Natural Product: NPC470836

Natural Product ID:  NPC470836
Common Name:   Lemnabourside
IUPAC Name:   (1R,6S,7R,8S,9S)-4-[(2R,6R)-6-[(1S,4aS,8aR)-4,7-dimethyl-1,2,4a,5,6,8a-hexahydronaphthalen-1-yl]heptan-2-yl]-3,5,10-trioxabicyclo[4.3.1]decane-7,8,9-triol
Synonyms:   Lemnabourside
Molecular Formula:   C26H42O6
Standard InCHIKey:  UYNYEKFEWCFAHP-PGAUPGJASA-N
Standard InCHI:  InChI=1S/C26H42O6/c1-14-8-10-18-16(3)9-11-19(20(18)12-14)15(2)6-5-7-17(4)25-30-13-21-22(27)23(28)24(29)26(31-21)32-25/h9,12,15,17-29H,5-8,10-11,13H2,1-4H3/t15-,17-,18-,19+,20-,21-,22-,23+,24-,25?,26+/m1/s1
Canonical SMILES:  CC1=C[C@@H]2[C@H](CC1)C(=CC[C@H]2[C@@H](CCC[C@H](C1OC[C@H]2O[C@@H](O1)[C@H](O)[C@H]([C@@H]2O)O)C)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
NPO33496 lemnalia sp. Species Nephtheidae Eukaryota PMID[17506585]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 27.4 ug/ml 16933872
NPT2 Others Unspecified IC50 = 97.8 ug/ml 16933872
NPT2 Others Unspecified IC50 = 31.6 ug/ml 23398362
NPT447 Organism Streptomyces Streptomyces IZ = 10 mm 23317013

  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 NPC470836 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
0.9012 High Similarity NPC100697
0.8795 High Similarity NPC20072
0.875 High Similarity NPC302584
0.8652 High Similarity NPC67398
0.8652 High Similarity NPC474792
0.8652 High Similarity NPC91654
0.8588 High Similarity NPC166279
0.8556 High Similarity NPC178949
0.8556 High Similarity NPC96736
0.8556 High Similarity NPC305160
0.8523 High Similarity NPC473058
0.8427 Intermediate Similarity NPC159876
0.8409 Intermediate Similarity NPC248312
0.8352 Intermediate Similarity NPC72817
0.8352 Intermediate Similarity NPC477927
0.828 Intermediate Similarity NPC473890
0.828 Intermediate Similarity NPC96597
0.828 Intermediate Similarity NPC155319
0.828 Intermediate Similarity NPC243728
0.828 Intermediate Similarity NPC309503
0.828 Intermediate Similarity NPC239547
0.828 Intermediate Similarity NPC91197
0.828 Intermediate Similarity NPC125551
0.8276 Intermediate Similarity NPC477746
0.8276 Intermediate Similarity NPC477747
0.8191 Intermediate Similarity NPC158088
0.8172 Intermediate Similarity NPC207617
0.8172 Intermediate Similarity NPC90583
0.8152 Intermediate Similarity NPC211238
0.8144 Intermediate Similarity NPC471435
0.8144 Intermediate Similarity NPC471434
0.8105 Intermediate Similarity NPC282669
0.8105 Intermediate Similarity NPC469942
0.8105 Intermediate Similarity NPC64348
0.8085 Intermediate Similarity NPC240372
0.8065 Intermediate Similarity NPC108141
0.8065 Intermediate Similarity NPC286612
0.8065 Intermediate Similarity NPC230347
0.8065 Intermediate Similarity NPC275310
0.8041 Intermediate Similarity NPC99627
0.8041 Intermediate Similarity NPC473129
0.8023 Intermediate Similarity NPC16090
0.8022 Intermediate Similarity NPC202886
0.8021 Intermediate Similarity NPC285231
0.8021 Intermediate Similarity NPC263756
0.8021 Intermediate Similarity NPC267510
0.8021 Intermediate Similarity NPC21568
0.8021 Intermediate Similarity NPC117714
0.8021 Intermediate Similarity NPC470434
0.8 Intermediate Similarity NPC216260
0.8 Intermediate Similarity NPC5358
0.8 Intermediate Similarity NPC70733
0.8 Intermediate Similarity NPC280825
0.8 Intermediate Similarity NPC234287
0.8 Intermediate Similarity NPC56071
0.8 Intermediate Similarity NPC477928
0.7959 Intermediate Similarity NPC54521
0.7959 Intermediate Similarity NPC57065
0.7959 Intermediate Similarity NPC109792
0.7938 Intermediate Similarity NPC256133
0.7938 Intermediate Similarity NPC76497
0.7938 Intermediate Similarity NPC272015
0.7938 Intermediate Similarity NPC30289
0.7938 Intermediate Similarity NPC213674
0.7938 Intermediate Similarity NPC154452
0.7917 Intermediate Similarity NPC473200
0.7917 Intermediate Similarity NPC7341
0.7912 Intermediate Similarity NPC309310
0.7912 Intermediate Similarity NPC477748
0.7889 Intermediate Similarity NPC189777
0.7857 Intermediate Similarity NPC162354
0.7857 Intermediate Similarity NPC473123
0.7857 Intermediate Similarity NPC123796
0.7857 Intermediate Similarity NPC473124
0.7835 Intermediate Similarity NPC129372
0.7835 Intermediate Similarity NPC4831
0.7835 Intermediate Similarity NPC160734
0.7835 Intermediate Similarity NPC21064
0.7835 Intermediate Similarity NPC309425
0.7835 Intermediate Similarity NPC47566
0.7835 Intermediate Similarity NPC88000
0.7835 Intermediate Similarity NPC280991
0.7835 Intermediate Similarity NPC121072
0.7835 Intermediate Similarity NPC472023
0.78 Intermediate Similarity NPC257964
0.7778 Intermediate Similarity NPC473127
0.7778 Intermediate Similarity NPC187400
0.7778 Intermediate Similarity NPC470885
0.7778 Intermediate Similarity NPC110656
0.7778 Intermediate Similarity NPC473734
0.7778 Intermediate Similarity NPC93352
0.7778 Intermediate Similarity NPC75608
0.7778 Intermediate Similarity NPC230948
0.7778 Intermediate Similarity NPC221562
0.7778 Intermediate Similarity NPC203354
0.7778 Intermediate Similarity NPC148603
0.7778 Intermediate Similarity NPC173583
0.7778 Intermediate Similarity NPC470768
0.7755 Intermediate Similarity NPC312553
0.7755 Intermediate Similarity NPC136816
0.7755 Intermediate Similarity NPC159036
0.7755 Intermediate Similarity NPC288694
0.7742 Intermediate Similarity NPC210268
0.7742 Intermediate Similarity NPC477749
0.7732 Intermediate Similarity NPC324598
0.7732 Intermediate Similarity NPC473790
0.7723 Intermediate Similarity NPC126147
0.77 Intermediate Similarity NPC26798
0.77 Intermediate Similarity NPC181845
0.77 Intermediate Similarity NPC474569
0.77 Intermediate Similarity NPC470763
0.77 Intermediate Similarity NPC309448
0.77 Intermediate Similarity NPC242748
0.77 Intermediate Similarity NPC470512
0.77 Intermediate Similarity NPC173859
0.77 Intermediate Similarity NPC473923
0.77 Intermediate Similarity NPC473476
0.77 Intermediate Similarity NPC138057
0.77 Intermediate Similarity NPC470767
0.77 Intermediate Similarity NPC162033
0.7677 Intermediate Similarity NPC155010
0.7677 Intermediate Similarity NPC157659
0.7677 Intermediate Similarity NPC472252
0.7677 Intermediate Similarity NPC31907
0.7677 Intermediate Similarity NPC120123
0.7677 Intermediate Similarity NPC114874
0.7677 Intermediate Similarity NPC16573
0.7677 Intermediate Similarity NPC131479
0.7677 Intermediate Similarity NPC473020
0.7677 Intermediate Similarity NPC286969
0.7677 Intermediate Similarity NPC211879
0.7677 Intermediate Similarity NPC189852
0.7677 Intermediate Similarity NPC245280
0.7677 Intermediate Similarity NPC473198
0.7677 Intermediate Similarity NPC8039
0.7677 Intermediate Similarity NPC16520
0.7677 Intermediate Similarity NPC213190
0.7667 Intermediate Similarity NPC290731
0.766 Intermediate Similarity NPC474835
0.7647 Intermediate Similarity NPC137917
0.7634 Intermediate Similarity NPC261990
0.7634 Intermediate Similarity NPC471432
0.7634 Intermediate Similarity NPC474249
0.7634 Intermediate Similarity NPC471433
0.7624 Intermediate Similarity NPC33053
0.7624 Intermediate Similarity NPC94272
0.7624 Intermediate Similarity NPC283829
0.7624 Intermediate Similarity NPC230507
0.7624 Intermediate Similarity NPC14704
0.7624 Intermediate Similarity NPC190395
0.7624 Intermediate Similarity NPC161676
0.7624 Intermediate Similarity NPC293512
0.7624 Intermediate Similarity NPC113044
0.7624 Intermediate Similarity NPC470432
0.7624 Intermediate Similarity NPC305423
0.7624 Intermediate Similarity NPC281939
0.7624 Intermediate Similarity NPC226642
0.7624 Intermediate Similarity NPC78034
0.76 Intermediate Similarity NPC165033
0.76 Intermediate Similarity NPC31430
0.76 Intermediate Similarity NPC100955
0.76 Intermediate Similarity NPC223741
0.76 Intermediate Similarity NPC121566
0.76 Intermediate Similarity NPC85593
0.76 Intermediate Similarity NPC273879
0.7576 Intermediate Similarity NPC22634
0.7576 Intermediate Similarity NPC470571
0.7573 Intermediate Similarity NPC269095
0.7573 Intermediate Similarity NPC129340
0.7573 Intermediate Similarity NPC220984
0.7573 Intermediate Similarity NPC78046
0.7556 Intermediate Similarity NPC319238
0.7553 Intermediate Similarity NPC48463
0.7549 Intermediate Similarity NPC295389
0.7549 Intermediate Similarity NPC272576
0.7549 Intermediate Similarity NPC98696
0.7549 Intermediate Similarity NPC473288
0.7549 Intermediate Similarity NPC476540
0.7549 Intermediate Similarity NPC476538
0.7549 Intermediate Similarity NPC295980
0.7549 Intermediate Similarity NPC476541
0.7549 Intermediate Similarity NPC476539
0.7527 Intermediate Similarity NPC470819
0.7526 Intermediate Similarity NPC278506
0.7525 Intermediate Similarity NPC473199
0.7525 Intermediate Similarity NPC69737
0.7525 Intermediate Similarity NPC472899
0.7525 Intermediate Similarity NPC160816
0.7525 Intermediate Similarity NPC208477
0.7525 Intermediate Similarity NPC95243
0.7525 Intermediate Similarity NPC152584
0.7525 Intermediate Similarity NPC208594
0.7525 Intermediate Similarity NPC210178
0.7525 Intermediate Similarity NPC63023
0.7525 Intermediate Similarity NPC127801
0.7525 Intermediate Similarity NPC269627
0.7525 Intermediate Similarity NPC472898
0.7525 Intermediate Similarity NPC472900
0.7525 Intermediate Similarity NPC194842
0.75 Intermediate Similarity NPC55652

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470836 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
0.7624 Intermediate Similarity NPD6412 Phase 2
0.7212 Intermediate Similarity NPD6686 Approved
0.7143 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD1811 Approved
0.7011 Intermediate Similarity NPD1810 Approved
0.6786 Remote Similarity NPD7328 Approved
0.6786 Remote Similarity NPD7327 Approved
0.6754 Remote Similarity NPD7503 Approved
0.6726 Remote Similarity NPD7516 Approved
0.6667 Remote Similarity NPD8377 Approved
0.6667 Remote Similarity NPD2254 Approved
0.6667 Remote Similarity NPD8294 Approved
0.6667 Remote Similarity NPD2687 Approved
0.6667 Remote Similarity NPD2686 Approved
0.6638 Remote Similarity NPD8328 Phase 3
0.663 Remote Similarity NPD7645 Phase 2
0.6609 Remote Similarity NPD8033 Approved
0.6609 Remote Similarity NPD8378 Approved
0.6609 Remote Similarity NPD8296 Approved
0.6609 Remote Similarity NPD8380 Approved
0.6609 Remote Similarity NPD8379 Approved
0.6609 Remote Similarity NPD8335 Approved
0.6598 Remote Similarity NPD7524 Approved
0.6566 Remote Similarity NPD46 Approved
0.6566 Remote Similarity NPD6698 Approved
0.6549 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6466 Remote Similarity NPD8515 Approved
0.6466 Remote Similarity NPD8513 Phase 3
0.6466 Remote Similarity NPD8517 Approved
0.6466 Remote Similarity NPD8516 Approved
0.6465 Remote Similarity NPD6101 Approved
0.6465 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6458 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6442 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6429 Remote Similarity NPD8133 Approved
0.641 Remote Similarity NPD6370 Approved
0.64 Remote Similarity NPD3168 Discontinued
0.6387 Remote Similarity NPD7507 Approved
