Natural Product: NPC320642

Natural Product ID:  NPC320642
Common Name:   (5S,6E,8Z,11Z,14Z)-5-Hydroperoxyicosa-6,8,11,14-Tetraenoic Acid
IUPAC Name:   (5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoic acid
Synonyms:  
Molecular Formula:   C20H32O4
Standard InCHIKey:  JNUUNUQHXIOFDA-JGKLHWIESA-N
Standard InCHI:  InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1
Canonical SMILES:  CCCCC/C=CC/C=CC/C=CC=C[C@H](CCCC(=O)O)OO
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
NPO20338 Mus musculus Species Muridae Eukaryota PMID[19425150]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT698 Individual Protein Regulator of G-protein signaling 4 Homo sapiens Potency 8436.8 nM PubChem BioAssay data set

  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 NPC320642 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
0.9365 High Similarity NPC49863
0.9355 High Similarity NPC317881
0.9355 High Similarity NPC323045
0.9206 High Similarity NPC328653
0.9048 High Similarity NPC323477
0.9016 High Similarity NPC328311
0.8852 High Similarity NPC329249
0.875 High Similarity NPC318420
0.875 High Similarity NPC326268
0.8676 High Similarity NPC325627
0.8413 Intermediate Similarity NPC327112
0.8182 Intermediate Similarity NPC136164
0.8182 Intermediate Similarity NPC255863
0.8182 Intermediate Similarity NPC245947
0.8028 Intermediate Similarity NPC92558
0.7969 Intermediate Similarity NPC322002
0.7714 Intermediate Similarity NPC143396
0.7714 Intermediate Similarity NPC317583
0.7692 Intermediate Similarity NPC322186
0.7692 Intermediate Similarity NPC318306
0.7681 Intermediate Similarity NPC26500
0.7681 Intermediate Similarity NPC99619
0.7656 Intermediate Similarity NPC323436
0.7639 Intermediate Similarity NPC326024
0.7576 Intermediate Similarity NPC243532
0.7534 Intermediate Similarity NPC227396
0.75 Intermediate Similarity NPC5413
0.75 Intermediate Similarity NPC470320
0.75 Intermediate Similarity NPC18951
0.75 Intermediate Similarity NPC149821
0.7465 Intermediate Similarity NPC236208
0.7463 Intermediate Similarity NPC321838
0.7463 Intermediate Similarity NPC201939
0.7424 Intermediate Similarity NPC329550
0.7419 Intermediate Similarity NPC92114
0.7391 Intermediate Similarity NPC476657
0.7391 Intermediate Similarity NPC476654
0.7391 Intermediate Similarity NPC476655
0.7385 Intermediate Similarity NPC211752
0.7385 Intermediate Similarity NPC323498
0.7385 Intermediate Similarity NPC323597
0.7361 Intermediate Similarity NPC476012
0.7361 Intermediate Similarity NPC476037
0.7361 Intermediate Similarity NPC476660
0.7333 Intermediate Similarity NPC207292
0.7333 Intermediate Similarity NPC91495
0.7313 Intermediate Similarity NPC81896
0.7313 Intermediate Similarity NPC321919
0.7302 Intermediate Similarity NPC70387
0.7302 Intermediate Similarity NPC321062
0.7286 Intermediate Similarity NPC476656
0.7286 Intermediate Similarity NPC476659
0.7273 Intermediate Similarity NPC263574
0.7273 Intermediate Similarity NPC469747
0.726 Intermediate Similarity NPC126061
0.7246 Intermediate Similarity NPC68343
0.7246 Intermediate Similarity NPC328089
0.7246 Intermediate Similarity NPC226592
0.7237 Intermediate Similarity NPC240170
0.7237 Intermediate Similarity NPC120776
0.7231 Intermediate Similarity NPC325977
0.7231 Intermediate Similarity NPC472808
0.7231 Intermediate Similarity NPC327388
0.7231 Intermediate Similarity NPC324224
0.7231 Intermediate Similarity NPC477201
0.7222 Intermediate Similarity NPC473772
0.7206 Intermediate Similarity NPC328776
0.7206 Intermediate Similarity NPC320305
0.7206 Intermediate Similarity NPC113293
0.7206 Intermediate Similarity NPC477829
0.7206 Intermediate Similarity NPC40082
0.72 Intermediate Similarity NPC260396
0.7195 Intermediate Similarity NPC477959
0.7195 Intermediate Similarity NPC86005
0.7188 Intermediate Similarity NPC137538
0.7188 Intermediate Similarity NPC25417
0.7188 Intermediate Similarity NPC290563
0.7188 Intermediate Similarity NPC424
0.7188 Intermediate Similarity NPC281972
0.7188 Intermediate Similarity NPC85813
0.7188 Intermediate Similarity NPC87564
0.7188 Intermediate Similarity NPC32467
0.7188 Intermediate Similarity NPC322461
0.7188 Intermediate Similarity NPC88966
0.7188 Intermediate Similarity NPC154245
