Natural Product: NPC104806

Natural Product ID:  NPC104806
Common Name:   Toonaciliatin M
IUPAC Name:   (1S,4aS,4bR,7S,8aR,10aR)-7-ethenyl-8a-hydroxy-1,4a,7-trimethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthrene-1-carboxylic acid
Synonyms:   Toonaciliatin M
Molecular Formula:   C20H32O3
Standard InCHIKey:  PJBQQIKTIGUTST-PDURBABISA-N
Standard InCHI:  InChI=1S/C20H32O3/c1-5-17(2)11-7-15-18(3)9-6-10-19(4,16(21)22)14(18)8-12-20(15,23)13-17/h5,14-15,23H,1,6-13H2,2-4H3,(H,21,22)/t14-,15-,17+,18+,19+,20-/m1/s1
Canonical SMILES:  C=C[C@@]1(C)CC[C@H]2[C@@](C1)(O)CC[C@@H]1[C@]2(C)CCC[C@]1(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
NPO6741 Metasequoia glyptostroboides Species Cupressaceae Eukaryota Stems PMID[21226514]
NPO6741 Metasequoia glyptostroboides Species Cupressaceae Eukaryota Leaves PMID[21226514]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT329 Organism Trichophyton rubrum Trichophyton rubrum MIC = 12.5 ug/ml 19275174

  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 NPC104806 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
0.9437 High Similarity NPC162164
0.9167 High Similarity NPC38426
0.9079 High Similarity NPC20096
0.9079 High Similarity NPC48673
0.8904 High Similarity NPC255168
0.88 High Similarity NPC472746
0.8649 High Similarity NPC18819
0.8649 High Similarity NPC46610
0.8625 High Similarity NPC224345
0.8571 High Similarity NPC19311
0.8571 High Similarity NPC230047
0.8571 High Similarity NPC231431
0.8553 High Similarity NPC66105
0.8533 High Similarity NPC201027
0.8514 High Similarity NPC177826
0.8514 High Similarity NPC36310
0.8462 Intermediate Similarity NPC37038
0.8354 Intermediate Similarity NPC473217
0.8354 Intermediate Similarity NPC142244
0.8333 Intermediate Similarity NPC41542
0.8312 Intermediate Similarity NPC471899
0.8312 Intermediate Similarity NPC471897
0.8312 Intermediate Similarity NPC107039
0.8293 Intermediate Similarity NPC72638
0.8293 Intermediate Similarity NPC73038
0.8289 Intermediate Similarity NPC192540
0.8289 Intermediate Similarity NPC39362
0.8289 Intermediate Similarity NPC279666
0.8267 Intermediate Similarity NPC244708
0.8267 Intermediate Similarity NPC330659
0.8267 Intermediate Similarity NPC161187
0.8228 Intermediate Similarity NPC469637
0.8219 Intermediate Similarity NPC2648
0.8219 Intermediate Similarity NPC290445
0.8219 Intermediate Similarity NPC36616
0.8205 Intermediate Similarity NPC280654
0.8205 Intermediate Similarity NPC179028
0.8205 Intermediate Similarity NPC110094
0.8205 Intermediate Similarity NPC260385
0.8193 Intermediate Similarity NPC102683
0.8193 Intermediate Similarity NPC88716
0.8193 Intermediate Similarity NPC18064
0.8193 Intermediate Similarity NPC51700
0.8193 Intermediate Similarity NPC98442
0.8193 Intermediate Similarity NPC242468
0.8193 Intermediate Similarity NPC130577
0.8193 Intermediate Similarity NPC68160
0.8193 Intermediate Similarity NPC293564
0.8193 Intermediate Similarity NPC307426
0.8193 Intermediate Similarity NPC142415
0.8193 Intermediate Similarity NPC171203
0.8182 Intermediate Similarity NPC198473
0.8182 Intermediate Similarity NPC89294
0.8182 Intermediate Similarity NPC246445
0.8182 Intermediate Similarity NPC69143
0.8171 Intermediate Similarity NPC264317
0.8171 Intermediate Similarity NPC294438
0.8158 Intermediate Similarity NPC103958
0.8158 Intermediate Similarity NPC251970
0.8158 Intermediate Similarity NPC183503
0.8158 Intermediate Similarity NPC161923
0.8158 Intermediate Similarity NPC283908
0.8158 Intermediate Similarity NPC241854
0.8158 Intermediate Similarity NPC476046
0.8148 Intermediate Similarity NPC471037
0.8125 Intermediate Similarity NPC471898
