Natural Product: NPC72343

Natural Product ID:  NPC72343
Common Name:   15-Oxolabd-8(17)-En-19-Oic Acid
IUPAC Name:   (1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[(3S)-3-methyl-5-oxopentyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
Synonyms:  
Molecular Formula:   C20H32O3
Standard InCHIKey:  HYXULMWPHCMLGR-BEUFEYIVSA-N
Standard InCHI:  InChI=1S/C20H32O3/c1-14(10-13-21)6-8-16-15(2)7-9-17-19(16,3)11-5-12-20(17,4)18(22)23/h13-14,16-17H,2,5-12H2,1,3-4H3,(H,22,23)/t14-,16-,17+,19+,20-/m0/s1
Canonical SMILES:  O=CC[C@H](CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCC[C@]2(C)C(=O)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
NPO8300 Apis mellifera ligustica Species Apidae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Inhibition = 19.9 % 26965864

  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 NPC72343 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
0.9552 High Similarity NPC91369
0.9254 High Similarity NPC290445
0.9254 High Similarity NPC36616
0.8904 High Similarity NPC59436
0.8889 High Similarity NPC476601
0.8732 High Similarity NPC36310
0.8649 High Similarity NPC239098
0.8611 High Similarity NPC18819
0.8611 High Similarity NPC46610
0.8553 High Similarity NPC90055
0.8514 High Similarity NPC474433
0.8493 Intermediate Similarity NPC476844
0.8472 Intermediate Similarity NPC330659
0.8472 Intermediate Similarity NPC161187
0.8472 Intermediate Similarity NPC244708
0.8451 Intermediate Similarity NPC235586
0.84 Intermediate Similarity NPC269543
0.84 Intermediate Similarity NPC247783
0.8378 Intermediate Similarity NPC20466
0.8378 Intermediate Similarity NPC89294
0.8378 Intermediate Similarity NPC246445
0.8356 Intermediate Similarity NPC103958
0.8356 Intermediate Similarity NPC237591
0.8356 Intermediate Similarity NPC3753
0.8356 Intermediate Similarity NPC255168
0.8356 Intermediate Similarity NPC283908
0.8356 Intermediate Similarity NPC183503
0.8356 Intermediate Similarity NPC161923
0.8333 Intermediate Similarity NPC160817
0.8312 Intermediate Similarity NPC229584
0.8312 Intermediate Similarity NPC14203
0.8289 Intermediate Similarity NPC327674
0.8267 Intermediate Similarity NPC471897
0.8267 Intermediate Similarity NPC66105
0.8267 Intermediate Similarity NPC68828
0.8267 Intermediate Similarity NPC238227
0.8267 Intermediate Similarity NPC107039
0.8267 Intermediate Similarity NPC471899
0.8243 Intermediate Similarity NPC279666
0.8243 Intermediate Similarity NPC192540
0.8219 Intermediate Similarity NPC472813
0.8219 Intermediate Similarity NPC279241
0.8205 Intermediate Similarity NPC476292
0.8205 Intermediate Similarity NPC474605
0.8182 Intermediate Similarity NPC104545
0.8158 Intermediate Similarity NPC476986
0.8158 Intermediate Similarity NPC110094
0.8158 Intermediate Similarity NPC321514
0.8158 Intermediate Similarity NPC470905
0.8158 Intermediate Similarity NPC321690
0.8158 Intermediate Similarity NPC260385
0.8158 Intermediate Similarity NPC280654
0.8158 Intermediate Similarity NPC476810
0.8143 Intermediate Similarity NPC103734
0.8133 Intermediate Similarity NPC69143
0.8108 Intermediate Similarity NPC241854
0.8108 Intermediate Similarity NPC476046
0.8108 Intermediate Similarity NPC166797
0.8108 Intermediate Similarity NPC251970
0.8101 Intermediate Similarity NPC471037
0.8101 Intermediate Similarity NPC245866
0.8077 Intermediate Similarity NPC40228
0.8077 Intermediate Similarity NPC327002
0.8052 Intermediate Similarity NPC199595
0.8052 Intermediate Similarity NPC231431
0.8052 Intermediate Similarity NPC192744
0.8052 Intermediate Similarity NPC263951
0.8052 Intermediate Similarity NPC158846
0.8052 Intermediate Similarity NPC16394
0.8049 Intermediate Similarity NPC474474
0.8026 Intermediate Similarity NPC212661
0.8026 Intermediate Similarity NPC471035
0.8026 Intermediate Similarity NPC469867
0.8026 Intermediate Similarity NPC61952
0.8026 Intermediate Similarity NPC165711
0.8 Intermediate Similarity NPC476038
0.8 Intermediate Similarity NPC263974
0.8 Intermediate Similarity NPC39362
0.8 Intermediate Similarity NPC194937
0.7975 Intermediate Similarity NPC123880
0.7975 Intermediate Similarity NPC170985
0.7975 Intermediate Similarity NPC471159
0.7973 Intermediate Similarity NPC177826
0.7952 Intermediate Similarity NPC116146
0.7952 Intermediate Similarity NPC24772
0.7949 Intermediate Similarity NPC37038
0.7949 Intermediate Similarity NPC477057
0.7922 Intermediate Similarity NPC198240
0.7922 Intermediate Similarity NPC179028
0.7901 Intermediate Similarity NPC294438
0.7901 Intermediate Similarity NPC283733
0.7901 Intermediate Similarity NPC201655
0.7901 Intermediate Similarity NPC264317
0.7895 Intermediate Similarity NPC309399
0.7895 Intermediate Similarity NPC104806
0.7875 Intermediate Similarity NPC215893
0.7875 Intermediate Similarity NPC200752
0.7875 Intermediate Similarity NPC312480
0.7875 Intermediate Similarity NPC175410
0.7875 Intermediate Similarity NPC307258
0.7867 Intermediate Similarity NPC199316
0.7867 Intermediate Similarity NPC102313
0.7867 Intermediate Similarity NPC301065
0.7857 Intermediate Similarity NPC169933
0.7848 Intermediate Similarity NPC232625
0.7848 Intermediate Similarity NPC473420
0.7848 Intermediate Similarity NPC274050
0.7848 Intermediate Similarity NPC471898
0.7848 Intermediate Similarity NPC164210
0.7848 Intermediate Similarity NPC267691
0.7848 Intermediate Similarity NPC147066
0.7848 Intermediate Similarity NPC162632
0.7848 Intermediate Similarity NPC142244
0.7848 Intermediate Similarity NPC263272
0.7848 Intermediate Similarity NPC209318
0.7848 Intermediate Similarity NPC221647
0.7848 Intermediate Similarity NPC223330
0.7848 Intermediate Similarity NPC278459
0.7821 Intermediate Similarity NPC201459
0.7821 Intermediate Similarity NPC471475
0.7821 Intermediate Similarity NPC476438
0.7821 Intermediate Similarity NPC192999
0.7821 Intermediate Similarity NPC477371
0.7808 Intermediate Similarity NPC64466
0.7805 Intermediate Similarity NPC155011
0.7805 Intermediate Similarity NPC2783
0.7805 Intermediate Similarity NPC73038
0.7805 Intermediate Similarity NPC70661
0.7805 Intermediate Similarity NPC80590
0.7805 Intermediate Similarity NPC472505
0.7805 Intermediate Similarity NPC187545
0.7805 Intermediate Similarity NPC322159
0.7805 Intermediate Similarity NPC325594
0.7805 Intermediate Similarity NPC475007
0.7805 Intermediate Similarity NPC12774
0.7805 Intermediate Similarity NPC324063
0.7792 Intermediate Similarity NPC106078
0.7792 Intermediate Similarity NPC149249
0.7778 Intermediate Similarity NPC264665
0.7778 Intermediate Similarity NPC165064
0.7778 Intermediate Similarity NPC74595
0.7765 Intermediate Similarity NPC476187
0.7765 Intermediate Similarity NPC230064
0.7763 Intermediate Similarity NPC201027
0.7763 Intermediate Similarity NPC476795
0.775 Intermediate Similarity NPC69101
0.775 Intermediate Similarity NPC475395
0.775 Intermediate Similarity NPC251779
0.775 Intermediate Similarity NPC142683
0.775 Intermediate Similarity NPC476984
0.7722 Intermediate Similarity NPC476265
0.7722 Intermediate Similarity NPC170038
0.7722 Intermediate Similarity NPC274522
0.7722 Intermediate Similarity NPC2482
0.7722 Intermediate Similarity NPC164999
0.7711 Intermediate Similarity NPC18064
0.7711 Intermediate Similarity NPC307426
0.7711 Intermediate Similarity NPC102683
0.7711 Intermediate Similarity NPC130577
0.7711 Intermediate Similarity NPC293564
0.7711 Intermediate Similarity NPC98442
0.7711 Intermediate Similarity NPC88716
0.7711 Intermediate Similarity NPC171203
0.7711 Intermediate Similarity NPC264005
0.7711 Intermediate Similarity NPC142361
0.7711 Intermediate Similarity NPC142415
0.7711 Intermediate Similarity NPC477926
0.7711 Intermediate Similarity NPC134197
0.7711 Intermediate Similarity NPC71507
0.7711 Intermediate Similarity NPC68160
0.7711 Intermediate Similarity NPC51700
0.7711 Intermediate Similarity NPC158141
0.7711 Intermediate Similarity NPC33768
0.7711 Intermediate Similarity NPC173089
0.7711 Intermediate Similarity NPC242468
0.7711 Intermediate Similarity NPC269360
0.7711 Intermediate Similarity NPC474684
0.7711 Intermediate Similarity NPC96496
0.7703 Intermediate Similarity NPC163020
0.7692 Intermediate Similarity NPC4827
0.7692 Intermediate Similarity NPC63020
0.7683 Intermediate Similarity NPC65661
0.7683 Intermediate Similarity NPC76333
0.7683 Intermediate Similarity NPC2709
0.7683 Intermediate Similarity NPC86316
0.7683 Intermediate Similarity NPC106416
0.7674 Intermediate Similarity NPC151722
0.7674 Intermediate Similarity NPC298554
0.7662 Intermediate Similarity NPC474316
0.7662 Intermediate Similarity NPC476985
0.7662 Intermediate Similarity NPC180886
0.7662 Intermediate Similarity NPC475744
0.7662 Intermediate Similarity NPC899
0.7662 Intermediate Similarity NPC92489
0.7654 Intermediate Similarity NPC472740
0.7654 Intermediate Similarity NPC167103
0.7654 Intermediate Similarity NPC70834
0.7654 Intermediate Similarity NPC243347
0.7632 Intermediate Similarity NPC168975
0.7632 Intermediate Similarity NPC306928

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC72343 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
0.7901 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD4788 Approved
0.7356 Intermediate Similarity NPD8035 Phase 2
0.7356 Intermediate Similarity NPD8034 Phase 2
0.7356 Intermediate Similarity NPD7515 Phase 2
0.7349 Intermediate Similarity NPD4786 Approved
0.7317 Intermediate Similarity NPD3667 Approved
0.7317 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6399 Phase 3
0.7191 Intermediate Similarity NPD7748 Approved
0.7179 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD6409 Approved
0.7176 Intermediate Similarity NPD5330 Approved
0.7176 Intermediate Similarity NPD7521 Approved
0.7176 Intermediate Similarity NPD7334 Approved
0.7176 Intermediate Similarity NPD6684 Approved
0.7176 Intermediate Similarity NPD7146 Approved
0.7162 Intermediate Similarity NPD4224 Phase 2
0.7143 Intermediate Similarity NPD3666 Approved
0.7143 Intermediate Similarity NPD3665 Phase 1
0.7143 Intermediate Similarity NPD3133 Approved
0.7073 Intermediate Similarity NPD4695 Discontinued
0.7027 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD5737 Approved
0.7011 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD6903 Approved
0.7011 Intermediate Similarity NPD6672 Approved
0.7 Intermediate Similarity NPD6117 Approved
0.6977 Remote Similarity NPD3618 Phase 1
0.6957 Remote Similarity NPD6083 Phase 2
0.6957 Remote Similarity NPD6084 Phase 2
0.6957 Remote Similarity NPD7902 Approved
0.6932 Remote Similarity NPD5328 Approved
0.6932 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6081 Approved
0.6914 Remote Similarity NPD6116 Phase 1
0.6905 Remote Similarity NPD4221 Approved
0.6905 Remote Similarity NPD4223 Phase 3
0.6875 Remote Similarity NPD3702 Approved
0.686 Remote Similarity NPD5329 Approved
0.6829 Remote Similarity NPD6115 Approved
0.6829 Remote Similarity NPD3617 Approved
0.6829 Remote Similarity NPD6697 Approved
0.6829 Remote Similarity NPD6118 Approved
0.6829 Remote Similarity NPD6114 Approved
0.6795 Remote Similarity NPD4789 Approved
0.6795 Remote Similarity NPD4245 Approved
0.6795 Remote Similarity NPD4244 Approved
0.6782 Remote Similarity NPD6098 Approved
0.6782 Remote Similarity NPD5279 Phase 3
0.6778 Remote Similarity NPD6411 Approved
0.6778 Remote Similarity NPD6079 Approved
0.6744 Remote Similarity NPD3668 Phase 3
0.6744 Remote Similarity NPD4197 Approved
0.6742 Remote Similarity NPD4753 Phase 2
0.6739 Remote Similarity NPD5695 Phase 3
0.6709 Remote Similarity NPD5777 Approved
0.6709 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6709 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6702 Remote Similarity NPD5696 Approved
0.6667 Remote Similarity NPD3698 Phase 2
0.6667 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4697 Phase 3
0.6667 Remote Similarity NPD8039 Approved
0.663 Remote Similarity NPD7901 Clinical (unspecified phase)
0.663 Remote Similarity NPD7900 Approved
0.6627 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6593 Remote Similarity NPD5281 Approved
0.6593 Remote Similarity NPD5284 Approved
0.6591 Remote Similarity NPD4623 Approved
0.6591 Remote Similarity NPD4690 Approved
0.6591 Remote Similarity NPD5205 Approved
0.6591 Remote Similarity NPD4688 Approved
0.6591 Remote Similarity NPD4138 Approved
0.6591 Remote Similarity NPD4693 Phase 3
0.6591 Remote Similarity NPD4519 Discontinued
0.6591 Remote Similarity NPD4689 Approved
0.6571 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6556 Remote Similarity NPD6101 Approved
0.6556 Remote Similarity NPD6673 Approved
0.6556 Remote Similarity NPD6904 Approved
0.6556 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6556 Remote Similarity NPD6080 Approved
0.6543 Remote Similarity NPD6926 Approved
0.6543 Remote Similarity NPD6924 Approved
0.6538 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5360 Phase 3
0.6526 Remote Similarity NPD7638 Approved
0.6522 Remote Similarity NPD4202 Approved
0.6517 Remote Similarity NPD3573 Approved
0.6489 Remote Similarity NPD7614 Phase 1
0.6465 Remote Similarity NPD5739 Approved
0.6465 Remote Similarity NPD7128 Approved
0.6465 Remote Similarity NPD6675 Approved
0.6465 Remote Similarity NPD6402 Approved
0.6463 Remote Similarity NPD6942 Approved
0.6463 Remote Similarity NPD7339 Approved
0.6458 Remote Similarity NPD7640 Approved
0.6458 Remote Similarity NPD7639 Approved
0.6444 Remote Similarity NPD5208 Approved
0.6404 Remote Similarity NPD4694 Approved
