Natural Product: NPC476614

Natural Product ID:  NPC476614
Common Name:   8-[4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoic acid
IUPAC Name:   8-[4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoic acid
Synonyms:   Cis-12-Oxophytodienoic Acid
Molecular Formula:   C18H28O3
Standard InCHIKey:  PMTMAFAPLCGXGK-CLTKARDFSA-N
Standard InCHI:  InChI=1S/C18H28O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,13-16H,2,4-6,8-12H2,1H3,(H,20,21)/b7-3-
Canonical SMILES:  CC/C=CCC1C(CCCCCCCC(=O)O)C=CC1=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
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota aerial parts PMID[15844959]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT3130 Organism Lepidium sativum Lepidium sativum Inhibition = 50 % 15844959

  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 NPC476614 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
0.875 High Similarity NPC174560
0.875 High Similarity NPC192006
0.875 High Similarity NPC125312
0.8696 High Similarity NPC29328
0.8676 High Similarity NPC67608
0.8438 Intermediate Similarity NPC106851
0.8438 Intermediate Similarity NPC274927
0.8429 Intermediate Similarity NPC288667
0.8382 Intermediate Similarity NPC60120
0.8382 Intermediate Similarity NPC476626
0.8333 Intermediate Similarity NPC322457
0.8308 Intermediate Similarity NPC235242
0.8308 Intermediate Similarity NPC174447
0.8308 Intermediate Similarity NPC122521
0.8308 Intermediate Similarity NPC251042
0.8286 Intermediate Similarity NPC318766
0.8235 Intermediate Similarity NPC197089
0.8182 Intermediate Similarity NPC40082
0.8169 Intermediate Similarity NPC67076
0.8169 Intermediate Similarity NPC319163
0.8108 Intermediate Similarity NPC472014
0.8088 Intermediate Similarity NPC474329
0.8088 Intermediate Similarity NPC474304
0.8 Intermediate Similarity NPC169095
0.8 Intermediate Similarity NPC74410
0.7975 Intermediate Similarity NPC125290
0.7973 Intermediate Similarity NPC180886
0.7973 Intermediate Similarity NPC279537
0.7971 Intermediate Similarity NPC142423
0.7971 Intermediate Similarity NPC308294
0.7969 Intermediate Similarity NPC477201
0.7895 Intermediate Similarity NPC164308
0.7895 Intermediate Similarity NPC476624
0.7895 Intermediate Similarity NPC472013
0.7887 Intermediate Similarity NPC469914
0.7867 Intermediate Similarity NPC165711
0.7867 Intermediate Similarity NPC97377
0.7838 Intermediate Similarity NPC251435
0.7821 Intermediate Similarity NPC238991
0.7821 Intermediate Similarity NPC302661
0.7808 Intermediate Similarity NPC472956
0.7808 Intermediate Similarity NPC321017
0.7778 Intermediate Similarity NPC36061
0.7778 Intermediate Similarity NPC294548
0.7778 Intermediate Similarity NPC67183
0.7778 Intermediate Similarity NPC1813
0.7778 Intermediate Similarity NPC139029
0.7763 Intermediate Similarity NPC476627
0.775 Intermediate Similarity NPC29447
0.7733 Intermediate Similarity NPC266159
0.7733 Intermediate Similarity NPC472967
0.7733 Intermediate Similarity NPC473223
0.7727 Intermediate Similarity NPC329819
0.7722 Intermediate Similarity NPC65350
0.7714 Intermediate Similarity NPC154728
0.7714 Intermediate Similarity NPC126899
0.7714 Intermediate Similarity NPC304665
0.7703 Intermediate Similarity NPC55527
0.7692 Intermediate Similarity NPC325031
0.7692 Intermediate Similarity NPC325977
0.7692 Intermediate Similarity NPC278459
0.7692 Intermediate Similarity NPC90055
0.7692 Intermediate Similarity NPC477372
0.7681 Intermediate Similarity NPC234767
0.7662 Intermediate Similarity NPC469617
0.7662 Intermediate Similarity NPC113363
0.7656 Intermediate Similarity NPC424
0.7656 Intermediate Similarity NPC25417
0.7656 Intermediate Similarity NPC88966
0.7656 Intermediate Similarity NPC6095
0.7656 Intermediate Similarity NPC261831
0.7656 Intermediate Similarity NPC32467
0.7656 Intermediate Similarity NPC87564
0.7656 Intermediate Similarity NPC290563
0.7656 Intermediate Similarity NPC85813
0.7656 Intermediate Similarity NPC281972
0.7656 Intermediate Similarity NPC154245
0.7619 Intermediate Similarity NPC281245
0.76 Intermediate Similarity NPC201027
0.76 Intermediate Similarity NPC244166
0.76 Intermediate Similarity NPC474011
0.7595 Intermediate Similarity NPC320514
0.7576 Intermediate Similarity NPC281230
0.7576 Intermediate Similarity NPC192843
0.7568 Intermediate Similarity NPC35656
0.7568 Intermediate Similarity NPC300940
0.7564 Intermediate Similarity NPC26139
0.7534 Intermediate Similarity NPC18543
0.7532 Intermediate Similarity NPC19443
0.7532 Intermediate Similarity NPC198240
0.7532 Intermediate Similarity NPC59436
0.7532 Intermediate Similarity NPC128276
0.7531 Intermediate Similarity NPC476628
0.7531 Intermediate Similarity NPC474537
0.7531 Intermediate Similarity NPC142649
0.75 Intermediate Similarity NPC229252
0.75 Intermediate Similarity NPC321062
0.75 Intermediate Similarity NPC49019
0.75 Intermediate Similarity NPC469646
0.75 Intermediate Similarity NPC474141
0.75 Intermediate Similarity NPC102197
0.75 Intermediate Similarity NPC143857
0.75 Intermediate Similarity NPC40353
0.75 Intermediate Similarity NPC70387
0.75 Intermediate Similarity NPC266119
0.75 Intermediate Similarity NPC476629
0.7468 Intermediate Similarity NPC47031
0.7468 Intermediate Similarity NPC471898
0.7467 Intermediate Similarity NPC227396
0.7467 Intermediate Similarity NPC476046
0.7467 Intermediate Similarity NPC237591
0.7467 Intermediate Similarity NPC183503
0.7467 Intermediate Similarity NPC283908
0.7467 Intermediate Similarity NPC241854
0.7467 Intermediate Similarity NPC161923
0.7467 Intermediate Similarity NPC3753
0.7467 Intermediate Similarity NPC251970
0.7467 Intermediate Similarity NPC472966
0.7467 Intermediate Similarity NPC7382
0.7467 Intermediate Similarity NPC103958
0.7465 Intermediate Similarity NPC166791
0.7465 Intermediate Similarity NPC322035
0.7465 Intermediate Similarity NPC100719
0.7463 Intermediate Similarity NPC34416
0.746 Intermediate Similarity NPC48162
0.7439 Intermediate Similarity NPC6247
0.7439 Intermediate Similarity NPC472869
0.7436 Intermediate Similarity NPC477371
0.7432 Intermediate Similarity NPC160817
0.7432 Intermediate Similarity NPC469737
0.7424 Intermediate Similarity NPC18951
0.7424 Intermediate Similarity NPC179764
0.7424 Intermediate Similarity NPC187777
0.7407 Intermediate Similarity NPC248758
0.7407 Intermediate Similarity NPC19849
0.7407 Intermediate Similarity NPC472865
0.7407 Intermediate Similarity NPC472864
0.7407 Intermediate Similarity NPC165287
0.7403 Intermediate Similarity NPC276769
0.7403 Intermediate Similarity NPC195785
0.7403 Intermediate Similarity NPC61952
0.7403 Intermediate Similarity NPC57744
0.7403 Intermediate Similarity NPC15975
0.7397 Intermediate Similarity NPC199557
0.7397 Intermediate Similarity NPC143396
0.7397 Intermediate Similarity NPC296522
0.7397 Intermediate Similarity NPC144511
0.7397 Intermediate Similarity NPC265574
0.7397 Intermediate Similarity NPC250928
0.7397 Intermediate Similarity NPC10758
0.7391 Intermediate Similarity NPC97322
0.7385 Intermediate Similarity NPC322461
0.7381 Intermediate Similarity NPC52198
0.7381 Intermediate Similarity NPC117405
0.7381 Intermediate Similarity NPC262043
0.7375 Intermediate Similarity NPC7414
0.7375 Intermediate Similarity NPC85772
0.7368 Intermediate Similarity NPC68624
0.7368 Intermediate Similarity NPC476346
0.7368 Intermediate Similarity NPC279666
0.7368 Intermediate Similarity NPC329852
0.7368 Intermediate Similarity NPC472327
0.7368 Intermediate Similarity NPC476795
0.7368 Intermediate Similarity NPC77501
0.7368 Intermediate Similarity NPC192540
0.7368 Intermediate Similarity NPC476844
0.7361 Intermediate Similarity NPC278895
0.7353 Intermediate Similarity NPC329550
0.7353 Intermediate Similarity NPC259261
0.7344 Intermediate Similarity NPC92114
0.7342 Intermediate Similarity NPC476809
0.7342 Intermediate Similarity NPC271104
0.7333 Intermediate Similarity NPC472813
0.7333 Intermediate Similarity NPC275098
0.7333 Intermediate Similarity NPC470237
0.7324 Intermediate Similarity NPC61473
0.7317 Intermediate Similarity NPC28887
0.7317 Intermediate Similarity NPC261380
0.7313 Intermediate Similarity NPC225929
0.7308 Intermediate Similarity NPC189485
0.7308 Intermediate Similarity NPC471409
0.7308 Intermediate Similarity NPC218817
0.7308 Intermediate Similarity NPC275494
0.7308 Intermediate Similarity NPC267231
0.7308 Intermediate Similarity NPC179028
0.7308 Intermediate Similarity NPC475994
0.7308 Intermediate Similarity NPC93763
0.7308 Intermediate Similarity NPC11796
0.7308 Intermediate Similarity NPC108816
0.7302 Intermediate Similarity NPC224227
0.7297 Intermediate Similarity NPC280256
0.7286 Intermediate Similarity NPC477707
0.7286 Intermediate Similarity NPC477830
0.7284 Intermediate Similarity NPC39588
0.7284 Intermediate Similarity NPC52609
0.7284 Intermediate Similarity NPC470015
0.7284 Intermediate Similarity NPC1761
0.7284 Intermediate Similarity NPC105803
0.7284 Intermediate Similarity NPC168188
0.7284 Intermediate Similarity NPC470165

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476614 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
0.7778 Intermediate Similarity NPD3172 Approved
0.775 Intermediate Similarity NPD5363 Approved
0.7714 Intermediate Similarity NPD7331 Phase 2
0.7656 Intermediate Similarity NPD3194 Approved
0.7656 Intermediate Similarity NPD4266 Approved
0.7656 Intermediate Similarity NPD3196 Approved
0.7656 Intermediate Similarity NPD3195 Phase 2
0.7564 Intermediate Similarity NPD5368 Approved
0.7532 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD5369 Approved
0.7375 Intermediate Similarity NPD4269 Approved
0.7375 Intermediate Similarity NPD4270 Approved
0.7375 Intermediate Similarity NPD6435 Approved
0.7324 Intermediate Similarity NPD7341 Phase 2
0.7294 Intermediate Similarity NPD5785 Approved
0.7284 Intermediate Similarity NPD5362 Discontinued
0.7188 Intermediate Similarity NPD29 Approved
0.7188 Intermediate Similarity NPD28 Approved
0.7143 Intermediate Similarity NPD3173 Approved
0.7125 Intermediate Similarity NPD4252 Approved
0.7125 Intermediate Similarity NPD4695 Discontinued
0.7073 Intermediate Similarity NPD7154 Phase 3
0.7042 Intermediate Similarity NPD2664 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD5690 Phase 2
0.7024 Intermediate Similarity NPD4519 Discontinued
0.7024 Intermediate Similarity NPD5786 Approved
0.7024 Intermediate Similarity NPD4623 Approved
0.7011 Intermediate Similarity NPD5284 Approved
0.7011 Intermediate Similarity NPD5281 Approved
0.6984 Remote Similarity NPD622 Approved
0.6966 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6951 Remote Similarity NPD4223 Phase 3
0.6951 Remote Similarity NPD4221 Approved
0.6944 Remote Similarity NPD3197 Phase 1
0.6914 Remote Similarity NPD4820 Approved
0.6914 Remote Similarity NPD4822 Approved
0.6914 Remote Similarity NPD4819 Approved
0.6914 Remote Similarity NPD4821 Approved
0.6875 Remote Similarity NPD4268 Approved
0.6875 Remote Similarity NPD4271 Approved
0.6829 Remote Similarity NPD857 Phase 3
0.6786 Remote Similarity NPD3133 Approved
0.6786 Remote Similarity NPD3665 Phase 1
0.6786 Remote Similarity NPD3666 Approved
0.6786 Remote Similarity NPD4197 Approved
0.675 Remote Similarity NPD4756 Discovery
0.6747 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6747 Remote Similarity NPD5209 Approved
0.6744 Remote Similarity NPD3573 Approved
0.6707 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6706 Remote Similarity NPD5329 Approved
0.6706 Remote Similarity NPD1694 Approved
0.6667 Remote Similarity NPD4222 Approved
0.6667 Remote Similarity NPD5331 Approved
0.6667 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6667 Remote Similarity NPD634 Phase 3
0.6667 Remote Similarity NPD5332 Approved
0.6667 Remote Similarity NPD3174 Discontinued
0.6667 Remote Similarity NPD4518 Approved
0.6667 Remote Similarity NPD3617 Approved
0.6629 Remote Similarity NPD6079 Approved
0.6629 Remote Similarity NPD7515 Phase 2
0.6628 Remote Similarity NPD6684 Approved
0.6628 Remote Similarity NPD5280 Approved
0.6628 Remote Similarity NPD3618 Phase 1
0.6628 Remote Similarity NPD5205 Approved
0.6628 Remote Similarity NPD4689 Approved
0.6628 Remote Similarity NPD6409 Approved
0.6628 Remote Similarity NPD7334 Approved
0.6628 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6628 Remote Similarity NPD7521 Approved
0.6628 Remote Similarity NPD4693 Phase 3
0.6628 Remote Similarity NPD7146 Approved
0.6628 Remote Similarity NPD4690 Approved
0.6628 Remote Similarity NPD5279 Phase 3
0.6628 Remote Similarity NPD4688 Approved
0.6628 Remote Similarity NPD4138 Approved
0.6628 Remote Similarity NPD4694 Approved
0.6628 Remote Similarity NPD5330 Approved
0.6627 Remote Similarity NPD4790 Discontinued
0.6623 Remote Similarity NPD4691 Approved
0.6593 Remote Similarity NPD5695 Phase 3
0.6591 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6585 Remote Similarity NPD4195 Approved
0.6582 Remote Similarity NPD4058 Approved
0.6548 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6548 Remote Similarity NPD3667 Approved
0.6533 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6517 Remote Similarity NPD5207 Approved
0.6494 Remote Similarity NPD4137 Phase 3
0.6489 Remote Similarity NPD2066 Phase 3
0.6484 Remote Similarity NPD7748 Approved
0.6484 Remote Similarity NPD5282 Discontinued
0.6477 Remote Similarity NPD5208 Approved
0.6477 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6477 Remote Similarity NPD6672 Approved
0.6477 Remote Similarity NPD5737 Approved
0.6477 Remote Similarity NPD6903 Approved
0.6463 Remote Similarity NPD3732 Approved
0.6452 Remote Similarity NPD6084 Phase 2
0.6452 Remote Similarity NPD6083 Phase 2
0.6444 Remote Similarity NPD5694 Approved
0.6413 Remote Similarity NPD5210 Approved
0.6413 Remote Similarity NPD4629 Approved
0.641 Remote Similarity NPD4747 Approved
0.6406 Remote Similarity NPD39 Approved
0.6404 Remote Similarity NPD6101 Approved
0.6404 Remote Similarity NPD5328 Approved
0.6404 Remote Similarity NPD6904 Approved
0.6404 Remote Similarity NPD4753 Phase 2
0.6404 Remote Similarity NPD6673 Approved
0.6404 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6080 Approved
0.6395 Remote Similarity NPD4786 Approved
0.6389 Remote Similarity NPD3198 Approved
0.6383 Remote Similarity NPD5696 Approved
0.6377 Remote Similarity NPD615 Clinical (unspecified phase)
0.6375 Remote Similarity NPD4687 Approved
0.6374 Remote Similarity NPD6399 Phase 3
0.6344 Remote Similarity NPD7614 Phase 1
0.6344 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6344 Remote Similarity NPD5222 Approved
0.6344 Remote Similarity NPD5221 Approved
0.6333 Remote Similarity NPD46 Approved
0.6333 Remote Similarity NPD4096 Approved
0.6333 Remote Similarity NPD6698 Approved
0.6333 Remote Similarity NPD5692 Phase 3
0.6329 Remote Similarity NPD5276 Approved
0.6324 Remote Similarity NPD3186 Phase 1
0.6301 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6296 Remote Similarity NPD8039 Approved
0.6277 Remote Similarity NPD7902 Approved
0.6277 Remote Similarity NPD5173 Approved
0.6264 Remote Similarity NPD6411 Approved
0.6264 Remote Similarity NPD5693 Phase 1
0.6264 Remote Similarity NPD6050 Approved
0.6263 Remote Similarity NPD5697 Approved
0.625 Remote Similarity NPD6098 Approved
0.625 Remote Similarity NPD4249 Approved
0.6237 Remote Similarity NPD1693 Approved
0.6222 Remote Similarity NPD5370 Suspended
0.6222 Remote Similarity NPD1695 Approved
0.6216 Remote Similarity NPD4194 Approved
0.6216 Remote Similarity NPD4193 Approved
0.6216 Remote Similarity NPD4192 Approved
0.6216 Remote Similarity NPD4191 Approved
0.62 Remote Similarity NPD6011 Approved
0.62 Remote Similarity NPD6881 Approved
0.62 Remote Similarity NPD6899 Approved
0.6196 Remote Similarity NPD5778 Approved
0.6196 Remote Similarity NPD5779 Approved
0.6196 Remote Similarity NPD4202 Approved
0.6184 Remote Similarity NPD2685 Clinical (unspecified phase)
0.618 Remote Similarity NPD4250 Approved
0.618 Remote Similarity NPD4251 Approved
0.6173 Remote Similarity NPD5733 Approved
0.6146 Remote Similarity NPD5286 Approved
0.6146 Remote Similarity NPD5285 Approved
0.6146 Remote Similarity NPD4696 Approved
0.6146 Remote Similarity NPD6404 Discontinued
0.6139 Remote Similarity NPD6012 Approved
0.6139 Remote Similarity NPD6014 Approved
0.6139 Remote Similarity NPD6013 Approved
0.6136 Remote Similarity NPD1696 Phase 3
0.6136 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6136 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6129 Remote Similarity NPD6001 Approved
0.6122 Remote Similarity NPD1929 Approved
0.6122 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6122 Remote Similarity NPD1930 Approved
0.6122 Remote Similarity NPD6647 Phase 2
0.6118 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6104 Remote Similarity NPD3704 Approved
0.6104 Remote Similarity NPD4224 Phase 2
0.61 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6094 Remote Similarity NPD5326 Phase 3
0.6092 Remote Similarity NPD4788 Approved
0.6087 Remote Similarity NPD7983 Approved
0.6087 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6082 Remote Similarity NPD5223 Approved
0.6078 Remote Similarity NPD6371 Approved
0.6078 Remote Similarity NPD7290 Approved
0.6078 Remote Similarity NPD7102 Approved
0.6078 Remote Similarity NPD6883 Approved
0.6064 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6047 Remote Similarity NPD4139 Approved
0.6047 Remote Similarity NPD4692 Approved
0.6044 Remote Similarity NPD5346 Phase 2
0.6044 Remote Similarity NPD5347 Phase 2
0.6027 Remote Similarity NPD287 Approved
0.6023 Remote Similarity NPD3668 Phase 3
0.6023 Remote Similarity NPD5766 Clinical (unspecified phase)
0.6022 Remote Similarity NPD5133 Approved
0.602 Remote Similarity NPD5211 Phase 2
0.602 Remote Similarity NPD5224 Approved
0.602 Remote Similarity NPD4633 Approved
0.602 Remote Similarity NPD5225 Approved
0.602 Remote Similarity NPD5226 Approved
0.602 Remote Similarity NPD5091 Approved
0.6019 Remote Similarity NPD6650 Approved

Structure

External Identifiers

PubChem CID   10334541
ChEMBL   CHEMBL465602
ZINC  

Physicochemical Properties

Molecular Weight:  292.20
ALogP:  -1.4494
MLogP:  3.11
XLogP:  4.903
# Rotatable Bonds:  13
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  21

Download Data

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Biological Activities  
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