0.6383 Remote Similarity NPD7525 Registered
0.6374 Remote Similarity NPD7339 Approved
0.6374 Remote Similarity NPD6942 Approved
0.6354 Remote Similarity NPD3669 Approved
0.6354 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6354 Remote Similarity NPD6695 Phase 3
0.6337 Remote Similarity NPD6411 Approved
0.6304 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6289 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6275 Remote Similarity NPD8171 Discontinued
0.6275 Remote Similarity NPD5778 Approved
0.6275 Remote Similarity NPD5779 Approved
0.625 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6239 Remote Similarity NPD6059 Approved
0.6239 Remote Similarity NPD6054 Approved
0.6238 Remote Similarity NPD7838 Discovery
0.6238 Remote Similarity NPD8522 Clinical (unspecified phase)
0.623 Remote Similarity NPD7319 Approved
0.6218 Remote Similarity NPD6067 Discontinued
0.621 Remote Similarity NPD8449 Approved
0.6198 Remote Similarity NPD8293 Discontinued
0.6196 Remote Similarity NPD8264 Approved
0.6195 Remote Similarity NPD6053 Discontinued
0.6176 Remote Similarity NPD7983 Approved
0.6168 Remote Similarity NPD5344 Discontinued
0.616 Remote Similarity NPD8450 Suspended
0.6148 Remote Similarity NPD7736 Approved
0.6132 Remote Similarity NPD7638 Approved
0.6129 Remote Similarity NPD6933 Approved
0.6118 Remote Similarity NPD368 Approved
0.6117 Remote Similarity NPD6399 Phase 3
0.6105 Remote Similarity NPD6929 Approved
0.61 Remote Similarity NPD7750 Discontinued
0.6075 Remote Similarity NPD7640 Approved
0.6075 Remote Similarity NPD7639 Approved
0.6064 Remote Similarity NPD5776 Phase 2
0.6064 Remote Similarity NPD6932 Approved
0.6064 Remote Similarity NPD6925 Approved
0.605 Remote Similarity NPD6016 Approved
0.605 Remote Similarity NPD6015 Approved
0.6042 Remote Similarity NPD6930 Phase 2
0.6042 Remote Similarity NPD6931 Approved
0.6033 Remote Similarity NPD7492 Approved
0.6 Remote Similarity NPD7145 Approved
0.6 Remote Similarity NPD5125 Phase 3
0.6 Remote Similarity NPD5126 Approved
0.6 Remote Similarity NPD5988 Approved
0.5984 Remote Similarity NPD6616 Approved
0.5983 Remote Similarity NPD6009 Approved
0.596 Remote Similarity NPD4786 Approved
0.5946 Remote Similarity NPD5357 Phase 1
0.5941 Remote Similarity NPD4751 Clinical (unspecified phase)
0.5938 Remote Similarity NPD6683 Phase 2
0.5935 Remote Similarity NPD7078 Approved
0.5935 Remote Similarity NPD8074 Phase 3
0.5934 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5932 Remote Similarity NPD7641 Discontinued
0.5929 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5918 Remote Similarity NPD3667 Approved
0.5914 Remote Similarity NPD6924 Approved
0.5914 Remote Similarity NPD6926 Approved
0.5913 Remote Similarity NPD6882 Approved
0.5905 Remote Similarity NPD7748 Approved
0.5888 Remote Similarity NPD6084 Phase 2
0.5888 Remote Similarity NPD6083 Phase 2
0.5888 Remote Similarity NPD7902 Approved
0.5876 Remote Similarity NPD7514 Phase 3
0.5876 Remote Similarity NPD7332 Phase 2
0.5876 Remote Similarity NPD6928 Phase 2
0.587 Remote Similarity NPD4243 Approved
0.5865 Remote Similarity NPD7637 Suspended
0.5865 Remote Similarity NPD7515 Phase 2
0.5865 Remote Similarity NPD7087 Discontinued
0.5862 Remote Similarity NPD4632 Approved
0.5859 Remote Similarity NPD6110 Phase 1
0.5849 Remote Similarity NPD5695 Phase 3
0.5841 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6319 Approved
0.5833 Remote Similarity NPD4225 Approved
0.5824 Remote Similarity NPD6922 Approved
0.5824 Remote Similarity NPD6923 Approved
0.5816 Remote Similarity NPD6898 Phase 1
0.5816 Remote Similarity NPD1780 Approved
0.5816 Remote Similarity NPD1779 Approved