0.6404 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6404 Remote Similarity NPD5690 Phase 2
0.6404 Remote Similarity NPD5280 Approved
0.6395 Remote Similarity NPD4692 Approved
0.6395 Remote Similarity NPD4139 Approved
0.6386 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6386 Remote Similarity NPD6933 Approved
0.6383 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6383 Remote Similarity NPD4629 Approved
0.6383 Remote Similarity NPD5210 Approved
0.6364 Remote Similarity NPD7341 Phase 2
0.6364 Remote Similarity NPD634 Phase 3
0.6353 Remote Similarity NPD7645 Phase 2
0.6351 Remote Similarity NPD3198 Approved
0.6344 Remote Similarity NPD5778 Approved
0.6344 Remote Similarity NPD5779 Approved
0.6338 Remote Similarity NPD4266 Approved
0.6338 Remote Similarity NPD3194 Approved
0.6338 Remote Similarity NPD3196 Approved
0.6338 Remote Similarity NPD3195 Phase 2
0.6338 Remote Similarity NPD615 Clinical (unspecified phase)
0.6337 Remote Similarity NPD6881 Approved
0.6337 Remote Similarity NPD6686 Approved
0.6337 Remote Similarity NPD7320 Approved
0.6337 Remote Similarity NPD6899 Approved
0.6316 Remote Similarity NPD5222 Approved
0.6316 Remote Similarity NPD5221 Approved
0.6316 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4243 Approved
0.6289 Remote Similarity NPD6404 Discontinued
0.6286 Remote Similarity NPD3186 Phase 1
0.6282 Remote Similarity NPD7331 Phase 2
0.6279 Remote Similarity NPD7525 Registered
0.6279 Remote Similarity NPD5368 Approved
0.6275 Remote Similarity NPD6373 Approved
0.6275 Remote Similarity NPD6372 Approved
0.6265 Remote Similarity NPD3703 Phase 2
0.625 Remote Similarity NPD3725 Approved
0.625 Remote Similarity NPD3726 Approved
0.625 Remote Similarity NPD4137 Phase 3
0.625 Remote Similarity NPD6923 Approved
0.625 Remote Similarity NPD6922 Approved
0.625 Remote Similarity NPD5173 Approved
0.625 Remote Similarity NPD4755 Approved
0.625 Remote Similarity NPD5362 Discontinued
0.6238 Remote Similarity NPD5701 Approved
0.6238 Remote Similarity NPD5697 Approved
0.6237 Remote Similarity NPD5693 Phase 1
0.6237 Remote Similarity NPD6050 Approved
0.6237 Remote Similarity NPD7637 Suspended
0.6214 Remote Similarity NPD7290 Approved
0.6214 Remote Similarity NPD6883 Approved
0.6214 Remote Similarity NPD7102 Approved
0.6207 Remote Similarity NPD857 Phase 3
0.6207 Remote Similarity NPD5369 Approved
0.6197 Remote Similarity NPD3172 Approved
0.6186 Remote Similarity NPD4225 Approved
0.6176 Remote Similarity NPD6011 Approved
0.6176 Remote Similarity NPD622 Approved
0.6173 Remote Similarity NPD7144 Approved
0.6173 Remote Similarity NPD4691 Approved
0.6173 Remote Similarity NPD7143 Approved
0.6173 Remote Similarity NPD4747 Approved
0.6163 Remote Similarity NPD6929 Approved
0.6163 Remote Similarity NPD4195 Approved
0.6154 Remote Similarity NPD6650 Approved
0.6154 Remote Similarity NPD8130 Phase 1
0.6154 Remote Similarity NPD6649 Approved
0.6154 Remote Similarity NPD6869 Approved
0.6154 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6847 Approved
0.6154 Remote Similarity NPD6617 Approved
0.6146 Remote Similarity NPD7732 Phase 3
0.6145 Remote Similarity NPD4784 Approved
0.6145 Remote Similarity NPD4785 Approved
0.6136 Remote Similarity NPD4270 Approved
0.6136 Remote Similarity NPD4269 Approved
0.6136 Remote Similarity NPD6435 Approved
0.6129 Remote Similarity NPD4096 Approved
0.6129 Remote Similarity NPD5692 Phase 3
0.6129 Remote Similarity NPD5207 Approved
0.6125 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6122 Remote Similarity NPD4696 Approved
0.6122 Remote Similarity NPD5285 Approved
0.6122 Remote Similarity NPD4700 Approved
0.6122 Remote Similarity NPD5286 Approved
0.6117 Remote Similarity NPD6014 Approved
0.6117 Remote Similarity NPD6013 Approved
0.6117 Remote Similarity NPD6012 Approved
0.6111 Remote Similarity NPD1694 Approved
0.6105 Remote Similarity NPD6001 Approved
0.6098 Remote Similarity NPD4758 Discontinued
0.6098 Remote Similarity NPD7152 Approved
0.6098 Remote Similarity NPD7150 Approved
0.6098 Remote Similarity NPD7151 Approved
0.6095 Remote Similarity NPD6882 Approved
0.6095 Remote Similarity NPD8297 Approved
0.6092 Remote Similarity NPD6931 Approved

Structure

External Identifiers

PubChem CID   14830084
ChEMBL   CHEMBL3780554
ZINC  

Physicochemical Properties

Molecular Weight:  320.24
ALogP:  1.1965
MLogP:  3.33
XLogP:  5.873
# Rotatable Bonds:  10
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  23

Download Data

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