)
0.62 Remote Similarity NPD3748 Approved
0.619 Remote Similarity NPD4062 Phase 3
0.6182 Remote Similarity NPD5668 Clinical (unspecified phase)
0.6176 Remote Similarity NPD690 Clinical (unspecified phase)
0.6173 Remote Similarity NPD4868 Clinical (unspecified phase)
0.617 Remote Similarity NPD1091 Approved
0.6169 Remote Similarity NPD2354 Approved
0.6169 Remote Similarity NPD3887 Approved
0.6159 Remote Similarity NPD5494 Approved
0.6159 Remote Similarity NPD5536 Phase 2
0.6159 Remote Similarity NPD2862 Discontinued
0.6159 Remote Similarity NPD6032 Approved
0.6149 Remote Similarity NPD1006 Clinical (unspecified phase)
0.6148 Remote Similarity NPD821 Approved
0.6148 Remote Similarity NPD5535 Approved
0.6143 Remote Similarity NPD17 Approved
0.6143 Remote Similarity NPD4626 Approved
0.6136 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6125 Remote Similarity NPD2366 Approved
0.6122 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6111 Remote Similarity NPD1164 Approved
0.6107 Remote Similarity NPD4622 Approved
0.6107 Remote Similarity NPD4618 Approved
0.6104 Remote Similarity NPD7003 Approved
0.6104 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6084 Remote Similarity NPD6232 Discontinued
0.6082 Remote Similarity NPD6764 Approved
0.6082 Remote Similarity NPD6765 Approved
0.6071 Remote Similarity NPD5691 Approved
0.6071 Remote Similarity NPD7473 Discontinued
0.6069 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6062 Remote Similarity NPD6585 Discontinued
0.6059 Remote Similarity NPD1729 Discontinued
0.6054 Remote Similarity NPD5163 Phase 2
0.6054 Remote Similarity NPD2598 Clinical (unspecified phase)
0.6053 Remote Similarity NPD4477 Approved
0.6053 Remote Similarity NPD4476 Approved
0.6053 Remote Similarity NPD5712 Approved
0.6051 Remote Similarity NPD1578 Phase 2
0.6051 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6049 Remote Similarity NPD7972 Discontinued
0.6048 Remote Similarity NPD9365 Approved
0.6047 Remote Similarity NPD4338 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   21637491
ChEMBL   CHEMBL3087058
ZINC  

Physicochemical Properties

Molecular Weight:  246.13
ALogP:  2.46
MLogP:  2.78
XLogP:  4.021
# Rotatable Bonds:  9
Polar Surface Area:  50.44
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  18

Download Data

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