Natural Product: NPC288699

Natural Product ID:  NPC288699
Common Name:   ((2'r,3A'r,4'r,5'r)-3A',4'-Dimethyl-4-Methylene-2-Oxodecahydro-2H-Spiro[Furan-3,2'-Indene]-5'-Yl)2-Methylbut-2-Enoate
IUPAC Name:   [(2R,3aS,4R,5R,7aR)-3a,4-dimethyl-4'-methylidene-2'-oxospiro[3,4,5,6,7,7a-hexahydro-1H-indene-2,3'-oxolane]-5-yl] (Z)-2-methylbut-2-enoate
Synonyms:  
Molecular Formula:   C20H28O4
Standard InCHIKey:  FJDDYDAPZXSWAP-ZWQIZNORSA-N
Standard InCHI:  InChI=1S/C20H28O4/c1-6-12(2)17(21)24-16-8-7-15-9-20(11-19(15,5)14(16)4)13(3)10-23-18(20)22/h6,14-16H,3,7-11H2,1-2,4-5H3/b12-6-/t14-,15+,16+,19+,20+/m0/s1
Canonical SMILES:  C/C=C(C(=O)O[C@@H]1CC[C@H]2[C@]([C@H]1C)(C)C[C@@]1(C2)C(=O)OCC1=C)/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
NPO1183 Ligularia macrophylla Species Asteraceae Eukaryota PMID[18044832]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT489 Organism Coptotermes formosanus Coptotermes formosanus Activity = 40 ug 26988802

  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 NPC288699 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
0.8913 High Similarity NPC252295
0.8901 High Similarity NPC307164
0.8817 High Similarity NPC470906
0.8721 High Similarity NPC470011
0.8617 High Similarity NPC476303
0.8588 High Similarity NPC38642
0.8542 High Similarity NPC476237
0.8542 High Similarity NPC176883
0.8539 High Similarity NPC226863
0.8506 High Similarity NPC219011
0.8488 Intermediate Similarity NPC226988
0.8478 Intermediate Similarity NPC477129
0.8478 Intermediate Similarity NPC477130
0.8444 Intermediate Similarity NPC73995
0.8427 Intermediate Similarity NPC175293
0.8391 Intermediate Similarity NPC194637
0.8387 Intermediate Similarity NPC183012
0.837 Intermediate Similarity NPC475657
0.8352 Intermediate Similarity NPC152467
0.8333 Intermediate Similarity NPC215831
0.8333 Intermediate Similarity NPC477128
0.8316 Intermediate Similarity NPC473155
0.8298 Intermediate Similarity NPC118159
0.8295 Intermediate Similarity NPC475100
0.828 Intermediate Similarity NPC470697
0.8276 Intermediate Similarity NPC178676
0.8265 Intermediate Similarity NPC189616
0.8261 Intermediate Similarity NPC72845
0.8229 Intermediate Similarity NPC47024
0.8229 Intermediate Similarity NPC473219
0.8229 Intermediate Similarity NPC470761
0.8229 Intermediate Similarity NPC201406
0.8222 Intermediate Similarity NPC470012
0.8211 Intermediate Similarity NPC474343
0.8211 Intermediate Similarity NPC110937
0.8191 Intermediate Similarity NPC33473
0.8182 Intermediate Similarity NPC22611
0.8172 Intermediate Similarity NPC139692
0.8163 Intermediate Similarity NPC112009
0.8163 Intermediate Similarity NPC180204
0.8152 Intermediate Similarity NPC469595
0.8152 Intermediate Similarity NPC475776
0.8152 Intermediate Similarity NPC220454
0.8152 Intermediate Similarity NPC212679
0.8111 Intermediate Similarity NPC477920
0.8111 Intermediate Similarity NPC64153
0.809 Intermediate Similarity NPC159635
0.809 Intermediate Similarity NPC100391
0.809 Intermediate Similarity NPC96055
0.8085 Intermediate Similarity NPC57117
0.8085 Intermediate Similarity NPC471446
0.8085 Intermediate Similarity NPC473434
0.8085 Intermediate Similarity NPC474841
0.8068 Intermediate Similarity NPC200513
0.8065 Intermediate Similarity NPC472953
0.8065 Intermediate Similarity NPC49420
0.8065 Intermediate Similarity NPC233345
0.8065 Intermediate Similarity NPC186363
0.8043 Intermediate Similarity NPC50488
0.8043 Intermediate Similarity NPC474396
0.8022 Intermediate Similarity NPC181103
0.8022 Intermediate Similarity NPC305029
0.8021 Intermediate Similarity NPC253826
0.8021 Intermediate Similarity NPC2049
0.8021 Intermediate Similarity NPC292133
0.8 Intermediate Similarity NPC470978
0.8 Intermediate Similarity NPC470974
0.8 Intermediate Similarity NPC110405
0.8 Intermediate Similarity NPC177932
0.8 Intermediate Similarity NPC189311
0.8 Intermediate Similarity NPC280877
0.798 Intermediate Similarity NPC254202
0.798 Intermediate Similarity NPC36688
0.7979 Intermediate Similarity NPC475700
0.7979 Intermediate Similarity NPC229976
0.7979 Intermediate Similarity NPC474185
0.7978 Intermediate Similarity NPC193198
0.7978 Intermediate Similarity NPC222358
0.7978 Intermediate Similarity NPC54468
0.7959 Intermediate Similarity NPC168319
0.7959 Intermediate Similarity NPC194028
0.7957 Intermediate Similarity NPC474842
0.7957 Intermediate Similarity NPC475965
0.7957 Intermediate Similarity NPC161638
0.7955 Intermediate Similarity NPC475665
0.7938 Intermediate Similarity NPC98868
0.7938 Intermediate Similarity NPC471932
0.7938 Intermediate Similarity NPC57079
0.7938 Intermediate Similarity NPC176845
0.7938 Intermediate Similarity NPC108368
0.7931 Intermediate Similarity NPC182550
0.7917 Intermediate Similarity NPC134072
0.7917 Intermediate Similarity NPC284518
0.7917 Intermediate Similarity NPC234993
0.7917 Intermediate Similarity NPC242848
0.7912 Intermediate Similarity NPC185638
0.7912 Intermediate Similarity NPC107787
0.7912 Intermediate Similarity NPC9231
0.7912 Intermediate Similarity NPC85698
0.7907 Intermediate Similarity NPC187568
0.7907 Intermediate Similarity NPC41780
0.79 Intermediate Similarity NPC477127
0.7895 Intermediate Similarity NPC476596
0.7895 Intermediate Similarity NPC38830
0.7895 Intermediate Similarity NPC471720
0.7889 Intermediate Similarity NPC30486
0.7889 Intermediate Similarity NPC149869
0.7889 Intermediate Similarity NPC139566
0.7879 Intermediate Similarity NPC58329
0.7879 Intermediate Similarity NPC114540
0.7879 Intermediate Similarity NPC475750
0.7879 Intermediate Similarity NPC155332
0.7879 Intermediate Similarity NPC32577
0.7872 Intermediate Similarity NPC190442
0.7872 Intermediate Similarity NPC65513
0.7872 Intermediate Similarity NPC473944
0.7865 Intermediate Similarity NPC186276
0.7857 Intermediate Similarity NPC476274
0.7857 Intermediate Similarity NPC476299
0.7857 Intermediate Similarity NPC474012
0.7849 Intermediate Similarity NPC177141
0.7849 Intermediate Similarity NPC474679
0.7849 Intermediate Similarity NPC168131
0.7849 Intermediate Similarity NPC116620
0.7841 Intermediate Similarity NPC73052
0.7841 Intermediate Similarity NPC290508
0.7841 Intermediate Similarity NPC6823
0.7841 Intermediate Similarity NPC293418
0.7841 Intermediate Similarity NPC170038
0.7841 Intermediate Similarity NPC276356
0.7841 Intermediate Similarity NPC195424
0.7835 Intermediate Similarity NPC38530
0.7835 Intermediate Similarity NPC84335
0.7835 Intermediate Similarity NPC73911
0.7835 Intermediate Similarity NPC226986
0.7826 Intermediate Similarity NPC167877
0.7816 Intermediate Similarity NPC184737
0.7816 Intermediate Similarity NPC35574
0.7812 Intermediate Similarity NPC157686
0.7812 Intermediate Similarity NPC259042
0.7802 Intermediate Similarity NPC78089
0.7802 Intermediate Similarity NPC65661
0.7791 Intermediate Similarity NPC92489
0.7791 Intermediate Similarity NPC123360
0.7789 Intermediate Similarity NPC476598
0.7789 Intermediate Similarity NPC472871
0.7789 Intermediate Similarity NPC470224
0.7789 Intermediate Similarity NPC476597
0.7778 Intermediate Similarity NPC224720
0.7778 Intermediate Similarity NPC476223
0.7778 Intermediate Similarity NPC476240
0.7778 Intermediate Similarity NPC81530
0.7778 Intermediate Similarity NPC303559
0.7778 Intermediate Similarity NPC310981
0.7766 Intermediate Similarity NPC8062
0.7766 Intermediate Similarity NPC471818
0.7766 Intermediate Similarity NPC158488
0.7766 Intermediate Similarity NPC302280
0.7766 Intermediate Similarity NPC469372
0.7765 Intermediate Similarity NPC320537
0.7765 Intermediate Similarity NPC476355
0.7765 Intermediate Similarity NPC143979
0.7757 Intermediate Similarity NPC473656
0.7755 Intermediate Similarity NPC216478
0.7755 Intermediate Similarity NPC222011
0.7755 Intermediate Similarity NPC159763
0.7755 Intermediate Similarity NPC124512
0.7755 Intermediate Similarity NPC278386
0.7755 Intermediate Similarity NPC473154
0.7745 Intermediate Similarity NPC131665
0.7745 Intermediate Similarity NPC255387
0.7742 Intermediate Similarity NPC277771
0.7742 Intermediate Similarity NPC477302
0.7732 Intermediate Similarity NPC18019
0.7732 Intermediate Similarity NPC112654
0.7732 Intermediate Similarity NPC24956
0.7732 Intermediate Similarity NPC473964
0.7727 Intermediate Similarity NPC118987
0.7723 Intermediate Similarity NPC294259
0.7717 Intermediate Similarity NPC470050
0.7717 Intermediate Similarity NPC238593
0.7717 Intermediate Similarity NPC220478
0.7717 Intermediate Similarity NPC470051
0.7717 Intermediate Similarity NPC329692
0.7717 Intermediate Similarity NPC471042
0.7714 Intermediate Similarity NPC69291
0.7708 Intermediate Similarity NPC224410
0.7708 Intermediate Similarity NPC84893
0.7708 Intermediate Similarity NPC469596
0.7708 Intermediate Similarity NPC225474
0.7708 Intermediate Similarity NPC24861
0.7708 Intermediate Similarity NPC100257
0.7708 Intermediate Similarity NPC148000
0.7701 Intermediate Similarity NPC53581
0.7701 Intermediate Similarity NPC103987
0.7701 Intermediate Similarity NPC470240
0.7701 Intermediate Similarity NPC476794
0.77 Intermediate Similarity NPC136289
0.77 Intermediate Similarity NPC476081
0.77 Intermediate Similarity NPC31058