0.7188 Intermediate Similarity NPC261831
0.7188 Intermediate Similarity NPC6095
0.7183 Intermediate Similarity NPC22101
0.7183 Intermediate Similarity NPC104537
0.7183 Intermediate Similarity NPC478100
0.7183 Intermediate Similarity NPC148192
0.7183 Intermediate Similarity NPC127091
0.7183 Intermediate Similarity NPC478097
0.7183 Intermediate Similarity NPC271921
0.7183 Intermediate Similarity NPC330426
0.7162 Intermediate Similarity NPC329914
0.7162 Intermediate Similarity NPC329890
0.7143 Intermediate Similarity NPC127526
0.7121 Intermediate Similarity NPC225929
0.7097 Intermediate Similarity NPC59051
0.7083 Intermediate Similarity NPC324981
0.7083 Intermediate Similarity NPC141481
0.7083 Intermediate Similarity NPC48218
0.7083 Intermediate Similarity NPC473559
0.7077 Intermediate Similarity NPC228473
0.7077 Intermediate Similarity NPC52264
0.7073 Intermediate Similarity NPC164393
0.7067 Intermediate Similarity NPC474321
0.7059 Intermediate Similarity NPC122521
0.7059 Intermediate Similarity NPC251042
0.7059 Intermediate Similarity NPC174447
0.7042 Intermediate Similarity NPC146811
0.7042 Intermediate Similarity NPC478101
0.7031 Intermediate Similarity NPC1813
0.7031 Intermediate Similarity NPC36061
0.7031 Intermediate Similarity NPC294548
0.7031 Intermediate Similarity NPC139029
0.7027 Intermediate Similarity NPC320119
0.7013 Intermediate Similarity NPC281296
0.7 Intermediate Similarity NPC476658
0.7 Intermediate Similarity NPC117572
0.6986 Remote Similarity NPC470436
0.6984 Remote Similarity NPC284212
0.6984 Remote Similarity NPC28205
0.6974 Remote Similarity NPC473948
0.6974 Remote Similarity NPC199445
0.6957 Remote Similarity NPC475984
0.6944 Remote Similarity NPC475443
0.6944 Remote Similarity NPC25298
0.6944 Remote Similarity NPC473829
0.6941 Remote Similarity NPC313670
0.6933 Remote Similarity NPC284006
0.6923 Remote Similarity NPC182292
0.6923 Remote Similarity NPC121200
0.6914 Remote Similarity NPC52923
0.6912 Remote Similarity NPC222852
0.6912 Remote Similarity NPC274927
0.6912 Remote Similarity NPC106851
0.6901 Remote Similarity NPC478099
0.6901 Remote Similarity NPC478098
0.6892 Remote Similarity NPC42526
0.6892 Remote Similarity NPC472017
0.6883 Remote Similarity NPC188860
0.6883 Remote Similarity NPC279537
0.6875 Remote Similarity NPC281245
0.6875 Remote Similarity NPC297440
0.6867 Remote Similarity NPC122502
0.6867 Remote Similarity NPC309211
0.6866 Remote Similarity NPC472445
0.6866 Remote Similarity NPC44542
0.6857 Remote Similarity NPC470965
0.6857 Remote Similarity NPC29697
0.6857 Remote Similarity NPC54925
0.6835 Remote Similarity NPC321728
0.6829 Remote Similarity NPC219966
0.6818 Remote Similarity NPC473863
0.6818 Remote Similarity NPC274290
0.6818 Remote Similarity NPC200845
0.6818 Remote Similarity NPC10316
0.6818 Remote Similarity NPC28779
0.6818 Remote Similarity NPC223677
0.6818 Remote Similarity NPC128061
0.6806 Remote Similarity NPC284447
0.68 Remote Similarity NPC67076
0.68 Remote Similarity NPC293114
0.68 Remote Similarity NPC319163
0.6795 Remote Similarity NPC110813
0.6795 Remote Similarity NPC233071
0.6795 Remote Similarity NPC145898
0.6769 Remote Similarity NPC309606
0.6769 Remote Similarity NPC139545
0.6769 Remote Similarity NPC39633
0.6765 Remote Similarity NPC34416
0.6757 Remote Similarity NPC130618
0.675 Remote Similarity NPC474510
0.6747 Remote Similarity NPC477018
0.6747 Remote Similarity NPC100921
0.6747 Remote Similarity NPC137033
0.6719 Remote Similarity NPC470411
0.6719 Remote Similarity NPC48162
0.6719 Remote Similarity NPC262968
0.6716 Remote Similarity NPC179764
0.6716 Remote Similarity NPC187777
0.6714 Remote Similarity NPC26810
0.6714 Remote Similarity NPC66460
0.6714 Remote Similarity NPC325929
0.6714 Remote Similarity NPC271282
0.6711 Remote Similarity NPC185186
0.6711 Remote Similarity NPC470435
0.6711 Remote Similarity NPC327383
0.6709 Remote Similarity NPC133377
0.6709 Remote Similarity NPC192006
0.6707 Remote Similarity NPC11620
0.6707 Remote Similarity NPC253801
0.6707 Remote Similarity NPC69469
0.6707 Remote Similarity NPC170377
0.6705 Remote Similarity NPC5418
0.6667 Remote Similarity NPC478095
0.6667 Remote Similarity NPC110732
0.6667 Remote Similarity NPC469514

