Natural Product: NPC223904

Natural Product ID:  NPC223904
Common Name:   Postia Secoguaianolide
IUPAC Name:   (4R,5R)-3-methylidene-4-[(2-methyl-5-oxocyclopenten-1-yl)methyl]-5-(2-oxopropyl)oxolan-2-one
Synonyms:   Postia Secoguaianolide
Molecular Formula:   C15H18O4
Standard InCHIKey:  KXHHDVSGKJMOJD-TZMCWYRMSA-N
Standard InCHI:  InChI=1S/C15H18O4/c1-8-4-5-13(17)11(8)7-12-10(3)15(18)19-14(12)6-9(2)16/h12,14H,3-7H2,1-2H3/t12-,14-/m1/s1
Canonical SMILES:  CC(=O)C[C@H]1OC(=O)C(=C)[C@H]1CC1=C(C)CCC1=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
NPO22238 Inula falconeri Species Asteraceae Eukaryota Aerial parts Tibet, China PMID[21924800]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 15820 nM DrugMatrix in vivo data: Hematology

  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 NPC223904 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
0.9103 High Similarity NPC35089
0.9103 High Similarity NPC10276
0.8875 High Similarity NPC39588
0.881 High Similarity NPC71533
0.881 High Similarity NPC106510
0.875 High Similarity NPC173609
0.8734 High Similarity NPC302426
0.8734 High Similarity NPC69271
0.8734 High Similarity NPC74673
0.8706 High Similarity NPC70595
0.8706 High Similarity NPC123177
0.8706 High Similarity NPC150978
0.8706 High Similarity NPC261607
0.8706 High Similarity NPC300312
0.8706 High Similarity NPC74103
0.8706 High Similarity NPC111114
0.8659 High Similarity NPC21471
0.8659 High Similarity NPC161957
0.8659 High Similarity NPC33570
0.8642 High Similarity NPC215294
0.8588 High Similarity NPC253144
0.8571 High Similarity NPC226669
0.8571 High Similarity NPC155587
0.8571 High Similarity NPC138408
0.8571 High Similarity NPC193351
0.8537 High Similarity NPC115786
0.8488 Intermediate Similarity NPC284185
0.8481 Intermediate Similarity NPC472960
0.8462 Intermediate Similarity NPC123360
0.8442 Intermediate Similarity NPC476355
0.8415 Intermediate Similarity NPC318468
0.8415 Intermediate Similarity NPC475947
0.8409 Intermediate Similarity NPC90121
0.8409 Intermediate Similarity NPC193645
0.8409 Intermediate Similarity NPC48803
0.8409 Intermediate Similarity NPC275960
0.8375 Intermediate Similarity NPC264227
0.8375 Intermediate Similarity NPC472965
0.8375 Intermediate Similarity NPC63649
0.8354 Intermediate Similarity NPC41780
0.8354 Intermediate Similarity NPC187568
0.8354 Intermediate Similarity NPC476794
0.8354 Intermediate Similarity NPC65603
0.8354 Intermediate Similarity NPC470240
0.8353 Intermediate Similarity NPC469653
0.8353 Intermediate Similarity NPC475906
0.8353 Intermediate Similarity NPC471047
0.8353 Intermediate Similarity NPC469631
0.8353 Intermediate Similarity NPC469628
0.8333 Intermediate Similarity NPC284902
0.8333 Intermediate Similarity NPC107787
0.8272 Intermediate Similarity NPC276356
0.8256 Intermediate Similarity NPC268298
0.825 Intermediate Similarity NPC299235
0.825 Intermediate Similarity NPC128276
0.8235 Intermediate Similarity NPC475703
0.8235 Intermediate Similarity NPC72513
0.8228 Intermediate Similarity NPC235906
0.8222 Intermediate Similarity NPC169205
0.8214 Intermediate Similarity NPC78089
0.8205 Intermediate Similarity NPC140287
0.8182 Intermediate Similarity NPC135776
0.8182 Intermediate Similarity NPC163003
0.8171 Intermediate Similarity NPC471325
0.8171 Intermediate Similarity NPC281949
0.8171 Intermediate Similarity NPC301477
0.8171 Intermediate Similarity NPC25684
0.8161 Intermediate Similarity NPC129419
0.8148 Intermediate Similarity NPC182550
0.8148 Intermediate Similarity NPC469620
0.8148 Intermediate Similarity NPC178277
0.8148 Intermediate Similarity NPC270126
0.8132 Intermediate Similarity NPC54843
0.8132 Intermediate Similarity NPC141191
0.8125 Intermediate Similarity NPC208223
0.8125 Intermediate Similarity NPC15975
0.8125 Intermediate Similarity NPC57744
0.8125 Intermediate Similarity NPC195785
0.8118 Intermediate Similarity NPC70422
0.8118 Intermediate Similarity NPC238593
0.8118 Intermediate Similarity NPC279859
0.8118 Intermediate Similarity NPC38576
0.8118 Intermediate Similarity NPC104961
0.8118 Intermediate Similarity NPC70555
0.8111 Intermediate Similarity NPC185553
0.809 Intermediate Similarity NPC167219
0.809 Intermediate Similarity NPC140543
0.8077 Intermediate Similarity NPC269206
0.8077 Intermediate Similarity NPC58956
0.8077 Intermediate Similarity NPC295633
0.8068 Intermediate Similarity NPC20713
0.8049 Intermediate Similarity NPC290508
0.8049 Intermediate Similarity NPC73052
0.8049 Intermediate Similarity NPC6823
0.8049 Intermediate Similarity NPC293418
0.8046 Intermediate Similarity NPC295312
0.8025 Intermediate Similarity NPC93763
0.8025 Intermediate Similarity NPC108816
0.8 Intermediate Similarity NPC472959
0.8 Intermediate Similarity NPC125290
0.8 Intermediate Similarity NPC110405
0.7976 Intermediate Similarity NPC272814
0.7976 Intermediate Similarity NPC54468
0.7955 Intermediate Similarity NPC62815
0.7955 Intermediate Similarity NPC49342
0.7955 Intermediate Similarity NPC251385
0.7952 Intermediate Similarity NPC141810
0.7952 Intermediate Similarity NPC286229
0.7952 Intermediate Similarity NPC39411
0.7952 Intermediate Similarity NPC255580
0.7931 Intermediate Similarity NPC475902
0.7927 Intermediate Similarity NPC470239
0.7927 Intermediate Similarity NPC617
0.7927 Intermediate Similarity NPC19841
0.7927 Intermediate Similarity NPC469690
0.7927 Intermediate Similarity NPC470244
0.7912 Intermediate Similarity NPC476275
0.7907 Intermediate Similarity NPC261721
0.7901 Intermediate Similarity NPC171204
0.7901 Intermediate Similarity NPC97516
0.7901 Intermediate Similarity NPC122264
0.7901 Intermediate Similarity NPC476028
0.7901 Intermediate Similarity NPC141789
0.7889 Intermediate Similarity NPC469632
0.7889 Intermediate Similarity NPC476267
0.7882 Intermediate Similarity NPC96259
0.7882 Intermediate Similarity NPC141193
0.7857 Intermediate Similarity NPC475690
0.7857 Intermediate Similarity NPC85772
0.7848 Intermediate Similarity NPC472956
0.7841 Intermediate Similarity NPC32922
0.7841 Intermediate Similarity NPC117405
0.7841 Intermediate Similarity NPC166919
0.7841 Intermediate Similarity NPC168679
0.7841 Intermediate Similarity NPC52198
0.7841 Intermediate Similarity NPC12872
0.7831 Intermediate Similarity NPC281132
0.7821 Intermediate Similarity NPC472955
0.7816 Intermediate Similarity NPC231889
0.7816 Intermediate Similarity NPC237540
0.7792 Intermediate Similarity NPC470256
0.7791 Intermediate Similarity NPC319795
0.7791 Intermediate Similarity NPC215364
0.7791 Intermediate Similarity NPC38468
0.7791 Intermediate Similarity NPC235792
0.7791 Intermediate Similarity NPC470755
0.7791 Intermediate Similarity NPC50362
0.7791 Intermediate Similarity NPC165162
0.7778 Intermediate Similarity NPC472967
0.7778 Intermediate Similarity NPC469692
0.7778 Intermediate Similarity NPC469645
0.7778 Intermediate Similarity NPC475302
0.7778 Intermediate Similarity NPC266159
0.7766 Intermediate Similarity NPC133907
0.7766 Intermediate Similarity NPC46998
0.7766 Intermediate Similarity NPC185141
0.7766 Intermediate Similarity NPC110443
0.7766 Intermediate Similarity NPC128733
0.7753 Intermediate Similarity NPC469718
0.7753 Intermediate Similarity NPC152467
0.7753 Intermediate Similarity NPC312042
0.7753 Intermediate Similarity NPC329857
0.7753 Intermediate Similarity NPC77337
0.775 Intermediate Similarity NPC15499
0.775 Intermediate Similarity NPC117746
0.775 Intermediate Similarity NPC259599
0.775 Intermediate Similarity NPC469641
0.775 Intermediate Similarity NPC48641
0.775 Intermediate Similarity NPC469643
0.775 Intermediate Similarity NPC294434
0.775 Intermediate Similarity NPC320537
0.775 Intermediate Similarity NPC143979
0.7742 Intermediate Similarity NPC208233
0.7738 Intermediate Similarity NPC42470
0.7727 Intermediate Similarity NPC476805
0.7727 Intermediate Similarity NPC202672
0.7722 Intermediate Similarity NPC129665
0.7717 Intermediate Similarity NPC35498
0.7711 Intermediate Similarity NPC473981
0.7711 Intermediate Similarity NPC276647
0.7711 Intermediate Similarity NPC622
0.7711 Intermediate Similarity NPC471740
0.7711 Intermediate Similarity NPC473980
0.7708 Intermediate Similarity NPC203659
0.7708 Intermediate Similarity NPC100487
0.7701 Intermediate Similarity NPC469483
0.7701 Intermediate Similarity NPC236692
0.7701 Intermediate Similarity NPC305475
0.7701 Intermediate Similarity NPC309757
0.7701 Intermediate Similarity NPC475461
0.7701 Intermediate Similarity NPC150755
0.7692 Intermediate Similarity NPC296522
0.7692 Intermediate Similarity NPC473316
0.7692 Intermediate Similarity NPC144511
0.7692 Intermediate Similarity NPC471147
0.7692 Intermediate Similarity NPC148463
0.7692 Intermediate Similarity NPC473330
0.7692 Intermediate Similarity NPC121825
0.7684 Intermediate Similarity NPC225353
0.7683 Intermediate Similarity NPC103987

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC223904 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
0.8409 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD1695 Approved
0.7442 Intermediate Similarity NPD5209 Approved
0.7386 Intermediate Similarity NPD1694 Approved
0.7363 Intermediate Similarity NPD5785 Approved
0.7191 Intermediate Similarity NPD5363 Approved
0.7111 Intermediate Similarity NPD5786 Approved
0.7045 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.6932 Remote Similarity NPD5369 Approved
0.6854 Remote Similarity NPD4269 Approved
0.6854 Remote Similarity NPD4270 Approved
0.6778 Remote Similarity NPD7154 Phase 3
0.6778 Remote Similarity NPD5362 Discontinued
0.6771 Remote Similarity NPD5282 Discontinued
0.675 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6435 Approved
0.6667 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD6371 Approved
0.6632 Remote Similarity NPD6698 Approved
0.6632 Remote Similarity NPD46 Approved
0.6629 Remote Similarity NPD4252 Approved
0.6562 Remote Similarity NPD7983 Approved
0.6526 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6526 Remote Similarity NPD6101 Approved
0.6495 Remote Similarity NPD5778 Approved
0.6495 Remote Similarity NPD5779 Approved
0.6452 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6444 Remote Similarity NPD5368 Approved
0.6442 Remote Similarity NPD6008 Approved
0.6437 Remote Similarity NPD8039 Approved
0.6421 Remote Similarity NPD6903 Approved
0.6392 Remote Similarity NPD6411 Approved
0.6383 Remote Similarity NPD7146 Approved
0.6383 Remote Similarity NPD7521 Approved
0.6383 Remote Similarity NPD6684 Approved
0.6383 Remote Similarity NPD6409 Approved
0.6383 Remote Similarity NPD7334 Approved
0.6383 Remote Similarity NPD5330 Approved
0.6304 Remote Similarity NPD4800 Clinical (unspecified phase)
0.63 Remote Similarity NPD7839 Suspended
0.6265 Remote Similarity NPD7331 Phase 2
0.625 Remote Similarity NPD5737 Approved
0.625 Remote Similarity NPD6672 Approved
0.625 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6224 Remote Similarity NPD5693 Phase 1
0.6222 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6211 Remote Similarity NPD6422 Discontinued
0.62 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5370 Suspended
0.6162 Remote Similarity NPD6399 Phase 3
0.6161 Remote Similarity NPD7115 Discovery
0.6146 Remote Similarity NPD3573 Approved
0.6145 Remote Similarity NPD7341 Phase 2
0.6122 Remote Similarity NPD7838 Discovery
0.6122 Remote Similarity NPD5207 Approved
0.6111 Remote Similarity NPD4756 Discovery
0.61 Remote Similarity NPD7901 Clinical (unspecified phase)
0.61 Remote Similarity NPD7900 Approved
0.6091 Remote Similarity NPD6053 Discontinued
0.6087 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6064 Remote Similarity NPD5331 Approved
0.6064 Remote Similarity NPD5332 Approved
0.6061 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6042 Remote Similarity NPD4249 Approved
0.6022 Remote Similarity NPD4790 Discontinued
0.6019 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5979 Remote Similarity NPD4251 Approved
0.5979 Remote Similarity NPD4250 Approved
0.5941 Remote Similarity NPD7748 Approved
0.5941 Remote Similarity NPD6001 Approved
0.5926 Remote Similarity NPD5697 Approved
0.5922 Remote Similarity NPD7902 Approved
0.5914 Remote Similarity NPD4821 Approved
0.5914 Remote Similarity NPD4820 Approved
0.5914 Remote Similarity NPD4822 Approved
0.5914 Remote Similarity NPD4819 Approved
0.5897 Remote Similarity NPD9298 Approved
0.5882 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5695 Phase 3
0.5872 Remote Similarity NPD6686 Approved
