Natural Product: NPC470761

Natural Product ID:  NPC470761
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C16H18O5
Standard InCHIKey:  ZVXAHYFFUVSFIE-RCYILOBPSA-N
Standard InCHI:  InChI=1S/C16H18O5/c1-8-11-12-15(2)9(5-4-6-10(15)14(18)20-12)7-16(11,19-3)21-13(8)17/h6,9,12H,4-5,7H2,1-3H3/t9-,12+,15+,16+/m1/s1
Canonical SMILES:  CO[C@]12OC(=O)C(=C2[C@H]2[C@]3([C@@H](C1)CCC=C3C(=O)O2)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
NPO283 Ligularia lapathifolia Species Asteraceae Eukaryota roots PMID[17284071]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 = 12660 nM 11908980
NPT1317 Cell Line CCRF S-180 Mus musculus IC50 = 73100 nM 16038546

  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 NPC470761 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
1.0 High Similarity NPC473219
0.9375 High Similarity NPC58329
0.8936 High Similarity NPC475657
0.8632 High Similarity NPC473944
0.8511 High Similarity NPC226863
0.8485 Intermediate Similarity NPC216478
0.8462 Intermediate Similarity NPC112457
0.84 Intermediate Similarity NPC47024
0.8333 Intermediate Similarity NPC254202
0.8333 Intermediate Similarity NPC475776
0.8283 Intermediate Similarity NPC234993
0.8283 Intermediate Similarity NPC202833
0.8283 Intermediate Similarity NPC165632
0.8283 Intermediate Similarity NPC134072
0.8269 Intermediate Similarity NPC302788
0.8265 Intermediate Similarity NPC477130
0.8265 Intermediate Similarity NPC470697
0.8265 Intermediate Similarity NPC473434
0.8265 Intermediate Similarity NPC477129
0.8265 Intermediate Similarity NPC474841
0.8265 Intermediate Similarity NPC471446
0.8247 Intermediate Similarity NPC65513
0.8235 Intermediate Similarity NPC476081
0.8229 Intermediate Similarity NPC288699
0.8229 Intermediate Similarity NPC73995
0.8224 Intermediate Similarity NPC222834
0.8211 Intermediate Similarity NPC175293
0.8208 Intermediate Similarity NPC472666
0.8208 Intermediate Similarity NPC253906
0.82 Intermediate Similarity NPC91695
0.82 Intermediate Similarity NPC472188
0.82 Intermediate Similarity NPC70145
0.8182 Intermediate Similarity NPC183012
0.8163 Intermediate Similarity NPC139692
0.8155 Intermediate Similarity NPC120321
0.8155 Intermediate Similarity NPC132395
0.8155 Intermediate Similarity NPC471365
0.8155 Intermediate Similarity NPC120009
0.8155 Intermediate Similarity NPC471364
0.8148 Intermediate Similarity NPC157441
0.8144 Intermediate Similarity NPC158488
0.8144 Intermediate Similarity NPC152467
0.8125 Intermediate Similarity NPC215831
0.8125 Intermediate Similarity NPC477128
0.8119 Intermediate Similarity NPC476800
0.8119 Intermediate Similarity NPC318917
0.8119 Intermediate Similarity NPC472186
0.8119 Intermediate Similarity NPC471366
0.8113 Intermediate Similarity NPC469370
0.81 Intermediate Similarity NPC112654
0.8095 Intermediate Similarity NPC180744
0.8081 Intermediate Similarity NPC57117
0.8077 Intermediate Similarity NPC477127
0.8077 Intermediate Similarity NPC146731