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC320642 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
0.9365 High Similarity NPD4247 Clinical (unspecified phase)
0.8413 Intermediate Similarity NPD4246 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3173 Approved
0.7246 Intermediate Similarity NPD3197 Phase 1
0.7188 Intermediate Similarity NPD3195 Phase 2
0.7188 Intermediate Similarity NPD3194 Approved
0.7188 Intermediate Similarity NPD4266 Approved
0.7188 Intermediate Similarity NPD3196 Approved
0.7031 Intermediate Similarity NPD3172 Approved
0.7 Intermediate Similarity NPD4222 Approved
0.7 Intermediate Similarity NPD3174 Discontinued
0.7 Intermediate Similarity NPD39 Approved
0.686 Remote Similarity NPD7983 Approved
0.6782 Remote Similarity NPD5778 Approved
0.6782 Remote Similarity NPD5779 Approved
0.6774 Remote Similarity NPD5343 Approved
0.6765 Remote Similarity NPD6109 Phase 1
0.6719 Remote Similarity NPD29 Approved
0.6719 Remote Similarity NPD28 Approved
0.6709 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5326 Phase 3
0.6556 Remote Similarity NPD7839 Suspended
0.6543 Remote Similarity NPD4252 Approved
0.6543 Remote Similarity NPD5368 Approved
0.65 Remote Similarity NPD4271 Approved
0.65 Remote Similarity NPD4268 Approved
0.6471 Remote Similarity NPD5786 Approved
0.6386 Remote Similarity NPD4269 Approved
0.6386 Remote Similarity NPD6435 Approved
0.6386 Remote Similarity NPD4270 Approved
0.6375 Remote Similarity NPD4756 Discovery
0.6341 Remote Similarity NPD4821 Approved
0.6341 Remote Similarity NPD4822 Approved
0.6341 Remote Similarity NPD4820 Approved
0.6341 Remote Similarity NPD4819 Approved
0.6341 Remote Similarity NPD5790 Clinical (unspecified phase)
0.631 Remote Similarity NPD5362 Discontinued
0.631 Remote Similarity NPD7154 Phase 3
0.629 Remote Similarity NPD6097 Approved
0.629 Remote Similarity NPD6096 Approved
0.625 Remote Similarity NPD5764 Clinical (unspecified phase)
0.625 Remote Similarity NPD622 Approved
0.625 Remote Similarity NPD6101 Approved
0.6212 Remote Similarity NPD6927 Phase 3
0.6207 Remote Similarity NPD4251 Approved
0.6207 Remote Similarity NPD4250 Approved
0.6163 Remote Similarity NPD5363 Approved
0.6154 Remote Similarity NPD4220 Pre-registration
0.6125 Remote Similarity NPD8039 Approved
0.6118 Remote Similarity NPD5332 Approved
0.6118 Remote Similarity NPD5331 Approved
0.6111 Remote Similarity NPD6411 Approved
0.6111 Remote Similarity NPD7637 Suspended
0.6092 Remote Similarity NPD4249 Approved
0.6071 Remote Similarity NPD4790 Discontinued
0.6071 Remote Similarity NPD5369 Approved
0.6 Remote Similarity NPD6698 Approved
0.6 Remote Similarity NPD46 Approved
0.6 Remote Similarity NPD7838 Discovery
0.5938 Remote Similarity NPD4265 Approved
0.593 Remote Similarity NPD6110 Phase 1
0.5921 Remote Similarity NPD7331 Phase 2
0.5889 Remote Similarity NPD5370 Suspended
0.5859 Remote Similarity NPD5048 Discontinued
0.5824 Remote Similarity NPD5785 Approved
0.5814 Remote Similarity NPD5209 Approved
0.5765 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5761 Remote Similarity NPD4810 Clinical (unspecified phase)
0.573 Remote Similarity NPD6422 Discontinued
0.5729 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3732 Approved
0.5679 Remote Similarity NPD4732 Discontinued
0.5618 Remote Similarity NPD6082 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   5280778
ChEMBL   CHEMBL1743204
ZINC  

Physicochemical Properties

Molecular Weight:  336.23
ALogP:  0.5637
MLogP:  3.22
XLogP:  6.674
# Rotatable Bonds:  18
Polar Surface Area:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  24

Download Data

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Structure MOL file  
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Similar NPs/Drugs