Natural Product: NPC148872

Natural Product ID:  NPC148872
Common Name:   Artemisitene
IUPAC Name:  
Synonyms:   Artemisitene
Molecular Formula:   C15H20O5
Standard InCHIKey:  IGEBZMMCKFUABB-KPHNHPKPSA-N
Standard InCHI:  InChI=1S/C15H20O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8,10-11,13H,2,4-7H2,1,3H3/t8-,10+,11+,13-,14-,15-/m1/s1
Canonical SMILES:  O=C1O[C@@H]2O[C@@]3(C)CC[C@@H]4[C@]2([C@H](C1=C)CC[C@H]4C)OO3
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
NPO26589 Artemisia annua Species Asteraceae Eukaryota TCMSP*
NPO26589 Artemisia annua Species Asteraceae Eukaryota TM-MC*
NPO10506 Artemisia apiacea Species Asteraceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0053 ug/ml 8355254
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 2800 nM 8355254
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.00744 ug/ml 8355254
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 7800 nM 8355254
NPT2 Others Unspecified IC50 = 1700 nM 17618015
NPT2 Others Unspecified IC50 = 10000 nM 17618015
NPT2 Others Unspecified IC50 = 11300 nM 17618015
NPT2 Others Unspecified IC50 = 6800 nM 17618015
NPT2 Others Unspecified IC80 = 0.016 nM 17618015
NPT85 Organism Filobasidiella neoformans Cryptococcus neoformans IC50 = 0.045 ug/ml 16124777
NPT2 Others Unspecified IC50 = 6800 nM 8350087
NPT2 Others Unspecified IC80 = 0.016 nM 8350087

