Natural Product: NPC261158

Natural Product ID:  NPC261158
Common Name:   N-Isobutyl-(2E,4E,14Z)-Eicosatrienamide
IUPAC Name:   (2E,4E,14Z)-N-(2-methylpropyl)icosa-2,4,14-trienamide
Synonyms:  
Molecular Formula:   C24H43NO
Standard InCHIKey:  GQCWFFNZERNJJC-SEXMCKGYSA-N
Standard InCHI:  InChI=1S/C24H43NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(26)25-22-23(2)3/h8-9,18-21,23H,4-7,10-17,22H2,1-3H3,(H,25,26)/b9-8-,19-18+,21-20+
Canonical SMILES:  CCCCC/C=CCCCCCCCC/C=C/C=C/C(=NCC(C)C)O
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
NPO43 Leifsonia aquatica Species Microbacteriaceae Bacteria UNPD*
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota UNPD*
NPO7536 Mycoplasma mycoides Species Mycoplasmataceae Bacteria UNPD*
NPO6648 Piper retrofractum Species Piperaceae Eukaryota UNPD*
NPO27487 Silene banksia Species Caryophyllaceae Eukaryota UNPD*
NPO2840 Podocarpus minor Species Podocarpaceae Eukaryota UNPD*
NPO10666 Verbesina virginica Species Asteraceae Eukaryota UNPD*
NPO12383 Frullania brasiliensis Species Frullaniaceae Eukaryota UNPD*
NPO6880 Crocus corsicus Species Iridaceae Eukaryota UNPD*
NPO7158 Schefflera venulosa Species Araliaceae Eukaryota UNPD*
NPO11511 Cochlearia officinalis Species Brassicaceae Eukaryota UNPD*
NPO876 Didymosphaeria enalia Species Didymosphaeriaceae Eukaryota UNPD*
NPO12488 Bupleurum rigidum Species Apiaceae Eukaryota UNPD*
NPO8639 Agaricus xanthodermus Species Agaricaceae Eukaryota UNPD*
NPO964 Homalium laurifolium Species Salicaceae Eukaryota UNPD*
NPO10274 Pothomorphe peltata NA NA NA UNPD*
NPO10459 Brickellia longifolia Species Asteraceae Eukaryota UNPD*
NPO6428 Euphorbia wangii Species Euphorbiaceae Eukaryota UNPD*
NPO9166 Monascus rubropunctatus Species Fellodistomidae Eukaryota UNPD*
NPO2393 Matsumurella chinensis Species Lamiaceae Eukaryota UNPD*
NPO12125 Pseudomonas stutzeri Species Pseudomonadaceae Bacteria UNPD*
NPO9950 Coelogyne nitida Species Orchidaceae Eukaryota UNPD*
NPO23642 Penicillium tardum Species Aspergillaceae Eukaryota UNPD*
NPO11137 Dichotomanthes tristaniicarpa Species Rosaceae Eukaryota UNPD*
NPO3968 Dracontium loretense Species Araceae Eukaryota UNPD*
NPO230 Palisota barteri Species Commelinaceae Eukaryota UNPD*
NPO4251 Photorhabdus luminescens Species Morganellaceae Bacteria UNPD*
NPO13059 Abies webbiana Species Pinaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 10 % 18289853
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 3 % 18289853
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 19 % 18289853
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 27 % 18289853
NPT520 Cell Line 3T3-L1 Mus musculus Activity = -3 % 18477507
NPT520 Cell Line 3T3-L1 Mus musculus Activity = -7.2 % 18477507
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 7.2 % 18477507
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 20.2 % 18477507
NPT1460 Cell Line L929 Mus musculus Inhibition = 14 % 19775895
NPT1460 Cell Line L929 Mus musculus Inhibition = 32 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 3 % 19775895
NPT1460 Cell Line L929 Mus musculus Inhibition = 45 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 53 % 19775895
NPT1460 Cell Line L929 Mus musculus Inhibition = 82 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 66 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 10 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 27 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 32 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 89 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 19 % 19775895
NPT1460 Cell Line L929 Mus musculus IC50 = 25000 nM 19775895
NPT993 Cell Line Hepatocyte Mus musculus IC50 = 39000 nM 19775895

