Natural Product: NPC476294

Natural Product ID:  NPC476294
Common Name:   Isoscoparin D
IUPAC Name:  
Synonyms:   Isoscoparin D
Molecular Formula:   C20H28O6
Standard InCHIKey:  JLPIBPUFZAMVBA-SBUCAMQKSA-N
Standard InCHI:  InChI=1S/C20H28O6/c1-17(2)5-4-6-18(3)9(17)7-10(21)20-14(18)13(23)12(22)11(15(20)24)19(8-26-19)16(20)25/h9-12,14-15,21-22,24H,4-8H2,1-3H3/t9-,10-,11-,12-,14+,15-,18-,19-,20+/m1/s1
Canonical SMILES:  O=C1[C@H](O)[C@@H]2[C@H]([C@]3([C@@H]1[C@]1(C)CCCC([C@H]1C[C@H]3O)(C)C)C(=O)[C@@]12OC1)O
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
NPO18028 Isodon scoparius Species Lamiaceae Eukaryota PMID[19072209]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT306 Cell Line PC-3 Homo sapiens IC50 > 10000 nM 10091690
NPT2678 Cell Line NB-4 Homo sapiens IC50 > 10000 nM 18955522
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM PubChem BioAssay data set
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM Open TG-GATES in vivo data: Biochemistry
NPT519 Cell Line SH-SY5Y Homo sapiens IC50 > 10000 nM Open TG-GATES in vivo data: Biochemistry

  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 NPC476294 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
0.9022 High Similarity NPC476296
0.8602 High Similarity NPC477614
0.8602 High Similarity NPC226491
0.8454 Intermediate Similarity NPC62407
0.8454 Intermediate Similarity NPC287354
0.8438 Intermediate Similarity NPC476189
0.837 Intermediate Similarity NPC50438
0.837 Intermediate Similarity NPC475689
0.8367 Intermediate Similarity NPC477264
0.8316 Intermediate Similarity NPC61688
0.8261 Intermediate Similarity NPC327451
0.8191 Intermediate Similarity NPC476727
0.8191 Intermediate Similarity NPC476726
0.819 Intermediate Similarity NPC320475
0.819 Intermediate Similarity NPC321661
0.8152 Intermediate Similarity NPC271163
0.8152 Intermediate Similarity NPC328007
0.8105 Intermediate Similarity NPC263802
0.8095 Intermediate Similarity NPC316930
0.8081 Intermediate Similarity NPC17336
0.8021 Intermediate Similarity NPC90676
0.7981 Intermediate Similarity NPC88469
0.7941 Intermediate Similarity NPC156324
0.7941 Intermediate Similarity NPC55503
0.7921 Intermediate Similarity NPC190080
0.7921 Intermediate Similarity NPC111187
0.7895 Intermediate Similarity NPC473350
0.7885 Intermediate Similarity NPC266
0.7849 Intermediate Similarity NPC254123
0.7849 Intermediate Similarity NPC469745
0.7835 Intermediate Similarity NPC236459
0.7835 Intermediate Similarity NPC191221
0.7826 Intermediate Similarity NPC275243
0.7822 Intermediate Similarity NPC116683
0.7822 Intermediate Similarity NPC476728
0.7818 Intermediate Similarity NPC470115
0.7818 Intermediate Similarity NPC470116
0.7812 Intermediate Similarity NPC302111
0.781 Intermediate Similarity NPC327093
0.78 Intermediate Similarity NPC477495
0.7798 Intermediate Similarity NPC40608
0.7778 Intermediate Similarity NPC52756
0.7766 Intermediate Similarity NPC317066
0.7755 Intermediate Similarity NPC56962
0.7755 Intermediate Similarity NPC24705
0.7732 Intermediate Similarity NPC202937
0.7723 Intermediate Similarity NPC305808
0.7723 Intermediate Similarity NPC470031
0.7706 Intermediate Similarity NPC473062
0.7684 Intermediate Similarity NPC472847
0.7677 Intermediate Similarity NPC77756
0.7677 Intermediate Similarity NPC477444
0.7677 Intermediate Similarity NPC477442
0.7677 Intermediate Similarity NPC477433
0.767 Intermediate Similarity NPC253995
0.7664 Intermediate Similarity NPC176949
0.7664 Intermediate Similarity NPC201908
0.7647 Intermediate Similarity NPC140242
0.7642 Intermediate Similarity NPC84928
0.7629 Intermediate Similarity NPC248216
0.7629 Intermediate Similarity NPC474215
0.7629 Intermediate Similarity NPC475729
0.7629 Intermediate Similarity NPC472272
0.7629 Intermediate Similarity NPC120395
0.7624 Intermediate Similarity NPC309127
0.7624 Intermediate Similarity NPC247877
0.7604 Intermediate Similarity NPC473336
0.7604 Intermediate Similarity NPC471044
0.7589 Intermediate Similarity NPC475490
0.7582 Intermediate Similarity NPC68565
0.7582 Intermediate Similarity NPC35871
0.7582 Intermediate Similarity NPC159789
0.7576 Intermediate Similarity NPC477443
0.7576 Intermediate Similarity NPC471459
0.7576 Intermediate Similarity NPC477440
0.7576 Intermediate Similarity NPC200580
0.7576 Intermediate Similarity NPC67653
0.7573 Intermediate Similarity NPC471241
0.757 Intermediate Similarity NPC37600
0.757 Intermediate Similarity NPC50535
0.7568 Intermediate Similarity NPC97002
0.7553 Intermediate Similarity NPC470609
0.7547 Intermediate Similarity NPC471253
0.7547 Intermediate Similarity NPC107385
0.7547 Intermediate Similarity NPC34562
0.7547 Intermediate Similarity NPC469985
0.7547 Intermediate Similarity NPC216114
0.7545 Intermediate Similarity NPC470281
0.7527 Intermediate Similarity NPC475725
0.7525 Intermediate Similarity NPC474379
0.7525 Intermediate Similarity NPC161035
0.7524 Intermediate Similarity NPC295276
0.7524 Intermediate Similarity NPC298266
0.7524 Intermediate Similarity NPC60947
0.7524 Intermediate Similarity NPC178853
0.7524 Intermediate Similarity NPC259654
0.75 Intermediate Similarity NPC474724
0.75 Intermediate Similarity NPC251824
0.75 Intermediate Similarity NPC86852
0.75 Intermediate Similarity NPC472487
0.75 Intermediate Similarity NPC46758
0.75 Intermediate Similarity NPC472486
0.7477 Intermediate Similarity NPC47281
0.7477 Intermediate Similarity NPC98603
0.7476 Intermediate Similarity NPC193785
0.7473 Intermediate Similarity NPC133922
0.7473 Intermediate Similarity NPC475458
0.7453 Intermediate Similarity NPC272472
0.7453 Intermediate Similarity NPC470172
0.7453 Intermediate Similarity NPC471254
0.7451 Intermediate Similarity NPC129004
0.7451 Intermediate Similarity NPC217567
0.7451 Intermediate Similarity NPC215271
0.7451 Intermediate Similarity NPC292374
0.7451 Intermediate Similarity NPC101233
0.7451 Intermediate Similarity NPC289539
0.7451 Intermediate Similarity NPC76136
0.7451 Intermediate Similarity NPC329713
0.7451 Intermediate Similarity NPC64006
0.7451 Intermediate Similarity NPC29247
0.7451 Intermediate Similarity NPC261333
0.7451 Intermediate Similarity NPC111524
0.7451 Intermediate Similarity NPC280804
0.7451 Intermediate Similarity NPC153775
0.7451 Intermediate Similarity NPC104371
0.7451 Intermediate Similarity NPC470423
0.7451 Intermediate Similarity NPC91772
0.7451 Intermediate Similarity NPC470424
0.7449 Intermediate Similarity NPC80700
0.7449 Intermediate Similarity NPC83242
0.7447 Intermediate Similarity NPC472310
0.7431 Intermediate Similarity NPC211224
0.7423 Intermediate Similarity NPC477434
0.7419 Intermediate Similarity NPC475031
0.7419 Intermediate Similarity NPC476233
0.7407 Intermediate Similarity NPC28791
0.7407 Intermediate Similarity NPC295366
0.7404 Intermediate Similarity NPC170978
0.7396 Intermediate Similarity NPC268040
0.7391 Intermediate Similarity NPC21220
0.7391 Intermediate Similarity NPC125767
0.7387 Intermediate Similarity NPC207689
0.7383 Intermediate Similarity NPC473406
0.7379 Intermediate Similarity NPC231060
0.7379 Intermediate Similarity NPC138245
0.7379 Intermediate Similarity NPC84018
0.7368 Intermediate Similarity NPC477851
0.7364 Intermediate Similarity NPC227879
0.7364 Intermediate Similarity NPC208333
0.7358 Intermediate Similarity NPC253886
0.7358 Intermediate Similarity NPC121218
0.7358 Intermediate Similarity NPC71706
0.7358 Intermediate Similarity NPC46848
0.7358 Intermediate Similarity NPC471790
0.7353 Intermediate Similarity NPC181594
0.7353 Intermediate Similarity NPC228700
0.7353 Intermediate Similarity NPC144739
0.7347 Intermediate Similarity NPC477445
0.7347 Intermediate Similarity NPC477205
0.7333 Intermediate Similarity NPC89099
0.7333 Intermediate Similarity NPC288
0.7333 Intermediate Similarity NPC109059
0.7327 Intermediate Similarity NPC88337
0.7327 Intermediate Similarity NPC100313
0.7327 Intermediate Similarity NPC475211
0.7321 Intermediate Similarity NPC476964
0.7321 Intermediate Similarity NPC477492
0.7321 Intermediate Similarity NPC477489
0.732 Intermediate Similarity NPC227170
0.7315 Intermediate Similarity NPC29705
0.7315 Intermediate Similarity NPC470167
0.7308 Intermediate Similarity NPC163685
0.7308 Intermediate Similarity NPC234564
0.7308 Intermediate Similarity NPC470387
0.7308 Intermediate Similarity NPC264979
0.7308 Intermediate Similarity NPC235109
0.7308 Intermediate Similarity NPC135548
0.73 Intermediate Similarity NPC131104
0.73 Intermediate Similarity NPC3032
0.73 Intermediate Similarity NPC473319
0.729 Intermediate Similarity NPC286519
0.729 Intermediate Similarity NPC148628
0.729 Intermediate Similarity NPC275990
0.729 Intermediate Similarity NPC170615
0.729 Intermediate Similarity NPC88203
0.729 Intermediate Similarity NPC76866
0.729 Intermediate Similarity NPC213528
0.729 Intermediate Similarity NPC246736
0.729 Intermediate Similarity NPC244969
0.729 Intermediate Similarity NPC214946
0.729 Intermediate Similarity NPC304832
0.7283 Intermediate Similarity NPC304499
0.7283 Intermediate Similarity NPC254340
0.7282 Intermediate Similarity NPC191094
0.7282 Intermediate Similarity NPC206878
0.7282 Intermediate Similarity NPC302008
0.7273 Intermediate Similarity NPC243746
0.7273 Intermediate Similarity NPC477441
0.7273 Intermediate Similarity NPC474448
0.7273 Intermediate Similarity NPC9013

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476294 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
0.7864 Intermediate Similarity NPD1700 Approved
0.7582 Intermediate Similarity NPD3703 Phase 2
0.7158 Intermediate Similarity NPD6115 Approved
0.7158 Intermediate Similarity NPD6114 Approved
0.7158 Intermediate Similarity NPD6118 Approved
0.7158 Intermediate Similarity NPD6697 Approved
0.7075 Intermediate Similarity NPD4755 Approved
0.7065 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD6372 Approved
0.7054 Intermediate Similarity NPD6373 Approved
0.7053 Intermediate Similarity NPD6116 Phase 1
0.7033 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD3698 Phase 2
0.6991 Remote Similarity NPD4634 Approved
0.6957 Remote Similarity NPD4244 Approved
0.6957 Remote Similarity NPD4789 Approved
0.6957 Remote Similarity NPD4245 Approved
0.6947 Remote Similarity NPD6117 Approved
0.6944 Remote Similarity NPD4696 Approved
0.6944 Remote Similarity NPD5285 Approved
0.6944 Remote Similarity NPD5286 Approved
0.6944 Remote Similarity NPD4700 Approved
0.6937 Remote Similarity NPD6675 Approved
0.6937 Remote Similarity NPD6402 Approved
0.6937 Remote Similarity NPD7128 Approved
0.6937 Remote Similarity NPD5739 Approved
0.693 Remote Similarity NPD6650 Approved
0.693 Remote Similarity NPD6649 Approved
0.6891 Remote Similarity NPD6319 Approved
0.6891 Remote Similarity NPD6054 Approved
0.6891 Remote Similarity NPD6059 Approved
0.6875 Remote Similarity NPD5697 Approved
0.6875 Remote Similarity NPD5701 Approved
0.6847 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6833 Remote Similarity NPD6015 Approved
0.6833 Remote Similarity NPD6016 Approved
0.6818 Remote Similarity NPD5225 Approved
0.6818 Remote Similarity NPD5226 Approved
0.6818 Remote Similarity NPD5211 Phase 2
0.6818 Remote Similarity NPD4633 Approved
0.6818 Remote Similarity NPD5224 Approved
0.6814 Remote Similarity NPD7320 Approved
0.6814 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6814 Remote Similarity NPD6881 Approved
0.6814 Remote Similarity NPD6899 Approved
0.6777 Remote Similarity NPD5988 Approved
0.6777 Remote Similarity NPD6370 Approved
0.6757 Remote Similarity NPD5174 Approved
0.6757 Remote Similarity NPD5175 Approved
0.6754 Remote Similarity NPD6014 Approved
0.6754 Remote Similarity NPD6013 Approved
0.6754 Remote Similarity NPD6012 Approved
0.6739 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6739 Remote Similarity NPD5360 Phase 3
0.6737 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6727 Remote Similarity NPD5223 Approved
0.6696 Remote Similarity NPD6883 Approved
0.6696 Remote Similarity NPD5141 Approved
0.6696 Remote Similarity NPD7290 Approved
0.6696 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD3702 Approved
0.6667 Remote Similarity NPD6011 Approved
0.6667 Remote Similarity NPD7492 Approved
0.6667 Remote Similarity NPD4632 Approved
0.6667 Remote Similarity NPD4697 Phase 3
0.664 Remote Similarity NPD7736 Approved
0.6639 Remote Similarity NPD6009 Approved
0.6638 Remote Similarity NPD8130 Phase 1
0.6638 Remote Similarity NPD6869 Approved
0.6638 Remote Similarity NPD6847 Approved
0.6638 Remote Similarity NPD6617 Approved
0.6637 Remote Similarity NPD6008 Approved
0.6637 Remote Similarity NPD4767 Approved
0.6637 Remote Similarity NPD4768 Approved
0.6613 Remote Similarity NPD6616 Approved
0.6607 Remote Similarity NPD4754 Approved
0.6593 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6581 Remote Similarity NPD6882 Approved
0.6581 Remote Similarity NPD8297 Approved
0.6574 Remote Similarity NPD5210 Approved
0.6574 Remote Similarity NPD4629 Approved
0.656 Remote Similarity NPD7078 Approved
0.656 Remote Similarity NPD8293 Discontinued
0.6545 Remote Similarity NPD5696 Approved
0.6526 Remote Similarity NPD4758 Discontinued
0.6526 Remote Similarity NPD6081 Approved
0.6522 Remote Similarity NPD4729 Approved
0.6522 Remote Similarity NPD5128 Approved
0.6522 Remote Similarity NPD4730 Approved
0.6496 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6489 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6465 Remote Similarity NPD3671 Phase 1
0.6452 Remote Similarity NPD7604 Phase 2
0.6449 Remote Similarity NPD8034 Phase 2
0.6449 Remote Similarity NPD8035 Phase 2
0.6423 Remote Similarity NPD5983 Phase 2
0.6417 Remote Similarity NPD6274 Approved
0.6415 Remote Similarity NPD4753 Phase 2
0.641 Remote Similarity NPD5247 Approved
0.641 Remote Similarity NPD5250 Approved
0.641 Remote Similarity NPD5249 Phase 3
0.641 Remote Similarity NPD5251 Approved
0.641 Remote Similarity NPD5248 Approved
0.6404 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6389 Remote Similarity NPD4202 Approved
0.6378 Remote Similarity NPD6033 Approved
0.6364 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5222 Approved
0.6364 Remote Similarity NPD5221 Approved
0.6356 Remote Similarity NPD5215 Approved
0.6356 Remote Similarity NPD5216 Approved
0.6356 Remote Similarity NPD5217 Approved
0.6354 Remote Similarity NPD5777 Approved
0.6337 Remote Similarity NPD6928 Phase 2
0.6311 Remote Similarity NPD4788 Approved
0.6306 Remote Similarity NPD6083 Phase 2
0.6306 Remote Similarity NPD6084 Phase 2
0.6306 Remote Similarity NPD5173 Approved
0.63 Remote Similarity NPD5364 Discontinued
0.6271 Remote Similarity NPD5169 Approved
0.6271 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6271 Remote Similarity NPD5135 Approved
0.6262 Remote Similarity NPD5328 Approved
0.626 Remote Similarity NPD7100 Approved
0.626 Remote Similarity NPD7101 Approved
0.625 Remote Similarity NPD4787 Phase 1
0.623 Remote Similarity NPD8295 Clinical (unspecified phase)
0.623 Remote Similarity NPD6317 Approved
0.622 Remote Similarity NPD6336 Discontinued
0.6218 Remote Similarity NPD5127 Approved
0.6202 Remote Similarity NPD7319 Approved
0.619 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6179 Remote Similarity NPD6335 Approved
0.6179 Remote Similarity NPD6313 Approved
0.6179 Remote Similarity NPD6314 Approved
0.617 Remote Similarity NPD4224 Phase 2
0.616 Remote Similarity NPD6909 Approved
0.616 Remote Similarity NPD6908 Approved
0.616 Remote Similarity NPD6921 Approved
0.6147 Remote Similarity NPD6079 Approved
0.6134 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6132 Remote Similarity NPD3618 Phase 1
0.6132 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6126 Remote Similarity NPD5695 Phase 3
0.6091 Remote Similarity NPD6399 Phase 3
0.6066 Remote Similarity NPD5167 Approved
0.6063 Remote Similarity NPD8328 Phase 3
0.605 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6032 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5969 Remote Similarity NPD7507 Approved
0.5968 Remote Similarity NPD7115 Discovery
0.5965 Remote Similarity NPD7638 Approved
0.5946 Remote Similarity NPD8171 Discontinued
0.5943 Remote Similarity NPD3665 Phase 1
0.5943 Remote Similarity NPD3133 Approved
0.5943 Remote Similarity NPD4786 Approved
0.5943 Remote Similarity NPD4197 Approved
0.5943 Remote Similarity NPD3666 Approved
0.5932 Remote Similarity NPD6920 Discontinued
0.5913 Remote Similarity NPD7640 Approved
0.5913 Remote Similarity NPD8418 Phase 2
0.5913 Remote Similarity NPD7639 Approved
0.5905 Remote Similarity NPD3667 Approved
0.5888 Remote Similarity NPD5329 Approved
0.5882 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6412 Phase 2
0.5873 Remote Similarity NPD4522 Approved
0.5865 Remote Similarity NPD7525 Registered
0.5854 Remote Similarity NPD8133 Approved
0.5839 Remote Similarity NPD6333 Approved
0.5839 Remote Similarity NPD6334 Approved
0.5833 Remote Similarity NPD5168 Approved
0.5825 Remote Similarity NPD4802 Phase 2
0.5825 Remote Similarity NPD4238 Approved
0.5812 Remote Similarity NPD7632 Discontinued
0.5789 Remote Similarity NPD5956 Approved
0.5785 Remote Similarity NPD8132 Clinical (unspecified phase)
0.576 Remote Similarity NPD6868 Approved
0.5755 Remote Similarity NPD4223 Phase 3
0.5755 Remote Similarity NPD4221 Approved
0.5739 Remote Similarity NPD7902 Approved
0.5702 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5688 Remote Similarity NPD4694 Approved
0.5688 Remote Similarity NPD5280 Approved
0.5688 Remote Similarity NPD5279 Phase 3
0.5688 Remote Similarity NPD5690 Phase 2
0.5688 Remote Similarity NPD6098 Approved
0.5678 Remote Similarity NPD5091 Approved
0.5676 Remote Similarity NPD6904 Approved
0.5676 Remote Similarity NPD6080 Approved
0.5676 Remote Similarity NPD6673 Approved
0.5673 Remote Similarity NPD3617 Approved
0.566 Remote Similarity NPD4139 Approved
0.566 Remote Similarity NPD4692 Approved
0.5645 Remote Similarity NPD6053 Discontinued
0.5635 Remote Similarity NPD6940 Discontinued
0.5614 Remote Similarity NPD5282 Discontinued

Structure

External Identifiers

PubChem CID   25208913
ChEMBL   CHEMBL562598
ZINC  

Physicochemical Properties

Molecular Weight:  364.19
ALogP:  -2.2665
MLogP:  3
XLogP:  0.761
# Rotatable Bonds:  6
Polar Surface Area:  107.36
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  26

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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