Natural Product: NPC144745

Natural Product ID:  NPC144745
Common Name:   (R,6Z,10Z)-14-(Furan-3-Yl)-3,7,11-Trimethyltetradeca-6,10-Dienoic Acid
IUPAC Name:   (3R,6Z,10Z)-14-(furan-3-yl)-3,7,11-trimethyltetradeca-6,10-dienoic acid
Synonyms:  
Molecular Formula:   C21H32O3
Standard InCHIKey:  PPIHVFQOURPZJE-WNULFKQXSA-N
Standard InCHI:  InChI=1S/C21H32O3/c1-17(9-5-11-19(3)15-21(22)23)7-4-8-18(2)10-6-12-20-13-14-24-16-20/h8-9,13-14,16,19H,4-7,10-12,15H2,1-3H3,(H,22,23)/b17-9-,18-8-/t19-/m1/s1
Canonical SMILES:  C[C@@H](CC(=O)O)CC/C=C(CC/C=C(CCCc1cocc1)/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
NPO33064 sarcotragus sp. Species Irciniidae Eukaryota PMID[18341287]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 6.25 ug/ml 17988097
NPT1087 Individual Protein Isocitrate lyase Candida albicans IC50 = 80 ug/ml PubChem BioAssay data set
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 25 ug/ml 19902967
NPT19 Organism Escherichia coli Escherichia coli MIC > 100 ug/ml 21376582
NPT111 Cell Line K562 Homo sapiens LC50 > 100 ug/ml 23290051
NPT766 Organism Proteus vulgaris Proteus vulgaris MIC = 25 ug/ml 19114678
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium MIC = 12.5 ug/ml 19058973
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 12.5 ug/ml 19942439
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 25 ug/ml 9358640
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 25 ug/ml 26009164
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 25 ug/ml 3625703

  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 NPC144745 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 NPC208906
0.9237 High Similarity NPC81912
0.9237 High Similarity NPC329694
0.9237 High Similarity NPC474260
0.9237 High Similarity NPC329922
0.9231 High Similarity NPC243269
0.9189 High Similarity NPC1811
0.9189 High Similarity NPC26157
0.916 High Similarity NPC476016
0.916 High Similarity NPC474830
0.9153 High Similarity NPC71274
0.9153 High Similarity NPC474829
0.9153 High Similarity NPC75557
0.913 High Similarity NPC473969
0.9099 High Similarity NPC105249
0.9083 High Similarity NPC474279
0.9083 High Similarity NPC474438
0.9076 High Similarity NPC46536
0.9076 High Similarity NPC138139
0.906 High Similarity NPC477967
0.9 High Similarity NPC471521
0.9 High Similarity NPC473356
0.9 High Similarity NPC83178
0.8983 High Similarity NPC476351
0.8983 High Similarity NPC475818
0.8957 High Similarity NPC131801
0.8926 High Similarity NPC207294
0.8926 High Similarity NPC112706
0.8919 High Similarity NPC177331
0.8898 High Similarity NPC289911
0.8898 High Similarity NPC283284
0.8889 High Similarity NPC474817
0.8862 High Similarity NPC89133
0.8843 High Similarity NPC471554
0.8843 High Similarity NPC471573
0.8843 High Similarity NPC473355
0.8843 High Similarity NPC471501
0.8833 High Similarity NPC471559
0.8824 High Similarity NPC16922
0.8814 High Similarity NPC474136
0.8783 High Similarity NPC28054
0.875 High Similarity NPC118853
0.872 High Similarity NPC474407
0.872 High Similarity NPC474425
0.872 High Similarity NPC474426
0.8718 High Similarity NPC21831
0.8718 High Similarity NPC187547
0.871 High Similarity NPC17681
0.8678 High Similarity NPC179354
0.8655 High Similarity NPC1848
0.864 High Similarity NPC45358
0.864 High Similarity NPC97740
0.8621 High Similarity NPC150895
0.8607 High Similarity NPC74612
0.8607 High Similarity NPC23086
0.8595 High Similarity NPC65735
0.8595 High Similarity NPC477038
0.8595 High Similarity NPC477965
0.8595 High Similarity NPC188377
0.8583 High Similarity NPC473379
0.8583 High Similarity NPC317217
0.8583 High Similarity NPC263870
0.8583 High Similarity NPC471549
0.8559 High Similarity NPC243704
0.8547 High Similarity NPC45536
0.8537 High Similarity NPC137570
0.85 High Similarity NPC79557
0.8443 Intermediate Similarity NPC130275
0.8403 Intermediate Similarity NPC291619
0.8403 Intermediate Similarity NPC254958
0.8346 Intermediate Similarity NPC473982
0.8346 Intermediate Similarity NPC471817
0.832 Intermediate Similarity NPC477040
0.832 Intermediate Similarity NPC477123
0.832 Intermediate Similarity NPC477039
0.832 Intermediate Similarity NPC477966
0.8319 Intermediate Similarity NPC227660
0.8319 Intermediate Similarity NPC217180
0.8319 Intermediate Similarity NPC312525
0.8308 Intermediate Similarity NPC215109
0.8308 Intermediate Similarity NPC170604
0.8305 Intermediate Similarity NPC205523
0.8279 Intermediate Similarity NPC36255
0.8268 Intermediate Similarity NPC298190
0.8268 Intermediate Similarity NPC61788
0.8254 Intermediate Similarity NPC120836
0.8254 Intermediate Similarity NPC223063
0.824 Intermediate Similarity NPC95567
0.824 Intermediate Similarity NPC319140
0.8235 Intermediate Similarity NPC476031
0.8235 Intermediate Similarity NPC476014
0.8189 Intermediate Similarity NPC476925
0.8182 Intermediate Similarity NPC4898
0.8182 Intermediate Similarity NPC202260
0.8182 Intermediate Similarity NPC90953
0.8175 Intermediate Similarity NPC476917
0.8175 Intermediate Similarity NPC327527
0.8154 Intermediate Similarity NPC14650
0.8154 Intermediate Similarity NPC476947
0.8145 Intermediate Similarity NPC83115
0.814 Intermediate Similarity NPC470740
0.814 Intermediate Similarity NPC218838
0.8134 Intermediate Similarity NPC121158
0.8083 Intermediate Similarity NPC474987
0.8083 Intermediate Similarity NPC76844
0.808 Intermediate Similarity NPC303010
0.808 Intermediate Similarity NPC230979
0.8077 Intermediate Similarity NPC288209
0.8077 Intermediate Similarity NPC106247
0.8065 Intermediate Similarity NPC272899
0.8062 Intermediate Similarity NPC471545
0.8062 Intermediate Similarity NPC473344
0.8062 Intermediate Similarity NPC471544
0.8033 Intermediate Similarity NPC137710
0.803 Intermediate Similarity NPC473268
0.803 Intermediate Similarity NPC186626
0.8015 Intermediate Similarity NPC159786
0.8015 Intermediate Similarity NPC158525
0.8015 Intermediate Similarity NPC92941
0.8 Intermediate Similarity NPC11821
0.7985 Intermediate Similarity NPC148374
0.7984 Intermediate Similarity NPC475092
0.7984 Intermediate Similarity NPC477645
0.7955 Intermediate Similarity NPC303217
0.7955 Intermediate Similarity NPC46896
0.7955 Intermediate Similarity NPC146872
0.7953 Intermediate Similarity NPC246392
0.7953 Intermediate Similarity NPC290955
0.7941 Intermediate Similarity NPC267632
0.7937 Intermediate Similarity NPC471074
0.7937 Intermediate Similarity NPC473885
0.7907 Intermediate Similarity NPC21460
0.7899 Intermediate Similarity NPC22678
0.7895 Intermediate Similarity NPC310830
0.7895 Intermediate Similarity NPC307401
0.7895 Intermediate Similarity NPC470742
0.7895 Intermediate Similarity NPC42400
0.7891 Intermediate Similarity NPC279877
0.7891 Intermediate Similarity NPC26532
0.7891 Intermediate Similarity NPC329707
0.7883 Intermediate Similarity NPC476944
0.7883 Intermediate Similarity NPC251865
0.7869 Intermediate Similarity NPC212918
0.7852 Intermediate Similarity NPC56197
0.7852 Intermediate Similarity NPC473983
0.7852 Intermediate Similarity NPC201370
0.7852 Intermediate Similarity NPC67003
0.7846 Intermediate Similarity NPC136340
0.7845 Intermediate Similarity NPC42471
0.7842 Intermediate Similarity NPC216755
0.7842 Intermediate Similarity NPC471174
0.7842 Intermediate Similarity NPC255414
0.7836 Intermediate Similarity NPC236532
0.7836 Intermediate Similarity NPC220094
0.7836 Intermediate Similarity NPC476943
0.7829 Intermediate Similarity NPC198904
0.7829 Intermediate Similarity NPC208389
0.7805 Intermediate Similarity NPC293424
0.7803 Intermediate Similarity NPC471998
0.7795 Intermediate Similarity NPC221798
0.7794 Intermediate Similarity NPC205765
0.7778 Intermediate Similarity NPC107571
0.7778 Intermediate Similarity NPC140688
0.777 Intermediate Similarity NPC346
0.7761 Intermediate Similarity NPC64157
0.7761 Intermediate Similarity NPC278832
0.776 Intermediate Similarity NPC97566
0.7754 Intermediate Similarity NPC267004
0.7754 Intermediate Similarity NPC307346
0.7754 Intermediate Similarity NPC261733
0.7754 Intermediate Similarity NPC218712
0.7744 Intermediate Similarity NPC265793
0.7734 Intermediate Similarity NPC216810
0.773 Intermediate Similarity NPC125182
0.773 Intermediate Similarity NPC472654
0.773 Intermediate Similarity NPC234494
0.773 Intermediate Similarity NPC69647
0.7727 Intermediate Similarity NPC293253
0.7727 Intermediate Similarity NPC471006
0.7714 Intermediate Similarity NPC476937
0.7714 Intermediate Similarity NPC476938
0.7714 Intermediate Similarity NPC250228
0.7704 Intermediate Similarity NPC472376
0.7698 Intermediate Similarity NPC270807
0.7698 Intermediate Similarity NPC174915
0.7692 Intermediate Similarity NPC59502
0.7681 Intermediate Similarity NPC80635
0.7681 Intermediate Similarity NPC476946
0.7676 Intermediate Similarity NPC212257
0.7676 Intermediate Similarity NPC470997
0.7674 Intermediate Similarity NPC474476
0.7674 Intermediate Similarity NPC141059
0.7661 Intermediate Similarity NPC87466
0.7661 Intermediate Similarity NPC206007
0.766 Intermediate Similarity NPC476941
0.766 Intermediate Similarity NPC113428
0.766 Intermediate Similarity NPC476942
0.766 Intermediate Similarity NPC93666
0.766 Intermediate Similarity NPC61284
0.7656 Intermediate Similarity NPC300098

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC144745 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
0.791 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD6832 Phase 2
0.7364 Intermediate Similarity NPD9717 Approved
0.7328 Intermediate Similarity NPD2797 Approved
0.7258 Intermediate Similarity NPD1241 Discontinued
0.7246 Intermediate Similarity NPD2799 Discontinued
0.7163 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD6355 Discontinued
0.7114 Intermediate Similarity NPD5761 Phase 2
0.7114 Intermediate Similarity NPD5760 Phase 2
0.7113 Intermediate Similarity NPD4628 Phase 3
0.7109 Intermediate Similarity NPD9545 Approved
0.7109 Intermediate Similarity NPD1894 Discontinued
0.7107 Intermediate Similarity NPD3134 Approved
0.7103 Intermediate Similarity NPD6273 Approved
0.7099 Intermediate Similarity NPD1608 Approved
0.7068 Intermediate Similarity NPD1203 Approved
0.7059 Intermediate Similarity NPD3268 Approved
0.7059 Intermediate Similarity NPD2313 Discontinued
0.7023 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD2344 Approved
0.7015 Intermediate Similarity NPD2798 Approved
0.7015 Intermediate Similarity NPD1019 Discontinued
0.7 Intermediate Similarity NPD4308 Phase 3
0.6953 Remote Similarity NPD9493 Approved
0.695 Remote Similarity NPD1551 Phase 2
0.694 Remote Similarity NPD6362 Approved
0.6934 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6934 Remote Similarity NPD6798 Discontinued
0.6897 Remote Similarity NPD7440 Discontinued
0.6897 Remote Similarity NPD643 Clinical (unspecified phase)
0.6889 Remote Similarity NPD5647 Approved
0.687 Remote Similarity NPD17 Approved
0.687 Remote Similarity NPD1778 Approved
0.6866 Remote Similarity NPD1876 Approved
0.6855 Remote Similarity NPD2182 Approved
0.6842 Remote Similarity NPD3972 Approved
0.6835 Remote Similarity NPD4307 Phase 2
0.6831 Remote Similarity NPD2935 Discontinued
0.6828 Remote Similarity NPD2309 Approved
0.6824 Remote Similarity NPD920 Approved
0.6818 Remote Similarity NPD3496 Discontinued
0.6815 Remote Similarity NPD3267 Approved
0.6815 Remote Similarity NPD3266 Approved
0.6812 Remote Similarity NPD411 Approved
0.6803 Remote Similarity NPD642 Clinical (unspecified phase)
0.6794 Remote Similarity NPD5585 Approved
0.6786 Remote Similarity NPD447 Suspended
0.6786 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6783 Remote Similarity NPD2346 Discontinued
0.6783 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6783 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6783 Remote Similarity NPD6002 Phase 3
0.6783 Remote Similarity NPD6005 Phase 3
0.6783 Remote Similarity NPD6004 Phase 3
0.6774 Remote Similarity NPD1358 Approved
0.6769 Remote Similarity NPD9092 Discovery
0.6763 Remote Similarity NPD6233 Phase 2
0.6763 Remote Similarity NPD4062 Phase 3
0.6759 Remote Similarity NPD7003 Approved
0.675 Remote Similarity NPD1238 Approved
0.6741 Remote Similarity NPD1283 Approved
0.6738 Remote Similarity NPD6653 Approved
0.6735 Remote Similarity NPD6799 Approved
0.6733 Remote Similarity NPD5808 Clinical (unspecified phase)
0.672 Remote Similarity NPD2684 Approved
0.6716 Remote Similarity NPD1481 Phase 2
0.6715 Remote Similarity NPD454 Approved
0.6715 Remote Similarity NPD9494 Approved
0.6714 Remote Similarity NPD3142 Approved
0.6714 Remote Similarity NPD3140 Approved
0.6713 Remote Similarity NPD4476 Approved
0.6713 Remote Similarity NPD4477 Approved
0.6712 Remote Similarity NPD2354 Approved
0.6712 Remote Similarity NPD3887 Approved
0.6692 Remote Similarity NPD3847 Discontinued
0.6691 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6691 Remote Similarity NPD3764 Approved
0.669 Remote Similarity NPD1243 Approved
0.6667 Remote Similarity NPD4618 Approved
0.6667 Remote Similarity NPD1933 Approved
0.6667 Remote Similarity NPD2614 Approved
0.6667 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4622 Approved
0.6667 Remote Similarity NPD7819 Suspended
0.6645 Remote Similarity NPD7411 Suspended
0.6644 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6644 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6644 Remote Similarity NPD4110 Phase 3
0.6644 Remote Similarity NPD3750 Approved
0.6643 Remote Similarity NPD7033 Discontinued
0.6643 Remote Similarity NPD8032 Phase 2
0.6642 Remote Similarity NPD1535 Discovery
0.6641 Remote Similarity NPD7843 Approved
0.6641 Remote Similarity NPD5535 Approved
0.6623 Remote Similarity NPD7458 Discontinued
0.6623 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6621 Remote Similarity NPD5958 Discontinued
0.6613 Remote Similarity NPD9697 Approved
0.6597 Remote Similarity NPD2796 Approved
0.6587 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6581 Remote Similarity NPD7768 Phase 2
0.6579 Remote Similarity NPD6599 Discontinued
0.6573 Remote Similarity NPD5688 Approved
0.6573 Remote Similarity NPD5689 Approved
0.6573 Remote Similarity NPD7097 Phase 1
0.6566 Remote Similarity NPD8434 Phase 2
0.6564 Remote Similarity NPD6764 Approved
0.6564 Remote Similarity NPD6765 Approved
0.6552 Remote Similarity NPD1471 Phase 3
0.6552 Remote Similarity NPD2353 Approved
0.6552 Remote Similarity NPD6800 Clinical (unspecified phase)
0.6552 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6544 Remote Similarity NPD4359 Approved
0.6541 Remote Similarity NPD5691 Approved
0.6538 Remote Similarity NPD7075 Discontinued
0.6538 Remote Similarity NPD690 Clinical (unspecified phase)
0.6533 Remote Similarity NPD5049 Phase 3
0.6532 Remote Similarity NPD164 Approved
0.6531 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6528 Remote Similarity NPD3748 Approved
0.6522 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6519 Remote Similarity NPD1281 Approved
0.651 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6507 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6507 Remote Similarity NPD4534 Discontinued
0.6507 Remote Similarity NPD1549 Phase 2
0.65 Remote Similarity NPD7095 Approved
0.65 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6497 Remote Similarity NPD919 Approved
0.6496 Remote Similarity NPD3225 Approved
0.6494 Remote Similarity NPD7577 Discontinued
0.6493 Remote Similarity NPD4626 Approved
0.649 Remote Similarity NPD5403 Approved
0.649 Remote Similarity NPD3869 Phase 3
0.649 Remote Similarity NPD3873 Phase 3
0.6489 Remote Similarity NPD7157 Approved
0.6479 Remote Similarity NPD2979 Phase 3
0.6479 Remote Similarity NPD4140 Approved
0.6479 Remote Similarity NPD1240 Approved
0.6467 Remote Similarity NPD5401 Approved
0.6467 Remote Similarity NPD4662 Approved
0.6467 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6467 Remote Similarity NPD4661 Approved
0.6463 Remote Similarity NPD6559 Discontinued
0.6452 Remote Similarity NPD1006 Clinical (unspecified phase)
0.6438 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6438 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6433 Remote Similarity NPD8005 Clinical (unspecified phase)
0.6433 Remote Similarity NPD3749 Approved
0.6407 Remote Similarity NPD6785 Approved
0.6407 Remote Similarity NPD6784 Approved
0.6406 Remote Similarity NPD2067 Discontinued
0.6405 Remote Similarity NPD3226 Approved
0.64 Remote Similarity NPD5909 Discontinued
0.6397 Remote Similarity NPD422 Phase 1
0.6395 Remote Similarity NPD970 Clinical (unspecified phase)
0.6389 Remote Similarity NPD1607 Approved
0.6387 Remote Similarity NPD6801 Discontinued
0.6387 Remote Similarity NPD6280 Approved
0.6387 Remote Similarity NPD6279 Approved
0.6385 Remote Similarity NPD821 Approved
0.6383 Remote Similarity NPD5163 Phase 2
0.6378 Remote Similarity NPD9267 Approved
0.6378 Remote Similarity NPD290 Approved
0.6378 Remote Similarity NPD9263 Approved
0.6378 Remote Similarity NPD9264 Approved
0.6378 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6375 Remote Similarity NPD6808 Phase 2
0.637 Remote Similarity NPD2240 Approved
0.637 Remote Similarity NPD2239 Approved
0.6364 Remote Similarity NPD6671 Approved
0.6364 Remote Similarity NPD4060 Phase 1
0.6358 Remote Similarity NPD2533 Approved
0.6358 Remote Similarity NPD2534 Approved
0.6358 Remote Similarity NPD2532 Approved
0.6358 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6356 Remote Similarity NPD9258 Approved
0.6356 Remote Similarity NPD9256 Approved
0.6351 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6331 Remote Similarity NPD987 Approved
0.6328 Remote Similarity NPD74 Approved
0.6328 Remote Similarity NPD9266 Approved
0.6327 Remote Similarity NPD5763 Approved
0.6327 Remote Similarity NPD5762 Approved
0.632 Remote Similarity NPD6647 Phase 2
0.6319 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6316 Remote Similarity NPD2186 Approved
0.6312 Remote Similarity NPD8127 Discontinued
0.6306 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6306 Remote Similarity NPD2296 Approved
0.6304 Remote Similarity NPD3685 Discontinued
0.6301 Remote Similarity NPD1510 Phase 2
0.6299 Remote Similarity NPD968 Approved
0.6296 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6296 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6294 Remote Similarity NPD4870 Approved
0.6289 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6284 Remote Similarity NPD2897 Discontinued

Structure

External Identifiers

PubChem CID   24850053
ChEMBL   CHEMBL468820
ZINC  

Physicochemical Properties

Molecular Weight:  332.24
ALogP:  2.2687
MLogP:  3.44
XLogP:  6.253
# Rotatable Bonds:  16
Polar Surface Area:  50.44
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  24

Download Data

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