  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 NPC261158 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 NPC306420
1.0 High Similarity NPC104138
1.0 High Similarity NPC24216
0.9808 High Similarity NPC297020
0.9808 High Similarity NPC273023
0.9423 High Similarity NPC303672
0.9231 High Similarity NPC195986
0.9107 High Similarity NPC312826
0.9074 High Similarity NPC471992
0.9038 High Similarity NPC54542
0.9038 High Similarity NPC267340
0.9038 High Similarity NPC145032
0.9038 High Similarity NPC243539
0.9038 High Similarity NPC304223
0.8846 High Similarity NPC267692
0.8846 High Similarity NPC307435
0.8727 High Similarity NPC471991
0.8704 High Similarity NPC119655
0.8545 High Similarity NPC163912
0.8545 High Similarity NPC305288
0.8545 High Similarity NPC167759
0.8545 High Similarity NPC56028
0.8305 Intermediate Similarity NPC6795
0.8246 Intermediate Similarity NPC477049
0.8226 Intermediate Similarity NPC187315
0.8214 Intermediate Similarity NPC246519
0.8214 Intermediate Similarity NPC132669
0.8214 Intermediate Similarity NPC14234
0.8214 Intermediate Similarity NPC269800
0.8214 Intermediate Similarity NPC184014
0.8214 Intermediate Similarity NPC13011
0.8214 Intermediate Similarity NPC44193
0.8214 Intermediate Similarity NPC124382
0.8214 Intermediate Similarity NPC123669
0.8065 Intermediate Similarity NPC477525
0.8 Intermediate Similarity NPC130807
0.7931 Intermediate Similarity NPC4881
0.7705 Intermediate Similarity NPC309877
0.7581 Intermediate Similarity NPC29468
0.75 Intermediate Similarity NPC245650
0.746 Intermediate Similarity NPC471023
0.7455 Intermediate Similarity NPC91044
0.7385 Intermediate Similarity NPC315141
0.7385 Intermediate Similarity NPC129995
0.7302 Intermediate Similarity NPC324077
0.7188 Intermediate Similarity NPC182758
0.7164 Intermediate Similarity NPC249713
0.7077 Intermediate Similarity NPC235311
0.7077 Intermediate Similarity NPC253468
0.7 Intermediate Similarity NPC314678
0.6984 Remote Similarity NPC150505
0.6984 Remote Similarity NPC329003
0.6984 Remote Similarity NPC74617
0.6984 Remote Similarity NPC326524
0.6984 Remote Similarity NPC325550
0.6923 Remote Similarity NPC77891
0.6885 Remote Similarity NPC242930
0.6825 Remote Similarity NPC210999
0.6825 Remote Similarity NPC321030
0.6812 Remote Similarity NPC45060
0.6812 Remote Similarity NPC471022
0.6812 Remote Similarity NPC103712
0.6812 Remote Similarity NPC291196
0.6812 Remote Similarity NPC280065
0.678 Remote Similarity NPC261571
0.6727 Remote Similarity NPC86121
0.6727 Remote Similarity NPC470439
0.6667 Remote Similarity NPC188341
0.6667 Remote Similarity NPC208638
0.6667 Remote Similarity NPC49494
0.6667 Remote Similarity NPC316674
0.6623 Remote Similarity NPC14326
0.6607 Remote Similarity NPC138935
0.6562 Remote Similarity NPC325734
0.6515 Remote Similarity NPC273614
0.6438 Remote Similarity NPC288086
0.6379 Remote Similarity NPC180575
0.6333 Remote Similarity NPC26960
0.6333 Remote Similarity NPC182102
0.6207 Remote Similarity NPC299114
0.6207 Remote Similarity NPC269074
0.6203 Remote Similarity NPC224072
0.6203 Remote Similarity NPC39966
0.6176 Remote Similarity NPC55068
0.6173 Remote Similarity NPC3210
0.6133 Remote Similarity NPC476923
0.6119 Remote Similarity NPC176621
0.6094 Remote Similarity NPC474644
0.6094 Remote Similarity NPC329686
0.6071 Remote Similarity NPC269823
0.6066 Remote Similarity NPC249670
0.6066 Remote Similarity NPC473913
0.6066 Remote Similarity NPC474642
