Natural Product: NPC287878

Natural Product ID:  NPC287878
Common Name:   Claviridenone E
IUPAC Name:   methyl (E,7E)-7-[(2S)-2-acetyloxy-2-[(Z)-oct-2-enyl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate
Synonyms:   4-Deacetoxylclavulone II; Claviridenone E
Molecular Formula:   C23H32O5
Standard InCHIKey:  NPTOZTAHJVTRAS-VSHWWUBXSA-N
Standard InCHI:  InChI=1S/C23H32O5/c1-4-5-6-7-10-13-17-23(28-19(2)24)18-16-21(25)20(23)14-11-8-9-12-15-22(26)27-3/h8,10-11,13-14,16,18H,4-7,9,12,15,17H2,1-3H3/b11-8+,13-10-,20-14-/t23-/m0/s1
Canonical SMILES:  CCCCC/C=CC[C@@]1(C=CC(=O)/C/1=C/C=C/CCCC(=O)OC)OC(=O)C
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
NPO3077 Clavularia viridis Species Clavulariidae Eukaryota Taiwan PMID[15104481]
NPO3077 Clavularia viridis Species Clavulariidae Eukaryota PMID[12444673]
NPO33409 clavularia violacea Species Clavulariidae Eukaryota PMID[12444673]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens ED50 = 4.1 ug/ml 23675651
NPT139 Cell Line HT-29 Homo sapiens ED50 = 1.02 ug/ml 23675651
NPT139 Cell Line HT-29 Homo sapiens IC50 > 10000 nM 22620987
NPT306 Cell Line PC-3 Homo sapiens IC50 = 3500 nM 22620987
NPT168 Cell Line P388 Mus musculus ED50 = 1.1 ug/ml 18829331

  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 NPC287878 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
0.8873 High Similarity NPC238948
0.8873 High Similarity NPC12815
0.8873 High Similarity NPC215745
0.8514 High Similarity NPC4492
0.8514 High Similarity NPC51391
0.8451 Intermediate Similarity NPC476059
0.8451 Intermediate Similarity NPC473603
0.8194 Intermediate Similarity NPC470693
0.8182 Intermediate Similarity NPC265980
0.8182 Intermediate Similarity NPC63326
0.8169 Intermediate Similarity NPC21998
0.8143 Intermediate Similarity NPC470688
0.8101 Intermediate Similarity NPC26624
0.8 Intermediate Similarity NPC16488
0.7917 Intermediate Similarity NPC203335
0.7887 Intermediate Similarity NPC220766
0.7857 Intermediate Similarity NPC155849
0.7808 Intermediate Similarity NPC470256
0.7778 Intermediate Similarity NPC191233
0.7763 Intermediate Similarity NPC474758
0.7714 Intermediate Similarity NPC151648
0.7711 Intermediate Similarity NPC315395
0.7711 Intermediate Similarity NPC291712
0.7711 Intermediate Similarity NPC316426
0.7703 Intermediate Similarity NPC476591
0.7703 Intermediate Similarity NPC88877
0.7671 Intermediate Similarity NPC194871
0.7662 Intermediate Similarity NPC260396
0.7606 Intermediate Similarity NPC474658
0.7606 Intermediate Similarity NPC322457
0.7595 Intermediate Similarity NPC253749
0.7595 Intermediate Similarity NPC279532
0.759 Intermediate Similarity NPC281172
0.7571 Intermediate Similarity NPC79756
0.7534 Intermediate Similarity NPC248125
0.7532 Intermediate Similarity NPC117746
0.7532 Intermediate Similarity NPC294434
0.7532 Intermediate Similarity NPC15499
0.7532 Intermediate Similarity NPC140287
0.7532 Intermediate Similarity NPC259599
0.7532 Intermediate Similarity NPC476355
0.7531 Intermediate Similarity NPC42470
0.7531 Intermediate Similarity NPC275507
0.75 Intermediate Similarity NPC316185
0.75 Intermediate Similarity NPC473980
0.75 Intermediate Similarity NPC473981
0.7471 Intermediate Similarity NPC193396
0.7471 Intermediate Similarity NPC32944
0.7468 Intermediate Similarity NPC68156
0.7467 Intermediate Similarity NPC265574
0.7439 Intermediate Similarity NPC475690
0.7439 Intermediate Similarity NPC85772
0.7436 Intermediate Similarity NPC469414
0.7436 Intermediate Similarity NPC329826
0.7412 Intermediate Similarity NPC72513
0.7403 Intermediate Similarity NPC276336
0.7397 Intermediate Similarity NPC133904
0.7397 Intermediate Similarity NPC131174
0.7375 Intermediate Similarity NPC475699
0.7375 Intermediate Similarity NPC182292
0.7368 Intermediate Similarity NPC64234
0.7368 Intermediate Similarity NPC469660
0.7368 Intermediate Similarity NPC37929
0.7361 Intermediate Similarity NPC179087
0.7361 Intermediate Similarity NPC44343
0.7361 Intermediate Similarity NPC210303
0.7349 Intermediate Similarity NPC161045
0.7342 Intermediate Similarity NPC203277
0.7342 Intermediate Similarity NPC123360
0.7342 Intermediate Similarity NPC27205
0.7317 Intermediate Similarity NPC471325
0.7308 Intermediate Similarity NPC315843
0.7308 Intermediate Similarity NPC470686
0.7308 Intermediate Similarity NPC107654
0.7294 Intermediate Similarity NPC234038
0.7284 Intermediate Similarity NPC271632
0.7284 Intermediate Similarity NPC472965
0.7284 Intermediate Similarity NPC264227
0.7284 Intermediate Similarity NPC471299
0.7284 Intermediate Similarity NPC178277
0.7284 Intermediate Similarity NPC63649
0.7284 Intermediate Similarity NPC270126
0.7273 Intermediate Similarity NPC293114
0.7273 Intermediate Similarity NPC257618
0.7273 Intermediate Similarity NPC163003
0.7273 Intermediate Similarity NPC32552
0.7262 Intermediate Similarity NPC163615
0.7262 Intermediate Similarity NPC38569
0.726 Intermediate Similarity NPC34883
0.725 Intermediate Similarity NPC180290
0.725 Intermediate Similarity NPC57744
0.725 Intermediate Similarity NPC97516
0.7241 Intermediate Similarity NPC95364
0.7241 Intermediate Similarity NPC142159
0.7237 Intermediate Similarity NPC232812
0.7229 Intermediate Similarity NPC221231
0.7229 Intermediate Similarity NPC471326
0.7222 Intermediate Similarity NPC12727
0.7215 Intermediate Similarity NPC68624
0.7215 Intermediate Similarity NPC329852
0.7215 Intermediate Similarity NPC244166
0.7209 Intermediate Similarity NPC478145
0.7206 Intermediate Similarity NPC478120
0.7195 Intermediate Similarity NPC223904
0.7195 Intermediate Similarity NPC160582
0.7191 Intermediate Similarity NPC248193
0.7179 Intermediate Similarity NPC474705
0.7176 Intermediate Similarity NPC130030
0.7176 Intermediate Similarity NPC155873
0.7176 Intermediate Similarity NPC261380
0.7176 Intermediate Similarity NPC11804
0.7162 Intermediate Similarity NPC182794
0.716 Intermediate Similarity NPC128276
0.716 Intermediate Similarity NPC108816
0.716 Intermediate Similarity NPC267231
0.716 Intermediate Similarity NPC99182
0.716 Intermediate Similarity NPC93763
0.7159 Intermediate Similarity NPC475879
0.7143 Intermediate Similarity NPC475989
0.7143 Intermediate Similarity NPC67183
0.7143 Intermediate Similarity NPC170377
0.7143 Intermediate Similarity NPC318766
0.7143 Intermediate Similarity NPC318468
0.7143 Intermediate Similarity NPC472017
0.7143 Intermediate Similarity NPC475947
0.7126 Intermediate Similarity NPC475902
0.7126 Intermediate Similarity NPC153570
0.7123 Intermediate Similarity NPC68110
0.7123 Intermediate Similarity NPC474774
0.7123 Intermediate Similarity NPC132243
0.7111 Intermediate Similarity NPC143210
0.7108 Intermediate Similarity NPC325031
0.7108 Intermediate Similarity NPC474980
0.7105 Intermediate Similarity NPC276290
0.7105 Intermediate Similarity NPC218477
0.7101 Intermediate Similarity NPC478117
0.7093 Intermediate Similarity NPC38576
0.7093 Intermediate Similarity NPC279859
0.7093 Intermediate Similarity NPC261721
0.7089 Intermediate Similarity NPC476590
0.7089 Intermediate Similarity NPC114727
0.7083 Intermediate Similarity NPC309408
0.7079 Intermediate Similarity NPC111114
0.7079 Intermediate Similarity NPC300312
0.7079 Intermediate Similarity NPC166110
0.7079 Intermediate Similarity NPC261607
0.7079 Intermediate Similarity NPC472705
0.7073 Intermediate Similarity NPC99651
0.7067 Intermediate Similarity NPC146811
0.7065 Intermediate Similarity NPC245521
0.7059 Intermediate Similarity NPC470918
0.7059 Intermediate Similarity NPC14575
0.7059 Intermediate Similarity NPC196487
0.7051 Intermediate Similarity NPC319163
0.7051 Intermediate Similarity NPC133098
0.7051 Intermediate Similarity NPC67076
0.7051 Intermediate Similarity NPC84038
0.7045 Intermediate Similarity NPC78008
0.7037 Intermediate Similarity NPC476028
0.7037 Intermediate Similarity NPC10572
0.7037 Intermediate Similarity NPC141789
0.7037 Intermediate Similarity NPC473825
0.7037 Intermediate Similarity NPC171204
0.7033 Intermediate Similarity NPC209355
0.7024 Intermediate Similarity NPC173609
0.7024 Intermediate Similarity NPC94200
0.7013 Intermediate Similarity NPC151481
0.7013 Intermediate Similarity NPC473277
0.7013 Intermediate Similarity NPC236208
0.7011 Intermediate Similarity NPC478144
0.7011 Intermediate Similarity NPC473248
0.7 Intermediate Similarity NPC161038
0.7 Intermediate Similarity NPC29798
0.7 Intermediate Similarity NPC282644
0.6988 Remote Similarity NPC281132
0.6977 Remote Similarity NPC33570
0.6977 Remote Similarity NPC215364
0.6977 Remote Similarity NPC197903
0.6977 Remote Similarity NPC99395
0.6977 Remote Similarity NPC125290
0.6977 Remote Similarity NPC470755
0.6977 Remote Similarity NPC21471
0.6974 Remote Similarity NPC472266
0.6974 Remote Similarity NPC225272
0.6966 Remote Similarity NPC224270
0.6966 Remote Similarity NPC51653
0.6962 Remote Similarity NPC58956
0.6962 Remote Similarity NPC269206
0.6962 Remote Similarity NPC295633
0.6962 Remote Similarity NPC222244
0.6962 Remote Similarity NPC16349
0.6962 Remote Similarity NPC284006
0.6957 Remote Similarity NPC473291
0.6951 Remote Similarity NPC299235
0.6951 Remote Similarity NPC315765
0.6951 Remote Similarity NPC474005
0.6944 Remote Similarity NPC133600
0.6941 Remote Similarity NPC474976
0.6941 Remote Similarity NPC474790
0.6941 Remote Similarity NPC118423

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC287878 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
0.8101 Intermediate Similarity NPD5209 Approved
0.6933 Remote Similarity NPD2685 Clinical (unspecified phase)
0.679 Remote Similarity NPD8039 Approved
0.6778 Remote Similarity NPD5785 Approved
0.6765 Remote Similarity NPD6927 Phase 3
0.6591 Remote Similarity NPD5363 Approved
0.6579 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6489 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6437 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4756 Discovery
0.6413 Remote Similarity NPD7838 Discovery
0.6395 Remote Similarity NPD4252 Approved
0.6364 Remote Similarity NPD7154 Phase 3
0.6324 Remote Similarity NPD5343 Approved
0.6322 Remote Similarity NPD5369 Approved
0.6289 Remote Similarity NPD8029 Clinical (unspecified phase)
0.625 Remote Similarity NPD4269 Approved
0.625 Remote Similarity NPD4270 Approved
0.6222 Remote Similarity NPD1694 Approved
0.6207 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6184 Remote Similarity NPD4246 Clinical (unspecified phase)
0.618 Remote Similarity NPD5362 Discontinued
0.6176 Remote Similarity NPD7899 Clinical (unspecified phase)
0.617 Remote Similarity NPD7637 Suspended
0.617 Remote Similarity NPD7983 Approved
0.6154 Remote Similarity NPD6371 Approved
0.6154 Remote Similarity NPD5786 Approved
0.6125 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6105 Remote Similarity NPD5779 Approved
0.6105 Remote Similarity NPD5778 Approved
0.6064 Remote Similarity NPD6698 Approved
0.6064 Remote Similarity NPD46 Approved
0.6044 Remote Similarity NPD1733 Clinical (unspecified phase)
0.604 Remote Similarity NPD6647 Phase 2
0.6023 Remote Similarity NPD4821 Approved
0.6023 Remote Similarity NPD4820 Approved
0.6023 Remote Similarity NPD4819 Approved
0.6023 Remote Similarity NPD4822 Approved
0.6 Remote Similarity NPD4220 Pre-registration
0.6 Remote Similarity NPD8779 Phase 3
0.6 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5977 Remote Similarity NPD4268 Approved
0.5977 Remote Similarity NPD4271 Approved
0.5977 Remote Similarity NPD5784 Clinical (unspecified phase)
0.596 Remote Similarity NPD4225 Approved
0.5957 Remote Similarity NPD6101 Approved
0.5957 Remote Similarity NPD1695 Approved
0.5957 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5957 Remote Similarity NPD5370 Suspended
0.5918 Remote Similarity NPD7839 Suspended
0.59 Remote Similarity NPD6648 Approved
0.5897 Remote Similarity NPD4192 Approved
0.5897 Remote Similarity NPD4191 Approved
0.5897 Remote Similarity NPD4193 Approved
0.5897 Remote Similarity NPD4194 Approved
0.5882 Remote Similarity NPD6097 Approved
0.5882 Remote Similarity NPD6096 Approved
0.587 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5843 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6411 Approved
0.5833 Remote Similarity NPD5694 Approved
0.5833 Remote Similarity NPD6050 Approved
0.5833 Remote Similarity NPD5693 Phase 1
0.5824 Remote Similarity NPD5332 Approved
0.5824 Remote Similarity NPD5331 Approved
0.5818 Remote Similarity NPD7115 Discovery
0.5802 Remote Similarity NPD7331 Phase 2
0.5797 Remote Similarity NPD3174 Discontinued
0.5778 Remote Similarity NPD4790 Discontinued
0.5745 Remote Similarity NPD4250 Approved
0.5745 Remote Similarity NPD4251 Approved
0.5729 Remote Similarity NPD5692 Phase 3
0.5729 Remote Similarity NPD5207 Approved
0.5714 Remote Similarity NPD5282 Discontinued
0.5714 Remote Similarity NPD6435 Approved
0.5699 Remote Similarity NPD1696 Phase 3
0.5684 Remote Similarity NPD5737 Approved
0.5684 Remote Similarity NPD6672 Approved
0.5648 Remote Similarity NPD7601 Clinical (unspecified phase)
0.5644 Remote Similarity NPD7638 Approved
0.5638 Remote Similarity NPD7334 Approved
0.5638 Remote Similarity NPD7146 Approved
0.5638 Remote Similarity NPD5330 Approved
0.5638 Remote Similarity NPD6409 Approved
0.5638 Remote Similarity NPD4249 Approved
0.5638 Remote Similarity NPD7521 Approved
0.5638 Remote Similarity NPD6684 Approved
0.5632 Remote Similarity NPD1452 Discontinued
0.5625 Remote Similarity NPD6080 Approved
0.5625 Remote Similarity NPD6904 Approved
0.5625 Remote Similarity NPD6673 Approved
0.5616 Remote Similarity NPD28 Approved
0.5616 Remote Similarity NPD29 Approved

Structure

External Identifiers

PubChem CID   11349752
ChEMBL   CHEMBL464519
ZINC  

Physicochemical Properties

Molecular Weight:  388.22
ALogP:  0.4579
MLogP:  3.44
XLogP:  5.287
# Rotatable Bonds:  17
Polar Surface Area:  69.67
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  28

Download Data

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Similar NPs/Drugs