Natural Product: NPC328653

Natural Product ID:  NPC328653
Common Name:   (5S,6Z,8E,10E,12R,14Z)-5,12,20-Trihydroxyicosa-6,8,10,14-Tetraenoic Acid
IUPAC Name:   (5S,6Z,8E,10E,12R,14Z)-5,12,20-trihydroxyicosa-6,8,10,14-tetraenoic acid
Synonyms:  
Molecular Formula:   C20H32O5
Standard InCHIKey:  PTJFJXLGRSTECQ-PSPARDEHSA-N
Standard InCHI:  InChI=1S/C20H32O5/c21-17-10-6-2-1-3-7-12-18(22)13-8-4-5-9-14-19(23)15-11-16-20(24)25/h3-5,7-9,13-14,18-19,21-23H,1-2,6,10-12,15-17H2,(H,24,25)/b5-4+,7-3-,13-8+,14-9-/t18-,19-/m1/s1
Canonical SMILES:  OCCCCC/C=CC[C@H](/C=C/C=C/C=C[C@H](CCCC(=O)O)O)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
NPO1797 Homo sapiens Species Hominidae Eukaryota cerebrospinal fluid PMID[11166796]
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[11166796]
NPO1797 Homo sapiens Species Hominidae Eukaryota blood PMID[21359215]
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
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 1778.3 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 NPC328653 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
0.9839 High Similarity NPC49863
0.9836 High Similarity NPC323477
0.9516 High Similarity NPC317881
0.9516 High Similarity NPC323045
0.9206 High Similarity NPC320642
0.9104 High Similarity NPC325627
0.8571 High Similarity NPC327112
0.8413 Intermediate Similarity NPC329249
0.8333 Intermediate Similarity NPC255863
0.8333 Intermediate Similarity NPC245947
0.8333 Intermediate Similarity NPC136164
0.8281 Intermediate Similarity NPC328311
0.8125 Intermediate Similarity NPC322186
0.8125 Intermediate Similarity NPC322002
0.8088 Intermediate Similarity NPC99619
0.8088 Intermediate Similarity NPC26500
0.806 Intermediate Similarity NPC318420
0.806 Intermediate Similarity NPC326268
0.7917 Intermediate Similarity NPC92558
0.7857 Intermediate Similarity NPC143396
0.7846 Intermediate Similarity NPC318306
0.7812 Intermediate Similarity NPC323436
0.7746 Intermediate Similarity NPC476037
0.7727 Intermediate Similarity NPC243532
0.7671 Intermediate Similarity NPC227396
0.7647 Intermediate Similarity NPC470320
0.7612 Intermediate Similarity NPC477829
0.7612 Intermediate Similarity NPC201939
0.7612 Intermediate Similarity NPC321838
0.7606 Intermediate Similarity NPC317583
0.7606 Intermediate Similarity NPC236208
0.7571 Intermediate Similarity NPC478097
0.7568 Intermediate Similarity NPC260396
0.7534 Intermediate Similarity NPC329890
0.7534 Intermediate Similarity NPC326024
0.7531 Intermediate Similarity NPC86005
0.7531 Intermediate Similarity NPC477959
0.75 Intermediate Similarity NPC476012
0.7429 Intermediate Similarity NPC146811
0.7391 Intermediate Similarity NPC226592
0.7385 Intermediate Similarity NPC472808
0.7385 Intermediate Similarity NPC324224
0.7353 Intermediate Similarity NPC113293
0.7353 Intermediate Similarity NPC475984
0.7324 Intermediate Similarity NPC25298
0.7324 Intermediate Similarity NPC478100
0.7297 Intermediate Similarity NPC284006
0.7297 Intermediate Similarity NPC329914
0.7286 Intermediate Similarity NPC476655
0.7286 Intermediate Similarity NPC478099
0.7286 Intermediate Similarity NPC478098
0.7286 Intermediate Similarity NPC476654
0.7286 Intermediate Similarity NPC476657
0.7273 Intermediate Similarity NPC211752
0.7273 Intermediate Similarity NPC323597
0.7273 Intermediate Similarity NPC127526
0.7273 Intermediate Similarity NPC323498
0.7262 Intermediate Similarity NPC313670
0.726 Intermediate Similarity NPC476660
0.7246 Intermediate Similarity NPC470965
0.7237 Intermediate Similarity NPC188860
0.7213 Intermediate Similarity NPC207292
0.7206 Intermediate Similarity NPC321919
0.7206 Intermediate Similarity NPC81896
0.7183 Intermediate Similarity NPC478101
0.7183 Intermediate Similarity NPC476656
0.7183 Intermediate Similarity NPC476659
0.7162 Intermediate Similarity NPC293114
0.7143 Intermediate Similarity NPC328089
0.7143 Intermediate Similarity NPC233071
0.7143 Intermediate Similarity NPC68343
0.7123 Intermediate Similarity NPC470436
0.7123 Intermediate Similarity NPC473772
0.7123 Intermediate Similarity NPC130618
0.7121 Intermediate Similarity NPC327388
0.7121 Intermediate Similarity NPC18951
0.7105 Intermediate Similarity NPC473948
0.7101 Intermediate Similarity NPC328776
0.7101 Intermediate Similarity NPC320305
0.7097 Intermediate Similarity NPC5413
0.7097 Intermediate Similarity NPC149821
0.7083 Intermediate Similarity NPC22101
0.7083 Intermediate Similarity NPC104537
0.7083 Intermediate Similarity NPC148192
0.7083 Intermediate Similarity NPC330426
0.7083 Intermediate Similarity NPC127091
0.7083 Intermediate Similarity NPC271921
0.7077 Intermediate Similarity NPC137538
0.7067 Intermediate Similarity NPC470435
0.7059 Intermediate Similarity NPC329550
0.7051 Intermediate Similarity NPC182292
0.7037 Intermediate Similarity NPC52923
0.7031 Intermediate Similarity NPC92114
0.7015 Intermediate Similarity NPC44542
0.7015 Intermediate Similarity NPC472445
0.7013 Intermediate Similarity NPC279537
0.7011 Intermediate Similarity NPC5418
0.7 Intermediate Similarity NPC297440
0.7 Intermediate Similarity NPC29697
0.6988 Remote Similarity NPC164393
0.6986 Remote Similarity NPC48218
0.6986 Remote Similarity NPC473559
0.6986 Remote Similarity NPC324981
0.6986 Remote Similarity NPC141481
0.6974 Remote Similarity NPC474321
0.697 Remote Similarity NPC52264
0.6962 Remote Similarity NPC1180
0.6962 Remote Similarity NPC321728
0.6951 Remote Similarity NPC219966
0.6935 Remote Similarity NPC91495
0.6933 Remote Similarity NPC67076
0.6933 Remote Similarity NPC316185
0.6933 Remote Similarity NPC319163
0.6933 Remote Similarity NPC477087
0.6933 Remote Similarity NPC477086
0.6933 Remote Similarity NPC320119
0.6923 Remote Similarity NPC47844
0.6923 Remote Similarity NPC321062
0.6923 Remote Similarity NPC70387
0.6923 Remote Similarity NPC141195
0.6912 Remote Similarity NPC34416
0.6905 Remote Similarity NPC179659
0.6901 Remote Similarity NPC476658
0.6892 Remote Similarity NPC475982
0.6875 Remote Similarity NPC115418
0.6867 Remote Similarity NPC137033
0.6867 Remote Similarity NPC21469
0.6866 Remote Similarity NPC477201
0.6866 Remote Similarity NPC325977
0.6857 Remote Similarity NPC271282
0.6857 Remote Similarity NPC66460
0.6857 Remote Similarity NPC26810
0.6857 Remote Similarity NPC40082
0.6857 Remote Similarity NPC325929
0.6854 Remote Similarity NPC165332
0.6854 Remote Similarity NPC195645
0.6854 Remote Similarity NPC180722
0.6849 Remote Similarity NPC475443
0.6849 Remote Similarity NPC473829
0.6842 Remote Similarity NPC185186
0.6842 Remote Similarity NPC327383
0.6842 Remote Similarity NPC477085
0.6835 Remote Similarity NPC27949
0.6835 Remote Similarity NPC260814
0.6835 Remote Similarity NPC192006
0.6835 Remote Similarity NPC39547
0.6835 Remote Similarity NPC133377
0.6835 Remote Similarity NPC323249
0.6818 Remote Similarity NPC261831
0.6818 Remote Similarity NPC424
0.6818 Remote Similarity NPC25417
0.6818 Remote Similarity NPC290563
0.6818 Remote Similarity NPC32467
0.6818 Remote Similarity NPC87564
0.6818 Remote Similarity NPC322461
0.6818 Remote Similarity NPC281972
0.6818 Remote Similarity NPC6095
0.6818 Remote Similarity NPC85813
0.6818 Remote Similarity NPC88966
0.6818 Remote Similarity NPC154245
0.6818 Remote Similarity NPC110732
0.6812 Remote Similarity NPC222852
0.68 Remote Similarity NPC473361
0.68 Remote Similarity NPC329904
0.68 Remote Similarity NPC42526
0.679 Remote Similarity NPC88735
0.679 Remote Similarity NPC315731
0.6786 Remote Similarity NPC309211
0.6786 Remote Similarity NPC112685
0.6786 Remote Similarity NPC122502
0.6786 Remote Similarity NPC116575
0.6765 Remote Similarity NPC594
0.6765 Remote Similarity NPC48968
0.6765 Remote Similarity NPC225929
0.6757 Remote Similarity NPC474823
0.6753 Remote Similarity NPC315843
0.675 Remote Similarity NPC469747
0.675 Remote Similarity NPC201225
0.675 Remote Similarity NPC263574
0.6747 Remote Similarity NPC474251
0.6744 Remote Similarity NPC118193
0.6744 Remote Similarity NPC256902
0.6719 Remote Similarity NPC59051
0.6716 Remote Similarity NPC146551
0.6716 Remote Similarity NPC228473
0.6716 Remote Similarity NPC152668
0.6716 Remote Similarity NPC474513
0.6716 Remote Similarity NPC470963
0.6714 Remote Similarity NPC251042
0.6714 Remote Similarity NPC122521
0.6714 Remote Similarity NPC174447
0.6711 Remote Similarity NPC126061
0.6709 Remote Similarity NPC240170
0.6709 Remote Similarity NPC110813
0.6709 Remote Similarity NPC120776
0.6707 Remote Similarity NPC7414
0.6705 Remote Similarity NPC476049
0.6667 Remote Similarity NPC61177
0.6667 Remote Similarity NPC319021
0.6667 Remote Similarity NPC475004

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC328653 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
0.9839 High Similarity NPD4247 Clinical (unspecified phase)
0.8571 High Similarity NPD4246 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD7983 Approved
0.7143 Intermediate Similarity NPD3197 Phase 1
0.7097 Intermediate Similarity NPD3173 Approved
0.7093 Intermediate Similarity NPD5778 Approved
0.7093 Intermediate Similarity NPD5779 Approved
0.6875 Remote Similarity NPD4252 Approved
0.6854 Remote Similarity NPD7839 Suspended
0.6835 Remote Similarity NPD4271 Approved
0.6835 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6835 Remote Similarity NPD4268 Approved
0.6818 Remote Similarity NPD3194 Approved
0.6818 Remote Similarity NPD3195 Phase 2
0.6818 Remote Similarity NPD3196 Approved
0.6818 Remote Similarity NPD4266 Approved
0.6786 Remote Similarity NPD5786 Approved
0.6707 Remote Similarity NPD4270 Approved
0.6707 Remote Similarity NPD4269 Approved
0.6667 Remote Similarity NPD4820 Approved
0.6667 Remote Similarity NPD3172 Approved
0.6667 Remote Similarity NPD4821 Approved
0.6667 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4822 Approved
0.6667 Remote Similarity NPD4819 Approved
0.6627 Remote Similarity NPD7154 Phase 3
0.6627 Remote Similarity NPD5362 Discontinued
0.6613 Remote Similarity NPD3174 Discontinued
0.6613 Remote Similarity NPD4222 Approved
0.6613 Remote Similarity NPD39 Approved
0.6585 Remote Similarity NPD4790 Discontinued
0.6512 Remote Similarity NPD4251 Approved
0.6512 Remote Similarity NPD4250 Approved
0.65 Remote Similarity NPD4756 Discovery
0.6471 Remote Similarity NPD5363 Approved
0.6463 Remote Similarity NPD5368 Approved
0.6429 Remote Similarity NPD6109 Phase 1
0.6429 Remote Similarity NPD5332 Approved
0.6429 Remote Similarity NPD5331 Approved
0.6406 Remote Similarity NPD5343 Approved
0.6404 Remote Similarity NPD7637 Suspended
0.6395 Remote Similarity NPD4249 Approved
0.6364 Remote Similarity NPD28 Approved
0.6364 Remote Similarity NPD29 Approved
0.6364 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6101 Approved
0.631 Remote Similarity NPD6435 Approved
0.629 Remote Similarity NPD5326 Phase 3
0.6222 Remote Similarity NPD6411 Approved
0.619 Remote Similarity NPD5369 Approved
0.618 Remote Similarity NPD5370 Suspended
0.6154 Remote Similarity NPD622 Approved
0.6111 Remote Similarity NPD46 Approved
0.6111 Remote Similarity NPD5785 Approved
0.6111 Remote Similarity NPD7838 Discovery
0.6111 Remote Similarity NPD6698 Approved
0.6094 Remote Similarity NPD4265 Approved
0.6061 Remote Similarity NPD4220 Pre-registration
0.6047 Remote Similarity NPD6110 Phase 1
0.6044 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6 Remote Similarity NPD4732 Discontinued
0.6 Remote Similarity NPD8029 Clinical (unspecified phase)
0.596 Remote Similarity NPD5048 Discontinued
0.5938 Remote Similarity NPD6097 Approved
0.5938 Remote Similarity NPD6096 Approved
0.5882 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6927 Phase 3
0.5854 Remote Similarity NPD8039 Approved
0.5795 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5698 Remote Similarity NPD7332 Phase 2
0.5698 Remote Similarity NPD7514 Phase 3
0.5667 Remote Similarity NPD6422 Discontinued
0.5663 Remote Similarity NPD8264 Approved
0.5647 Remote Similarity NPD7145 Approved
0.5647 Remote Similarity NPD3732 Approved
0.5641 Remote Similarity NPD7331 Phase 2
0.5632 Remote Similarity NPD6902 Approved
0.56 Remote Similarity NPD5738 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   5280745
ChEMBL   CHEMBL1593789
ZINC  

Physicochemical Properties

Molecular Weight:  352.22
ALogP:  -0.7327
MLogP:  3.11
XLogP:  2.734
# Rotatable Bonds:  19
Polar Surface Area:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  0
# Heavy Atoms:  25

Download Data

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Similar NPs/Drugs