0.6024 Remote Similarity NPC473031
0.6 Remote Similarity NPC55412
0.6 Remote Similarity NPC473865
0.6 Remote Similarity NPC474643
0.6 Remote Similarity NPC15934
0.6 Remote Similarity NPC249645
0.5968 Remote Similarity NPC473672
0.5968 Remote Similarity NPC474495
0.5968 Remote Similarity NPC59408
0.5968 Remote Similarity NPC71053
0.5965 Remote Similarity NPC206906
0.5965 Remote Similarity NPC256766
0.5965 Remote Similarity NPC213538
0.5952 Remote Similarity NPC316186
0.5942 Remote Similarity NPC477106
0.5921 Remote Similarity NPC476924
0.5904 Remote Similarity NPC203076
0.5902 Remote Similarity NPC248884
0.5902 Remote Similarity NPC85079
0.5902 Remote Similarity NPC31194
0.5897 Remote Similarity NPC473446
0.5897 Remote Similarity NPC473695
0.5875 Remote Similarity NPC82799
0.5862 Remote Similarity NPC116934
0.5833 Remote Similarity NPC19834
0.5833 Remote Similarity NPC55063
0.5823 Remote Similarity NPC313911
0.5823 Remote Similarity NPC314854
0.5806 Remote Similarity NPC72699
0.5806 Remote Similarity NPC477727
0.5806 Remote Similarity NPC199286
0.5806 Remote Similarity NPC471281
0.5797 Remote Similarity NPC469728
0.5783 Remote Similarity NPC152684
0.5781 Remote Similarity NPC34577
0.5781 Remote Similarity NPC61177
0.5775 Remote Similarity NPC308844
0.575 Remote Similarity NPC476560
0.5714 Remote Similarity NPC29091
0.5714 Remote Similarity NPC182840
0.5714 Remote Similarity NPC217095
0.5714 Remote Similarity NPC329608
0.5714 Remote Similarity NPC224148
0.5714 Remote Similarity NPC170776
0.5714 Remote Similarity NPC9273
0.5714 Remote Similarity NPC76198
0.5714 Remote Similarity NPC166458
0.5714 Remote Similarity NPC151782
0.5714 Remote Similarity NPC197272
0.5714 Remote Similarity NPC264417
0.5714 Remote Similarity NPC471959
0.5714 Remote Similarity NPC103213
0.5714 Remote Similarity NPC475477
0.5714 Remote Similarity NPC89824
0.5714 Remote Similarity NPC294278
0.5714 Remote Similarity NPC165447
0.5714 Remote Similarity NPC477723
0.5714 Remote Similarity NPC55383
0.5714 Remote Similarity NPC256656
0.5714 Remote Similarity NPC244038
0.5714 Remote Similarity NPC255042
0.5692 Remote Similarity NPC110732
0.569 Remote Similarity NPC304151
0.5672 Remote Similarity NPC11130
0.5667 Remote Similarity NPC140501
0.5667 Remote Similarity NPC175614
0.5667 Remote Similarity NPC160628
0.5667 Remote Similarity NPC276825
0.5667 Remote Similarity NPC76976
0.5645 Remote Similarity NPC471276
0.5645 Remote Similarity NPC153538
0.5645 Remote Similarity NPC125122
0.5645 Remote Similarity NPC471275
0.5645 Remote Similarity NPC471280
0.5634 Remote Similarity NPC206660
0.5625 Remote Similarity NPC68014
0.5625 Remote Similarity NPC471597
0.5604 Remote Similarity NPC167419
0.56 Remote Similarity NPC324638

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC261158 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
0.6176 Remote Similarity NPD3210 Clinical (unspecified phase)
0.6 Remote Similarity NPD4219 Approved
0.5932 Remote Similarity NPD860 Phase 2
0.5902 Remote Similarity NPD4220 Pre-registration
0.5667 Remote Similarity NPD4265 Approved
0.56 Remote Similarity NPD3212 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10338645
ChEMBL   CHEMBL256216
ZINC  

Physicochemical Properties

Molecular Weight:  361.33
ALogP:  -0.1985
MLogP:  3.88
XLogP:  10.061
# Rotatable Bonds:  21
Polar Surface Area:  32.59
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  26

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs