Natural Product: NPC329249

Natural Product ID:  NPC329249
Common Name:   (5Z,8Z,10E,12S,14Z)-12-Hydroperoxyicosa-5,8,10,14-Tetraenoic Acid
IUPAC Name:   (5Z,8Z,10E,12S,14Z)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid
Synonyms:  
Molecular Formula:   C20H32O4
Standard InCHIKey:  ZIOZYRSDNLNNNJ-LQWMCKPYSA-N
Standard InCHI:  InChI=1S/C20H32O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h7-11,13-14,17,19,23H,2-6,12,15-16,18H2,1H3,(H,21,22)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1
Canonical SMILES:  CCCCC/C=CC[C@@H](/C=C/C=CC/C=CCCCC(=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
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
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency 39810.7 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 NPC329249 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
0.9474 High Similarity NPC328311
0.8852 High Similarity NPC320642
0.8852 High Similarity NPC318420
0.8852 High Similarity NPC326268
0.8814 High Similarity NPC327112
0.8644 High Similarity NPC322186
0.8644 High Similarity NPC322002
0.8621 High Similarity NPC323436
0.8571 High Similarity NPC49863
0.8413 Intermediate Similarity NPC328653
0.8333 Intermediate Similarity NPC318306
0.8305 Intermediate Similarity NPC211752
0.8305 Intermediate Similarity NPC323498
0.8305 Intermediate Similarity NPC323597
0.8254 Intermediate Similarity NPC245947
0.8254 Intermediate Similarity NPC255863
0.8254 Intermediate Similarity NPC323477
0.8254 Intermediate Similarity NPC317881
0.8254 Intermediate Similarity NPC136164
0.8254 Intermediate Similarity NPC323045
0.8136 Intermediate Similarity NPC327388
0.8065 Intermediate Similarity NPC321838
0.8 Intermediate Similarity NPC26500
0.8 Intermediate Similarity NPC478097
0.8 Intermediate Similarity NPC478100
0.8 Intermediate Similarity NPC91495
0.8 Intermediate Similarity NPC99619
0.7969 Intermediate Similarity NPC476655
0.7969 Intermediate Similarity NPC476654
0.7969 Intermediate Similarity NPC476657
0.7941 Intermediate Similarity NPC325627
0.7903 Intermediate Similarity NPC81896
0.7903 Intermediate Similarity NPC243532
0.7903 Intermediate Similarity NPC321919
0.7846 Intermediate Similarity NPC476659
0.7846 Intermediate Similarity NPC476656
0.7846 Intermediate Similarity NPC478101
0.7846 Intermediate Similarity NPC146811
0.7833 Intermediate Similarity NPC472808
0.7833 Intermediate Similarity NPC324224
0.7797 Intermediate Similarity NPC322461
0.7797 Intermediate Similarity NPC137538
0.7778 Intermediate Similarity NPC320305
0.7778 Intermediate Similarity NPC328776
0.7778 Intermediate Similarity NPC201939
0.7761 Intermediate Similarity NPC236208
0.7761 Intermediate Similarity NPC143396
0.7719 Intermediate Similarity NPC59051
0.7714 Intermediate Similarity NPC260396
0.7692 Intermediate Similarity NPC478099
0.7692 Intermediate Similarity NPC478098
0.7681 Intermediate Similarity NPC284006
0.7667 Intermediate Similarity NPC52264
0.7636 Intermediate Similarity NPC117572
0.7571 Intermediate Similarity NPC227396
0.7544 Intermediate Similarity NPC149821
0.7544 Intermediate Similarity NPC5413
0.7541 Intermediate Similarity NPC325977
0.7541 Intermediate Similarity NPC18951
0.7538 Intermediate Similarity NPC476658
0.7538 Intermediate Similarity NPC68343
0.7538 Intermediate Similarity NPC328089
0.7538 Intermediate Similarity NPC470320
0.7536 Intermediate Similarity NPC293114
0.75 Intermediate Similarity NPC113293
0.7463 Intermediate Similarity NPC25298
0.746 Intermediate Similarity NPC478095
0.746 Intermediate Similarity NPC222852
0.7458 Intermediate Similarity NPC92114
0.7419 Intermediate Similarity NPC472445
0.7419 Intermediate Similarity NPC44542
0.7397 Intermediate Similarity NPC182292
0.7391 Intermediate Similarity NPC476660
0.7391 Intermediate Similarity NPC476012
0.7391 Intermediate Similarity NPC476037
0.7368 Intermediate Similarity NPC207292
0.7333 Intermediate Similarity NPC70387
0.7333 Intermediate Similarity NPC321062
0.7324 Intermediate Similarity NPC92558
0.7302 Intermediate Similarity NPC478096
0.7288 Intermediate Similarity NPC48162
0.7286 Intermediate Similarity NPC316185
0.7286 Intermediate Similarity NPC126061
0.7273 Intermediate Similarity NPC270796
0.7273 Intermediate Similarity NPC226592
0.7258 Intermediate Similarity NPC477201
0.7246 Intermediate Similarity NPC475982
0.7246 Intermediate Similarity NPC473772
0.7246 Intermediate Similarity NPC130618
0.7246 Intermediate Similarity NPC470436
0.7231 Intermediate Similarity NPC40082
0.7231 Intermediate Similarity NPC26810
0.7231 Intermediate Similarity NPC477829
0.7231 Intermediate Similarity NPC475984
0.7213 Intermediate Similarity NPC32467
0.7213 Intermediate Similarity NPC88966
0.7213 Intermediate Similarity NPC424
0.7213 Intermediate Similarity NPC154245
0.7213 Intermediate Similarity NPC290563
0.7213 Intermediate Similarity NPC281972
0.7213 Intermediate Similarity NPC6095
0.7213 Intermediate Similarity NPC87564
0.7213 Intermediate Similarity NPC85813
0.7213 Intermediate Similarity NPC25417
0.7213 Intermediate Similarity NPC261831
0.7206 Intermediate Similarity NPC271921
0.7206 Intermediate Similarity NPC330426
0.7206 Intermediate Similarity NPC127091
0.7206 Intermediate Similarity NPC104537
0.7206 Intermediate Similarity NPC148192
0.7206 Intermediate Similarity NPC22101
0.7188 Intermediate Similarity NPC329550
0.7183 Intermediate Similarity NPC238948
0.7183 Intermediate Similarity NPC470435
0.7183 Intermediate Similarity NPC329890
0.7183 Intermediate Similarity NPC215745
0.7183 Intermediate Similarity NPC12815
0.7183 Intermediate Similarity NPC329914
0.7143 Intermediate Similarity NPC225929
0.7143 Intermediate Similarity NPC473361
0.7143 Intermediate Similarity NPC329904
0.7121 Intermediate Similarity NPC29697
0.7121 Intermediate Similarity NPC470965
0.7101 Intermediate Similarity NPC273508
0.7101 Intermediate Similarity NPC324981
0.7101 Intermediate Similarity NPC209327
0.7101 Intermediate Similarity NPC48218
0.7101 Intermediate Similarity NPC474823
0.7101 Intermediate Similarity NPC473559
0.7101 Intermediate Similarity NPC141481
0.7097 Intermediate Similarity NPC474913
0.7097 Intermediate Similarity NPC228473
0.7083 Intermediate Similarity NPC474321
0.7083 Intermediate Similarity NPC315843
0.7083 Intermediate Similarity NPC107654
0.7077 Intermediate Similarity NPC122521
0.7077 Intermediate Similarity NPC251042
0.7077 Intermediate Similarity NPC174447
0.7059 Intermediate Similarity NPC284447
0.7049 Intermediate Similarity NPC284224
0.7049 Intermediate Similarity NPC1813
0.7049 Intermediate Similarity NPC139029
0.7049 Intermediate Similarity NPC217188
0.7049 Intermediate Similarity NPC36061
0.7049 Intermediate Similarity NPC61177
0.7049 Intermediate Similarity NPC294548
0.7042 Intermediate Similarity NPC319163
0.7042 Intermediate Similarity NPC67076
0.7027 Intermediate Similarity NPC281296
0.7 Intermediate Similarity NPC317583
0.7 Intermediate Similarity NPC475004
0.7 Intermediate Similarity NPC284212
0.7 Intermediate Similarity NPC71053
0.7 Intermediate Similarity NPC59408
0.7 Intermediate Similarity NPC28205
0.6986 Remote Similarity NPC199445
0.697 Remote Similarity NPC66460
0.697 Remote Similarity NPC325929
0.697 Remote Similarity NPC271282
0.6957 Remote Similarity NPC473829
0.6957 Remote Similarity NPC475443
0.6957 Remote Similarity NPC203335
0.6957 Remote Similarity NPC122627
0.6949 Remote Similarity NPC163345
0.6935 Remote Similarity NPC110732
0.6933 Remote Similarity NPC27949
0.6933 Remote Similarity NPC260814
0.6933 Remote Similarity NPC323249
0.6933 Remote Similarity NPC39547
0.6933 Remote Similarity NPC121200
0.6923 Remote Similarity NPC106851
0.6923 Remote Similarity NPC16488
0.6923 Remote Similarity NPC274927
0.6912 Remote Similarity NPC282760
0.6912 Remote Similarity NPC19769
0.6912 Remote Similarity NPC96414
0.6901 Remote Similarity NPC318766
0.6901 Remote Similarity NPC472017
0.6901 Remote Similarity NPC42526
0.6897 Remote Similarity NPC42304
0.6892 Remote Similarity NPC188860
0.6892 Remote Similarity NPC4492
0.6892 Remote Similarity NPC279537
0.6892 Remote Similarity NPC51391
0.6885 Remote Similarity NPC281245
0.6885 Remote Similarity NPC129458
0.6883 Remote Similarity NPC316844
0.6875 Remote Similarity NPC283502
0.6875 Remote Similarity NPC594
0.6875 Remote Similarity NPC48968
0.6866 Remote Similarity NPC322457
0.6866 Remote Similarity NPC54925
0.6866 Remote Similarity NPC68110
0.6866 Remote Similarity NPC474774
0.6857 Remote Similarity NPC63873
0.6842 Remote Similarity NPC469747
0.6842 Remote Similarity NPC263574
0.6833 Remote Similarity NPC291437
0.6833 Remote Similarity NPC328784
0.6825 Remote Similarity NPC474513

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC329249 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
0.8814 High Similarity NPD4246 Clinical (unspecified phase)
0.8571 High Similarity NPD4247 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD39 Approved
0.7636 Intermediate Similarity NPD4222 Approved
0.7544 Intermediate Similarity NPD3173 Approved
0.7368 Intermediate Similarity NPD5343 Approved
0.7302 Intermediate Similarity NPD6109 Phase 1
0.7273 Intermediate Similarity NPD5326 Phase 3
0.7273 Intermediate Similarity NPD3197 Phase 1
0.7213 Intermediate Similarity NPD4266 Approved
0.7213 Intermediate Similarity NPD3194 Approved
0.7213 Intermediate Similarity NPD3196 Approved
0.7213 Intermediate Similarity NPD3195 Phase 2
0.7049 Intermediate Similarity NPD3172 Approved
0.7018 Intermediate Similarity NPD3174 Discontinued
0.6933 Remote Similarity NPD4271 Approved
0.6933 Remote Similarity NPD4268 Approved
0.6842 Remote Similarity NPD6096 Approved
0.6842 Remote Similarity NPD6097 Approved
0.6753 Remote Similarity NPD4822 Approved
0.6753 Remote Similarity NPD4820 Approved
0.6753 Remote Similarity NPD4252 Approved
0.6753 Remote Similarity NPD4821 Approved
0.6753 Remote Similarity NPD4819 Approved
0.6753 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6721 Remote Similarity NPD6927 Phase 3
0.6721 Remote Similarity NPD29 Approved
0.6721 Remote Similarity NPD28 Approved
0.6711 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4220 Pre-registration
0.6582 Remote Similarity NPD4269 Approved
0.6582 Remote Similarity NPD4270 Approved
0.6579 Remote Similarity NPD4756 Discovery
0.65 Remote Similarity NPD5332 Approved
0.65 Remote Similarity NPD5362 Discontinued
0.65 Remote Similarity NPD7154 Phase 3
0.65 Remote Similarity NPD5331 Approved
0.6456 Remote Similarity NPD4790 Discontinued
0.6441 Remote Similarity NPD4265 Approved
0.6341 Remote Similarity NPD5363 Approved
0.6279 Remote Similarity NPD7983 Approved
0.6265 Remote Similarity NPD5786 Approved
0.625 Remote Similarity NPD5369 Approved
0.623 Remote Similarity NPD622 Approved
0.6207 Remote Similarity NPD5779 Approved
0.6207 Remote Similarity NPD5778 Approved
0.619 Remote Similarity NPD4250 Approved
0.619 Remote Similarity NPD4251 Approved
0.6125 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6125 Remote Similarity NPD5368 Approved
0.6104 Remote Similarity NPD8039 Approved
0.6092 Remote Similarity NPD7637 Suspended
0.6071 Remote Similarity NPD4249 Approved
0.6047 Remote Similarity NPD6101 Approved
0.6047 Remote Similarity NPD5370 Suspended
0.6047 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6 Remote Similarity NPD7839 Suspended
0.5977 Remote Similarity NPD5785 Approved
0.5977 Remote Similarity NPD7838 Discovery
0.5976 Remote Similarity NPD5209 Approved
0.5976 Remote Similarity NPD6435 Approved
0.5909 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5909 Remote Similarity NPD6411 Approved
0.5833 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5833 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5833 Remote Similarity NPD9411 Phase 1
0.5797 Remote Similarity NPD585 Clinical (unspecified phase)
0.5795 Remote Similarity NPD6698 Approved
0.5795 Remote Similarity NPD46 Approved
0.5775 Remote Similarity NPD4193 Approved
0.5775 Remote Similarity NPD4194 Approved
0.5775 Remote Similarity NPD4191 Approved
0.5775 Remote Similarity NPD4192 Approved
0.5765 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5753 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5699 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5696 Remote Similarity NPD8264 Approved
0.5694 Remote Similarity NPD3210 Clinical (unspecified phase)
0.5694 Remote Similarity NPD2664 Clinical (unspecified phase)
0.569 Remote Similarity NPD5783 Phase 3
0.5679 Remote Similarity NPD3732 Approved
0.5652 Remote Similarity NPD8779 Phase 3
0.5647 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5641 Remote Similarity NPD4732 Discontinued

Structure

External Identifiers

PubChem CID   5280892
ChEMBL   CHEMBL1447811
ZINC  

Physicochemical Properties

Molecular Weight:  336.23
ALogP:  1.3005
MLogP:  3.22
XLogP:  6.274
# 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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