0.8125 Intermediate Similarity NPC263272
0.8125 Intermediate Similarity NPC267691
0.8125 Intermediate Similarity NPC274050
0.8125 Intermediate Similarity NPC162632
0.8108 Intermediate Similarity NPC210323
0.8108 Intermediate Similarity NPC196197
0.8101 Intermediate Similarity NPC192744
0.8101 Intermediate Similarity NPC199595
0.8101 Intermediate Similarity NPC16394
0.8101 Intermediate Similarity NPC263951
0.8095 Intermediate Similarity NPC246708
0.8095 Intermediate Similarity NPC470629
0.8095 Intermediate Similarity NPC17733
0.8095 Intermediate Similarity NPC182797
0.8095 Intermediate Similarity NPC52169
0.8095 Intermediate Similarity NPC473242
0.8095 Intermediate Similarity NPC474512
0.8095 Intermediate Similarity NPC181225
0.8095 Intermediate Similarity NPC290690
0.8095 Intermediate Similarity NPC40552
0.8077 Intermediate Similarity NPC474433
0.8077 Intermediate Similarity NPC68828
0.8077 Intermediate Similarity NPC212661
0.8077 Intermediate Similarity NPC471035
0.8072 Intermediate Similarity NPC2783
0.8072 Intermediate Similarity NPC12774
0.8072 Intermediate Similarity NPC325594
0.8072 Intermediate Similarity NPC187545
0.8052 Intermediate Similarity NPC476844
0.8049 Intermediate Similarity NPC156981
0.8049 Intermediate Similarity NPC171789
0.8046 Intermediate Similarity NPC60692
0.8025 Intermediate Similarity NPC69101
0.8025 Intermediate Similarity NPC251779
0.8025 Intermediate Similarity NPC73882
0.8023 Intermediate Similarity NPC301244
0.8 Intermediate Similarity NPC225585
0.8 Intermediate Similarity NPC274330
0.8 Intermediate Similarity NPC290972
0.8 Intermediate Similarity NPC263393
0.8 Intermediate Similarity NPC143232
0.8 Intermediate Similarity NPC127689
0.8 Intermediate Similarity NPC477057
0.8 Intermediate Similarity NPC25906
0.8 Intermediate Similarity NPC64872
0.8 Intermediate Similarity NPC474972
0.8 Intermediate Similarity NPC91369
0.8 Intermediate Similarity NPC293048
0.8 Intermediate Similarity NPC61543
0.8 Intermediate Similarity NPC163020
0.8 Intermediate Similarity NPC121798
0.8 Intermediate Similarity NPC59263
0.8 Intermediate Similarity NPC234346
0.8 Intermediate Similarity NPC198664
0.8 Intermediate Similarity NPC104545
0.8 Intermediate Similarity NPC470588
0.8 Intermediate Similarity NPC30522
0.8 Intermediate Similarity NPC270768
0.8 Intermediate Similarity NPC161751
0.8 Intermediate Similarity NPC130520
0.8 Intermediate Similarity NPC95246
0.8 Intermediate Similarity NPC476809
0.7976 Intermediate Similarity NPC71507
0.7976 Intermediate Similarity NPC269360
0.7976 Intermediate Similarity NPC33768
0.7976 Intermediate Similarity NPC476932
0.7976 Intermediate Similarity NPC474684
0.7976 Intermediate Similarity NPC264005
0.7976 Intermediate Similarity NPC142361
0.7975 Intermediate Similarity NPC321690
0.7975 Intermediate Similarity NPC321514
0.7975 Intermediate Similarity NPC476810
0.7955 Intermediate Similarity NPC83693
0.7955 Intermediate Similarity NPC290481
0.7952 Intermediate Similarity NPC474537
0.7949 Intermediate Similarity NPC20466
0.7945 Intermediate Similarity NPC103734
0.7931 Intermediate Similarity NPC158059
0.7931 Intermediate Similarity NPC202728
0.7931 Intermediate Similarity NPC275809
0.7931 Intermediate Similarity NPC118519
0.7927 Intermediate Similarity NPC477852
0.7927 Intermediate Similarity NPC167103
0.7927 Intermediate Similarity NPC70834
0.7922 Intermediate Similarity NPC237591
0.7922 Intermediate Similarity NPC3753
0.7907 Intermediate Similarity NPC273621
0.7907 Intermediate Similarity NPC227467
0.7907 Intermediate Similarity NPC172361
0.7907 Intermediate Similarity NPC120840
0.7907 Intermediate Similarity NPC130278
0.7907 Intermediate Similarity NPC113989
0.7907 Intermediate Similarity NPC18872
0.7907 Intermediate Similarity NPC7260
0.7907 Intermediate Similarity NPC49320
0.7907 Intermediate Similarity NPC111110
0.7907 Intermediate Similarity NPC290614
0.7907 Intermediate Similarity NPC291028
0.7907 Intermediate Similarity NPC126369
0.7907 Intermediate Similarity NPC210037
0.7907 Intermediate Similarity NPC120968
0.7907 Intermediate Similarity NPC477872
0.7907 Intermediate Similarity NPC470589
0.7907 Intermediate Similarity NPC86372
0.7907 Intermediate Similarity NPC474728
0.7901 Intermediate Similarity NPC221647
0.7901 Intermediate Similarity NPC473420
0.7901 Intermediate Similarity NPC147066
0.7901 Intermediate Similarity NPC278459
0.7895 Intermediate Similarity NPC72343
0.7895 Intermediate Similarity NPC160817
0.7882 Intermediate Similarity NPC471900
0.7882 Intermediate Similarity NPC16377
0.7882 Intermediate Similarity NPC48107
0.7882 Intermediate Similarity NPC4309
0.7882 Intermediate Similarity NPC474719
0.7882 Intermediate Similarity NPC146937
0.7875 Intermediate Similarity NPC215843
0.7857 Intermediate Similarity NPC82979
0.7857 Intermediate Similarity NPC324063
0.7848 Intermediate Similarity NPC165711
0.7841 Intermediate Similarity NPC6818
0.7841 Intermediate Similarity NPC191412
0.7841 Intermediate Similarity NPC80365
0.7841 Intermediate Similarity NPC188102
0.7841 Intermediate Similarity NPC114159
0.7838 Intermediate Similarity NPC101307
0.7838 Intermediate Similarity NPC117607
0.7838 Intermediate Similarity NPC88454
0.7831 Intermediate Similarity NPC96095
0.7821 Intermediate Similarity NPC212733
0.7816 Intermediate Similarity NPC52021
0.7816 Intermediate Similarity NPC65120
0.7816 Intermediate Similarity NPC228784

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC104806 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
0.8171 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7816 Intermediate Similarity NPD7515 Phase 2
0.7733 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD5360 Phase 3
0.7722 Intermediate Similarity NPD6117 Approved
0.7703 Intermediate Similarity NPD4224 Phase 2
0.7692 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD7748 Approved
0.7625 Intermediate Similarity NPD6116 Phase 1
0.7614 Intermediate Similarity NPD8035 Phase 2
0.7614 Intermediate Similarity NPD8034 Phase 2
0.7558 Intermediate Similarity NPD3573 Approved
0.7531 Intermediate Similarity NPD6115 Approved
0.7531 Intermediate Similarity NPD6697 Approved
0.7531 Intermediate Similarity NPD6118 Approved
0.7531 Intermediate Similarity NPD6114 Approved
0.7436 Intermediate Similarity NPD6081 Approved
0.7391 Intermediate Similarity NPD7902 Approved
0.7386 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD4788 Approved
0.7241 Intermediate Similarity NPD3618 Phase 1
0.7241 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6079 Approved
0.7215 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD4758 Discontinued
0.7209 Intermediate Similarity NPD4786 Approved
0.7191 Intermediate Similarity NPD5328 Approved
0.7179 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD4223 Phase 3
0.7176 Intermediate Similarity NPD4221 Approved
0.7176 Intermediate Similarity NPD3667 Approved
0.7143 Intermediate Similarity NPD6399 Phase 3
0.7126 Intermediate Similarity NPD5329 Approved
0.7065 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD7900 Approved
0.7045 Intermediate Similarity NPD4623 Approved
0.7045 Intermediate Similarity NPD6098 Approved
0.7045 Intermediate Similarity NPD4519 Discontinued
0.7033 Intermediate Similarity NPD5284 Approved