0.8065 Intermediate Similarity NPC178676
0.8061 Intermediate Similarity NPC72845
0.8058 Intermediate Similarity NPC469606
0.8058 Intermediate Similarity NPC165250
0.8058 Intermediate Similarity NPC31058
0.8058 Intermediate Similarity NPC273005
0.8056 Intermediate Similarity NPC194951
0.8056 Intermediate Similarity NPC12046
0.8039 Intermediate Similarity NPC476299
0.8039 Intermediate Similarity NPC472187
0.8039 Intermediate Similarity NPC473204
0.8039 Intermediate Similarity NPC473545
0.8039 Intermediate Similarity NPC471413
0.8039 Intermediate Similarity NPC474012
0.8037 Intermediate Similarity NPC235014
0.8036 Intermediate Similarity NPC151616
0.802 Intermediate Similarity NPC38530
0.802 Intermediate Similarity NPC84335
0.8019 Intermediate Similarity NPC325054
0.8019 Intermediate Similarity NPC189075
0.8019 Intermediate Similarity NPC275539
0.8 Intermediate Similarity NPC471362
0.8 Intermediate Similarity NPC157686
0.8 Intermediate Similarity NPC469607
0.8 Intermediate Similarity NPC252296
0.8 Intermediate Similarity NPC472189
0.8 Intermediate Similarity NPC471372
0.8 Intermediate Similarity NPC259042
0.8 Intermediate Similarity NPC177932
0.8 Intermediate Similarity NPC189311
0.7981 Intermediate Similarity NPC159533
0.7981 Intermediate Similarity NPC471208
0.798 Intermediate Similarity NPC472640
0.798 Intermediate Similarity NPC472641
0.7979 Intermediate Similarity NPC22611
0.7961 Intermediate Similarity NPC471412
0.7959 Intermediate Similarity NPC212679
0.7959 Intermediate Similarity NPC220454
0.7959 Intermediate Similarity NPC469595
0.7941 Intermediate Similarity NPC473154
0.7941 Intermediate Similarity NPC23364
0.7941 Intermediate Similarity NPC252295
0.7925 Intermediate Similarity NPC110496
0.7925 Intermediate Similarity NPC184512
0.7925 Intermediate Similarity NPC67321
0.7925 Intermediate Similarity NPC133422
0.7925 Intermediate Similarity NPC187435
0.7921 Intermediate Similarity NPC171598
0.7921 Intermediate Similarity NPC242848
0.7921 Intermediate Similarity NPC473964
0.7921 Intermediate Similarity NPC311166
0.7921 Intermediate Similarity NPC284518
0.7921 Intermediate Similarity NPC307164
0.7909 Intermediate Similarity NPC90472
0.7905 Intermediate Similarity NPC476764
0.7905 Intermediate Similarity NPC470297
0.7905 Intermediate Similarity NPC189616
0.7905 Intermediate Similarity NPC476763
0.7905 Intermediate Similarity NPC471937
0.7905 Intermediate Similarity NPC296950
0.79 Intermediate Similarity NPC469596
0.79 Intermediate Similarity NPC250075
0.79 Intermediate Similarity NPC225474
0.79 Intermediate Similarity NPC476596
0.79 Intermediate Similarity NPC148000
0.79 Intermediate Similarity NPC474554
0.7895 Intermediate Similarity NPC71626
0.7895 Intermediate Similarity NPC30486
0.7895 Intermediate Similarity NPC96055
0.7895 Intermediate Similarity NPC159635
0.789 Intermediate Similarity NPC269530
0.7885 Intermediate Similarity NPC238397
0.7885 Intermediate Similarity NPC295791
