Natural Product: NPC60568

Natural Product ID:  NPC60568
Common Name:   Deoxyartemisinin
IUPAC Name:  
Synonyms:   Deoxyartemisinin
Molecular Formula:   C15H22O4
Standard InCHIKey:  ZQGMLVQZBIKKMP-NNWCWBAJSA-N
Standard InCHI:  InChI=1S/C15H22O4/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1
Canonical SMILES:  C[C@@H]1CC[C@@H]2[C@@]34[C@H]1CC[C@@](O3)(O[C@H]4OC(=O)[C@@H]2C)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
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 = 0.7616 ug/ml 3279208
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 2863.08 nM 3279208
NPT737 Cell Line HUVEC Homo sapiens IC50 > 50000 nM 14552753
NPT2 Others Unspecified IC50 = 111000 nM 9134741
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 > 10 ug/ml 17562801
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 > 10 ug/ml 17562801
NPT844 Organism Trypanosoma brucei rhodesiense Trypanosoma brucei rhodesiense IC50 = 34 ug/ml 17562801
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 > 30 ug/ml 17562801
NPT633 Organism Leishmania donovani Leishmania donovani IC50 > 30 ug/ml 17562801
NPT2645 Organism Giardia intestinalis Giardia intestinalis IC50 = 91 ug/ml 17562801
NPT2645 Organism Giardia intestinalis Giardia intestinalis IC50 = 28 ug/ml 17562801
NPT3515 Organism Babesia divergens Babesia divergens IC50 > 10 ug/ml 17562801
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 33 ug/ml 20028825
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 34 ug/ml 20028825

  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 NPC60568 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
0.9351 High Similarity NPC285480
0.9351 High Similarity NPC260977
0.9351 High Similarity NPC45256
0.9351 High Similarity NPC30443
0.8193 Intermediate Similarity NPC30102
0.8193 Intermediate Similarity NPC128816
0.8193 Intermediate Similarity NPC67158
0.814 Intermediate Similarity NPC221993
0.8049 Intermediate Similarity NPC125366
0.8022 Intermediate Similarity NPC266417
0.7912 Intermediate Similarity NPC148872
0.7821 Intermediate Similarity NPC5209
0.7821 Intermediate Similarity NPC29005
0.7821 Intermediate Similarity NPC51956
0.775 Intermediate Similarity NPC55508
0.7717 Intermediate Similarity NPC475765
0.7717 Intermediate Similarity NPC475785
0.7674 Intermediate Similarity NPC79308
0.7674 Intermediate Similarity NPC25802
0.7674 Intermediate Similarity NPC101138
0.7674 Intermediate Similarity NPC82492
0.7674 Intermediate Similarity NPC51135
0.7667 Intermediate Similarity NPC475878
0.7619 Intermediate Similarity NPC471216
0.7619 Intermediate Similarity NPC471217
0.7619 Intermediate Similarity NPC134227
0.7531 Intermediate Similarity NPC209666
0.7531 Intermediate Similarity NPC53868
0.7531 Intermediate Similarity NPC31046
0.7531 Intermediate Similarity NPC200167
0.7529 Intermediate Similarity NPC71541
0.75 Intermediate Similarity NPC471410
0.75 Intermediate Similarity NPC474008
0.75 Intermediate Similarity NPC471411
0.7471 Intermediate Similarity NPC65133
0.747 Intermediate Similarity NPC143250
0.7447 Intermediate Similarity NPC472273
0.7407 Intermediate Similarity NPC123122
0.7407 Intermediate Similarity NPC109510
0.7374 Intermediate Similarity NPC203974
0.7374 Intermediate Similarity NPC126753
0.7356 Intermediate Similarity NPC476721
0.734 Intermediate Similarity NPC193785
0.7327 Intermediate Similarity NPC470622
0.7326 Intermediate Similarity NPC329490
0.7326 Intermediate Similarity NPC328639
0.732 Intermediate Similarity NPC80640
0.7303 Intermediate Similarity NPC470657
0.7303 Intermediate Similarity NPC244174
0.7303 Intermediate Similarity NPC476717
0.73 Intermediate Similarity NPC207693
0.7294 Intermediate Similarity NPC474754
0.7283 Intermediate Similarity NPC474631
0.7263 Intermediate Similarity NPC74466
0.7262 Intermediate Similarity NPC70996
0.7234 Intermediate Similarity NPC215570
0.7228 Intermediate Similarity NPC236753
0.7228 Intermediate Similarity NPC228190
0.7228 Intermediate Similarity NPC22709
0.7222 Intermediate Similarity NPC31349
0.7209 Intermediate Similarity NPC1882
0.7209 Intermediate Similarity NPC475456
0.7204 Intermediate Similarity NPC474379
0.7195 Intermediate Similarity NPC474755
0.7191 Intermediate Similarity NPC478111
0.7191 Intermediate Similarity NPC476715
0.7184 Intermediate Similarity NPC157571
0.7174 Intermediate Similarity NPC50443
0.7174 Intermediate Similarity NPC18536
0.7172 Intermediate Similarity NPC267637
0.7159 Intermediate Similarity NPC15091
0.7157 Intermediate Similarity NPC471431
0.7143 Intermediate Similarity NPC471221
0.7143 Intermediate Similarity NPC213528
0.7143 Intermediate Similarity NPC244969
0.7143 Intermediate Similarity NPC471254
0.7129 Intermediate Similarity NPC469826
0.7126 Intermediate Similarity NPC475743
0.7113 Intermediate Similarity NPC80417
0.7105 Intermediate Similarity NPC478126
0.71 Intermediate Similarity NPC158051
0.71 Intermediate Similarity NPC273189
0.71 Intermediate Similarity NPC158367
0.71 Intermediate Similarity NPC119628
0.71 Intermediate Similarity NPC184805
0.7097 Intermediate Similarity NPC216137
0.7089 Intermediate Similarity NPC84562
0.7087 Intermediate Similarity NPC469824
0.7083 Intermediate Similarity NPC470632
0.7083 Intermediate Similarity NPC471241
0.7079 Intermediate Similarity NPC18953
0.7079 Intermediate Similarity NPC473299
0.7071 Intermediate Similarity NPC34562
0.7071 Intermediate Similarity NPC107385
0.7071 Intermediate Similarity NPC471253
0.7065 Intermediate Similarity NPC200580
0.7059 Intermediate Similarity NPC307865
0.7059 Intermediate Similarity NPC87393
0.7048 Intermediate Similarity NPC79193
0.703 Intermediate Similarity NPC40716
0.703 Intermediate Similarity NPC293512
0.703 Intermediate Similarity NPC475630
0.703 Intermediate Similarity NPC471430
0.703 Intermediate Similarity NPC138219
0.703 Intermediate Similarity NPC475234
0.7021 Intermediate Similarity NPC475307
0.7019 Intermediate Similarity NPC477489
0.7013 Intermediate Similarity NPC306750
0.701 Intermediate Similarity NPC472144
0.7 Intermediate Similarity NPC470167
0.7 Intermediate Similarity NPC469827
0.7 Intermediate Similarity NPC100078
0.7 Intermediate Similarity NPC88469
0.7 Intermediate Similarity NPC477205
0.699 Remote Similarity NPC66513
0.6989 Remote Similarity NPC472146
0.6989 Remote Similarity NPC470114
0.6989 Remote Similarity NPC185529
0.6988 Remote Similarity NPC476718
0.6979 Remote Similarity NPC235109
0.6979 Remote Similarity NPC476728
0.6979 Remote Similarity NPC237071
0.6979 Remote Similarity NPC238796
0.6979 Remote Similarity NPC203434
0.6977 Remote Similarity NPC191345
0.6977 Remote Similarity NPC177343
0.6977 Remote Similarity NPC252483
0.697 Remote Similarity NPC470172
0.6966 Remote Similarity NPC474284
0.6966 Remote Similarity NPC475820
0.6966 Remote Similarity NPC213737
0.6966 Remote Similarity NPC474253
0.6966 Remote Similarity NPC474346
0.6961 Remote Similarity NPC473688
0.6961 Remote Similarity NPC471626
0.6961 Remote Similarity NPC262567
0.6961 Remote Similarity NPC231566
0.6957 Remote Similarity NPC33398
0.6957 Remote Similarity NPC470872
0.6957 Remote Similarity NPC476435
0.6947 Remote Similarity NPC41649
0.6947 Remote Similarity NPC477495
0.6941 Remote Similarity NPC471046
0.6939 Remote Similarity NPC20028
0.6932 Remote Similarity NPC271572
0.6932 Remote Similarity NPC474870
0.6931 Remote Similarity NPC306776
0.6931 Remote Similarity NPC164600
0.6931 Remote Similarity NPC166079
0.6931 Remote Similarity NPC103172
0.6931 Remote Similarity NPC215408
0.6923 Remote Similarity NPC228593
0.6923 Remote Similarity NPC471368
0.6923 Remote Similarity NPC477441
0.6923 Remote Similarity NPC235196
0.6916 Remote Similarity NPC179429
0.6915 Remote Similarity NPC474065
0.6915 Remote Similarity NPC165180
0.6907 Remote Similarity NPC472145
0.69 Remote Similarity NPC473406
0.6897 Remote Similarity NPC477287
0.6897 Remote Similarity NPC73013
0.6893 Remote Similarity NPC469825
0.6889 Remote Similarity NPC477434
0.6887 Remote Similarity NPC477465
0.6882 Remote Similarity NPC472234
0.6882 Remote Similarity NPC472233
0.6882 Remote Similarity NPC471459
0.6882 Remote Similarity NPC67653
0.6875 Remote Similarity NPC82633
0.6875 Remote Similarity NPC57964
0.6875 Remote Similarity NPC94582
0.6869 Remote Similarity NPC477172
0.6869 Remote Similarity NPC178853
0.6869 Remote Similarity NPC478181
0.686 Remote Similarity NPC474003
0.6857 Remote Similarity NPC222834
0.6854 Remote Similarity NPC24556
0.6854 Remote Similarity NPC2096
0.6854 Remote Similarity NPC208912
0.6854 Remote Similarity NPC248415
0.6848 Remote Similarity NPC470920
0.6848 Remote Similarity NPC62202
0.6848 Remote Similarity NPC213658
0.6848 Remote Similarity NPC51662
0.6848 Remote Similarity NPC45833
0.6848 Remote Similarity NPC314364
0.6848 Remote Similarity NPC110365
0.6842 Remote Similarity NPC161035
0.6842 Remote Similarity NPC35164
0.6837 Remote Similarity NPC471374
0.6837 Remote Similarity NPC253995
0.6837 Remote Similarity NPC471375
0.6837 Remote Similarity NPC209798
0.6832 Remote Similarity NPC244247
0.6829 Remote Similarity NPC295788
0.6827 Remote Similarity NPC475501
0.6813 Remote Similarity NPC235402
0.6813 Remote Similarity NPC477445
0.6804 Remote Similarity NPC256227

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC60568 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
0.9351 High Similarity NPD1780 Approved
0.9351 High Similarity NPD1779 Approved
0.8193 Intermediate Similarity NPD3670 Clinical (unspecified phase)
0.8193 Intermediate Similarity NPD3669 Approved
0.7821 Intermediate Similarity NPD2687 Approved
0.7821 Intermediate Similarity NPD2254 Approved
0.7821 Intermediate Similarity NPD2686 Approved
0.7531 Intermediate Similarity NPD1811 Approved
0.7531 Intermediate Similarity NPD1810 Approved
0.6832 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6628 Remote Similarity NPD3702 Approved
0.6571 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6481 Remote Similarity NPD8133 Approved
0.6455 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6115 Approved
0.6404 Remote Similarity NPD6697 Approved
0.6404 Remote Similarity NPD6118 Approved
0.6404 Remote Similarity NPD6114 Approved
0.6373 Remote Similarity NPD1700 Approved
0.6292 Remote Similarity NPD6116 Phase 1
0.6279 Remote Similarity NPD5777 Approved
0.618 Remote Similarity NPD6117 Approved
0.6168 Remote Similarity NPD6686 Approved
0.6168 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6162 Remote Similarity NPD8171 Discontinued
0.6154 Remote Similarity NPD8086 Approved
0.6154 Remote Similarity NPD8138 Approved
0.6154 Remote Similarity NPD8084 Approved
0.6154 Remote Similarity NPD8082 Approved
0.6154 Remote Similarity NPD8083 Approved
0.6154 Remote Similarity NPD8139 Approved
0.6154 Remote Similarity NPD8085 Approved
0.6145 Remote Similarity NPD9496 Clinical (unspecified phase)
0.6132 Remote Similarity NPD6008 Approved
0.6121 Remote Similarity NPD8328 Phase 3
0.6118 Remote Similarity NPD229 Approved
0.6095 Remote Similarity NPD8275 Approved
0.6095 Remote Similarity NPD8276 Approved
0.6087 Remote Similarity NPD8516 Approved
0.6087 Remote Similarity NPD8513 Phase 3
0.6087 Remote Similarity NPD8515 Approved
0.6087 Remote Similarity NPD8517 Approved
0.6075 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6075 Remote Similarity NPD6412 Phase 2
0.6071 Remote Similarity NPD6940 Discontinued
0.6067 Remote Similarity NPD3703 Phase 2
0.6044 Remote Similarity NPD4238 Approved
0.6044 Remote Similarity NPD4802 Phase 2
0.6038 Remote Similarity NPD8081 Approved
0.6017 Remote Similarity NPD7507 Approved
0.6 Remote Similarity NPD8301 Approved
0.6 Remote Similarity NPD8300 Approved
0.5981 Remote Similarity NPD8393 Approved
0.5966 Remote Similarity NPD8293 Discontinued
0.5955 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5917 Remote Similarity NPD7736 Approved
0.5914 Remote Similarity NPD6928 Phase 2
0.5909 Remote Similarity NPD5955 Clinical (unspecified phase)
0.59 Remote Similarity NPD8034 Phase 2
0.59 Remote Similarity NPD8035 Phase 2
0.5897 Remote Similarity NPD6370 Approved
0.5888 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5888 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4224 Phase 2
0.5877 Remote Similarity NPD6009 Approved
0.5868 Remote Similarity NPD7319 Approved
0.5833 Remote Similarity NPD371 Approved
0.5818 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5798 Remote Similarity NPD7492 Approved
0.5795 Remote Similarity NPD7532 Clinical (unspecified phase)
0.578 Remote Similarity NPD8307 Discontinued
0.578 Remote Similarity NPD8140 Approved
0.575 Remote Similarity NPD6616 Approved
0.573 Remote Similarity NPD6081 Approved
0.5728 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5726 Remote Similarity NPD6054 Approved
0.5726 Remote Similarity NPD6059 Approved
0.5714 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5702 Remote Similarity NPD7078 Approved
0.5696 Remote Similarity NPD615 Clinical (unspecified phase)
0.5682 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5682 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5678 Remote Similarity NPD6016 Approved
0.5678 Remote Similarity NPD6015 Approved
0.5676 Remote Similarity NPD8306 Approved
0.5676 Remote Similarity NPD8305 Approved
0.5663 Remote Similarity NPD1145 Discontinued
0.5657 Remote Similarity NPD3573 Approved
0.5638 Remote Similarity NPD7329 Approved
0.5632 Remote Similarity NPD896 Approved
0.5632 Remote Similarity NPD898 Approved
0.5632 Remote Similarity NPD897 Approved
0.5631 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5631 Remote Similarity NPD7900 Approved
0.563 Remote Similarity NPD5988 Approved
0.5625 Remote Similarity NPD8087 Discontinued
0.5614 Remote Similarity NPD4632 Approved
0.5612 Remote Similarity NPD1694 Approved

Structure

External Identifiers

PubChem CID   12814879
ChEMBL   CHEMBL331309
ZINC  

Physicochemical Properties

Molecular Weight:  266.15
ALogP:  -0.1859
MLogP:  2.67
XLogP:  2.913
# Rotatable Bonds:  3
Polar Surface Area:  44.76
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  19

Download Data

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