0.5816 Remote Similarity NPD6902 Approved
0.5814 Remote Similarity NPD1145 Discontinued
0.5814 Remote Similarity NPD6123 Approved
0.5804 Remote Similarity NPD6675 Approved
0.5804 Remote Similarity NPD7128 Approved
0.5804 Remote Similarity NPD5739 Approved
0.5804 Remote Similarity NPD6402 Approved
0.5802 Remote Similarity NPD2269 Approved
0.58 Remote Similarity NPD3666 Approved
0.58 Remote Similarity NPD3133 Approved
0.58 Remote Similarity NPD3665 Phase 1
0.5795 Remote Similarity NPD371 Approved
0.5794 Remote Similarity NPD7839 Suspended
0.5784 Remote Similarity NPD4251 Approved
0.5784 Remote Similarity NPD4250 Approved
0.578 Remote Similarity NPD6648 Approved
0.5776 Remote Similarity NPD6429 Approved
0.5776 Remote Similarity NPD8297 Approved
0.5776 Remote Similarity NPD6430 Approved
0.5761 Remote Similarity NPD7144 Approved
0.5761 Remote Similarity NPD7143 Approved
0.576 Remote Similarity NPD8336 Approved
0.576 Remote Similarity NPD8337 Approved
0.576 Remote Similarity NPD6033 Approved
0.5758 Remote Similarity NPD6435 Approved
0.5745 Remote Similarity NPD4785 Approved
0.5745 Remote Similarity NPD4784 Approved
0.5743 Remote Similarity NPD6893 Approved
0.5732 Remote Similarity NPD892 Phase 3
0.5732 Remote Similarity NPD890 Clinical (unspecified phase)
0.5732 Remote Similarity NPD888 Phase 3
0.5732 Remote Similarity NPD893 Approved
0.5732 Remote Similarity NPD891 Phase 3
0.5714 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4748 Discontinued
0.5714 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7509 Discontinued
0.5714 Remote Similarity NPD2267 Suspended
0.5714 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5702 Remote Similarity NPD6881 Approved
0.5702 Remote Similarity NPD7320 Approved
0.5702 Remote Similarity NPD6899 Approved
0.5699 Remote Similarity NPD7150 Approved
0.5699 Remote Similarity NPD7151 Approved
0.5699 Remote Similarity NPD7152 Approved
0.5691 Remote Similarity NPD7830 Approved
0.5691 Remote Similarity NPD7829 Approved
0.5686 Remote Similarity NPD6684 Approved
0.5686 Remote Similarity NPD7146 Approved
0.5686 Remote Similarity NPD5330 Approved
0.5686 Remote Similarity NPD5279 Phase 3
0.5686 Remote Similarity NPD7521 Approved
0.5686 Remote Similarity NPD6409 Approved
0.5686 Remote Similarity NPD7334 Approved
0.5686 Remote Similarity NPD4249 Approved
0.5686 Remote Similarity NPD3618 Phase 1
0.5679 Remote Similarity NPD905 Approved
0.5679 Remote Similarity NPD904 Phase 3
0.5673 Remote Similarity NPD4753 Phase 2
0.5673 Remote Similarity NPD5328 Approved
0.5673 Remote Similarity NPD6051 Approved
0.5669 Remote Similarity NPD5956 Approved
0.5664 Remote Similarity NPD6640 Phase 3
0.5656 Remote Similarity NPD8444 Approved
0.5652 Remote Similarity NPD6372 Approved
0.5652 Remote Similarity NPD6373 Approved
0.5645 Remote Similarity NPD8342 Approved
0.5645 Remote Similarity NPD8299 Approved
0.5645 Remote Similarity NPD8340 Approved
0.5645 Remote Similarity NPD8341 Approved
0.5614 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5614 Remote Similarity NPD5697 Approved
0.5614 Remote Similarity NPD5701 Approved
0.5607 Remote Similarity NPD5282 Discontinued
0.5607 Remote Similarity NPD7900 Approved
0.5607 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5603 Remote Similarity NPD7102 Approved
0.5603 Remote Similarity NPD5955 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44423937
ChEMBL   CHEMBL226146
ZINC  

Physicochemical Properties

Molecular Weight:  450.30
ALogP:  0.5553
MLogP:  3.66
XLogP:  5.651
# Rotatable Bonds:  13
Polar Surface Area:  88.38
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  32

Download Data

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