0.5872 Remote Similarity NPD6011 Approved
0.5872 Remote Similarity NPD7320 Approved
0.5872 Remote Similarity NPD6899 Approved
0.5872 Remote Similarity NPD6881 Approved
0.587 Remote Similarity NPD4271 Approved
0.587 Remote Similarity NPD4268 Approved
0.5865 Remote Similarity NPD5696 Approved
0.5865 Remote Similarity NPD7638 Approved
0.5859 Remote Similarity NPD6080 Approved
0.5859 Remote Similarity NPD6673 Approved
0.5859 Remote Similarity NPD6904 Approved
0.5856 Remote Similarity NPD6649 Approved
0.5856 Remote Similarity NPD6650 Approved
0.5856 Remote Similarity NPD2181 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6675 Approved
0.5833 Remote Similarity NPD5739 Approved
0.5833 Remote Similarity NPD6402 Approved
0.5833 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7128 Approved
0.5818 Remote Similarity NPD6013 Approved
0.5818 Remote Similarity NPD6014 Approved
0.5818 Remote Similarity NPD6373 Approved
0.5818 Remote Similarity NPD6012 Approved
0.5818 Remote Similarity NPD6372 Approved
0.5812 Remote Similarity NPD8515 Approved
0.5812 Remote Similarity NPD8513 Phase 3
0.5812 Remote Similarity NPD8516 Approved
0.5812 Remote Similarity NPD8517 Approved
0.581 Remote Similarity NPD7640 Approved
0.581 Remote Similarity NPD7639 Approved
0.58 Remote Similarity NPD5692 Phase 3
0.578 Remote Similarity NPD5701 Approved
0.5769 Remote Similarity NPD6083 Phase 2
0.5769 Remote Similarity NPD6084 Phase 2
0.5766 Remote Similarity NPD7102 Approved
0.5766 Remote Similarity NPD6883 Approved
0.5766 Remote Similarity NPD2067 Discontinued
0.5766 Remote Similarity NPD7290 Approved
0.5765 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5758 Remote Similarity NPD5208 Approved
0.5747 Remote Similarity NPD229 Approved
0.5745 Remote Similarity NPD4695 Discontinued
0.5743 Remote Similarity NPD7637 Suspended
0.5743 Remote Similarity NPD6079 Approved
0.5743 Remote Similarity NPD6050 Approved
0.5743 Remote Similarity NPD7515 Phase 2
0.5743 Remote Similarity NPD5694 Approved
0.5714 Remote Similarity NPD6869 Approved
0.5714 Remote Similarity NPD6847 Approved
0.5714 Remote Similarity NPD3618 Phase 1
0.5714 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7642 Approved
0.5714 Remote Similarity NPD8130 Phase 1
0.5714 Remote Similarity NPD6617 Approved
0.5714 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8413 Clinical (unspecified phase)
0.57 Remote Similarity NPD5328 Approved
0.5698 Remote Similarity NPD3704 Approved
0.5678 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5673 Remote Similarity NPD4697 Phase 3
0.5673 Remote Similarity NPD5221 Approved
0.5673 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5673 Remote Similarity NPD5222 Approved
0.567 Remote Similarity NPD3668 Phase 3
0.567 Remote Similarity NPD3133 Approved
0.567 Remote Similarity NPD3665 Phase 1
0.567 Remote Similarity NPD3666 Approved
0.5667 Remote Similarity NPD7492 Approved
0.5664 Remote Similarity NPD8297 Approved
0.5664 Remote Similarity NPD6882 Approved
0.5648 Remote Similarity NPD6647 Phase 2
0.5648 Remote Similarity NPD6052 Approved
0.5636 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5625 Remote Similarity NPD3667 Approved
0.562 Remote Similarity NPD6616 Approved
0.5619 Remote Similarity NPD5173 Approved
0.5612 Remote Similarity NPD1696 Phase 3
0.56 Remote Similarity NPD6845 Suspended

Structure

External Identifiers

PubChem CID   57392887
ChEMBL   CHEMBL1912053
ZINC  

Physicochemical Properties

Molecular Weight:  262.12
ALogP:  0.7184
MLogP:  2.67
XLogP:  0.146
# Rotatable Bonds:  6
Polar Surface Area:  60.44
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  19

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs