Natural Product: NPC288667

Natural Product ID:  NPC288667
Common Name:   2-((1R,5S)-5-Methyl-4-((E)-3-Oxobut-1-Enyl)Cyclohept-3-Enyl)Acrylic Acid
IUPAC Name:   2-[(1R,5S)-5-methyl-4-[(E)-3-oxobut-1-enyl]cyclohept-3-en-1-yl]prop-2-enoic acid
Synonyms:  
Molecular Formula:   C15H20O3
Standard InCHIKey:  ZRGVVFJDAHZPKJ-MFPXTQHRSA-N
Standard InCHI:  InChI=1S/C15H20O3/c1-10-4-6-14(12(3)15(17)18)9-8-13(10)7-5-11(2)16/h5,7-8,10,14H,3-4,6,9H2,1-2H3,(H,17,18)/b7-5+/t10-,14+/m0/s1
Canonical SMILES:  CC(=O)/C=C/C1=CC[C@@H](CC[C@@H]1C)C(=C)C(=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
NPO2494 Xanthium strumarium Species Asteraceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT34 Cell Line BV-2 Mus musculus IC50 = 136500 nM 18276135

  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 NPC288667 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
0.8676 High Similarity NPC142423
0.8676 High Similarity NPC308294
0.8592 High Similarity NPC29328
0.8571 High Similarity NPC67608
0.8429 Intermediate Similarity NPC476614
0.8209 Intermediate Similarity NPC174447
0.8209 Intermediate Similarity NPC122521
0.8209 Intermediate Similarity NPC251042
0.8158 Intermediate Similarity NPC476627
0.8158 Intermediate Similarity NPC169095
0.8133 Intermediate Similarity NPC266159
0.8133 Intermediate Similarity NPC472967
0.8108 Intermediate Similarity NPC213223
0.8088 Intermediate Similarity NPC40082
0.8052 Intermediate Similarity NPC264227
0.8052 Intermediate Similarity NPC472965
0.8052 Intermediate Similarity NPC63649
0.8028 Intermediate Similarity NPC278895
0.8026 Intermediate Similarity NPC316324
0.8026 Intermediate Similarity NPC97377
0.8026 Intermediate Similarity NPC472014
0.7971 Intermediate Similarity NPC322457
0.7922 Intermediate Similarity NPC192006
0.7917 Intermediate Similarity NPC476629
0.7887 Intermediate Similarity NPC166791
0.7887 Intermediate Similarity NPC197089
0.7887 Intermediate Similarity NPC322035
0.7887 Intermediate Similarity NPC100719
0.7857 Intermediate Similarity NPC150162
0.7821 Intermediate Similarity NPC472013
0.7821 Intermediate Similarity NPC476624
0.7808 Intermediate Similarity NPC143396
0.7794 Intermediate Similarity NPC274927
0.7794 Intermediate Similarity NPC106851
0.7792 Intermediate Similarity NPC180290
0.7778 Intermediate Similarity NPC476626
0.7733 Intermediate Similarity NPC35656
0.7714 Intermediate Similarity NPC190049
0.7703 Intermediate Similarity NPC18543
0.7681 Intermediate Similarity NPC235242
0.7647 Intermediate Similarity NPC34416
0.7632 Intermediate Similarity NPC227396
0.7612 Intermediate Similarity NPC325977
0.7606 Intermediate Similarity NPC234767
0.7606 Intermediate Similarity NPC470325
0.7606 Intermediate Similarity NPC53642
0.76 Intermediate Similarity NPC106309
0.7595 Intermediate Similarity NPC470239
0.7595 Intermediate Similarity NPC470244
0.7595 Intermediate Similarity NPC469617
0.759 Intermediate Similarity NPC234038
0.759 Intermediate Similarity NPC6247
0.7571 Intermediate Similarity NPC125312