0.7033 Intermediate Similarity NPD5281 Approved
0.7011 Intermediate Similarity NPD4197 Approved
0.6957 Remote Similarity NPD4202 Approved
0.6951 Remote Similarity NPD3703 Phase 2
0.6951 Remote Similarity NPD3702 Approved
0.6947 Remote Similarity NPD7638 Approved
0.6941 Remote Similarity NPD4695 Discontinued
0.6941 Remote Similarity NPD7525 Registered
0.6915 Remote Similarity NPD7614 Phase 1
0.6905 Remote Similarity NPD5364 Discontinued
0.6905 Remote Similarity NPD3617 Approved
0.69 Remote Similarity NPD5345 Clinical (unspecified phase)
0.69 Remote Similarity NPD6899 Approved
0.69 Remote Similarity NPD6881 Approved
0.6889 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4245 Approved
0.6875 Remote Similarity NPD4789 Approved
0.6875 Remote Similarity NPD7639 Approved
0.6875 Remote Similarity NPD4244 Approved
0.6875 Remote Similarity NPD7640 Approved
0.6869 Remote Similarity NPD7128 Approved
0.6869 Remote Similarity NPD5739 Approved
0.6869 Remote Similarity NPD6402 Approved
0.6869 Remote Similarity NPD6675 Approved
0.6854 Remote Similarity NPD7146 Approved
0.6854 Remote Similarity NPD6409 Approved
0.6854 Remote Similarity NPD7334 Approved
0.6854 Remote Similarity NPD5330 Approved
0.6854 Remote Similarity NPD4689 Approved
0.6854 Remote Similarity NPD5205 Approved
0.6854 Remote Similarity NPD4688 Approved
0.6854 Remote Similarity NPD4690 Approved
0.6854 Remote Similarity NPD4138 Approved
0.6854 Remote Similarity NPD5690 Phase 2
0.6854 Remote Similarity NPD4693 Phase 3
0.6854 Remote Similarity NPD7521 Approved
0.6854 Remote Similarity NPD6684 Approved
0.6842 Remote Similarity NPD6084 Phase 2
0.6842 Remote Similarity NPD6083 Phase 2
0.6824 Remote Similarity NPD7645 Phase 2
0.6818 Remote Similarity NPD3665 Phase 1
0.6818 Remote Similarity NPD3666 Approved
0.6818 Remote Similarity NPD3133 Approved
0.6813 Remote Similarity NPD6673 Approved
0.6813 Remote Similarity NPD6080 Approved
0.6813 Remote Similarity NPD6904 Approved
0.6809 Remote Similarity NPD6356 Clinical (unspecified phase)
0.68 Remote Similarity NPD5697 Approved
0.679 Remote Similarity NPD5777 Approved
0.6765 Remote Similarity NPD7290 Approved
0.6765 Remote Similarity NPD6883 Approved
0.6765 Remote Similarity NPD7102 Approved
0.675 Remote Similarity NPD3698 Phase 2
0.6737 Remote Similarity NPD5222 Approved
0.6737 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6737 Remote Similarity NPD5221 Approved
0.6733 Remote Similarity NPD6011 Approved
0.6733 Remote Similarity NPD7320 Approved
0.6703 Remote Similarity NPD5737 Approved
0.6703 Remote Similarity NPD6903 Approved
0.6703 Remote Similarity NPD5208 Approved
0.6703 Remote Similarity NPD6672 Approved
0.6702 Remote Similarity NPD6001 Approved
0.6701 Remote Similarity NPD5286 Approved
0.6701 Remote Similarity NPD4696 Approved
0.6701 Remote Similarity NPD5285 Approved
0.6699 Remote Similarity NPD6847 Approved
0.6699 Remote Similarity NPD6649 Approved
0.6699 Remote Similarity NPD6869 Approved
0.6699 Remote Similarity NPD6650 Approved
0.6699 Remote Similarity NPD6617 Approved
0.6699 Remote Similarity NPD8130 Phase 1
0.6667 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD6013 Approved
0.6667 Remote Similarity NPD6372 Approved
0.6667 Remote Similarity NPD4139 Approved
0.6667 Remote Similarity NPD4694 Approved
0.6667 Remote Similarity NPD6373 Approved
0.6667 Remote Similarity NPD4692 Approved
0.6667 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5173 Approved
0.6667 Remote Similarity NPD5280 Approved
0.6667 Remote Similarity NPD6014 Approved
0.6667 Remote Similarity NPD4755 Approved
0.6635 Remote Similarity NPD8297 Approved
0.6635 Remote Similarity NPD6882 Approved
