Natural Product: NPC21998

Natural Product ID:  NPC21998
Common Name:   Plakolide A
IUPAC Name:   (5S)-5-[(1E,3E)-dodeca-1,3-dienyl]-5-methyl-3-methylideneoxolan-2-one
Synonyms:  
Molecular Formula:   C18H28O2
Standard InCHIKey:  CIUVHSRFRVWPDP-HFKYTIITSA-N
Standard InCHI:  InChI=1S/C18H28O2/c1-4-5-6-7-8-9-10-11-12-13-14-18(3)15-16(2)17(19)20-18/h11-14H,2,4-10,15H2,1,3H3/b12-11+,14-13+/t18-/m1/s1
Canonical SMILES:  CCCCCCCC/C=C/C=C/[C@]1(C)CC(=C)C(=O)O1
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
NPO32577 plakortis sp. Species Plakinidae Eukaryota PMID[14738400]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 3.7 ug/ml 10.1021/np50053a042
NPT461 Cell Line PANC-1 Homo sapiens IC50 = 3.8 ug/ml 12762791
NPT113 Cell Line RAW264.7 Mus musculus Activity = 50 % 12444675
NPT270 Individual Protein Nitric oxide synthase, inducible Mus musculus IC50 = 0.2 ug/ml 14643329
NPT168 Cell Line P388 Mus musculus IC50 = 5 ug/ml 10425140
NPT81 Cell Line A549 Homo sapiens IC50 = 1.1 ug/ml 21435874

  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 NPC21998 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
0.8235 Intermediate Similarity NPC194871
0.8209 Intermediate Similarity NPC470688
0.8169 Intermediate Similarity NPC287878
0.8116 Intermediate Similarity NPC470256
0.8028 Intermediate Similarity NPC163003
0.8 Intermediate Similarity NPC265574
0.791 Intermediate Similarity NPC179087
0.791 Intermediate Similarity NPC155849
0.791 Intermediate Similarity NPC210303
0.791 Intermediate Similarity NPC44343
0.7867 Intermediate Similarity NPC267231
0.7826 Intermediate Similarity NPC191233
0.7808 Intermediate Similarity NPC140287
0.7808 Intermediate Similarity NPC476355
0.7763 Intermediate Similarity NPC264227
0.7763 Intermediate Similarity NPC63649
0.7763 Intermediate Similarity NPC472965
0.7746 Intermediate Similarity NPC470693
0.7681 Intermediate Similarity NPC220766
0.7681 Intermediate Similarity NPC182794
0.7681 Intermediate Similarity NPC133904
0.7671 Intermediate Similarity NPC295633
0.7671 Intermediate Similarity NPC58956
0.7671 Intermediate Similarity NPC269206
0.7656 Intermediate Similarity NPC478117
0.7647 Intermediate Similarity NPC474658
0.7606 Intermediate Similarity NPC218477
0.76 Intermediate Similarity NPC123360
0.76 Intermediate Similarity NPC235906
0.7571 Intermediate Similarity NPC248125
0.7564 Intermediate Similarity NPC141810
0.7536 Intermediate Similarity NPC34883
0.7532 Intermediate Similarity NPC617
0.75 Intermediate Similarity NPC97516
0.75 Intermediate Similarity NPC476591
0.75 Intermediate Similarity NPC151648
0.75 Intermediate Similarity NPC171204
0.75 Intermediate Similarity NPC320630
0.75 Intermediate Similarity NPC476794
0.75 Intermediate Similarity NPC116177
0.75 Intermediate Similarity NPC473603
0.75 Intermediate Similarity NPC41780
0.75 Intermediate Similarity NPC470240
0.75 Intermediate Similarity NPC187568
0.75 Intermediate Similarity NPC232812
0.75 Intermediate Similarity NPC88877
0.75 Intermediate Similarity NPC7563
0.75 Intermediate Similarity NPC476059
0.75 Intermediate Similarity NPC180290
0.75 Intermediate Similarity NPC141789
0.75 Intermediate Similarity NPC476028
0.75 Intermediate Similarity NPC65603
0.7467 Intermediate Similarity NPC193351
0.7467 Intermediate Similarity NPC226669
0.7467 Intermediate Similarity NPC138408
0.7467 Intermediate Similarity NPC155587
0.7465 Intermediate Similarity NPC225272
0.746 Intermediate Similarity NPC151919
0.7432 Intermediate Similarity NPC238948
0.7432 Intermediate Similarity NPC12815
0.7432 Intermediate Similarity NPC215745
0.7419 Intermediate Similarity NPC27264
0.7403 Intermediate Similarity NPC108816
0.7403 Intermediate Similarity NPC93763
0.7397 Intermediate Similarity NPC37929
0.7397 Intermediate Similarity NPC64234
0.7375 Intermediate Similarity NPC170286
0.7375 Intermediate Similarity NPC250315
0.7361 Intermediate Similarity NPC474823
0.7361 Intermediate Similarity NPC276290
0.7342 Intermediate Similarity NPC281949
0.7342 Intermediate Similarity NPC301477
0.7342 Intermediate Similarity NPC25684
0.7342 Intermediate Similarity NPC42470
0.7333 Intermediate Similarity NPC117746
0.7333 Intermediate Similarity NPC15499
0.7333 Intermediate Similarity NPC294434
0.7333 Intermediate Similarity NPC474758
0.7333 Intermediate Similarity NPC259599
0.7308 Intermediate Similarity NPC270126
0.7302 Intermediate Similarity NPC148056
0.7297 Intermediate Similarity NPC257618
0.7284 Intermediate Similarity NPC196487
0.7284 Intermediate Similarity NPC14575
0.7273 Intermediate Similarity NPC68156
0.7273 Intermediate Similarity NPC53581
0.7273 Intermediate Similarity NPC103987
0.726 Intermediate Similarity NPC475004
0.7258 Intermediate Similarity NPC15912
0.725 Intermediate Similarity NPC475690
0.725 Intermediate Similarity NPC173609
0.7237 Intermediate Similarity NPC329852
0.7237 Intermediate Similarity NPC68624
0.7237 Intermediate Similarity NPC329826
0.7237 Intermediate Similarity NPC469414
0.7231 Intermediate Similarity NPC478120
0.7222 Intermediate Similarity NPC203335
0.7215 Intermediate Similarity NPC281132
0.7206 Intermediate Similarity NPC133600
0.72 Intermediate Similarity NPC474705
0.7195 Intermediate Similarity NPC215364
0.7183 Intermediate Similarity NPC471556
0.7179 Intermediate Similarity NPC128276
0.7179 Intermediate Similarity NPC196653
0.7179 Intermediate Similarity NPC471465
0.7162 Intermediate Similarity NPC469660
0.7162 Intermediate Similarity NPC67183
0.716 Intermediate Similarity NPC16488
0.716 Intermediate Similarity NPC318468
0.716 Intermediate Similarity NPC272814
0.7143 Intermediate Similarity NPC27205
0.7143 Intermediate Similarity NPC68819
0.7143 Intermediate Similarity NPC472967
0.7143 Intermediate Similarity NPC217940
0.7143 Intermediate Similarity NPC51391
0.7143 Intermediate Similarity NPC322457
0.7143 Intermediate Similarity NPC266159
0.7143 Intermediate Similarity NPC4492
0.7125 Intermediate Similarity NPC325031
0.7125 Intermediate Similarity NPC471325
0.7108 Intermediate Similarity NPC50637
0.7108 Intermediate Similarity NPC234038
0.7105 Intermediate Similarity NPC470686
0.7089 Intermediate Similarity NPC473981
0.7089 Intermediate Similarity NPC470239
0.7089 Intermediate Similarity NPC178277
0.7089 Intermediate Similarity NPC470244
0.7089 Intermediate Similarity NPC98557
0.7089 Intermediate Similarity NPC473980
0.7089 Intermediate Similarity NPC182550
0.7089 Intermediate Similarity NPC167881
0.7067 Intermediate Similarity NPC316185
0.7067 Intermediate Similarity NPC84038
0.7067 Intermediate Similarity NPC129665
0.7067 Intermediate Similarity NPC186531
0.7051 Intermediate Similarity NPC57744
0.7051 Intermediate Similarity NPC122264
0.7037 Intermediate Similarity NPC221231
0.7037 Intermediate Similarity NPC94200
0.7037 Intermediate Similarity NPC471326
0.7027 Intermediate Similarity NPC151481
0.7024 Intermediate Similarity NPC72513
0.7024 Intermediate Similarity NPC160138
0.7024 Intermediate Similarity NPC231889
0.7024 Intermediate Similarity NPC475703
0.7013 Intermediate Similarity NPC228978
0.7013 Intermediate Similarity NPC260396
0.7013 Intermediate Similarity NPC244166
0.7 Intermediate Similarity NPC276356
0.7 Intermediate Similarity NPC474510
0.7 Intermediate Similarity NPC160582
0.7 Intermediate Similarity NPC302426
0.6988 Remote Similarity NPC255307
0.6986 Remote Similarity NPC472266
0.6977 Remote Similarity NPC469372
0.6974 Remote Similarity NPC276336
0.6962 Remote Similarity NPC99182
0.6962 Remote Similarity NPC253749
0.6962 Remote Similarity NPC475699
0.6962 Remote Similarity NPC473471
0.6962 Remote Similarity NPC472960
0.6962 Remote Similarity NPC182292
0.6957 Remote Similarity NPC286189
0.6957 Remote Similarity NPC159650
0.6957 Remote Similarity NPC22897
0.6957 Remote Similarity NPC478095
0.6951 Remote Similarity NPC169575
0.6951 Remote Similarity NPC39588
0.6951 Remote Similarity NPC473390
0.6951 Remote Similarity NPC118423
0.6951 Remote Similarity NPC475947
0.6951 Remote Similarity NPC131669
0.6951 Remote Similarity NPC40746
0.6951 Remote Similarity NPC170377
0.6944 Remote Similarity NPC471565
0.6944 Remote Similarity NPC131174
0.6944 Remote Similarity NPC471566
0.6933 Remote Similarity NPC475310
0.6933 Remote Similarity NPC315285
0.6933 Remote Similarity NPC316029
0.6933 Remote Similarity NPC315597
0.6932 Remote Similarity NPC477129
0.6932 Remote Similarity NPC477130
0.6923 Remote Similarity NPC301207
0.6923 Remote Similarity NPC4509
0.6923 Remote Similarity NPC209113
0.6923 Remote Similarity NPC127118
0.6914 Remote Similarity NPC24417
0.6914 Remote Similarity NPC150502
0.6914 Remote Similarity NPC275507
0.6905 Remote Similarity NPC279859
0.6905 Remote Similarity NPC305475
0.6905 Remote Similarity NPC38576
0.6905 Remote Similarity NPC316426
0.6905 Remote Similarity NPC107787
0.6905 Remote Similarity NPC291712
0.6905 Remote Similarity NPC284902
0.6905 Remote Similarity NPC475461
0.6905 Remote Similarity NPC315395
0.6901 Remote Similarity NPC132243

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC21998 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
0.725 Intermediate Similarity NPD5209 Approved
0.7183 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD8039 Approved
0.6806 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6786 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6769 Remote Similarity NPD6927 Phase 3
0.6588 Remote Similarity NPD1694 Approved
0.6477 Remote Similarity NPD1695 Approved
0.6429 Remote Similarity NPD4752 Clinical (unspecified phase)
0.642 Remote Similarity NPD4756 Discovery
0.6389 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6308 Remote Similarity NPD5343 Approved
0.6301 Remote Similarity NPD4194 Approved
0.6301 Remote Similarity NPD4193 Approved
0.6301 Remote Similarity NPD4191 Approved
0.6301 Remote Similarity NPD4192 Approved
0.6277 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6269 Remote Similarity NPD28 Approved
0.6269 Remote Similarity NPD29 Approved
0.625 Remote Similarity NPD3174 Discontinued
0.6222 Remote Similarity NPD5207 Approved
0.6222 Remote Similarity NPD7838 Discovery
0.6222 Remote Similarity NPD5785 Approved
0.6212 Remote Similarity NPD4220 Pre-registration
0.619 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6163 Remote Similarity NPD7154 Phase 3
0.6129 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6087 Remote Similarity NPD3172 Approved
0.6023 Remote Similarity NPD5363 Approved
0.6023 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6 Remote Similarity NPD4222 Approved
0.6 Remote Similarity NPD4819 Approved
0.6 Remote Similarity NPD3194 Approved
0.6 Remote Similarity NPD4266 Approved
0.6 Remote Similarity NPD4822 Approved
0.6 Remote Similarity NPD3196 Approved
0.6 Remote Similarity NPD3195 Phase 2
0.6 Remote Similarity NPD4821 Approved
0.6 Remote Similarity NPD4252 Approved
0.6 Remote Similarity NPD4820 Approved
0.5977 Remote Similarity NPD5362 Discontinued
0.5974 Remote Similarity NPD6108 Clinical (unspecified phase)
0.597 Remote Similarity NPD3173 Approved
0.5955 Remote Similarity NPD4249 Approved
0.5952 Remote Similarity NPD4268 Approved
0.5952 Remote Similarity NPD4271 Approved
0.5938 Remote Similarity NPD4225 Approved
0.593 Remote Similarity NPD5369 Approved
0.5922 Remote Similarity NPD2181 Clinical (unspecified phase)
0.5909 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5897 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5889 Remote Similarity NPD4250 Approved
0.5889 Remote Similarity NPD4251 Approved
0.587 Remote Similarity NPD46 Approved
0.587 Remote Similarity NPD6698 Approved
0.5862 Remote Similarity NPD4270 Approved
0.5862 Remote Similarity NPD4269 Approved
0.5846 Remote Similarity NPD6097 Approved
0.5846 Remote Similarity NPD6096 Approved
0.5842 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5806 Remote Similarity NPD5693 Phase 1
0.5806 Remote Similarity NPD7637 Suspended
0.5806 Remote Similarity NPD7983 Approved
0.5806 Remote Similarity NPD5694 Approved
0.5795 Remote Similarity NPD5332 Approved
0.5795 Remote Similarity NPD5331 Approved
0.5778 Remote Similarity NPD5786 Approved
0.5769 Remote Similarity NPD7331 Phase 2
0.5765 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5758 Remote Similarity NPD39 Approved
0.5747 Remote Similarity NPD4790 Discontinued
0.5745 Remote Similarity NPD5779 Approved
0.5745 Remote Similarity NPD5778 Approved
0.5714 Remote Similarity NPD6648 Approved
0.5714 Remote Similarity NPD3573 Approved
0.5699 Remote Similarity NPD5692 Phase 3
0.5673 Remote Similarity NPD2067 Discontinued
0.5663 Remote Similarity NPD4058 Approved
0.5638 Remote Similarity NPD5284 Approved
0.5638 Remote Similarity NPD5281 Approved
0.5638 Remote Similarity NPD6050 Approved

Structure

External Identifiers

PubChem CID   641587
ChEMBL   CHEMBL512697
ZINC  

Physicochemical Properties

Molecular Weight:  276.21
ALogP:  0.4111
MLogP:  3.22
XLogP:  6.258
# Rotatable Bonds:  11
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  20

Download Data

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