Natural Product: NPC53868

Natural Product ID:  NPC53868
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C15H24O5
Standard InCHIKey:  BJDCWCLMFKKGEE-ISOSDAIHSA-N
Standard InCHI:  InChI=1S/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11+,12+,13-,14-,15-/m1/s1
Canonical SMILES:  O[C@H]1O[C@@H]2O[C@@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)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 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
NPT2 Others Unspecified IC50 > 100000 nM 26595184
NPT81 Cell Line A549 Homo sapiens IC50 = 80420 nM 26595184
NPT2 Others Unspecified IC50 = 21920 nM 26595184
NPT2 Others Unspecified IC50 = 145900 nM 26595184
NPT2 Others Unspecified Ratio IC50 = 1.81 26595184
NPT83 Cell Line MCF7 Homo sapiens GI50 = 33220 nM 26741854
NPT2 Others Unspecified GI50 = 3320 nM 26741854
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio = 0.89 26741854
NPT616 Cell Line MDCK Canis lupus familiaris Ratio = 0.8 26741854
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 440 nM 26640981
NPT71 Cell Line HEK293 Homo sapiens Activity = 54 % 26651537
NPT757 Organism Plasmodium falciparum 3D7 Plasmodium falciparum 3D7 IC50 = 0.1 nM 26651537
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.146 nM 26651537
NPT71 Cell Line HEK293 Homo sapiens Activity = 50 % 26651537

  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 NPC53868 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 NPC209666
1.0 High Similarity NPC200167
1.0 High Similarity NPC31046
0.9275 High Similarity NPC5209
0.9275 High Similarity NPC51956
0.9275 High Similarity NPC29005
0.859 High Similarity NPC67158
0.859 High Similarity NPC128816
0.859 High Similarity NPC30102
0.8421 Intermediate Similarity NPC177343
0.8133 Intermediate Similarity NPC166250
0.8101 Intermediate Similarity NPC285480
0.8101 Intermediate Similarity NPC30443
0.8101 Intermediate Similarity NPC260977
0.8101 Intermediate Similarity NPC45256
0.7949 Intermediate Similarity NPC272841
0.7901 Intermediate Similarity NPC241959
0.7895 Intermediate Similarity NPC308489
0.7733 Intermediate Similarity NPC471879
0.7711 Intermediate Similarity NPC290612
0.7692 Intermediate Similarity NPC107963
0.7619 Intermediate Similarity NPC471410
0.7619 Intermediate Similarity NPC471411
0.7558 Intermediate Similarity NPC131466
0.7531 Intermediate Similarity NPC186588
0.7531 Intermediate Similarity NPC60568
0.7529 Intermediate Similarity NPC43912
0.7529 Intermediate Similarity NPC140446
0.75 Intermediate Similarity NPC477577
0.747 Intermediate Similarity NPC470070
0.7412 Intermediate Similarity NPC268633
0.7412 Intermediate Similarity NPC107603
0.7407 Intermediate Similarity NPC170595
0.7386 Intermediate Similarity NPC229801
0.7386 Intermediate Similarity NPC307167
0.7386 Intermediate Similarity NPC210759
0.7381 Intermediate Similarity NPC474156
0.7356 Intermediate Similarity NPC82955
0.7333 Intermediate Similarity NPC477759
0.7333 Intermediate Similarity NPC179823
0.7333 Intermediate Similarity NPC477758
0.7333 Intermediate Similarity NPC477760
0.7333 Intermediate Similarity NPC477754
0.7333 Intermediate Similarity NPC477761
0.7326 Intermediate Similarity NPC472396
0.7308 Intermediate Similarity NPC470660
0.7308 Intermediate Similarity NPC470659
0.7303 Intermediate Similarity NPC18724
0.7303 Intermediate Similarity NPC470623
0.7303 Intermediate Similarity NPC171741
0.7303 Intermediate Similarity NPC224003
0.7303 Intermediate Similarity NPC323231
0.7273 Intermediate Similarity NPC261990
0.7273 Intermediate Similarity NPC474249
0.7273 Intermediate Similarity NPC65550
0.7273 Intermediate Similarity NPC279329
0.725 Intermediate Similarity NPC279575
0.7241 Intermediate Similarity NPC281004
0.7222 Intermediate Similarity NPC252253
0.7222 Intermediate Similarity NPC267238
0.7222 Intermediate Similarity NPC253611
0.7222 Intermediate Similarity NPC309866
0.7222 Intermediate Similarity NPC148593
0.7222 Intermediate Similarity NPC77717
0.7222 Intermediate Similarity NPC305418
0.7222 Intermediate Similarity NPC45959
0.7222 Intermediate Similarity NPC471373
0.72 Intermediate Similarity NPC477752
0.72 Intermediate Similarity NPC477756
0.72 Intermediate Similarity NPC477764
0.72 Intermediate Similarity NPC477751
0.7191 Intermediate Similarity NPC473830
0.7191 Intermediate Similarity NPC289361
0.7191 Intermediate Similarity NPC204881
0.7191 Intermediate Similarity NPC59006
0.7191 Intermediate Similarity NPC36372
0.7191 Intermediate Similarity NPC293609
0.7176 Intermediate Similarity NPC18953
0.7176 Intermediate Similarity NPC166279
0.7159 Intermediate Similarity NPC473472
0.7159 Intermediate Similarity NPC102725
0.7143 Intermediate Similarity NPC471424
0.7143 Intermediate Similarity NPC94582
0.7143 Intermediate Similarity NPC205129
0.7143 Intermediate Similarity NPC92196
0.7143 Intermediate Similarity NPC189575
0.7143 Intermediate Similarity NPC106701
0.7143 Intermediate Similarity NPC470611
0.7143 Intermediate Similarity NPC477494
0.7143 Intermediate Similarity NPC471429
0.7143 Intermediate Similarity NPC471425
0.7143 Intermediate Similarity NPC57964
0.7111 Intermediate Similarity NPC172838
0.7111 Intermediate Similarity NPC277774
0.7111 Intermediate Similarity NPC167644
0.7111 Intermediate Similarity NPC144790
0.7111 Intermediate Similarity NPC149400
0.7111 Intermediate Similarity NPC311246
0.7111 Intermediate Similarity NPC137004
0.7111 Intermediate Similarity NPC88962
0.7111 Intermediate Similarity NPC473726
0.7089 Intermediate Similarity NPC123122
0.7083 Intermediate Similarity NPC185116
0.7079 Intermediate Similarity NPC223143
0.7079 Intermediate Similarity NPC473542
0.7065 Intermediate Similarity NPC203434
0.7065 Intermediate Similarity NPC142264
0.7065 Intermediate Similarity NPC139271
0.7065 Intermediate Similarity NPC476510
0.7065 Intermediate Similarity NPC238796
0.7065 Intermediate Similarity NPC304011
0.7065 Intermediate Similarity NPC237071
0.7059 Intermediate Similarity NPC474253
0.7059 Intermediate Similarity NPC474346
0.7059 Intermediate Similarity NPC474284
0.7059 Intermediate Similarity NPC475820
0.7059 Intermediate Similarity NPC213737
0.7045 Intermediate Similarity NPC470872
0.7033 Intermediate Similarity NPC312678
0.7033 Intermediate Similarity NPC473774
0.7033 Intermediate Similarity NPC178949
0.7033 Intermediate Similarity NPC175
0.7033 Intermediate Similarity NPC30687
0.7033 Intermediate Similarity NPC253268
0.7033 Intermediate Similarity NPC475436
0.7033 Intermediate Similarity NPC473851
0.7033 Intermediate Similarity NPC473503
0.7033 Intermediate Similarity NPC24960
0.7033 Intermediate Similarity NPC477224
0.7033 Intermediate Similarity NPC191915
0.7033 Intermediate Similarity NPC179859
0.7033 Intermediate Similarity NPC113500
0.7033 Intermediate Similarity NPC174024
0.7033 Intermediate Similarity NPC151214
0.7033 Intermediate Similarity NPC3538
0.7033 Intermediate Similarity NPC131693
0.7033 Intermediate Similarity NPC96736
0.7033 Intermediate Similarity NPC291547
0.7011 Intermediate Similarity NPC470836
0.7 Intermediate Similarity NPC476668
0.7 Intermediate Similarity NPC470151
0.7 Intermediate Similarity NPC473637
0.7 Intermediate Similarity NPC5632
0.7 Intermediate Similarity NPC149966
0.6989 Remote Similarity NPC477223
0.6989 Remote Similarity NPC233649
0.6989 Remote Similarity NPC477222
0.6989 Remote Similarity NPC470028
0.6966 Remote Similarity NPC20822
0.6957 Remote Similarity NPC474399
0.6957 Remote Similarity NPC473065
0.6957 Remote Similarity NPC469710
0.6957 Remote Similarity NPC473067
0.6957 Remote Similarity NPC473064
0.6951 Remote Similarity NPC476719
0.6951 Remote Similarity NPC188793
0.6941 Remote Similarity NPC2096
0.6941 Remote Similarity NPC296734
0.6941 Remote Similarity NPC208912
0.6932 Remote Similarity NPC45833
0.6932 Remote Similarity NPC62202
0.6932 Remote Similarity NPC213658
0.6932 Remote Similarity NPC161928
0.6932 Remote Similarity NPC210658
0.6932 Remote Similarity NPC110365
0.6923 Remote Similarity NPC476669
0.6923 Remote Similarity NPC234352
0.6923 Remote Similarity NPC297348
0.6923 Remote Similarity NPC249204
0.6923 Remote Similarity NPC477451
0.6923 Remote Similarity NPC177834
0.6923 Remote Similarity NPC477547
0.6923 Remote Similarity NPC141769
0.6923 Remote Similarity NPC250393
0.6923 Remote Similarity NPC325828
0.6923 Remote Similarity NPC48339
0.6915 Remote Similarity NPC471375
0.6915 Remote Similarity NPC209798
0.6915 Remote Similarity NPC471374
0.6914 Remote Similarity NPC472950
0.6914 Remote Similarity NPC472952
0.6905 Remote Similarity NPC471216
0.6905 Remote Similarity NPC471217
0.6897 Remote Similarity NPC273290
0.6897 Remote Similarity NPC232044
0.6897 Remote Similarity NPC235402
0.6882 Remote Similarity NPC252056
0.6882 Remote Similarity NPC296936
0.6882 Remote Similarity NPC473287
0.6882 Remote Similarity NPC121453
0.6882 Remote Similarity NPC148872
0.6882 Remote Similarity NPC90583
0.6882 Remote Similarity NPC472989
0.6854 Remote Similarity NPC128475
0.6848 Remote Similarity NPC222731
0.6848 Remote Similarity NPC475325
0.6848 Remote Similarity NPC217205
0.6848 Remote Similarity NPC471464
0.6848 Remote Similarity NPC305160
0.6848 Remote Similarity NPC291203

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC53868 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
1.0 High Similarity NPD1811 Approved
1.0 High Similarity NPD1810 Approved
0.9275 High Similarity NPD2686 Approved
0.9275 High Similarity NPD2254 Approved
0.9275 High Similarity NPD2687 Approved
0.859 High Similarity NPD3670 Clinical (unspecified phase)
0.859 High Similarity NPD3669 Approved
0.8101 Intermediate Similarity NPD1779 Approved
0.8101 Intermediate Similarity NPD1780 Approved
0.7162 Intermediate Similarity NPD371 Approved
0.6923 Remote Similarity NPD8171 Discontinued
0.6706 Remote Similarity NPD6928 Phase 2
0.6625 Remote Similarity NPD7532 Clinical (unspecified phase)
0.64 Remote Similarity NPD3710 Phase 2
0.625 Remote Similarity NPD890 Clinical (unspecified phase)
0.625 Remote Similarity NPD892 Phase 3
0.625 Remote Similarity NPD893 Approved
0.625 Remote Similarity NPD891 Phase 3
0.625 Remote Similarity NPD888 Phase 3
0.6238 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6098 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6087 Remote Similarity NPD385 Approved
0.6087 Remote Similarity NPD384 Approved
0.6 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5972 Remote Similarity NPD905 Approved
0.5972 Remote Similarity NPD904 Phase 3
0.5942 Remote Similarity NPD386 Approved
0.5942 Remote Similarity NPD388 Approved
0.5926 Remote Similarity NPD8133 Approved
0.5897 Remote Similarity NPD6123 Approved
0.5811 Remote Similarity NPD894 Approved
0.5811 Remote Similarity NPD889 Approved
0.5811 Remote Similarity NPD887 Approved
0.5811 Remote Similarity NPD895 Approved
0.581 Remote Similarity NPD6412 Phase 2
0.5789 Remote Similarity NPD2267 Suspended
0.5766 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5758 Remote Similarity NPD7991 Discontinued
0.5752 Remote Similarity NPD8294 Approved
0.5752 Remote Similarity NPD8377 Approved
0.5733 Remote Similarity NPD7346 Approved
0.573 Remote Similarity NPD6114 Approved
0.573 Remote Similarity NPD6115 Approved
0.573 Remote Similarity NPD6118 Approved
0.573 Remote Similarity NPD6697 Approved
0.5714 Remote Similarity NPD7327 Approved
0.5714 Remote Similarity NPD7328 Approved
0.5702 Remote Similarity NPD8379 Approved
0.5702 Remote Similarity NPD8378 Approved
0.5702 Remote Similarity NPD8033 Approved
0.5702 Remote Similarity NPD8335 Approved
0.5702 Remote Similarity NPD8380 Approved
0.5702 Remote Similarity NPD8296 Approved
0.5696 Remote Similarity NPD1145 Discontinued
0.5676 Remote Similarity NPD2269 Approved
0.5664 Remote Similarity NPD7516 Approved
0.5652 Remote Similarity NPD367 Approved
0.5618 Remote Similarity NPD6116 Phase 1
0.5607 Remote Similarity NPD6686 Approved

Structure

External Identifiers

PubChem CID   3000518
ChEMBL   CHEMBL307261
ZINC  

Physicochemical Properties

Molecular Weight:  284.16
ALogP:  0.2487
MLogP:  2.56
XLogP:  2.815
# Rotatable Bonds:  4
Polar Surface Area:  57.15
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  20

Download Data

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