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC288699 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
0.8068 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD1694 Approved
0.7755 Intermediate Similarity NPD4225 Approved
0.7647 Intermediate Similarity NPD6008 Approved
0.7629 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD7638 Approved
0.75 Intermediate Similarity NPD7640 Approved
0.75 Intermediate Similarity NPD7639 Approved
0.7431 Intermediate Similarity NPD7115 Discovery
0.7423 Intermediate Similarity NPD6399 Phase 3
0.7368 Intermediate Similarity NPD6903 Approved
0.7368 Intermediate Similarity NPD6672 Approved
0.7368 Intermediate Similarity NPD5737 Approved
0.7347 Intermediate Similarity NPD6001 Approved
0.734 Intermediate Similarity NPD6409 Approved
0.734 Intermediate Similarity NPD6684 Approved
0.734 Intermediate Similarity NPD7521 Approved
0.734 Intermediate Similarity NPD5330 Approved
0.734 Intermediate Similarity NPD7334 Approved
0.734 Intermediate Similarity NPD7146 Approved
0.732 Intermediate Similarity NPD8035 Phase 2
0.732 Intermediate Similarity NPD5693 Phase 1
0.732 Intermediate Similarity NPD8034 Phase 2
0.7216 Intermediate Similarity NPD5207 Approved
0.7216 Intermediate Similarity NPD5785 Approved
0.7188 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD7900 Approved
0.7158 Intermediate Similarity NPD3618 Phase 1
0.7113 Intermediate Similarity NPD1695 Approved
0.71 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD5697 Approved
0.7053 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6011 Approved
0.7009 Intermediate Similarity NPD7320 Approved
0.7009 Intermediate Similarity NPD6881 Approved
0.7009 Intermediate Similarity NPD6899 Approved
0.7 Intermediate Similarity NPD7748 Approved
0.6981 Remote Similarity NPD5739 Approved
0.6981 Remote Similarity NPD7128 Approved
0.6981 Remote Similarity NPD6675 Approved
0.6981 Remote Similarity NPD6402 Approved
0.6972 Remote Similarity NPD6649 Approved
0.6972 Remote Similarity NPD6650 Approved
0.697 Remote Similarity NPD6079 Approved
0.6961 Remote Similarity NPD7902 Approved
0.6944 Remote Similarity NPD6373 Approved
0.6944 Remote Similarity NPD6372 Approved
0.6944 Remote Similarity NPD6012 Approved
0.6944 Remote Similarity NPD6013 Approved
0.6944 Remote Similarity NPD6014 Approved
0.6939 Remote Similarity NPD6673 Approved
0.6939 Remote Similarity NPD6904 Approved
0.6939 Remote Similarity NPD5328 Approved
0.6939 Remote Similarity NPD6080 Approved
0.6939 Remote Similarity NPD6051 Approved
0.6931 Remote Similarity NPD5695 Phase 3
0.6916 Remote Similarity NPD5701 Approved
0.6907 Remote Similarity NPD3573 Approved
0.6893 Remote Similarity NPD5696 Approved
0.6881 Remote Similarity NPD7102 Approved
0.6881 Remote Similarity NPD7290 Approved
0.6881 Remote Similarity NPD6883 Approved
0.6869 Remote Similarity NPD5692 Phase 3
0.6863 Remote Similarity NPD5221 Approved
0.6863 Remote Similarity NPD4697 Phase 3
0.6863 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6863 Remote Similarity NPD5222 Approved
0.6857 Remote Similarity NPD7632 Discontinued
0.6842 Remote Similarity NPD5362 Discontinued
0.6837 Remote Similarity NPD5208 Approved
0.6818 Remote Similarity NPD6869 Approved
0.6818 Remote Similarity NPD8130 Phase 1
0.6818 Remote Similarity NPD6847 Approved
0.6818 Remote Similarity NPD6617 Approved
0.68 Remote Similarity NPD5694 Approved
0.68 Remote Similarity NPD7515 Phase 2
0.68 Remote Similarity NPD6050 Approved
0.6796 Remote Similarity NPD6084 Phase 2
0.6796 Remote Similarity NPD6083 Phase 2
0.6796 Remote Similarity NPD5173 Approved
0.6771 Remote Similarity NPD4786 Approved
0.6771 Remote Similarity NPD3668 Phase 3
0.6759 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6757 Remote Similarity NPD6882 Approved
0.6757 Remote Similarity NPD8297 Approved
0.6737 Remote Similarity NPD5209 Approved
0.6737 Remote Similarity NPD3667 Approved
0.6733 Remote Similarity NPD4202 Approved
0.6724 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6703 Remote Similarity NPD8039 Approved
0.6701 Remote Similarity NPD5363 Approved
0.6701 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6698 Remote Similarity NPD5211 Phase 2
0.6697 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5286 Approved
0.6667 Remote Similarity NPD4696 Approved
0.6667 Remote Similarity NPD5285 Approved
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6639 Remote Similarity NPD7507 Approved
0.6636 Remote Similarity NPD6052 Approved
0.6635 Remote Similarity NPD4755 Approved
0.6634 Remote Similarity NPD5284 Approved
0.6634 Remote Similarity NPD5281 Approved
0.6633 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6633 Remote Similarity NPD6098 Approved
0.6633 Remote Similarity NPD5279 Phase 3
0.6607 Remote Similarity NPD6053 Discontinued
0.6606 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6604 Remote Similarity NPD5223 Approved
0.6598 Remote Similarity NPD3665 Phase 1
0.6598 Remote Similarity NPD3133 Approved
0.6598 Remote Similarity NPD3666 Approved
0.6579 Remote Similarity NPD6868 Approved
0.6579 Remote Similarity NPD6274 Approved
0.6577 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6574 Remote Similarity NPD5141 Approved
0.6549 Remote Similarity NPD4632 Approved
0.6542 Remote Similarity NPD5226 Approved
0.6542 Remote Similarity NPD5225 Approved
0.6542 Remote Similarity NPD5224 Approved
0.6542 Remote Similarity NPD4633 Approved
0.6531 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6317 Approved
0.6509 Remote Similarity NPD4700 Approved
0.6486 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6481 Remote Similarity NPD5175 Approved
0.6481 Remote Similarity NPD5174 Approved
0.6475 Remote Similarity NPD7319 Approved
0.6471 Remote Similarity NPD7637 Suspended
0.6466 Remote Similarity NPD6335 Approved
0.6466 Remote Similarity NPD6313 Approved
0.6466 Remote Similarity NPD6314 Approved
0.6452 Remote Similarity NPD6117 Approved
0.6442 Remote Similarity NPD4629 Approved
0.6442 Remote Similarity NPD5210 Approved
0.6442 Remote Similarity NPD5654 Approved
0.6436 Remote Similarity NPD4753 Phase 2
0.6429 Remote Similarity NPD6371 Approved
0.6417 Remote Similarity NPD7492 Approved
0.641 Remote Similarity NPD7100 Approved
0.641 Remote Similarity NPD7101 Approved
0.6392 Remote Similarity NPD4223 Phase 3
0.6392 Remote Similarity NPD4221 Approved
0.6392 Remote Similarity NPD4269 Approved
0.6392 Remote Similarity NPD4270 Approved
0.6383 Remote Similarity NPD6116 Phase 1
0.6379 Remote Similarity NPD6009 Approved
0.6373 Remote Similarity NPD46 Approved
0.6373 Remote Similarity NPD6698 Approved
0.6364 Remote Similarity NPD6616 Approved
0.6356 Remote Similarity NPD6319 Approved
0.6356 Remote Similarity NPD6054 Approved
0.6355 Remote Similarity NPD6648 Approved
0.6354 Remote Similarity NPD4695 Discontinued
0.6346 Remote Similarity NPD5282 Discontinued
0.633 Remote Similarity NPD4754 Approved
0.6327 Remote Similarity NPD7154 Phase 3
0.6327 Remote Similarity NPD5332 Approved
0.6327 Remote Similarity NPD4788 Approved
0.6327 Remote Similarity NPD5331 Approved
0.6325 Remote Similarity NPD7327 Approved
0.6325 Remote Similarity NPD7328 Approved
0.6321 Remote Similarity NPD5959 Approved
0.6316 Remote Similarity NPD6115 Approved
0.6316 Remote Similarity NPD6118 Approved
0.6316 Remote Similarity NPD6114 Approved
0.6316 Remote Similarity NPD6697 Approved
0.6311 Remote Similarity NPD6411 Approved
0.6311 Remote Similarity NPD7078 Approved
0.6306 Remote Similarity NPD6614 Approved
0.6303 Remote Similarity NPD6015 Approved
0.6303 Remote Similarity NPD5983 Phase 2
0.6303 Remote Similarity NPD6016 Approved
0.6303 Remote Similarity NPD8033 Approved
0.63 Remote Similarity NPD5690 Phase 2
0.63 Remote Similarity NPD5786 Approved
0.6296 Remote Similarity NPD5344 Discontinued
0.6289 Remote Similarity NPD5369 Approved
0.6289 Remote Similarity NPD4790 Discontinued
0.6271 Remote Similarity NPD7516 Approved
0.6264 Remote Similarity NPD4747 Approved
0.6264 Remote Similarity NPD4691 Approved
0.6263 Remote Similarity NPD4197 Approved
0.626 Remote Similarity NPD7736 Approved
0.625 Remote Similarity NPD2685 Clinical (unspecified phase)
0.625 Remote Similarity NPD5128 Approved
0.625 Remote Similarity NPD5779 Approved
0.625 Remote Similarity NPD4730 Approved
0.625 Remote Similarity NPD5988 Approved
0.625 Remote Similarity NPD6370 Approved
0.625 Remote Similarity NPD4729 Approved
0.625 Remote Similarity NPD5168 Approved
0.625 Remote Similarity NPD5778 Approved
0.6237 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6218 Remote Similarity NPD8377 Approved
0.6218 Remote Similarity NPD8294 Approved
0.6218 Remote Similarity NPD6059 Approved
0.6216 Remote Similarity NPD4767 Approved

Structure

External Identifiers

PubChem CID   76326384
ChEMBL   CHEMBL2252626
ZINC  

Physicochemical Properties

Molecular Weight:  332.20
ALogP:  2.1193
MLogP:  3.22
XLogP:  4.079
# Rotatable Bonds:  7
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  24

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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