0.7571 Intermediate Similarity NPC174560
0.7568 Intermediate Similarity NPC469914
0.7564 Intermediate Similarity NPC86917
0.7561 Intermediate Similarity NPC472957
0.7561 Intermediate Similarity NPC472958
0.7561 Intermediate Similarity NPC196487
0.7561 Intermediate Similarity NPC14575
0.7534 Intermediate Similarity NPC472875
0.7534 Intermediate Similarity NPC60120
0.7532 Intermediate Similarity NPC476795
0.7532 Intermediate Similarity NPC138408
0.7532 Intermediate Similarity NPC89374
0.7532 Intermediate Similarity NPC226669
0.7532 Intermediate Similarity NPC472327
0.7532 Intermediate Similarity NPC193351
0.7531 Intermediate Similarity NPC85772
0.75 Intermediate Similarity NPC271104
0.75 Intermediate Similarity NPC474304
0.75 Intermediate Similarity NPC300940
0.75 Intermediate Similarity NPC474329
0.75 Intermediate Similarity NPC472956
0.75 Intermediate Similarity NPC275098
0.747 Intermediate Similarity NPC476628
0.747 Intermediate Similarity NPC470177
0.747 Intermediate Similarity NPC261380
0.747 Intermediate Similarity NPC165162
0.7468 Intermediate Similarity NPC198240
0.7468 Intermediate Similarity NPC74410
0.7467 Intermediate Similarity NPC67183
0.7467 Intermediate Similarity NPC316029
0.7467 Intermediate Similarity NPC318766
0.7442 Intermediate Similarity NPC145666
0.7439 Intermediate Similarity NPC49019
0.7439 Intermediate Similarity NPC102197
0.7439 Intermediate Similarity NPC65350
0.7436 Intermediate Similarity NPC40353
0.7436 Intermediate Similarity NPC180886
0.7436 Intermediate Similarity NPC279537
0.7432 Intermediate Similarity NPC53302
0.7412 Intermediate Similarity NPC72397
0.7407 Intermediate Similarity NPC470241
0.7407 Intermediate Similarity NPC325031
0.7403 Intermediate Similarity NPC7382
0.7403 Intermediate Similarity NPC237591
0.7403 Intermediate Similarity NPC3753
0.7403 Intermediate Similarity NPC472966
0.7381 Intermediate Similarity NPC315395
0.7381 Intermediate Similarity NPC122502
0.7381 Intermediate Similarity NPC316426
0.7375 Intermediate Similarity NPC66677
0.7375 Intermediate Similarity NPC113363
0.7375 Intermediate Similarity NPC84185
0.7375 Intermediate Similarity NPC471890
0.7368 Intermediate Similarity NPC21944
0.7368 Intermediate Similarity NPC67076
0.7368 Intermediate Similarity NPC319163
0.7356 Intermediate Similarity NPC473986
0.7356 Intermediate Similarity NPC45579
0.7356 Intermediate Similarity NPC474018
0.7356 Intermediate Similarity NPC204341
0.7353 Intermediate Similarity NPC18951
0.7353 Intermediate Similarity NPC477201
0.7342 Intermediate Similarity NPC165711
0.7342 Intermediate Similarity NPC61952
0.7342 Intermediate Similarity NPC65603
0.7333 Intermediate Similarity NPC144511
0.7333 Intermediate Similarity NPC250928
0.7333 Intermediate Similarity NPC236208
0.7333 Intermediate Similarity NPC10758
0.7333 Intermediate Similarity NPC296522
0.7326 Intermediate Similarity NPC36668
0.7326 Intermediate Similarity NPC268298
0.7326 Intermediate Similarity NPC212598
0.7326 Intermediate Similarity NPC118011
0.7317 Intermediate Similarity NPC469806
0.7317 Intermediate Similarity NPC238991
0.7317 Intermediate Similarity NPC474291
0.7317 Intermediate Similarity NPC221231
0.7317 Intermediate Similarity NPC469799
0.7317 Intermediate Similarity NPC302661
0.7317 Intermediate Similarity NPC471326
0.7313 Intermediate Similarity NPC322461
0.7308 Intermediate Similarity NPC77501
0.7308 Intermediate Similarity NPC169056
0.7308 Intermediate Similarity NPC474011
0.7308 Intermediate Similarity NPC476844
0.7308 Intermediate Similarity NPC225665
0.7308 Intermediate Similarity NPC476346
0.7308 Intermediate Similarity NPC244166
0.7308 Intermediate Similarity NPC166018
0.7294 Intermediate Similarity NPC237540
0.7286 Intermediate Similarity NPC143834
0.7286 Intermediate Similarity NPC329550
0.7284 Intermediate Similarity NPC302426
0.7273 Intermediate Similarity NPC238948
0.7273 Intermediate Similarity NPC281245
0.7273 Intermediate Similarity NPC215745
0.7273 Intermediate Similarity NPC12815
0.7262 Intermediate Similarity NPC125290
0.7262 Intermediate Similarity NPC28887
0.7262 Intermediate Similarity NPC142649
0.726 Intermediate Similarity NPC245947
0.726 Intermediate Similarity NPC255863
0.726 Intermediate Similarity NPC136164
0.725 Intermediate Similarity NPC108816
0.725 Intermediate Similarity NPC299235
0.725 Intermediate Similarity NPC471409
0.725 Intermediate Similarity NPC315765
0.725 Intermediate Similarity NPC475994
0.725 Intermediate Similarity NPC93763
0.725 Intermediate Similarity NPC267231
0.725 Intermediate Similarity NPC275494
0.725 Intermediate Similarity NPC62336
0.725 Intermediate Similarity NPC179028
0.725 Intermediate Similarity NPC189485
0.7246 Intermediate Similarity NPC193695
0.7246 Intermediate Similarity NPC225929
0.7241 Intermediate Similarity NPC77337
0.7241 Intermediate Similarity NPC129419
0.7229 Intermediate Similarity NPC16488
0.7229 Intermediate Similarity NPC3856
0.7229 Intermediate Similarity NPC279639
0.7222 Intermediate Similarity NPC9812
0.7215 Intermediate Similarity NPC472305
0.7215 Intermediate Similarity NPC215481
0.7215 Intermediate Similarity NPC263582
0.7215 Intermediate Similarity NPC469646
0.7215 Intermediate Similarity NPC151622
0.7215 Intermediate Similarity NPC472959
0.7215 Intermediate Similarity NPC473223
0.7215 Intermediate Similarity NPC7629
0.7209 Intermediate Similarity NPC473658
0.7209 Intermediate Similarity NPC26078
0.72 Intermediate Similarity NPC313444
0.7195 Intermediate Similarity NPC278459
0.7195 Intermediate Similarity NPC90055
0.7195 Intermediate Similarity NPC42470
0.7191 Intermediate Similarity NPC65829
0.7183 Intermediate Similarity NPC472328
0.7179 Intermediate Similarity NPC301065
0.7176 Intermediate Similarity NPC164393
0.7164 Intermediate Similarity NPC294548
0.7164 Intermediate Similarity NPC36061
0.7164 Intermediate Similarity NPC1813
0.7164 Intermediate Similarity NPC139029
0.7143 Intermediate Similarity NPC141193
0.7143 Intermediate Similarity NPC133253

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC288667 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
0.7397 Intermediate Similarity NPD7331 Phase 2
0.7342 Intermediate Similarity NPD4756 Discovery
0.7262 Intermediate Similarity NPD5363 Approved
0.7164 Intermediate Similarity NPD3172 Approved
0.7059 Intermediate Similarity NPD3194 Approved
0.7059 Intermediate Similarity NPD3195 Phase 2
0.7059 Intermediate Similarity NPD3196 Approved
0.7059 Intermediate Similarity NPD4266 Approved
0.7037 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD7341 Phase 2
0.6905 Remote Similarity NPD4269 Approved
0.6905 Remote Similarity NPD4270 Approved
0.6854 Remote Similarity NPD5785 Approved
0.6849 Remote Similarity NPD4193 Approved
0.6849 Remote Similarity NPD4194 Approved
0.6849 Remote Similarity NPD4192 Approved
0.6849 Remote Similarity NPD4191 Approved
0.6824 Remote Similarity NPD5362 Discontinued
0.6824 Remote Similarity NPD7154 Phase 3
0.6778 Remote Similarity NPD5281 Approved
0.6778 Remote Similarity NPD5284 Approved
0.6757 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6739 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6712 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4252 Approved
0.6667 Remote Similarity NPD4695 Discontinued
0.6667 Remote Similarity NPD622 Approved
0.6667 Remote Similarity NPD5368 Approved
0.6667 Remote Similarity NPD8039 Approved
0.663 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6618 Remote Similarity NPD29 Approved
0.6618 Remote Similarity NPD28 Approved
0.6593 Remote Similarity NPD7983 Approved
0.6591 Remote Similarity NPD4623 Approved
0.6591 Remote Similarity NPD5786 Approved
0.6591 Remote Similarity NPD4519 Discontinued
0.6588 Remote Similarity NPD5369 Approved
0.6567 Remote Similarity NPD3173 Approved
0.6556 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6522 Remote Similarity NPD5778 Approved
0.6522 Remote Similarity NPD5779 Approved
0.6512 Remote Similarity NPD6435 Approved
0.6512 Remote Similarity NPD5209 Approved
0.6477 Remote Similarity NPD1694 Approved
0.6471 Remote Similarity NPD4820 Approved
0.6471 Remote Similarity NPD4822 Approved
0.6471 Remote Similarity NPD4821 Approved
0.6471 Remote Similarity NPD4819 Approved
0.6458 Remote Similarity NPD2066 Phase 3
0.6447 Remote Similarity NPD3197 Phase 1
0.6444 Remote Similarity NPD4518 Approved
0.6437 Remote Similarity NPD5332 Approved
0.6437 Remote Similarity NPD5331 Approved
0.6429 Remote Similarity NPD4268 Approved
0.6429 Remote Similarity NPD4271 Approved
0.6404 Remote Similarity NPD5279 Phase 3
0.6404 Remote Similarity NPD5280 Approved
0.6404 Remote Similarity NPD4694 Approved
0.6404 Remote Similarity NPD5690 Phase 2
0.6395 Remote Similarity NPD4790 Discontinued
0.6374 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6374 Remote Similarity NPD6101 Approved
0.6364 Remote Similarity NPD634 Phase 3
0.6341 Remote Similarity NPD4058 Approved
0.6333 Remote Similarity NPD3573 Approved
0.6324 Remote Similarity NPD4220 Pre-registration
0.6322 Remote Similarity NPD4223 Phase 3
0.6322 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6322 Remote Similarity NPD4221 Approved
0.6316 Remote Similarity NPD7839 Suspended
0.6304 Remote Similarity NPD46 Approved
0.6304 Remote Similarity NPD7838 Discovery
0.6304 Remote Similarity NPD6698 Approved
0.6304 Remote Similarity NPD5207 Approved
0.6292 Remote Similarity NPD1696 Phase 3
0.6289 Remote Similarity NPD6404 Discontinued
0.6282 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6279 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6279 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6237 Remote Similarity NPD7515 Phase 2
0.6237 Remote Similarity NPD5694 Approved
0.6237 Remote Similarity NPD6411 Approved
0.6211 Remote Similarity NPD1693 Approved
0.6207 Remote Similarity NPD857 Phase 3
0.6203 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6196 Remote Similarity NPD800 Approved
0.6196 Remote Similarity NPD5347 Phase 2
0.6196 Remote Similarity NPD5346 Phase 2
0.6186 Remote Similarity NPD8029 Clinical (unspecified phase)
0.618 Remote Similarity NPD3665 Phase 1
0.618 Remote Similarity NPD3133 Approved
0.618 Remote Similarity NPD4197 Approved
0.618 Remote Similarity NPD3666 Approved
0.6154 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6145 Remote Similarity NPD4687 Approved
0.6129 Remote Similarity NPD4096 Approved
0.6129 Remote Similarity NPD1089 Approved
0.6129 Remote Similarity NPD5692 Phase 3
0.6129 Remote Similarity NPD1090 Approved
0.6129 Remote Similarity NPD1086 Approved
0.6119 Remote Similarity NPD3174 Discontinued
0.6119 Remote Similarity NPD4222 Approved
0.6111 Remote Similarity NPD5329 Approved
0.6111 Remote Similarity NPD615 Clinical (unspecified phase)
0.6111 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6105 Remote Similarity NPD7748 Approved
0.61 Remote Similarity NPD6647 Phase 2
0.61 Remote Similarity NPD1929 Approved
0.61 Remote Similarity NPD1931 Clinical (unspecified phase)
0.61 Remote Similarity NPD1930 Approved
0.6098 Remote Similarity NPD5276 Approved
0.6064 Remote Similarity NPD6050 Approved
0.6064 Remote Similarity NPD6079 Approved
0.6058 Remote Similarity NPD6371 Approved
0.6047 Remote Similarity NPD3732 Approved
0.6047 Remote Similarity NPD3617 Approved
0.6044 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6044 Remote Similarity NPD4138 Approved
0.6044 Remote Similarity NPD7334 Approved
0.6044 Remote Similarity NPD6409 Approved
0.6044 Remote Similarity NPD5330 Approved
0.6044 Remote Similarity NPD4693 Phase 3
0.6044 Remote Similarity NPD7146 Approved
0.6044 Remote Similarity NPD5205 Approved
0.6044 Remote Similarity NPD6684 Approved
0.6044 Remote Similarity NPD3618 Phase 1
0.6044 Remote Similarity NPD4688 Approved
0.6044 Remote Similarity NPD4689 Approved
0.6044 Remote Similarity NPD7521 Approved
0.6044 Remote Similarity NPD4690 Approved
0.6042 Remote Similarity NPD5695 Phase 3
0.604 Remote Similarity NPD5909 Discontinued
0.6023 Remote Similarity NPD226 Approved
0.6022 Remote Similarity NPD1695 Approved
0.6022 Remote Similarity NPD5370 Suspended
0.6 Remote Similarity NPD1088 Approved
0.5979 Remote Similarity NPD7614 Phase 1
0.5978 Remote Similarity NPD4793 Discontinued
0.5977 Remote Similarity NPD4195 Approved
0.5976 Remote Similarity NPD4691 Approved
0.5955 Remote Similarity NPD3667 Approved
0.5955 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5952 Remote Similarity NPD5733 Approved
0.5918 Remote Similarity NPD6084 Phase 2
0.5918 Remote Similarity NPD6083 Phase 2
0.5918 Remote Similarity NPD7902 Approved
0.5914 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5914 Remote Similarity NPD5737 Approved
0.5914 Remote Similarity NPD5208 Approved
0.5914 Remote Similarity NPD6903 Approved
0.5914 Remote Similarity NPD6672 Approved
0.5905 Remote Similarity NPD1317 Discontinued
0.5895 Remote Similarity NPD5693 Phase 1
0.5895 Remote Similarity NPD7637 Suspended
0.5895 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5889 Remote Similarity NPD9491 Approved
0.5882 Remote Similarity NPD39 Approved
0.5876 Remote Similarity NPD4629 Approved
0.5876 Remote Similarity NPD5210 Approved
0.5875 Remote Similarity NPD3704 Approved
0.587 Remote Similarity NPD4249 Approved
0.5859 Remote Similarity NPD5696 Approved
0.5854 Remote Similarity NPD4137 Phase 3
0.5851 Remote Similarity NPD6673 Approved
0.5851 Remote Similarity NPD6080 Approved
0.5851 Remote Similarity NPD4753 Phase 2
0.5851 Remote Similarity NPD6904 Approved
0.5851 Remote Similarity NPD5328 Approved
0.5849 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5842 Remote Similarity NPD1932 Approved
0.5842 Remote Similarity NPD5211 Phase 2
0.5833 Remote Similarity NPD5133 Approved
0.5833 Remote Similarity NPD6399 Phase 3
0.5833 Remote Similarity NPD3186 Phase 1
0.5824 Remote Similarity NPD4786 Approved
0.5816 Remote Similarity NPD5221 Approved
0.5816 Remote Similarity NPD5222 Approved
0.5816 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5811 Remote Similarity NPD342 Phase 1
0.581 Remote Similarity NPD6831 Clinical (unspecified phase)
0.581 Remote Similarity NPD2329 Discontinued
0.5806 Remote Similarity NPD4250 Approved
0.5806 Remote Similarity NPD1087 Approved
0.5806 Remote Similarity NPD4251 Approved
0.5789 Remote Similarity NPD9258 Approved
0.5789 Remote Similarity NPD287 Approved
0.5789 Remote Similarity NPD9256 Approved
0.5783 Remote Similarity NPD4747 Approved
0.5773 Remote Similarity NPD5282 Discontinued
0.5769 Remote Similarity NPD368 Approved
0.5769 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5769 Remote Similarity NPD5697 Approved
0.5761 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5758 Remote Similarity NPD5173 Approved
0.5728 Remote Similarity NPD5141 Approved
0.5714 Remote Similarity NPD6899 Approved
0.5714 Remote Similarity NPD5654 Approved
0.5714 Remote Similarity NPD3527 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6011 Approved
0.5714 Remote Similarity NPD6881 Approved

Structure

External Identifiers

PubChem CID   44453605
ChEMBL   CHEMBL256171
ZINC  

Physicochemical Properties

Molecular Weight:  248.14
ALogP:  1.0524
MLogP:  2.78
XLogP:  3.059
# Rotatable Bonds:  7
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  18

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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