  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 NPC148872 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
0.8427 Intermediate Similarity NPC285480
0.8427 Intermediate Similarity NPC30443
0.8427 Intermediate Similarity NPC45256
0.8427 Intermediate Similarity NPC260977
0.7912 Intermediate Similarity NPC60568
0.7885 Intermediate Similarity NPC41681
0.76 Intermediate Similarity NPC474841
0.76 Intermediate Similarity NPC66581
0.76 Intermediate Similarity NPC473434
0.76 Intermediate Similarity NPC471446
0.76 Intermediate Similarity NPC476722
0.7526 Intermediate Similarity NPC175293
0.7525 Intermediate Similarity NPC167893
0.75 Intermediate Similarity NPC112457
0.7475 Intermediate Similarity NPC475776
0.7474 Intermediate Similarity NPC67158
0.7474 Intermediate Similarity NPC30102
0.7474 Intermediate Similarity NPC128816
0.7455 Intermediate Similarity NPC222834
0.74 Intermediate Similarity NPC470373
0.74 Intermediate Similarity NPC165180
0.74 Intermediate Similarity NPC470379
0.7379 Intermediate Similarity NPC474921
0.7353 Intermediate Similarity NPC90014
0.7353 Intermediate Similarity NPC56369
0.7304 Intermediate Similarity NPC48692
0.73 Intermediate Similarity NPC328935
0.73 Intermediate Similarity NPC327183
0.7282 Intermediate Similarity NPC228766
0.7282 Intermediate Similarity NPC473964
0.7282 Intermediate Similarity NPC165528
0.7282 Intermediate Similarity NPC93245
0.7273 Intermediate Similarity NPC475501
0.7273 Intermediate Similarity NPC50847
0.7273 Intermediate Similarity NPC83005
0.7263 Intermediate Similarity NPC47635
0.7257 Intermediate Similarity NPC229752
0.7257 Intermediate Similarity NPC88945
0.7255 Intermediate Similarity NPC469596
0.7255 Intermediate Similarity NPC225474
0.7255 Intermediate Similarity NPC71589
0.7255 Intermediate Similarity NPC148000
0.7255 Intermediate Similarity NPC41649
0.7245 Intermediate Similarity NPC185638
0.7232 Intermediate Similarity NPC132668
0.7232 Intermediate Similarity NPC311592
0.7232 Intermediate Similarity NPC75167
0.7232 Intermediate Similarity NPC157441
0.7228 Intermediate Similarity NPC65513
0.7222 Intermediate Similarity NPC56656
0.7222 Intermediate Similarity NPC103172
0.7222 Intermediate Similarity NPC164600
0.7212 Intermediate Similarity NPC473963
0.7207 Intermediate Similarity NPC63244
0.72 Intermediate Similarity NPC116620
0.7196 Intermediate Similarity NPC475928
0.7196 Intermediate Similarity NPC61442
0.7193 Intermediate Similarity NPC78836
0.7193 Intermediate Similarity NPC474483
0.7188 Intermediate Similarity NPC226988
0.7184 Intermediate Similarity NPC259042
0.7184 Intermediate Similarity NPC157686
0.7182 Intermediate Similarity NPC102741
0.717 Intermediate Similarity NPC111292
0.717 Intermediate Similarity NPC475958
0.7168 Intermediate Similarity NPC181145
0.7158 Intermediate Similarity NPC474981
0.7156 Intermediate Similarity NPC148270
0.7156 Intermediate Similarity NPC471474
0.7156 Intermediate Similarity NPC80338
0.7156 Intermediate Similarity NPC293512
0.7156 Intermediate Similarity NPC197813
0.7155 Intermediate Similarity NPC151616
0.7143 Intermediate Similarity NPC222307
0.7143 Intermediate Similarity NPC471244
0.7143 Intermediate Similarity NPC49833
0.7143 Intermediate Similarity NPC145625
0.7143 Intermediate Similarity NPC157929
0.7143 Intermediate Similarity NPC249171
0.7143 Intermediate Similarity NPC12046
0.7143 Intermediate Similarity NPC194951
0.713 Intermediate Similarity NPC476764
0.713 Intermediate Similarity NPC244247
0.713 Intermediate Similarity NPC476763
0.7117 Intermediate Similarity NPC471476
0.7117 Intermediate Similarity NPC253906
0.7117 Intermediate Similarity NPC235014
0.7115 Intermediate Similarity NPC317573
0.7113 Intermediate Similarity NPC257358
0.7113 Intermediate Similarity NPC474472
0.7111 Intermediate Similarity NPC29005
0.7111 Intermediate Similarity NPC51956
0.7111 Intermediate Similarity NPC5209
0.7105 Intermediate Similarity NPC471816
0.7103 Intermediate Similarity NPC80144
0.7103 Intermediate Similarity NPC164551
0.7103 Intermediate Similarity NPC106668
0.7094 Intermediate Similarity NPC204731
0.7094 Intermediate Similarity NPC476204
0.7094 Intermediate Similarity NPC170084
0.7091 Intermediate Similarity NPC232133
0.7091 Intermediate Similarity NPC177524
0.7091 Intermediate Similarity NPC471094
0.7091 Intermediate Similarity NPC219900
0.7091 Intermediate Similarity NPC392
0.7091 Intermediate Similarity NPC469984
0.7091 Intermediate Similarity NPC473410
0.7087 Intermediate Similarity NPC24861
0.7087 Intermediate Similarity NPC476716
0.7083 Intermediate Similarity NPC38642
0.708 Intermediate Similarity NPC94141
0.708 Intermediate Similarity NPC189884
0.708 Intermediate Similarity NPC138334
0.708 Intermediate Similarity NPC204458
0.708 Intermediate Similarity NPC47063
0.7075 Intermediate Similarity NPC476933
0.7071 Intermediate Similarity NPC244174
0.7071 Intermediate Similarity NPC9231
0.7071 Intermediate Similarity NPC85698
0.7069 Intermediate Similarity NPC122971
0.7064 Intermediate Similarity NPC476760
0.7064 Intermediate Similarity NPC476762
0.7064 Intermediate Similarity NPC476761
0.7064 Intermediate Similarity NPC170432
0.7064 Intermediate Similarity NPC469401
0.7059 Intermediate Similarity NPC474631
0.7059 Intermediate Similarity NPC476934
0.7059 Intermediate Similarity NPC329952
0.7054 Intermediate Similarity NPC122339
0.7054 Intermediate Similarity NPC274833
0.7054 Intermediate Similarity NPC329953
0.7054 Intermediate Similarity NPC471251
0.7054 Intermediate Similarity NPC213320
0.7053 Intermediate Similarity NPC323472
0.7048 Intermediate Similarity NPC204054
0.7048 Intermediate Similarity NPC257726
0.7048 Intermediate Similarity NPC474395
0.7048 Intermediate Similarity NPC304445
0.7048 Intermediate Similarity NPC111348
0.7048 Intermediate Similarity NPC136781
0.7048 Intermediate Similarity NPC236580
0.7043 Intermediate Similarity NPC473304
0.7043 Intermediate Similarity NPC23046
0.7043 Intermediate Similarity NPC13713
0.7041 Intermediate Similarity NPC470011
0.7037 Intermediate Similarity NPC27687
0.7037 Intermediate Similarity NPC254202
0.7037 Intermediate Similarity NPC37240
0.7037 Intermediate Similarity NPC99510
0.7037 Intermediate Similarity NPC72842
0.7037 Intermediate Similarity NPC473148
0.7027 Intermediate Similarity NPC8431
0.7027 Intermediate Similarity NPC131903
0.7027 Intermediate Similarity NPC471250
0.7027 Intermediate Similarity NPC274827
0.7027 Intermediate Similarity NPC469370
0.7027 Intermediate Similarity NPC469744
0.7027 Intermediate Similarity NPC469983
0.7025 Intermediate Similarity NPC270109
0.7019 Intermediate Similarity NPC217329
0.7018 Intermediate Similarity NPC17165
0.7009 Intermediate Similarity NPC67296
0.7009 Intermediate Similarity NPC242666
0.7009 Intermediate Similarity NPC476150
0.7009 Intermediate Similarity NPC476127
0.7 Intermediate Similarity NPC74139
0.7 Intermediate Similarity NPC186054
0.7 Intermediate Similarity NPC180744
0.7 Intermediate Similarity NPC476932
0.7 Intermediate Similarity NPC305029
0.7 Intermediate Similarity NPC96333
0.7 Intermediate Similarity NPC469746
0.7 Intermediate Similarity NPC5130
0.7 Intermediate Similarity NPC88833
0.6991 Remote Similarity NPC473397
0.6991 Remote Similarity NPC174836
0.6991 Remote Similarity NPC472719
0.6991 Remote Similarity NPC256798
0.6991 Remote Similarity NPC473352
0.6991 Remote Similarity NPC474927
0.6991 Remote Similarity NPC207845
0.6991 Remote Similarity NPC128925
0.6991 Remote Similarity NPC471245
0.6991 Remote Similarity NPC470543
0.6991 Remote Similarity NPC37739
0.6991 Remote Similarity NPC265391
0.6991 Remote Similarity NPC473303
0.6991 Remote Similarity NPC46388
0.699 Remote Similarity NPC147272
0.699 Remote Similarity NPC474835
0.699 Remote Similarity NPC163902
0.6983 Remote Similarity NPC234522
0.6981 Remote Similarity NPC476807
0.6981 Remote Similarity NPC216478
0.6981 Remote Similarity NPC476806
0.6981 Remote Similarity NPC279561
0.6972 Remote Similarity NPC474898
0.6972 Remote Similarity NPC477127
0.6972 Remote Similarity NPC202793
0.6972 Remote Similarity NPC283850

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC148872 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
0.8427 Intermediate Similarity NPD1780 Approved
0.8427 Intermediate Similarity NPD1779 Approved
0.7474 Intermediate Similarity NPD3669 Approved
0.7474 Intermediate Similarity NPD3670 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD2254 Approved
0.7111 Intermediate Similarity NPD2687 Approved
0.7111 Intermediate Similarity NPD2686 Approved
0.7091 Intermediate Similarity NPD6686 Approved
0.708 Intermediate Similarity NPD8133 Approved
0.6882 Remote Similarity NPD1810 Approved
0.6882 Remote Similarity NPD1811 Approved
0.6721 Remote Similarity NPD7507 Approved
0.6667 Remote Similarity NPD8513 Phase 3
0.6667 Remote Similarity NPD8516 Approved
0.6667 Remote Similarity NPD8517 Approved
0.6667 Remote Similarity NPD8515 Approved
0.6637 Remote Similarity NPD5345 Clinical (unspecified phase)
0.661 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6579 Remote Similarity NPD8132 Clinical (unspecified phase)
0.656 Remote Similarity NPD7319 Approved
0.6557 Remote Similarity NPD8328 Phase 3
0.6549 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6514 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6471 Remote Similarity NPD1733 Clinical (unspecified phase)
0.646 Remote Similarity NPD6008 Approved
0.6404 Remote Similarity NPD6412 Phase 2
0.6393 Remote Similarity NPD8033 Approved
0.6381 Remote Similarity NPD1695 Approved
0.6379 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6346 Remote Similarity NPD3573 Approved
0.6337 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6009 Approved
0.6325 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6311 Remote Similarity NPD8294 Approved
0.6311 Remote Similarity NPD8377 Approved
0.6311 Remote Similarity NPD1694 Approved
0.6293 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6281 Remote Similarity NPD7328 Approved
0.6281 Remote Similarity NPD7327 Approved
0.6271 Remote Similarity NPD6053 Discontinued
0.626 Remote Similarity NPD7503 Approved
0.626 Remote Similarity NPD8296 Approved
0.626 Remote Similarity NPD8378 Approved
0.626 Remote Similarity NPD8335 Approved
0.626 Remote Similarity NPD8379 Approved
0.626 Remote Similarity NPD8380 Approved
0.623 Remote Similarity NPD7516 Approved
0.622 Remote Similarity NPD7736 Approved
0.6216 Remote Similarity NPD7638 Approved
0.621 Remote Similarity NPD6370 Approved
0.6168 Remote Similarity NPD46 Approved
0.6168 Remote Similarity NPD6698 Approved
0.6161 Remote Similarity NPD7640 Approved
0.6161 Remote Similarity NPD7639 Approved
0.6147 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6147 Remote Similarity NPD7900 Approved
0.6142 Remote Similarity NPD8074 Phase 3
0.6142 Remote Similarity NPD8293 Discontinued
0.6111 Remote Similarity NPD7492 Approved
0.6111 Remote Similarity NPD8035 Phase 2
0.6111 Remote Similarity NPD8034 Phase 2
0.6083 Remote Similarity NPD4632 Approved
0.6071 Remote Similarity NPD4225 Approved
0.6066 Remote Similarity NPD7115 Discovery
0.6063 Remote Similarity NPD6616 Approved
0.6048 Remote Similarity NPD6054 Approved
0.6018 Remote Similarity NPD6648 Approved
0.6016 Remote Similarity NPD7078 Approved
0.6 Remote Similarity NPD6015 Approved
0.6 Remote Similarity NPD6016 Approved
0.6 Remote Similarity NPD6882 Approved
0.6 Remote Similarity NPD6921 Approved
0.5983 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5982 Remote Similarity NPD7902 Approved
0.5969 Remote Similarity NPD8336 Approved
0.5969 Remote Similarity NPD8337 Approved
0.5965 Remote Similarity NPD5344 Discontinued
0.5963 Remote Similarity NPD5693 Phase 1
0.5952 Remote Similarity NPD5988 Approved
0.5946 Remote Similarity NPD6356 Clinical (unspecified phase)
0.592 Remote Similarity NPD6059 Approved
0.592 Remote Similarity NPD6319 Approved
0.5909 Remote Similarity NPD6399 Phase 3
0.5873 Remote Similarity NPD8269 Approved
0.5873 Remote Similarity NPD8267 Approved
0.5873 Remote Similarity NPD5983 Phase 2
0.5873 Remote Similarity NPD8266 Approved
0.5873 Remote Similarity NPD8268 Approved
0.5868 Remote Similarity NPD8297 Approved
0.5856 Remote Similarity NPD7748 Approved
0.5847 Remote Similarity NPD5697 Approved
0.5833 Remote Similarity NPD7260 Phase 2
0.5833 Remote Similarity NPD5737 Approved
0.5833 Remote Similarity NPD6672 Approved
0.5833 Remote Similarity NPD6371 Approved
0.5814 Remote Similarity NPD8451 Approved
0.5804 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5798 Remote Similarity NPD6899 Approved
0.5798 Remote Similarity NPD6881 Approved
0.5798 Remote Similarity NPD6011 Approved
0.5794 Remote Similarity NPD6409 Approved
0.5794 Remote Similarity NPD7146 Approved
0.5794 Remote Similarity NPD7334 Approved
0.5794 Remote Similarity NPD6684 Approved
0.5794 Remote Similarity NPD5330 Approved
0.5794 Remote Similarity NPD7521 Approved
0.5785 Remote Similarity NPD6649 Approved
0.5785 Remote Similarity NPD6650 Approved
0.5781 Remote Similarity NPD7604 Phase 2
0.5781 Remote Similarity NPD7830 Approved
0.5781 Remote Similarity NPD7829 Approved
0.5781 Remote Similarity NPD6067 Discontinued
0.578 Remote Similarity NPD6101 Approved
0.578 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5776 Remote Similarity NPD7632 Discontinued
0.5769 Remote Similarity NPD8448 Approved
0.5766 Remote Similarity NPD5778 Approved
0.5766 Remote Similarity NPD5779 Approved
0.5763 Remote Similarity NPD5739 Approved
0.5763 Remote Similarity NPD7128 Approved
0.5763 Remote Similarity NPD6402 Approved
0.5763 Remote Similarity NPD6675 Approved
0.5761 Remote Similarity NPD1145 Discontinued
0.5758 Remote Similarity NPD8391 Approved
0.5758 Remote Similarity NPD8390 Approved
0.5758 Remote Similarity NPD8392 Approved
0.575 Remote Similarity NPD6014 Approved
0.575 Remote Similarity NPD6372 Approved
0.575 Remote Similarity NPD6373 Approved
0.575 Remote Similarity NPD6013 Approved
0.575 Remote Similarity NPD6012 Approved
0.5714 Remote Similarity NPD5701 Approved
0.5714 Remote Similarity NPD6001 Approved
0.5702 Remote Similarity NPD6883 Approved
0.5702 Remote Similarity NPD7290 Approved
0.5702 Remote Similarity NPD7102 Approved
0.5701 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5692 Remote Similarity NPD6336 Discontinued
0.5688 Remote Similarity NPD6903 Approved
0.5688 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5678 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5676 Remote Similarity NPD6411 Approved
0.5676 Remote Similarity NPD7515 Phase 2
0.5672 Remote Similarity NPD6845 Suspended
0.5672 Remote Similarity NPD8338 Approved
0.5667 Remote Similarity NPD7320 Approved
0.5664 Remote Similarity NPD5695 Phase 3
0.5659 Remote Similarity NPD7642 Approved
0.5656 Remote Similarity NPD6869 Approved
0.5656 Remote Similarity NPD6847 Approved
0.5656 Remote Similarity NPD6617 Approved
0.5656 Remote Similarity NPD8130 Phase 1
0.5652 Remote Similarity NPD5696 Approved
0.5636 Remote Similarity NPD6904 Approved
0.5636 Remote Similarity NPD6080 Approved
0.5636 Remote Similarity NPD6673 Approved
0.5635 Remote Similarity NPD7641 Discontinued
0.5615 Remote Similarity NPD8299 Approved
0.5615 Remote Similarity NPD8342 Approved
0.5615 Remote Similarity NPD8341 Approved
0.5615 Remote Similarity NPD8340 Approved
0.5606 Remote Similarity NPD6033 Approved

Structure

External Identifiers

PubChem CID   11000442
ChEMBL   CHEMBL526138
ZINC  

Physicochemical Properties

Molecular Weight:  280.13
ALogP:  1.2901
MLogP:  2.56
XLogP:  2.857
# Rotatable Bonds:  2
Polar Surface Area:  53.99
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  20

Download Data

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