0.7885 Intermediate Similarity NPC162973
0.7885 Intermediate Similarity NPC471363
0.7885 Intermediate Similarity NPC476769
0.7879 Intermediate Similarity NPC141831
0.7879 Intermediate Similarity NPC233345
0.7879 Intermediate Similarity NPC186363
0.7879 Intermediate Similarity NPC49420
0.7872 Intermediate Similarity NPC200513
0.787 Intermediate Similarity NPC478209
0.7864 Intermediate Similarity NPC470906
0.7864 Intermediate Similarity NPC16601
0.7864 Intermediate Similarity NPC476767
0.7864 Intermediate Similarity NPC110897
0.785 Intermediate Similarity NPC306265
0.7843 Intermediate Similarity NPC257726
0.7843 Intermediate Similarity NPC474921
0.7843 Intermediate Similarity NPC204054
0.7843 Intermediate Similarity NPC474343
0.7843 Intermediate Similarity NPC473963
0.7838 Intermediate Similarity NPC471816
0.783 Intermediate Similarity NPC476760
0.783 Intermediate Similarity NPC127609
0.783 Intermediate Similarity NPC153095
0.783 Intermediate Similarity NPC476761
0.783 Intermediate Similarity NPC469401
0.783 Intermediate Similarity NPC478208
0.783 Intermediate Similarity NPC476762
0.783 Intermediate Similarity NPC34768
0.783 Intermediate Similarity NPC472645
0.7818 Intermediate Similarity NPC25909
0.7818 Intermediate Similarity NPC470120
0.7812 Intermediate Similarity NPC110405
0.781 Intermediate Similarity NPC134270
0.781 Intermediate Similarity NPC471938
0.781 Intermediate Similarity NPC45897
0.781 Intermediate Similarity NPC475889
0.781 Intermediate Similarity NPC7644
0.781 Intermediate Similarity NPC7613
0.781 Intermediate Similarity NPC36688
0.781 Intermediate Similarity NPC127933
0.7807 Intermediate Similarity NPC204731
0.78 Intermediate Similarity NPC476598
0.78 Intermediate Similarity NPC476597
0.7798 Intermediate Similarity NPC469656
0.7798 Intermediate Similarity NPC469655
0.7798 Intermediate Similarity NPC474846
0.7789 Intermediate Similarity NPC193198
0.7788 Intermediate Similarity NPC472643
0.7778 Intermediate Similarity NPC474243
0.7778 Intermediate Similarity NPC281942
0.7778 Intermediate Similarity NPC206618
0.7778 Intermediate Similarity NPC472642
0.7778 Intermediate Similarity NPC232426
0.7778 Intermediate Similarity NPC31522
0.7768 Intermediate Similarity NPC473968
0.7768 Intermediate Similarity NPC13713
0.7767 Intermediate Similarity NPC474440
0.7767 Intermediate Similarity NPC72647
0.7767 Intermediate Similarity NPC107806
0.7766 Intermediate Similarity NPC475665
0.7759 Intermediate Similarity NPC469379
0.7759 Intermediate Similarity NPC86346
0.7759 Intermediate Similarity NPC75856
0.7757 Intermediate Similarity NPC109376
0.7757 Intermediate Similarity NPC179380
0.7757 Intermediate Similarity NPC143609
0.7745 Intermediate Similarity NPC8954
0.7745 Intermediate Similarity NPC17578
0.7745 Intermediate Similarity NPC94905
0.7745 Intermediate Similarity NPC165528
0.7745 Intermediate Similarity NPC475380
0.7745 Intermediate Similarity NPC228766
0.7745 Intermediate Similarity NPC209297

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470761 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
0.8 Intermediate Similarity NPD1694 Approved
0.7872 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7757 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7685 Intermediate Similarity NPD6686 Approved
0.7596 Intermediate Similarity NPD4225 Approved
0.7545 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6008 Approved
0.7455 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD7638 Approved
0.7358 Intermediate Similarity NPD7639 Approved
0.7358 Intermediate Similarity NPD7640 Approved
0.7107 Intermediate Similarity NPD7507 Approved
0.7073 Intermediate Similarity NPD7319 Approved
0.7048 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD7900 Approved
0.7009 Intermediate Similarity NPD7115 Discovery
0.699 Remote Similarity NPD1695 Approved
0.6981 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6949 Remote Similarity NPD7327 Approved
0.6949 Remote Similarity NPD7328 Approved
0.6909 Remote Similarity NPD7632 Discontinued
0.6893 Remote Similarity NPD6903 Approved
0.6891 Remote Similarity NPD7516 Approved
0.6887 Remote Similarity NPD7748 Approved
0.6885 Remote Similarity NPD7492 Approved
0.6863 Remote Similarity NPD7146 Approved
0.6863 Remote Similarity NPD5330 Approved
0.6863 Remote Similarity NPD7521 Approved
0.6863 Remote Similarity NPD6684 Approved
0.6863 Remote Similarity NPD6409 Approved
0.6863 Remote Similarity NPD7334 Approved
0.6852 Remote Similarity NPD7902 Approved
0.6833 Remote Similarity NPD6054 Approved
0.6829 Remote Similarity NPD6616 Approved
0.6822 Remote Similarity NPD1698 Clinical (unspecified phase)
0.681 Remote Similarity NPD6882 Approved
0.6796 Remote Similarity NPD3573 Approved
0.6792 Remote Similarity NPD6399 Phase 3
0.6777 Remote Similarity NPD8296 Approved
0.6777 Remote Similarity NPD8380 Approved
0.6777 Remote Similarity NPD8335 Approved
0.6777 Remote Similarity NPD8379 Approved
0.6777 Remote Similarity NPD6015 Approved
0.6777 Remote Similarity NPD6016 Approved
0.6777 Remote Similarity NPD8033 Approved
0.6777 Remote Similarity NPD8378 Approved
0.6774 Remote Similarity NPD7078 Approved
0.6765 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5737 Approved
0.6731 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6731 Remote Similarity NPD6672 Approved
0.6729 Remote Similarity NPD6001 Approved
0.6727 Remote Similarity NPD6648 Approved
0.6723 Remote Similarity NPD6009 Approved
0.6721 Remote Similarity NPD6370 Approved
0.6721 Remote Similarity NPD5988 Approved
0.672 Remote Similarity NPD7736 Approved
0.6699 Remote Similarity NPD3618 Phase 1
0.6698 Remote Similarity NPD5693 Phase 1
0.6698 Remote Similarity NPD7515 Phase 2
0.6696 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6694 Remote Similarity NPD8377 Approved
0.6694 Remote Similarity NPD6059 Approved
0.6694 Remote Similarity NPD8294 Approved
0.6667 Remote Similarity NPD5344 Discontinued
0.6667 Remote Similarity NPD5697 Approved
0.6667 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6412 Phase 2
0.664 Remote Similarity NPD8293 Discontinued
0.6636 Remote Similarity NPD5778 Approved
0.6636 Remote Similarity NPD5779 Approved
0.6609 Remote Similarity NPD6899 Approved
0.6609 Remote Similarity NPD7320 Approved
0.6609 Remote Similarity NPD6881 Approved
0.6604 Remote Similarity NPD5207 Approved
0.6604 Remote Similarity NPD46 Approved
0.6604 Remote Similarity NPD6698 Approved
0.6581 Remote Similarity NPD6649 Approved
0.6581 Remote Similarity NPD6650 Approved
0.6579 Remote Similarity NPD5739 Approved
0.6579 Remote Similarity NPD7128 Approved
0.6579 Remote Similarity NPD6675 Approved
0.6579 Remote Similarity NPD6402 Approved
0.6574 Remote Similarity NPD5282 Discontinued
0.6552 Remote Similarity NPD6373 Approved
0.6552 Remote Similarity NPD6012 Approved
0.6552 Remote Similarity NPD6013 Approved
0.6552 Remote Similarity NPD6014 Approved
0.6552 Remote Similarity NPD6372 Approved
0.6532 Remote Similarity NPD8328 Phase 3
0.6522 Remote Similarity NPD5701 Approved
0.6514 Remote Similarity NPD5695 Phase 3
0.6504 Remote Similarity NPD7503 Approved
0.6504 Remote Similarity NPD8513 Phase 3
0.6504 Remote Similarity NPD8515 Approved
0.6504 Remote Similarity NPD8516 Approved
0.6504 Remote Similarity NPD8517 Approved
0.6496 Remote Similarity NPD6371 Approved
0.6496 Remote Similarity NPD7290 Approved
0.6496 Remote Similarity NPD7102 Approved
0.6496 Remote Similarity NPD6883 Approved
0.6486 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6486 Remote Similarity NPD5696 Approved
0.6471 Remote Similarity NPD4632 Approved
0.6466 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6466 Remote Similarity NPD6011 Approved
0.6449 Remote Similarity NPD5785 Approved
0.6446 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6441 Remote Similarity NPD6869 Approved
0.6441 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6441 Remote Similarity NPD6617 Approved
0.6441 Remote Similarity NPD8130 Phase 1
0.6441 Remote Similarity NPD6847 Approved
0.6429 Remote Similarity NPD8039 Approved
0.6423 Remote Similarity NPD6319 Approved
0.64 Remote Similarity NPD6067 Discontinued
0.6396 Remote Similarity NPD6084 Phase 2
0.6396 Remote Similarity NPD6083 Phase 2
0.6389 Remote Similarity NPD6079 Approved
0.6389 Remote Similarity NPD6411 Approved
0.6389 Remote Similarity NPD7637 Suspended
0.6387 Remote Similarity NPD8297 Approved
0.6381 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6355 Remote Similarity NPD5328 Approved
0.6355 Remote Similarity NPD6673 Approved
0.6355 Remote Similarity NPD6051 Approved
0.6355 Remote Similarity NPD6904 Approved
0.6355 Remote Similarity NPD6080 Approved
0.6346 Remote Similarity NPD3668 Phase 3
0.6333 Remote Similarity NPD8133 Approved
0.6316 Remote Similarity NPD5211 Phase 2
0.6311 Remote Similarity NPD5209 Approved
0.6311 Remote Similarity NPD3667 Approved
0.6306 Remote Similarity NPD5222 Approved
0.6306 Remote Similarity NPD4697 Phase 3
0.6306 Remote Similarity NPD5221 Approved
0.6306 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6296 Remote Similarity NPD5692 Phase 3
0.6283 Remote Similarity NPD5285 Approved
0.6283 Remote Similarity NPD5286 Approved
0.6283 Remote Similarity NPD4696 Approved
0.6275 Remote Similarity NPD4695 Discontinued
0.6262 Remote Similarity NPD5208 Approved
0.626 Remote Similarity NPD6845 Suspended
0.625 Remote Similarity NPD8074 Phase 3
0.625 Remote Similarity NPD5173 Approved
0.625 Remote Similarity NPD4755 Approved
0.624 Remote Similarity NPD6291 Clinical (unspecified phase)
0.624 Remote Similarity NPD5983 Phase 2
0.6239 Remote Similarity NPD8035 Phase 2
0.6239 Remote Similarity NPD6050 Approved
0.6239 Remote Similarity NPD5694 Approved
0.6239 Remote Similarity NPD8034 Phase 2
0.623 Remote Similarity NPD6274 Approved
0.6207 Remote Similarity NPD5141 Approved
0.6204 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6101 Approved
0.6202 Remote Similarity NPD6033 Approved
0.619 Remote Similarity NPD4786 Approved
0.619 Remote Similarity NPD3665 Phase 1
0.619 Remote Similarity NPD3133 Approved
0.619 Remote Similarity NPD3666 Approved
0.6183 Remote Similarity NPD7260 Phase 2
0.6182 Remote Similarity NPD4202 Approved
0.6174 Remote Similarity NPD5225 Approved
0.6174 Remote Similarity NPD4633 Approved
0.6174 Remote Similarity NPD5224 Approved
0.6174 Remote Similarity NPD5226 Approved
0.6167 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6147 Remote Similarity NPD7838 Discovery
0.6142 Remote Similarity NPD7604 Phase 2
0.614 Remote Similarity NPD4700 Approved
0.6121 Remote Similarity NPD5175 Approved
0.6121 Remote Similarity NPD5174 Approved
0.6121 Remote Similarity NPD6052 Approved
0.6098 Remote Similarity NPD6868 Approved
0.6091 Remote Similarity NPD5284 Approved
0.6091 Remote Similarity NPD5281 Approved
0.6087 Remote Similarity NPD5223 Approved
0.6083 Remote Similarity NPD4634 Approved
0.608 Remote Similarity NPD7101 Approved
0.608 Remote Similarity NPD7100 Approved
0.6075 Remote Similarity NPD5279 Phase 3
0.6075 Remote Similarity NPD4249 Approved
0.6075 Remote Similarity NPD6098 Approved
0.6071 Remote Similarity NPD5210 Approved
0.6071 Remote Similarity NPD4629 Approved
0.6071 Remote Similarity NPD5654 Approved
0.6055 Remote Similarity NPD4753 Phase 2
0.6055 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6048 Remote Similarity NPD6317 Approved
0.6047 Remote Similarity NPD6336 Discontinued
0.6019 Remote Similarity NPD4250 Approved
0.6019 Remote Similarity NPD4251 Approved
0.6018 Remote Similarity NPD7732 Phase 3
0.6015 Remote Similarity NPD8338 Approved
0.6 Remote Similarity NPD6313 Approved
0.6 Remote Similarity NPD6335 Approved

Structure

External Identifiers

PubChem CID   16109805
ChEMBL   CHEMBL221433
ZINC  

Physicochemical Properties

Molecular Weight:  290.12
ALogP:  1.4593
MLogP:  2.67
XLogP:  1.14
# Rotatable Bonds:  4
Polar Surface Area:  61.83
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  21

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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