0.6634 Remote Similarity NPD5701 Approved
0.6633 Remote Similarity NPD5223 Approved
0.6632 Remote Similarity NPD5695 Phase 3
0.663 Remote Similarity NPD4753 Phase 2
0.6629 Remote Similarity NPD3668 Phase 3
0.6628 Remote Similarity NPD4195 Approved
0.6627 Remote Similarity NPD4784 Approved
0.6627 Remote Similarity NPD4785 Approved
0.6598 Remote Similarity NPD5696 Approved
0.6585 Remote Similarity NPD4243 Approved
0.6566 Remote Similarity NPD5224 Approved
0.6566 Remote Similarity NPD5211 Phase 2
0.6566 Remote Similarity NPD5225 Approved
0.6566 Remote Similarity NPD4633 Approved
0.6566 Remote Similarity NPD5226 Approved
0.6562 Remote Similarity NPD4697 Phase 3
0.6559 Remote Similarity NPD5207 Approved
0.6538 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6531 Remote Similarity NPD4700 Approved
0.6512 Remote Similarity NPD3671 Phase 1
0.65 Remote Similarity NPD5174 Approved
0.65 Remote Similarity NPD5175 Approved
0.6489 Remote Similarity NPD5693 Phase 1
0.6489 Remote Similarity NPD6050 Approved
0.6489 Remote Similarity NPD5694 Approved
0.6458 Remote Similarity NPD4629 Approved
0.6458 Remote Similarity NPD5210 Approved
0.6452 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6101 Approved
0.6438 Remote Similarity NPD615 Clinical (unspecified phase)
0.6436 Remote Similarity NPD5141 Approved
0.6415 Remote Similarity NPD4632 Approved
0.6404 Remote Similarity NPD4752 Clinical (unspecified phase)
0.64 Remote Similarity NPD7632 Discontinued
0.6392 Remote Similarity NPD7732 Phase 3
0.6389 Remote Similarity NPD7115 Discovery
0.6383 Remote Similarity NPD5692 Phase 3
0.6374 Remote Similarity NPD1694 Approved
0.6353 Remote Similarity NPD6942 Approved
0.6353 Remote Similarity NPD7339 Approved
0.6341 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6341 Remote Similarity NPD4137 Phase 3
0.6337 Remote Similarity NPD4754 Approved
0.633 Remote Similarity NPD6335 Approved
0.6322 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6304 Remote Similarity NPD5279 Phase 3
0.6296 Remote Similarity NPD6868 Approved
0.6279 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6273 Remote Similarity NPD7100 Approved
0.6273 Remote Similarity NPD7101 Approved
0.6265 Remote Similarity NPD4691 Approved
0.6265 Remote Similarity NPD4747 Approved
0.6262 Remote Similarity NPD8133 Approved
0.625 Remote Similarity NPD7341 Phase 2
0.625 Remote Similarity NPD5133 Approved
0.625 Remote Similarity NPD4730 Approved
0.625 Remote Similarity NPD4729 Approved
0.6239 Remote Similarity NPD6009 Approved
0.6239 Remote Similarity NPD6317 Approved
0.6235 Remote Similarity NPD4058 Approved
0.622 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6216 Remote Similarity NPD3194 Approved
0.6216 Remote Similarity NPD4266 Approved
0.6216 Remote Similarity NPD3195 Phase 2
0.6216 Remote Similarity NPD3196 Approved
0.6214 Remote Similarity NPD6008 Approved
0.6214 Remote Similarity NPD4767 Approved
0.6214 Remote Similarity NPD4768 Approved
0.6211 Remote Similarity NPD4096 Approved
0.62 Remote Similarity NPD6404 Discontinued
0.619 Remote Similarity NPD4061 Clinical (unspecified phase)
0.619 Remote Similarity NPD8132 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   42639333
ChEMBL   CHEMBL557698
ZINC  

Physicochemical Properties

Molecular Weight:  320.24
ALogP:  1.3611
MLogP:  3.33
XLogP:  4.789
# Rotatable Bonds:  7
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  23

Download Data

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Structure MOL file  
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Biological Activities  
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