Natural Product: NPC469414

Natural Product ID:  NPC469414
Common Name:   Tenuifolide B
IUPAC Name:   3-(1-methoxyicosyl)-5-methylidenefuran-2-one
Synonyms:   tenuifolide B
Molecular Formula:   C26H46O3
Standard InCHIKey:  TWBGKCDUZOAOPO-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C26H46O3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(28-3)24-22-23(2)29-26(24)27/h22,25H,2,4-21H2,1,3H3
Canonical SMILES:  CCCCCCCCCCCCCCCCCCCC(C1=CC(=C)OC1=O)OC
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
NPO5489 Cinnamomum tenuifolium Species Lauraceae Eukaryota Stems PMID[19754130]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT858 Cell Line LNCaP Homo sapiens IC50 = 22200 nM 19128055
NPT90 Cell Line DU-145 Homo sapiens IC50 = 246000 nM 19128055

  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 NPC469414 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 NPC329826
0.8857 High Similarity NPC218477
0.875 High Similarity NPC84038
0.863 High Similarity NPC474705
0.8493 Intermediate Similarity NPC186531
0.8378 Intermediate Similarity NPC144419
0.825 Intermediate Similarity NPC475947
0.8056 Intermediate Similarity NPC248125
0.8 Intermediate Similarity NPC471325
0.7952 Intermediate Similarity NPC469483
0.7949 Intermediate Similarity NPC68156
0.7917 Intermediate Similarity NPC133904
0.7887 Intermediate Similarity NPC210303
0.7887 Intermediate Similarity NPC44343
0.7887 Intermediate Similarity NPC179087
0.7848 Intermediate Similarity NPC128276
0.7821 Intermediate Similarity NPC123360
0.7792 Intermediate Similarity NPC140287
0.7792 Intermediate Similarity NPC476355
0.7792 Intermediate Similarity NPC474758
0.7778 Intermediate Similarity NPC42470
0.7763 Intermediate Similarity NPC163003
0.7763 Intermediate Similarity NPC112983
0.7763 Intermediate Similarity NPC162571
0.775 Intermediate Similarity NPC178277
0.7746 Intermediate Similarity NPC151648
0.7733 Intermediate Similarity NPC475004
0.7733 Intermediate Similarity NPC494
0.7722 Intermediate Similarity NPC97516
0.7722 Intermediate Similarity NPC57744
0.7711 Intermediate Similarity NPC163093
0.7703 Intermediate Similarity NPC472266
0.7703 Intermediate Similarity NPC203335
0.7692 Intermediate Similarity NPC260396
0.7683 Intermediate Similarity NPC329829
0.7683 Intermediate Similarity NPC11332
0.7683 Intermediate Similarity NPC94875
0.7683 Intermediate Similarity NPC145914
0.7683 Intermediate Similarity NPC65930
0.7683 Intermediate Similarity NPC473529
0.7683 Intermediate Similarity NPC180363
0.7683 Intermediate Similarity NPC73310
0.7683 Intermediate Similarity NPC473780
0.7683 Intermediate Similarity NPC131002
0.7683 Intermediate Similarity NPC473712
0.7683 Intermediate Similarity NPC475159
0.7671 Intermediate Similarity NPC182794
0.7662 Intermediate Similarity NPC146583
0.7654 Intermediate Similarity NPC47653
0.7654 Intermediate Similarity NPC474510
0.7632 Intermediate Similarity NPC64234
0.7632 Intermediate Similarity NPC37929
0.7619 Intermediate Similarity NPC471567
0.7619 Intermediate Similarity NPC477014
0.7619 Intermediate Similarity NPC120398
0.7619 Intermediate Similarity NPC477013
0.7606 Intermediate Similarity NPC143857
0.7606 Intermediate Similarity NPC229252
0.76 Intermediate Similarity NPC474823
0.7595 Intermediate Similarity NPC27205
0.759 Intermediate Similarity NPC144415
0.759 Intermediate Similarity NPC475989
0.759 Intermediate Similarity NPC170377
0.759 Intermediate Similarity NPC253801
0.7564 Intermediate Similarity NPC227396
0.7558 Intermediate Similarity NPC469653
0.7558 Intermediate Similarity NPC475902
0.7558 Intermediate Similarity NPC469628
0.7558 Intermediate Similarity NPC471047
0.7558 Intermediate Similarity NPC469631
0.7558 Intermediate Similarity NPC475906
0.7531 Intermediate Similarity NPC264227
0.7531 Intermediate Similarity NPC471299
0.7531 Intermediate Similarity NPC472965
0.7531 Intermediate Similarity NPC63649
0.7531 Intermediate Similarity NPC270126
0.7529 Intermediate Similarity NPC261721
0.7529 Intermediate Similarity NPC477015
0.75 Intermediate Similarity NPC474760
0.75 Intermediate Similarity NPC193396
0.75 Intermediate Similarity NPC171204
0.75 Intermediate Similarity NPC125365
0.75 Intermediate Similarity NPC41780
0.75 Intermediate Similarity NPC156804
0.75 Intermediate Similarity NPC474818
0.75 Intermediate Similarity NPC41856
0.75 Intermediate Similarity NPC51809
0.75 Intermediate Similarity NPC187568
0.75 Intermediate Similarity NPC232812
0.75 Intermediate Similarity NPC176329
0.75 Intermediate Similarity NPC49302
0.75 Intermediate Similarity NPC476028
0.75 Intermediate Similarity NPC141789
0.75 Intermediate Similarity NPC32944
0.7471 Intermediate Similarity NPC14901
0.7471 Intermediate Similarity NPC130359
0.7471 Intermediate Similarity NPC95364
0.7471 Intermediate Similarity NPC142159
0.747 Intermediate Similarity NPC475690
0.747 Intermediate Similarity NPC85772
0.747 Intermediate Similarity NPC173609
0.747 Intermediate Similarity NPC35556
0.7468 Intermediate Similarity NPC329852
0.7467 Intermediate Similarity NPC225272
0.7442 Intermediate Similarity NPC478144
0.7442 Intermediate Similarity NPC178215
0.7439 Intermediate Similarity NPC281132
0.7436 Intermediate Similarity NPC269206
0.7436 Intermediate Similarity NPC58956
0.7436 Intermediate Similarity NPC295633
0.7436 Intermediate Similarity NPC287878
0.7416 Intermediate Similarity NPC248193
0.7412 Intermediate Similarity NPC9678
0.7412 Intermediate Similarity NPC197903
0.7412 Intermediate Similarity NPC322529
0.7412 Intermediate Similarity NPC82795
0.7412 Intermediate Similarity NPC107986
0.7412 Intermediate Similarity NPC329615
0.7412 Intermediate Similarity NPC473669
0.7412 Intermediate Similarity NPC231009
0.7412 Intermediate Similarity NPC283085
0.7412 Intermediate Similarity NPC103284
0.7412 Intermediate Similarity NPC1083
0.7412 Intermediate Similarity NPC473478
0.7412 Intermediate Similarity NPC39279
0.7412 Intermediate Similarity NPC473671
0.7412 Intermediate Similarity NPC223871
0.7412 Intermediate Similarity NPC286338
0.7412 Intermediate Similarity NPC182383
0.7412 Intermediate Similarity NPC319036
0.7412 Intermediate Similarity NPC475268
0.7412 Intermediate Similarity NPC473156
0.7412 Intermediate Similarity NPC329838
0.7412 Intermediate Similarity NPC25764
0.7412 Intermediate Similarity NPC39167
0.7412 Intermediate Similarity NPC77871
0.7412 Intermediate Similarity NPC99395
0.7412 Intermediate Similarity NPC477018
0.7412 Intermediate Similarity NPC202055
0.7412 Intermediate Similarity NPC292809
0.7412 Intermediate Similarity NPC470400
0.7412 Intermediate Similarity NPC235809
0.7412 Intermediate Similarity NPC132496
0.7412 Intermediate Similarity NPC473651
0.7412 Intermediate Similarity NPC470755
0.7412 Intermediate Similarity NPC100921
0.7412 Intermediate Similarity NPC66346
0.7412 Intermediate Similarity NPC110710
0.7407 Intermediate Similarity NPC473471
0.7407 Intermediate Similarity NPC108816
0.7407 Intermediate Similarity NPC279214
0.7407 Intermediate Similarity NPC182292
0.7407 Intermediate Similarity NPC471220
0.7407 Intermediate Similarity NPC299235
0.7407 Intermediate Similarity NPC93763
0.7407 Intermediate Similarity NPC221095
0.7403 Intermediate Similarity NPC469660
0.7403 Intermediate Similarity NPC67183
0.7397 Intermediate Similarity NPC155849
0.7381 Intermediate Similarity NPC318468
0.7381 Intermediate Similarity NPC16488
0.7375 Intermediate Similarity NPC205615
0.7375 Intermediate Similarity NPC301207
0.7375 Intermediate Similarity NPC16279
0.7375 Intermediate Similarity NPC256640
0.7375 Intermediate Similarity NPC225022
0.7375 Intermediate Similarity NPC238554
0.7375 Intermediate Similarity NPC235906
0.7368 Intermediate Similarity NPC470256
0.7368 Intermediate Similarity NPC276290
0.7361 Intermediate Similarity NPC45097
0.7356 Intermediate Similarity NPC473905
0.7356 Intermediate Similarity NPC89001
0.7356 Intermediate Similarity NPC21208
0.7356 Intermediate Similarity NPC475739
0.7356 Intermediate Similarity NPC48338
0.7356 Intermediate Similarity NPC20339
0.7356 Intermediate Similarity NPC40376
0.7356 Intermediate Similarity NPC320458
0.7356 Intermediate Similarity NPC280621
0.7356 Intermediate Similarity NPC233551
0.7356 Intermediate Similarity NPC260343
0.7349 Intermediate Similarity NPC325031
0.7349 Intermediate Similarity NPC281949
0.7349 Intermediate Similarity NPC301477
0.7349 Intermediate Similarity NPC475481
0.7349 Intermediate Similarity NPC79277
0.7349 Intermediate Similarity NPC25684
0.7349 Intermediate Similarity NPC141810
0.7342 Intermediate Similarity NPC294434
0.7342 Intermediate Similarity NPC259599
0.7342 Intermediate Similarity NPC474551
0.7342 Intermediate Similarity NPC177030
0.7342 Intermediate Similarity NPC15499
0.7342 Intermediate Similarity NPC474321
0.7342 Intermediate Similarity NPC117746
0.7333 Intermediate Similarity NPC284447
0.7326 Intermediate Similarity NPC309211
0.7326 Intermediate Similarity NPC293136
0.7326 Intermediate Similarity NPC473687

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469414 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
0.747 Intermediate Similarity NPD5209 Approved
0.725 Intermediate Similarity NPD8039 Approved
0.7073 Intermediate Similarity NPD4756 Discovery
0.7059 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.6974 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6813 Remote Similarity NPD5785 Approved
0.6812 Remote Similarity NPD6927 Phase 3
0.6782 Remote Similarity NPD7154 Phase 3
0.6667 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6108 Clinical (unspecified phase)
0.663 Remote Similarity NPD6698 Approved
0.663 Remote Similarity NPD46 Approved
0.6629 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6629 Remote Similarity NPD5363 Approved
0.6629 Remote Similarity NPD1694 Approved
0.6571 Remote Similarity NPD28 Approved
0.6571 Remote Similarity NPD29 Approved
0.6559 Remote Similarity NPD7983 Approved
0.6526 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6489 Remote Similarity NPD5778 Approved
0.6489 Remote Similarity NPD5779 Approved
0.6452 Remote Similarity NPD7838 Discovery
0.641 Remote Similarity NPD3197 Phase 1
0.6373 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6344 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6344 Remote Similarity NPD1695 Approved
0.6344 Remote Similarity NPD6101 Approved
0.6301 Remote Similarity NPD4266 Approved
0.6301 Remote Similarity NPD3196 Approved
0.6301 Remote Similarity NPD3195 Phase 2
0.6301 Remote Similarity NPD3194 Approved
0.6292 Remote Similarity NPD4269 Approved
0.6292 Remote Similarity NPD4270 Approved
0.6289 Remote Similarity NPD7839 Suspended
0.625 Remote Similarity NPD5790 Clinical (unspecified phase)
0.625 Remote Similarity NPD4252 Approved
0.6222 Remote Similarity NPD5362 Discontinued
0.6211 Remote Similarity NPD6411 Approved
0.6203 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6196 Remote Similarity NPD7334 Approved
0.6196 Remote Similarity NPD6409 Approved
0.6196 Remote Similarity NPD5330 Approved
0.6196 Remote Similarity NPD7146 Approved
0.6196 Remote Similarity NPD6684 Approved
0.6196 Remote Similarity NPD5786 Approved
0.6196 Remote Similarity NPD7521 Approved
0.619 Remote Similarity NPD6371 Approved
0.618 Remote Similarity NPD5369 Approved
0.6173 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6164 Remote Similarity NPD3172 Approved
0.6162 Remote Similarity NPD4225 Approved
0.6154 Remote Similarity NPD6686 Approved
0.6154 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6143 Remote Similarity NPD5343 Approved
0.6111 Remote Similarity NPD6435 Approved
0.6087 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6064 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6064 Remote Similarity NPD6903 Approved
0.6042 Remote Similarity NPD7637 Suspended
0.6038 Remote Similarity NPD2067 Discontinued
0.6023 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6023 Remote Similarity NPD4268 Approved
0.6023 Remote Similarity NPD4271 Approved
0.6 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5957 Remote Similarity NPD4250 Approved
0.5957 Remote Similarity NPD4251 Approved
0.5942 Remote Similarity NPD2699 Approved
0.5895 Remote Similarity NPD6672 Approved
0.5895 Remote Similarity NPD5737 Approved
0.5889 Remote Similarity NPD4822 Approved
0.5889 Remote Similarity NPD5368 Approved
0.5889 Remote Similarity NPD4820 Approved
0.5889 Remote Similarity NPD4821 Approved
0.5889 Remote Similarity NPD4819 Approved
0.5875 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5857 Remote Similarity NPD3174 Discontinued
0.5856 Remote Similarity NPD7115 Discovery
0.5854 Remote Similarity NPD7331 Phase 2
0.5854 Remote Similarity NPD3704 Approved
0.5851 Remote Similarity NPD4249 Approved
0.5843 Remote Similarity NPD3732 Approved
0.5842 Remote Similarity NPD7638 Approved
0.5833 Remote Similarity NPD2181 Clinical (unspecified phase)
0.5833 Remote Similarity NPD5370 Suspended
0.5784 Remote Similarity NPD7639 Approved
0.5784 Remote Similarity NPD7640 Approved
0.5784 Remote Similarity NPD6648 Approved
0.578 Remote Similarity NPD6053 Discontinued
0.5769 Remote Similarity NPD6647 Phase 2
0.5758 Remote Similarity NPD5282 Discontinued
0.575 Remote Similarity NPD3205 Discontinued
0.5714 Remote Similarity NPD6050 Approved
0.5714 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6097 Approved
0.5714 Remote Similarity NPD6096 Approved
0.5714 Remote Similarity NPD5693 Phase 1
0.5699 Remote Similarity NPD5332 Approved
0.5699 Remote Similarity NPD5331 Approved
0.5694 Remote Similarity NPD6125 Clinical (unspecified phase)
0.5684 Remote Similarity NPD6422 Discontinued
0.5682 Remote Similarity NPD1452 Discontinued
0.5652 Remote Similarity NPD4790 Discontinued
0.5619 Remote Similarity NPD2258 Approved
0.5619 Remote Similarity NPD2259 Approved
0.5616 Remote Similarity NPD3173 Approved
0.5616 Remote Similarity NPD4220 Pre-registration
0.5612 Remote Similarity NPD5207 Approved
0.5612 Remote Similarity NPD5692 Phase 3
0.56 Remote Similarity NPD7748 Approved
0.56 Remote Similarity NPD7901 Clinical (unspecified phase)
0.56 Remote Similarity NPD7900 Approved

Structure

External Identifiers

PubChem CID   44557421
ChEMBL   CHEMBL1078157
ZINC  

Physicochemical Properties

Molecular Weight:  406.34
ALogP:  -4.7931
MLogP:  3.99
XLogP:  10.894
# Rotatable Bonds:  22
Polar Surface Area:  35.53
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  29

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs